3D structure for 5-Chloro-1h-Indole-2-Carboxylic Acid{[Cyclopentyl-(2-Hydroxy-Ethyl)-Carbamoyl]-Methyl}-Amide (DB03288)

46936633
  -OEChem-10051720123D

49 51  0     1  0  0  0  0  0999 V2000
    7.8975   -1.5057   -0.8480 Cl  0  0  0  0  0  0  0  0  0  0  0  0
   -2.2852   -1.1521   -1.8875 O   0  0  0  0  0  0  0  0  0  0  0  0
   -3.4466    4.0047   -0.5845 O   0  0  0  0  0  0  0  0  0  0  0  0
    0.1284    1.3834    1.1444 O   0  0  0  0  0  0  0  0  0  0  0  0
   -3.7154    0.3280   -0.5882 N   0  0  2  0  0  0  0  0  0  0  0  0
   -0.2463   -0.7327    0.2722 N   0  0  0  0  0  0  0  0  0  0  0  0
    2.9393    1.1192    0.7817 N   0  0  0  0  0  0  0  0  0  0  0  0
   -4.4655   -0.5558    0.2862 C   0  0  0  0  0  0  0  0  0  0  0  0
   -4.6040   -1.9646   -0.2778 C   0  0  0  0  0  0  0  0  0  0  0  0
   -5.9184   -0.1268    0.4522 C   0  0  0  0  0  0  0  0  0  0  0  0
   -6.6030   -1.3776    0.9970 C   0  0  0  0  0  0  0  0  0  0  0  0
   -5.7560   -2.5628    0.5255 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.3481   -0.1487   -0.8704 C   0  0  1  0  0  0  0  0  0  0  0  0
   -3.7110    1.6885   -0.0495 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.6825   -0.7135    0.3912 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.4244    2.6998   -1.1479 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.5499    0.3340    0.6650 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.0109    0.1686    0.4523 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.6790   -0.9076   -0.0848 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.0682   -0.5999   -0.0826 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.2042    0.6770    0.4662 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.2266   -1.2874   -0.4957 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.4459    1.3032    0.6229 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.4753   -0.6732   -0.3455 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.5810    0.6022    0.2056 C   0  0  0  0  0  0  0  0  0  0  0  0
   -4.0327   -0.6080    1.2946 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.8902   -1.9354   -1.3377 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.7165   -2.5941   -0.1923 H   0  0  0  0  0  0  0  0  0  0  0  0
   -6.0662    0.7047    1.1475 H   0  0  0  0  0  0  0  0  0  0  0  0
   -6.3672    0.1466   -0.5115 H   0  0  0  0  0  0  0  0  0  0  0  0
   -6.3397   -3.2661   -0.0769 H   0  0  0  0  0  0  0  0  0  0  0  0
   -5.3725   -3.1114    1.3936 H   0  0  0  0  0  0  0  0  0  0  0  0
   -6.6292   -1.3543    2.0927 H   0  0  0  0  0  0  0  0  0  0  0  0
   -7.6370   -1.4509    0.6451 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.7374    0.6675   -1.2655 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.6742    1.9911    0.3712 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.9971    1.8091    0.7753 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.9071   -0.1146    1.2799 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.9626   -1.7505    0.5913 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.4435    2.5670   -1.6100 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.1890    2.6518   -1.9310 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.3521   -1.4052   -1.9927 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.1719   -1.5655   -0.1282 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.2790    4.6318   -1.3087 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.2410   -1.8274   -0.4476 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.7294    2.0167    1.1966 H   0  0  0  0  0  0  0  0  0  0  0  0
    5.1430   -2.2823   -0.9253 H   0  0  0  0  0  0  0  0  0  0  0  0
    5.5289    2.2962    1.0519 H   0  0  0  0  0  0  0  0  0  0  0  0
    7.5547    1.0739    0.3198 H   0  0  0  0  0  0  0  0  0  0  0  0
  1 24  1  0  0  0  0
  2 13  1  0  0  0  0
  2 42  1  0  0  0  0
  3 16  1  0  0  0  0
  3 44  1  0  0  0  0
  4 17  2  0  0  0  0
  5  8  1  0  0  0  0
  5 13  1  0  0  0  0
  5 14  1  0  0  0  0
  6 15  1  0  0  0  0
  6 17  1  0  0  0  0
  6 43  1  0  0  0  0
  7 18  1  0  0  0  0
  7 21  1  0  0  0  0
  7 46  1  0  0  0  0
  8  9  1  0  0  0  0
  8 10  1  0  0  0  0
  8 26  1  0  0  0  0
  9 12  1  0  0  0  0
  9 27  1  0  0  0  0
  9 28  1  0  0  0  0
 10 11  1  0  0  0  0
 10 29  1  0  0  0  0
 10 30  1  0  0  0  0
 11 12  1  0  0  0  0
 11 33  1  0  0  0  0
 11 34  1  0  0  0  0
 12 31  1  0  0  0  0
 12 32  1  0  0  0  0
 13 15  1  0  0  0  0
 13 35  1  0  0  0  0
 14 16  1  0  0  0  0
 14 36  1  0  0  0  0
 14 37  1  0  0  0  0
 15 38  1  0  0  0  0
 15 39  1  0  0  0  0
 16 40  1  0  0  0  0
 16 41  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
 19 45  1  0  0  0  0
 20 21  2  0  0  0  0
 20 22  1  0  0  0  0
 21 23  1  0  0  0  0
 22 24  2  0  0  0  0
 22 47  1  0  0  0  0
 23 25  2  0  0  0  0
 23 48  1  0  0  0  0
 24 25  1  0  0  0  0
 25 49  1  0  0  0  0
M  END
> <DATABASE_ID>
DB03288

> <DATABASE_NAME>
drugbank

> <ORIGINAL_SOURCE>
PUBCHEM

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

> <SMILES>
[H][C@@](O)(CNC(=O)C1=CC2=CC(Cl)=CC=C2N1)N(CCO)C1CCCC1

> <INCHI_IDENTIFIER>
InChI=1S/C18H24ClN3O3/c19-13-5-6-15-12(9-13)10-16(21-15)18(25)20-11-17(24)22(7-8-23)14-3-1-2-4-14/h5-6,9-10,14,17,21,23-24H,1-4,7-8,11H2,(H,20,25)/t17-/m1/s1

> <INCHI_KEY>
VXABTOCIIZSEPD-QGZVFWFLSA-N

> <FORMULA>
C18H24ClN3O3

> <MOLECULAR_WEIGHT>
365.854

> <EXACT_MASS>
365.150619356

> <JCHEM_ACCEPTOR_COUNT>
4

> <JCHEM_ATOM_COUNT>
49

> <JCHEM_AVERAGE_NEUTRAL_MICROSPECIES_CHARGE>
0.8504881453839278

> <JCHEM_AVERAGE_POLARIZABILITY>
39.4069003052026

> <JCHEM_BIOAVAILABILITY>
1

> <JCHEM_DONOR_COUNT>
4

> <JCHEM_FORMAL_CHARGE>
0

> <JCHEM_GHOSE_FILTER>
1

> <JCHEM_IUPAC>
5-chloro-N-[(2R)-2-[cyclopentyl(2-hydroxyethyl)amino]-2-hydroxyethyl]-1H-indole-2-carboxamide

> <ALOGPS_LOGP>
2.24

> <JCHEM_LOGP>
1.9893904043333328

> <ALOGPS_LOGS>
-3.11

> <JCHEM_MDDR_LIKE_RULE>
1

> <JCHEM_NEUTRAL_CHARGE>
1

> <JCHEM_NUMBER_OF_RINGS>
3

> <JCHEM_PHYSIOLOGICAL_CHARGE>
1

> <JCHEM_PKA>
14.117219393210174

> <JCHEM_PKA_STRONGEST_ACIDIC>
13.151736207925468

> <JCHEM_PKA_STRONGEST_BASIC>
7.754956657842383

> <JCHEM_POLAR_SURFACE_AREA>
88.59

> <JCHEM_REFRACTIVITY>
97.55639999999998

> <JCHEM_ROTATABLE_BOND_COUNT>
7

> <JCHEM_RULE_OF_FIVE>
1

> <ALOGPS_SOLUBILITY>
2.87e-01 g/l

> <JCHEM_TRADITIONAL_IUPAC>
tetrahydrofolic acid

> <JCHEM_VEBER_RULE>
0

$$$$

Similar Structures

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Nicholas Rego and David Koes
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Bioinformatics (2015) 31 (8): 1322-1324 doi:10.1093/bioinformatics/btu829

3D structure for 5-Chloro-1h-Indole-2-Carboxylic Acid{[Cyclopentyl-(2-Hydroxy-Ethyl)-Carbamoyl]-Methyl}-Amide (DB03288)

Structure for 5-Chloro-1h-Indole-2-Carboxylic Acid{[Cyclopentyl-(2-Hydroxy-Ethyl)-Carbamoyl]-Methyl}-Amide (DB03288)