NP-MRD: Showing NP-Card for CC-1065 (NP0001777)

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Record Information

Version

2.0

Created at

2020-10-21 16:37:13 UTC

Updated at

2021-07-15 16:45:15 UTC

NP-MRD ID

NP0001777

Secondary Accession Numbers

None

Natural Product Identification

Common Name

CC-1065

Provided By

NPAtlas

Description

Antibiotic CC 1065 belongs to the class of organic compounds known as pyrroloindoles. Pyrroloindoles are compounds containing a pyrroloindole moiety, which is a tricyclic heterocycle which consists of a pyrrole ring fused to an indole. Pyrrole is 5-membered ring consisting of four carbon atoms and one nitrogen atom. Indole is a bicyclic compound consisting of a six-membered benzene ring fused to a five-membered nitrogen-containing pyrrole ring. CC-1065 is found in Streptomyces and Streptomyces zelensis. CC-1065 was first documented in 1978 (PMID: 104946). Based on a literature review a significant number of articles have been published on Antibiotic CC 1065 (PMID: 30018376) (PMID: 19697908) (PMID: 19660031) (PMID: 17455190) (PMID: 15170593) (PMID: 12226100).

Structure

MOL 3D MOL SDF 3D SDF PDB SMILES InChI


  Mrv1652307012117053D          

 85 94  0  0  0  0            999 V2000
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M  END

     RDKit          3D

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   -0.8307   -3.1900   -2.4513 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.1592   -3.1363   -3.9524 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.8679   -2.8785   -3.5660 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.7275   -1.4801   -3.5314 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.8817   -1.8257   -0.6514 H   0  0  0  0  0  0  0  0  0  0  0  0
    6.4879   -2.2521   -0.0789 H   0  0  0  0  0  0  0  0  0  0  0  0
    5.7891   -0.9438   -1.2115 H   0  0  0  0  0  0  0  0  0  0  0  0
    8.4975   -1.4165   -1.2592 H   0  0  0  0  0  0  0  0  0  0  0  0
    6.8970    1.3173   -0.9831 H   0  0  0  0  0  0  0  0  0  0  0  0
    8.5544    1.1027   -1.7523 H   0  0  0  0  0  0  0  0  0  0  0  0
    6.9700    0.0913    3.4808 H   0  0  0  0  0  0  0  0  0  0  0  0
   11.9658    1.1341    2.9481 H   0  0  0  0  0  0  0  0  0  0  0  0
   12.9838    1.0984    0.6075 H   0  0  0  0  0  0  0  0  0  0  0  0
   10.9415    1.4993   -1.9737 H   0  0  0  0  0  0  0  0  0  0  0  0
   12.1889    0.2660   -1.7059 H   0  0  0  0  0  0  0  0  0  0  0  0
   10.5098   -0.2881   -1.8670 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.2767    0.8635    2.1851 H   0  0  0  0  0  0  0  0  0  0  0  0
   -5.8608   -2.5862   -0.2609 H   0  0  0  0  0  0  0  0  0  0  0  0
   -7.1000    3.4485   -0.2982 H   0  0  0  0  0  0  0  0  0  0  0  0
   -6.6234    3.0624    1.4201 H   0  0  0  0  0  0  0  0  0  0  0  0
   -8.8170    3.1233    2.1860 H   0  0  0  0  0  0  0  0  0  0  0  0
   -9.0252    4.3175    0.7896 H   0  0  0  0  0  0  0  0  0  0  0  0
  -11.7506    4.5436   -0.5691 H   0  0  0  0  0  0  0  0  0  0  0  0
  -11.7346    4.1619    1.1747 H   0  0  0  0  0  0  0  0  0  0  0  0
  1  2  1  0
  2  3  1  0
  3  4  2  0
  4  5  1  0
  4  6  1  0
  6  7  2  0
  7  8  1  0
  8  9  1  0
  9 10  2  0
 10 11  1  0
 11 12  2  0
 11 13  1  0
 13 14  1  0
 14 15  1  0
 15 16  1  0
 16 17  2  0
 17 18  1  0
 18 19  1  0
 18 20  2  0
 20 21  1  0
 21 22  1  0
 20 23  1  0
 23 24  1  0
 24 25  1  0
 25 26  1  0
 26 27  2  0
 26 28  1  0
 28 29  1  0
 29 30  1  0
 30 31  1  0
 32 31  1  6
 32 33  1  0
 33 34  2  0
 34 35  1  0
 35 36  2  0
 35 37  1  0
 37 38  1  0
 38 39  1  0
 39 40  2  0
 40 41  1  0
 40 42  1  0
 25 43  2  0
 43 44  1  0
 10 45  1  0
 45 46  1  0
  7 47  1  0
 47 48  1  0
 48 49  1  0
 49 50  1  0
 50 51  1  0
 50 52  2  0
 46  3  1  0
 49  6  1  0
 46  8  2  0
 17 13  1  0
 44 23  2  0
 44 16  1  0
 33 28  1  0
 42 37  2  0
 32 30  1  0
 42 32  1  0
  1 53  1  0
  1 54  1  0
  1 55  1  0
  5 56  1  0
  9 57  1  0
 14 58  1  0
 14 59  1  0
 15 60  1  0
 15 61  1  0
 19 62  1  0
 22 63  1  0
 22 64  1  0
 22 65  1  0
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 29 67  1  0
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 31 70  1  0
 31 71  1  0
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 38 73  1  0
 39 74  1  0
 41 75  1  0
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 41 77  1  0
 43 78  1  0
 45 79  1  0
 47 80  1  0
 47 81  1  0
 48 82  1  0
 48 83  1  0
 51 84  1  0
 51 85  1  0
M  END


  Mrv1652307012117053D          

 85 94  0  0  0  0            999 V2000
   -8.7922   -2.9804   -1.7025 C   0  0  0  0  0  0  0  0  0  0  0  0
   -8.6553   -2.4616   -0.4003 O   0  0  0  0  0  0  0  0  0  0  0  0
   -8.2865   -1.1625   -0.1502 C   0  0  0  0  0  0  0  0  0  0  0  0
   -9.2184   -0.1785   -0.0317 C   0  0  0  0  0  0  0  0  0  0  0  0
  -10.5648   -0.5098   -0.1673 O   0  0  0  0  0  0  0  0  0  0  0  0
   -8.8828    1.1431    0.2202 C   0  0  0  0  0  0  0  0  0  0  0  0
   -7.5258    1.4525    0.3551 C   0  0  0  0  0  0  0  0  0  0  0  0
   -6.5779    0.4787    0.2392 C   0  0  0  0  0  0  0  0  0  0  0  0
   -5.1812    0.5047    0.3229 C   0  0  0  0  0  0  0  0  0  0  0  0
   -4.7418   -0.7739    0.1224 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.4054   -1.3325    0.0528 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.2463   -2.5550   -0.2693 O   0  0  0  0  0  0  0  0  0  0  0  0
   -2.2527   -0.5798    0.3257 N   0  0  0  0  0  0  0  0  0  0  0  0
   -2.2131    0.6743    1.0480 C   0  0  1  0  0  0  0  0  0  0  0  0
   -0.8465    0.6160    1.7215 C   0  0  2  0  0  0  0  0  0  0  0  0
   -0.0566   -0.2501    0.8294 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.9002   -0.9594    0.0010 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.3516   -1.8276   -0.9220 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.1823   -2.5421   -1.7586 O   0  0  0  0  0  0  0  0  0  0  0  0
    1.0348   -1.9979   -1.0287 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.5183   -2.8756   -1.9656 O   0  0  0  0  0  0  0  0  0  0  0  0
    1.8490   -2.5433   -3.2942 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.8698   -1.2834   -0.1945 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.2248   -1.2446   -0.0767 N   0  0  0  0  0  0  0  0  0  0  0  0
    3.5970   -0.3942    0.8761 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.8780    0.0414    1.3681 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.8731    0.8435    2.3788 O   0  0  0  0  0  0  0  0  0  0  0  0
    6.1414   -0.3519    0.8180 N   0  0  0  0  0  0  0  0  0  0  0  0
    6.4263   -1.1822   -0.3226 C   0  0  1  0  0  0  0  0  0  0  0  0
    7.8603   -0.7211   -0.7272 C   0  0  1  0  0  0  0  0  0  0  0  0
    7.8497    0.7600   -0.9857 C   0  0  2  0  0  0  0  0  0  0  0  0
    8.3591    0.1740    0.2899 C   0  0  1  0  0  0  0  0  0  0  0  0
    7.4213    0.0038    1.4072 C   0  0  0  0  0  0  0  0  0  0  0  0
    7.7279    0.1910    2.6947 C   0  0  0  0  0  0  0  0  0  0  0  0
    9.0913    0.5386    3.0966 C   0  0  0  0  0  0  0  0  0  0  0  0
    9.3668    0.7171    4.3110 O   0  0  0  0  0  0  0  0  0  0  0  0
   10.0701    0.6580    2.0228 C   0  0  0  0  0  0  0  0  0  0  0  0
   11.3839    0.9284    2.0856 N   0  0  0  0  0  0  0  0  0  0  0  0
   11.9348    0.9137    0.8587 C   0  0  0  0  0  0  0  0  0  0  0  0
   10.8929    0.6161   -0.0109 C   0  0  0  0  0  0  0  0  0  0  0  0
   11.1336    0.5172   -1.4835 C   0  0  0  0  0  0  0  0  0  0  0  0
    9.7268    0.4551    0.6976 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.3910    0.1255    1.3807 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.3232   -0.4220    0.7207 C   0  0  0  0  0  0  0  0  0  0  0  0
   -5.8383   -1.5628   -0.0795 N   0  0  0  0  0  0  0  0  0  0  0  0
   -6.9416   -0.8227   -0.0116 C   0  0  0  0  0  0  0  0  0  0  0  0
   -7.3649    2.9155    0.6341 C   0  0  2  0  0  0  0  0  0  0  0  0
   -8.7794    3.2959    1.1103 C   0  0  1  0  0  0  0  0  0  0  0  0
   -9.6105    2.3340    0.3789 N   0  0  0  0  0  0  0  0  0  0  0  0
  -10.9036    2.6122   -0.0771 C   0  0  0  0  0  0  0  0  0  0  0  0
  -11.5178    3.8869    0.2000 N   0  0  0  0  0  0  0  0  0  0  0  0
  -11.5445    1.7587   -0.7312 O   0  0  0  0  0  0  0  0  0  0  0  0
   -9.4768   -3.8562   -1.6489 H   0  0  0  0  0  0  0  0  0  0  0  0
   -9.2232   -2.2414   -2.4137 H   0  0  0  0  0  0  0  0  0  0  0  0
   -7.8026   -3.3735   -2.0507 H   0  0  0  0  0  0  0  0  0  0  0  0
  -10.8640   -1.4517   -0.3462 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.5744    1.3673    0.4931 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.2429    1.5700    0.4396 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.9790    0.6453    1.8619 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.9313    0.0541    2.6984 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.4255    1.6124    1.8849 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.8307   -3.1900   -2.4513 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.1592   -3.1363   -3.9524 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.8679   -2.8785   -3.5660 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.7275   -1.4801   -3.5314 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.8817   -1.8257   -0.6514 H   0  0  0  0  0  0  0  0  0  0  0  0
    6.4879   -2.2521   -0.0789 H   0  0  0  0  0  0  0  0  0  0  0  0
    5.7891   -0.9438   -1.2115 H   0  0  0  0  0  0  0  0  0  0  0  0
    8.4975   -1.4165   -1.2592 H   0  0  0  0  0  0  0  0  0  0  0  0
    6.8970    1.3173   -0.9831 H   0  0  0  0  0  0  0  0  0  0  0  0
    8.5544    1.1027   -1.7523 H   0  0  0  0  0  0  0  0  0  0  0  0
    6.9700    0.0913    3.4808 H   0  0  0  0  0  0  0  0  0  0  0  0
   11.9658    1.1341    2.9481 H   0  0  0  0  0  0  0  0  0  0  0  0
   12.9838    1.0984    0.6075 H   0  0  0  0  0  0  0  0  0  0  0  0
   10.9415    1.4993   -1.9737 H   0  0  0  0  0  0  0  0  0  0  0  0
   12.1889    0.2660   -1.7059 H   0  0  0  0  0  0  0  0  0  0  0  0
   10.5098   -0.2881   -1.8670 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.2767    0.8635    2.1851 H   0  0  0  0  0  0  0  0  0  0  0  0
   -5.8608   -2.5862   -0.2609 H   0  0  0  0  0  0  0  0  0  0  0  0
   -7.1000    3.4485   -0.2982 H   0  0  0  0  0  0  0  0  0  0  0  0
   -6.6234    3.0624    1.4201 H   0  0  0  0  0  0  0  0  0  0  0  0
   -8.8170    3.1233    2.1860 H   0  0  0  0  0  0  0  0  0  0  0  0
   -9.0252    4.3175    0.7896 H   0  0  0  0  0  0  0  0  0  0  0  0
  -11.7506    4.5436   -0.5691 H   0  0  0  0  0  0  0  0  0  0  0  0
  -11.7346    4.1619    1.1747 H   0  0  0  0  0  0  0  0  0  0  0  0
  1  2  1  0  0  0  0
  2  3  1  0  0  0  0
  3  4  2  0  0  0  0
  4  5  1  0  0  0  0
  4  6  1  0  0  0  0
  6  7  2  0  0  0  0
  7  8  1  0  0  0  0
  8  9  1  0  0  0  0
  9 10  2  0  0  0  0
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 11 12  2  0  0  0  0
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 13 14  1  0  0  0  0
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 16 17  2  0  0  0  0
 17 18  1  0  0  0  0
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 20 21  1  0  0  0  0
 21 22  1  0  0  0  0
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 23 24  1  0  0  0  0
 24 25  1  0  0  0  0
 25 26  1  0  0  0  0
 26 27  2  0  0  0  0
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 29 30  1  0  0  0  0
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 32 31  1  6  0  0  0
 32 33  1  0  0  0  0
 33 34  2  0  0  0  0
 34 35  1  0  0  0  0
 35 36  2  0  0  0  0
 35 37  1  0  0  0  0
 37 38  1  0  0  0  0
 38 39  1  0  0  0  0
 39 40  2  0  0  0  0
 40 41  1  0  0  0  0
 40 42  1  0  0  0  0
 25 43  2  0  0  0  0
 43 44  1  0  0  0  0
 10 45  1  0  0  0  0
 45 46  1  0  0  0  0
  7 47  1  0  0  0  0
 47 48  1  0  0  0  0
 48 49  1  0  0  0  0
 49 50  1  0  0  0  0
 50 51  1  0  0  0  0
 50 52  2  0  0  0  0
 46  3  1  0  0  0  0
 49  6  1  0  0  0  0
 46  8  2  0  0  0  0
 17 13  1  0  0  0  0
 44 23  2  0  0  0  0
 44 16  1  0  0  0  0
 33 28  1  0  0  0  0
 42 37  2  0  0  0  0
 32 30  1  0  0  0  0
 42 32  1  0  0  0  0
  1 53  1  0  0  0  0
  1 54  1  0  0  0  0
  1 55  1  0  0  0  0
  5 56  1  0  0  0  0
  9 57  1  0  0  0  0
 14 58  1  0  0  0  0
 14 59  1  0  0  0  0
 15 60  1  0  0  0  0
 15 61  1  0  0  0  0
 19 62  1  0  0  0  0
 22 63  1  0  0  0  0
 22 64  1  0  0  0  0
 22 65  1  0  0  0  0
 24 66  1  0  0  0  0
 29 67  1  0  0  0  0
 29 68  1  0  0  0  0
 30 69  1  6  0  0  0
 31 70  1  0  0  0  0
 31 71  1  0  0  0  0
 34 72  1  0  0  0  0
 38 73  1  0  0  0  0
 39 74  1  0  0  0  0
 41 75  1  0  0  0  0
 41 76  1  0  0  0  0
 41 77  1  0  0  0  0
 43 78  1  0  0  0  0
 45 79  1  0  0  0  0
 47 80  1  0  0  0  0
 47 81  1  0  0  0  0
 48 82  1  0  0  0  0
 48 83  1  0  0  0  0
 51 84  1  0  0  0  0
 51 85  1  0  0  0  0
M  END
> <DATABASE_ID>
NP0001777

> <DATABASE_NAME>
NP-MRD

> <SMILES>
[H]OC1=C(OC([H])([H])[H])C2=C(C([H])=C(N2[H])C(=O)N2C3=C(C4=C(N([H])C(=C4[H])C(=O)N4C5=C([H])C(=O)C6=C(C(=C([H])N6[H])C([H])([H])[H])[C@]55C([H])([H])[C@]5([H])C4([H])[H])C(OC([H])([H])[H])=C3O[H])C([H])([H])C2([H])[H])C2=C1N(C(=O)N([H])[H])C([H])([H])C2([H])[H]

> <INCHI_IDENTIFIER>
InChI=1S/C37H33N7O8/c1-14-12-39-27-22(45)10-23-37(24(14)27)11-15(37)13-44(23)35(49)21-9-18-16-4-6-42(28(16)30(46)32(51-2)25(18)41-21)34(48)20-8-19-17-5-7-43(36(38)50)29(17)31(47)33(52-3)26(19)40-20/h8-10,12,15,39-41,46-47H,4-7,11,13H2,1-3H3,(H2,38,50)/t15-,37+/m1/s1

> <INCHI_KEY>
UOWVMDUEMSNCAV-UHFFFAOYSA-N

> <FORMULA>
C37H33N7O8

> <MOLECULAR_WEIGHT>
703.712

> <EXACT_MASS>
703.239061051

> <JCHEM_ACCEPTOR_COUNT>
8

> <JCHEM_ATOM_COUNT>
85

> <JCHEM_AVERAGE_POLARIZABILITY>
76.85680571259809

> <JCHEM_BIOAVAILABILITY>
0

> <JCHEM_DONOR_COUNT>
6

> <JCHEM_FORMAL_CHARGE>
0

> <JCHEM_GHOSE_FILTER>
0

> <JCHEM_IUPAC>
4-hydroxy-7-{4-hydroxy-5-methoxy-7-[(1R,12S)-3-methyl-7-oxo-5,10-diazatetracyclo[7.4.0.0^{1,12}.0^{2,6}]trideca-2(6),3,8-triene-10-carbonyl]-1H,2H,3H,6H-pyrrolo[3,2-e]indole-3-carbonyl}-5-methoxy-1H,2H,3H,6H-pyrrolo[3,2-e]indole-3-carboxamide

> <ALOGPS_LOGP>
3.24

> <JCHEM_LOGP>
0.8701475206666656

> <ALOGPS_LOGS>
-3.92

> <JCHEM_MDDR_LIKE_RULE>
0

> <JCHEM_NUMBER_OF_RINGS>
10

> <JCHEM_PHYSIOLOGICAL_CHARGE>
0

> <JCHEM_PKA>
8.630216424067026

> <JCHEM_PKA_STRONGEST_ACIDIC>
8.027877757882923

> <JCHEM_PKA_STRONGEST_BASIC>
-3.5674421485514762

> <JCHEM_POLAR_SURFACE_AREA>
210.31

> <JCHEM_REFRACTIVITY>
189.75919999999996

> <JCHEM_ROTATABLE_BOND_COUNT>
4

> <JCHEM_RULE_OF_FIVE>
0

> <ALOGPS_SOLUBILITY>
8.51e-02 g/l

> <JCHEM_TRADITIONAL_IUPAC>
4-hydroxy-7-{4-hydroxy-5-methoxy-7-[(1R,12S)-3-methyl-7-oxo-5,10-diazatetracyclo[7.4.0.0^{1,12}.0^{2,6}]trideca-2(6),3,8-triene-10-carbonyl]-1H,2H,6H-pyrrolo[3,2-e]indole-3-carbonyl}-5-methoxy-1H,2H,6H-pyrrolo[3,2-e]indole-3-carboxamide

> <JCHEM_VEBER_RULE>
0

$$$$

     RDKit          3D

 85 94  0  0  0  0  0  0  0  0999 V2000
   -8.7922   -2.9804   -1.7025 C   0  0  0  0  0  0  0  0  0  0  0  0
   -8.6553   -2.4616   -0.4003 O   0  0  0  0  0  0  0  0  0  0  0  0
   -8.2865   -1.1625   -0.1502 C   0  0  0  0  0  0  0  0  0  0  0  0
   -9.2184   -0.1785   -0.0317 C   0  0  0  0  0  0  0  0  0  0  0  0
  -10.5648   -0.5098   -0.1673 O   0  0  0  0  0  0  0  0  0  0  0  0
   -8.8828    1.1431    0.2202 C   0  0  0  0  0  0  0  0  0  0  0  0
   -7.5258    1.4525    0.3551 C   0  0  0  0  0  0  0  0  0  0  0  0
   -6.5779    0.4787    0.2392 C   0  0  0  0  0  0  0  0  0  0  0  0
   -5.1812    0.5047    0.3229 C   0  0  0  0  0  0  0  0  0  0  0  0
   -4.7418   -0.7739    0.1224 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.4054   -1.3325    0.0528 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.2463   -2.5550   -0.2693 O   0  0  0  0  0  0  0  0  0  0  0  0
   -2.2527   -0.5798    0.3257 N   0  0  0  0  0  0  0  0  0  0  0  0
   -2.2131    0.6743    1.0480 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.8465    0.6160    1.7215 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.0566   -0.2501    0.8294 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.9002   -0.9594    0.0010 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.3516   -1.8276   -0.9220 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.1823   -2.5421   -1.7586 O   0  0  0  0  0  0  0  0  0  0  0  0
    1.0348   -1.9979   -1.0287 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.5183   -2.8756   -1.9656 O   0  0  0  0  0  0  0  0  0  0  0  0
    1.8490   -2.5433   -3.2942 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.8698   -1.2834   -0.1945 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.2248   -1.2446   -0.0767 N   0  0  0  0  0  0  0  0  0  0  0  0
    3.5970   -0.3942    0.8761 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.8780    0.0414    1.3681 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.8731    0.8435    2.3788 O   0  0  0  0  0  0  0  0  0  0  0  0
    6.1414   -0.3519    0.8180 N   0  0  0  0  0  0  0  0  0  0  0  0
    6.4263   -1.1822   -0.3226 C   0  0  0  0  0  0  0  0  0  0  0  0
    7.8603   -0.7211   -0.7272 C   0  0  1  0  0  0  0  0  0  0  0  0
    7.8497    0.7600   -0.9857 C   0  0  0  0  0  0  0  0  0  0  0  0
    8.3591    0.1740    0.2899 C   0  0  1  0  0  0  0  0  0  0  0  0
    7.4213    0.0038    1.4072 C   0  0  0  0  0  0  0  0  0  0  0  0
    7.7279    0.1910    2.6947 C   0  0  0  0  0  0  0  0  0  0  0  0
    9.0913    0.5386    3.0966 C   0  0  0  0  0  0  0  0  0  0  0  0
    9.3668    0.7171    4.3110 O   0  0  0  0  0  0  0  0  0  0  0  0
   10.0701    0.6580    2.0228 C   0  0  0  0  0  0  0  0  0  0  0  0
   11.3839    0.9284    2.0856 N   0  0  0  0  0  0  0  0  0  0  0  0
   11.9348    0.9137    0.8587 C   0  0  0  0  0  0  0  0  0  0  0  0
   10.8929    0.6161   -0.0109 C   0  0  0  0  0  0  0  0  0  0  0  0
   11.1336    0.5172   -1.4835 C   0  0  0  0  0  0  0  0  0  0  0  0
    9.7268    0.4551    0.6976 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.3910    0.1255    1.3807 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.3232   -0.4220    0.7207 C   0  0  0  0  0  0  0  0  0  0  0  0
   -5.8383   -1.5628   -0.0795 N   0  0  0  0  0  0  0  0  0  0  0  0
   -6.9416   -0.8227   -0.0116 C   0  0  0  0  0  0  0  0  0  0  0  0
   -7.3649    2.9155    0.6341 C   0  0  0  0  0  0  0  0  0  0  0  0
   -8.7794    3.2959    1.1103 C   0  0  0  0  0  0  0  0  0  0  0  0
   -9.6105    2.3340    0.3789 N   0  0  0  0  0  0  0  0  0  0  0  0
  -10.9036    2.6122   -0.0771 C   0  0  0  0  0  0  0  0  0  0  0  0
  -11.5178    3.8869    0.2000 N   0  0  0  0  0  0  0  0  0  0  0  0
  -11.5445    1.7587   -0.7312 O   0  0  0  0  0  0  0  0  0  0  0  0
   -9.4768   -3.8562   -1.6489 H   0  0  0  0  0  0  0  0  0  0  0  0
   -9.2232   -2.2414   -2.4137 H   0  0  0  0  0  0  0  0  0  0  0  0
   -7.8026   -3.3735   -2.0507 H   0  0  0  0  0  0  0  0  0  0  0  0
  -10.8640   -1.4517   -0.3462 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.5744    1.3673    0.4931 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.2429    1.5700    0.4396 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.9790    0.6453    1.8619 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.9313    0.0541    2.6984 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.4255    1.6124    1.8849 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.8307   -3.1900   -2.4513 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.1592   -3.1363   -3.9524 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.8679   -2.8785   -3.5660 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.7275   -1.4801   -3.5314 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.8817   -1.8257   -0.6514 H   0  0  0  0  0  0  0  0  0  0  0  0
    6.4879   -2.2521   -0.0789 H   0  0  0  0  0  0  0  0  0  0  0  0
    5.7891   -0.9438   -1.2115 H   0  0  0  0  0  0  0  0  0  0  0  0
    8.4975   -1.4165   -1.2592 H   0  0  0  0  0  0  0  0  0  0  0  0
    6.8970    1.3173   -0.9831 H   0  0  0  0  0  0  0  0  0  0  0  0
    8.5544    1.1027   -1.7523 H   0  0  0  0  0  0  0  0  0  0  0  0
    6.9700    0.0913    3.4808 H   0  0  0  0  0  0  0  0  0  0  0  0
   11.9658    1.1341    2.9481 H   0  0  0  0  0  0  0  0  0  0  0  0
   12.9838    1.0984    0.6075 H   0  0  0  0  0  0  0  0  0  0  0  0
   10.9415    1.4993   -1.9737 H   0  0  0  0  0  0  0  0  0  0  0  0
   12.1889    0.2660   -1.7059 H   0  0  0  0  0  0  0  0  0  0  0  0
   10.5098   -0.2881   -1.8670 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.2767    0.8635    2.1851 H   0  0  0  0  0  0  0  0  0  0  0  0
   -5.8608   -2.5862   -0.2609 H   0  0  0  0  0  0  0  0  0  0  0  0
   -7.1000    3.4485   -0.2982 H   0  0  0  0  0  0  0  0  0  0  0  0
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   -9.0252    4.3175    0.7896 H   0  0  0  0  0  0  0  0  0  0  0  0
  -11.7506    4.5436   -0.5691 H   0  0  0  0  0  0  0  0  0  0  0  0
  -11.7346    4.1619    1.1747 H   0  0  0  0  0  0  0  0  0  0  0  0
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M  END

HEADER    PROTEIN                                 01-JUL-21   NONE
TITLE     NULL                                                        
COMPND    NULL                                                        
SOURCE    NULL                                                        
KEYWDS    NULL                                                        
EXPDTA    NULL                                                        
AUTHOR    Marvin                                                      
REVDAT   1   01-JUL-21         0                                  
HETATM    1  C   UNK     0      -8.792  -2.980  -1.702  0.00  0.00           C+0
HETATM    2  O   UNK     0      -8.655  -2.462  -0.400  0.00  0.00           O+0
HETATM    3  C   UNK     0      -8.287  -1.163  -0.150  0.00  0.00           C+0
HETATM    4  C   UNK     0      -9.218  -0.179  -0.032  0.00  0.00           C+0
HETATM    5  O   UNK     0     -10.565  -0.510  -0.167  0.00  0.00           O+0
HETATM    6  C   UNK     0      -8.883   1.143   0.220  0.00  0.00           C+0
HETATM    7  C   UNK     0      -7.526   1.452   0.355  0.00  0.00           C+0
HETATM    8  C   UNK     0      -6.578   0.479   0.239  0.00  0.00           C+0
HETATM    9  C   UNK     0      -5.181   0.505   0.323  0.00  0.00           C+0
HETATM   10  C   UNK     0      -4.742  -0.774   0.122  0.00  0.00           C+0
HETATM   11  C   UNK     0      -3.405  -1.333   0.053  0.00  0.00           C+0
HETATM   12  O   UNK     0      -3.246  -2.555  -0.269  0.00  0.00           O+0
HETATM   13  N   UNK     0      -2.253  -0.580   0.326  0.00  0.00           N+0
HETATM   14  C   UNK     0      -2.213   0.674   1.048  0.00  0.00           C+0
HETATM   15  C   UNK     0      -0.847   0.616   1.722  0.00  0.00           C+0
HETATM   16  C   UNK     0      -0.057  -0.250   0.829  0.00  0.00           C+0
HETATM   17  C   UNK     0      -0.900  -0.959   0.001  0.00  0.00           C+0
HETATM   18  C   UNK     0      -0.352  -1.828  -0.922  0.00  0.00           C+0
HETATM   19  O   UNK     0      -1.182  -2.542  -1.759  0.00  0.00           O+0
HETATM   20  C   UNK     0       1.035  -1.998  -1.029  0.00  0.00           C+0
HETATM   21  O   UNK     0       1.518  -2.876  -1.966  0.00  0.00           O+0
HETATM   22  C   UNK     0       1.849  -2.543  -3.294  0.00  0.00           C+0
HETATM   23  C   UNK     0       1.870  -1.283  -0.195  0.00  0.00           C+0
HETATM   24  N   UNK     0       3.225  -1.245  -0.077  0.00  0.00           N+0
HETATM   25  C   UNK     0       3.597  -0.394   0.876  0.00  0.00           C+0
HETATM   26  C   UNK     0       4.878   0.041   1.368  0.00  0.00           C+0
HETATM   27  O   UNK     0       4.873   0.844   2.379  0.00  0.00           O+0
HETATM   28  N   UNK     0       6.141  -0.352   0.818  0.00  0.00           N+0
HETATM   29  C   UNK     0       6.426  -1.182  -0.323  0.00  0.00           C+0
HETATM   30  C   UNK     0       7.860  -0.721  -0.727  0.00  0.00           C+0
HETATM   31  C   UNK     0       7.850   0.760  -0.986  0.00  0.00           C+0
HETATM   32  C   UNK     0       8.359   0.174   0.290  0.00  0.00           C+0
HETATM   33  C   UNK     0       7.421   0.004   1.407  0.00  0.00           C+0
HETATM   34  C   UNK     0       7.728   0.191   2.695  0.00  0.00           C+0
HETATM   35  C   UNK     0       9.091   0.539   3.097  0.00  0.00           C+0
HETATM   36  O   UNK     0       9.367   0.717   4.311  0.00  0.00           O+0
HETATM   37  C   UNK     0      10.070   0.658   2.023  0.00  0.00           C+0
HETATM   38  N   UNK     0      11.384   0.928   2.086  0.00  0.00           N+0
HETATM   39  C   UNK     0      11.935   0.914   0.859  0.00  0.00           C+0
HETATM   40  C   UNK     0      10.893   0.616  -0.011  0.00  0.00           C+0
HETATM   41  C   UNK     0      11.134   0.517  -1.484  0.00  0.00           C+0
HETATM   42  C   UNK     0       9.727   0.455   0.698  0.00  0.00           C+0
HETATM   43  C   UNK     0       2.391   0.126   1.381  0.00  0.00           C+0
HETATM   44  C   UNK     0       1.323  -0.422   0.721  0.00  0.00           C+0
HETATM   45  N   UNK     0      -5.838  -1.563  -0.080  0.00  0.00           N+0
HETATM   46  C   UNK     0      -6.942  -0.823  -0.012  0.00  0.00           C+0
HETATM   47  C   UNK     0      -7.365   2.916   0.634  0.00  0.00           C+0
HETATM   48  C   UNK     0      -8.779   3.296   1.110  0.00  0.00           C+0
HETATM   49  N   UNK     0      -9.611   2.334   0.379  0.00  0.00           N+0
HETATM   50  C   UNK     0     -10.904   2.612  -0.077  0.00  0.00           C+0
HETATM   51  N   UNK     0     -11.518   3.887   0.200  0.00  0.00           N+0
HETATM   52  O   UNK     0     -11.544   1.759  -0.731  0.00  0.00           O+0
HETATM   53  H   UNK     0      -9.477  -3.856  -1.649  0.00  0.00           H+0
HETATM   54  H   UNK     0      -9.223  -2.241  -2.414  0.00  0.00           H+0
HETATM   55  H   UNK     0      -7.803  -3.373  -2.051  0.00  0.00           H+0
HETATM   56  H   UNK     0     -10.864  -1.452  -0.346  0.00  0.00           H+0
HETATM   57  H   UNK     0      -4.574   1.367   0.493  0.00  0.00           H+0
HETATM   58  H   UNK     0      -2.243   1.570   0.440  0.00  0.00           H+0
HETATM   59  H   UNK     0      -2.979   0.645   1.862  0.00  0.00           H+0
HETATM   60  H   UNK     0      -0.931   0.054   2.698  0.00  0.00           H+0
HETATM   61  H   UNK     0      -0.426   1.612   1.885  0.00  0.00           H+0
HETATM   62  H   UNK     0      -0.831  -3.190  -2.451  0.00  0.00           H+0
HETATM   63  H   UNK     0       1.159  -3.136  -3.952  0.00  0.00           H+0
HETATM   64  H   UNK     0       2.868  -2.878  -3.566  0.00  0.00           H+0
HETATM   65  H   UNK     0       1.728  -1.480  -3.531  0.00  0.00           H+0
HETATM   66  H   UNK     0       3.882  -1.826  -0.651  0.00  0.00           H+0
HETATM   67  H   UNK     0       6.488  -2.252  -0.079  0.00  0.00           H+0
HETATM   68  H   UNK     0       5.789  -0.944  -1.212  0.00  0.00           H+0
HETATM   69  H   UNK     0       8.498  -1.417  -1.259  0.00  0.00           H+0
HETATM   70  H   UNK     0       6.897   1.317  -0.983  0.00  0.00           H+0
HETATM   71  H   UNK     0       8.554   1.103  -1.752  0.00  0.00           H+0
HETATM   72  H   UNK     0       6.970   0.091   3.481  0.00  0.00           H+0
HETATM   73  H   UNK     0      11.966   1.134   2.948  0.00  0.00           H+0
HETATM   74  H   UNK     0      12.984   1.098   0.608  0.00  0.00           H+0
HETATM   75  H   UNK     0      10.941   1.499  -1.974  0.00  0.00           H+0
HETATM   76  H   UNK     0      12.189   0.266  -1.706  0.00  0.00           H+0
HETATM   77  H   UNK     0      10.510  -0.288  -1.867  0.00  0.00           H+0
HETATM   78  H   UNK     0       2.277   0.864   2.185  0.00  0.00           H+0
HETATM   79  H   UNK     0      -5.861  -2.586  -0.261  0.00  0.00           H+0
HETATM   80  H   UNK     0      -7.100   3.449  -0.298  0.00  0.00           H+0
HETATM   81  H   UNK     0      -6.623   3.062   1.420  0.00  0.00           H+0
HETATM   82  H   UNK     0      -8.817   3.123   2.186  0.00  0.00           H+0
HETATM   83  H   UNK     0      -9.025   4.317   0.790  0.00  0.00           H+0
HETATM   84  H   UNK     0     -11.751   4.544  -0.569  0.00  0.00           H+0
HETATM   85  H   UNK     0     -11.735   4.162   1.175  0.00  0.00           H+0
CONECT    1    2   53   54   55                                             
CONECT    2    1    3                                                       
CONECT    3    2    4   46                                                  
CONECT    4    3    5    6                                                  
CONECT    5    4   56                                                       
CONECT    6    4    7   49                                                  
CONECT    7    6    8   47                                                  
CONECT    8    7    9   46                                                  
CONECT    9    8   10   57                                                  
CONECT   10    9   11   45                                                  
CONECT   11   10   12   13                                                  
CONECT   12   11                                                            
CONECT   13   11   14   17                                                  
CONECT   14   13   15   58   59                                             
CONECT   15   14   16   60   61                                             
CONECT   16   15   17   44                                                  
CONECT   17   16   18   13                                                  
CONECT   18   17   19   20                                                  
CONECT   19   18   62                                                       
CONECT   20   18   21   23                                                  
CONECT   21   20   22                                                       
CONECT   22   21   63   64   65                                             
CONECT   23   20   24   44                                                  
CONECT   24   23   25   66                                                  
CONECT   25   24   26   43                                                  
CONECT   26   25   27   28                                                  
CONECT   27   26                                                            
CONECT   28   26   29   33                                                  
CONECT   29   28   30   67   68                                             
CONECT   30   29   31   32   69                                             
CONECT   31   30   32   70   71                                             
CONECT   32   31   33   30   42                                             
CONECT   33   32   34   28                                                  
CONECT   34   33   35   72                                                  
CONECT   35   34   36   37                                                  
CONECT   36   35                                                            
CONECT   37   35   38   42                                                  
CONECT   38   37   39   73                                                  
CONECT   39   38   40   74                                                  
CONECT   40   39   41   42                                                  
CONECT   41   40   75   76   77                                             
CONECT   42   40   37   32                                                  
CONECT   43   25   44   78                                                  
CONECT   44   43   23   16                                                  
CONECT   45   10   46   79                                                  
CONECT   46   45    3    8                                                  
CONECT   47    7   48   80   81                                             
CONECT   48   47   49   82   83                                             
CONECT   49   48   50    6                                                  
CONECT   50   49   51   52                                                  
CONECT   51   50   84   85                                                  
CONECT   52   50                                                            
CONECT   53    1                                                            
CONECT   54    1                                                            
CONECT   55    1                                                            
CONECT   56    5                                                            
CONECT   57    9                                                            
CONECT   58   14                                                            
CONECT   59   14                                                            
CONECT   60   15                                                            
CONECT   61   15                                                            
CONECT   62   19                                                            
CONECT   63   22                                                            
CONECT   64   22                                                            
CONECT   65   22                                                            
CONECT   66   24                                                            
CONECT   67   29                                                            
CONECT   68   29                                                            
CONECT   69   30                                                            
CONECT   70   31                                                            
CONECT   71   31                                                            
CONECT   72   34                                                            
CONECT   73   38                                                            
CONECT   74   39                                                            
CONECT   75   41                                                            
CONECT   76   41                                                            
CONECT   77   41                                                            
CONECT   78   43                                                            
CONECT   79   45                                                            
CONECT   80   47                                                            
CONECT   81   47                                                            
CONECT   82   48                                                            
CONECT   83   48                                                            
CONECT   84   51                                                            
CONECT   85   51                                                            
MASTER        0    0    0    0    0    0    0    0   85    0  188    0
END

RDKit          3D

85 94  0  0  0  0  0  0  0  0999 V2000
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M  END

View in JSmol View NMR Assignments

Synonyms

Value	Source
Benzo(1,2-b:4,3-b')dipyrrole-3(2H)-carboxamide, 7-((1,6-dihydro-4-hydroxy-5-methoxy-7-((4,5,8,8a-tetrahydro-7-methyl-4-oxocyclopropa(c)pyrrolo(3,2-e)indol-2(1H)-yl)carbonyl)benzo(1,2-b:4,3-b')dipyrrol-3(2H)-yl)carbonyl)-1,6-dihydro-4-hydroxy-5-methox	HMDB
4-Hydroxy-7-(4-hydroxy-5-methoxy-7-{3-methyl-7-oxo-5,10-diazatetracyclo[7.4.0.0,.0,]trideca-2(6),3,8-triene-10-carbonyl}-1H,2H,3H,6H-pyrrolo[3,2-e]indole-3-carbonyl)-5-methoxy-1H,2H,3H,6H-pyrrolo[3,2-e]indole-3-carboximidate	Generator

Chemical Formula

C₃₇H₃₃N₇O₈

Average Mass

703.7120 Da

Monoisotopic Mass

703.23906 Da

IUPAC Name

4-hydroxy-7-{4-hydroxy-5-methoxy-7-[(1R,12S)-3-methyl-7-oxo-5,10-diazatetracyclo[7.4.0.0^{1,12}.0^{2,6}]trideca-2(6),3,8-triene-10-carbonyl]-1H,2H,3H,6H-pyrrolo[3,2-e]indole-3-carbonyl}-5-methoxy-1H,2H,3H,6H-pyrrolo[3,2-e]indole-3-carboxamide

Traditional Name

4-hydroxy-7-{4-hydroxy-5-methoxy-7-[(1R,12S)-3-methyl-7-oxo-5,10-diazatetracyclo[7.4.0.0^{1,12}.0^{2,6}]trideca-2(6),3,8-triene-10-carbonyl]-1H,2H,6H-pyrrolo[3,2-e]indole-3-carbonyl}-5-methoxy-1H,2H,6H-pyrrolo[3,2-e]indole-3-carboxamide

CAS Registry Number

Not Available

SMILES

COC1=C2NC(=CC2=C2CCN(C(N)=O)C2=C1O)C(=O)N1CCC2=C3C=C(NC3=C(OC)C(O)=C12)C(=O)N1CC2CC22C1=CC(=O)C1=C2C(C)=CN1

InChI Identifier

InChI=1S/C37H33N7O8/c1-14-12-39-27-22(45)10-23-37(24(14)27)11-15(37)13-44(23)35(49)21-9-18-16-4-6-42(28(16)30(46)32(51-2)25(18)41-21)34(48)20-8-19-17-5-7-43(36(38)50)29(17)31(47)33(52-3)26(19)40-20/h8-10,12,15,39-41,46-47H,4-7,11,13H2,1-3H3,(H2,38,50)

InChI Key

UOWVMDUEMSNCAV-UHFFFAOYSA-N

Experimental Spectra

Not Available

Predicted Spectra

Spectrum Type	Description	Depositor ID	Depositor Organization	Depositor	Deposition Date	View
1D NMR	¹³C NMR Spectrum (1D, 25 MHz, D₂O, predicted)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹H NMR Spectrum (1D, 100 MHz, D₂O, predicted)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹³C NMR Spectrum (1D, 252 MHz, D₂O, predicted)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹H NMR Spectrum (1D, 1000 MHz, D₂O, predicted)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹³C NMR Spectrum (1D, 50 MHz, D₂O, predicted)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹H NMR Spectrum (1D, 200 MHz, D₂O, predicted)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹³C NMR Spectrum (1D, 75 MHz, D₂O, predicted)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹H NMR Spectrum (1D, 300 MHz, D₂O, predicted)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹³C NMR Spectrum (1D, 101 MHz, D₂O, predicted)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹H NMR Spectrum (1D, 400 MHz, D₂O, predicted)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹³C NMR Spectrum (1D, 126 MHz, D₂O, predicted)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹H NMR Spectrum (1D, 500 MHz, D₂O, predicted)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹³C NMR Spectrum (1D, 151 MHz, D₂O, predicted)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹H NMR Spectrum (1D, 600 MHz, D₂O, predicted)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹³C NMR Spectrum (1D, 176 MHz, D₂O, predicted)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹H NMR Spectrum (1D, 700 MHz, D₂O, predicted)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹³C NMR Spectrum (1D, 201 MHz, D₂O, predicted)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹H NMR Spectrum (1D, 800 MHz, D₂O, predicted)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹³C NMR Spectrum (1D, 226 MHz, D₂O, predicted)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹H NMR Spectrum (1D, 900 MHz, D₂O, predicted)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum

Chemical Shift Submissions

Not Available

Species

Species of Origin

Species Name	Source	Reference
Streptomyces	NPAtlas	104946
Streptomyces zelensis	LOTUS Database	35616633

Species Where Detected

Species Name	Source	Reference
Streptomyces zeelensis sp. n.	KNApSAcK Database	22123792

Chemical Taxonomy

Description

Belongs to the class of organic compounds known as pyrroloindoles. Pyrroloindoles are compounds containing a pyrroloindole moiety, which is a tricyclic heterocycle which consists of a pyrrole ring fused to an indole. Pyrrole is 5-membered ring consisting of four carbon atoms and one nitrogen atom. Indole is a bicyclic compound consisting of a six-membered benzene ring fused to a five-membered nitrogen-containing pyrrole ring.

Kingdom

Organic compounds

Super Class

Organoheterocyclic compounds

Class

Indoles and derivatives

Sub Class

Pyrroloindoles

Direct Parent

Pyrroloindoles

Alternative Parents

Substituents

Indolecarboxamide derivative
Indolecarboxylic acid derivative
Pyrroloindole
Hydroxyindole
Indole
N-acyl-piperidine
Anisole
2-heteroaryl carboxamide
N-acylpyrrolidine
Pyrrole-2-carboxamide
Pyrrole-2-carboxylic acid or derivatives
Aryl ketone
Alkyl aryl ether
Substituted pyrrole
Piperidine
Benzenoid
Tertiary carboxylic acid amide
Heteroaromatic compound
Pyrrolidine
Pyrrole
Vinylogous amide
Urea
Carboxamide group
Carbonic acid derivative
Ketone
Azacycle
Carboxylic acid derivative
Ether
Organic nitrogen compound
Organonitrogen compound
Hydrocarbon derivative
Organooxygen compound
Organic oxide
Carbonyl group
Organic oxygen compound
Organopnictogen compound
Aromatic heteropolycyclic compound

Molecular Framework

Aromatic heteropolycyclic compounds

External Descriptors

Not Available

Physical Properties

State

Not Available

Experimental Properties

Property	Value	Reference
Melting Point	Not Available	Not Available
Boiling Point	Not Available	Not Available
Water Solubility	Not Available	Not Available
LogP	Not Available	Not Available

Predicted Properties

Property	Value	Source
logP	3.24	ALOGPS
logP	0.87	ChemAxon
logS	-3.9	ALOGPS
pKa (Strongest Acidic)	8.03	ChemAxon
pKa (Strongest Basic)	-3.6	ChemAxon
Physiological Charge	0	ChemAxon
Hydrogen Acceptor Count	8	ChemAxon
Hydrogen Donor Count	6	ChemAxon
Polar Surface Area	210.31 Å²	ChemAxon
Rotatable Bond Count	4	ChemAxon
Refractivity	189.76 m³·mol⁻¹	ChemAxon
Polarizability	76.86 Å³	ChemAxon
Number of Rings	10	ChemAxon
Bioavailability	No	ChemAxon
Rule of Five	No	ChemAxon
Ghose Filter	No	ChemAxon
Veber's Rule	No	ChemAxon
MDDR-like Rule	No	ChemAxon

External Links

NPAtlas ID

NPA021089

HMDB ID

HMDB0248478

DrugBank ID

Not Available

Phenol Explorer Compound ID

Not Available

FoodDB ID

Not Available

KNApSAcK ID

C00018210

Chemspider ID

65994

KEGG Compound ID

Not Available

BioCyc ID

Not Available

BiGG ID

Not Available

Wikipedia Link

Not Available

METLIN ID

Not Available

PubChem Compound

73240

PDB ID

Not Available

ChEBI ID

Not Available

Good Scents ID

Not Available

References

General References

Hanka LJ, Dietz A, Gerpheide SA, Kuentzel SL, Martin DG: CC-1065 (NSC-298223), a new antitumor antibiotic. Production, in vitro biological activity, microbiological assays and taxonomy of the producing microorganism. J Antibiot (Tokyo). 1978 Dec;31(12):1211-7. doi: 10.7164/antibiotics.31.1211. [PubMed:104946 ]
Jin WB, Wu S, Jian XH, Yuan H, Tang GL: A radical S-adenosyl-L-methionine enzyme and a methyltransferase catalyze cyclopropane formation in natural product biosynthesis. Nat Commun. 2018 Jul 17;9(1):2771. doi: 10.1038/s41467-018-05217-1. [PubMed:30018376 ]
Tietze LF, Krewer B, Major F, Schuberth I: CD-spectroscopy as a powerful tool for investigating the mode of action of unmodified drugs in live cells. J Am Chem Soc. 2009 Sep 16;131(36):13031-6. doi: 10.1021/ja902767f. [PubMed:19697908 ]
Tietze LF, Krewer B: Antibody-directed enzyme prodrug therapy: a promising approach for a selective treatment of cancer based on prodrugs and monoclonal antibodies. Chem Biol Drug Des. 2009 Sep;74(3):205-11. doi: 10.1111/j.1747-0285.2009.00856.x. Epub 2009 Jul 29. [PubMed:19660031 ]
Tietze LF, Major F, Schuberth I, Spiegl DA, Krewer B, Maksimenka K, Bringmann G, Magull J: Selective treatment of cancer: synthesis, biological evaluation and structural elucidation of novel analogues of the antibiotic CC-1065 and the duocarmycins. Chemistry. 2007;13(16):4396-409. doi: 10.1002/chem.200700113. [PubMed:17455190 ]
Baraldi PG, Bovero A, Fruttarolo F, Preti D, Tabrizi MA, Pavani MG, Romagnoli R: DNA minor groove binders as potential antitumor and antimicrobial agents. Med Res Rev. 2004 Jul;24(4):475-528. doi: 10.1002/med.20000. [PubMed:15170593 ]
Kiakos K, Howard TT, Lee M, Hartley JA, McHugh PJ: Saccharomyces cerevisiae RAD5 influences the excision repair of DNA minor groove adducts. J Biol Chem. 2002 Nov 15;277(46):44576-81. doi: 10.1074/jbc.M208169200. Epub 2002 Sep 10. [PubMed:12226100 ]
Tietze LF, Herzig T, Fecher A, Haunert F, Schuberth I: Highly selective glycosylated prodrugs of cytostatic CC-1065 analogues for antibody-directed enzyme tumor therapy. Chembiochem. 2001 Oct 1;2(10):758-65. doi: 10.1002/1439-7633(20011001)2:10<758::AID-CBIC758>3.0.CO;2-G. [PubMed:11948858 ]
Park HJ: Evidence for a common molecular basis for sequence recognition of N3-guanine and N3-adenine DNA adducts involving the covalent bonding reaction of (+)-CC-1065. Arch Pharm Res. 2002 Feb;25(1):11-24. doi: 10.1007/BF02975255. [PubMed:11885687 ]

Showing NP-Card for CC-1065 (NP0001777)

MOL for NP0001777 (CC-1065)

3D MOL for NP0001777 (CC-1065)

3D SDF for NP0001777 (CC-1065)

3D-SDF for NP0001777 (CC-1065)

PDB for NP0001777 (CC-1065)

3D PDB for NP0001777 (CC-1065)

SMILES for NP0001777 (CC-1065)

INCHI for NP0001777 (CC-1065)

Structure for NP0001777 (CC-1065)

3D Structure for NP0001777 (CC-1065)