957
  Mrv0541 02231215082D          

 31 34  0  0  1  0            999 V2000
    8.7053    0.8591    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    9.5431   -0.2985    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    2.0940   -1.9791    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    2.8069   -2.3944    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
    7.2563    0.1238    0.0000 C   0  0  1  0  0  0  0  0  0  0  0  0
    7.2563   -0.7012    0.0000 C   0  0  2  0  0  0  0  0  0  0  0  0
    6.5418   -1.1137    0.0000 C   0  0  1  0  0  0  0  0  0  0  0  0
    5.8274   -0.7012    0.0000 C   0  0  2  0  0  0  0  0  0  0  0  0
    8.0369    0.3753    0.0000 C   0  0  2  0  0  0  0  0  0  0  0  0
    6.5418    0.5363    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    8.0369   -0.9526    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.8274    0.1238    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    8.5184   -0.2887    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.0766   -1.1193    0.0000 C   0  0  2  0  0  0  0  0  0  0  0  0
    6.5550   -1.9729    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    7.2563    0.9489    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.8142   -2.4083    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.0699   -1.9786    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.3119   -0.6539    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    7.7834    1.1604    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.5418    1.3614    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.5298   -1.0895    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.2982   -2.4322    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.5230   -1.9846    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    9.4583    0.5222    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    7.5298    1.9454    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   10.1266    1.0059    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    7.3262   -1.3575    0.0000 H   0  0  0  0  0  0  0  0  0  0  0  0
    7.1159   -1.4392    0.0000 H   0  0  0  0  0  0  0  0  0  0  0  0
    6.3989   -0.3712    0.0000 H   0  0  0  0  0  0  0  0  0  0  0  0
    5.0893   -0.4595    0.0000 H   0  0  0  0  0  0  0  0  0  0  0  0
  9  1  1  1  0  0  0
  1 25  1  0  0  0  0
  2 25  2  0  0  0  0
  3  4  1  0  0  0  0
  4 24  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 16  1  1  0  0  0
  6  7  1  0  0  0  0
  6 11  1  0  0  0  0
  6 28  1  6  0  0  0
  7  8  1  0  0  0  0
  7 15  1  0  0  0  0
  7 29  1  1  0  0  0
  8 12  1  0  0  0  0
  8 14  1  0  0  0  0
  8 30  1  6  0  0  0
  9 13  1  0  0  0  0
  9 20  1  0  0  0  0
 10 12  1  0  0  0  0
 11 13  1  0  0  0  0
 14 18  1  0  0  0  0
 14 19  1  0  0  0  0
 14 31  1  1  0  0  0
 15 17  1  0  0  0  0
 16 21  1  0  0  0  0
 17 18  1  0  0  0  0
 18 23  2  0  0  0  0
 19 22  1  0  0  0  0
 20 26  3  0  0  0  0
 22 24  1  0  0  0  0
 23 24  1  0  0  0  0
 25 27  1  0  0  0  0
M  END
> <DATABASE_ID>
DB00957

> <DATABASE_NAME>
drugbank

> <SMILES>
[H][C@@]12CC[C@@](OC(C)=O)(C#C)[C@@]1(CC)CC[C@]1([H])[C@@]3([H])CC\C(C=C3CC[C@@]21[H])=N/O

> <INCHI_IDENTIFIER>
InChI=1S/C23H31NO3/c1-4-22-12-10-19-18-9-7-17(24-26)14-16(18)6-8-20(19)21(22)11-13-23(22,5-2)27-15(3)25/h2,14,18-21,26H,4,6-13H2,1,3H3/b24-17+/t18-,19+,20+,21-,22-,23-/m0/s1

> <INCHI_KEY>
InChIKey=KIQQMECNKUGGKA-NMYWJIRASA-N

> <JCHEM_ACCEPTOR_COUNT>
3

> <JCHEM_AVERAGE_POLARIZABILITY>
42.82406406020445

> <JCHEM_BIOAVAILABILITY>
1

> <JCHEM_DONOR_COUNT>
1

> <JCHEM_EXACT_MASS>
369.230393863

> <JCHEM_FORMAL_CHARGE>
0

> <JCHEM_FORMULA>
C23H31NO3

> <JCHEM_GHOSE_FILTER>
1

> <JCHEM_IUPAC>
(1S,2R,5E,10R,11S,14R,15S)-15-ethyl-14-ethynyl-5-(hydroxyimino)tetracyclo[8.7.0.0^{2,7}.0^{11,15}]heptadec-6-en-14-yl acetate

> <ALOGPS_LOGP>
3.80

> <JCHEM_LOGP>
4.112401798666667

> <ALOGPS_LOGS>
-4.84

> <JCHEM_MASS>
369.4971

> <JCHEM_MDDR_LIKE_RULE>
0

> <JCHEM_NUMBER_OF_RINGS>
4

> <JCHEM_PHYSIOLOGICAL_CHARGE>
0

> <JCHEM_PKA_STRONGEST_ACIDIC>
11.46612800448324

> <JCHEM_PKA_STRONGEST_BASIC>
3.1146409641686694

> <JCHEM_POLAR_SURFACE_AREA>
58.89

> <JCHEM_REFRACTIVITY>
104.9987

> <JCHEM_ROTATABLE_BOND_COUNT>
3

> <JCHEM_RULE_OF_FIVE>
1

> <ALOGPS_SOLUBILITY>
5.31e-03 g/l

> <JCHEM_TRADITIONAL_IUPAC>
norgestimate

> <JCHEM_VEBER_RULE>
0

> <DRUGBANK_ID>
DB00957

> <DRUG_GROUPS>
approved

> <GENERIC_NAME>
Norgestimate

> <SYNONYMS>
Dexnorgestrel Acetime; Norgestimato; Norgestimatum

$$$$