Mrv1718009051813052D          

 31 34  0  0  0  0            999 V2000
    2.1785   -1.0011    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.6794   -1.9837    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.1785    0.3337    0.0000 C   0  0  2  0  0  0  0  0  0  0  0  0
    0.6794    0.4912    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.6633   -0.3337    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.7496   -1.1587    0.0000 C   0  0  2  0  0  0  0  0  0  0  0  0
   -0.0350    0.0787    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.0350   -2.3962    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.7496   -1.9837    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.4641   -0.7462    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.4641   -2.3962    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.1785   -1.1587    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.6794   -1.1587    0.0000 C   0  0  2  0  0  0  0  0  0  0  0  0
    0.6794   -0.3337    0.0000 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.0350   -0.7462    0.0000 C   0  0  1  0  0  0  0  0  0  0  0  0
   -0.0350   -1.5712    0.0000 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.3938    0.0787    0.0000 C   0  0  2  0  0  0  0  0  0  0  0  0
    1.3938    0.9037    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.3938   -0.7462    0.0000 C   0  0  1  0  0  0  0  0  0  0  0  0
    1.3938   -1.5712    0.0000 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.1785   -1.9837    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.7496   -0.3337    0.0000 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.8930    0.7462    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.1785    1.1587    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    3.6074    1.1587    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.8930   -2.3962    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
    0.6792    1.3162    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.1785    1.9837    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.8930    2.3962    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.4640    2.3962    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   -3.6074   -1.9837    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
 19 13  1  0  0  0  0
 19 17  1  0  0  0  0
 19  1  1  0  0  0  0
 13 15  1  0  0  0  0
 13  2  1  0  0  0  0
 17  3  1  0  0  0  0
 17  4  1  0  0  0  0
  5  1  1  0  0  0  0
 15  6  1  0  0  0  0
 15  7  1  0  0  0  0
  2  8  1  0  0  0  0
  6  9  1  0  0  0  0
  6 10  1  0  0  0  0
  9 11  2  0  0  0  0
 10 12  1  0  0  0  0
 11 21  1  0  0  0  0
  3  5  1  0  0  0  0
  4  7  1  0  0  0  0
  8  9  1  0  0  0  0
 12 21  1  0  0  0  0
 13 14  1  1  0  0  0
 15 16  1  6  0  0  0
 17 18  1  1  0  0  0
 19 20  1  6  0  0  0
  6 22  1  1  0  0  0
  3 23  1  6  0  0  0
  3 24  1  1  0  0  0
 23 25  3  0  0  0  0
 21 26  2  0  0  0  0
 18 27  1  0  0  0  0
 24 28  1  0  0  0  0
 28 29  1  0  0  0  0
 28 30  2  0  0  0  0
 26 31  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>
KIQQMECNKUGGKA-NMYWJIRASA-N

> <FORMULA>
C23H31NO3

> <MOLECULAR_WEIGHT>
369.4971

> <EXACT_MASS>
369.230393863

> <JCHEM_ACCEPTOR_COUNT>
3

> <JCHEM_ATOM_COUNT>
58

> <JCHEM_AVERAGE_POLARIZABILITY>
42.78834941388021

> <JCHEM_BIOAVAILABILITY>
1

> <JCHEM_DONOR_COUNT>
1

> <JCHEM_FORMAL_CHARGE>
0

> <JCHEM_GHOSE_FILTER>
1

> <JCHEM_IUPAC>
(1R,3aS,3bR,7E,9aR,9bS,11aS)-11a-ethyl-1-ethynyl-7-(hydroxyimino)-1H,2H,3H,3aH,3bH,4H,5H,7H,8H,9H,9aH,9bH,10H,11H,11aH-cyclopenta[a]phenanthren-1-yl acetate

> <ALOGPS_LOGP>
3.80

> <JCHEM_LOGP>
4.112401798666667

> <ALOGPS_LOGS>
-4.84

> <JCHEM_MDDR_LIKE_RULE>
0

> <JCHEM_NUMBER_OF_RINGS>
4

> <JCHEM_PHYSIOLOGICAL_CHARGE>
0

> <JCHEM_PKA_STRONGEST_ACIDIC>
11.466127991383912

> <JCHEM_PKA_STRONGEST_BASIC>
3.114640964168669

> <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

> <SECONDARY_ACCESSION_NUMBERS>
APRD00569

> <DRUG_GROUPS>
approved; investigational

> <GENERIC_NAME>
Norgestimate

> <SYNONYMS>
(+)-13-Ethyl-17-hydroxy-18,19-dinor-17α-pregn-4-en-20-yn-3-one oxime acetate (ester); (17α)-17-(Acetyloxy)-13-ethyl-18,19-dinorpregn-4-en-20-yn-3-one 3-oxime; d-13β-Ethyl-17α-ethynyl-17β-acetoxygon-4-en-3-one oxime; Dexnorgestrel Acetime; Norgestimate; Norgestimato; Norgestimatum

> <PRODUCTS>
Centrisa 21; Centrisa 28; Centrisa Lo 21; Centrisa Lo 28; Cyclen Tablets (21 Day); Cyclen Tablets (28 Day); Estarylla; Femynor; Mili; Mono-Linyah; MonoNessa; Norgestimate and Ethinyl Estradiol; Norgestimate and ethinyl estradiol; Nymyo; ORTHO TRI CYCLEN Lo; Ortho Cyclen; Ortho Tri Cyclen; Ortho Tri-Cyclen; Prefest; Prefesta; Previfem; Previfem (21day); Previfem (28day); Sarensis 21; Sarensis 28; Sprintec; Tri Femynor; Tri-Estarylla; Tri-LO-marzia; Tri-Linyah; Tri-Lo- Estarylla; Tri-Lo-Mili; Tri-Lo-Sprintec; Tri-Mili; Tri-Nymyo; Tri-Previfem; Tri-Sprintec; Tri-VyLibra; Tri-VyLibra Lo; Tri-cira 21; Tri-cira 28; Tri-cira Lo 21; Tri-cira Lo 28; Tri-cyclen Lo (21 Day); Tri-cyclen Lo (28 Day); Tri-cyclen Tablets - 21-day; Tri-cyclen Tablets - 28-day; Tri-jordyna 21; Tri-jordyna 28; Tri-lena 21; Tri-lena 28; Tri-lena Lo 21; Tri-lena Lo 28; Tri-previfem (21 Day); Tri-previfem (28 Day); TriNessa; TriNessa Lo; VyLibra

$$$$