3D structure for 5-chloro-N-{4-[(1R)-1,2-dihydroxyethyl]phenyl}-1H-indole-2-carboxamide (DB07315)

24883477
  -OEChem-10051721003D

38 40  0     1  0  0  0  0  0999 V2000
    7.6381   -1.7940   -0.0733 Cl  0  0  0  0  0  0  0  0  0  0  0  0
   -6.5854    0.2028    1.5497 O   0  0  0  0  0  0  0  0  0  0  0  0
   -6.4161   -0.2879   -2.0677 O   0  0  0  0  0  0  0  0  0  0  0  0
    0.0255    1.9881    0.0453 O   0  0  0  0  0  0  0  0  0  0  0  0
    2.7953    1.4734   -0.0323 N   0  0  0  0  0  0  0  0  0  0  0  0
   -0.4540   -0.3083    0.0916 N   0  0  0  0  0  0  0  0  0  0  0  0
    3.8471   -0.4938   -0.0121 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.0414    0.8886   -0.0487 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.8225    0.5112    0.0132 C   0  0  0  0  0  0  0  0  0  0  0  0
   -4.6559   -0.3824    0.2676 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.4423   -0.7172    0.0268 C   0  0  0  0  0  0  0  0  0  0  0  0
   -6.1456   -0.4096    0.3310 C   0  0  2  0  0  0  0  0  0  0  0  0
   -1.8691   -0.3329    0.1508 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.4233    0.7986    0.0424 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.9371   -1.5777    0.2514 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.9811    0.8378    0.2254 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.9753   -1.3377   -0.0197 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.3129    1.4715   -0.0925 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.5438   -1.5531    0.1930 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.5878    0.8625    0.1671 C   0  0  0  0  0  0  0  0  0  0  0  0
   -6.8183    0.3142   -0.8456 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.2534   -0.7687   -0.0638 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.4172    0.6146   -0.0996 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.9676   -1.6881    0.0613 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.6266    2.4700   -0.0509 H   0  0  0  0  0  0  0  0  0  0  0  0
   -6.5014   -1.4470    0.3451 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.4478   -2.5365    0.2838 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.5232    1.7794    0.2473 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.8461   -2.4164    0.0084 H   0  0  0  0  0  0  0  0  0  0  0  0
    5.4413    2.5484   -0.1204 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.0369   -1.2350    0.0870 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.9961   -2.4920    0.1810 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.1366    1.8440    0.1395 H   0  0  0  0  0  0  0  0  0  0  0  0
   -7.9078    0.2408   -0.7550 H   0  0  0  0  0  0  0  0  0  0  0  0
   -6.5686    1.3804   -0.8705 H   0  0  0  0  0  0  0  0  0  0  0  0
    7.4135    1.0503   -0.1337 H   0  0  0  0  0  0  0  0  0  0  0  0
   -6.0359   -0.1399    2.2754 H   0  0  0  0  0  0  0  0  0  0  0  0
   -6.8701    0.1886   -2.7834 H   0  0  0  0  0  0  0  0  0  0  0  0
  1 22  1  0  0  0  0
  2 12  1  0  0  0  0
  2 37  1  0  0  0  0
  3 21  1  0  0  0  0
  3 38  1  0  0  0  0
  4 14  2  0  0  0  0
  5  8  1  0  0  0  0
  5  9  1  0  0  0  0
  5 25  1  0  0  0  0
  6 13  1  0  0  0  0
  6 14  1  0  0  0  0
  6 31  1  0  0  0  0
  7  8  2  0  0  0  0
  7 11  1  0  0  0  0
  7 17  1  0  0  0  0
  8 18  1  0  0  0  0
  9 11  2  0  0  0  0
  9 14  1  0  0  0  0
 10 12  1  0  0  0  0
 10 15  2  0  0  0  0
 10 16  1  0  0  0  0
 11 24  1  0  0  0  0
 12 21  1  0  0  0  0
 12 26  1  0  0  0  0
 13 19  2  0  0  0  0
 13 20  1  0  0  0  0
 15 19  1  0  0  0  0
 15 27  1  0  0  0  0
 16 20  2  0  0  0  0
 16 28  1  0  0  0  0
 17 22  2  0  0  0  0
 17 29  1  0  0  0  0
 18 23  2  0  0  0  0
 18 30  1  0  0  0  0
 19 32  1  0  0  0  0
 20 33  1  0  0  0  0
 21 34  1  0  0  0  0
 21 35  1  0  0  0  0
 22 23  1  0  0  0  0
 23 36  1  0  0  0  0
M  END
> <DATABASE_ID>
DB07315

> <DATABASE_NAME>
drugbank

> <ORIGINAL_SOURCE>
PUBCHEM

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

> <SMILES>
[H][C@](O)(CO)C1=CC=C(NC(=O)C2=CC3=CC(Cl)=CC=C3N2)C=C1

> <INCHI_IDENTIFIER>
InChI=1S/C17H15ClN2O3/c18-12-3-6-14-11(7-12)8-15(20-14)17(23)19-13-4-1-10(2-5-13)16(22)9-21/h1-8,16,20-22H,9H2,(H,19,23)/t16-/m0/s1

> <INCHI_KEY>
SHCHFGSUYJUEBR-INIZCTEOSA-N

> <FORMULA>
C17H15ClN2O3

> <MOLECULAR_WEIGHT>
330.766

> <EXACT_MASS>
330.077120063

> <JCHEM_ACCEPTOR_COUNT>
3

> <JCHEM_ATOM_COUNT>
38

> <JCHEM_AVERAGE_NEUTRAL_MICROSPECIES_CHARGE>
-1.6905919063506203e-05

> <JCHEM_AVERAGE_POLARIZABILITY>
34.96870179372343

> <JCHEM_BIOAVAILABILITY>
1

> <JCHEM_DONOR_COUNT>
4

> <JCHEM_FORMAL_CHARGE>
0

> <JCHEM_GHOSE_FILTER>
1

> <JCHEM_IUPAC>
5-chloro-N-{4-[(1R)-1,2-dihydroxyethyl]phenyl}-1H-indole-2-carboxamide

> <ALOGPS_LOGP>
2.60

> <JCHEM_LOGP>
2.290253705333333

> <ALOGPS_LOGS>
-3.98

> <JCHEM_MDDR_LIKE_RULE>
0

> <JCHEM_NEUTRAL_CHARGE>
0

> <JCHEM_NUMBER_OF_RINGS>
3

> <JCHEM_PHYSIOLOGICAL_CHARGE>
0

> <JCHEM_PKA>
13.640814943281972

> <JCHEM_PKA_STRONGEST_ACIDIC>
11.778025648773006

> <JCHEM_PKA_STRONGEST_BASIC>
-2.980954294137794

> <JCHEM_POLAR_SURFACE_AREA>
85.35000000000001

> <JCHEM_REFRACTIVITY>
90.1387

> <JCHEM_ROTATABLE_BOND_COUNT>
4

> <JCHEM_RULE_OF_FIVE>
1

> <ALOGPS_SOLUBILITY>
3.47e-02 g/l

> <JCHEM_TRADITIONAL_IUPAC>
biotin

> <JCHEM_VEBER_RULE>
0

$$$$

Similar Structures

Viewer powered by 3dmol.js

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 5-chloro-N-{4-[(1R)-1,2-dihydroxyethyl]phenyl}-1H-indole-2-carboxamide (DB07315)

Structure for 5-chloro-N-{4-[(1R)-1,2-dihydroxyethyl]phenyl}-1H-indole-2-carboxamide (DB07315)