12004316
  -OEChem-10051722423D

 44 47  0     0  0  0  0  0  0999 V2000
    6.1840    1.8930    1.9376 Cl  0  0  0  0  0  0  0  0  0  0  0  0
    1.4423   -2.6882   -0.8973 O   0  0  0  0  0  0  0  0  0  0  0  0
   -0.4646   -3.6497    1.6493 O   0  0  0  0  0  0  0  0  0  0  0  0
   -1.4084   -4.3525   -0.2955 O   0  0  0  0  0  0  0  0  0  0  0  0
   -0.2793    0.5199   -0.9387 N   0  0  0  0  0  0  0  0  0  0  0  0
   -2.4320    1.2029   -0.1197 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.1849    2.6119   -0.6271 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.1360    3.6573   -0.0491 C   0  0  0  0  0  0  0  0  0  0  0  0
   -4.5722    3.1628   -0.1181 C   0  0  0  0  0  0  0  0  0  0  0  0
   -4.7350    1.9093    0.7353 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.6619    0.8762    0.4933 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.4437    0.2203   -0.3233 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.6991   -1.0913    0.1312 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.8818   -0.4283    0.9429 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.9094   -1.4045    0.7624 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.7181   -2.0736   -0.0635 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.6431   -0.4543   -1.1101 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.4748   -1.7565   -0.6934 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.9026   -0.0413   -1.7981 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.9836    0.4468   -0.8562 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.9086   -3.4544    0.3808 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.8881   -0.4628   -0.3384 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.0410    1.7912   -0.5345 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.8829   -0.0134    0.5300 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.0358    2.2408    0.3338 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.9569    1.3385    0.8661 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.1593    2.9211   -0.3919 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.2864    2.5981   -1.7197 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.8688    3.8693    0.9940 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.0314    4.5963   -0.6042 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.8386    2.9454   -1.1602 H   0  0  0  0  0  0  0  0  0  0  0  0
   -5.2586    3.9407    0.2344 H   0  0  0  0  0  0  0  0  0  0  0  0
   -5.7222    1.4756    0.5347 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.7057    2.1866    1.7967 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.8143   -0.6913    1.4359 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.1277   -2.4060    1.1247 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.6702    0.7579   -2.5162 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.2933   -0.8524   -2.4272 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.1768   -3.5506   -0.5407 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.8480   -1.5159   -0.5983 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.3271    2.5008   -0.9424 H   0  0  0  0  0  0  0  0  0  0  0  0
    5.5949   -0.7275    0.9357 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.0807    3.2968    0.5873 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.5941   -4.5767    1.9434 H   0  0  0  0  0  0  0  0  0  0  0  0
  1 26  1  0  0  0  0
  2 18  1  0  0  0  0
  2 39  1  0  0  0  0
  3 21  1  0  0  0  0
  3 44  1  0  0  0  0
  4 21  2  0  0  0  0
  5 12  2  0  0  0  0
  5 17  1  0  0  0  0
  6  7  1  0  0  0  0
  6 11  2  0  0  0  0
  6 12  1  0  0  0  0
  7  8  1  0  0  0  0
  7 27  1  0  0  0  0
  7 28  1  0  0  0  0
  8  9  1  0  0  0  0
  8 29  1  0  0  0  0
  8 30  1  0  0  0  0
  9 10  1  0  0  0  0
  9 31  1  0  0  0  0
  9 32  1  0  0  0  0
 10 11  1  0  0  0  0
 10 33  1  0  0  0  0
 10 34  1  0  0  0  0
 11 14  1  0  0  0  0
 12 13  1  0  0  0  0
 13 15  1  0  0  0  0
 13 16  2  0  0  0  0
 14 15  2  0  0  0  0
 14 35  1  0  0  0  0
 15 36  1  0  0  0  0
 16 18  1  0  0  0  0
 16 21  1  0  0  0  0
 17 18  2  0  0  0  0
 17 19  1  0  0  0  0
 19 20  1  0  0  0  0
 19 37  1  0  0  0  0
 19 38  1  0  0  0  0
 20 22  2  0  0  0  0
 20 23  1  0  0  0  0
 22 24  1  0  0  0  0
 22 40  1  0  0  0  0
 23 25  2  0  0  0  0
 23 41  1  0  0  0  0
 24 26  2  0  0  0  0
 24 42  1  0  0  0  0
 25 26  1  0  0  0  0
 25 43  1  0  0  0  0
M  END
> <DATABASE_ID>
DB12211

> <DATABASE_NAME>
drugbank

> <ORIGINAL_SOURCE>
PUBCHEM

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

> <SMILES>
OC(=O)C1=C2C=CC3=C(CCCC3)C2=NC(CC2=CC=C(Cl)C=C2)=C1O

> <INCHI_IDENTIFIER>
InChI=1S/C21H18ClNO3/c22-14-8-5-12(6-9-14)11-17-20(24)18(21(25)26)16-10-7-13-3-1-2-4-15(13)19(16)23-17/h5-10,24H,1-4,11H2,(H,25,26)

> <INCHI_KEY>
DIEPFYNZGUUVHD-UHFFFAOYSA-N

> <FORMULA>
C21H18ClNO3

> <MOLECULAR_WEIGHT>
367.83

> <EXACT_MASS>
367.0975211

> <JCHEM_ACCEPTOR_COUNT>
4

> <JCHEM_ATOM_COUNT>
44

> <JCHEM_AVERAGE_POLARIZABILITY>
38.61720021691321

> <JCHEM_BIOAVAILABILITY>
1

> <JCHEM_DONOR_COUNT>
2

> <JCHEM_FORMAL_CHARGE>
0

> <JCHEM_GHOSE_FILTER>
0

> <JCHEM_IUPAC>
2-[(4-chlorophenyl)methyl]-3-hydroxy-7H,8H,9H,10H-cyclohexa[h]quinoline-4-carboxylic acid

> <ALOGPS_LOGP>
5.06

> <JCHEM_LOGP>
5.8644928585650185

> <ALOGPS_LOGS>
-5.22

> <JCHEM_MDDR_LIKE_RULE>
0

> <JCHEM_NUMBER_OF_RINGS>
4

> <JCHEM_PHYSIOLOGICAL_CHARGE>
-1

> <JCHEM_PKA>
12.875014215122786

> <JCHEM_PKA_STRONGEST_ACIDIC>
3.4571980520105647

> <JCHEM_PKA_STRONGEST_BASIC>
2.0651317433081178

> <JCHEM_POLAR_SURFACE_AREA>
70.42

> <JCHEM_REFRACTIVITY>
100.81679999999999

> <JCHEM_ROTATABLE_BOND_COUNT>
3

> <JCHEM_RULE_OF_FIVE>
0

> <ALOGPS_SOLUBILITY>
2.20e-03 g/l

> <JCHEM_TRADITIONAL_IUPAC>
2-[(4-chlorophenyl)methyl]-3-hydroxy-7H,8H,9H,10H-cyclohexa[h]quinoline-4-carboxylic acid

> <JCHEM_VEBER_RULE>
0

$$$$