NP-MRD: Showing NP-Card for Trisindoline (NP0022399)

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Record Information

Version

2.0

Created at

2021-01-06 07:35:14 UTC

Updated at

2021-07-15 17:38:56 UTC

NP-MRD ID

NP0022399

Secondary Accession Numbers

None

Natural Product Identification

Common Name

Trisindoline

Provided By

NPAtlas

Description

Trisindoline is found in Isatis costata and Vibrio sp.. Trisindoline was first documented in 1994 (PMID: 7697760). Based on a literature review very few articles have been published on 3-(1H-indol-3-yl)-1'H,3H-[3,3'-biindole]-2-ol.

Structure

MOL 3D MOL SDF 3D SDF PDB SMILES InChI


  Mrv1652306242105353D          

 45 50  0  0  0  0            999 V2000
    1.6766    0.2735   -2.7016 O   0  0  0  0  0  0  0  0  0  0  0  0
    0.9256    0.9987   -1.9735 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.6305    2.3236   -2.3215 N   0  0  0  0  0  0  0  0  0  0  0  0
   -0.1459    2.9318   -1.3193 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.6226    4.2541   -1.2417 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.3300    4.6635   -0.1401 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.5680    3.7786    0.8807 C   0  0  0  0  0  0  0  0  0  0  0  0
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    1.5914    1.0844    1.4083 C   0  0  0  0  0  0  0  0  0  0  0  0
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M  END

     RDKit          3D

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M  END


  Mrv1652306242105353D          

 45 50  0  0  0  0            999 V2000
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    0.9256    0.9987   -1.9735 C   0  0  0  0  0  0  0  0  0  0  0  0
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M  END
> <DATABASE_ID>
NP0022399

> <DATABASE_NAME>
NP-MRD

> <SMILES>
[H]N1C([H])=C(C2=C([H])C([H])=C([H])C([H])=C12)C1(C(=O)N([H])C2=C([H])C([H])=C([H])C([H])=C12)C1=C([H])N([H])C2=C([H])C([H])=C([H])C([H])=C12

> <INCHI_IDENTIFIER>
InChI=1S/C24H17N3O/c28-23-24(17-9-3-6-12-22(17)27-23,18-13-25-20-10-4-1-7-15(18)20)19-14-26-21-11-5-2-8-16(19)21/h1-14,25-26H,(H,27,28)

> <INCHI_KEY>
BSOAGODEMKWJIG-UHFFFAOYSA-N

> <FORMULA>
C24H17N3O

> <MOLECULAR_WEIGHT>
363.42

> <EXACT_MASS>
363.137162179

> <JCHEM_ACCEPTOR_COUNT>
1

> <JCHEM_ATOM_COUNT>
45

> <JCHEM_AVERAGE_POLARIZABILITY>
39.43928602625118

> <JCHEM_BIOAVAILABILITY>
1

> <JCHEM_DONOR_COUNT>
3

> <JCHEM_FORMAL_CHARGE>
0

> <JCHEM_GHOSE_FILTER>
1

> <JCHEM_IUPAC>
3-(1H-indol-3-yl)-2,3-dihydro-1H,1'H-[3,3'-biindole]-2-one

> <ALOGPS_LOGP>
5.15

> <JCHEM_LOGP>
4.6361826986666665

> <ALOGPS_LOGS>
-5.93

> <JCHEM_MDDR_LIKE_RULE>
0

> <JCHEM_NUMBER_OF_RINGS>
6

> <JCHEM_PHYSIOLOGICAL_CHARGE>
0

> <JCHEM_PKA>
15.65547959607973

> <JCHEM_PKA_STRONGEST_ACIDIC>
12.794145989932439

> <JCHEM_PKA_STRONGEST_BASIC>
-6.836591473866838

> <JCHEM_POLAR_SURFACE_AREA>
60.68

> <JCHEM_REFRACTIVITY>
111.90150000000001

> <JCHEM_ROTATABLE_BOND_COUNT>
2

> <JCHEM_RULE_OF_FIVE>
1

> <ALOGPS_SOLUBILITY>
4.31e-04 g/l

> <JCHEM_TRADITIONAL_IUPAC>
3-(1H-indol-3-yl)-1H,1'H-[3,3'-biindole]-2-one

> <JCHEM_VEBER_RULE>
0

$$$$

     RDKit          3D

 45 50  0  0  0  0  0  0  0  0999 V2000
    1.6766    0.2735   -2.7016 O   0  0  0  0  0  0  0  0  0  0  0  0
    0.9256    0.9987   -1.9735 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.6305    2.3236   -2.3215 N   0  0  0  0  0  0  0  0  0  0  0  0
   -0.1459    2.9318   -1.3193 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.6226    4.2541   -1.2417 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.3300    4.6635   -0.1401 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.5680    3.7786    0.8807 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.0811    2.4755    0.7697 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.3656    2.0111   -0.3159 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.2369    0.6870   -0.7098 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.2606    0.3075    0.3252 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.5914    1.0844    1.4083 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.5522    0.4417    2.1038 N   0  0  0  0  0  0  0  0  0  0  0  0
    2.8556   -0.7177    1.5155 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.7205   -1.7537    1.7619 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.8426   -2.8781    0.9774 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.0327   -2.9568   -0.1312 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.1401   -1.9312   -0.4223 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.0405   -0.8159    0.3824 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.7240   -0.3887   -0.9209 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.9936   -0.9262   -2.1945 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.9718   -1.8264   -2.1156 N   0  0  0  0  0  0  0  0  0  0  0  0
   -2.3749   -1.9264   -0.8604 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.3524   -2.7508   -0.3241 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.5578   -2.6727    1.0426 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.8024   -1.8040    1.7903 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.8253   -0.9818    1.2418 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.6202   -1.0540   -0.1156 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.9396    2.8291   -3.2191 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.4326    4.9427   -2.0451 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.7064    5.6763   -0.0594 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.1278    4.0948    1.7590 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.2886    1.8358    1.6002 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.1653    2.0408    1.6665 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.0074    0.7890    2.9838 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.3657   -1.6966    2.6409 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.5370   -3.6797    1.2003 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.1171   -3.8356   -0.7582 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.5113   -2.0131   -1.2877 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.4751   -0.6450   -3.1113 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.3501   -2.3645   -2.9426 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.9226   -3.4225   -0.9640 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.3228   -3.3188    1.4528 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.9657   -1.7469    2.8600 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.2221   -0.3323    1.8321 H   0  0  0  0  0  0  0  0  0  0  0  0
  1  2  2  0
  2  3  1  0
  3  4  1  0
  4  5  2  0
  5  6  1  0
  6  7  2  0
  7  8  1  0
  8  9  2  0
  9 10  1  0
 10 11  1  0
 11 12  2  0
 12 13  1  0
 13 14  1  0
 14 15  2  0
 15 16  1  0
 16 17  2  0
 17 18  1  0
 18 19  2  0
 10 20  1  0
 20 21  2  0
 21 22  1  0
 22 23  1  0
 23 24  2  0
 24 25  1  0
 25 26  2  0
 26 27  1  0
 27 28  2  0
 10  2  1  0
 19 11  1  0
 28 20  1  0
  9  4  1  0
 19 14  1  0
 28 23  1  0
  3 29  1  0
  5 30  1  0
  6 31  1  0
  7 32  1  0
  8 33  1  0
 12 34  1  0
 13 35  1  0
 15 36  1  0
 16 37  1  0
 17 38  1  0
 18 39  1  0
 21 40  1  0
 22 41  1  0
 24 42  1  0
 25 43  1  0
 26 44  1  0
 27 45  1  0
M  END

HEADER    PROTEIN                                 24-JUN-21   NONE
TITLE     NULL                                                        
COMPND    NULL                                                        
SOURCE    NULL                                                        
KEYWDS    NULL                                                        
EXPDTA    NULL                                                        
AUTHOR    Marvin                                                      
REVDAT   1   24-JUN-21         0                                  
HETATM    1  O   UNK     0       1.677   0.274  -2.702  0.00  0.00           O+0
HETATM    2  C   UNK     0       0.926   0.999  -1.974  0.00  0.00           C+0
HETATM    3  N   UNK     0       0.631   2.324  -2.321  0.00  0.00           N+0
HETATM    4  C   UNK     0      -0.146   2.932  -1.319  0.00  0.00           C+0
HETATM    5  C   UNK     0      -0.623   4.254  -1.242  0.00  0.00           C+0
HETATM    6  C   UNK     0      -1.330   4.664  -0.140  0.00  0.00           C+0
HETATM    7  C   UNK     0      -1.568   3.779   0.881  0.00  0.00           C+0
HETATM    8  C   UNK     0      -1.081   2.475   0.770  0.00  0.00           C+0
HETATM    9  C   UNK     0      -0.366   2.011  -0.316  0.00  0.00           C+0
HETATM   10  C   UNK     0       0.237   0.687  -0.710  0.00  0.00           C+0
HETATM   11  C   UNK     0       1.261   0.308   0.325  0.00  0.00           C+0
HETATM   12  C   UNK     0       1.591   1.084   1.408  0.00  0.00           C+0
HETATM   13  N   UNK     0       2.552   0.442   2.104  0.00  0.00           N+0
HETATM   14  C   UNK     0       2.856  -0.718   1.516  0.00  0.00           C+0
HETATM   15  C   UNK     0       3.720  -1.754   1.762  0.00  0.00           C+0
HETATM   16  C   UNK     0       3.843  -2.878   0.977  0.00  0.00           C+0
HETATM   17  C   UNK     0       3.033  -2.957  -0.131  0.00  0.00           C+0
HETATM   18  C   UNK     0       2.140  -1.931  -0.422  0.00  0.00           C+0
HETATM   19  C   UNK     0       2.041  -0.816   0.382  0.00  0.00           C+0
HETATM   20  C   UNK     0      -0.724  -0.389  -0.921  0.00  0.00           C+0
HETATM   21  C   UNK     0      -0.994  -0.926  -2.195  0.00  0.00           C+0
HETATM   22  N   UNK     0      -1.972  -1.826  -2.116  0.00  0.00           N+0
HETATM   23  C   UNK     0      -2.375  -1.926  -0.860  0.00  0.00           C+0
HETATM   24  C   UNK     0      -3.352  -2.751  -0.324  0.00  0.00           C+0
HETATM   25  C   UNK     0      -3.558  -2.673   1.043  0.00  0.00           C+0
HETATM   26  C   UNK     0      -2.802  -1.804   1.790  0.00  0.00           C+0
HETATM   27  C   UNK     0      -1.825  -0.982   1.242  0.00  0.00           C+0
HETATM   28  C   UNK     0      -1.620  -1.054  -0.116  0.00  0.00           C+0
HETATM   29  H   UNK     0       0.940   2.829  -3.219  0.00  0.00           H+0
HETATM   30  H   UNK     0      -0.433   4.943  -2.045  0.00  0.00           H+0
HETATM   31  H   UNK     0      -1.706   5.676  -0.059  0.00  0.00           H+0
HETATM   32  H   UNK     0      -2.128   4.095   1.759  0.00  0.00           H+0
HETATM   33  H   UNK     0      -1.289   1.836   1.600  0.00  0.00           H+0
HETATM   34  H   UNK     0       1.165   2.041   1.667  0.00  0.00           H+0
HETATM   35  H   UNK     0       3.007   0.789   2.984  0.00  0.00           H+0
HETATM   36  H   UNK     0       4.366  -1.697   2.641  0.00  0.00           H+0
HETATM   37  H   UNK     0       4.537  -3.680   1.200  0.00  0.00           H+0
HETATM   38  H   UNK     0       3.117  -3.836  -0.758  0.00  0.00           H+0
HETATM   39  H   UNK     0       1.511  -2.013  -1.288  0.00  0.00           H+0
HETATM   40  H   UNK     0      -0.475  -0.645  -3.111  0.00  0.00           H+0
HETATM   41  H   UNK     0      -2.350  -2.365  -2.943  0.00  0.00           H+0
HETATM   42  H   UNK     0      -3.923  -3.422  -0.964  0.00  0.00           H+0
HETATM   43  H   UNK     0      -4.323  -3.319   1.453  0.00  0.00           H+0
HETATM   44  H   UNK     0      -2.966  -1.747   2.860  0.00  0.00           H+0
HETATM   45  H   UNK     0      -1.222  -0.332   1.832  0.00  0.00           H+0
CONECT    1    2                                                            
CONECT    2    1    3   10                                                  
CONECT    3    2    4   29                                                  
CONECT    4    3    5    9                                                  
CONECT    5    4    6   30                                                  
CONECT    6    5    7   31                                                  
CONECT    7    6    8   32                                                  
CONECT    8    7    9   33                                                  
CONECT    9    8   10    4                                                  
CONECT   10    9   11   20    2                                             
CONECT   11   10   12   19                                                  
CONECT   12   11   13   34                                                  
CONECT   13   12   14   35                                                  
CONECT   14   13   15   19                                                  
CONECT   15   14   16   36                                                  
CONECT   16   15   17   37                                                  
CONECT   17   16   18   38                                                  
CONECT   18   17   19   39                                                  
CONECT   19   18   11   14                                                  
CONECT   20   10   21   28                                                  
CONECT   21   20   22   40                                                  
CONECT   22   21   23   41                                                  
CONECT   23   22   24   28                                                  
CONECT   24   23   25   42                                                  
CONECT   25   24   26   43                                                  
CONECT   26   25   27   44                                                  
CONECT   27   26   28   45                                                  
CONECT   28   27   20   23                                                  
CONECT   29    3                                                            
CONECT   30    5                                                            
CONECT   31    6                                                            
CONECT   32    7                                                            
CONECT   33    8                                                            
CONECT   34   12                                                            
CONECT   35   13                                                            
CONECT   36   15                                                            
CONECT   37   16                                                            
CONECT   38   17                                                            
CONECT   39   18                                                            
CONECT   40   21                                                            
CONECT   41   22                                                            
CONECT   42   24                                                            
CONECT   43   25                                                            
CONECT   44   26                                                            
CONECT   45   27                                                            
MASTER        0    0    0    0    0    0    0    0   45    0  100    0
END

RDKit          3D

45 50  0  0  0  0  0  0  0  0999 V2000
    1.6766    0.2735   -2.7016 O   0  0  0  0  0  0  0  0  0  0  0  0
    0.9256    0.9987   -1.9735 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.6305    2.3236   -2.3215 N   0  0  0  0  0  0  0  0  0  0  0  0
   -0.1459    2.9318   -1.3193 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.6226    4.2541   -1.2417 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.3300    4.6635   -0.1401 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.5680    3.7786    0.8807 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.0811    2.4755    0.7697 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.3656    2.0111   -0.3159 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.2369    0.6870   -0.7098 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.2606    0.3075    0.3252 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.5914    1.0844    1.4083 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.5522    0.4417    2.1038 N   0  0  0  0  0  0  0  0  0  0  0  0
    2.8556   -0.7177    1.5155 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.7205   -1.7537    1.7619 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.8426   -2.8781    0.9774 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.0327   -2.9568   -0.1312 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.1401   -1.9312   -0.4223 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.0405   -0.8159    0.3824 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.7240   -0.3887   -0.9209 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.9936   -0.9262   -2.1945 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.9718   -1.8264   -2.1156 N   0  0  0  0  0  0  0  0  0  0  0  0
   -2.3749   -1.9264   -0.8604 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.3524   -2.7508   -0.3241 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.5578   -2.6727    1.0426 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.8024   -1.8040    1.7903 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.8253   -0.9818    1.2418 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.6202   -1.0540   -0.1156 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.9396    2.8291   -3.2191 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.4326    4.9427   -2.0451 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.7064    5.6763   -0.0594 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.1278    4.0948    1.7590 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.2886    1.8358    1.6002 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.1653    2.0408    1.6665 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.0074    0.7890    2.9838 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.3657   -1.6966    2.6409 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.5370   -3.6797    1.2003 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.1171   -3.8356   -0.7582 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.5113   -2.0131   -1.2877 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.4751   -0.6450   -3.1113 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.3501   -2.3645   -2.9426 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.9226   -3.4225   -0.9640 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.3228   -3.3188    1.4528 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.9657   -1.7469    2.8600 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.2221   -0.3323    1.8321 H   0  0  0  0  0  0  0  0  0  0  0  0
  1  2  2  0
  2  3  1  0
  3  4  1  0
  4  5  2  0
  5  6  1  0
  6  7  2  0
  7  8  1  0
  8  9  2  0
  9 10  1  0
 10 11  1  0
 11 12  2  0
 12 13  1  0
 13 14  1  0
 14 15  2  0
 15 16  1  0
 16 17  2  0
 17 18  1  0
 18 19  2  0
 10 20  1  0
 20 21  2  0
 21 22  1  0
 22 23  1  0
 23 24  2  0
 24 25  1  0
 25 26  2  0
 26 27  1  0
 27 28  2  0
 10  2  1  0
 19 11  1  0
 28 20  1  0
  9  4  1  0
 19 14  1  0
 28 23  1  0
  3 29  1  0
  5 30  1  0
  6 31  1  0
  7 32  1  0
  8 33  1  0
 12 34  1  0
 13 35  1  0
 15 36  1  0
 16 37  1  0
 17 38  1  0
 18 39  1  0
 21 40  1  0
 22 41  1  0
 24 42  1  0
 25 43  1  0
 26 44  1  0
 27 45  1  0
M  END

View in JSmol View NMR Assignments

Synonyms

Value	Source
Trisindoline	MeSH

Chemical Formula

C₂₄H₁₇N₃O

Average Mass

363.4200 Da

Monoisotopic Mass

363.13716 Da

IUPAC Name

3-(1H-indol-3-yl)-2,3-dihydro-1H,1'H-[3,3'-biindole]-2-one

Traditional Name

3-(1H-indol-3-yl)-1H,1'H-[3,3'-biindole]-2-one

CAS Registry Number

Not Available

SMILES

O=C1NC2=CC=CC=C2C1(C1=CNC2=CC=CC=C12)C1=CNC2=CC=CC=C12

InChI Identifier

InChI=1S/C24H17N3O/c28-23-24(17-9-3-6-12-22(17)27-23,18-13-25-20-10-4-1-7-15(18)20)19-14-26-21-11-5-2-8-16(19)21/h1-14,25-26H,(H,27,28)

InChI Key

BSOAGODEMKWJIG-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
Isatis costata	LOTUS Database	35616633
Vibrio sp.	NPAtlas	7697760

Chemical Taxonomy

Description

This compound belongs to the class of organic compounds known as 3-alkylindoles. These are compounds containing an indole moiety that carries an alkyl chain at the 3-position.

Kingdom

Organic compounds

Super Class

Organoheterocyclic compounds

Class

Indoles and derivatives

Sub Class

Indoles

Direct Parent

3-alkylindoles

Alternative Parents

Substituents

3-alkylindole
Dihydroindole
Substituted pyrrole
Benzenoid
Pyrrole
Heteroaromatic compound
Carboxamide group
Lactam
Secondary carboxylic acid amide
Carboxylic acid derivative
Azacycle
Organopnictogen compound
Organic oxygen compound
Organooxygen compound
Organonitrogen compound
Carbonyl group
Organic nitrogen compound
Organic oxide
Hydrocarbon derivative
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	5.15	ALOGPS
logP	4.64	ChemAxon
logS	-5.9	ALOGPS
pKa (Strongest Acidic)	12.79	ChemAxon
pKa (Strongest Basic)	-6.8	ChemAxon
Physiological Charge	0	ChemAxon
Hydrogen Acceptor Count	1	ChemAxon
Hydrogen Donor Count	3	ChemAxon
Polar Surface Area	60.68 Å²	ChemAxon
Rotatable Bond Count	2	ChemAxon
Refractivity	111.9 m³·mol⁻¹	ChemAxon
Polarizability	39.44 Å³	ChemAxon
Number of Rings	6	ChemAxon
Bioavailability	Yes	ChemAxon
Rule of Five	Yes	ChemAxon
Ghose Filter	Yes	ChemAxon
Veber's Rule	No	ChemAxon
MDDR-like Rule	No	ChemAxon

External Links

NPAtlas ID

NPA017110

HMDB ID

Not Available

DrugBank ID

Not Available

Phenol Explorer Compound ID

Not Available

FoodDB ID

Not Available

KNApSAcK ID

Not Available

Chemspider ID

2158070

KEGG Compound ID

Not Available

BioCyc ID

Not Available

BiGG ID

Not Available

Wikipedia Link

Not Available

METLIN ID

Not Available

PubChem Compound

2883607

PDB ID

Not Available

ChEBI ID

Not Available

Good Scents ID

Not Available

References

General References

Kobayashi M, Aoki S, Gato K, Matsunami K, Kurosu M, Kitagawa I: Marine natural products. XXXIV. Trisindoline, a new antibiotic indole trimer, produced by a bacterium of Vibrio sp. separated from the marine sponge Hyrtios altum. Chem Pharm Bull (Tokyo). 1994 Dec;42(12):2449-51. doi: 10.1248/cpb.42.2449. [PubMed:7697760 ]

Showing NP-Card for Trisindoline (NP0022399)

MOL for NP0022399 (Trisindoline)

3D MOL for NP0022399 (Trisindoline)

3D SDF for NP0022399 (Trisindoline)

3D-SDF for NP0022399 (Trisindoline)

PDB for NP0022399 (Trisindoline)

3D PDB for NP0022399 (Trisindoline)

SMILES for NP0022399 (Trisindoline)

INCHI for NP0022399 (Trisindoline)

Structure for NP0022399 (Trisindoline)

3D Structure for NP0022399 (Trisindoline)