Mrv1572004091621212D          

 29 30  0  0  0  0            999 V2000
   -2.0959    1.3008    0.0000 C   0  0  1  0  0  0  0  0  0  0  0  0
   -2.0959    0.4758    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.3830    0.0633    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.3830    1.7134    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   -0.6702    1.3008    0.0000 C   0  0  1  0  0  0  0  0  0  0  0  0
   -0.6656    0.4748    0.0000 C   0  0  1  0  0  0  0  0  0  0  0  0
    0.1213    0.2238    0.0000 C   0  0  2  0  0  0  0  0  0  0  0  0
    0.6032    0.8948    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.1139    1.5603    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.4282    0.8994    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   -2.5311    2.0056    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.3584    1.9856    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.8313    2.4454    0.0000 F   0  0  0  0  0  0  0  0  0  0  0  0
   -2.5622    2.8300    0.0000 F   0  0  0  0  0  0  0  0  0  0  0  0
   -3.7909    2.6860    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.9209    1.3008    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   -4.6155    2.6617    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -5.0489    3.3637    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.6788    2.1258    0.0000 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.6739   -0.3492    0.0000 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.5247   -0.4850    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.3498   -0.4903    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.7578   -1.2073    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.5828   -1.2125    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.9908   -1.9295    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.8158   -1.9347    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.2238   -2.6518    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.8068   -3.3637    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    5.0489   -2.6569    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
 11 14  1  0  0  0  0
  2  3  1  0  0  0  0
 12 15  1  0  0  0  0
  3  6  1  0  0  0  0
  1 16  1  1  0  0  0
  6  7  1  0  0  0  0
 15 17  1  0  0  0  0
  7  8  1  0  0  0  0
 17 18  1  0  0  0  0
  8  9  1  0  0  0  0
  5 19  1  1  0  0  0
  9  5  1  0  0  0  0
  6 20  1  6  0  0  0
  5  4  1  0  0  0  0
  7 21  1  6  0  0  0
  8 10  2  0  0  0  0
 21 22  1  0  0  0  0
  5  6  1  0  0  0  0
 22 23  1  0  0  0  0
  1 11  1  0  0  0  0
 23 24  1  0  0  0  0
 24 25  1  0  0  0  0
 11 12  1  0  0  0  0
 25 26  1  0  0  0  0
  1  2  1  0  0  0  0
 26 27  1  0  0  0  0
 11 13  1  0  0  0  0
 27 28  2  0  0  0  0
  1  4  1  0  0  0  0
 27 29  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-/m1/s1

> <INCHI_KEY>
WGFOBBZOWHGYQH-MXHNKVEKSA-N

> <FORMULA>
C20H32F2O5

> <MOLECULAR_WEIGHT>
390.468

> <EXACT_MASS>
390.221780456

> <JCHEM_ACCEPTOR_COUNT>
5

> <JCHEM_ATOM_COUNT>
59

> <JCHEM_AVERAGE_POLARIZABILITY>
42.34780207892988

> <JCHEM_BIOAVAILABILITY>
1

> <JCHEM_DONOR_COUNT>
2

> <JCHEM_FORMAL_CHARGE>
0

> <JCHEM_GHOSE_FILTER>
1

> <JCHEM_IUPAC>
7-[(2R,4aR,5R,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_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>
83.83

> <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

> <SECONDARY_ACCESSION_NUMBERS>
APRD01298

> <DRUG_GROUPS>
approved; investigational

> <GENERIC_NAME>
Lubiprostone

> <SYNONYMS>
Lubiprostone

> <PRODUCTS>
Amitiza; Amitza; Lubiprostone

$$$$