NP-MRD: Showing NP-Card for Isobromotopsentin (NP0068595)

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Record Information

Version

2.0

Created at

2022-04-28 13:51:13 UTC

Updated at

2022-04-28 13:51:13 UTC

NP-MRD ID

NP0068595

Secondary Accession Numbers

None

Natural Product Identification

Common Name

Isobromotopsentin

Description

Dibromodeoxytopsentin belongs to the class of organic compounds known as indolecarboxylic acids and derivatives. Indolecarboxylic acids and derivatives are compounds containing a carboxylic acid group (or a derivative thereof) linked to an indole. Isobromotopsentin is found in Spongosorites sp. Isobromotopsentin was first documented in 2015 (PMID: 25372480). Based on a literature review very few articles have been published on Dibromodeoxytopsentin (PMID: 28837335).

Structure

MOL 3D MOL SDF PDB SMILES InChI


  Mrv1652304282215512D          

 27 31  0  0  0  0            999 V2000
   -2.3774   -5.0874    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.0418   -5.8411    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.5267   -6.5085    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.3472   -6.4223    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.6828   -5.6686    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.1978   -5.0011    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.8321   -7.0897    0.0000 Br  0  0  0  0  0  0  0  0  0  0  0  0
   -1.2213   -5.7548    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
   -1.0498   -4.9478    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.7643   -4.5353    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.8505   -3.7149    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.6042   -3.3793    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   -1.1831   -3.2299    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.1831   -2.4049    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
   -0.3984   -2.1500    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.1435   -1.3654    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.6411   -1.1104    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.6411   -0.2854    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.3556    0.1271    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.0701   -0.2854    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.0701   -1.1104    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.3556   -1.5229    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.7845    0.1271    0.0000 Br  0  0  0  0  0  0  0  0  0  0  0  0
   -0.1435   -0.0305    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
   -0.6284   -0.6979    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.0865   -2.8174    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.3984   -3.4849    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
  1  2  1  0  0  0  0
  2  3  2  0  0  0  0
  3  4  1  0  0  0  0
  4  5  2  0  0  0  0
  5  6  1  0  0  0  0
  1  6  2  0  0  0  0
  4  7  1  0  0  0  0
  2  8  1  0  0  0  0
  8  9  1  0  0  0  0
  9 10  2  0  0  0  0
  1 10  1  0  0  0  0
 10 11  1  0  0  0  0
 11 12  2  0  0  0  0
 11 13  1  0  0  0  0
 13 14  1  0  0  0  0
 14 15  1  0  0  0  0
 15 16  1  0  0  0  0
 16 17  1  0  0  0  0
 17 18  1  0  0  0  0
 18 19  2  0  0  0  0
 19 20  1  0  0  0  0
 20 21  2  0  0  0  0
 21 22  1  0  0  0  0
 17 22  2  0  0  0  0
 20 23  1  0  0  0  0
 18 24  1  0  0  0  0
 24 25  1  0  0  0  0
 16 25  2  0  0  0  0
 15 26  2  0  0  0  0
 26 27  1  0  0  0  0
 13 27  2  0  0  0  0
M  END

     RDKit          3D

 39 43  0  0  0  0  0  0  0  0999 V2000
   -1.7577   -1.9693   -2.6938 O   0  0  0  0  0  0  0  0  0  0  0  0
   -1.8726   -1.5633   -1.4906 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.6803   -1.1823   -0.7222 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.5098   -1.2150    0.5998 N   0  0  0  0  0  0  0  0  0  0  0  0
    0.7596   -0.7612    0.9079 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.3756   -0.4447   -0.2659 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.7036    0.0949   -0.5103 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.1518    0.4750   -1.7895 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.3988    0.9113   -1.6454 N   0  0  0  0  0  0  0  0  0  0  0  0
    4.7760    0.8363   -0.3705 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.9805    1.1792    0.2139 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.1782    1.0204    1.5668 C   0  0  0  0  0  0  0  0  0  0  0  0
    7.8467    1.5019    2.3326 Br  0  0  0  0  0  0  0  0  0  0  0  0
    5.1385    0.5108    2.3084 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.9197    0.1649    1.7112 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.7363    0.3282    0.3662 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.4659   -0.7156   -1.2295 N   0  0  0  0  0  0  0  0  0  0  0  0
   -3.2157   -1.5018   -0.9453 C   0  0  0  0  0  0  0  0  0  0  0  0
   -4.1781   -2.4810   -0.8549 C   0  0  0  0  0  0  0  0  0  0  0  0
   -5.2905   -1.9491   -0.2671 N   0  0  0  0  0  0  0  0  0  0  0  0
   -5.0859   -0.6545    0.0291 C   0  0  0  0  0  0  0  0  0  0  0  0
   -5.9017    0.3012    0.6243 C   0  0  0  0  0  0  0  0  0  0  0  0
   -5.4198    1.5750    0.8059 C   0  0  0  0  0  0  0  0  0  0  0  0
   -6.5030    2.9418    1.6232 Br  0  0  0  0  0  0  0  0  0  0  0  0
   -4.1340    1.8544    0.3862 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.3269    0.9051   -0.2034 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.8053   -0.3624   -0.3848 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.0966   -0.7034    1.9240 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.5786    0.4163   -2.6984 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.9690    1.2573   -2.4485 H   0  0  0  0  0  0  0  0  0  0  0  0
    6.7750    1.5778   -0.4089 H   0  0  0  0  0  0  0  0  0  0  0  0
    5.2325    0.3622    3.3808 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.1324   -0.2348    2.3148 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.6425   -0.5760   -2.2431 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.0643   -3.5197   -1.2009 H   0  0  0  0  0  0  0  0  0  0  0  0
   -6.1735   -2.4509   -0.0692 H   0  0  0  0  0  0  0  0  0  0  0  0
   -6.8958    0.0871    0.9486 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.7402    2.8701    0.5271 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.3025    1.1137   -0.5415 H   0  0  0  0  0  0  0  0  0  0  0  0
 24 23  1  0
 23 25  2  0
 25 26  1  0
 26 27  2  0
 27 21  1  0
 21 20  1  0
 20 19  1  0
 19 18  2  0
 18  2  1  0
  2  1  2  0
  2  3  1  0
  3  4  2  0
  4  5  1  0
  5  6  2  0
  6 17  1  0
  6  7  1  0
  7  8  2  0
  8  9  1  0
  9 10  1  0
 10 11  2  0
 11 12  1  0
 12 13  1  0
 12 14  2  0
 14 15  1  0
 15 16  2  0
 21 22  2  0
 22 23  1  0
 18 27  1  0
 17  3  1  0
 16  7  1  0
 16 10  1  0
 25 38  1  0
 26 39  1  0
 20 36  1  0
 19 35  1  0
  5 28  1  0
 17 34  1  0
  8 29  1  0
  9 30  1  0
 11 31  1  0
 14 32  1  0
 15 33  1  0
 22 37  1  0
M  END


  Mrv1652304282215512D          

 27 31  0  0  0  0            999 V2000
   -2.3774   -5.0874    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.0418   -5.8411    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.5267   -6.5085    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.3472   -6.4223    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.6828   -5.6686    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.1978   -5.0011    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.8321   -7.0897    0.0000 Br  0  0  0  0  0  0  0  0  0  0  0  0
   -1.2213   -5.7548    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
   -1.0498   -4.9478    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.7643   -4.5353    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.8505   -3.7149    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.6042   -3.3793    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   -1.1831   -3.2299    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.1831   -2.4049    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
   -0.3984   -2.1500    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.1435   -1.3654    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.6411   -1.1104    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.6411   -0.2854    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.3556    0.1271    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.0701   -0.2854    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.0701   -1.1104    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.3556   -1.5229    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.7845    0.1271    0.0000 Br  0  0  0  0  0  0  0  0  0  0  0  0
   -0.1435   -0.0305    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
   -0.6284   -0.6979    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.0865   -2.8174    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.3984   -3.4849    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
  1  2  1  0  0  0  0
  2  3  2  0  0  0  0
  3  4  1  0  0  0  0
  4  5  2  0  0  0  0
  5  6  1  0  0  0  0
  1  6  2  0  0  0  0
  4  7  1  0  0  0  0
  2  8  1  0  0  0  0
  8  9  1  0  0  0  0
  9 10  2  0  0  0  0
  1 10  1  0  0  0  0
 10 11  1  0  0  0  0
 11 12  2  0  0  0  0
 11 13  1  0  0  0  0
 13 14  1  0  0  0  0
 14 15  1  0  0  0  0
 15 16  1  0  0  0  0
 16 17  1  0  0  0  0
 17 18  1  0  0  0  0
 18 19  2  0  0  0  0
 19 20  1  0  0  0  0
 20 21  2  0  0  0  0
 21 22  1  0  0  0  0
 17 22  2  0  0  0  0
 20 23  1  0  0  0  0
 18 24  1  0  0  0  0
 24 25  1  0  0  0  0
 16 25  2  0  0  0  0
 15 26  2  0  0  0  0
 26 27  1  0  0  0  0
 13 27  2  0  0  0  0
M  END
> <DATABASE_ID>
NP0068595

> <DATABASE_NAME>
NP-MRD

> <SMILES>
BrC1=CC=C2C(NC=C2C(=O)C2=NC=C(N2)C2=CNC3=CC(Br)=CC=C23)=C1

> <INCHI_IDENTIFIER>
InChI=1S/C20H12Br2N4O/c21-10-1-3-12-14(7-23-16(12)5-10)18-9-25-20(26-18)19(27)15-8-24-17-6-11(22)2-4-13(15)17/h1-9,23-24H,(H,25,26)

> <INCHI_KEY>
RSGZGJXKRHURTQ-UHFFFAOYSA-N

> <FORMULA>
C20H12Br2N4O

> <MOLECULAR_WEIGHT>
484.151

> <EXACT_MASS>
481.937787

> <JCHEM_ACCEPTOR_COUNT>
2

> <JCHEM_ATOM_COUNT>
39

> <JCHEM_AVERAGE_POLARIZABILITY>
43.50932544226473

> <JCHEM_BIOAVAILABILITY>
1

> <JCHEM_DONOR_COUNT>
3

> <JCHEM_FORMAL_CHARGE>
0

> <JCHEM_GHOSE_FILTER>
0

> <JCHEM_IUPAC>
6-bromo-3-[2-(6-bromo-1H-indole-3-carbonyl)-1H-imidazol-5-yl]-1H-indole

> <ALOGPS_LOGP>
4.86

> <JCHEM_LOGP>
4.99392944

> <ALOGPS_LOGS>
-5.49

> <JCHEM_MDDR_LIKE_RULE>
0

> <JCHEM_NUMBER_OF_RINGS>
5

> <JCHEM_PHYSIOLOGICAL_CHARGE>
0

> <JCHEM_PKA>
12.751159602892173

> <JCHEM_PKA_STRONGEST_ACIDIC>
8.63385025653588

> <JCHEM_PKA_STRONGEST_BASIC>
3.678988568613134

> <JCHEM_POLAR_SURFACE_AREA>
77.33

> <JCHEM_REFRACTIVITY>
111.49780000000001

> <JCHEM_ROTATABLE_BOND_COUNT>
3

> <JCHEM_RULE_OF_FIVE>
1

> <ALOGPS_SOLUBILITY>
1.57e-03 g/l

> <JCHEM_TRADITIONAL_IUPAC>
6-bromo-3-[2-(6-bromo-1H-indole-3-carbonyl)-3H-imidazol-4-yl]-1H-indole

> <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      -4.438  -9.496   0.000  0.00  0.00           C+0
HETATM    2  C   UNK     0      -3.811 -10.903   0.000  0.00  0.00           C+0
HETATM    3  C   UNK     0      -4.717 -12.149   0.000  0.00  0.00           C+0
HETATM    4  C   UNK     0      -6.248 -11.988   0.000  0.00  0.00           C+0
HETATM    5  C   UNK     0      -6.875 -10.581   0.000  0.00  0.00           C+0
HETATM    6  C   UNK     0      -5.969  -9.335   0.000  0.00  0.00           C+0
HETATM    7 Br   UNK     0      -7.153 -13.234   0.000  0.00  0.00          Br+0
HETATM    8  N   UNK     0      -2.280 -10.742   0.000  0.00  0.00           N+0
HETATM    9  C   UNK     0      -1.960  -9.236   0.000  0.00  0.00           C+0
HETATM   10  C   UNK     0      -3.293  -8.466   0.000  0.00  0.00           C+0
HETATM   11  C   UNK     0      -3.454  -6.934   0.000  0.00  0.00           C+0
HETATM   12  O   UNK     0      -4.861  -6.308   0.000  0.00  0.00           O+0
HETATM   13  C   UNK     0      -2.208  -6.029   0.000  0.00  0.00           C+0
HETATM   14  N   UNK     0      -2.208  -4.489   0.000  0.00  0.00           N+0
HETATM   15  C   UNK     0      -0.744  -4.013   0.000  0.00  0.00           C+0
HETATM   16  C   UNK     0      -0.268  -2.549   0.000  0.00  0.00           C+0
HETATM   17  C   UNK     0       1.197  -2.073   0.000  0.00  0.00           C+0
HETATM   18  C   UNK     0       1.197  -0.533   0.000  0.00  0.00           C+0
HETATM   19  C   UNK     0       2.530   0.237   0.000  0.00  0.00           C+0
HETATM   20  C   UNK     0       3.864  -0.533   0.000  0.00  0.00           C+0
HETATM   21  C   UNK     0       3.864  -2.073   0.000  0.00  0.00           C+0
HETATM   22  C   UNK     0       2.530  -2.843   0.000  0.00  0.00           C+0
HETATM   23 Br   UNK     0       5.198   0.237   0.000  0.00  0.00          Br+0
HETATM   24  N   UNK     0      -0.268  -0.057   0.000  0.00  0.00           N+0
HETATM   25  C   UNK     0      -1.173  -1.303   0.000  0.00  0.00           C+0
HETATM   26  C   UNK     0       0.161  -5.259   0.000  0.00  0.00           C+0
HETATM   27  N   UNK     0      -0.744  -6.505   0.000  0.00  0.00           N+0
CONECT    1    2    6   10                                                  
CONECT    2    1    3    8                                                  
CONECT    3    2    4                                                       
CONECT    4    3    5    7                                                  
CONECT    5    4    6                                                       
CONECT    6    5    1                                                       
CONECT    7    4                                                            
CONECT    8    2    9                                                       
CONECT    9    8   10                                                       
CONECT   10    9    1   11                                                  
CONECT   11   10   12   13                                                  
CONECT   12   11                                                            
CONECT   13   11   14   27                                                  
CONECT   14   13   15                                                       
CONECT   15   14   16   26                                                  
CONECT   16   15   17   25                                                  
CONECT   17   16   18   22                                                  
CONECT   18   17   19   24                                                  
CONECT   19   18   20                                                       
CONECT   20   19   21   23                                                  
CONECT   21   20   22                                                       
CONECT   22   21   17                                                       
CONECT   23   20                                                            
CONECT   24   18   25                                                       
CONECT   25   24   16                                                       
CONECT   26   15   27                                                       
CONECT   27   26   13                                                       
MASTER        0    0    0    0    0    0    0    0   27    0   62    0
END

View in JSmol

Synonyms

Not Available

Chemical Formula

C₂₀H₁₂Br₂N₄O

Average Mass

484.1510 Da

Monoisotopic Mass

481.93779 Da

IUPAC Name

6-bromo-3-[2-(6-bromo-1H-indole-3-carbonyl)-1H-imidazol-5-yl]-1H-indole

Traditional Name

6-bromo-3-[2-(6-bromo-1H-indole-3-carbonyl)-3H-imidazol-4-yl]-1H-indole

CAS Registry Number

Not Available

SMILES

BrC1=CC=C2C(NC=C2C(=O)C2=NC=C(N2)C2=CNC3=CC(Br)=CC=C23)=C1

InChI Identifier

InChI=1S/C20H12Br2N4O/c21-10-1-3-12-14(7-23-16(12)5-10)18-9-25-20(26-18)19(27)15-8-24-17-6-11(22)2-4-13(15)17/h1-9,23-24H,(H,25,26)

InChI Key

RSGZGJXKRHURTQ-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
Spongosorites sp.	Animalia	KNApSAcK

Chemical Taxonomy

Description

Belongs to the class of organic compounds known as indolecarboxylic acids and derivatives. Indolecarboxylic acids and derivatives are compounds containing a carboxylic acid group (or a derivative thereof) linked to an indole.

Kingdom

Organic compounds

Super Class

Organoheterocyclic compounds

Class

Indoles and derivatives

Sub Class

Indolecarboxylic acids and derivatives

Direct Parent

Indolecarboxylic acids and derivatives

Alternative Parents

Substituents

Indolecarboxylic acid derivative
Indole
Aryl ketone
Aryl bromide
Aryl halide
Substituted pyrrole
Benzenoid
Azole
Imidazole
Pyrrole
Heteroaromatic compound
Vinylogous amide
Ketone
Azacycle
Organonitrogen compound
Organobromide
Organohalogen compound
Hydrocarbon derivative
Organic oxide
Organooxygen compound
Organic oxygen compound
Organic nitrogen 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	4.86	ALOGPS
logP	4.99	ChemAxon
logS	-5.5	ALOGPS
pKa (Strongest Acidic)	8.63	ChemAxon
pKa (Strongest Basic)	3.68	ChemAxon
Physiological Charge	0	ChemAxon
Hydrogen Acceptor Count	2	ChemAxon
Hydrogen Donor Count	3	ChemAxon
Polar Surface Area	77.33 Å²	ChemAxon
Rotatable Bond Count	3	ChemAxon
Refractivity	111.5 m³·mol⁻¹	ChemAxon
Polarizability	43.51 Å³	ChemAxon
Number of Rings	5	ChemAxon
Bioavailability	Yes	ChemAxon
Rule of Five	Yes	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

C00026566

Chemspider ID

9538652

KEGG Compound ID

Not Available

BioCyc ID

Not Available

BiGG ID

Not Available

Wikipedia Link

Not Available

METLIN ID

Not Available

PubChem Compound

11363725

PDB ID

Not Available

ChEBI ID

Not Available

Good Scents ID

Not Available

References

General References

Veale CG, Zoraghi R, Young RM, Morrison JP, Pretheeban M, Lobb KA, Reiner NE, Andersen RJ, Davies-Coleman MT: Synthetic analogues of the marine bisindole deoxytopsentin: potent selective inhibitors of MRSA pyruvate kinase. J Nat Prod. 2015 Mar 27;78(3):355-62. doi: 10.1021/np500755v. Epub 2014 Nov 5. [PubMed:25372480 ]
Liu HB, Lauro G, O'Connor RD, Lohith K, Kelly M, Colin P, Bifulco G, Bewley CA: Tulongicin, an Antibacterial Tri-Indole Alkaloid from a Deep-Water Topsentia sp. Sponge. J Nat Prod. 2017 Sep 22;80(9):2556-2560. doi: 10.1021/acs.jnatprod.7b00452. Epub 2017 Aug 24. [PubMed:28837335 ]

Showing NP-Card for Isobromotopsentin (NP0068595)

MOL for NP0068595 (Isobromotopsentin)

3D MOL for NP0068595 (Isobromotopsentin)

3D SDF for NP0068595 (Isobromotopsentin)

3D-SDF for NP0068595 (Isobromotopsentin)

PDB for NP0068595 (Isobromotopsentin)

3D PDB for NP0068595 (Isobromotopsentin)

SMILES for NP0068595 (Isobromotopsentin)

INCHI for NP0068595 (Isobromotopsentin)

Structure for NP0068595 (Isobromotopsentin)

3D Structure for NP0068595 (Isobromotopsentin)