NP-MRD: Showing NP-Card for Ditryptophenaline (NP0058013)

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Record Information

Version

2.0

Created at

2022-04-28 03:21:01 UTC

Updated at

2022-04-28 03:21:01 UTC

NP-MRD ID

NP0058013

Secondary Accession Numbers

None

Natural Product Identification

Common Name

Ditryptophenaline

Description

(1S,4S,7S,9R)-4-benzyl-9-[(1R,4R,7R,9S)-4-benzyl-5-methyl-3,6-dioxo-2,5,16-triazatetracyclo[7.7.0.0²,⁷.0¹⁰,¹⁵]Hexadeca-10,12,14-trien-9-yl]-5-methyl-2,5,16-triazatetracyclo[7.7.0.0²,⁷.0¹⁰,¹⁵]Hexadeca-10,12,14-triene-3,6-dione 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. Ditryptophenaline is found in Aspergillus flavus. Based on a literature review very few articles have been published on (1S,4S,7S,9R)-4-benzyl-9-[(1R,4R,7R,9S)-4-benzyl-5-methyl-3,6-dioxo-2,5,16-triazatetracyclo[7.7.0.0²,⁷.0¹⁰,¹⁵]Hexadeca-10,12,14-trien-9-yl]-5-methyl-2,5,16-triazatetracyclo[7.7.0.0²,⁷.0¹⁰,¹⁵]Hexadeca-10,12,14-triene-3,6-dione.

Structure

MOL 3D MOL SDF PDB SMILES InChI


  Mrv1652304282205212D          

 52 61  0  0  1  0            999 V2000
    1.6760   -0.3217    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.1951   -0.8104    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.0398   -1.6206    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.2605   -1.8913    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.7414   -1.4026    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.8967   -0.5923    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.7625   -2.0187    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
    3.3643   -1.4544    0.0000 C   0  0  1  0  0  0  0  0  0  0  0  0
    3.0137   -0.7077    0.0000 C   0  0  1  0  0  0  0  0  0  0  0  0
    3.6156   -0.1434    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.4432   -0.5923    0.0000 C   0  0  1  0  0  0  0  0  0  0  0  0
    4.1829   -1.3517    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
    4.8070   -1.8913    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.6521   -2.7420    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    5.5863   -1.6206    0.0000 C   0  0  2  0  0  0  0  0  0  0  0  0
    5.7416   -0.8104    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
    5.2225   -0.3217    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.6970    0.4270    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    6.5921   -0.6107    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.2196   -2.2202    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
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    7.0869   -1.0703    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
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    7.6506   -2.3833    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.6630    0.0391    0.0000 C   0  0  1  0  0  0  0  0  0  0  0  0
    3.4816    0.1418    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
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    4.4162    1.2228    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
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    4.8850   -0.1271    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.1057   -0.3978    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.9143    1.3501    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
    2.3124    0.7859    0.0000 C   0  0  1  0  0  0  0  0  0  0  0  0
    1.4938    0.6832    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
    1.3385   -0.1271    0.0000 C   0  0  1  0  0  0  0  0  0  0  0  0
    2.0612   -0.5251    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.5592   -0.3978    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.1098   -0.9781    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   -0.0649    0.1418    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
    0.0904    0.9521    0.0000 C   0  0  2  0  0  0  0  0  0  0  0  0
    0.8697    1.2228    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.9672    2.1023    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   -0.5117    1.6151    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.3130    1.2210    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.4164    0.4025    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.1769    0.0828    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.8341    0.5816    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.7307    1.4001    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.9702    1.7198    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.8107   -0.4308    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
  1  2  2  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
  5  6  2  0  0  0  0
  1  6  1  0  0  0  0
  3  7  1  0  0  0  0
  8  7  1  1  0  0  0
  8  9  1  0  0  0  0
  2  9  1  0  0  0  0
  9 10  1  0  0  0  0
 10 11  1  0  0  0  0
 11 12  1  6  0  0  0
  8 12  1  0  0  0  0
 12 13  1  0  0  0  0
 13 14  2  0  0  0  0
 13 15  1  0  0  0  0
 15 16  1  0  0  0  0
 16 17  1  0  0  0  0
 11 17  1  0  0  0  0
 17 18  2  0  0  0  0
 16 19  1  0  0  0  0
 15 20  1  6  0  0  0
 20 21  1  0  0  0  0
 21 22  2  0  0  0  0
 22 23  1  0  0  0  0
 23 24  2  0  0  0  0
 24 25  1  0  0  0  0
 25 26  2  0  0  0  0
 21 26  1  0  0  0  0
  9 27  1  1  0  0  0
 27 28  1  1  0  0  0
 28 29  2  0  0  0  0
 29 30  1  0  0  0  0
 30 31  2  0  0  0  0
 31 32  1  0  0  0  0
 32 33  2  0  0  0  0
 28 33  1  0  0  0  0
 29 34  1  0  0  0  0
 35 34  1  6  0  0  0
 27 35  1  0  0  0  0
 35 36  1  0  0  0  0
 37 36  1  1  0  0  0
 37 38  1  0  0  0  0
 27 38  1  0  0  0  0
 37 39  1  0  0  0  0
 39 40  2  0  0  0  0
 39 41  1  0  0  0  0
 41 42  1  0  0  0  0
 42 43  1  0  0  0  0
 36 43  1  0  0  0  0
 43 44  2  0  0  0  0
 42 45  1  1  0  0  0
 45 46  1  0  0  0  0
 46 47  2  0  0  0  0
 47 48  1  0  0  0  0
 48 49  2  0  0  0  0
 49 50  1  0  0  0  0
 50 51  2  0  0  0  0
 46 51  1  0  0  0  0
 41 52  1  0  0  0  0
M  END

     RDKit          3D

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 38 39  1  0
 52 47  1  0
 33  8  1  0
 34  7  1  0
  3  5  1  0
 14 62  1  0
 14 63  1  0
 14 64  1  0
 15 65  1  1
 16 66  1  0
 16 67  1  0
 18 68  1  0
 19 69  1  0
 20 70  1  0
 21 71  1  0
 22 72  1  0
 10 61  1  1
  9 59  1  0
  9 60  1  0
 26 73  1  1
 27 74  1  0
 29 75  1  0
 30 76  1  0
 31 77  1  0
 32 78  1  0
  6 57  1  0
  6 58  1  0
  5 56  1  6
 41 84  1  1
 40 83  1  0
 35 79  1  0
 36 80  1  0
 37 81  1  0
 38 82  1  0
 45 85  1  6
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 46 87  1  0
 48 88  1  0
 49 89  1  0
 50 90  1  0
 51 91  1  0
 52 92  1  0
  1 53  1  0
  1 54  1  0
  1 55  1  0
M  END


  Mrv1652304282205212D          

 52 61  0  0  1  0            999 V2000
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    1.2605   -1.8913    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.7414   -1.4026    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.8967   -0.5923    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.7625   -2.0187    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
    3.3643   -1.4544    0.0000 C   0  0  1  0  0  0  0  0  0  0  0  0
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    4.4432   -0.5923    0.0000 C   0  0  1  0  0  0  0  0  0  0  0  0
    4.1829   -1.3517    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
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    4.6521   -2.7420    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    5.5863   -1.6206    0.0000 C   0  0  2  0  0  0  0  0  0  0  0  0
    5.7416   -0.8104    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
    5.2225   -0.3217    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.6970    0.4270    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    6.5921   -0.6107    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.2196   -2.2202    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.9897   -1.8896    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    7.0869   -1.0703    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    7.8450   -0.7448    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    8.5059   -1.2386    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    8.4087   -2.0579    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    7.6506   -2.3833    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.6630    0.0391    0.0000 C   0  0  1  0  0  0  0  0  0  0  0  0
    3.4816    0.1418    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.6369    0.9521    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.4162    1.2228    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.0403    0.6832    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.8850   -0.1271    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.1057   -0.3978    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.9143    1.3501    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
    2.3124    0.7859    0.0000 C   0  0  1  0  0  0  0  0  0  0  0  0
    1.4938    0.6832    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
    1.3385   -0.1271    0.0000 C   0  0  1  0  0  0  0  0  0  0  0  0
    2.0612   -0.5251    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.5592   -0.3978    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.1098   -0.9781    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   -0.0649    0.1418    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
    0.0904    0.9521    0.0000 C   0  0  2  0  0  0  0  0  0  0  0  0
    0.8697    1.2228    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.9672    2.1023    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   -0.5117    1.6151    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.3130    1.2210    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.4164    0.4025    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.1769    0.0828    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.8341    0.5816    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.7307    1.4001    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.9702    1.7198    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.8107   -0.4308    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
  1  2  2  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
  5  6  2  0  0  0  0
  1  6  1  0  0  0  0
  3  7  1  0  0  0  0
  8  7  1  1  0  0  0
  8  9  1  0  0  0  0
  2  9  1  0  0  0  0
  9 10  1  0  0  0  0
 10 11  1  0  0  0  0
 11 12  1  6  0  0  0
  8 12  1  0  0  0  0
 12 13  1  0  0  0  0
 13 14  2  0  0  0  0
 13 15  1  0  0  0  0
 15 16  1  0  0  0  0
 16 17  1  0  0  0  0
 11 17  1  0  0  0  0
 17 18  2  0  0  0  0
 16 19  1  0  0  0  0
 15 20  1  6  0  0  0
 20 21  1  0  0  0  0
 21 22  2  0  0  0  0
 22 23  1  0  0  0  0
 23 24  2  0  0  0  0
 24 25  1  0  0  0  0
 25 26  2  0  0  0  0
 21 26  1  0  0  0  0
  9 27  1  1  0  0  0
 27 28  1  1  0  0  0
 28 29  2  0  0  0  0
 29 30  1  0  0  0  0
 30 31  2  0  0  0  0
 31 32  1  0  0  0  0
 32 33  2  0  0  0  0
 28 33  1  0  0  0  0
 29 34  1  0  0  0  0
 35 34  1  6  0  0  0
 27 35  1  0  0  0  0
 35 36  1  0  0  0  0
 37 36  1  1  0  0  0
 37 38  1  0  0  0  0
 27 38  1  0  0  0  0
 37 39  1  0  0  0  0
 39 40  2  0  0  0  0
 39 41  1  0  0  0  0
 41 42  1  0  0  0  0
 42 43  1  0  0  0  0
 36 43  1  0  0  0  0
 43 44  2  0  0  0  0
 42 45  1  1  0  0  0
 45 46  1  0  0  0  0
 46 47  2  0  0  0  0
 47 48  1  0  0  0  0
 48 49  2  0  0  0  0
 49 50  1  0  0  0  0
 50 51  2  0  0  0  0
 46 51  1  0  0  0  0
 41 52  1  0  0  0  0
M  END
> <DATABASE_ID>
NP0058013

> <DATABASE_NAME>
NP-MRD

> <SMILES>
CN1[C@H](CC2=CC=CC=C2)C(=O)N2[C@H](C[C@@]3([C@@H]2NC2=CC=CC=C32)[C@]23C[C@@H]4N([C@@H]2NC2=C3C=CC=C2)C(=O)[C@H](CC2=CC=CC=C2)N(C)C4=O)C1=O

> <INCHI_IDENTIFIER>
InChI=1S/C42H40N6O4/c1-45-31(21-25-13-5-3-6-14-25)37(51)47-33(35(45)49)23-41(27-17-9-11-19-29(27)43-39(41)47)42-24-34-36(50)46(2)32(22-26-15-7-4-8-16-26)38(52)48(34)40(42)44-30-20-12-10-18-28(30)42/h3-20,31-34,39-40,43-44H,21-24H2,1-2H3/t31-,32+,33-,34+,39-,40+,41-,42+

> <INCHI_KEY>
IQIGYVQQRKFGLN-ZRLSOVCLSA-N

> <FORMULA>
C42H40N6O4

> <MOLECULAR_WEIGHT>
692.82

> <EXACT_MASS>
692.311103792

> <JCHEM_ACCEPTOR_COUNT>
6

> <JCHEM_ATOM_COUNT>
92

> <JCHEM_AVERAGE_POLARIZABILITY>
74.94130829741388

> <JCHEM_BIOAVAILABILITY>
1

> <JCHEM_DONOR_COUNT>
2

> <JCHEM_FORMAL_CHARGE>
0

> <JCHEM_GHOSE_FILTER>
0

> <JCHEM_IUPAC>
(1R,4R,7R,9S)-4-benzyl-9-[(1S,4S,7S,9R)-4-benzyl-5-methyl-3,6-dioxo-2,5,16-triazatetracyclo[7.7.0.0^{2,7}.0^{10,15}]hexadeca-10(15),11,13-trien-9-yl]-5-methyl-2,5,16-triazatetracyclo[7.7.0.0^{2,7}.0^{10,15}]hexadeca-10,12,14-triene-3,6-dione

> <ALOGPS_LOGP>
4.29

> <JCHEM_LOGP>
3.814214606666665

> <ALOGPS_LOGS>
-4.08

> <JCHEM_MDDR_LIKE_RULE>
0

> <JCHEM_NUMBER_OF_RINGS>
10

> <JCHEM_PHYSIOLOGICAL_CHARGE>
0

> <JCHEM_PKA>
15.154149359989104

> <JCHEM_PKA_STRONGEST_ACIDIC>
15.154149359989104

> <JCHEM_PKA_STRONGEST_BASIC>
2.3913476504830355

> <JCHEM_POLAR_SURFACE_AREA>
105.30000000000001

> <JCHEM_REFRACTIVITY>
196.4492

> <JCHEM_ROTATABLE_BOND_COUNT>
5

> <JCHEM_RULE_OF_FIVE>
0

> <ALOGPS_SOLUBILITY>
5.83e-02 g/l

> <JCHEM_TRADITIONAL_IUPAC>
(1R,4R,7R,9S)-4-benzyl-9-[(1S,4S,7S,9R)-4-benzyl-5-methyl-3,6-dioxo-2,5,16-triazatetracyclo[7.7.0.0^{2,7}.0^{10,15}]hexadeca-10(15),11,13-trien-9-yl]-5-methyl-2,5,16-triazatetracyclo[7.7.0.0^{2,7}.0^{10,15}]hexadeca-10,12,14-triene-3,6-dione

> <JCHEM_VEBER_RULE>
0

$$$$

HEADER    PROTEIN                                 28-APR-22   NONE
TITLE     NULL                                                        
COMPND    NULL                                                        
SOURCE    NULL                                                        
KEYWDS    NULL                                                        
EXPDTA    NULL                                                        
AUTHOR    Marvin                                                      
REVDAT   1   28-APR-22         0                                  
HETATM    1  C   UNK     0       3.129  -0.600   0.000  0.00  0.00           C+0
HETATM    2  C   UNK     0       4.098  -1.513   0.000  0.00  0.00           C+0
HETATM    3  C   UNK     0       3.808  -3.025   0.000  0.00  0.00           C+0
HETATM    4  C   UNK     0       2.353  -3.530   0.000  0.00  0.00           C+0
HETATM    5  C   UNK     0       1.384  -2.618   0.000  0.00  0.00           C+0
HETATM    6  C   UNK     0       1.674  -1.106   0.000  0.00  0.00           C+0
HETATM    7  N   UNK     0       5.157  -3.768   0.000  0.00  0.00           N+0
HETATM    8  C   UNK     0       6.280  -2.715   0.000  0.00  0.00           C+0
HETATM    9  C   UNK     0       5.626  -1.321   0.000  0.00  0.00           C+0
HETATM   10  C   UNK     0       6.749  -0.268   0.000  0.00  0.00           C+0
HETATM   11  C   UNK     0       8.294  -1.106   0.000  0.00  0.00           C+0
HETATM   12  N   UNK     0       7.808  -2.523   0.000  0.00  0.00           N+0
HETATM   13  C   UNK     0       8.973  -3.530   0.000  0.00  0.00           C+0
HETATM   14  O   UNK     0       8.684  -5.118   0.000  0.00  0.00           O+0
HETATM   15  C   UNK     0      10.428  -3.025   0.000  0.00  0.00           C+0
HETATM   16  N   UNK     0      10.718  -1.513   0.000  0.00  0.00           N+0
HETATM   17  C   UNK     0       9.749  -0.600   0.000  0.00  0.00           C+0
HETATM   18  O   UNK     0      10.634   0.797   0.000  0.00  0.00           O+0
HETATM   19  C   UNK     0      12.305  -1.140   0.000  0.00  0.00           C+0
HETATM   20  C   UNK     0      11.610  -4.144   0.000  0.00  0.00           C+0
HETATM   21  C   UNK     0      13.047  -3.527   0.000  0.00  0.00           C+0
HETATM   22  C   UNK     0      13.229  -1.998   0.000  0.00  0.00           C+0
HETATM   23  C   UNK     0      14.644  -1.390   0.000  0.00  0.00           C+0
HETATM   24  C   UNK     0      15.878  -2.312   0.000  0.00  0.00           C+0
HETATM   25  C   UNK     0      15.696  -3.841   0.000  0.00  0.00           C+0
HETATM   26  C   UNK     0      14.281  -4.449   0.000  0.00  0.00           C+0
HETATM   27  C   UNK     0       4.971   0.073   0.000  0.00  0.00           C+0
HETATM   28  C   UNK     0       6.499   0.265   0.000  0.00  0.00           C+0
HETATM   29  C   UNK     0       6.789   1.777   0.000  0.00  0.00           C+0
HETATM   30  C   UNK     0       8.244   2.282   0.000  0.00  0.00           C+0
HETATM   31  C   UNK     0       9.409   1.275   0.000  0.00  0.00           C+0
HETATM   32  C   UNK     0       9.119  -0.237   0.000  0.00  0.00           C+0
HETATM   33  C   UNK     0       7.664  -0.742   0.000  0.00  0.00           C+0
HETATM   34  N   UNK     0       5.440   2.520   0.000  0.00  0.00           N+0
HETATM   35  C   UNK     0       4.316   1.467   0.000  0.00  0.00           C+0
HETATM   36  N   UNK     0       2.788   1.275   0.000  0.00  0.00           N+0
HETATM   37  C   UNK     0       2.499  -0.237   0.000  0.00  0.00           C+0
HETATM   38  C   UNK     0       3.848  -0.980   0.000  0.00  0.00           C+0
HETATM   39  C   UNK     0       1.044  -0.742   0.000  0.00  0.00           C+0
HETATM   40  O   UNK     0      -0.205  -1.826   0.000  0.00  0.00           O+0
HETATM   41  N   UNK     0      -0.121   0.265   0.000  0.00  0.00           N+0
HETATM   42  C   UNK     0       0.169   1.777   0.000  0.00  0.00           C+0
HETATM   43  C   UNK     0       1.624   2.282   0.000  0.00  0.00           C+0
HETATM   44  O   UNK     0       1.805   3.924   0.000  0.00  0.00           O+0
HETATM   45  C   UNK     0      -0.955   3.015   0.000  0.00  0.00           C+0
HETATM   46  C   UNK     0      -2.451   2.279   0.000  0.00  0.00           C+0
HETATM   47  C   UNK     0      -2.644   0.751   0.000  0.00  0.00           C+0
HETATM   48  C   UNK     0      -4.064   0.155   0.000  0.00  0.00           C+0
HETATM   49  C   UNK     0      -5.290   1.086   0.000  0.00  0.00           C+0
HETATM   50  C   UNK     0      -5.097   2.613   0.000  0.00  0.00           C+0
HETATM   51  C   UNK     0      -3.678   3.210   0.000  0.00  0.00           C+0
HETATM   52  C   UNK     0      -1.513  -0.804   0.000  0.00  0.00           C+0
CONECT    1    2    6                                                       
CONECT    2    1    3    9                                                  
CONECT    3    2    4    7                                                  
CONECT    4    3    5                                                       
CONECT    5    4    6                                                       
CONECT    6    5    1                                                       
CONECT    7    3    8                                                       
CONECT    8    7    9   12                                                  
CONECT    9    8    2   10   27                                             
CONECT   10    9   11                                                       
CONECT   11   10   12   17                                                  
CONECT   12   11    8   13                                                  
CONECT   13   12   14   15                                                  
CONECT   14   13                                                            
CONECT   15   13   16   20                                                  
CONECT   16   15   17   19                                                  
CONECT   17   16   11   18                                                  
CONECT   18   17                                                            
CONECT   19   16                                                            
CONECT   20   15   21                                                       
CONECT   21   20   22   26                                                  
CONECT   22   21   23                                                       
CONECT   23   22   24                                                       
CONECT   24   23   25                                                       
CONECT   25   24   26                                                       
CONECT   26   25   21                                                       
CONECT   27    9   28   35   38                                             
CONECT   28   27   29   33                                                  
CONECT   29   28   30   34                                                  
CONECT   30   29   31                                                       
CONECT   31   30   32                                                       
CONECT   32   31   33                                                       
CONECT   33   32   28                                                       
CONECT   34   29   35                                                       
CONECT   35   34   27   36                                                  
CONECT   36   35   37   43                                                  
CONECT   37   36   38   39                                                  
CONECT   38   37   27                                                       
CONECT   39   37   40   41                                                  
CONECT   40   39                                                            
CONECT   41   39   42   52                                                  
CONECT   42   41   43   45                                                  
CONECT   43   42   36   44                                                  
CONECT   44   43                                                            
CONECT   45   42   46                                                       
CONECT   46   45   47   51                                                  
CONECT   47   46   48                                                       
CONECT   48   47   49                                                       
CONECT   49   48   50                                                       
CONECT   50   49   51                                                       
CONECT   51   50   46                                                       
CONECT   52   41                                                            
MASTER        0    0    0    0    0    0    0    0   52    0  122    0
END

View in JSmol

Synonyms

Not Available

Chemical Formula

C₄₂H₄₀N₆O₄

Average Mass

692.8200 Da

Monoisotopic Mass

692.31110 Da

IUPAC Name

(1R,4R,7R,9S)-4-benzyl-9-[(1S,4S,7S,9R)-4-benzyl-5-methyl-3,6-dioxo-2,5,16-triazatetracyclo[7.7.0.0^{2,7}.0^{10,15}]hexadeca-10(15),11,13-trien-9-yl]-5-methyl-2,5,16-triazatetracyclo[7.7.0.0^{2,7}.0^{10,15}]hexadeca-10,12,14-triene-3,6-dione

Traditional Name

CAS Registry Number

Not Available

SMILES

CN1[C@H](CC2=CC=CC=C2)C(=O)N2[C@H](C[C@@]3([C@@H]2NC2=CC=CC=C32)[C@]23C[C@@H]4N([C@@H]2NC2=C3C=CC=C2)C(=O)[C@H](CC2=CC=CC=C2)N(C)C4=O)C1=O

InChI Identifier

InChI=1S/C42H40N6O4/c1-45-31(21-25-13-5-3-6-14-25)37(51)47-33(35(45)49)23-41(27-17-9-11-19-29(27)43-39(41)47)42-24-34-36(50)46(2)32(22-26-15-7-4-8-16-26)38(52)48(34)40(42)44-30-20-12-10-18-28(30)42/h3-20,31-34,39-40,43-44H,21-24H2,1-2H3/t31-,32+,33-,34+,39-,40+,41-,42+

InChI Key

IQIGYVQQRKFGLN-ZRLSOVCLSA-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
Aspergillus flavus	Fungi	KNApSAcK

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

Pyrroloindole
Alpha-amino acid or derivatives
Dihydroindole
Indole
2,5-dioxopiperazine
Dioxopiperazine
N-alkylpiperazine
N-methylpiperazine
Secondary aliphatic/aromatic amine
Benzenoid
Piperazine
1,4-diazinane
Monocyclic benzene moiety
Tertiary carboxylic acid amide
Pyrrolidine
Pyrrole
Lactam
Carboxamide group
Amino acid or derivatives
Azacycle
Secondary amine
Carboxylic acid derivative
Organic nitrogen compound
Organic oxygen compound
Organopnictogen compound
Organic oxide
Hydrocarbon derivative
Organooxygen compound
Organonitrogen compound
Carbonyl group
Amine
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	4.29	ALOGPS
logP	3.81	ChemAxon
logS	-4.1	ALOGPS
pKa (Strongest Acidic)	15.15	ChemAxon
pKa (Strongest Basic)	2.39	ChemAxon
Physiological Charge	0	ChemAxon
Hydrogen Acceptor Count	6	ChemAxon
Hydrogen Donor Count	2	ChemAxon
Polar Surface Area	105.3 Å²	ChemAxon
Rotatable Bond Count	5	ChemAxon
Refractivity	196.45 m³·mol⁻¹	ChemAxon
Polarizability	74.94 Å³	ChemAxon
Number of Rings	10	ChemAxon
Bioavailability	Yes	ChemAxon
Rule of Five	No	ChemAxon
Ghose Filter	No	ChemAxon
Veber's Rule	No	ChemAxon
MDDR-like Rule	No	ChemAxon

External Links

HMDB ID

Not Available

DrugBank ID

Not Available

Phenol Explorer Compound ID

Not Available

FoodDB ID

Not Available

KNApSAcK ID

Not Available

Chemspider ID

Not Available

KEGG Compound ID

Not Available

BioCyc ID

Not Available

BiGG ID

Not Available

Wikipedia Link

Not Available

METLIN ID

Not Available

PubChem Compound

162935569

PDB ID

Not Available

ChEBI ID

Not Available

Good Scents ID

Not Available

References

General References

Not Available

Showing NP-Card for Ditryptophenaline (NP0058013)

MOL for NP0058013 (Ditryptophenaline)

3D MOL for NP0058013 (Ditryptophenaline)

3D SDF for NP0058013 (Ditryptophenaline)

3D-SDF for NP0058013 (Ditryptophenaline)

PDB for NP0058013 (Ditryptophenaline)

3D PDB for NP0058013 (Ditryptophenaline)

SMILES for NP0058013 (Ditryptophenaline)

INCHI for NP0058013 (Ditryptophenaline)

Structure for NP0058013 (Ditryptophenaline)

3D Structure for NP0058013 (Ditryptophenaline)