Mrv1572004121616452D          

 28 31  0  0  1  0            999 V2000
    7.7832    1.5550    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    2.0939   -1.5843    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    2.8068   -1.9996    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
    7.2561    0.5186    0.0000 C   0  0  1  0  0  0  0  0  0  0  0  0
    7.2561   -0.3064    0.0000 C   0  0  2  0  0  0  0  0  0  0  0  0
    6.5417   -0.7189    0.0000 C   0  0  1  0  0  0  0  0  0  0  0  0
    5.8272   -0.3064    0.0000 C   0  0  2  0  0  0  0  0  0  0  0  0
    8.0367    0.7700    0.0000 C   0  0  2  0  0  0  0  0  0  0  0  0
    6.5417    0.9311    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    8.0367   -0.5579    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.8272    0.5186    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.0765   -0.7246    0.0000 C   0  0  2  0  0  0  0  0  0  0  0  0
    8.5182    0.1061    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.5549   -1.5782    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    7.2561    1.3436    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.8140   -2.0136    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.0698   -1.5839    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.3118   -0.2592    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.5417    1.7561    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    8.7051    1.2538    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.5298   -0.6948    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.2981   -2.0374    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.5229   -1.5899    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    9.3733    1.7375    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    7.3260   -0.9628    0.0000 H   0  0  0  0  0  0  0  0  0  0  0  0
    7.1158   -1.0445    0.0000 H   0  0  0  0  0  0  0  0  0  0  0  0
    6.3988    0.0236    0.0000 H   0  0  0  0  0  0  0  0  0  0  0  0
    5.0892   -0.0647    0.0000 H   0  0  0  0  0  0  0  0  0  0  0  0
  8  1  1  1  0  0  0
  2  3  1  0  0  0  0
  3 23  2  3  0  0  0
  4  5  1  0  0  0  0
  4  8  1  0  0  0  0
  4  9  1  0  0  0  0
  4 15  1  1  0  0  0
  5  6  1  0  0  0  0
  5 10  1  0  0  0  0
  5 25  1  6  0  0  0
  6  7  1  0  0  0  0
  6 14  1  0  0  0  0
  6 26  1  1  0  0  0
  7 11  1  0  0  0  0
  7 12  1  0  0  0  0
  7 27  1  6  0  0  0
  8 13  1  0  0  0  0
  8 20  1  0  0  0  0
  9 11  1  0  0  0  0
 10 13  1  0  0  0  0
 12 17  1  0  0  0  0
 12 18  1  0  0  0  0
 12 28  1  1  0  0  0
 14 16  1  0  0  0  0
 15 19  1  0  0  0  0
 16 17  1  0  0  0  0
 17 22  2  0  0  0  0
 18 21  1  0  0  0  0
 20 24  3  0  0  0  0
 21 23  1  0  0  0  0
 22 23  1  0  0  0  0
M  END
> <DATABASE_ID>
DB06713

> <DATABASE_NAME>
drugbank

> <SMILES>
[H][C@@]12CC[C@@](O)(C#C)[C@@]1(CC)CC[C@]1([H])[C@@]3([H])CCC(C=C3CC[C@@]21[H])=NO

> <INCHI_IDENTIFIER>
InChI=1S/C21H29NO2/c1-3-20-11-9-17-16-8-6-15(22-24)13-14(16)5-7-18(17)19(20)10-12-21(20,23)4-2/h2,13,16-19,23-24H,3,5-12H2,1H3/t16-,17+,18+,19-,20-,21-/m0/s1

> <INCHI_KEY>
ISHXLNHNDMZNMC-XUDSTZEESA-N

> <FORMULA>
C21H29NO2

> <MOLECULAR_WEIGHT>
327.468

> <EXACT_MASS>
327.219829178

> <JCHEM_ACCEPTOR_COUNT>
3

> <JCHEM_ATOM_COUNT>
53

> <JCHEM_AVERAGE_POLARIZABILITY>
38.40137486940553

> <JCHEM_BIOAVAILABILITY>
1

> <JCHEM_DONOR_COUNT>
2

> <JCHEM_FORMAL_CHARGE>
0

> <JCHEM_GHOSE_FILTER>
1

> <JCHEM_IUPAC>
(1S,2R,10R,11S,14R,15S)-15-ethyl-14-ethynyl-5-(hydroxyimino)tetracyclo[8.7.0.0²,⁷.0¹¹,¹⁵]heptadec-6-en-14-ol

> <ALOGPS_LOGP>
3.18

> <JCHEM_LOGP>
3.671276388333333

> <ALOGPS_LOGS>
-4.73

> <JCHEM_MDDR_LIKE_RULE>
0

> <JCHEM_NUMBER_OF_RINGS>
4

> <JCHEM_PHYSIOLOGICAL_CHARGE>
0

> <JCHEM_PKA>
17.909290746374918

> <JCHEM_PKA_STRONGEST_ACIDIC>
11.466128004560874

> <JCHEM_PKA_STRONGEST_BASIC>
3.115281896892417

> <JCHEM_POLAR_SURFACE_AREA>
52.82

> <JCHEM_REFRACTIVITY>
95.8472

> <JCHEM_ROTATABLE_BOND_COUNT>
1

> <JCHEM_RULE_OF_FIVE>
1

> <ALOGPS_SOLUBILITY>
6.05e-03 g/l

> <JCHEM_TRADITIONAL_IUPAC>
norelgestromin

> <JCHEM_VEBER_RULE>
0

> <DRUGBANK_ID>
DB06713

> <DRUG_GROUPS>
approved; investigational

> <GENERIC_NAME>
Norelgestromin

> <SYNONYMS>
17-Deacetylnorgestimate; 17-Deacylnorgestimate; 18-Methylnorethindrone oxime; D-Norgestrel 3-oxime; Deacetylnorgestimate; Levonorgestrel 3-oxime; Levonorgestrel oxime; Norelgestromin; Norelgestromina; Norplant 3-oxime

> <PRODUCTS>
Evra; Evra -(6/0.75); Norelgestromin and Ethinly Estradiol; Norelgestromin and Ethinyl Estradiol; Ortho Evra; Xulane; Zafemy

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