Standard Article

Biomimetic Fe(II) Chemistry and Synthetic Studies on Antimalarial and Antitumour Endoperoxides

Peroxides (2006)

  1. Paul M. O'Neill,
  2. James Chadwick,
  3. Sarah L. Rawe

Published Online: 15 DEC 2009

DOI: 10.1002/9780470682531.pat0363

Patai's Chemistry of Functional Groups

Patai's Chemistry of Functional Groups

How to Cite

O'Neill, P. M., Chadwick, J. and Rawe, S. L. 2009. Biomimetic Fe(II) Chemistry and Synthetic Studies on Antimalarial and Antitumour Endoperoxides. Patai's Chemistry of Functional Groups. .

Author Information

  1. University of Liverpool, Department of Chemistry, The Robert Robinson Laboratories, Liverpool, UK

Publication History

  1. Published Online: 15 DEC 2009

Abstract

  • 1
    Introduction
  • 2
    Endoperoxide-Containing Antimalarials
  • 3
    The Role of Iron
  • 4
    The Biological Targets of Antimalarial Endoperoxides
  • 5
    Semi-Synthetic Artemisinin Derivatives
  • 6
    Synthetic Endoperoxides
  • 7
    Antimalarial Activities of Synthetic Endoperoxide Antimalarials
  • 8
    Endoperoxide Containing Compounds with Antitumour Activity

Keywords:

  • endoperoxide-containing antimalarials;
  • Artemisia annua and artemisinin;
  • hematin aggregation process and role of iron;
  • Histidine Rich Protein (HRP);
  • biomimetic Fe(II) chemistry and synthetic studies;
  • antimalarial endoperoxide biological target;
  • semi-synthetic artemisinin derivatives;
  • artemisinins as antitumour agents

Featured Compounds

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  1. 1 - 165
Compound 1a
Molecular Weight:282.3322
Molecular Formula:C15H22O5
InChIKey:BLUAFEHZUWYNDE-DKGJTOOQSA-N
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Compound 2
Molecular Weight:90.0779
Molecular Formula:C3H6O3
InChIKey:FQERLIOIVXPZKH-UHFFFAOYSA-N
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Compound 3
Molecular Weight:266.3328
Molecular Formula:C15H22O4
InChIKey:ZQGMLVQZBIKKMP-DKGJTOOQSA-N
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Compound 1b
Molecular Weight:284.3481
Molecular Formula:C15H24O5
InChIKey:BJDCWCLMFKKGEE-ISOSDAIHSA-N
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Compound 1c
Molecular Weight:298.3746
Molecular Formula:C16H26O5
InChIKey:SXYIRMFQILZOAM-HVNFFKDJSA-N
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Compound 1d
Molecular Weight:312.4012
Molecular Formula:C17H28O5
InChIKey:NLYNIRQVMRLPIQ-XQLAAWPRSA-N
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Compound 1e
Molecular Weight:406.4026
Molecular Formula:C19H27NaO8
InChIKey:ZISJLHQNEVGTIU-RFEYTNPVSA-M
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Compound 1f
Molecular Weight:268.3487
Molecular Formula:C15H24O4
InChIKey:BOQMASYCUFVXCR-JPVAKHQASA-N
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Compound 4
Molecular Weight:370.3892
Molecular Formula:C22H20F2O3
InChIKey:XOTXRFZXHHSRTQ-IFMALSPDSA-N
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Compound 5
Molecular Weight:408.3348
Molecular Formula:C19H18F6O3
InChIKey:XNRMXPOTNIXPDJ-PIHZZRDPSA-N
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Compound 6
Molecular Weight:392.5322
Molecular Formula:C22H36N2O4
InChIKey:VXYZBLXGCYNIHP-CAGINOIPSA-N
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Compound 7
Molecular Weight:270.3645
Molecular Formula:C15H26O4
InChIKey:CWGVNUWQWUADFX-OLXRXURXSA-N
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Compound 8
Molecular Weight:446.556
Molecular Formula:C24H30O6S
InChIKey:CARVDRVVWOJGKC-HCUBDLJJSA-N
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Compound 9
Molecular Weight:428.523
Molecular Formula:C21H30O7S
InChIKey:UCLNHOZSBNUUBF-KZEVZHLLSA-N
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Compound 10
Molecular Weight:398.497
Molecular Formula:C20H28O6S
InChIKey:XFKBIXLEWHFUAT-QQXMDYFESA-N
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Compound 11
Molecular Weight:352.445
Molecular Formula:C18H24O5S
InChIKey:PLKDNDMZSFPVBX-SOLBZPMBSA-N
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Compound 12
Molecular Weight:428.523
Molecular Formula:C21H30O7S
InChIKey:WBXSBRKLEYXQDS-FWFHQRMVSA-N
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Compound 13
Molecular Weight:282.3322
Molecular Formula:C15H22O5
InChIKey:NTBCVGIABGYJEM-SDDYCTBVSA-N
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Compound 17
Molecular Weight:266.3758
Molecular Formula:C16H26O3
InChIKey:FRRNPFHMNCDZAZ-PTPFZMSRSA-N
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Compound 19
Molecular Weight:266.3758
Molecular Formula:C16H26O3
InChIKey:FRRNPFHMNCDZAZ-PNSMXUMWSA-N
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Compound 18
Molecular Weight:266.3758
Molecular Formula:C16H26O3
InChIKey:JSAONFGZYTYMCO-RWEPSVFHSA-N
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Compound 20
Molecular Weight:252.3493
Molecular Formula:C15H24O3
InChIKey:QXAQCRUTVMOGIY-KIBMCXTASA-N
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Compound 21
Molecular Weight:282.3322
Molecular Formula:C15H22O5
InChIKey:GUSFNHMDMCPUPO-DYLBMRNYSA-N
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Compound 22a
Molecular Weight:286.3639
Molecular Formula:C15H26O5
InChIKey:BZBGKPOOTLXLKR-DXUDUQDWSA-N
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Compound 22b
Molecular Weight:286.3639
Molecular Formula:C15H26O5
InChIKey:BZBGKPOOTLXLKR-UJOWSUJOSA-N
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Compound 22c
Molecular Weight:300.3905
Molecular Formula:C16H28O5
InChIKey:BCUBFQJBIVOSFG-ABNPOPBRSA-N
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Compound 23
Molecular Weight:390.5131
Molecular Formula:C23H34O5
InChIKey:AOUXKPINNPCWQO-SSQPMERFSA-N
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Compound 24
Molecular Weight:316.4345
Molecular Formula:C20H28O3
InChIKey:KTSBSFHXZFWATB-NSHGMRRFSA-N
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Compound 25
Molecular Weight:272.3374
Molecular Formula:C14H24O5
InChIKey:OWYLKXOIOZBQJW-MBJXGIAVSA-N
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Compound 26
Molecular Weight:286.3639
Molecular Formula:C15H26O5
InChIKey:BZBGKPOOTLXLKR-BJDRPPBWSA-N
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Compound 27
Molecular Weight:362.4599
Molecular Formula:C21H30O5
InChIKey:YXVVYCCWOXJNMG-KCKLGJBRSA-N
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Compound 28
Molecular Weight:348.4333
Molecular Formula:C20H28O5
InChIKey:BBSZRXKLIVSETK-RVXMVIEFSA-N
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Compound 29
Molecular Weight:358.5451
Molecular Formula:C18H34O5Si
InChIKey:OWRZJKGNIFIYSX-HMQBUONMSA-N
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Compound 30
Molecular Weight:228.2848
Molecular Formula:C12H20O4
InChIKey:JNHCSROJNLHADZ-KXNHARMFSA-N
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Compound 31
Molecular Weight:405.12
Molecular Formula:C16H30O4Sn
InChIKey:IQJGCKHNURRFHS-LUYWPUOKSA-N
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Compound 32
Molecular Weight:531.36
Molecular Formula:C25H48O4Sn
InChIKey:FLVKRQPYIRETPE-LUYWPUOKSA-N
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Compound 33
Molecular Weight:224.2961
Molecular Formula:C13H20O3
InChIKey:BWIGCQOZJDDYEO-XQHKEYJVSA-N
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Compound 34
Molecular Weight:226.312
Molecular Formula:C13H22O3
InChIKey:OQBZSQAJCIYNOZ-RXTYADHFSA-N
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Compound 35
Molecular Weight:280.3609
Molecular Formula:C19H20O2
InChIKey:KGKQBNOJVYCFTN-KDURUIRLSA-N
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Compound 36
Molecular Weight:340.4129
Molecular Formula:C21H24O4
InChIKey:FZFAHCBBNWRWFF-OYRHEFFESA-N
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Compound 37
Molecular Weight:370.3892
Molecular Formula:C22H20F2O3
InChIKey:KZHXIGMRVASODK-UHFFFAOYSA-N
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Compound 38
Molecular Weight:758.7937
Molecular Formula:C44H42F4O7
InChIKey:ZPZXPLPDJAATKH-GAGJFSNDSA-N
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Compound 43
Molecular Weight:372.4051
Molecular Formula:C22H22F2O3
InChIKey:UJULCOMAESEYCU-IFMALSPDSA-N
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Compound 44a
Molecular Weight:388.4045
Molecular Formula:C22H22F2O4
InChIKey:GBYJYKSDTHQAPV-IFMALSPDSA-N
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Compound 45
Molecular Weight:338.176
Molecular Formula:C15H22FeO5
InChIKey:VQDGKEUQWFNZGE-YXBLWPJUSA-N
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Compound 47
Molecular Weight:264.3184
Molecular Formula:C18H16O2
InChIKey:DTAITSZZMBGMTA-HDICACEKSA-N
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Compound 48
Molecular Weight:250.2919
Molecular Formula:C17H14O2
InChIKey:SCYNUJRIRVJAQV-CALCHBBNSA-N
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Compound 49
Molecular Weight:188.2225
Molecular Formula:C12H12O2
InChIKey:ZQIDMIWFRBPEQH-TXEJJXNPSA-N
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Compound 50a
Molecular Weight:283.3401
Molecular Formula:C15H23O5
InChIKey:VIBBHWCAPYCOEZ-DYLBMRNYSA-N
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Compound 50
Molecular Weight:Not Available
Molecular Formula:Not Available
InChIKey:Not Available
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Compound 51
Molecular Weight:Not Available
Molecular Formula:Not Available
InChIKey:Not Available
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Compound 52
Molecular Weight:Not Available
Molecular Formula:Not Available
InChIKey:Not Available
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Compound 53
Molecular Weight:Not Available
Molecular Formula:Not Available
InChIKey:Not Available
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Compound 45a
Molecular Weight:338.176
Molecular Formula:C15H22FeO5
InChIKey:URLPWNQCEMAQCQ-YXBLWPJUSA-N
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Compound 54
Molecular Weight:226.312
Molecular Formula:C13H22O3
InChIKey:QBJFWQSVTNOMSE-IKQSSVLVSA-N
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Compound 55
Molecular Weight:361.454
Molecular Formula:C16H27NO6S
InChIKey:QIYBCTMCKSMJCD-PAIRXJRKSA-N
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Compound 56
Molecular Weight:256.361
Molecular Formula:C13H20O3S
InChIKey:DRRLZCJYPAXKAT-COWZEHKDSA-N
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Compound 57
Molecular Weight:387.491
Molecular Formula:C18H29NO6S
InChIKey:LFQUIAHZDIOIGD-DXQSCDCHSA-N
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Compound 58
Molecular Weight:Not Available
Molecular Formula:Not Available
InChIKey:Not Available
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Compound 63a
Molecular Weight:282.1817
Molecular Formula:C12H8F6O
InChIKey:BOUPDSACJMGJON-NSCUHMNNSA-N
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Compound 64a
Molecular Weight:410.3507
Molecular Formula:C19H20F6O3
InChIKey:VDZCTTDGCOTQHS-URNMCQERSA-N
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Compound 64b
Molecular Weight:548.944
Molecular Formula:C13H13Br2FeNNaO6S
InChIKey:RFKKFPGBZNZKKA-COKHAHRNSA-M
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Compound 59
Molecular Weight:284.3481
Molecular Formula:C15H24O5
InChIKey:JIXOVOHHLWAEFU-RBGFBUDRSA-N
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Compound 60
Molecular Weight:270.3215
Molecular Formula:C14H22O5
InChIKey:VTQMKMUGWLGTIJ-ODKJAPNWSA-N
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Compound 61
Molecular Weight:442.5909
Molecular Formula:C26H38N2O4
InChIKey:GXYAXTBLCQJRNE-RUSMICDBSA-N
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Compound 62
Molecular Weight:430.5405
Molecular Formula:C23H34N4O4
InChIKey:NREUFAVGZCVGMJ-HYTIPZDESA-N
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Compound 64c
Molecular Weight:383.5222
Molecular Formula:C21H37NO5
InChIKey:YEPRVUONQPTQFT-YRFFXBIPSA-N
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Compound 65a
Molecular Weight:326.408
Molecular Formula:C16H22O5S
InChIKey:PFAJNVCFGCXGRB-GDVJOBBMSA-N
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Compound 65b
Molecular Weight:368.445
Molecular Formula:C18H24O6S
InChIKey:CQFIPESXGGQKLO-SYNTWQANSA-N
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Compound 68
Molecular Weight:382.252
Molecular Formula:C16H22FeO5S
InChIKey:LXUOTLWWYJOZEA-ZKMYOKSESA-N
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Compound 67
Molecular Weight:383.26
Molecular Formula:C16H23FeO5S
InChIKey:GXGQTCYFAYKWNN-ZKMYOKSESA-N
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Compound 69a
Molecular Weight:Not Available
Molecular Formula:Not Available
InChIKey:Not Available
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Compound 69b
Molecular Weight:Not Available
Molecular Formula:Not Available
InChIKey:Not Available
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Compound 69c
Molecular Weight:Not Available
Molecular Formula:Not Available
InChIKey:Not Available
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Compound 69d
Molecular Weight:Not Available
Molecular Formula:Not Available
InChIKey:Not Available
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Compound 70
Molecular Weight:524.6155
Molecular Formula:C28H39F3N2O4
InChIKey:ILHLSPYNKOOAAQ-RVFFXYTCSA-N
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Compound 71a
Molecular Weight:378.4345
Molecular Formula:C21H27FO5
InChIKey:QBWAUDCKUYPUNV-YBVSZUDCSA-N
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Compound 71b
Molecular Weight:428.442
Molecular Formula:C22H27F3O5
InChIKey:RZVYJPLOSDQGFB-YBVSZUDCSA-N
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Compound 72
Molecular Weight:256.338
Molecular Formula:C14H24O4
InChIKey:IEJOGNKZBRUBBL-VTXSZYRJSA-N
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Compound 73a
Molecular Weight:Not Available
Molecular Formula:Not Available
InChIKey:Not Available
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Compound 73b
Molecular Weight:400.4633
Molecular Formula:C20H32O8
InChIKey:DGIIIVLAQBHSKW-BANKROOTSA-N
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Compound 74
Molecular Weight:272.3804
Molecular Formula:C15H28O4
InChIKey:GDASXAAUCLPIRP-UHFFFAOYSA-N
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Compound 75a
Molecular Weight:308.3446
Molecular Formula:C17H21FO4
InChIKey:RGULPSNGHOQZTB-ZCPGHIKRSA-N
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Compound 75b
Molecular Weight:334.3637
Molecular Formula:C18H22O6
InChIKey:ZAFLSPJAOJQNGX-QCSYZSNVSA-N
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Compound 76
Molecular Weight:446.556
Molecular Formula:C24H30O6S
InChIKey:CARVDRVVWOJGKC-BBRMBMBUSA-N
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Compound 77a
Molecular Weight:Not Available
Molecular Formula:Not Available
InChIKey:Not Available
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Compound 77b
Molecular Weight:Not Available
Molecular Formula:Not Available
InChIKey:Not Available
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Compound 73c
Molecular Weight:284.3911
Molecular Formula:C16H28O4
InChIKey:OGYDLVVSZHHAIO-UHFFFAOYSA-N
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Compound 78a
Molecular Weight:568.105
Molecular Formula:C34H34ClN3O3
InChIKey:HDZDLBNQQBBREK-IWPDVPBPSA-N
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Compound 78b
Molecular Weight:582.132
Molecular Formula:C35H36ClN3O3
InChIKey:NMOUAXAHURGBMV-QRPNNWKNSA-N
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Compound 79a
Molecular Weight:479.998
Molecular Formula:C27H30ClN3O3
InChIKey:VLYLIBXIMGVYCV-UHFFFAOYSA-N
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Compound 79b
Molecular Weight:494.025
Molecular Formula:C28H32ClN3O3
InChIKey:RSQKFGXEDXAXDK-UHFFFAOYSA-N
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Compound 78
Molecular Weight:Not Available
Molecular Formula:(CH2)nC32H30ClN3O3
InChIKey:QHMLUQWUYIINEX-OVZVMPPTSA-N
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Compound 78c
Molecular Weight:596.158
Molecular Formula:C36H38ClN3O3
InChIKey:ZXFTZARYERIBRN-VCZIIKDSSA-N
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Compound 79
Molecular Weight:Not Available
Molecular Formula:(CH2)nC25H26ClN3O3
InChIKey:OCZRBJMQEDMLFW-UHFFFAOYSA-N
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Compound 80
Molecular Weight:Not Available
Molecular Formula:(CH2)nC25H30ClN3O3
InChIKey:UXEYQZAXZXRBHT-UHFFFAOYSA-N
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Compound 80a
Molecular Weight:484.03
Molecular Formula:C27H34ClN3O3
InChIKey:QVYIGCQMVVIDFU-UHFFFAOYSA-N
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Compound 80b
Molecular Weight:498.057
Molecular Formula:C28H36ClN3O3
InChIKey:BZRLLCRDBXYSED-UHFFFAOYSA-N
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Compound 80c
Molecular Weight:512.083
Molecular Formula:C29H38ClN3O3
InChIKey:LEJDEUAVMZMNDR-UHFFFAOYSA-N
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Compound 80d
Molecular Weight:592.168
Molecular Formula:C34H42ClN3O4
InChIKey:CMTWRKZVBIJUOL-UHFFFAOYSA-N
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Compound 81a
Molecular Weight:Not Available
Molecular Formula:Not Available
InChIKey:Not Available
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Compound 81b
Molecular Weight:338.397
Molecular Formula:C21H22O4
InChIKey:MZNLOFMBGRYJNC-DHZHZOJOSA-N
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Compound 82b
Molecular Weight:208.2552
Molecular Formula:C15H12O
InChIKey:DQFBYFPFKXHELB-VAWYXSNFSA-N
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Compound 81c
Molecular Weight:Not Available
Molecular Formula:Not Available
InChIKey:Not Available
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Compound 81d
Molecular Weight:378.4608
Molecular Formula:C24H26O4
InChIKey:IWLDRSHCOSMYIA-DERHIIQBSA-N
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Compound 81e
Molecular Weight:396.4513
Molecular Formula:C24H25FO4
InChIKey:VSGQQNUGXZOXSJ-CBFXYKRTSA-N
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Compound 81f
Molecular Weight:412.906
Molecular Formula:C24H25ClO4
InChIKey:VPMHPVYGIYMHSO-CBFXYKRTSA-N
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Compound 82c
Molecular Weight:380.4767
Molecular Formula:C24H28O4
InChIKey:IXZSMOIJHMEJDA-ZLMFSBKPSA-N
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Compound 83a
Molecular Weight:254.274
Molecular Formula:C17H12F2
InChIKey:KDIZTPDREQMVJI-UHFFFAOYSA-N
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Compound 83b
Molecular Weight:286.2728
Molecular Formula:C17H12F2O2
InChIKey:BZPLKFGXKOKWJY-CALCHBBNSA-N
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Compound 84a
Molecular Weight:164.2441
Molecular Formula:C11H16O
InChIKey:ROCUJSLECZXKKU-NAXAJZLFSA-N
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Compound 84b
Molecular Weight:196.2429
Molecular Formula:C11H16O3
InChIKey:KKVSKOMMXJVDIX-BFHBGLAWSA-N
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Compound 84c
Molecular Weight:196.2429
Molecular Formula:C11H16O3
InChIKey:KKVSKOMMXJVDIX-BFHBGLAWSA-N
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Compound 84d
Molecular Weight:196.2429
Molecular Formula:C11H16O3
InChIKey:CHZKYNDIZVCZLO-IFFSRLJSSA-N
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Compound 84e
Molecular Weight:196.2429
Molecular Formula:C11H16O3
InChIKey:CHZKYNDIZVCZLO-IFFSRLJSSA-N
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Compound 84f
Molecular Weight:200.2316
Molecular Formula:C10H16O4
InChIKey:USMJVDIXEUZWLX-XKSSXDPKSA-N
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Compound 84g
Molecular Weight:200.2316
Molecular Formula:C10H16O4
InChIKey:USMJVDIXEUZWLX-XKSSXDPKSA-N
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Compound 85a
Molecular Weight:Not Available
Molecular Formula:Not Available
InChIKey:Not Available
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Compound 85b
Molecular Weight:Not Available
Molecular Formula:Not Available
InChIKey:Not Available
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Compound 86a
Molecular Weight:Not Available
Molecular Formula:Not Available
InChIKey:Not Available
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Compound 86b
Molecular Weight:Not Available
Molecular Formula:Not Available
InChIKey:Not Available
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Compound 87
Molecular Weight:316.3155
Molecular Formula:C16H19F3O3
InChIKey:NURDAPVKPDLWDX-UHFFFAOYSA-N
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Compound 91
Molecular Weight:Not Available
Molecular Formula:Not Available
InChIKey:Not Available
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Compound 88a
Molecular Weight:310.408
Molecular Formula:C16H22O4S
InChIKey:JEJMZAVINVUNOV-DJHYXBCOSA-N
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Compound 88b
Molecular Weight:310.408
Molecular Formula:C16H22O4S
InChIKey:JEJMZAVINVUNOV-DJHYXBCOSA-N
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Compound 89
Molecular Weight:326.408
Molecular Formula:C16H22O5S
InChIKey:PFAJNVCFGCXGRB-AHNOJICISA-N
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Compound 90
Molecular Weight:179.2588
Molecular Formula:C11H17NO
InChIKey:COPCAFIJNXYIDM-QXMHVHEDSA-N
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Compound 92
Molecular Weight:170.2057
Molecular Formula:C9H14O3
InChIKey:AEZHUDXZHNLVKG-UHFFFAOYSA-N
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Compound 93
Molecular Weight:336.4226
Molecular Formula:C19H28O5
InChIKey:XJYXXRULRXAGEE-UWUANXTMSA-N
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Compound 94a
Molecular Weight:412.6032
Molecular Formula:C24H44O5
InChIKey:ZKFUKHCEACWDKL-ISKFKSNPSA-N
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Compound 94b
Molecular Weight:412.6032
Molecular Formula:C24H44O5
InChIKey:ZKFUKHCEACWDKL-VWNXMTODSA-N
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Compound 95a
Molecular Weight:406.5555
Molecular Formula:C24H38O5
InChIKey:AAJUINQOJSADQB-MOPBCZAMSA-N
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Compound 95b
Molecular Weight:428.5373
Molecular Formula:C24H37NaO5
InChIKey:OPCPRZDAIWBTFT-RVOINJAJSA-M
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Compound 95c
Molecular Weight:420.5821
Molecular Formula:C25H40O5
InChIKey:SNBDLVZWQJBVDH-VKFADDHZSA-N
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Compound 96a
Molecular Weight:406.5555
Molecular Formula:C24H38O5
InChIKey:AAJUINQOJSADQB-ADPRHAMKSA-N
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Compound 96b
Molecular Weight:428.5373
Molecular Formula:C24H37NaO5
InChIKey:OPCPRZDAIWBTFT-GCAUPZMHSA-M
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Compound 96c
Molecular Weight:420.5821
Molecular Formula:C25H40O5
InChIKey:SNBDLVZWQJBVDH-XRIFKWEWSA-N
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Compound 97a
Molecular Weight:428.5373
Molecular Formula:C24H37NaO5
InChIKey:OPCPRZDAIWBTFT-BLICHVQMSA-M
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Compound 97b
Molecular Weight:420.5821
Molecular Formula:C25H40O5
InChIKey:SNBDLVZWQJBVDH-BDTZHRGNSA-N
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Compound 98a
Molecular Weight:428.5373
Molecular Formula:C24H37NaO5
InChIKey:OPCPRZDAIWBTFT-GXQJVQGHSA-M
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Compound 98b
Molecular Weight:420.5821
Molecular Formula:C25H40O5
InChIKey:SNBDLVZWQJBVDH-VNMZNCAMSA-N
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Compound 99
Molecular Weight:434.6087
Molecular Formula:C26H42O5
InChIKey:RWGKSINQDALSIH-BUDMMOTBSA-N
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Compound 100
Molecular Weight:310.4284
Molecular Formula:C18H30O4
InChIKey:ZQUICPBUMISQIC-MCRIOUDWSA-N
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Compound 101
Molecular Weight:376.5295
Molecular Formula:C23H36O4
InChIKey:QGVHSMXKUIYTMS-SVVZFOPVSA-N
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Compound 102
Molecular Weight:428.6472
Molecular Formula:C28H44O3
InChIKey:VXOZCESVZIRHCJ-PHICIKCOSA-N
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Compound 103
Molecular Weight:442.6737
Molecular Formula:C29H46O3
InChIKey:JCLCRSATHUBFEO-UQQLMRIUSA-N
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Compound 104
Molecular Weight:276.2861
Molecular Formula:C18H12O3
InChIKey:RWQOKFNYMOMEBR-UHFFFAOYSA-N
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Compound 105
Molecular Weight:260.2867
Molecular Formula:C18H12O2
InChIKey:MEOHVULJHNHWBP-UHFFFAOYSA-N
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Compound 106
Molecular Weight:550.6808
Molecular Formula:C30H46O9
InChIKey:DFPBBOCDGYBNBR-KHDYXAHTSA-N
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Compound 107
Molecular Weight:682.8385
Molecular Formula:C36H58O12
InChIKey:DPWZWRWBTYMXLI-MOWVGCTASA-N
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Compound 108
Molecular Weight:694.8508
Molecular Formula:C40H54O10
InChIKey:LOMRXMVDZARJGA-PSUUOLAVSA-N
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Compound 109
Molecular Weight:670.8294
Molecular Formula:C38H54O10
InChIKey:OHKYDOUETPNUNA-JLLDCKQFSA-N
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Compound 110
Molecular Weight:658.8202
Molecular Formula:C40H50O8
InChIKey:BERYWFCESQEWRJ-PBTFUOHQSA-N
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Compound 111
Molecular Weight:588.7719
Molecular Formula:C34H52O8
InChIKey:KOUAFSJVPQQUPD-PDKGPMRQSA-N
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Compound 112
Molecular Weight:606.7872
Molecular Formula:C34H54O9
InChIKey:PIHGTXTYUJXWMZ-XTUNLDLJSA-N
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Compound 113
Molecular Weight:620.7707
Molecular Formula:C34H52O10
InChIKey:BSBLVHJNEWLYCK-LVQJRNOUSA-N
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Compound 114
Molecular Weight:727.8807
Molecular Formula:C40H57NO11
InChIKey:KFNDTGRHEMFEMW-UTNJVGAGSA-N
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Compound 115
Molecular Weight:700.7936
Molecular Formula:C35H57O12P
InChIKey:OEOPTWVJFHQANI-LCYZYPMYSA-N
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Compound 116
Molecular Weight:762.863
Molecular Formula:C40H59O12P
InChIKey:UTIOKCLJSDBRMF-CMLNFRJYSA-N
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Compound 117
Molecular Weight:436.4337
Molecular Formula:C19H33O9P
InChIKey:UMLVFFHJEDVQKQ-MIKSUHEZSA-N
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Compound 118
Molecular Weight:544.573
Molecular Formula:C29H37O8P
InChIKey:HBKGGIZSXOWDEU-CQUKWNAGSA-N
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Compound 119
Molecular Weight:638.852
Molecular Formula:C34H54O9S
InChIKey:DKJUGBNRMHLOHT-XBMBVBHJSA-N
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Compound 120
Molecular Weight:654.852
Molecular Formula:C34H54O10S
InChIKey:JSQFVBNTUYNWJV-ICRRVUPVSA-N
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Compound 121
Molecular Weight:633.8125
Molecular Formula:C35H55NO9
InChIKey:QDNYGRJDRIMPOK-IAALMKFPSA-N
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Compound 122
Molecular Weight:1056.3277
Molecular Formula:C57H89N3O15
InChIKey:XGNWNLOBVKYAFF-XEMUSPJXSA-N
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