Mrv1572009231512172D          

 25 28  0  0  0  0            999 V2000
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    0.2736   -0.9524    0.0000 C   0  0  1  0  0  0  0  0  0  0  0  0
   -0.3957    0.3024    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.1485   -0.9524    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.2736   -1.7473    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.3155    0.6788    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.1485   -1.7473    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.8178   -0.5343    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.4374   -2.1656    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.8178   -2.1656    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.5290   -0.9524    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.5290   -1.7473    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.2402   -2.1656    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    0.2736   -0.0321    0.0000 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.0266    1.2645    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.0685   -1.3708    0.0000 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.8112    0.5155    0.0000 C   0  0  1  0  0  0  0  0  0  0  0  0
    1.0266    0.2606    0.0000 C   0  0  2  0  0  0  0  0  0  0  0  0
    1.0267   -0.5343    0.0000 C   0  0  1  0  0  0  0  0  0  0  0  0
    1.8113   -0.8192    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.2962   -0.1517    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.8112    1.3405    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.5257    1.7530    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.2402    2.1656    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
    2.5257    0.9280    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
  1  2  1  0  0  0  0
  1  3  1  0  0  0  0
  1  4  2  0  0  0  0
  2  5  1  0  0  0  0
  3  6  1  0  0  0  0
  4  7  1  0  0  0  0
  4  8  1  0  0  0  0
  5  9  1  0  0  0  0
  7 10  2  0  0  0  0
  8 11  1  0  0  0  0
 10 12  1  0  0  0  0
 12 13  2  0  0  0  0
  6 18  1  0  0  0  0
  7  9  1  0  0  0  0
 11 12  1  0  0  0  0
  2 14  1  1  0  0  0
 18 15  1  1  0  0  0
  2 19  1  0  0  0  0
 19 16  1  6  0  0  0
 17 18  1  0  0  0  0
 19 20  1  0  0  0  0
 20 21  1  0  0  0  0
 17 21  1  0  0  0  0
 18 19  1  0  0  0  0
 17 22  1  0  0  0  0
 22 23  1  0  0  0  0
 23 24  3  0  0  0  0
 17 25  1  1  0  0  0
M  END
> <DATABASE_ID>
DB09123

> <DATABASE_NAME>
drugbank

> <SMILES>
[H][C@@]12CC[C@@](O)(CC#N)[C@@]1(C)CCC1=C3CCC(=O)C=C3CC[C@@]21[H]

> <INCHI_IDENTIFIER>
InChI=1S/C20H25NO2/c1-19-8-6-16-15-5-3-14(22)12-13(15)2-4-17(16)18(19)7-9-20(19,23)10-11-21/h12,17-18,23H,2-10H2,1H3/t17-,18+,19+,20-/m1/s1

> <INCHI_KEY>
AZFLJNIPTRTECV-FUMNGEBKSA-N

> <FORMULA>
C20H25NO2

> <MOLECULAR_WEIGHT>
311.425

> <EXACT_MASS>
311.188529049

> <JCHEM_ACCEPTOR_COUNT>
3

> <JCHEM_ATOM_COUNT>
48

> <JCHEM_AVERAGE_POLARIZABILITY>
35.40287858877372

> <JCHEM_BIOAVAILABILITY>
1

> <JCHEM_DONOR_COUNT>
1

> <JCHEM_FORMAL_CHARGE>
0

> <JCHEM_GHOSE_FILTER>
1

> <JCHEM_IUPAC>
2-[(10S,11S,14R,15S)-14-hydroxy-15-methyl-5-oxotetracyclo[8.7.0.0²,⁷.0¹¹,¹⁵]heptadeca-1,6-dien-14-yl]acetonitrile

> <ALOGPS_LOGP>
3.37

> <JCHEM_LOGP>
2.3128524966666664

> <ALOGPS_LOGS>
-3.61

> <JCHEM_MDDR_LIKE_RULE>
0

> <JCHEM_NUMBER_OF_RINGS>
4

> <JCHEM_PHYSIOLOGICAL_CHARGE>
0

> <JCHEM_PKA>
19.07162056181955

> <JCHEM_PKA_STRONGEST_ACIDIC>
13.782008931749019

> <JCHEM_PKA_STRONGEST_BASIC>
-3.3315483145965494

> <JCHEM_POLAR_SURFACE_AREA>
61.09

> <JCHEM_REFRACTIVITY>
90.19099999999999

> <JCHEM_ROTATABLE_BOND_COUNT>
1

> <JCHEM_RULE_OF_FIVE>
1

> <ALOGPS_SOLUBILITY>
7.61e-02 g/l

> <JCHEM_TRADITIONAL_IUPAC>
dienogest

> <JCHEM_VEBER_RULE>
0

> <DRUGBANK_ID>
DB09123

> <DRUG_GROUPS>
approved

> <GENERIC_NAME>
Dienogest

> <SYNONYMS>
17-alpha-Cyanomethyl-17-beta-hydroxy-estra-4,9(10)-dien-3-one; 17alpha-17-Hydroxy-3-oxo-19-norpregna-4,9-diene-21-nitrile; Dienogest; Dienogestril; Dienogestum; Endometrion

> <PRODUCTS>
Aspen-dienogest; Estradiol Valerate and Estradiol Valerate/Dienogest; Jamp Dienogest; M-dienogest; Mar-dienogest; Natazia; Visanne

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