MiMeDB: Showing metabocard for Ditryptophenaline (MMDBc0010086)

Record Information

Version

1.0

Status

Detected and Quantified

Creation Date

2021-05-15 02:22:57 UTC

Update Date

2022-08-31 06:31:11 UTC

Metabolite ID

MMDBc0010086

Metabolite Identification

Common Name

Ditryptophenaline

Description

Ditryptophenaline 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. Based on a literature review a significant number of articles have been published on Ditryptophenaline.

Structure

MOL SDF PDB SMILES InChI


  Mrv1652307082022442D          

 58 67  0  0  1  0            999 V2000
    2.0192   -1.4575    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
    2.0192   -0.6738    0.0000 C   0  0  2  0  0  0  0  0  0  0  0  0
    2.7204   -1.8700    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.6791   -0.2612    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.7204   -2.6538    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    2.6791    0.5225    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    1.2737   -0.4315    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.8130   -1.0656    0.0000 C   0  0  2  0  0  0  0  0  0  0  0  0
    1.2737   -1.6997    0.0000 C   0  0  1  0  0  0  0  0  0  0  0  0
    0.0677   -1.3078    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.0677   -2.0916    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.8130   -2.3338    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
   -0.6467   -0.8953    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.3612   -1.3078    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.3612   -2.0916    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.6467   -2.5041    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.6863   -2.4141    0.0000 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.0192    0.1512    0.0000 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.4365   -1.4729    0.0000 C   0  0  1  0  0  0  0  0  0  0  0  0
    3.4076   -0.6484    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
    4.1650   -1.8602    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.8933   -1.3972    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.8899   -0.5722    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.1072   -0.2111    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.6094   -1.8069    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.3222   -1.3914    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.3189   -0.5665    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.6027   -0.1568    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.1510   -1.0604    0.0000 H   0  0  0  0  0  0  0  0  0  0  0  0
   -5.9256    1.6262    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -6.3222    0.9027    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -5.9056    0.2039    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -5.0563    0.2087    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -4.6595    0.9321    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -5.1124    1.6507    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -4.6396   -0.4488    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.7902   -0.4853    0.0000 C   0  0  2  0  0  0  0  0  0  0  0  0
   -3.3736   -1.1841    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
   -2.5604   -1.1595    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.1639   -0.4361    0.0000 C   0  0  1  0  0  0  0  0  0  0  0  0
   -2.5804    0.2626    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
   -3.3936    0.2381    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.8464    0.9567    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   -2.1799   -1.8385    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   -4.2430    0.2333    0.0000 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.2760    0.5824    0.0000 C   0  0  1  0  0  0  0  0  0  0  0  0
   -2.0391    0.9067    0.0000 C   0  0  1  0  0  0  0  0  0  0  0  0
   -1.7863   -1.0816    0.0000 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.7702   -1.9075    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.7505    1.2213    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.1594    1.9425    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.9665    1.7327    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
    0.0745    1.2148    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.4925    1.9260    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.0835    2.6473    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.7414    2.6538    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.3487   -0.2434    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.7536    1.3192    0.0000 H   0  0  0  0  0  0  0  0  0  0  0  0
  1  3  1  0  0  0  0
  3  5  2  0  0  0  0
  4  6  2  0  0  0  0
  4  2  1  0  0  0  0
  2  7  1  0  0  0  0
  8  9  1  0  0  0  0
  1  9  1  0  0  0  0
  8 10  1  0  0  0  0
 10 11  1  0  0  0  0
 11 12  1  0  0  0  0
  9 12  1  0  0  0  0
 10 13  2  0  0  0  0
 13 14  1  0  0  0  0
 14 15  2  0  0  0  0
 15 16  1  0  0  0  0
 11 16  2  0  0  0  0
  9 17  1  1  0  0  0
  2 18  1  6  0  0  0
  2  1  1  0  0  0  0
  3 19  1  0  0  0  0
  4 20  1  0  0  0  0
 20 19  1  0  0  0  0
 19 21  1  0  0  0  0
 21 22  1  0  0  0  0
 22 23  1  0  0  0  0
 20 24  1  0  0  0  0
 22 25  2  0  0  0  0
 25 26  1  0  0  0  0
 26 27  2  0  0  0  0
 27 28  1  0  0  0  0
 23 28  2  0  0  0  0
 19 29  1  6  0  0  0
 30 31  2  0  0  0  0
 31 32  1  0  0  0  0
 32 33  2  0  0  0  0
 33 34  1  0  0  0  0
 34 35  2  0  0  0  0
 30 35  1  0  0  0  0
 33 36  1  0  0  0  0
 36 37  1  0  0  0  0
 37 38  1  0  0  0  0
 38 39  1  0  0  0  0
 39 40  1  0  0  0  0
 40 41  1  0  0  0  0
 41 42  1  0  0  0  0
 37 42  1  0  0  0  0
 42 43  2  0  0  0  0
 39 44  2  0  0  0  0
 37 45  1  6  0  0  0
 41 47  1  0  0  0  0
 40 48  1  6  0  0  0
 38 49  1  0  0  0  0
 46 50  1  0  0  0  0
 50 51  1  0  0  0  0
 51 52  1  0  0  0  0
 47 52  1  0  0  0  0
 50 53  2  0  0  0  0
 53 54  1  0  0  0  0
 54 55  2  0  0  0  0
 55 56  1  0  0  0  0
 51 56  2  0  0  0  0
 40 57  1  0  0  0  0
 47 58  1  1  0  0  0
  8 46  1  0  0  0  0
 46 47  1  0  0  0  0
 46 57  1  6  0  0  0
  8  7  1  6  0  0  0
M  END


  Mrv1652307082022442D          

 58 67  0  0  1  0            999 V2000
    2.0192   -1.4575    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
    2.0192   -0.6738    0.0000 C   0  0  2  0  0  0  0  0  0  0  0  0
    2.7204   -1.8700    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.6791   -0.2612    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.7204   -2.6538    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    2.6791    0.5225    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    1.2737   -0.4315    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.8130   -1.0656    0.0000 C   0  0  2  0  0  0  0  0  0  0  0  0
    1.2737   -1.6997    0.0000 C   0  0  1  0  0  0  0  0  0  0  0  0
    0.0677   -1.3078    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.0677   -2.0916    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.8130   -2.3338    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
   -0.6467   -0.8953    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.3612   -1.3078    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.3612   -2.0916    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.6467   -2.5041    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.6863   -2.4141    0.0000 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.0192    0.1512    0.0000 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.4365   -1.4729    0.0000 C   0  0  1  0  0  0  0  0  0  0  0  0
    3.4076   -0.6484    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
    4.1650   -1.8602    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.8933   -1.3972    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.8899   -0.5722    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.1072   -0.2111    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.6094   -1.8069    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.3222   -1.3914    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.3189   -0.5665    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.6027   -0.1568    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.1510   -1.0604    0.0000 H   0  0  0  0  0  0  0  0  0  0  0  0
   -5.9256    1.6262    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -6.3222    0.9027    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -5.9056    0.2039    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -5.0563    0.2087    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -4.6595    0.9321    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -5.1124    1.6507    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -4.6396   -0.4488    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.7902   -0.4853    0.0000 C   0  0  2  0  0  0  0  0  0  0  0  0
   -3.3736   -1.1841    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
   -2.5604   -1.1595    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.1639   -0.4361    0.0000 C   0  0  1  0  0  0  0  0  0  0  0  0
   -2.5804    0.2626    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
   -3.3936    0.2381    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.8464    0.9567    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   -2.1799   -1.8385    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   -4.2430    0.2333    0.0000 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.2760    0.5824    0.0000 C   0  0  1  0  0  0  0  0  0  0  0  0
   -2.0391    0.9067    0.0000 C   0  0  1  0  0  0  0  0  0  0  0  0
   -1.7863   -1.0816    0.0000 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.7702   -1.9075    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.7505    1.2213    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.1594    1.9425    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.9665    1.7327    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
    0.0745    1.2148    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.4925    1.9260    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.0835    2.6473    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.7414    2.6538    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.3487   -0.2434    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.7536    1.3192    0.0000 H   0  0  0  0  0  0  0  0  0  0  0  0
  1  3  1  0  0  0  0
  3  5  2  0  0  0  0
  4  6  2  0  0  0  0
  4  2  1  0  0  0  0
  2  7  1  0  0  0  0
  8  9  1  0  0  0  0
  1  9  1  0  0  0  0
  8 10  1  0  0  0  0
 10 11  1  0  0  0  0
 11 12  1  0  0  0  0
  9 12  1  0  0  0  0
 10 13  2  0  0  0  0
 13 14  1  0  0  0  0
 14 15  2  0  0  0  0
 15 16  1  0  0  0  0
 11 16  2  0  0  0  0
  9 17  1  1  0  0  0
  2 18  1  6  0  0  0
  2  1  1  0  0  0  0
  3 19  1  0  0  0  0
  4 20  1  0  0  0  0
 20 19  1  0  0  0  0
 19 21  1  0  0  0  0
 21 22  1  0  0  0  0
 22 23  1  0  0  0  0
 20 24  1  0  0  0  0
 22 25  2  0  0  0  0
 25 26  1  0  0  0  0
 26 27  2  0  0  0  0
 27 28  1  0  0  0  0
 23 28  2  0  0  0  0
 19 29  1  6  0  0  0
 30 31  2  0  0  0  0
 31 32  1  0  0  0  0
 32 33  2  0  0  0  0
 33 34  1  0  0  0  0
 34 35  2  0  0  0  0
 30 35  1  0  0  0  0
 33 36  1  0  0  0  0
 36 37  1  0  0  0  0
 37 38  1  0  0  0  0
 38 39  1  0  0  0  0
 39 40  1  0  0  0  0
 40 41  1  0  0  0  0
 41 42  1  0  0  0  0
 37 42  1  0  0  0  0
 42 43  2  0  0  0  0
 39 44  2  0  0  0  0
 37 45  1  6  0  0  0
 41 47  1  0  0  0  0
 40 48  1  6  0  0  0
 38 49  1  0  0  0  0
 46 50  1  0  0  0  0
 50 51  1  0  0  0  0
 51 52  1  0  0  0  0
 47 52  1  0  0  0  0
 50 53  2  0  0  0  0
 53 54  1  0  0  0  0
 54 55  2  0  0  0  0
 55 56  1  0  0  0  0
 51 56  2  0  0  0  0
 40 57  1  0  0  0  0
 47 58  1  1  0  0  0
  8 46  1  0  0  0  0
 46 47  1  0  0  0  0
 46 57  1  6  0  0  0
  8  7  1  6  0  0  0
M  END
> <DATABASE_ID>
MMDBc0010086

> <DATABASE_NAME>
MIME

> <SMILES>
[H][C@@]12C[C@]3(C4=CC=CC=C4N[C@@]3([H])N1C(=O)[C@]([H])(CC1=CC=CC=C1)N(C)C2=O)[C@@]12C[C@]3([H])N(C(=O)[C@]([H])(CC4=CC=CC=C4)N(C)C3=O)[C@]1([H])NC1=CC=CC=C21

> <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+/m0/s1

> <INCHI_KEY>
IQIGYVQQRKFGLN-HSYVCWSSSA-N

> <FORMULA>
C42H40N6O4

> <MOLECULAR_WEIGHT>
692.82

> <EXACT_MASS>
692.311103792

> <JCHEM_ACCEPTOR_COUNT>
6

> <JCHEM_ATOM_COUNT>
92

> <JCHEM_AVERAGE_POLARIZABILITY>
71.00740800067146

> <JCHEM_BIOAVAILABILITY>
1

> <JCHEM_DONOR_COUNT>
2

> <JCHEM_FORMAL_CHARGE>
0

> <JCHEM_GHOSE_FILTER>
0

> <JCHEM_IUPAC>
(1S,4S,7S,9S)-4-benzyl-9-[(1S,4S,7S,9S)-4-benzyl-5-methyl-3,6-dioxo-2,5,16-triazatetracyclo[7.7.0.0^{2,7}.0^{10,15}]hexadeca-10,12,14-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>
2.391347650483036

> <JCHEM_POLAR_SURFACE_AREA>
105.30000000000001

> <JCHEM_REFRACTIVITY>
196.44920000000002

> <JCHEM_ROTATABLE_BOND_COUNT>
5

> <JCHEM_RULE_OF_FIVE>
0

> <ALOGPS_SOLUBILITY>
5.83e-02 g/l

> <JCHEM_TRADITIONAL_IUPAC>
(1S,4S,7S,9S)-4-benzyl-9-[(1S,4S,7S,9S)-4-benzyl-5-methyl-3,6-dioxo-2,5,16-triazatetracyclo[7.7.0.0^{2,7}.0^{10,15}]hexadeca-10,12,14-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                                 08-JUL-20   NONE
TITLE     NULL                                                        
COMPND    NULL                                                        
SOURCE    NULL                                                        
KEYWDS    NULL                                                        
EXPDTA    NULL                                                        
AUTHOR    Marvin                                                      
REVDAT   1   08-JUL-20         0                                  
HETATM    1  N   UNK     0       3.769  -2.721   0.000  0.00  0.00           N+0
HETATM    2  C   UNK     0       3.769  -1.258   0.000  0.00  0.00           C+0
HETATM    3  C   UNK     0       5.078  -3.491   0.000  0.00  0.00           C+0
HETATM    4  C   UNK     0       5.001  -0.488   0.000  0.00  0.00           C+0
HETATM    5  O   UNK     0       5.078  -4.954   0.000  0.00  0.00           O+0
HETATM    6  O   UNK     0       5.001   0.975   0.000  0.00  0.00           O+0
HETATM    7  C   UNK     0       2.378  -0.806   0.000  0.00  0.00           C+0
HETATM    8  C   UNK     0       1.518  -1.989   0.000  0.00  0.00           C+0
HETATM    9  C   UNK     0       2.378  -3.173   0.000  0.00  0.00           C+0
HETATM   10  C   UNK     0       0.126  -2.441   0.000  0.00  0.00           C+0
HETATM   11  C   UNK     0       0.126  -3.904   0.000  0.00  0.00           C+0
HETATM   12  N   UNK     0       1.518  -4.356   0.000  0.00  0.00           N+0
HETATM   13  C   UNK     0      -1.207  -1.671   0.000  0.00  0.00           C+0
HETATM   14  C   UNK     0      -2.541  -2.441   0.000  0.00  0.00           C+0
HETATM   15  C   UNK     0      -2.541  -3.904   0.000  0.00  0.00           C+0
HETATM   16  C   UNK     0      -1.207  -4.674   0.000  0.00  0.00           C+0
HETATM   17  H   UNK     0       3.148  -4.506   0.000  0.00  0.00           H+0
HETATM   18  H   UNK     0       3.769   0.282   0.000  0.00  0.00           H+0
HETATM   19  C   UNK     0       6.415  -2.749   0.000  0.00  0.00           C+0
HETATM   20  N   UNK     0       6.361  -1.210   0.000  0.00  0.00           N+0
HETATM   21  C   UNK     0       7.775  -3.472   0.000  0.00  0.00           C+0
HETATM   22  C   UNK     0       9.134  -2.608   0.000  0.00  0.00           C+0
HETATM   23  C   UNK     0       9.128  -1.068   0.000  0.00  0.00           C+0
HETATM   24  C   UNK     0       7.667  -0.394   0.000  0.00  0.00           C+0
HETATM   25  C   UNK     0      10.471  -3.373   0.000  0.00  0.00           C+0
HETATM   26  C   UNK     0      11.801  -2.597   0.000  0.00  0.00           C+0
HETATM   27  C   UNK     0      11.795  -1.057   0.000  0.00  0.00           C+0
HETATM   28  C   UNK     0      10.458  -0.293   0.000  0.00  0.00           C+0
HETATM   29  H   UNK     0       7.748  -1.979   0.000  0.00  0.00           H+0
HETATM   30  C   UNK     0     -11.061   3.036   0.000  0.00  0.00           C+0
HETATM   31  C   UNK     0     -11.801   1.685   0.000  0.00  0.00           C+0
HETATM   32  C   UNK     0     -11.024   0.381   0.000  0.00  0.00           C+0
HETATM   33  C   UNK     0      -9.438   0.390   0.000  0.00  0.00           C+0
HETATM   34  C   UNK     0      -8.698   1.740   0.000  0.00  0.00           C+0
HETATM   35  C   UNK     0      -9.543   3.081   0.000  0.00  0.00           C+0
HETATM   36  C   UNK     0      -8.661  -0.838   0.000  0.00  0.00           C+0
HETATM   37  C   UNK     0      -7.075  -0.906   0.000  0.00  0.00           C+0
HETATM   38  N   UNK     0      -6.297  -2.210   0.000  0.00  0.00           N+0
HETATM   39  C   UNK     0      -4.779  -2.164   0.000  0.00  0.00           C+0
HETATM   40  C   UNK     0      -4.039  -0.814   0.000  0.00  0.00           C+0
HETATM   41  N   UNK     0      -4.817   0.490   0.000  0.00  0.00           N+0
HETATM   42  C   UNK     0      -6.335   0.444   0.000  0.00  0.00           C+0
HETATM   43  O   UNK     0      -7.180   1.786   0.000  0.00  0.00           O+0
HETATM   44  O   UNK     0      -4.069  -3.432   0.000  0.00  0.00           O+0
HETATM   45  H   UNK     0      -7.920   0.436   0.000  0.00  0.00           H+0
HETATM   46  C   UNK     0      -2.382   1.087   0.000  0.00  0.00           C+0
HETATM   47  C   UNK     0      -3.806   1.692   0.000  0.00  0.00           C+0
HETATM   48  H   UNK     0      -3.335  -2.019   0.000  0.00  0.00           H+0
HETATM   49  C   UNK     0      -7.038  -3.561   0.000  0.00  0.00           C+0
HETATM   50  C   UNK     0      -1.401   2.280   0.000  0.00  0.00           C+0
HETATM   51  C   UNK     0      -2.164   3.626   0.000  0.00  0.00           C+0
HETATM   52  N   UNK     0      -3.671   3.234   0.000  0.00  0.00           N+0
HETATM   53  C   UNK     0       0.139   2.268   0.000  0.00  0.00           C+0
HETATM   54  C   UNK     0       0.919   3.595   0.000  0.00  0.00           C+0
HETATM   55  C   UNK     0       0.156   4.942   0.000  0.00  0.00           C+0
HETATM   56  C   UNK     0      -1.384   4.954   0.000  0.00  0.00           C+0
HETATM   57  C   UNK     0      -2.518  -0.454   0.000  0.00  0.00           C+0
HETATM   58  H   UNK     0      -5.140   2.463   0.000  0.00  0.00           H+0
CONECT    1    3    9    2                                                  
CONECT    2    4    7   18    1                                             
CONECT    3    1    5   19                                                  
CONECT    4    6    2   20                                                  
CONECT    5    3                                                            
CONECT    6    4                                                            
CONECT    7    2    8                                                       
CONECT    8    9   10   46    7                                             
CONECT    9    8    1   12   17                                             
CONECT   10    8   11   13                                                  
CONECT   11   10   12   16                                                  
CONECT   12   11    9                                                       
CONECT   13   10   14                                                       
CONECT   14   13   15                                                       
CONECT   15   14   16                                                       
CONECT   16   15   11                                                       
CONECT   17    9                                                            
CONECT   18    2                                                            
CONECT   19    3   20   21   29                                             
CONECT   20    4   19   24                                                  
CONECT   21   19   22                                                       
CONECT   22   21   23   25                                                  
CONECT   23   22   28                                                       
CONECT   24   20                                                            
CONECT   25   22   26                                                       
CONECT   26   25   27                                                       
CONECT   27   26   28                                                       
CONECT   28   27   23                                                       
CONECT   29   19                                                            
CONECT   30   31   35                                                       
CONECT   31   30   32                                                       
CONECT   32   31   33                                                       
CONECT   33   32   34   36                                                  
CONECT   34   33   35                                                       
CONECT   35   34   30                                                       
CONECT   36   33   37                                                       
CONECT   37   36   38   42   45                                             
CONECT   38   37   39   49                                                  
CONECT   39   38   40   44                                                  
CONECT   40   39   41   48   57                                             
CONECT   41   40   42   47                                                  
CONECT   42   41   37   43                                                  
CONECT   43   42                                                            
CONECT   44   39                                                            
CONECT   45   37                                                            
CONECT   46   50    8   47   57                                             
CONECT   47   41   52   58   46                                             
CONECT   48   40                                                            
CONECT   49   38                                                            
CONECT   50   46   51   53                                                  
CONECT   51   50   52   56                                                  
CONECT   52   51   47                                                       
CONECT   53   50   54                                                       
CONECT   54   53   55                                                       
CONECT   55   54   56                                                       
CONECT   56   55   51                                                       
CONECT   57   40   46                                                       
CONECT   58   47                                                            
MASTER        0    0    0    0    0    0    0    0   58    0  134    0
END

Synonyms

Not Available

Molecular Formula

C₄₂H₄₀N₆O₄

Average Mass

692.82

Monoisotopic Mass

692.311103792

IUPAC Name

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

[H][C@@]12C[C@]3(C4=CC=CC=C4N[C@@]3([H])N1C(=O)[C@]([H])(CC1=CC=CC=C1)N(C)C2=O)[C@@]12C[C@]3([H])N(C(=O)[C@]([H])(CC4=CC=CC=C4)N(C)C3=O)[C@]1([H])NC1=CC=CC=C21

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+/m0/s1

InChI Key

IQIGYVQQRKFGLN-HSYVCWSSSA-N

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
Indole
Dihydroindole
Dioxopiperazine
2,5-dioxopiperazine
N-methylpiperazine
N-alkylpiperazine
Monocyclic benzene moiety
1,4-diazinane
Piperazine
Benzenoid
Pyrrole
Pyrrolidine
Tertiary carboxylic acid amide
Lactam
Carboxamide group
Carboxylic acid derivative
Azacycle
Organooxygen compound
Organonitrogen compound
Hydrocarbon derivative
Organic oxide
Organic oxygen compound
Amine
Carbonyl group
Organic nitrogen compound
Aromatic heteropolycyclic compound

Molecular Framework

Aromatic heteropolycyclic compounds

External Descriptors

Not Available

Functional Ontology

Not Available

Physical Properties

State

Expected Solid

Predicted Properties

Property	Value	Source
Water Solubility	0.058 g/L	ALOGPS
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	71.01 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

Spectra

Spectrum Type	Description	Splash Key	Deposition Date	View
Predicted GC-MS	Predicted GC-MS Spectrum - GC-MS (TMS_1_1) - 70eV, Positive	Not Available	2022-08-08	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - 10V, Positive	Not Available	2022-08-10	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - 20V, Positive	Not Available	2022-08-10	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - 40V, Positive	Not Available	2022-08-10	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - 10V, Negative	Not Available	2022-08-10	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - 20V, Negative	Not Available	2022-08-10	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - 40V, Negative	Not Available	2022-08-10	View Spectrum
1D NMR	¹³C NMR Spectrum (1D, 100 MHz, H₂O, predicted)		2022-08-18	View Spectrum
1D NMR	¹H NMR Spectrum (1D, 100 MHz, H₂O, predicted)		2022-08-18	View Spectrum
1D NMR	¹³C NMR Spectrum (1D, 1000 MHz, H₂O, predicted)		2022-08-18	View Spectrum
1D NMR	¹H NMR Spectrum (1D, 1000 MHz, H₂O, predicted)		2022-08-18	View Spectrum
1D NMR	¹³C NMR Spectrum (1D, 200 MHz, H₂O, predicted)		2022-08-18	View Spectrum
1D NMR	¹H NMR Spectrum (1D, 200 MHz, H₂O, predicted)		2022-08-18	View Spectrum
1D NMR	¹³C NMR Spectrum (1D, 300 MHz, H₂O, predicted)		2022-08-18	View Spectrum
1D NMR	¹H NMR Spectrum (1D, 300 MHz, H₂O, predicted)		2022-08-18	View Spectrum
1D NMR	¹³C NMR Spectrum (1D, 400 MHz, H₂O, predicted)		2022-08-18	View Spectrum
1D NMR	¹H NMR Spectrum (1D, 400 MHz, H₂O, predicted)		2022-08-18	View Spectrum
1D NMR	¹³C NMR Spectrum (1D, 500 MHz, H₂O, predicted)		2022-08-18	View Spectrum
1D NMR	¹H NMR Spectrum (1D, 500 MHz, H₂O, predicted)		2022-08-18	View Spectrum
1D NMR	¹³C NMR Spectrum (1D, 600 MHz, H₂O, predicted)		2022-08-18	View Spectrum
1D NMR	¹H NMR Spectrum (1D, 600 MHz, H₂O, predicted)		2022-08-18	View Spectrum
1D NMR	¹³C NMR Spectrum (1D, 700 MHz, H₂O, predicted)		2022-08-18	View Spectrum
1D NMR	¹H NMR Spectrum (1D, 700 MHz, H₂O, predicted)		2022-08-18	View Spectrum
1D NMR	¹³C NMR Spectrum (1D, 800 MHz, H₂O, predicted)		2022-08-18	View Spectrum
1D NMR	¹H NMR Spectrum (1D, 800 MHz, H₂O, predicted)		2022-08-18	View Spectrum
1D NMR	¹³C NMR Spectrum (1D, 900 MHz, H₂O, predicted)		2022-08-18	View Spectrum
1D NMR	¹H NMR Spectrum (1D, 900 MHz, H₂O, predicted)		2022-08-18	View Spectrum

Biological Properties

Cellular Locations

Not Available

Biospecimen Locations

Not Available

Tissue Locations

Not Available

Associated OMIM IDs

114500 (Colorectal cancer)
610247 (Eosinophilic esophagitis)

Human Proteins and Enzymes

Protein ID	Protein Name	Protein Type	Uniprot ID	Species

Human Pathways

Pathways

Name	SMPDB/PathBank

Metabolic Reactions

Not Available

Health Effects and Bioactivity

Health Outcome/Bioactivity	Metabolite Response/Effect	Evidence Type	Host and Biospecimen	Data Source	Reference

Microbial Sources

Superkingdom/Kingdom	Phylum	Total species	Hosts and Body Sites	Microbial Links
Eukaryota/Fungi	Ascomycota	1	Human feces	Metabolic reconstruction

Exposure Sources

Source Type	Source Sub-type	Species	Data Source	Reference

Host Biospecimen and Location

Host and Biospecimen	Status	Mean	Std	Min	Max	Units	Age	Sex	Health Condition	Data Source	Reference

External Links

HMDB ID

Not Available

DrugBank ID

Not Available

Phenol Explorer Compound ID

Not Available

FooDB ID

Not Available

KNApSAcK ID

Not Available

Chemspider ID

9620250

KEGG Compound ID

Not Available

BioCyc ID

Not Available

BiGG ID

Not Available

Wikipedia Link

Not Available

METLIN ID

Not Available

PubChem Compound

11445389

PDB ID

Not Available

ChEBI ID

Not Available

Food Biomarker Ontology

Not Available

References

Synthesis Reference

Not Available

General References

van Santen JA, Poynton EF, Iskakova D, McMann E, Alsup TA, Clark TN, Fergusson CH, Fewer DP, Hughes AH, McCadden CA, Parra J, Soldatou S, Rudolf JD, Janssen EM, Duncan KR, Linington RG: The Natural Products Atlas 2.0: a database of microbially-derived natural products. Nucleic Acids Res. 2022 Jan 7;50(D1):D1317-D1323. doi: 10.1093/nar/gkab941. [PubMed:34718710 ]

Showing metabocard for Ditryptophenaline (MMDBc0010086)

MOL for #<Metabolite:0x00007fed144395c8>

3D MOL for #<Metabolite:0x00007fed144395c8>

3D SDF for #<Metabolite:0x00007fed144395c8>

3D-SDF for #<Metabolite:0x00007fed144395c8>

PDB for #<Metabolite:0x00007fed144395c8>

3D PDB for #<Metabolite:0x00007fed144395c8>

SMILES for #<Metabolite:0x00007fed144395c8>

INCHI for #<Metabolite:0x00007fed144395c8>

Structure for #<Metabolite:0x00007fed144395c8>

3D Structure for #<Metabolite:0x00007fed144395c8>