NP-MRD: Showing NP-Card for 3,6-bis(6-bromo-1h-indol-3-yl)-1-methyl-5,6-dihydropyrazin-2-one (NP0231476)

Jump To Section:

Identification Spectra BioTaxonomy ChemoTaxonomy Physical properties Links References XML

Record Information

Version

2.0

Created at

2022-09-06 12:21:40 UTC

Updated at

2022-09-06 12:21:41 UTC

NP-MRD ID

NP0231476

Secondary Accession Numbers

None

Natural Product Identification

Common Name

3,6-bis(6-bromo-1h-indol-3-yl)-1-methyl-5,6-dihydropyrazin-2-one

Description

Topsentin C belongs to the class of organic compounds known as 3-alkylindoles. 3-Alkylindoles are compounds containing an indole moiety that carries an alkyl chain at the 3-position. 3,6-bis(6-bromo-1h-indol-3-yl)-1-methyl-5,6-dihydropyrazin-2-one was first documented in 2021 (PMID: 32375596). Based on a literature review very few articles have been published on Topsentin C.

Structure

MOL 3D MOL SDF PDB SMILES InChI


  Mrv1652309062214212D          

 28 32  0  0  0  0            999 V2000
    2.2428   -2.5916    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.4358   -2.7631    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
    1.1809   -3.5477    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.7329   -4.1608    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    0.3739   -3.7192    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.1190   -4.5039    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.6039   -5.1713    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.1190   -5.8387    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
   -0.6657   -5.5838    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.3801   -5.9963    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.0946   -5.5838    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.8091   -5.9963    0.0000 Br  0  0  0  0  0  0  0  0  0  0  0  0
   -2.0946   -4.7588    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.3801   -4.3463    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.6657   -4.7588    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.1781   -3.1062    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
    0.0768   -2.3215    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.8838   -2.1500    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.1387   -1.3654    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.6538   -0.6979    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.1387   -0.0305    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
    1.9233   -0.2854    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.6378    0.1271    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.3523   -0.2854    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.0668    0.1271    0.0000 Br  0  0  0  0  0  0  0  0  0  0  0  0
    3.3523   -1.1104    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.6378   -1.5229    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.9233   -1.1104    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
  1  2  1  0  0  0  0
  2  3  1  0  0  0  0
  3  4  2  0  0  0  0
  3  5  1  0  0  0  0
  5  6  1  0  0  0  0
  6  7  2  0  0  0  0
  7  8  1  0  0  0  0
  8  9  1  0  0  0  0
  9 10  2  0  0  0  0
 10 11  1  0  0  0  0
 11 12  1  0  0  0  0
 11 13  2  0  0  0  0
 13 14  1  0  0  0  0
 14 15  2  0  0  0  0
  6 15  1  0  0  0  0
  9 15  1  0  0  0  0
  5 16  2  0  0  0  0
 16 17  1  0  0  0  0
 17 18  1  0  0  0  0
  2 18  1  0  0  0  0
 18 19  1  0  0  0  0
 19 20  2  0  0  0  0
 20 21  1  0  0  0  0
 21 22  1  0  0  0  0
 22 23  2  0  0  0  0
 23 24  1  0  0  0  0
 24 25  1  0  0  0  0
 24 26  2  0  0  0  0
 26 27  1  0  0  0  0
 27 28  2  0  0  0  0
 19 28  1  0  0  0  0
 22 28  1  0  0  0  0
M  END

     RDKit          3D

 44 48  0  0  0  0  0  0  0  0999 V2000
    1.3201    0.5436   -1.6461 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.6017    0.1483   -0.4951 N   0  0  0  0  0  0  0  0  0  0  0  0
   -0.8523    0.2939   -0.4597 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.3150    1.2343   -1.1322 O   0  0  0  0  0  0  0  0  0  0  0  0
   -1.6389   -0.6106    0.3095 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.0721   -0.6872    0.4102 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.6852   -1.7684    1.0670 C   0  0  0  0  0  0  0  0  0  0  0  0
   -5.0029   -1.5976    1.0613 N   0  0  0  0  0  0  0  0  0  0  0  0
   -5.3330   -0.4581    0.4385 C   0  0  0  0  0  0  0  0  0  0  0  0
   -6.5249    0.1796    0.1798 C   0  0  0  0  0  0  0  0  0  0  0  0
   -6.5191    1.3723   -0.4718 C   0  0  0  0  0  0  0  0  0  0  0  0
   -8.1714    2.2475   -0.8212 Br  0  0  0  0  0  0  0  0  0  0  0  0
   -5.3608    1.9732   -0.8871 C   0  0  0  0  0  0  0  0  0  0  0  0
   -4.1579    1.3074   -0.6143 C   0  0  0  0  0  0  0  0  0  0  0  0
   -4.1183    0.0976    0.0407 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.9223   -1.5328    0.9348 N   0  0  0  0  0  0  0  0  0  0  0  0
    0.4570   -1.7009    1.0080 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.2544   -0.4465    0.6646 C   0  0  1  0  0  0  0  0  0  0  0  0
    2.6539   -0.7345    0.3091 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.2017   -1.9279   -0.1629 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.5129   -1.7627   -0.4138 N   0  0  0  0  0  0  0  0  0  0  0  0
    4.8751   -0.4971   -0.1278 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.0998    0.1500   -0.2084 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.2079    1.4703    0.1653 C   0  0  0  0  0  0  0  0  0  0  0  0
    7.8867    2.4029    0.0680 Br  0  0  0  0  0  0  0  0  0  0  0  0
    5.0719    2.1088    0.6139 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.8404    1.4813    0.7012 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.7405    0.1478    0.3193 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.3359    0.8864   -1.5469 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.7142    1.3307   -2.1968 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.3378   -0.3028   -2.4105 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.1741   -2.6022    1.5013 H   0  0  0  0  0  0  0  0  0  0  0  0
   -5.7283   -2.2273    1.4668 H   0  0  0  0  0  0  0  0  0  0  0  0
   -7.4333   -0.2806    0.4963 H   0  0  0  0  0  0  0  0  0  0  0  0
   -5.3732    2.9149   -1.3970 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.2662    1.7909   -0.9155 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.7382   -2.0856    2.0210 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.7799   -2.4981    0.3102 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.1478    0.2521    1.5006 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.6524   -2.8464   -0.3044 H   0  0  0  0  0  0  0  0  0  0  0  0
    5.1152   -2.5378   -0.7787 H   0  0  0  0  0  0  0  0  0  0  0  0
    7.0061   -0.3437   -0.5599 H   0  0  0  0  0  0  0  0  0  0  0  0
    5.1533    3.1547    0.9137 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.9443    1.9603    1.0488 H   0  0  0  0  0  0  0  0  0  0  0  0
  1  2  1  0
  2 18  1  0
 18 17  1  0
 17 16  1  0
 16  5  2  0
  5  6  1  0
  6  7  2  0
  7  8  1  0
  8  9  1  0
  9 10  2  0
 10 11  1  0
 11 12  1  0
 11 13  2  0
 13 14  1  0
 14 15  2  0
  5  3  1  0
  3  4  2  0
 18 19  1  0
 19 20  2  0
 20 21  1  0
 21 22  1  0
 22 23  2  0
 23 24  1  0
 24 25  1  0
 24 26  2  0
 26 27  1  0
 27 28  2  0
  3  2  1  0
 28 19  1  0
 15  6  1  0
 28 22  1  0
 15  9  1  0
  1 29  1  0
  1 30  1  0
  1 31  1  0
 18 39  1  1
 17 37  1  0
 17 38  1  0
  7 32  1  0
  8 33  1  0
 10 34  1  0
 13 35  1  0
 14 36  1  0
 20 40  1  0
 21 41  1  0
 23 42  1  0
 26 43  1  0
 27 44  1  0
M  END


  Mrv1652309062214212D          

 28 32  0  0  0  0            999 V2000
    2.2428   -2.5916    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.4358   -2.7631    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
    1.1809   -3.5477    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.7329   -4.1608    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    0.3739   -3.7192    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.1190   -4.5039    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.6039   -5.1713    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.1190   -5.8387    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
   -0.6657   -5.5838    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.3801   -5.9963    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.0946   -5.5838    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.8091   -5.9963    0.0000 Br  0  0  0  0  0  0  0  0  0  0  0  0
   -2.0946   -4.7588    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.3801   -4.3463    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.6657   -4.7588    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.1781   -3.1062    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
    0.0768   -2.3215    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.8838   -2.1500    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.1387   -1.3654    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.6538   -0.6979    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.1387   -0.0305    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
    1.9233   -0.2854    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.6378    0.1271    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.3523   -0.2854    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.0668    0.1271    0.0000 Br  0  0  0  0  0  0  0  0  0  0  0  0
    3.3523   -1.1104    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.6378   -1.5229    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.9233   -1.1104    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
  1  2  1  0  0  0  0
  2  3  1  0  0  0  0
  3  4  2  0  0  0  0
  3  5  1  0  0  0  0
  5  6  1  0  0  0  0
  6  7  2  0  0  0  0
  7  8  1  0  0  0  0
  8  9  1  0  0  0  0
  9 10  2  0  0  0  0
 10 11  1  0  0  0  0
 11 12  1  0  0  0  0
 11 13  2  0  0  0  0
 13 14  1  0  0  0  0
 14 15  2  0  0  0  0
  6 15  1  0  0  0  0
  9 15  1  0  0  0  0
  5 16  2  0  0  0  0
 16 17  1  0  0  0  0
 17 18  1  0  0  0  0
  2 18  1  0  0  0  0
 18 19  1  0  0  0  0
 19 20  2  0  0  0  0
 20 21  1  0  0  0  0
 21 22  1  0  0  0  0
 22 23  2  0  0  0  0
 23 24  1  0  0  0  0
 24 25  1  0  0  0  0
 24 26  2  0  0  0  0
 26 27  1  0  0  0  0
 27 28  2  0  0  0  0
 19 28  1  0  0  0  0
 22 28  1  0  0  0  0
M  END
> <DATABASE_ID>
NP0231476

> <DATABASE_NAME>
NP-MRD

> <SMILES>
CN1C(CN=C(C2=CNC3=CC(Br)=CC=C23)C1=O)C1=CNC2=CC(Br)=CC=C12

> <INCHI_IDENTIFIER>
InChI=1S/C21H16Br2N4O/c1-27-19(15-8-24-17-6-11(22)2-4-13(15)17)10-26-20(21(27)28)16-9-25-18-7-12(23)3-5-14(16)18/h2-9,19,24-25H,10H2,1H3

> <INCHI_KEY>
ZPLACJDUHHPQJE-UHFFFAOYSA-N

> <FORMULA>
C21H16Br2N4O

> <MOLECULAR_WEIGHT>
500.194

> <EXACT_MASS>
497.969087

> <JCHEM_ACCEPTOR_COUNT>
2

> <JCHEM_ATOM_COUNT>
44

> <JCHEM_AVERAGE_POLARIZABILITY>
45.36711810729386

> <JCHEM_BIOAVAILABILITY>
1

> <JCHEM_DONOR_COUNT>
2

> <JCHEM_FORMAL_CHARGE>
0

> <JCHEM_GHOSE_FILTER>
0

> <JCHEM_IUPAC>
3,6-bis(6-bromo-1H-indol-3-yl)-1-methyl-1,2,5,6-tetrahydropyrazin-2-one

> <JCHEM_LOGP>
4.714979057000001

> <JCHEM_MDDR_LIKE_RULE>
0

> <JCHEM_NUMBER_OF_RINGS>
5

> <JCHEM_PHYSIOLOGICAL_CHARGE>
0

> <JCHEM_PKA>
15.632370017186734

> <JCHEM_PKA_STRONGEST_ACIDIC>
13.688534063363825

> <JCHEM_PKA_STRONGEST_BASIC>
2.172735440372026

> <JCHEM_POLAR_SURFACE_AREA>
64.25

> <JCHEM_REFRACTIVITY>
116.55750000000002

> <JCHEM_ROTATABLE_BOND_COUNT>
2

> <JCHEM_RULE_OF_FIVE>
0

> <JCHEM_TRADITIONAL_IUPAC>
3,6-bis(6-bromo-1H-indol-3-yl)-1-methyl-5,6-dihydropyrazin-2-one

> <JCHEM_VEBER_RULE>
0

$$$$

HEADER    PROTEIN                                 06-SEP-22   NONE
TITLE     NULL                                                        
COMPND    NULL                                                        
SOURCE    NULL                                                        
KEYWDS    NULL                                                        
EXPDTA    NULL                                                        
AUTHOR    Marvin                                                      
REVDAT   1   06-SEP-22         0                                  
HETATM    1  C   UNK     0       4.187  -4.838   0.000  0.00  0.00           C+0
HETATM    2  N   UNK     0       2.680  -5.158   0.000  0.00  0.00           N+0
HETATM    3  C   UNK     0       2.204  -6.622   0.000  0.00  0.00           C+0
HETATM    4  O   UNK     0       3.235  -7.767   0.000  0.00  0.00           O+0
HETATM    5  C   UNK     0       0.698  -6.943   0.000  0.00  0.00           C+0
HETATM    6  C   UNK     0       0.222  -8.407   0.000  0.00  0.00           C+0
HETATM    7  C   UNK     0       1.127  -9.653   0.000  0.00  0.00           C+0
HETATM    8  N   UNK     0       0.222 -10.899   0.000  0.00  0.00           N+0
HETATM    9  C   UNK     0      -1.243 -10.423   0.000  0.00  0.00           C+0
HETATM   10  C   UNK     0      -2.576 -11.193   0.000  0.00  0.00           C+0
HETATM   11  C   UNK     0      -3.910 -10.423   0.000  0.00  0.00           C+0
HETATM   12 Br   UNK     0      -5.244 -11.193   0.000  0.00  0.00          Br+0
HETATM   13  C   UNK     0      -3.910  -8.883   0.000  0.00  0.00           C+0
HETATM   14  C   UNK     0      -2.576  -8.113   0.000  0.00  0.00           C+0
HETATM   15  C   UNK     0      -1.243  -8.883   0.000  0.00  0.00           C+0
HETATM   16  N   UNK     0      -0.333  -5.798   0.000  0.00  0.00           N+0
HETATM   17  C   UNK     0       0.143  -4.334   0.000  0.00  0.00           C+0
HETATM   18  C   UNK     0       1.650  -4.013   0.000  0.00  0.00           C+0
HETATM   19  C   UNK     0       2.126  -2.549   0.000  0.00  0.00           C+0
HETATM   20  C   UNK     0       1.220  -1.303   0.000  0.00  0.00           C+0
HETATM   21  N   UNK     0       2.126  -0.057   0.000  0.00  0.00           N+0
HETATM   22  C   UNK     0       3.590  -0.533   0.000  0.00  0.00           C+0
HETATM   23  C   UNK     0       4.924   0.237   0.000  0.00  0.00           C+0
HETATM   24  C   UNK     0       6.258  -0.533   0.000  0.00  0.00           C+0
HETATM   25 Br   UNK     0       7.591   0.237   0.000  0.00  0.00          Br+0
HETATM   26  C   UNK     0       6.258  -2.073   0.000  0.00  0.00           C+0
HETATM   27  C   UNK     0       4.924  -2.843   0.000  0.00  0.00           C+0
HETATM   28  C   UNK     0       3.590  -2.073   0.000  0.00  0.00           C+0
CONECT    1    2                                                            
CONECT    2    1    3   18                                                  
CONECT    3    2    4    5                                                  
CONECT    4    3                                                            
CONECT    5    3    6   16                                                  
CONECT    6    5    7   15                                                  
CONECT    7    6    8                                                       
CONECT    8    7    9                                                       
CONECT    9    8   10   15                                                  
CONECT   10    9   11                                                       
CONECT   11   10   12   13                                                  
CONECT   12   11                                                            
CONECT   13   11   14                                                       
CONECT   14   13   15                                                       
CONECT   15   14    6    9                                                  
CONECT   16    5   17                                                       
CONECT   17   16   18                                                       
CONECT   18   17    2   19                                                  
CONECT   19   18   20   28                                                  
CONECT   20   19   21                                                       
CONECT   21   20   22                                                       
CONECT   22   21   23   28                                                  
CONECT   23   22   24                                                       
CONECT   24   23   25   26                                                  
CONECT   25   24                                                            
CONECT   26   24   27                                                       
CONECT   27   26   28                                                       
CONECT   28   27   19   22                                                  
MASTER        0    0    0    0    0    0    0    0   28    0   64    0
END

View in JSmol

Synonyms

Not Available

Chemical Formula

C₂₁H₁₆Br₂N₄O

Average Mass

500.1940 Da

Monoisotopic Mass

497.96909 Da

IUPAC Name

3,6-bis(6-bromo-1H-indol-3-yl)-1-methyl-1,2,5,6-tetrahydropyrazin-2-one

Traditional Name

3,6-bis(6-bromo-1H-indol-3-yl)-1-methyl-5,6-dihydropyrazin-2-one

CAS Registry Number

Not Available

SMILES

CN1C(CN=C(C2=CNC3=CC(Br)=CC=C23)C1=O)C1=CNC2=CC(Br)=CC=C12

InChI Identifier

InChI=1S/C21H16Br2N4O/c1-27-19(15-8-24-17-6-11(22)2-4-13(15)17)10-26-20(21(27)28)16-9-25-18-7-12(23)3-5-14(16)18/h2-9,19,24-25H,10H2,1H3

InChI Key

ZPLACJDUHHPQJE-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, H₂O, predicted)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹H NMR Spectrum (1D, 100 MHz, H₂O, predicted)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹³C NMR Spectrum (1D, 252 MHz, H₂O, predicted)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹H NMR Spectrum (1D, 1000 MHz, H₂O, predicted)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹³C NMR Spectrum (1D, 50 MHz, H₂O, predicted)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹H NMR Spectrum (1D, 200 MHz, H₂O, predicted)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹³C NMR Spectrum (1D, 75 MHz, H₂O, predicted)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹H NMR Spectrum (1D, 300 MHz, H₂O, predicted)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹³C NMR Spectrum (1D, 101 MHz, H₂O, predicted)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹H NMR Spectrum (1D, 400 MHz, H₂O, predicted)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹³C NMR Spectrum (1D, 126 MHz, H₂O, predicted)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹H NMR Spectrum (1D, 500 MHz, H₂O, predicted)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹³C NMR Spectrum (1D, 151 MHz, H₂O, predicted)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹H NMR Spectrum (1D, 600 MHz, H₂O, predicted)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹³C NMR Spectrum (1D, 176 MHz, H₂O, predicted)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹H NMR Spectrum (1D, 700 MHz, H₂O, predicted)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹³C NMR Spectrum (1D, 201 MHz, H₂O, predicted)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹H NMR Spectrum (1D, 800 MHz, H₂O, predicted)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹³C NMR Spectrum (1D, 226 MHz, H₂O, predicted)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹H NMR Spectrum (1D, 900 MHz, H₂O, predicted)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum

Chemical Shift Submissions

Not Available

Species

Species of Origin

Not Available

Chemical Taxonomy

Description

Belongs to the class of organic compounds known as 3-alkylindoles. 3-Alkylindoles 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
Benzenoid
Substituted pyrrole
Aryl halide
Aryl bromide
Heteroaromatic compound
Tertiary carboxylic acid amide
Pyrrole
Lactam
Ketimine
Carboxamide group
Azacycle
Organic 1,3-dipolar compound
Propargyl-type 1,3-dipolar organic compound
Carboxylic acid derivative
Organic nitrogen compound
Organic oxygen compound
Organopnictogen compound
Organic oxide
Hydrocarbon derivative
Organooxygen compound
Organonitrogen compound
Organobromide
Organohalogen compound
Imine
Carbonyl group
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	4.71	ChemAxon
pKa (Strongest Acidic)	13.69	ChemAxon
pKa (Strongest Basic)	2.17	ChemAxon
Physiological Charge	0	ChemAxon
Hydrogen Acceptor Count	2	ChemAxon
Hydrogen Donor Count	2	ChemAxon
Polar Surface Area	64.25 Å²	ChemAxon
Rotatable Bond Count	2	ChemAxon
Refractivity	116.56 m³·mol⁻¹	ChemAxon
Polarizability	45.37 Å³	ChemAxon
Number of Rings	5	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

74819484

KEGG Compound ID

Not Available

BioCyc ID

Not Available

BiGG ID

Not Available

Wikipedia Link

Not Available

METLIN ID

Not Available

PubChem Compound

132575294

PDB ID

Not Available

ChEBI ID

Not Available

Good Scents ID

Not Available

References

General References

Lonikar N, Choudhari P, Bhusnuare O: Insilico analysis of marine indole alkaloids for design of adenosine A2A receptor antagonist. J Biomol Struct Dyn. 2021 Jul;39(10):3515-3522. doi: 10.1080/07391102.2020.1765874. Epub 2020 Jun 4. [PubMed:32375596 ]
LOTUS database [Link]

Showing NP-Card for 3,6-bis(6-bromo-1h-indol-3-yl)-1-methyl-5,6-dihydropyrazin-2-one (NP0231476)

MOL for NP0231476 (3,6-bis(6-bromo-1h-indol-3-yl)-1-methyl-5,6-dihydropyrazin-2-one)

3D MOL for NP0231476 (3,6-bis(6-bromo-1h-indol-3-yl)-1-methyl-5,6-dihydropyrazin-2-one)

3D SDF for NP0231476 (3,6-bis(6-bromo-1h-indol-3-yl)-1-methyl-5,6-dihydropyrazin-2-one)

3D-SDF for NP0231476 (3,6-bis(6-bromo-1h-indol-3-yl)-1-methyl-5,6-dihydropyrazin-2-one)

PDB for NP0231476 (3,6-bis(6-bromo-1h-indol-3-yl)-1-methyl-5,6-dihydropyrazin-2-one)

3D PDB for NP0231476 (3,6-bis(6-bromo-1h-indol-3-yl)-1-methyl-5,6-dihydropyrazin-2-one)

SMILES for NP0231476 (3,6-bis(6-bromo-1h-indol-3-yl)-1-methyl-5,6-dihydropyrazin-2-one)

INCHI for NP0231476 (3,6-bis(6-bromo-1h-indol-3-yl)-1-methyl-5,6-dihydropyrazin-2-one)

Structure for NP0231476 (3,6-bis(6-bromo-1h-indol-3-yl)-1-methyl-5,6-dihydropyrazin-2-one)

3D Structure for NP0231476 (3,6-bis(6-bromo-1h-indol-3-yl)-1-methyl-5,6-dihydropyrazin-2-one)