1046
  Mrv0541 02231215122D          

 29 30  0  0  1  0            999 V2000
    4.1251   -1.2943    0.0000 F   0  0  0  0  0  0  0  0  0  0  0  0
    3.8430   -2.8947    0.0000 F   0  0  0  0  0  0  0  0  0  0  0  0
    5.6646   -2.5318    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    4.8069   -2.9319    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    8.4663   -1.7068    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   11.4140    2.7744    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   10.0558    3.2183    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    6.3791   -1.2943    0.0000 C   0  0  1  0  0  0  0  0  0  0  0  0
    6.3791   -2.1193    0.0000 C   0  0  1  0  0  0  0  0  0  0  0  0
    7.1598   -1.0429    0.0000 C   0  0  1  0  0  0  0  0  0  0  0  0
    5.6646   -0.8818    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    7.1598   -2.3708    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.9501   -2.1193    0.0000 C   0  0  2  0  0  0  0  0  0  0  0  0
    4.9501   -1.2943    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    7.6412   -1.7068    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    7.4160   -0.2587    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.1251   -2.1193    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    8.2233   -0.0886    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.3001   -2.1193    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    8.4796    0.6956    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.8876   -1.4048    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    9.2869    0.8658    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.0625   -1.4048    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    9.5432    1.6500    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   10.3505    1.8201    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.6500   -0.6904    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   10.6068    2.6043    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.4489   -0.6380    0.0000 H   0  0  0  0  0  0  0  0  0  0  0  0
    6.4489   -2.7757    0.0000 H   0  0  0  0  0  0  0  0  0  0  0  0
  1 17  1  0  0  0  0
  2 17  1  0  0  0  0
  3  9  1  0  0  0  0
  3 13  1  0  0  0  0
 13  4  1  6  0  0  0
  5 15  2  0  0  0  0
  6 27  1  0  0  0  0
  7 27  2  0  0  0  0
  8  9  1  0  0  0  0
  8 10  1  0  0  0  0
  8 11  1  0  0  0  0
  8 28  1  1  0  0  0
  9 12  1  0  0  0  0
  9 29  1  6  0  0  0
 10 15  1  0  0  0  0
 10 16  1  6  0  0  0
 11 14  1  0  0  0  0
 12 15  1  0  0  0  0
 13 14  1  0  0  0  0
 13 17  1  0  0  0  0
 16 18  1  0  0  0  0
 17 19  1  0  0  0  0
 18 20  1  0  0  0  0
 19 21  1  0  0  0  0
 20 22  1  0  0  0  0
 21 23  1  0  0  0  0
 22 24  1  0  0  0  0
 23 26  1  0  0  0  0
 24 25  1  0  0  0  0
 25 27  1  0  0  0  0
M  END
> <DATABASE_ID>
DB01046

> <DATABASE_NAME>
drugbank

> <SMILES>
[H][C@@]12CC(=O)[C@@H](CCCCCCC(O)=O)[C@@]1([H])CC[C@@](O)(O2)C(F)(F)CCCC

> <INCHI_IDENTIFIER>
InChI=1S/C20H32F2O5/c1-2-3-11-19(21,22)20(26)12-10-15-14(16(23)13-17(15)27-20)8-6-4-5-7-9-18(24)25/h14-15,17,26H,2-13H2,1H3,(H,24,25)/t14-,15+,17+,20+/m0/s1

> <INCHI_KEY>
InChIKey=WGFOBBZOWHGYQH-DKYLXPRQSA-N

> <JCHEM_ACCEPTOR_COUNT>
5

> <JCHEM_AVERAGE_POLARIZABILITY>
41.51836490961102

> <JCHEM_BIOAVAILABILITY>
1

> <JCHEM_DONOR_COUNT>
2

> <JCHEM_EXACT_MASS>
390.221780544

> <JCHEM_FORMAL_CHARGE>
0

> <JCHEM_FORMULA>
C20H32F2O5

> <JCHEM_GHOSE_FILTER>
1

> <JCHEM_IUPAC>
7-[(2R,4aR,5S,7aR)-2-(1,1-difluoropentyl)-2-hydroxy-6-oxo-octahydrocyclopenta[b]pyran-5-yl]heptanoic acid

> <ALOGPS_LOGP>
2.76

> <JCHEM_LOGP>
4.563896638333332

> <ALOGPS_LOGS>
-4.18

> <JCHEM_MASS>
390.4619

> <JCHEM_MDDR_LIKE_RULE>
0

> <JCHEM_NUMBER_OF_RINGS>
2

> <JCHEM_PHYSIOLOGICAL_CHARGE>
-1

> <JCHEM_PKA>
9.6804921656489

> <JCHEM_PKA_STRONGEST_ACIDIC>
4.304478433584986

> <JCHEM_PKA_STRONGEST_BASIC>
-4.395927408994909

> <JCHEM_POLAR_SURFACE_AREA>
83.83000000000001

> <JCHEM_REFRACTIVITY>
95.6009

> <JCHEM_ROTATABLE_BOND_COUNT>
11

> <JCHEM_RULE_OF_FIVE>
1

> <ALOGPS_SOLUBILITY>
2.56e-02 g/l

> <JCHEM_TRADITIONAL_IUPAC>
lubiprostone

> <JCHEM_VEBER_RULE>
0

> <DRUGBANK_ID>
DB01046

> <DRUG_GROUPS>
approved; investigational

> <GENERIC_NAME>
Lubiprostone

$$$$