Mrv1718008281818362D          

 24 27  0  0  0  0            999 V2000
   -0.5197   -0.1999    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.2395   -0.6031    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.8897    0.6264    0.0000 C   0  0  2  0  0  0  0  0  0  0  0  0
   -1.2395   -1.4194    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.1599   -0.5298    0.0000 C   0  0  2  0  0  0  0  0  0  0  0  0
    0.8897   -0.1899    0.0000 C   0  0  2  0  0  0  0  0  0  0  0  0
   -0.5031    0.6164    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.1866    1.0296    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.8193    0.9463    0.0000 C   0  0  2  0  0  0  0  0  0  0  0  0
   -1.9592   -1.8493    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.5991    1.3961    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.9692   -0.2132    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.1599   -1.4028    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.9193   -0.4332    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.4188    1.8693    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.5197   -1.8327    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.6790   -1.4428    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.3292    0.3099    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.4187   -1.8693    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   -2.6624   -0.6031    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.6261    1.8693    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    0.8897    1.4295    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.4395   -1.0030    0.0000 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.1866    0.2465    0.0000 H   0  0  0  0  0  0  0  0  0  0  0  0
  2  1  2  0  0  0  0
  3  8  1  0  0  0  0
  4  2  1  0  0  0  0
  5  1  1  0  0  0  0
  6  5  1  0  0  0  0
  7  1  1  0  0  0  0
  8  7  2  0  0  0  0
  9  3  1  0  0  0  0
 10  4  2  0  0  0  0
  9 11  1  6  0  0  0
 12  2  1  0  0  0  0
 13  5  1  0  0  0  0
 14  6  1  0  0  0  0
 15 11  3  0  0  0  0
 16 13  1  0  0  0  0
 17 20  1  0  0  0  0
 18 14  1  0  0  0  0
 19 17  2  0  0  0  0
 20 12  1  0  0  0  0
  9 21  1  1  0  0  0
  3 22  1  1  0  0  0
  6 23  1  6  0  0  0
  5 24  1  1  0  0  0
  6  3  1  0  0  0  0
  4 16  1  0  0  0  0
  9 18  1  0  0  0  0
 10 17  1  0  0  0  0
M  END
> <DATABASE_ID>
DB13563

> <DATABASE_NAME>
drugbank

> <SMILES>
[H][C@@]12CC[C@@](O)(C#C)[C@@]1(C)C=CC1=C3CCC(=O)C=C3CC[C@@]21[H]

> <INCHI_IDENTIFIER>
InChI=1S/C20H22O2/c1-3-20(22)11-9-18-17-6-4-13-12-14(21)5-7-15(13)16(17)8-10-19(18,20)2/h1,8,10,12,17-18,22H,4-7,9,11H2,2H3/t17-,18+,19+,20+/m1/s1

> <INCHI_KEY>
GVDMJXQHPUYPHP-FYQPLNBISA-N

> <FORMULA>
C20H22O2

> <MOLECULAR_WEIGHT>
294.394

> <EXACT_MASS>
294.161979948

> <JCHEM_ACCEPTOR_COUNT>
2

> <JCHEM_ATOM_COUNT>
44

> <JCHEM_AVERAGE_POLARIZABILITY>
33.611957095875056

> <JCHEM_BIOAVAILABILITY>
1

> <JCHEM_DONOR_COUNT>
1

> <JCHEM_FORMAL_CHARGE>
0

> <JCHEM_GHOSE_FILTER>
1

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

> <ALOGPS_LOGP>
2.97

> <JCHEM_LOGP>
2.406068974666666

> <ALOGPS_LOGS>
-4.41

> <JCHEM_MDDR_LIKE_RULE>
0

> <JCHEM_NUMBER_OF_RINGS>
4

> <JCHEM_PHYSIOLOGICAL_CHARGE>
0

> <JCHEM_PKA>
18.399148350515308

> <JCHEM_PKA_STRONGEST_ACIDIC>
17.57471879920271

> <JCHEM_PKA_STRONGEST_BASIC>
-1.672287846725102

> <JCHEM_POLAR_SURFACE_AREA>
37.3

> <JCHEM_REFRACTIVITY>
89.12449999999998

> <JCHEM_ROTATABLE_BOND_COUNT>
0

> <JCHEM_RULE_OF_FIVE>
1

> <ALOGPS_SOLUBILITY>
1.13e-02 g/l

> <JCHEM_TRADITIONAL_IUPAC>
planor

> <JCHEM_VEBER_RULE>
1

> <DRUGBANK_ID>
DB13563

> <DRUG_GROUPS>
experimental

> <GENERIC_NAME>
Norgestrienone

> <SYNONYMS>
Norgestrienone

$$$$