Standard Article

Hydroxylamine Analogs and Derivatives of Amino Acids. Aminooxy Acids

Hydroxylamines, Oximes and Hydroxamic Acids (2010)

  1. Gury Zvilichovsky

Published Online: 15 SEP 2010

DOI: 10.1002/9780470682531.pat0504

Patai's Chemistry of Functional Groups

Patai's Chemistry of Functional Groups

How to Cite

Zvilichovsky, G. 2010. Hydroxylamine Analogs and Derivatives of Amino Acids. Aminooxy Acids. Patai's Chemistry of Functional Groups. .

Author Information

  1. Institute of Chemistry, The Hebrew University of Jerusalem, Jerusalem, Israel

Publication History

  1. Published Online: 15 SEP 2010

Chemistry Terms

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Abstract

This chapter provides a review of researches in the field of aminooxy acids and related compounds. The first syntheses of aminooxy acids were described about 120 years ago. The first natural aminooxy acids and their derivatives, like canaline, canavanine and the antibiotic cycloserine, were discovered in the thirties and fifties of last century. Their first peptides were prepared in the sixties. In recent years this field gained increasing interest due to the special properties of peptides glycosides and glycopeptides containing aminooxy acids. These biomimetic compounds include aminooxy acids incorporated in biologically active macromolecules, either inside the chains or in terminal positions. The latter derivatives are used for ligation of functional groups resulting in biological probes, biosensors and and other useful devices. The free aminooxy group in such chains enables the facile prepration of bioconjugates, attachment to solid surfaces, modifications of recombinant proteins, preparing various vaccines and more. Peptides, proteins and glycopeptides containing an amidooxy bond exhibit interesting secondary, tertiary and quaternary structures. They reveal new folding properties, resulting in useful biomimetic foldamers for various applications.

This chapter includes up to date information on the synthesis, chemical and biological properties of aminooxy acids and their derivatives.

Keywords:

  • aminooxy acidswaminooxy peptides;
  • bioconjugates;
  • biological probes;
  • biological actuvity;
  • biomimetic foldamer;
  • canaline;
  • canavanine;
  • chemical linkers;
  • cyclserine;
  • guanidinooxy acids;
  • ureidooxy acids

Featured Compounds

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  1. 1 - 250
Compound 2
Molecular Weight:134.1338
Molecular Formula:C4H10N2O3
InChIKey:FQPGMQABJNQLLF-VKHMYHEASA-N
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Compound 1
Molecular Weight:176.1738
Molecular Formula:C5H12N4O3
InChIKey:FSBIGDSBMBYOPN-VKHMYHEASA-N
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Compound 3
Molecular Weight:102.0919
Molecular Formula:C3H6N2O2
InChIKey:DYDCUQKUCUHJBH-UWTATZPHSA-N
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Compound 4
Molecular Weight:148.1604
Molecular Formula:C5H12N2O3
InChIKey:OZMJDTPATROLQC-BYPYZUCNSA-N
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Compound 6
Molecular Weight:91.066
Molecular Formula:C2H5NO3
InChIKey:Not Available
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Compound 5
Molecular Weight:174.2416
Molecular Formula:C7H7KN2O
InChIKey:ZQCBLFYGEYDYKB-UHFFFAOYSA-N
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Compound 7
Molecular Weight:105.0926
Molecular Formula:C3H7NO3
InChIKey:AHIBSEICBQMMDB-UHFFFAOYSA-N
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Compound 8
Molecular Weight:137.136
Molecular Formula:C7H7NO2
InChIKey:VDEUYMSGMPQMIK-UHFFFAOYSA-N
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Compound 9
Molecular Weight:314.175
Molecular Formula:C13H16BrNO3
InChIKey:ODVPMLZMZXDKJM-UHFFFAOYSA-N
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Compound 172
Molecular Weight:86.0892
Molecular Formula:C4H6O2
InChIKey:Not Available
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Compound 181
Molecular Weight:370.3991
Molecular Formula:C20H22N2O5
InChIKey:VWDLMUFQBPORCZ-UHFFFAOYSA-N
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Compound 320
Molecular Weight:370.3991
Molecular Formula:C20H22N2O5
InChIKey:VWDLMUFQBPORCZ-UHFFFAOYSA-N
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Compound DL-2
Molecular Weight:134.1338
Molecular Formula:C4H10N2O3
InChIKey:FQPGMQABJNQLLF-UHFFFAOYSA-N
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Compound 10
Molecular Weight:163.1302
Molecular Formula:C8H5NO3
InChIKey:Not Available
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Compound 11
Molecular Weight:Not Available
Molecular Formula:Not Available
InChIKey:Not Available
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Compound 12
Molecular Weight:Not Available
Molecular Formula:Not Available
InChIKey:Not Available
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Compound 13
Molecular Weight:200.031
Molecular Formula:C4H10BrNO3
InChIKey:ROQWAHLHDFTLIL-UHFFFAOYSA-N
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Compound 16
Molecular Weight:Not Available
Molecular Formula:Not Available
InChIKey:Not Available
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Compound 32
Molecular Weight:Not Available
Molecular Formula:Not Available
InChIKey:Not Available
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Compound 36a
Molecular Weight:195.1721
Molecular Formula:C9H9NO4
InChIKey:WDRGQGLIUAMOOC-UHFFFAOYSA-N
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Compound 105
Molecular Weight:133.1457
Molecular Formula:C5H11NO3
InChIKey:SWQFFLDVXJWKHS-UHFFFAOYSA-N
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Compound 106
Molecular Weight:133.1457
Molecular Formula:C5H11NO3
InChIKey:YOZLTTADSLAKPE-UHFFFAOYSA-N
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Compound 109
Molecular Weight:147.1723
Molecular Formula:C6H13NO3
InChIKey:OWZGYDHKGBCHSN-UHFFFAOYSA-N
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Compound 14
Molecular Weight:Not Available
Molecular Formula:(CH2)nC15H13NO3
InChIKey:MRWBGLBVDBSDLM-UHFFFAOYSA-N
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Compound 15
Molecular Weight:Not Available
Molecular Formula:(CH2)nC2H5NO3
InChIKey:AFBSAFGEGKQVFR-UHFFFAOYSA-N
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Compound 24
Molecular Weight:119.1192
Molecular Formula:C4H9NO3
InChIKey:SVAAPFWNUGXEIM-UHFFFAOYSA-N
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Compound 159
Molecular Weight:119.1192
Molecular Formula:C4H9NO3
InChIKey:SVAAPFWNUGXEIM-UHFFFAOYSA-N
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Compound 17
Molecular Weight:105.0926
Molecular Formula:C3H7NO3
InChIKey:VGEWEGHHYWGXGG-UHFFFAOYSA-N
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Compound 18
Molecular Weight:167.162
Molecular Formula:C8H9NO3
InChIKey:PQBSPTAPCMSZAA-UHFFFAOYSA-N
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Compound 33
Molecular Weight:Not Available
Molecular Formula:Not Available
InChIKey:Not Available
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Compound 19
Molecular Weight:Not Available
Molecular Formula:Not Available
InChIKey:Not Available
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Compound 20
Molecular Weight:355.3844
Molecular Formula:C20H21NO5
InChIKey:XHKMBFDLCAZWCR-MSOLQXFVSA-N
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Compound 21
Molecular Weight:500.4994
Molecular Formula:C28H24N2O7
InChIKey:WHDPEZUYDPAYEL-URXFXBBRSA-N
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Compound 22
Molecular Weight:504.4881
Molecular Formula:C27H24N2O8
InChIKey:HSYQQCZALBXSEQ-ZEQRLZLVSA-N
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Compound 23
Molecular Weight:500.4994
Molecular Formula:C28H24N2O7
InChIKey:WHDPEZUYDPAYEL-QPPBQGQZSA-N
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Compound 333
Molecular Weight:134.1338
Molecular Formula:C4H10N2O3
InChIKey:FQPGMQABJNQLLF-UHFFFAOYSA-N
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Compound 25
Molecular Weight:Not Available
Molecular Formula:Not Available
InChIKey:Not Available
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Compound 26
Molecular Weight:243.662
Molecular Formula:C4H8CuN2O6
InChIKey:HPUGSQINGUSGPG-UHFFFAOYSA-L
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Compound 27
Molecular Weight:315.723
Molecular Formula:C4H16CuN2O10
InChIKey:GNQPTGVTSJOLKB-UHFFFAOYSA-L
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Compound 110
Molecular Weight:147.1723
Molecular Formula:C6H13NO3
InChIKey:FOLNEXIKZNWGRI-UHFFFAOYSA-N
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Compound 122
Molecular Weight:181.1885
Molecular Formula:C9H11NO3
InChIKey:BRKLOAHUJZWUQQ-UHFFFAOYSA-N
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Compound 28
Molecular Weight:Not Available
Molecular Formula:Not Available
InChIKey:Not Available
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Compound 29
Molecular Weight:Not Available
Molecular Formula:Not Available
InChIKey:Not Available
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Compound 30
Molecular Weight:Not Available
Molecular Formula:Not Available
InChIKey:Not Available
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Compound 31
Molecular Weight:Not Available
Molecular Formula:Not Available
InChIKey:Not Available
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Compound 342
Molecular Weight:155.58
Molecular Formula:C4H10ClNO3
InChIKey:IKCYQNSSQXAQHC-UHFFFAOYSA-N
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Compound 34
Molecular Weight:Not Available
Molecular Formula:Not Available
InChIKey:Not Available
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Compound 35
Molecular Weight:Not Available
Molecular Formula:Not Available
InChIKey:Not Available
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Compound 36b
Molecular Weight:209.1986
Molecular Formula:C10H11NO4
InChIKey:IESJLDFTRHCZHL-UHFFFAOYSA-N
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Compound 36
Molecular Weight:Not Available
Molecular Formula:Not Available
InChIKey:Not Available
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Compound 37
Molecular Weight:247.1419
Molecular Formula:C8H10NO6P
InChIKey:NGVDGCNFYWLIFO-UHFFFAOYSA-N
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Compound 38
Molecular Weight:320.1926
Molecular Formula:C10H13N2O8P
InChIKey:OIXCZOIOXXUPOT-KGVSQERTSA-N
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Compound 39
Molecular Weight:398.437
Molecular Formula:C15H22N6O5S
InChIKey:MEFKEPWMEQBLKI-AIRLBKTGSA-N
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Compound 40
Molecular Weight:101.1039
Molecular Formula:C4H7NO2
InChIKey:PAJPWUMXBYXFCZ-UHFFFAOYSA-N
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Compound 41
Molecular Weight:Not Available
Molecular Formula:Not Available
InChIKey:Not Available
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Compound 42
Molecular Weight:335.3135
Molecular Formula:C18H13N3O4
InChIKey:MARBCYLHVIOQCF-LALPNIDTSA-N
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Compound 43
Molecular Weight:244.357
Molecular Formula:C10H20N4OS
InChIKey:QPCRKVHGWBLBHY-NRPADANISA-N
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Compound 44
Molecular Weight:317.408
Molecular Formula:C12H23N5O3S
InChIKey:ZYQPTCPXEIJTEC-AUTRQRHGSA-N
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Compound 45
Molecular Weight:373.514
Molecular Formula:C16H31N5O3S
InChIKey:GIOCUUPQASMVTO-XEZPLFJOSA-N
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Compound 46
Molecular Weight:443.562
Molecular Formula:C22H29N5O3S
InChIKey:DLGQCGBJOCXMKE-IPJJNNNSSA-N
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Compound 47
Molecular Weight:602.749
Molecular Formula:C28H42N8O5S
InChIKey:NTCKHQBIHRQZOQ-DPZBCOQUSA-N
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Compound 48
Molecular Weight:687.853
Molecular Formula:C32H49N9O6S
InChIKey:WZYXXWNXOYPKBH-HEWUYBSCSA-N
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Compound 49
Molecular Weight:189.2156
Molecular Formula:C6H15N5O2
InChIKey:PXTFGPLXIRDEIV-UHFFFAOYSA-N
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Compound 50
Molecular Weight:303.3132
Molecular Formula:C15H17N3O4
InChIKey:OQGMJNAZWHITRE-UHFFFAOYSA-N
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Compound 51
Molecular Weight:344.3684
Molecular Formula:C16H20N6O3
InChIKey:NUGMYEWHCCQFDP-UHFFFAOYSA-N
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Compound 52
Molecular Weight:566.539
Molecular Formula:C26H22N4O9S
InChIKey:LLYPEHCKJLHYQD-UHFFFAOYSA-N
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Compound 67
Molecular Weight:89.0733
Molecular Formula:Not Available
InChIKey:Not Available
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Compound 53
Molecular Weight:448.471
Molecular Formula:C15H20N4O8S2
InChIKey:RGCWBYYVKDHMNY-VIFPVBQESA-N
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Compound 54
Molecular Weight:191.1818
Molecular Formula:C7H13NO5
InChIKey:QBXODCKYUZNZCY-UHFFFAOYSA-N
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Compound 55
Molecular Weight:Not Available
Molecular Formula:Not Available
InChIKey:Not Available
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Compound 66
Molecular Weight:288.2539
Molecular Formula:C11H16N2O7
InChIKey:ZZBOTLREHORFCK-UHFFFAOYSA-N
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Compound 56
Molecular Weight:723.75
Molecular Formula:C27H45N7O14S
InChIKey:LTSQSCWWELWGJY-OALUTQOASA-N
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Compound 57
Molecular Weight:161.1558
Molecular Formula:C6H11NO4
InChIKey:YEZPTIHHLKMCER-ALCCZGGFSA-N
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Compound 58
Molecular Weight:185.9485
Molecular Formula:C2H3IO2
InChIKey:JDNTWHVOXJZDSN-UHFFFAOYSA-N
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Compound 59
Molecular Weight:103.1198
Molecular Formula:C4H9NO2
InChIKey:QWKAVVNRCKPKNM-PLNGDYQASA-N
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Compound 60
Molecular Weight:258.228
Molecular Formula:C10H14N2O6
InChIKey:JWVFJIBHWMWCHC-XFFZJAGNSA-N
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Compound 61
Molecular Weight:506.4644
Molecular Formula:C18H30N6O11
InChIKey:XZTKRLPOONMPEH-YHAQOWFVSA-N
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Compound 62
Molecular Weight:753.716
Molecular Formula:C24H35N9O15S2
InChIKey:NKGOWZKONROUNW-ZDEQEGDKSA-N
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Compound 63
Molecular Weight:1023.1422
Molecular Formula:C41H78N14O16
InChIKey:MSGGVJBGMXPVQW-NOFINNCCSA-N
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Compound 64
Molecular Weight:516.378
Molecular Formula:C19H34BrNO10
InChIKey:CJAWRACGJLOJQQ-UHFFFAOYSA-N
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Compound 65
Molecular Weight:457.9
Molecular Formula:C18H32ClNO10
InChIKey:WQQDJRFEWGYDOX-UHFFFAOYSA-N
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Compound 68
Molecular Weight:178.1466
Molecular Formula:Not Available
InChIKey:Not Available
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Compound 69
Molecular Weight:688.7649
Molecular Formula:C41H40N2O8
InChIKey:DGRJQFKVXGTEAQ-UHFFFAOYSA-N
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Compound 70
Molecular Weight:410.3768
Molecular Formula:C21H18N2O7
InChIKey:UORUIBQHOCCKKF-UHFFFAOYSA-N
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Compound 71
Molecular Weight:91.1091
Molecular Formula:C3H9NO2
InChIKey:KQIGMPWTAHJUMN-UHFFFAOYSA-N
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Compound 72
Molecular Weight:386.3985
Molecular Formula:C20H22N2O6
InChIKey:WAQFCAKEYHJXJE-UHFFFAOYSA-N
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Compound 73a
Molecular Weight:499.5131
Molecular Formula:C25H29N3O8
InChIKey:KHRQNEDYPNTPKW-UHFFFAOYSA-N
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Compound 73b
Molecular Weight:399.3972
Molecular Formula:C20H21N3O6
InChIKey:VPOOTNVPHIZUOF-UHFFFAOYSA-N
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Compound 74
Molecular Weight:613.4004
Molecular Formula:C27H24IN3O6
InChIKey:JZCFFDGYSCZPGO-VVEOGCPPSA-N
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Compound 75
Molecular Weight:727.154
Molecular Formula:Not Available
InChIKey:Not Available
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Compound 76
Molecular Weight:645.747
Molecular Formula:C29H36N5O8S2
InChIKey:HEKJFKFFPYLVQQ-UHFFFAOYSA-N
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Compound 77
Molecular Weight:1097.1329
Molecular Formula:C46H72N12O19
InChIKey:ONGZTBWWJQLKCR-MRNVWEPHSA-N
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Compound 78
Molecular Weight:275.643
Molecular Formula:C10H10ClNO6
InChIKey:RWWPKIOWBQFXEE-UHFFFAOYSA-N
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Compound 79
Molecular Weight:369.2836
Molecular Formula:C14H15N3O9
InChIKey:YSFQWDOYLQFKAW-UHFFFAOYSA-N
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Compound 80
Molecular Weight:636.4031
Molecular Formula:C19H26N8O13P2
InChIKey:UUBWXCHLJHRYJT-LNAOLWRRSA-N
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Compound 81
Molecular Weight:945.6132
Molecular Formula:C31H38N10O21P2
InChIKey:IBWBRCQHZRNOTI-ZKWKPTAGSA-K
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Compound 82
Molecular Weight:318.127
Molecular Formula:C10H13IN2O2
InChIKey:VWSQODCMASCRDT-UHFFFAOYSA-N
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Compound 83
Molecular Weight:839.8555
Molecular Formula:C35H53FN10O13
InChIKey:CLRFWOGMRWTDSF-OBUAHGEASA-N
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Compound 84
Molecular Weight:351.045
Molecular Formula:C4H16BrCoN6O4
InChIKey:FULKYXLPXPSNMZ-UHFFFAOYSA-M
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Compound 85
Molecular Weight:Not Available
Molecular Formula:Not Available
InChIKey:Not Available
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Compound 86
Molecular Weight:145.1564
Molecular Formula:C6H11NO3
InChIKey:DVTXLOLRLNACCF-UHFFFAOYSA-N
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Compound 87
Molecular Weight:447.2696
Molecular Formula:C16H9N5O11
InChIKey:MQTMHRXULFJFOC-UHFFFAOYSA-N
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Compound 88
Molecular Weight:200.2762
Molecular Formula:C14H16O
InChIKey:FWSOIRMFVYTSIY-UHFFFAOYSA-N
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Compound 89
Molecular Weight:264.3184
Molecular Formula:C18H16O2
InChIKey:USBIYOKJFKINNM-UHFFFAOYSA-N
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Compound 90
Molecular Weight:303.3083
Molecular Formula:C13H21NO7
InChIKey:UHCCCHNIACRYCU-LKFCYVNXSA-N
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Compound 91
Molecular Weight:303.3083
Molecular Formula:C13H21NO7
InChIKey:UHCCCHNIACRYCU-XPTSAGLGSA-N
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Compound 92
Molecular Weight:216.1946
Molecular Formula:C7H12N4O4
InChIKey:YQKAURXTAAOEFW-AGPWLVQFSA-N
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Compound 93
Molecular Weight:216.1946
Molecular Formula:C7H12N4O4
InChIKey:YQKAURXTAAOEFW-ZWWCSAPESA-N
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Compound 94
Molecular Weight:381.372
Molecular Formula:C17H14F3N3O2S
InChIKey:RZEKVGVHFLEQIL-UHFFFAOYSA-N
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Compound 95
Molecular Weight:469.434
Molecular Formula:C20H18F3N3O5S
InChIKey:WIENENPMVANVOX-UHFFFAOYSA-N
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Compound 96
Molecular Weight:469.434
Molecular Formula:C20H18F3N3O5S
InChIKey:WIENENPMVANVOX-ZDUSSCGKSA-N
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Compound 97
Molecular Weight:469.434
Molecular Formula:C20H18F3N3O5S
InChIKey:WIENENPMVANVOX-CYBMUJFWSA-N
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Compound 98
Molecular Weight:Not Available
Molecular Formula:Not Available
InChIKey:Not Available
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Compound 99
Molecular Weight:Not Available
Molecular Formula:Not Available
InChIKey:Not Available
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Compound 100
Molecular Weight:754.853
Molecular Formula:C35H46N8O9S
InChIKey:PAWGJHXTOXVGLU-ABIVSALSSA-N
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Compound 101
Molecular Weight:381.4446
Molecular Formula:C17H36NO6P
InChIKey:CGQYROIODZDURG-UHFFFAOYSA-N
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Compound 102
Molecular Weight:367.418
Molecular Formula:C16H34NO6P
InChIKey:DBCQPMVLXCFHMG-UHFFFAOYSA-N
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Compound 103
Molecular Weight:294.3474
Molecular Formula:C13H29NO4P
InChIKey:SYHLCMUSYHFPPE-UHFFFAOYSA-N
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Compound 104
Molecular Weight:381.4446
Molecular Formula:C17H36NO6P
InChIKey:LHCFAZQDKKRUDE-UHFFFAOYSA-N
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Compound 107
Molecular Weight:181.028
Molecular Formula:C5H9BrO2
InChIKey:WMFATTFQNRPXBQ-SCSAIBSYSA-N
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Compound 108
Molecular Weight:215.2893
Molecular Formula:C11H21NO3
InChIKey:RFGDITXWNVUTFS-UHFFFAOYSA-N
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Compound 111
Molecular Weight:147.1723
Molecular Formula:C6H13NO3
InChIKey:LRCFEOITEBXABN-UHFFFAOYSA-N
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Compound 112
Molecular Weight:147.1723
Molecular Formula:C6H13NO3
InChIKey:RSJUSKPSXKYBMU-UHFFFAOYSA-N
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Compound 114
Molecular Weight:147.1723
Molecular Formula:C6H13NO3
InChIKey:FOLNEXIKZNWGRI-RXMQYKEDSA-N
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Compound 113
Molecular Weight:132.1577
Molecular Formula:C6H12O3
InChIKey:LVRFTAZAXQPQHI-RXMQYKEDSA-N
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Compound 115
Molecular Weight:369.4525
Molecular Formula:C19H31NO6
InChIKey:VLVNUFVBIMKQSN-KOSMOBSGSA-N
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Compound 116
Molecular Weight:571.6221
Molecular Formula:C28H37N5O8
InChIKey:IOJQDLXMMBSXKS-VABKMULXSA-N
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Compound 117
Molecular Weight:147.1723
Molecular Formula:C6H13NO3
InChIKey:RSJUSKPSXKYBMU-BYPYZUCNSA-N
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Compound 118
Molecular Weight:147.1723
Molecular Formula:C6H13NO3
InChIKey:RSJUSKPSXKYBMU-SCSAIBSYSA-N
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Compound 119
Molecular Weight:298.3762
Molecular Formula:C19H22O3
InChIKey:PHYRXYUDHILFBN-JLHYYAGUSA-N
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Compound 120
Molecular Weight:195.054
Molecular Formula:C6H11BrO2
InChIKey:MJLVLHNXEOQASX-UHFFFAOYSA-N
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Compound 121
Molecular Weight:187.2362
Molecular Formula:C9H17NO3
InChIKey:BDTQQJBDRGDOPE-UHFFFAOYSA-N
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Compound 123
Molecular Weight:217.649
Molecular Formula:C9H12ClNO3
InChIKey:JBBBYWCXMVGFAZ-QRPNPIFTSA-N
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Compound 124
Molecular Weight:276.127
Molecular Formula:C10H14BrNO3
InChIKey:VFOHVCCTRNGNGG-FVGYRXGTSA-N
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Compound 125
Molecular Weight:165.1891
Molecular Formula:C9H11NO2
InChIKey:Not Available
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Compound 126
Molecular Weight:324.3291
Molecular Formula:C15H20N2O6
InChIKey:JUQVIZHFYABGQO-RYUDHWBXSA-N
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Compound 127
Molecular Weight:612.697
Molecular Formula:C29H36N6O7S
InChIKey:QSBVCFUXUBITFH-BIHRQFPBSA-N
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Compound 128
Molecular Weight:571.6221
Molecular Formula:C28H37N5O8
InChIKey:KIWVXTUZXHTEGG-VABKMULXSA-N
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Compound 129
Molecular Weight:199.1608
Molecular Formula:C8H9NO5
InChIKey:BYFZKDSIJIMGMW-ZETCQYMHSA-N
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Compound 130
Molecular Weight:670.693
Molecular Formula:C28H28N7O9S2
InChIKey:URIJTHHIMCGXKQ-FHZYATBESA-O
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Compound 131
Molecular Weight:453.325
Molecular Formula:C24H21BrO4
InChIKey:ZMAPZQCWEJGFAJ-UHFFFAOYSA-N
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Compound 132
Molecular Weight:224.21
Molecular Formula:C11H12O5
InChIKey:FPYPVEVQUKLBKU-SECBINFHSA-N
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Compound 133
Molecular Weight:400.4266
Molecular Formula:C24H20N2O4
InChIKey:YHTSXVFKSCMFHO-UHFFFAOYSA-N
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Compound 134a
Molecular Weight:167.162
Molecular Formula:C8H9NO3
InChIKey:DBSCESIXNPXXKA-UHFFFAOYSA-N
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Compound 134b
Molecular Weight:201.607
Molecular Formula:C8H8ClNO3
InChIKey:USVCFWCSNJWQEG-UHFFFAOYSA-N
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Compound 134c
Molecular Weight:201.607
Molecular Formula:C8H8ClNO3
InChIKey:MGLUPULDOWBKTP-UHFFFAOYSA-N
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Compound 134d
Molecular Weight:183.1614
Molecular Formula:C8H9NO4
InChIKey:QNQHZFPOTVQDLU-UHFFFAOYSA-N
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Compound 135
Molecular Weight:173.19
Molecular Formula:C6H7NO3S
InChIKey:HYMVZBWYVVPDMD-UHFFFAOYSA-N
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Compound 136a
Molecular Weight:289.714
Molecular Formula:C15H12ClNO3
InChIKey:ZAWIMENPKQOZRW-LICLKQGHSA-N
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Compound 136b
Molecular Weight:285.2946
Molecular Formula:C16H15NO4
InChIKey:BOCHRDOSZHRHDC-GZTJUZNOSA-N
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Compound 136c
Molecular Weight:152.1473
Molecular Formula:C8H8O3
InChIKey:IWYDHOAUDWTVEP-SSDOTTSWSA-N
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Compound 137
Molecular Weight:149.1021
Molecular Formula:C4H7NO5
InChIKey:COZAKADBHRLDAP-UHFFFAOYSA-N
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Compound 138
Molecular Weight:248.2331
Molecular Formula:C9H16N2O6
InChIKey:KXQRAPMNPUXYGT-VDTYLAMSSA-N
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Compound 139
Molecular Weight:134.0874
Molecular Formula:C4H6O5
InChIKey:BJEPYKJPYRNKOW-UWTATZPHSA-N
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Compound 140
Molecular Weight:314.3325
Molecular Formula:C18H18O5
InChIKey:RWMHFANJOASIHT-MRXNPFEDSA-N
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Compound 141
Molecular Weight:446.394
Molecular Formula:C19H17F3O7S
InChIKey:SGNSXZJHIPISGO-MRXNPFEDSA-N
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Compound 142
Molecular Weight:429.463
Molecular Formula:C23H27NO7
InChIKey:JYZADNOBGQLYSH-IBGZPJMESA-N
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Compound 143
Molecular Weight:249.2179
Molecular Formula:C9H15NO7
InChIKey:LCEMZLCWSSZBIV-YFKPBYRVSA-N
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Compound 144
Molecular Weight:149.1021
Molecular Formula:C4H7NO5
InChIKey:COZAKADBHRLDAP-REOHCLBHSA-N
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Compound 145
Molecular Weight:121.092
Molecular Formula:C3H7NO4
InChIKey:ORLMDFNLNIFTQL-UHFFFAOYSA-N
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Compound 146
Molecular Weight:137.158
Molecular Formula:C3H7NO3S
InChIKey:VSCNMYMXIAWYNZ-UHFFFAOYSA-N
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Compound 147
Molecular Weight:165.211
Molecular Formula:C5H11NO3S
InChIKey:HPLQZHNLNSWRLR-UHFFFAOYSA-N
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Compound 148
Molecular Weight:162.187
Molecular Formula:C6H14N2O3
InChIKey:BTCXHOHCVLHKGJ-UHFFFAOYSA-N
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Compound 149
Molecular Weight:117.1033
Molecular Formula:C4H7NO3
InChIKey:AHKFLJODSRVDLO-UHFFFAOYSA-N
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Compound 150
Molecular Weight:131.1299
Molecular Formula:C5H9NO3
InChIKey:ZUHBWOKMSIGREC-UHFFFAOYSA-N
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Compound 151
Molecular Weight:159.183
Molecular Formula:C7H13NO3
InChIKey:ZPPGWQLRRLWCNT-UHFFFAOYSA-N
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Compound 152a
Molecular Weight:133.1457
Molecular Formula:C5H11NO3
InChIKey:IWBTVBUNSFJIIE-UHFFFAOYSA-N
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Compound 152b
Molecular Weight:119.1192
Molecular Formula:C4H9NO3
InChIKey:IVUOMFWNDGNLBJ-UHFFFAOYSA-N
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Compound 153
Molecular Weight:Not Available
Molecular Formula:(CH2)nC3H5BrO2
InChIKey:KQEVIFKPZOGBMZ-UHFFFAOYSA-N
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Compound 154
Molecular Weight:Not Available
Molecular Formula:(CH2)nC3H7NO3
InChIKey:SDIZBADQRVUCDD-UHFFFAOYSA-N
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Compound 155
Molecular Weight:Not Available
Molecular Formula:(CH2)nC2H3NO2
InChIKey:QXDOFVVNXBGLKK-UHFFFAOYSA-N
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Compound 156
Molecular Weight:Not Available
Molecular Formula:Not Available
InChIKey:Not Available
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Compound 157
Molecular Weight:Not Available
Molecular Formula:Not Available
InChIKey:Not Available
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Compound 158
Molecular Weight:Not Available
Molecular Formula:Not Available
InChIKey:Not Available
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Compound 160
Molecular Weight:431.565
Molecular Formula:C25H37NO5
InChIKey:NIMQOTUBLUNUBX-NMKIMRQESA-N
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Compound 161
Molecular Weight:417.5815
Molecular Formula:C25H39NO4
InChIKey:RGOKACWCPADFTA-LZOIPINESA-N
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Compound 162
Molecular Weight:Not Available
Molecular Formula:Not Available
InChIKey:Not Available
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Compound 163
Molecular Weight:Not Available
Molecular Formula:Not Available
InChIKey:Not Available
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Compound 164
Molecular Weight:389.447
Molecular Formula:C23H23N3O3
InChIKey:VGFLQGYJLNELDT-NPXDQVHRSA-N
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Compound 165
Molecular Weight:145.1564
Molecular Formula:C6H11NO3
InChIKey:LZVLNRYYUZBTEW-DUXPYHPUSA-N
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Compound 166
Molecular Weight:90.121
Molecular Formula:C4H10O2
InChIKey:WERYXYBDKMZEQL-UHFFFAOYSA-N
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Compound 167
Molecular Weight:391.4629
Molecular Formula:C23H25N3O3
InChIKey:IHGLFOLBKRRQID-BZZOAKBMSA-N
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Compound 168
Molecular Weight:391.4629
Molecular Formula:C23H25N3O3
InChIKey:IHGLFOLBKRRQID-WJTDDFOZSA-N
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Compound 169
Molecular Weight:1151.1394
Molecular Formula:C48H74N12O21
InChIKey:HJFYNMJECLOXLN-KWVHVTCJSA-J
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Compound 170
Molecular Weight:479.907
Molecular Formula:C23H26ClNO8
InChIKey:JWLMMFVBXBRDME-MEXHYYOOSA-N
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Compound 171
Molecular Weight:479.907
Molecular Formula:C23H26ClNO8
InChIKey:JWLMMFVBXBRDME-MEXHYYOOSA-N
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Compound 173
Molecular Weight:207.025
Molecular Formula:C5H7BrN2O2
InChIKey:FFNNVNAMCNAOIW-UHFFFAOYSA-N
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Compound 174
Molecular Weight:205.2099
Molecular Formula:C11H11NO3
InChIKey:HUNZJKFFMPFZTC-UHFFFAOYSA-N
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Compound 175
Molecular Weight:119.1192
Molecular Formula:C4H9NO3
InChIKey:UKAUYVFTDYCKQA-GSVOUGTGSA-N
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Compound 176
Molecular Weight:149.211
Molecular Formula:C5H11NO2S
InChIKey:FFEARJCKVFRZRR-SCSAIBSYSA-N
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Compound 177
Molecular Weight:Not Available
Molecular Formula:Not Available
InChIKey:Not Available
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Compound 178
Molecular Weight:Not Available
Molecular Formula:Not Available
InChIKey:Not Available
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Compound 179
Molecular Weight:Not Available
Molecular Formula:Not Available
InChIKey:Not Available
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Compound 180
Molecular Weight:347.261
Molecular Formula:C12H18N3O7P
InChIKey:WBLQCUWQQSTOPQ-PJQLUOCWSA-N
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Compound 182
Molecular Weight:302.754
Molecular Formula:C13H19ClN2O4
InChIKey:CKBIEDYWWPTNDP-UHFFFAOYSA-N
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Compound 183
Molecular Weight:152.579
Molecular Formula:C4H9ClN2O2
InChIKey:NTVPMGFWNRTXED-UHFFFAOYSA-N
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Compound 184
Molecular Weight:235.109
Molecular Formula:C6H16Cl2N2O3
InChIKey:HNUBLSHGZRLHSN-UHFFFAOYSA-N
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Compound 185
Molecular Weight:220.2246
Molecular Formula:C11H12N2O3
InChIKey:ZDSIDBYXFOGZJI-UHFFFAOYSA-N
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Compound 186
Molecular Weight:306.3138
Molecular Formula:C15H18N2O5
InChIKey:VKWPBZINGDSCPS-UHFFFAOYSA-N
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Compound 187
Molecular Weight:452.4566
Molecular Formula:C24H24N2O7
InChIKey:FBZMNIBFIVDCEJ-UHFFFAOYSA-N
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Compound 188
Molecular Weight:234.2512
Molecular Formula:C12H14N2O3
InChIKey:JDLGQDXUZWTXLQ-UHFFFAOYSA-N
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Compound 190
Molecular Weight:272.2115
Molecular Formula:C10H12N2O7
InChIKey:ZUEKKUYIXILDAF-UHFFFAOYSA-N
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Compound 191
Molecular Weight:120.1072
Molecular Formula:C3H8N2O3
InChIKey:SMQMVYPLQGWEGE-UWTATZPHSA-N
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Compound 192
Molecular Weight:102.0919
Molecular Formula:C3H6N2O2
InChIKey:DYDCUQKUCUHJBH-REOHCLBHSA-N
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Compound 199
Molecular Weight:102.0919
Molecular Formula:C3H6N2O2
InChIKey:DYDCUQKUCUHJBH-UHFFFAOYSA-N
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Compound 193
Molecular Weight:155.58
Molecular Formula:C4H10ClNO3
InChIKey:NDBQJIBNNUJNHA-UHFFFAOYSA-N
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Compound 194
Molecular Weight:242.659
Molecular Formula:C10H11ClN2O3
InChIKey:IOBGVHKCQZCPIU-UHFFFAOYSA-N
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Compound 195
Molecular Weight:205.2099
Molecular Formula:C11H11NO3
InChIKey:DVPGDAXTDJUMAS-UHFFFAOYSA-N
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Compound 196
Molecular Weight:206.198
Molecular Formula:C10H10N2O3
InChIKey:WXOVMEKLQFRMEM-UHFFFAOYSA-N
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Compound 198
Molecular Weight:221.082
Molecular Formula:C5H14Cl2N2O3
InChIKey:YLABANUGQJFWRL-UHFFFAOYSA-N
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Compound 200
Molecular Weight:116.1185
Molecular Formula:C4H8N2O2
InChIKey:XGLVMBYXUCUGCI-UHFFFAOYSA-N
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Compound 201
Molecular Weight:204.1839
Molecular Formula:C6H12N4O4
InChIKey:LRBJUCSMJGKICJ-UHFFFAOYSA-N
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Compound 205
Molecular Weight:138.124
Molecular Formula:C6H6N2O2
InChIKey:UKQPHICLKVWLEU-UHFFFAOYSA-N
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Compound 206
Molecular Weight:Not Available
Molecular Formula:Not Available
InChIKey:Not Available
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Compound 207
Molecular Weight:Not Available
Molecular Formula:Not Available
InChIKey:Not Available
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Compound 208
Molecular Weight:Not Available
Molecular Formula:Not Available
InChIKey:Not Available
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Compound 209
Molecular Weight:145.1167
Molecular Formula:C4H7N3O3
InChIKey:JWDWANYTYNRWOR-UWTATZPHSA-N
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Compound 210
Molecular Weight:145.1167
Molecular Formula:C4H7N3O3
InChIKey:BJOSUVDVWWKWTD-UWTATZPHSA-N
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Compound 211
Molecular Weight:188.1414
Molecular Formula:C5H8N4O4
InChIKey:HSCSGNZPRHTEEV-UWTATZPHSA-N
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Compound 212
Molecular Weight:163.132
Molecular Formula:C4H9N3O4
InChIKey:ZFLDWYJOQSXISF-UWTATZPHSA-N
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Compound 213
Molecular Weight:290.2334
Molecular Formula:C8H14N6O6
InChIKey:LUVWSAWYMBXARG-QWWZWVQMSA-N
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Compound 214
Molecular Weight:254.2393
Molecular Formula:C11H14N2O5
InChIKey:XLRLIPUJBKPJFC-SECBINFHSA-N
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Compound 215
Molecular Weight:370.3553
Molecular Formula:C15H11KN2O7
InChIKey:MQQWQZHNZJXGFP-SBSPUUFOSA-M
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Compound 216
Molecular Weight:207.056
Molecular Formula:C4H12Cl2N2O3
InChIKey:KFNFEUDEMPHMIZ-HWYNEVGZSA-N
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Compound 217
Molecular Weight:156.568
Molecular Formula:C3H9ClN2O3
InChIKey:ZHNYJDDZPCIZQD-HSHFZTNMSA-N
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Compound 218
Molecular Weight:186.1653
Molecular Formula:C7H10N2O4
InChIKey:ZMSGKGCODQKRPW-ZCFIWIBFSA-N
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Compound 219
Molecular Weight:204.1806
Molecular Formula:C7H12N2O5
InChIKey:SQOMCKWMMATXBU-ZCFIWIBFSA-N
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Compound 220
Molecular Weight:259.3021
Molecular Formula:C11H21N3O4
InChIKey:HVBCNRLFZSQPMF-SNVBAGLBSA-N
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Compound 221
Molecular Weight:442.4617
Molecular Formula:C23H26N2O7
InChIKey:YKTAGTQTQSKRHP-IBGZPJMESA-N
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Compound 222
Molecular Weight:309.316
Molecular Formula:C18H15NO4
InChIKey:HDSGZQXQTJYDIZ-UHFFFAOYSA-N
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Compound 223
Molecular Weight:175.1824
Molecular Formula:C7H13NO4
InChIKey:XMQUEQJCYRFIQS-YFKPBYRVSA-N
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Compound 224
Molecular Weight:267.2778
Molecular Formula:C13H17NO5
InChIKey:WVGZTPNRQRMWEM-NSHDSACASA-N
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Compound 225
Molecular Weight:357.4003
Molecular Formula:C20H23NO5
InChIKey:GXTKHEAAKHSSNT-SFHVURJKSA-N
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Compound 226
Molecular Weight:511.587
Molecular Formula:C27H29NO7S
InChIKey:HZGSONMPELKEBA-VWLOTQADSA-N
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Compound 227
Molecular Weight:476.521
Molecular Formula:C27H28N2O6
InChIKey:IHUIOBGUBXQFBQ-DEOSSOPVSA-N
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Compound 228
Molecular Weight:148.1604
Molecular Formula:C5H12N2O3
InChIKey:GFOZTGXHZSBIOB-BYPYZUCNSA-N
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Compound 229
Molecular Weight:280.3196
Molecular Formula:C14H20N2O4
InChIKey:OJTJKAUNOLVMDX-LBPRGKRZSA-N
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Compound 230
Molecular Weight:295.3309
Molecular Formula:C15H21NO5
InChIKey:RVCYYMPCOJJELP-ZDUSSCGKSA-N
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Compound 231
Molecular Weight:405.2281
Molecular Formula:C15H20INO4
InChIKey:IKTLVXRDHSIVQZ-ZDUSSCGKSA-N
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Compound 232
Molecular Weight:410.4614
Molecular Formula:C20H30N2O7
InChIKey:DQGXYFKXHPUAOR-INIZCTEOSA-N
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Compound 233
Molecular Weight:262.3028
Molecular Formula:C11H22N2O5
InChIKey:SDWGHQWVHFNPTH-QMMMGPOBSA-N
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Compound 234
Molecular Weight:162.187
Molecular Formula:C6H14N2O3
InChIKey:VRBDIZVKVNGGNE-YFKPBYRVSA-N
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Compound 235
Molecular Weight:484.5415
Molecular Formula:C26H32N2O7
InChIKey:XZGCETHLIPOKDR-QFIPXVFZSA-N
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Compound 236
Molecular Weight:Not Available
Molecular Formula:(CH2)nC7H13NO3
InChIKey:WJDMEFFCDTZGCZ-UHFFFAOYSA-N
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Compound 237
Molecular Weight:427.4917
Molecular Formula:C27H25NO4
InChIKey:NTOCLTIRCOQHPW-UHFFFAOYSA-N
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Compound 238
Molecular Weight:Not Available
Molecular Formula:(CH2)nC32H34N2O7
InChIKey:JHIZBSBPRCFRSY-ZGPJEIQWSA-N
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Compound 239
Molecular Weight:Not Available
Molecular Formula:(CH2)nC25H30N2O7
InChIKey:XZGCETHLIPOKDR-QFIPXVFZSA-N
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Compound Information
Molecular Weight:572.6481
Molecular Formula:C33H36N2O7
InChIKey:JHIZBSBPRCFRSY-ZGPJEIQWSA-N
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Compound 243
Molecular Weight:146.1445
Molecular Formula:C5H10N2O3
InChIKey:CFHRFEWVIOURLB-IMJSIDKUSA-N
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Compound 240
Molecular Weight:355.3844
Molecular Formula:C20H21NO5
InChIKey:XHKMBFDLCAZWCR-MSOLQXFVSA-N
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