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Record Information

Version

5.0

Status

Detected but not Quantified

Creation Date

2021-09-10 22:47:08 UTC

Update Date

2021-09-26 22:54:21 UTC

HMDB ID

HMDB0245731

Secondary Accession Numbers

None

Metabolite Identification

Common Name

3-(2,4-Dichlorophenyl)-4-(1-methyl-1H-indol-3-yl)-1H-pyrrole-2,5-dione

Description

3-(2,4-Dichlorophenyl)-4-(1-methyl-1H-indol-3-yl)-1H-pyrrole-2,5-dione belongs to the class of organic compounds known as n-alkylindoles. N-alkylindoles are compounds containing an indole moiety that carries an alkyl chain at the 1-position. Based on a literature review very few articles have been published on 3-(2,4-Dichlorophenyl)-4-(1-methyl-1H-indol-3-yl)-1H-pyrrole-2,5-dione. This compound has been identified in human blood as reported by (PMID: 31557052 ). 3-(2,4-dichlorophenyl)-4-(1-methyl-1h-indol-3-yl)-1h-pyrrole-2,5-dione is not a naturally occurring metabolite and is only found in those individuals exposed to this compound or its derivatives. Technically 3-(2,4-Dichlorophenyl)-4-(1-methyl-1H-indol-3-yl)-1H-pyrrole-2,5-dione is part of the human exposome. The exposome can be defined as the collection of all the exposures of an individual in a lifetime and how those exposures relate to health. An individual's exposure begins before birth and includes insults from environmental and occupational sources.

Structure

MOL 3D MOL SDF 3D SDF PDB 3D PDB SMILES InChI


  Mrv1652309112100472D          

 25 28  0  0  0  0            999 V2000
    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 N   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 C   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
    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
    0.8838    0.7541    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.0992    1.0091    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.0992    1.8341    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.5683    2.3190    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    0.8838    2.0890    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
    1.3687    1.4216    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.1937    1.4216    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   -0.5683    0.5241    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.3220    0.8597    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.9894    0.3748    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.9032   -0.4457    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.1495   -0.7813    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.4820   -0.2963    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.5706   -0.9306    0.0000 Cl  0  0  0  0  0  0  0  0  0  0  0  0
   -1.4082    1.6802    0.0000 Cl  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
  4  5  1  0  0  0  0
  5  6  2  0  0  0  0
  6  7  1  0  0  0  0
  7  8  2  0  0  0  0
  8  9  1  0  0  0  0
  9 10  2  0  0  0  0
  5 10  1  0  0  0  0
  2 10  1  0  0  0  0
  4 11  1  0  0  0  0
 11 12  2  0  0  0  0
 12 13  1  0  0  0  0
 13 14  2  0  0  0  0
 13 15  1  0  0  0  0
 15 16  1  0  0  0  0
 11 16  1  0  0  0  0
 16 17  2  0  0  0  0
 12 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
 22 23  2  0  0  0  0
 18 23  1  0  0  0  0
 21 24  1  0  0  0  0
 19 25  1  0  0  0  0
M  END

HMDB0245731
     RDKit          3D
3-(2,4-Dichlorophenyl)-4-(1-methyl-1H-indol-3-yl)-1H-pyrrole-2,5-dione
 37 40  0  0  0  0  0  0  0  0999 V2000
    1.8958    2.7576   -1.0755 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.5770    1.3954   -0.6943 N   0  0  0  0  0  0  0  0  0  0  0  0
    0.4332    0.7323   -0.9317 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.5650   -0.5246   -0.3963 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.4641   -1.5705   -0.4314 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.7489   -1.4096   -0.1364 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.3394   -0.1420    0.2786 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.7450    0.6241    1.2591 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.2707    1.8381    1.6682 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.4329    2.2851    1.0621 C   0  0  0  0  0  0  0  0  0  0  0  0
   -4.1743    3.8023    1.5109 Cl  0  0  0  0  0  0  0  0  0  0  0  0
   -4.0377    1.5123    0.0693 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.4942    0.3069   -0.3189 C   0  0  0  0  0  0  0  0  0  0  0  0
   -4.3350   -0.5673   -1.5908 Cl  0  0  0  0  0  0  0  0  0  0  0  0
   -2.4631   -2.6580   -0.2830 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.7128   -2.8618   -0.0756 O   0  0  0  0  0  0  0  0  0  0  0  0
   -1.5222   -3.6306   -0.7015 N   0  0  0  0  0  0  0  0  0  0  0  0
   -0.2737   -2.9634   -0.7977 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.8301   -3.5154   -1.1546 O   0  0  0  0  0  0  0  0  0  0  0  0
    1.7971   -0.6578    0.1840 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.4711   -1.6585    0.8617 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.7469   -1.4650    1.3406 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.3826   -0.2426    1.1455 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.6934    0.7585    0.4617 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.4158    0.5859   -0.0259 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.0418    3.1579   -1.6208 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.1774    3.2994   -0.1720 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.7842    2.7446   -1.7281 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.4160    1.1715   -1.4647 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.8235    0.3080    1.7696 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.8106    2.4531    2.4346 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.9421    1.8960   -0.3786 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.6995   -4.6295   -0.9001 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.0113   -2.6090    1.0437 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.3235   -2.2182    1.8807 H   0  0  0  0  0  0  0  0  0  0  0  0
    5.3790   -0.0392    1.4986 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.1804    1.7343    0.2981 H   0  0  0  0  0  0  0  0  0  0  0  0
  1  2  1  0
  2  3  1  0
  3  4  2  0
  4  5  1  0
  5  6  2  0
  6  7  1  0
  7  8  2  0
  8  9  1  0
  9 10  2  0
 10 11  1  0
 10 12  1  0
 12 13  2  0
 13 14  1  0
  6 15  1  0
 15 16  2  0
 15 17  1  0
 17 18  1  0
 18 19  2  0
  4 20  1  0
 20 21  2  0
 21 22  1  0
 22 23  2  0
 23 24  1  0
 24 25  2  0
 25  2  1  0
 18  5  1  0
 25 20  1  0
 13  7  1  0
  1 26  1  0
  1 27  1  0
  1 28  1  0
  3 29  1  0
  8 30  1  0
  9 31  1  0
 12 32  1  0
 17 33  1  0
 21 34  1  0
 22 35  1  0
 23 36  1  0
 24 37  1  0
M  END


  Mrv1652309112100472D          

 25 28  0  0  0  0            999 V2000
    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 N   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 C   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
    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
    0.8838    0.7541    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.0992    1.0091    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.0992    1.8341    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.5683    2.3190    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    0.8838    2.0890    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
    1.3687    1.4216    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.1937    1.4216    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   -0.5683    0.5241    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.3220    0.8597    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.9894    0.3748    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.9032   -0.4457    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.1495   -0.7813    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.4820   -0.2963    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.5706   -0.9306    0.0000 Cl  0  0  0  0  0  0  0  0  0  0  0  0
   -1.4082    1.6802    0.0000 Cl  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
  4  5  1  0  0  0  0
  5  6  2  0  0  0  0
  6  7  1  0  0  0  0
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  8  9  1  0  0  0  0
  9 10  2  0  0  0  0
  5 10  1  0  0  0  0
  2 10  1  0  0  0  0
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 11 12  2  0  0  0  0
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 13 15  1  0  0  0  0
 15 16  1  0  0  0  0
 11 16  1  0  0  0  0
 16 17  2  0  0  0  0
 12 18  1  0  0  0  0
 18 19  2  0  0  0  0
 19 20  1  0  0  0  0
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 21 22  1  0  0  0  0
 22 23  2  0  0  0  0
 18 23  1  0  0  0  0
 21 24  1  0  0  0  0
 19 25  1  0  0  0  0
M  END
> <DATABASE_ID>
HMDB0245731

> <DATABASE_NAME>
hmdb

> <SMILES>
CN1C=C(C2=CC=CC=C12)C1=C(C(=O)NC1=O)C1=C(Cl)C=C(Cl)C=C1

> <INCHI_IDENTIFIER>
InChI=1S/C19H12Cl2N2O2/c1-23-9-13(11-4-2-3-5-15(11)23)17-16(18(24)22-19(17)25)12-7-6-10(20)8-14(12)21/h2-9H,1H3,(H,22,24,25)

> <INCHI_KEY>
JCSGFHVFHSKIJH-UHFFFAOYSA-N

> <FORMULA>
C19H12Cl2N2O2

> <MOLECULAR_WEIGHT>
371.22

> <EXACT_MASS>
370.027583

> <JCHEM_ACCEPTOR_COUNT>
2

> <JCHEM_ATOM_COUNT>
37

> <JCHEM_AVERAGE_POLARIZABILITY>
36.18693993998072

> <JCHEM_BIOAVAILABILITY>
1

> <JCHEM_DONOR_COUNT>
1

> <JCHEM_FORMAL_CHARGE>
0

> <JCHEM_GHOSE_FILTER>
1

> <JCHEM_IUPAC>
3-(2,4-dichlorophenyl)-4-(1-methyl-1H-indol-3-yl)-2,5-dihydro-1H-pyrrole-2,5-dione

> <ALOGPS_LOGP>
4.46

> <JCHEM_LOGP>
4.230800077

> <ALOGPS_LOGS>
-5.08

> <JCHEM_MDDR_LIKE_RULE>
0

> <JCHEM_NUMBER_OF_RINGS>
4

> <JCHEM_PHYSIOLOGICAL_CHARGE>
0

> <JCHEM_PKA_STRONGEST_ACIDIC>
9.913538054994865

> <JCHEM_PKA_STRONGEST_BASIC>
-4.871833275840966

> <JCHEM_POLAR_SURFACE_AREA>
51.1

> <JCHEM_REFRACTIVITY>
97.8484

> <JCHEM_ROTATABLE_BOND_COUNT>
2

> <JCHEM_RULE_OF_FIVE>
1

> <ALOGPS_SOLUBILITY>
3.06e-03 g/l

> <JCHEM_TRADITIONAL_IUPAC>
3-(2,4-dichlorophenyl)-4-(1-methylindol-3-yl)-1H-pyrrole-2,5-dione

> <JCHEM_VEBER_RULE>
0

$$$$

HMDB0245731
     RDKit          3D
3-(2,4-Dichlorophenyl)-4-(1-methyl-1H-indol-3-yl)-1H-pyrrole-2,5-dione
 37 40  0  0  0  0  0  0  0  0999 V2000
    1.8958    2.7576   -1.0755 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.5770    1.3954   -0.6943 N   0  0  0  0  0  0  0  0  0  0  0  0
    0.4332    0.7323   -0.9317 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.5650   -0.5246   -0.3963 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.4641   -1.5705   -0.4314 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.7489   -1.4096   -0.1364 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.3394   -0.1420    0.2786 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.7450    0.6241    1.2591 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.2707    1.8381    1.6682 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.4329    2.2851    1.0621 C   0  0  0  0  0  0  0  0  0  0  0  0
   -4.1743    3.8023    1.5109 Cl  0  0  0  0  0  0  0  0  0  0  0  0
   -4.0377    1.5123    0.0693 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.4942    0.3069   -0.3189 C   0  0  0  0  0  0  0  0  0  0  0  0
   -4.3350   -0.5673   -1.5908 Cl  0  0  0  0  0  0  0  0  0  0  0  0
   -2.4631   -2.6580   -0.2830 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.7128   -2.8618   -0.0756 O   0  0  0  0  0  0  0  0  0  0  0  0
   -1.5222   -3.6306   -0.7015 N   0  0  0  0  0  0  0  0  0  0  0  0
   -0.2737   -2.9634   -0.7977 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.8301   -3.5154   -1.1546 O   0  0  0  0  0  0  0  0  0  0  0  0
    1.7971   -0.6578    0.1840 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.4711   -1.6585    0.8617 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.7469   -1.4650    1.3406 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.3826   -0.2426    1.1455 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.6934    0.7585    0.4617 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.4158    0.5859   -0.0259 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.0418    3.1579   -1.6208 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.1774    3.2994   -0.1720 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.7842    2.7446   -1.7281 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.4160    1.1715   -1.4647 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.8235    0.3080    1.7696 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.8106    2.4531    2.4346 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.9421    1.8960   -0.3786 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.6995   -4.6295   -0.9001 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.0113   -2.6090    1.0437 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.3235   -2.2182    1.8807 H   0  0  0  0  0  0  0  0  0  0  0  0
    5.3790   -0.0392    1.4986 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.1804    1.7343    0.2981 H   0  0  0  0  0  0  0  0  0  0  0  0
  1  2  1  0
  2  3  1  0
  3  4  2  0
  4  5  1  0
  5  6  2  0
  6  7  1  0
  7  8  2  0
  8  9  1  0
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 10 11  1  0
 10 12  1  0
 12 13  2  0
 13 14  1  0
  6 15  1  0
 15 16  2  0
 15 17  1  0
 17 18  1  0
 18 19  2  0
  4 20  1  0
 20 21  2  0
 21 22  1  0
 22 23  2  0
 23 24  1  0
 24 25  2  0
 25  2  1  0
 18  5  1  0
 25 20  1  0
 13  7  1  0
  1 26  1  0
  1 27  1  0
  1 28  1  0
  3 29  1  0
  8 30  1  0
  9 31  1  0
 12 32  1  0
 17 33  1  0
 21 34  1  0
 22 35  1  0
 23 36  1  0
 24 37  1  0
M  END

HEADER    PROTEIN                                 11-SEP-21   NONE
TITLE     NULL                                                        
COMPND    NULL                                                        
SOURCE    NULL                                                        
KEYWDS    NULL                                                        
EXPDTA    NULL                                                        
AUTHOR    Marvin                                                      
REVDAT   1   11-SEP-21         0                                  
HETATM    1  C   UNK     0       1.650  -4.013   0.000  0.00  0.00           C+0
HETATM    2  N   UNK     0       2.126  -2.549   0.000  0.00  0.00           N+0
HETATM    3  C   UNK     0       1.220  -1.303   0.000  0.00  0.00           C+0
HETATM    4  C   UNK     0       2.126  -0.057   0.000  0.00  0.00           C+0
HETATM    5  C   UNK     0       3.590  -0.533   0.000  0.00  0.00           C+0
HETATM    6  C   UNK     0       4.924   0.237   0.000  0.00  0.00           C+0
HETATM    7  C   UNK     0       6.258  -0.533   0.000  0.00  0.00           C+0
HETATM    8  C   UNK     0       6.258  -2.073   0.000  0.00  0.00           C+0
HETATM    9  C   UNK     0       4.924  -2.843   0.000  0.00  0.00           C+0
HETATM   10  C   UNK     0       3.590  -2.073   0.000  0.00  0.00           C+0
HETATM   11  C   UNK     0       1.650   1.408   0.000  0.00  0.00           C+0
HETATM   12  C   UNK     0       0.185   1.884   0.000  0.00  0.00           C+0
HETATM   13  C   UNK     0       0.185   3.424   0.000  0.00  0.00           C+0
HETATM   14  O   UNK     0      -1.061   4.329   0.000  0.00  0.00           O+0
HETATM   15  N   UNK     0       1.650   3.899   0.000  0.00  0.00           N+0
HETATM   16  C   UNK     0       2.555   2.654   0.000  0.00  0.00           C+0
HETATM   17  O   UNK     0       4.095   2.654   0.000  0.00  0.00           O+0
HETATM   18  C   UNK     0      -1.061   0.978   0.000  0.00  0.00           C+0
HETATM   19  C   UNK     0      -2.468   1.605   0.000  0.00  0.00           C+0
HETATM   20  C   UNK     0      -3.714   0.700   0.000  0.00  0.00           C+0
HETATM   21  C   UNK     0      -3.553  -0.832   0.000  0.00  0.00           C+0
HETATM   22  C   UNK     0      -2.146  -1.458   0.000  0.00  0.00           C+0
HETATM   23  C   UNK     0      -0.900  -0.553   0.000  0.00  0.00           C+0
HETATM   24 Cl   UNK     0      -4.798  -1.737   0.000  0.00  0.00          Cl+0
HETATM   25 Cl   UNK     0      -2.629   3.136   0.000  0.00  0.00          Cl+0
CONECT    1    2                                                            
CONECT    2    1    3   10                                                  
CONECT    3    2    4                                                       
CONECT    4    3    5   11                                                  
CONECT    5    4    6   10                                                  
CONECT    6    5    7                                                       
CONECT    7    6    8                                                       
CONECT    8    7    9                                                       
CONECT    9    8   10                                                       
CONECT   10    9    5    2                                                  
CONECT   11    4   12   16                                                  
CONECT   12   11   13   18                                                  
CONECT   13   12   14   15                                                  
CONECT   14   13                                                            
CONECT   15   13   16                                                       
CONECT   16   15   11   17                                                  
CONECT   17   16                                                            
CONECT   18   12   19   23                                                  
CONECT   19   18   20   25                                                  
CONECT   20   19   21                                                       
CONECT   21   20   22   24                                                  
CONECT   22   21   23                                                       
CONECT   23   22   18                                                       
CONECT   24   21                                                            
CONECT   25   19                                                            
MASTER        0    0    0    0    0    0    0    0   25    0   56    0
END

COMPND    HMDB0245731
HETATM    1  C1  UNL     1       1.896   2.758  -1.075  1.00  0.00           C  
HETATM    2  N1  UNL     1       1.577   1.395  -0.694  1.00  0.00           N  
HETATM    3  C2  UNL     1       0.433   0.732  -0.932  1.00  0.00           C  
HETATM    4  C3  UNL     1       0.565  -0.525  -0.396  1.00  0.00           C  
HETATM    5  C4  UNL     1      -0.464  -1.571  -0.431  1.00  0.00           C  
HETATM    6  C5  UNL     1      -1.749  -1.410  -0.136  1.00  0.00           C  
HETATM    7  C6  UNL     1      -2.339  -0.142   0.279  1.00  0.00           C  
HETATM    8  C7  UNL     1      -1.745   0.624   1.259  1.00  0.00           C  
HETATM    9  C8  UNL     1      -2.271   1.838   1.668  1.00  0.00           C  
HETATM   10  C9  UNL     1      -3.433   2.285   1.062  1.00  0.00           C  
HETATM   11 CL1  UNL     1      -4.174   3.802   1.511  1.00  0.00          CL  
HETATM   12  C10 UNL     1      -4.038   1.512   0.069  1.00  0.00           C  
HETATM   13  C11 UNL     1      -3.494   0.307  -0.319  1.00  0.00           C  
HETATM   14 CL2  UNL     1      -4.335  -0.567  -1.591  1.00  0.00          CL  
HETATM   15  C12 UNL     1      -2.463  -2.658  -0.283  1.00  0.00           C  
HETATM   16  O1  UNL     1      -3.713  -2.862  -0.076  1.00  0.00           O  
HETATM   17  N2  UNL     1      -1.522  -3.631  -0.701  1.00  0.00           N  
HETATM   18  C13 UNL     1      -0.274  -2.963  -0.798  1.00  0.00           C  
HETATM   19  O2  UNL     1       0.830  -3.515  -1.155  1.00  0.00           O  
HETATM   20  C14 UNL     1       1.797  -0.658   0.184  1.00  0.00           C  
HETATM   21  C15 UNL     1       2.471  -1.658   0.862  1.00  0.00           C  
HETATM   22  C16 UNL     1       3.747  -1.465   1.341  1.00  0.00           C  
HETATM   23  C17 UNL     1       4.383  -0.243   1.145  1.00  0.00           C  
HETATM   24  C18 UNL     1       3.693   0.758   0.462  1.00  0.00           C  
HETATM   25  C19 UNL     1       2.416   0.586  -0.026  1.00  0.00           C  
HETATM   26  H1  UNL     1       1.042   3.158  -1.621  1.00  0.00           H  
HETATM   27  H2  UNL     1       2.177   3.299  -0.172  1.00  0.00           H  
HETATM   28  H3  UNL     1       2.784   2.745  -1.728  1.00  0.00           H  
HETATM   29  H4  UNL     1      -0.416   1.171  -1.465  1.00  0.00           H  
HETATM   30  H5  UNL     1      -0.824   0.308   1.770  1.00  0.00           H  
HETATM   31  H6  UNL     1      -1.811   2.453   2.435  1.00  0.00           H  
HETATM   32  H7  UNL     1      -4.942   1.896  -0.379  1.00  0.00           H  
HETATM   33  H8  UNL     1      -1.699  -4.630  -0.900  1.00  0.00           H  
HETATM   34  H9  UNL     1       2.011  -2.609   1.044  1.00  0.00           H  
HETATM   35  H10 UNL     1       4.324  -2.218   1.881  1.00  0.00           H  
HETATM   36  H11 UNL     1       5.379  -0.039   1.499  1.00  0.00           H  
HETATM   37  H12 UNL     1       4.180   1.734   0.298  1.00  0.00           H  
CONECT    1    2   26   27   28
CONECT    2    3   25
CONECT    3    4    4   29
CONECT    4    5   20
CONECT    5    6    6   18
CONECT    6    7   15
CONECT    7    8    8   13
CONECT    8    9   30
CONECT    9   10   10   31
CONECT   10   11   12
CONECT   12   13   13   32
CONECT   13   14
CONECT   15   16   16   17
CONECT   17   18   33
CONECT   18   19   19
CONECT   20   21   21   25
CONECT   21   22   34
CONECT   22   23   23   35
CONECT   23   24   36
CONECT   24   25   25   37
END

HMDB0245731
     RDKit          3D
3-(2,4-Dichlorophenyl)-4-(1-methyl-1H-indol-3-yl)-1H-pyrrole-2,5-dione
 37 40  0  0  0  0  0  0  0  0999 V2000
    1.8958    2.7576   -1.0755 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.5770    1.3954   -0.6943 N   0  0  0  0  0  0  0  0  0  0  0  0
    0.4332    0.7323   -0.9317 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.5650   -0.5246   -0.3963 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.4641   -1.5705   -0.4314 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.7489   -1.4096   -0.1364 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.3394   -0.1420    0.2786 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.7450    0.6241    1.2591 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.2707    1.8381    1.6682 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.4329    2.2851    1.0621 C   0  0  0  0  0  0  0  0  0  0  0  0
   -4.1743    3.8023    1.5109 Cl  0  0  0  0  0  0  0  0  0  0  0  0
   -4.0377    1.5123    0.0693 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.4942    0.3069   -0.3189 C   0  0  0  0  0  0  0  0  0  0  0  0
   -4.3350   -0.5673   -1.5908 Cl  0  0  0  0  0  0  0  0  0  0  0  0
   -2.4631   -2.6580   -0.2830 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.7128   -2.8618   -0.0756 O   0  0  0  0  0  0  0  0  0  0  0  0
   -1.5222   -3.6306   -0.7015 N   0  0  0  0  0  0  0  0  0  0  0  0
   -0.2737   -2.9634   -0.7977 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.8301   -3.5154   -1.1546 O   0  0  0  0  0  0  0  0  0  0  0  0
    1.7971   -0.6578    0.1840 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.4711   -1.6585    0.8617 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.7469   -1.4650    1.3406 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.3826   -0.2426    1.1455 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.6934    0.7585    0.4617 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.4158    0.5859   -0.0259 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.0418    3.1579   -1.6208 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.1774    3.2994   -0.1720 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.7842    2.7446   -1.7281 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.4160    1.1715   -1.4647 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.8235    0.3080    1.7696 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.8106    2.4531    2.4346 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.9421    1.8960   -0.3786 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.6995   -4.6295   -0.9001 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.0113   -2.6090    1.0437 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.3235   -2.2182    1.8807 H   0  0  0  0  0  0  0  0  0  0  0  0
    5.3790   -0.0392    1.4986 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.1804    1.7343    0.2981 H   0  0  0  0  0  0  0  0  0  0  0  0
  1  2  1  0
  2  3  1  0
  3  4  2  0
  4  5  1  0
  5  6  2  0
  6  7  1  0
  7  8  2  0
  8  9  1  0
  9 10  2  0
 10 11  1  0
 10 12  1  0
 12 13  2  0
 13 14  1  0
  6 15  1  0
 15 16  2  0
 15 17  1  0
 17 18  1  0
 18 19  2  0
  4 20  1  0
 20 21  2  0
 21 22  1  0
 22 23  2  0
 23 24  1  0
 24 25  2  0
 25  2  1  0
 18  5  1  0
 25 20  1  0
 13  7  1  0
  1 26  1  0
  1 27  1  0
  1 28  1  0
  3 29  1  0
  8 30  1  0
  9 31  1  0
 12 32  1  0
 17 33  1  0
 21 34  1  0
 22 35  1  0
 23 36  1  0
 24 37  1  0
M  END

View in JSmol View Stereo Labels

Synonyms

Not Available

Chemical Formula

C₁₉H₁₂Cl₂N₂O₂

Average Molecular Weight

371.22

Monoisotopic Molecular Weight

370.027583

IUPAC Name

3-(2,4-dichlorophenyl)-4-(1-methyl-1H-indol-3-yl)-2,5-dihydro-1H-pyrrole-2,5-dione

Traditional Name

3-(2,4-dichlorophenyl)-4-(1-methylindol-3-yl)-1H-pyrrole-2,5-dione

CAS Registry Number

Not Available

SMILES

CN1C=C(C2=CC=CC=C12)C1=C(C(=O)NC1=O)C1=C(Cl)C=C(Cl)C=C1

InChI Identifier

InChI=1S/C19H12Cl2N2O2/c1-23-9-13(11-4-2-3-5-15(11)23)17-16(18(24)22-19(17)25)12-7-6-10(20)8-14(12)21/h2-9H,1H3,(H,22,24,25)

InChI Key

JCSGFHVFHSKIJH-UHFFFAOYSA-N

Chemical Taxonomy

Description

Belongs to the class of organic compounds known as n-alkylindoles. N-alkylindoles are compounds containing an indole moiety that carries an alkyl chain at the 1-position.

Kingdom

Organic compounds

Super Class

Organoheterocyclic compounds

Class

Indoles and derivatives

Sub Class

N-alkylindoles

Direct Parent

N-alkylindoles

Alternative Parents

Substituents

N-alkylindole
Indole
1,3-dichlorobenzene
Chlorobenzene
Halobenzene
Maleimide
Aryl chloride
Aryl halide
Monocyclic benzene moiety
N-methylpyrrole
Substituted pyrrole
Benzenoid
Pyrrole
Heteroaromatic compound
Pyrroline
Carboxylic acid imide, n-unsubstituted
Carboxylic acid imide
Dicarboximide
Azacycle
Carboxylic acid derivative
Organooxygen compound
Organopnictogen compound
Organic oxygen compound
Organic oxide
Organic nitrogen compound
Organohalogen compound
Carbonyl group
Hydrocarbon derivative
Organochloride
Organonitrogen compound
Aromatic heteropolycyclic compound

Molecular Framework

Aromatic heteropolycyclic compounds

External Descriptors

Not Available

Ontology

Physiological effect

Not Available

Disposition

Biological location

Non-excretory biofluid

Biofluid or Excreta

Blood (PMID: 31557052)

Process

Not Available

Role

Not Available

Physical Properties

State

Not Available

Experimental Molecular 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

Experimental Chromatographic Properties

Not Available

Predicted Molecular Properties

Property	Value	Source
logP	4.46	ALOGPS
logP	4.23	ChemAxon
logS	-5.1	ALOGPS
pKa (Strongest Acidic)	9.91	ChemAxon
pKa (Strongest Basic)	-4.9	ChemAxon
Physiological Charge	0	ChemAxon
Hydrogen Acceptor Count	2	ChemAxon
Hydrogen Donor Count	1	ChemAxon
Polar Surface Area	51.1 Å²	ChemAxon
Rotatable Bond Count	2	ChemAxon
Refractivity	97.85 m³·mol⁻¹	ChemAxon
Polarizability	36.19 Å³	ChemAxon
Number of Rings	4	ChemAxon
Bioavailability	Yes	ChemAxon
Rule of Five	Yes	ChemAxon
Ghose Filter	Yes	ChemAxon
Veber's Rule	No	ChemAxon
MDDR-like Rule	No	ChemAxon

Predicted Chromatographic Properties

Predicted Collision Cross Sections

Predictor	Adduct Type	CCS Value (Å²)	Reference
DeepCCS	[M-2H]-	220.13	30932474
DeepCCS	[M+Na]+	195.358	30932474
AllCCS	[M+H]+	183.0	32859911
AllCCS	[M+H-H2O]+	179.8	32859911
AllCCS	[M+NH4]+	185.9	32859911
AllCCS	[M+Na]+	186.8	32859911
AllCCS	[M-H]-	178.6	32859911
AllCCS	[M+Na-2H]-	177.7	32859911
AllCCS	[M+HCOO]-	176.9	32859911

Predicted Kovats Retention Indices

Underivatized

Metabolite	SMILES	Kovats RI Value	Column Type	Reference
3-(2,4-Dichlorophenyl)-4-(1-methyl-1H-indol-3-yl)-1H-pyrrole-2,5-dione	CN1C=C(C2=CC=CC=C12)C1=C(C(=O)NC1=O)C1=C(Cl)C=C(Cl)C=C1	4710.9	Standard polar	33892256
3-(2,4-Dichlorophenyl)-4-(1-methyl-1H-indol-3-yl)-1H-pyrrole-2,5-dione	CN1C=C(C2=CC=CC=C12)C1=C(C(=O)NC1=O)C1=C(Cl)C=C(Cl)C=C1	3025.5	Standard non polar	33892256
3-(2,4-Dichlorophenyl)-4-(1-methyl-1H-indol-3-yl)-1H-pyrrole-2,5-dione	CN1C=C(C2=CC=CC=C12)C1=C(C(=O)NC1=O)C1=C(Cl)C=C(Cl)C=C1	3422.1	Semi standard non polar	33892256

Derivatized

Derivative Name / Structure	SMILES	Kovats RI Value	Column Type	Reference
3-(2,4-Dichlorophenyl)-4-(1-methyl-1H-indol-3-yl)-1H-pyrrole-2,5-dione,1TMS,isomer #1	CN1C=C(C2=C(C3=CC=C(Cl)C=C3Cl)C(=O)N([Si](C)(C)C)C2=O)C2=CC=CC=C21	3183.0	Semi standard non polar	33892256
3-(2,4-Dichlorophenyl)-4-(1-methyl-1H-indol-3-yl)-1H-pyrrole-2,5-dione,1TMS,isomer #1	CN1C=C(C2=C(C3=CC=C(Cl)C=C3Cl)C(=O)N([Si](C)(C)C)C2=O)C2=CC=CC=C21	2987.0	Standard non polar	33892256
3-(2,4-Dichlorophenyl)-4-(1-methyl-1H-indol-3-yl)-1H-pyrrole-2,5-dione,1TMS,isomer #1	CN1C=C(C2=C(C3=CC=C(Cl)C=C3Cl)C(=O)N([Si](C)(C)C)C2=O)C2=CC=CC=C21	3887.8	Standard polar	33892256
3-(2,4-Dichlorophenyl)-4-(1-methyl-1H-indol-3-yl)-1H-pyrrole-2,5-dione,1TBDMS,isomer #1	CN1C=C(C2=C(C3=CC=C(Cl)C=C3Cl)C(=O)N([Si](C)(C)C(C)(C)C)C2=O)C2=CC=CC=C21	3343.5	Semi standard non polar	33892256
3-(2,4-Dichlorophenyl)-4-(1-methyl-1H-indol-3-yl)-1H-pyrrole-2,5-dione,1TBDMS,isomer #1	CN1C=C(C2=C(C3=CC=C(Cl)C=C3Cl)C(=O)N([Si](C)(C)C(C)(C)C)C2=O)C2=CC=CC=C21	3232.4	Standard non polar	33892256
3-(2,4-Dichlorophenyl)-4-(1-methyl-1H-indol-3-yl)-1H-pyrrole-2,5-dione,1TBDMS,isomer #1	CN1C=C(C2=C(C3=CC=C(Cl)C=C3Cl)C(=O)N([Si](C)(C)C(C)(C)C)C2=O)C2=CC=CC=C21	3881.8	Standard polar	33892256

Spectra

GC-MS Spectra

Spectrum Type	Description	Splash Key	Deposition Date	Source	View
Predicted GC-MS	Predicted GC-MS Spectrum - 3-(2,4-Dichlorophenyl)-4-(1-methyl-1H-indol-3-yl)-1H-pyrrole-2,5-dione GC-MS (Non-derivatized) - 70eV, Positive	splash10-0075-0129000000-a843b73b72d069b93ce9	2021-09-24	Wishart Lab	View Spectrum
Predicted GC-MS	Predicted GC-MS Spectrum - 3-(2,4-Dichlorophenyl)-4-(1-methyl-1H-indol-3-yl)-1H-pyrrole-2,5-dione GC-MS (Non-derivatized) - 70eV, Positive	Not Available	2021-10-12	Wishart Lab	View Spectrum

MS/MS Spectra

Spectrum Type	Description	Splash Key	Deposition Date	Source	View
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - 3-(2,4-Dichlorophenyl)-4-(1-methyl-1H-indol-3-yl)-1H-pyrrole-2,5-dione 10V, Positive-QTOF	splash10-00di-0009000000-eba8656377ec2e167f76	2021-10-12	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - 3-(2,4-Dichlorophenyl)-4-(1-methyl-1H-indol-3-yl)-1H-pyrrole-2,5-dione 20V, Positive-QTOF	splash10-00di-0009000000-eba8656377ec2e167f76	2021-10-12	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - 3-(2,4-Dichlorophenyl)-4-(1-methyl-1H-indol-3-yl)-1H-pyrrole-2,5-dione 40V, Positive-QTOF	splash10-0ik9-0096000000-bc18698f62c812f9d528	2021-10-12	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - 3-(2,4-Dichlorophenyl)-4-(1-methyl-1H-indol-3-yl)-1H-pyrrole-2,5-dione 10V, Negative-QTOF	splash10-014i-0009000000-eae17aad458c5e45ad22	2021-10-12	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - 3-(2,4-Dichlorophenyl)-4-(1-methyl-1H-indol-3-yl)-1H-pyrrole-2,5-dione 20V, Negative-QTOF	splash10-014i-0009000000-eae17aad458c5e45ad22	2021-10-12	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - 3-(2,4-Dichlorophenyl)-4-(1-methyl-1H-indol-3-yl)-1H-pyrrole-2,5-dione 40V, Negative-QTOF	splash10-00ke-3097000000-9a33b8f2cbe0ce4af96f	2021-10-12	Wishart Lab	View Spectrum

Biological Properties

Cellular Locations

Not Available

Biospecimen Locations

Blood

Tissue Locations

Not Available

Pathways

Not Available

Name	SMPDB/PathBank	KEGG

Normal Concentrations

Biospecimen	Status	Value	Age	Sex	Condition	Reference	Details
Blood	Detected but not Quantified	Not Quantified	Not Specified	Not Specified	Normal	31557052	details

Abnormal Concentrations

Not Available

Associated Disorders and Diseases

Disease References

None

Associated OMIM IDs

None

External Links

DrugBank ID

Not Available

Phenol Explorer Compound ID

Not Available

FooDB ID

Not Available

KNApSAcK ID

Not Available

Chemspider ID

153455

KEGG Compound ID

Not Available

BioCyc ID

Not Available

BiGG ID

Not Available

Wikipedia Link

Not Available

METLIN ID

Not Available

PubChem Compound

176158

PDB ID

Not Available

ChEBI ID

Not Available

Food Biomarker Ontology

Not Available

VMH ID

Not Available

MarkerDB ID

Not Available

Good Scents ID

Not Available

References

Synthesis Reference

Not Available

Material Safety Data Sheet (MSDS)

Not Available

General References

Barupal DK, Fiehn O: Generating the Blood Exposome Database Using a Comprehensive Text Mining and Database Fusion Approach. Environ Health Perspect. 2019 Sep;127(9):97008. doi: 10.1289/EHP4713. Epub 2019 Sep 26. [PubMed:31557052 ]

Showing metabocard for 3-(2,4-Dichlorophenyl)-4-(1-methyl-1H-indol-3-yl)-1H-pyrrole-2,5-dione (HMDB0245731)

MOL for HMDB0245731 (3-(2,4-Dichlorophenyl)-4-(1-methyl-1H-indol-3-yl)-1H-pyrrole-2,5-dione)

3D MOL for HMDB0245731 (3-(2,4-Dichlorophenyl)-4-(1-methyl-1H-indol-3-yl)-1H-pyrrole-2,5-dione)

3D SDF for HMDB0245731 (3-(2,4-Dichlorophenyl)-4-(1-methyl-1H-indol-3-yl)-1H-pyrrole-2,5-dione)

3D-SDF for HMDB0245731 (3-(2,4-Dichlorophenyl)-4-(1-methyl-1H-indol-3-yl)-1H-pyrrole-2,5-dione)

PDB for HMDB0245731 (3-(2,4-Dichlorophenyl)-4-(1-methyl-1H-indol-3-yl)-1H-pyrrole-2,5-dione)

3D PDB for HMDB0245731 (3-(2,4-Dichlorophenyl)-4-(1-methyl-1H-indol-3-yl)-1H-pyrrole-2,5-dione)

SMILES for HMDB0245731 (3-(2,4-Dichlorophenyl)-4-(1-methyl-1H-indol-3-yl)-1H-pyrrole-2,5-dione)

INCHI for HMDB0245731 (3-(2,4-Dichlorophenyl)-4-(1-methyl-1H-indol-3-yl)-1H-pyrrole-2,5-dione)

Structure for HMDB0245731 (3-(2,4-Dichlorophenyl)-4-(1-methyl-1H-indol-3-yl)-1H-pyrrole-2,5-dione)

3D Structure for HMDB0245731 (3-(2,4-Dichlorophenyl)-4-(1-methyl-1H-indol-3-yl)-1H-pyrrole-2,5-dione)

Predicted Collision Cross Sections

Predicted Kovats Retention Indices

Underivatized

Derivatized

GC-MS Spectra

MS/MS Spectra