1357
  Mrv0541 02231215242D          

 26 29  0  0  1  0            999 V2000
    7.3392    1.5550    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    2.3629   -1.9996    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    6.8122    0.5186    0.0000 C   0  0  1  0  0  0  0  0  0  0  0  0
    6.8122   -0.3064    0.0000 C   0  0  2  0  0  0  0  0  0  0  0  0
    6.0977   -0.7189    0.0000 C   0  0  1  0  0  0  0  0  0  0  0  0
    7.5928    0.7700    0.0000 C   0  0  2  0  0  0  0  0  0  0  0  0
    5.3832   -0.3064    0.0000 C   0  0  2  0  0  0  0  0  0  0  0  0
    6.0977    0.9311    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    7.5928   -0.5579    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.3832    0.5186    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    8.0743    0.1061    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.1109   -1.5782    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.8122    1.3436    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.6325   -0.7246    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.3701   -2.0136    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.6259   -1.5839    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    8.2611    1.2538    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.8678   -0.2592    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.8542   -2.0374    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.0858   -0.6948    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.0789   -1.5899    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    8.9294    1.7375    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.6500   -1.5843    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.8820   -0.9628    0.0000 H   0  0  0  0  0  0  0  0  0  0  0  0
    6.6718   -1.0445    0.0000 H   0  0  0  0  0  0  0  0  0  0  0  0
    5.9548    0.0236    0.0000 H   0  0  0  0  0  0  0  0  0  0  0  0
  6  1  1  1  0  0  0
  2 21  1  0  0  0  0
  2 23  1  0  0  0  0
  3  4  1  0  0  0  0
  3  6  1  0  0  0  0
  3  8  1  0  0  0  0
  3 13  1  1  0  0  0
  4  5  1  0  0  0  0
  4  9  1  0  0  0  0
  4 24  1  6  0  0  0
  5  7  1  0  0  0  0
  5 12  1  0  0  0  0
  5 25  1  1  0  0  0
  6 11  1  0  0  0  0
  6 17  1  0  0  0  0
  7 10  1  0  0  0  0
  7 14  1  0  0  0  0
  7 26  1  6  0  0  0
  8 10  1  0  0  0  0
  9 11  1  0  0  0  0
 12 15  1  0  0  0  0
 14 16  2  0  0  0  0
 14 18  1  0  0  0  0
 15 16  1  0  0  0  0
 16 19  1  0  0  0  0
 17 22  3  0  0  0  0
 18 20  2  0  0  0  0
 19 21  2  0  0  0  0
 20 21  1  0  0  0  0
M  END
> <DRUGBANK_ID>
DB01357

> <DRUG_GROUPS>
approved

> <GENERIC_NAME>
Mestranol

> <CHEMICAL_FORMULA>
C21H26O2

> <MOLECULAR_WEIGHT>
310.4299

> <EXACT_MASS>
310.193280076

> <IUPAC_NAME>
(1S,10R,11S,14R,15S)-14-ethynyl-5-methoxy-15-methyltetracyclo[8.7.0.0^{2,7}.0^{11,15}]heptadeca-2(7),3,5-trien-14-ol

> <INCHI_IDENTIFIER>
InChI=1S/C21H26O2/c1-4-21(22)12-10-19-18-7-5-14-13-15(23-3)6-8-16(14)17(18)9-11-20(19,21)2/h1,6,8,13,17-19,22H,5,7,9-12H2,2-3H3/t17-,18-,19+,20+,21+/m1/s1

> <INCHI_KEY>
InChIKey=IMSSROKUHAOUJS-MJCUULBUSA-N

> <SMILES>
COC1=CC2=C(C=C1)[C@H]1CC[C@@]3(C)[C@@H](CC[C@@]3(O)C#C)[C@@H]1CC2

> <JCHEM_ACCEPTOR_COUNT>
2

> <JCHEM_DONOR_COUNT>
1

> <ALOGPS_LOGP>
3.89

> <JCHEM_LOGP>
4.04

> <ALOGPS_LOGS>
-4.9

> <JCHEM_POLARIZABILITY>
36.71

> <JCHEM_POLAR_SURFACE_AREA>
29.46

> <JCHEM_REFRACTIVITY>
91.86

> <JCHEM_ROTATABLE_BOND_COUNT>
1

> <ALOGPS_SOLUBILITY>
3.77e-03 g/l

$$$$