Mrv1718008301812072D          

 27 31  0  0  0  0            999 V2000
   -0.9919    0.0929    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.7065   -0.3196    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.7065   -1.1447    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.9919   -1.5571    0.0000 C   0  0  2  0  0  0  0  0  0  0  0  0
   -0.2775   -1.1447    0.0000 C   0  0  1  0  0  0  0  0  0  0  0  0
   -0.2775   -0.3196    0.0000 C   0  0  1  0  0  0  0  0  0  0  0  0
    0.4368    0.0929    0.0000 C   0  0  2  0  0  0  0  0  0  0  0  0
    0.4368   -1.5571    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.1514   -1.1447    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.1514   -0.3196    0.0000 C   0  0  1  0  0  0  0  0  0  0  0  0
    1.1514    1.3304    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.4368    0.9179    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.8658    0.0929    0.0000 C   0  0  1  0  0  0  0  0  0  0  0  0
    1.8658    0.9179    0.0000 C   0  0  1  0  0  0  0  0  0  0  0  0
    2.6505    1.1728    0.0000 C   0  0  2  0  0  0  0  0  0  0  0  0
    2.6505   -0.1620    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.1354    0.5053    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.4208   -1.5571    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   -2.4208    0.0928    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.1353    0.5053    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
   -0.2775   -1.9696    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    0.4368   -0.7320    0.0000 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.8658   -0.7320    0.0000 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.2775    0.5053    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.8658    1.7429    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.8640    1.9697    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    1.1514    0.5053    0.0000 H   0  0  0  0  0  0  0  0  0  0  0  0
  1  2  1  0  0  0  0
  2  3  2  0  0  0  0
  3  4  1  0  0  0  0
  4  5  1  0  0  0  0
  1  6  1  0  0  0  0
  7  6  1  0  0  0  0
  6  5  1  0  0  0  0
  5  8  1  0  0  0  0
  8  9  1  0  0  0  0
  9 10  1  0  0  0  0
 10 13  1  0  0  0  0
  7 10  1  0  0  0  0
 12  7  1  0  0  0  0
 11 12  1  0  0  0  0
 11 14  1  0  0  0  0
 13 16  1  0  0  0  0
 14 13  1  0  0  0  0
 15 14  1  0  0  0  0
 16 17  1  0  0  0  0
 15 17  1  0  0  0  0
  3 18  1  0  0  0  0
  2 19  1  0  0  0  0
 19 20  3  0  0  0  0
  5 21  1  6  0  0  0
  4 21  1  6  0  0  0
  7 22  1  6  0  0  0
 13 23  1  6  0  0  0
  6 24  1  1  0  0  0
 14 25  1  1  0  0  0
 15 26  1  1  0  0  0
 10 27  1  1  0  0  0
M  END
> <DATABASE_ID>
DB01108

> <DATABASE_NAME>
drugbank

> <SMILES>
[H][C@@]12CC[C@H](O)[C@@]1(C)CC[C@@]1([H])[C@@]2([H])CC[C@@]23O[C@@H]2C(O)=C(C[C@]13C)C#N

> <INCHI_IDENTIFIER>
InChI=1S/C20H27NO3/c1-18-7-6-14-12(13(18)3-4-15(18)22)5-8-20-17(24-20)16(23)11(10-21)9-19(14,20)2/h12-15,17,22-23H,3-9H2,1-2H3/t12-,13-,14-,15-,17+,18-,19+,20+/m0/s1

> <INCHI_KEY>
KVJXBPDAXMEYOA-CXANFOAXSA-N

> <FORMULA>
C20H27NO3

> <MOLECULAR_WEIGHT>
329.4333

> <EXACT_MASS>
329.199093735

> <JCHEM_ACCEPTOR_COUNT>
4

> <JCHEM_ATOM_COUNT>
51

> <JCHEM_AVERAGE_POLARIZABILITY>
36.80893647467444

> <JCHEM_BIOAVAILABILITY>
1

> <JCHEM_DONOR_COUNT>
2

> <JCHEM_FORMAL_CHARGE>
0

> <JCHEM_GHOSE_FILTER>
1

> <JCHEM_IUPAC>
(1S,2R,6R,8S,11S,12S,15S,16S)-5,15-dihydroxy-2,16-dimethyl-7-oxapentacyclo[9.7.0.0^{2,8}.0^{6,8}.0^{12,16}]octadec-4-ene-4-carbonitrile

> <ALOGPS_LOGP>
2.41

> <JCHEM_LOGP>
2.300783866666666

> <ALOGPS_LOGS>
-3.75

> <JCHEM_MDDR_LIKE_RULE>
0

> <JCHEM_NUMBER_OF_RINGS>
5

> <JCHEM_PHYSIOLOGICAL_CHARGE>
-1

> <JCHEM_PKA>
19.3777053517066

> <JCHEM_PKA_STRONGEST_ACIDIC>
5.231169871976814

> <JCHEM_PKA_STRONGEST_BASIC>
-0.8838175253814861

> <JCHEM_POLAR_SURFACE_AREA>
76.78

> <JCHEM_REFRACTIVITY>
90.17459999999998

> <JCHEM_ROTATABLE_BOND_COUNT>
0

> <JCHEM_RULE_OF_FIVE>
1

> <ALOGPS_SOLUBILITY>
5.92e-02 g/l

> <JCHEM_TRADITIONAL_IUPAC>
(1S,2R,6R,8S,11S,12S,15S,16S)-5,15-dihydroxy-2,16-dimethyl-7-oxapentacyclo[9.7.0.0^{2,8}.0^{6,8}.0^{12,16}]octadec-4-ene-4-carbonitrile

> <JCHEM_VEBER_RULE>
0

> <DRUGBANK_ID>
DB01108

> <SECONDARY_ACCESSION_NUMBERS>
APRD01276

> <DRUG_GROUPS>
approved; investigational; vet_approved; withdrawn

> <GENERIC_NAME>
Trilostane

> <SYNONYMS>
Trilostane; Trilostano; Trilostanum

> <INTERNATIONAL_BRANDS>
Desopan; Modrastane; Modrenal

$$$$