3D structure for 8-bromo-4-(2-chlorophenyl)-N-(2-hydroxyethyl)-6-methyl-1,3-dioxo-1,2,3,6-tetrahydropyrrolo[3,4-e]indole-7-carboxamide (DB08365)

11691442
  -OEChem-10051721193D

44 47  0     0  0  0  0  0  0999 V2000
   -2.9323    2.6946    0.2130 Br  0  0  0  0  0  0  0  0  0  0  0  0
    3.0236   -1.3189   -2.5583 Cl  0  0  0  0  0  0  0  0  0  0  0  0
   -0.1991    3.8611   -0.2112 O   0  0  0  0  0  0  0  0  0  0  0  0
    3.9689    1.9324   -0.3319 O   0  0  0  0  0  0  0  0  0  0  0  0
   -4.4630   -0.9302    1.8106 O   0  0  0  0  0  0  0  0  0  0  0  0
   -6.3109   -1.7028   -2.1751 O   0  0  0  0  0  0  0  0  0  0  0  0
   -1.6562   -1.1133    0.6309 N   0  0  0  0  0  0  0  0  0  0  0  0
    2.0269    3.2310   -0.3322 N   0  0  0  0  0  0  0  0  0  0  0  0
   -4.8910   -0.0612   -0.2962 N   0  0  0  0  0  0  0  0  0  0  0  0
   -0.6143    0.8236    0.2601 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.4137   -0.5531    0.4354 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.5302    1.5876    0.0441 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.7927    1.0079    0.0065 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.9883   -0.3456    0.1794 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.6242   -0.1452    0.5856 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.8645   -1.1545    0.3997 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.0092    1.0648    0.3571 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.6770    3.0211   -0.1737 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.7644    2.0739   -0.2379 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.3008   -0.9516    0.1399 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.9018   -2.5237    0.8523 C   0  0  0  0  0  0  0  0  0  0  0  0
   -4.0222   -0.4154    0.7553 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.8619   -1.4244   -1.0492 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.0180   -1.0594    1.3340 C   0  0  0  0  0  0  0  0  0  0  0  0
   -6.3238   -0.2481   -0.2666 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.1320   -2.0012   -1.0439 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.2880   -1.6363    1.3391 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.8450   -2.1072    0.1503 C   0  0  0  0  0  0  0  0  0  0  0  0
   -6.7206   -1.6057   -0.8171 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.9727   -2.2262    0.5449 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.8880   -2.7927    0.4664 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.1538   -3.1147    0.3188 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.8450   -2.7123    1.9271 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.4358    4.1433   -0.5012 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.6019   -0.6974    2.2716 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.4905    0.3527   -1.1333 H   0  0  0  0  0  0  0  0  0  0  0  0
   -6.7533    0.5518   -0.8787 H   0  0  0  0  0  0  0  0  0  0  0  0
   -6.6811   -0.1362    0.7618 H   0  0  0  0  0  0  0  0  0  0  0  0
    5.5811   -2.3732   -1.9613 H   0  0  0  0  0  0  0  0  0  0  0  0
    5.8435   -1.7185    2.2687 H   0  0  0  0  0  0  0  0  0  0  0  0
    6.8339   -2.5562    0.1544 H   0  0  0  0  0  0  0  0  0  0  0  0
   -7.8066   -1.7319   -0.7796 H   0  0  0  0  0  0  0  0  0  0  0  0
   -6.2561   -2.4230   -0.2559 H   0  0  0  0  0  0  0  0  0  0  0  0
   -5.3448   -1.5937   -2.1963 H   0  0  0  0  0  0  0  0  0  0  0  0
  1 17  1  0  0  0  0
  2 23  1  0  0  0  0
  3 18  2  0  0  0  0
  4 19  2  0  0  0  0
  5 22  2  0  0  0  0
  6 29  1  0  0  0  0
  6 44  1  0  0  0  0
  7 11  1  0  0  0  0
  7 15  1  0  0  0  0
  7 21  1  0  0  0  0
  8 18  1  0  0  0  0
  8 19  1  0  0  0  0
  8 34  1  0  0  0  0
  9 22  1  0  0  0  0
  9 25  1  0  0  0  0
  9 36  1  0  0  0  0
 10 11  2  0  0  0  0
 10 12  1  0  0  0  0
 10 17  1  0  0  0  0
 11 16  1  0  0  0  0
 12 13  2  0  0  0  0
 12 18  1  0  0  0  0
 13 14  1  0  0  0  0
 13 19  1  0  0  0  0
 14 16  2  0  0  0  0
 14 20  1  0  0  0  0
 15 17  2  0  0  0  0
 15 22  1  0  0  0  0
 16 30  1  0  0  0  0
 20 23  1  0  0  0  0
 20 24  2  0  0  0  0
 21 31  1  0  0  0  0
 21 32  1  0  0  0  0
 21 33  1  0  0  0  0
 23 26  2  0  0  0  0
 24 27  1  0  0  0  0
 24 35  1  0  0  0  0
 25 29  1  0  0  0  0
 25 37  1  0  0  0  0
 25 38  1  0  0  0  0
 26 28  1  0  0  0  0
 26 39  1  0  0  0  0
 27 28  2  0  0  0  0
 27 40  1  0  0  0  0
 28 41  1  0  0  0  0
 29 42  1  0  0  0  0
 29 43  1  0  0  0  0
M  END
> <DATABASE_ID>
DB08365

> <DATABASE_NAME>
drugbank

> <ORIGINAL_SOURCE>
PUBCHEM

> <ORIGINAL_SOURCE_URL>
https://pubchem.ncbi.nlm.nih.gov/rest/pug/compound/inchikey/XUAHLMVOYLUYSB-UHFFFAOYSA-N/SDF?record_type=3d

> <SMILES>
CN1C2=C(C(Br)=C1C(=O)NCCO)C1=C(C(=O)NC1=O)C(=C2)C1=C(Cl)C=CC=C1

> <INCHI_IDENTIFIER>
InChI=1S/C20H15BrClN3O4/c1-25-12-8-10(9-4-2-3-5-11(9)22)13-15(19(28)24-18(13)27)14(12)16(21)17(25)20(29)23-6-7-26/h2-5,8,26H,6-7H2,1H3,(H,23,29)(H,24,27,28)

> <INCHI_KEY>
XUAHLMVOYLUYSB-UHFFFAOYSA-N

> <FORMULA>
C20H15BrClN3O4

> <MOLECULAR_WEIGHT>
476.708

> <EXACT_MASS>
474.993446337

> <JCHEM_ACCEPTOR_COUNT>
4

> <JCHEM_ATOM_COUNT>
44

> <JCHEM_AVERAGE_NEUTRAL_MICROSPECIES_CHARGE>
-0.08936765790159432

> <JCHEM_AVERAGE_POLARIZABILITY>
43.88871717212342

> <JCHEM_BIOAVAILABILITY>
1

> <JCHEM_DONOR_COUNT>
3

> <JCHEM_FORMAL_CHARGE>
0

> <JCHEM_GHOSE_FILTER>
1

> <JCHEM_IUPAC>
8-bromo-4-(2-chlorophenyl)-N-(2-hydroxyethyl)-6-methyl-1,3-dioxo-1H,2H,3H,6H-pyrrolo[3,4-e]indole-7-carboxamide

> <ALOGPS_LOGP>
3.13

> <JCHEM_LOGP>
2.340099232333333

> <ALOGPS_LOGS>
-4.81

> <JCHEM_MDDR_LIKE_RULE>
0

> <JCHEM_NEUTRAL_CHARGE>
0

> <JCHEM_NUMBER_OF_RINGS>
4

> <JCHEM_PHYSIOLOGICAL_CHARGE>
0

> <JCHEM_PKA>
14.127149439352403

> <JCHEM_PKA_STRONGEST_ACIDIC>
8.008224874855568

> <JCHEM_PKA_STRONGEST_BASIC>
-1.8267809349116393

> <JCHEM_POLAR_SURFACE_AREA>
100.43

> <JCHEM_REFRACTIVITY>
113.0067

> <JCHEM_ROTATABLE_BOND_COUNT>
4

> <JCHEM_RULE_OF_FIVE>
1

> <ALOGPS_SOLUBILITY>
7.31e-03 g/l

> <JCHEM_TRADITIONAL_IUPAC>
tetrahydrofolic acid

> <JCHEM_VEBER_RULE>
0

$$$$

Similar Structures

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Nicholas Rego and David Koes
3Dmol.js: molecular visualization with WebGL
Bioinformatics (2015) 31 (8): 1322-1324 doi:10.1093/bioinformatics/btu829

3D structure for 8-bromo-4-(2-chlorophenyl)-N-(2-hydroxyethyl)-6-methyl-1,3-dioxo-1,2,3,6-tetrahydropyrrolo[3,4-e]indole-7-carboxamide (DB08365)

Structure for 8-bromo-4-(2-chlorophenyl)-N-(2-hydroxyethyl)-6-methyl-1,3-dioxo-1,2,3,6-tetrahydropyrrolo[3,4-e]indole-7-carboxamide (DB08365)