5284533
  -OEChem-10061700243D

 52 55  0     1  0  0  0  0  0999 V2000
    3.0695   -3.3864    0.2179 Cl  0  0  0  0  0  0  0  0  0  0  0  0
   -3.5032    0.0717    1.9164 O   0  0  0  0  0  0  0  0  0  0  0  0
   -5.5378    0.1742   -0.8337 O   0  0  0  0  0  0  0  0  0  0  0  0
    6.1429    0.7529    0.8738 O   0  0  0  0  0  0  0  0  0  0  0  0
   -2.3044    0.2940   -0.2128 C   0  0  1  0  0  0  0  0  0  0  0  0
   -1.3757   -0.8935    0.1556 C   0  0  2  0  0  0  0  0  0  0  0  0
    0.0087   -0.7788   -0.4981 C   0  0  1  0  0  0  0  0  0  0  0  0
    0.6794    0.5251    0.0266 C   0  0  2  0  0  0  0  0  0  0  0  0
   -3.5966   -0.1587    0.5135 C   0  0  1  0  0  0  0  0  0  0  0  0
   -1.6444    1.5871    0.2968 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.2408   -2.1172   -0.1398 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.2131    1.7610   -0.2496 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.1702    0.6407   -0.4558 C   0  0  2  0  0  0  0  0  0  0  0  0
   -3.6690   -1.6784    0.2450 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.5677    0.4224   -1.7402 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.8941   -1.9684   -0.2465 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.9449   -0.6076    0.0275 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.7986    1.9207    0.1613 C   0  0  0  0  0  0  0  0  0  0  0  0
   -4.8394    0.5694    0.0985 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.2705    0.7248   -1.9976 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.2130   -1.8835   -0.0010 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.3070    1.9990   -0.0090 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.2126   -0.5254    0.4763 C   0  0  0  0  0  0  0  0  0  0  0  0
   -5.1919    1.8061    0.8798 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.9725    0.7487    0.4949 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.2125   -0.8925    1.2462 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.1215   -0.7275   -1.5842 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.7221    0.4423    1.1264 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.5914    1.5880    1.3925 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.2398    2.4621    0.0126 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.9285   -2.9901    0.4427 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.1971   -2.3947   -1.1989 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.2475    1.9751   -1.3225 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.2111    2.6496    0.2300 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.3502   -1.9454   -0.5699 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.9962   -2.2286    1.1348 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.6523    0.5666   -2.3193 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.0704   -0.4552   -2.1581 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.2034    1.2907   -1.9494 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.4261   -2.9481   -0.3123 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.5693    1.9580    1.2356 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.3606    2.8217   -0.2844 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.3127    0.7521   -2.3347 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.8131   -0.1354   -2.4960 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.7827    1.6274   -2.3801 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.2257   -0.4088    2.3558 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.6866    2.8493    0.5686 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.5902    2.1485   -1.0554 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.7666   -1.3830    0.8424 H   0  0  0  0  0  0  0  0  0  0  0  0
   -5.6188    1.5307    1.8474 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.3202    2.4477    1.0175 H   0  0  0  0  0  0  0  0  0  0  0  0
   -5.9400    2.3779    0.3220 H   0  0  0  0  0  0  0  0  0  0  0  0
  1 21  1  0  0  0  0
  2  9  1  0  0  0  0
  2 46  1  0  0  0  0
  3 19  2  0  0  0  0
  4 25  2  0  0  0  0
  5  6  1  0  0  0  0
  5  9  1  0  0  0  0
  5 10  1  0  0  0  0
  5 15  1  0  0  0  0
  6  7  1  0  0  0  0
  6 11  1  0  0  0  0
  6 26  1  0  0  0  0
  7  8  1  0  0  0  0
  7 16  1  0  0  0  0
  7 27  1  0  0  0  0
  8 12  1  0  0  0  0
  8 13  1  0  0  0  0
  8 28  1  0  0  0  0
  9 14  1  0  0  0  0
  9 19  1  0  0  0  0
 10 12  1  0  0  0  0
 10 29  1  0  0  0  0
 10 30  1  0  0  0  0
 11 14  1  0  0  0  0
 11 31  1  0  0  0  0
 11 32  1  0  0  0  0
 12 33  1  0  0  0  0
 12 34  1  0  0  0  0
 13 17  1  0  0  0  0
 13 18  1  0  0  0  0
 13 20  1  0  0  0  0
 14 35  1  0  0  0  0
 14 36  1  0  0  0  0
 15 37  1  0  0  0  0
 15 38  1  0  0  0  0
 15 39  1  0  0  0  0
 16 21  2  0  0  0  0
 16 40  1  0  0  0  0
 17 21  1  0  0  0  0
 17 23  2  0  0  0  0
 18 22  1  0  0  0  0
 18 41  1  0  0  0  0
 18 42  1  0  0  0  0
 19 24  1  0  0  0  0
 20 43  1  0  0  0  0
 20 44  1  0  0  0  0
 20 45  1  0  0  0  0
 22 25  1  0  0  0  0
 22 47  1  0  0  0  0
 22 48  1  0  0  0  0
 23 25  1  0  0  0  0
 23 49  1  0  0  0  0
 24 50  1  0  0  0  0
 24 51  1  0  0  0  0
 24 52  1  0  0  0  0
M  END
> <DATABASE_ID>
DB13528

> <DATABASE_NAME>
drugbank

> <ORIGINAL_SOURCE>
PUBCHEM

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

> <SMILES>
[H][C@@]12CC[C@](O)(C(C)=O)[C@@]1(C)CC[C@@]1([H])[C@@]2([H])C=C(Cl)C2=CC(=O)CC[C@]12C

> <INCHI_IDENTIFIER>
InChI=1S/C21H27ClO3/c1-12(23)21(25)9-6-16-14-11-18(22)17-10-13(24)4-7-19(17,2)15(14)5-8-20(16,21)3/h10-11,14-16,25H,4-9H2,1-3H3/t14-,15+,16+,19-,20+,21+/m1/s1

> <INCHI_KEY>
VUHJZBBCZGVNDZ-TTYLFXKOSA-N

> <FORMULA>
C21H27ClO3

> <MOLECULAR_WEIGHT>
362.89

> <EXACT_MASS>
362.1648724

> <JCHEM_ACCEPTOR_COUNT>
3

> <JCHEM_ATOM_COUNT>
52

> <JCHEM_AVERAGE_POLARIZABILITY>
39.66161684613985

> <JCHEM_BIOAVAILABILITY>
1

> <JCHEM_DONOR_COUNT>
1

> <JCHEM_FORMAL_CHARGE>
0

> <JCHEM_GHOSE_FILTER>
1

> <JCHEM_IUPAC>
(1S,2R,10R,11S,14R,15S)-14-acetyl-8-chloro-14-hydroxy-2,15-dimethyltetracyclo[8.7.0.0²,⁷.0¹¹,¹⁵]heptadeca-6,8-dien-5-one

> <ALOGPS_LOGP>
3.46

> <JCHEM_LOGP>
3.27602072

> <ALOGPS_LOGS>
-4.73

> <JCHEM_MDDR_LIKE_RULE>
0

> <JCHEM_NUMBER_OF_RINGS>
4

> <JCHEM_PHYSIOLOGICAL_CHARGE>
0

> <JCHEM_PKA>
17.61030813219856

> <JCHEM_PKA_STRONGEST_ACIDIC>
12.699100030263146

> <JCHEM_PKA_STRONGEST_BASIC>
-3.80520435686043

> <JCHEM_POLAR_SURFACE_AREA>
54.370000000000005

> <JCHEM_REFRACTIVITY>
99.93809999999995

> <JCHEM_ROTATABLE_BOND_COUNT>
1

> <JCHEM_RULE_OF_FIVE>
1

> <ALOGPS_SOLUBILITY>
6.77e-03 g/l

> <JCHEM_TRADITIONAL_IUPAC>
chlormadinone

> <JCHEM_VEBER_RULE>
0

$$$$