Mrv1718008151817272D          

 28 31  0  0  0  0            999 V2000
    1.8128    1.2487    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    1.0983    0.8373    0.0000 C   0  0  1  0  0  0  0  0  0  0  0  0
    1.0983    1.6623    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.3860    0.4216    0.0000 C   0  0  2  0  0  0  0  0  0  0  0  0
    1.8108    0.4216    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.8128    2.0739    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.3839    2.0739    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    0.3860    1.2466    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.3860   -0.4114    0.0000 C   0  0  1  0  0  0  0  0  0  0  0  0
   -0.3263    0.8373    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.5275    0.8332    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.8108   -0.4114    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.3263   -0.8271    0.0000 C   0  0  1  0  0  0  0  0  0  0  0  0
   -1.0389    0.4216    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.0389   -0.4114    0.0000 C   0  0  2  0  0  0  0  0  0  0  0  0
   -0.3263   -1.6583    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.7516   -0.8271    0.0000 C   0  0  2  0  0  0  0  0  0  0  0  0
   -1.0389   -2.0739    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.7516   -1.6583    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.4639   -0.4114    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.4639   -2.0739    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.1766   -0.8271    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.1766   -1.6583    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.8931   -2.0698    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   -0.3263   -0.0019    0.0000 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.0389   -1.2365    0.0000 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.3860   -1.2365    0.0000 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.7516   -0.0019    0.0000 H   0  0  0  0  0  0  0  0  0  0  0  0
  2  1  1  6  0  0  0
  2  3  1  1  0  0  0
  4  2  1  0  0  0  0
  2  5  1  0  0  0  0
  3  6  1  0  0  0  0
  3  7  2  0  0  0  0
  4  8  1  1  0  0  0
  9  4  1  0  0  0  0
  4 10  1  0  0  0  0
  5 11  2  0  0  0  0
  5 12  1  0  0  0  0
  9 12  1  0  0  0  0
  9 13  1  0  0  0  0
  9 27  1  6  0  0  0
 10 14  1  0  0  0  0
 13 15  1  0  0  0  0
 13 16  1  0  0  0  0
 13 25  1  1  0  0  0
 15 14  1  0  0  0  0
 15 17  1  0  0  0  0
 15 26  1  6  0  0  0
 16 18  1  0  0  0  0
 17 19  1  0  0  0  0
 17 20  1  0  0  0  0
 17 28  1  1  0  0  0
 18 19  1  0  0  0  0
 19 21  2  0  0  0  0
 20 22  1  0  0  0  0
 21 23  1  0  0  0  0
 22 23  1  0  0  0  0
 23 24  2  0  0  0  0
M  END
> <DATABASE_ID>
DB14584

> <DATABASE_NAME>
drugbank

> <SMILES>
[H][C@@]12CC(=C)[C@](O)(C(C)=O)[C@@]1(C)CC[C@]1([H])[C@@]3([H])CCC(=O)C=C3CC[C@@]21[H]

> <INCHI_IDENTIFIER>
InChI=1S/C21H28O3/c1-12-10-19-18-6-4-14-11-15(23)5-7-16(14)17(18)8-9-20(19,3)21(12,24)13(2)22/h11,16-19,24H,1,4-10H2,2-3H3/t16-,17+,18+,19-,20-,21-/m0/s1

> <INCHI_KEY>
SFLXYFZGKSGFKA-XUDSTZEESA-N

> <FORMULA>
C21H28O3

> <MOLECULAR_WEIGHT>
328.452

> <EXACT_MASS>
328.203844762

> <JCHEM_ACCEPTOR_COUNT>
3

> <JCHEM_ATOM_COUNT>
52

> <JCHEM_AVERAGE_POLARIZABILITY>
37.67240472231917

> <JCHEM_BIOAVAILABILITY>
1

> <JCHEM_DONOR_COUNT>
1

> <JCHEM_FORMAL_CHARGE>
0

> <JCHEM_GHOSE_FILTER>
1

> <JCHEM_IUPAC>
(1R,3aS,3bR,9aR,9bS,11aS)-1-acetyl-1-hydroxy-11a-methyl-2-methylidene-1H,2H,3H,3aH,3bH,4H,5H,7H,8H,9H,9aH,9bH,10H,11H,11aH-cyclopenta[a]phenanthren-7-one

> <ALOGPS_LOGP>
2.57

> <JCHEM_LOGP>
3.196412903000002

> <ALOGPS_LOGS>
-4.13

> <JCHEM_MDDR_LIKE_RULE>
0

> <JCHEM_NUMBER_OF_RINGS>
4

> <JCHEM_PHYSIOLOGICAL_CHARGE>
0

> <JCHEM_PKA>
17.906348094912996

> <JCHEM_PKA_STRONGEST_ACIDIC>
12.214883401202451

> <JCHEM_PKA_STRONGEST_BASIC>
-4.017008979119777

> <JCHEM_POLAR_SURFACE_AREA>
54.37

> <JCHEM_REFRACTIVITY>
93.80229999999997

> <JCHEM_ROTATABLE_BOND_COUNT>
1

> <JCHEM_RULE_OF_FIVE>
1

> <ALOGPS_SOLUBILITY>
2.41e-02 g/l

> <JCHEM_TRADITIONAL_IUPAC>
(1R,3aS,3bR,9aR,9bS,11aS)-1-acetyl-1-hydroxy-11a-methyl-2-methylidene-3H,3aH,3bH,4H,5H,8H,9H,9aH,9bH,10H,11H-cyclopenta[a]phenanthren-7-one

> <JCHEM_VEBER_RULE>
0

> <DRUGBANK_ID>
DB14584

> <DRUG_GROUPS>
experimental

> <GENERIC_NAME>
Segesterone

> <SYNONYMS>
17-Hydroxy-16-methylene-19-norpregn-4-ene-3,20-dione; 17alpha-Deacetyl-Nestorone; Nestorone alcohol; Segesterone

$$$$