Mrv1652306131721582D          

 28 29  0  0  1  0            999 V2000
   -2.9808   -3.1267    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.2523   -2.7394    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.2236   -1.9149    0.0000 C   0  0  2  0  0  0  0  0  0  0  0  0
   -2.9232   -1.4777    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.4951   -1.5275    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.4663   -0.7030    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.4375    0.1215    0.0000 C   0  0  1  0  0  0  0  0  0  0  0  0
   -1.6925    0.9061    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.1404    1.5192    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.3335    1.3476    0.0000 C   0  0  1  0  0  0  0  0  0  0  0  0
   -0.0785    0.5630    0.0000 C   0  0  2  0  0  0  0  0  0  0  0  0
   -0.6306   -0.0501    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    0.7465    0.5630    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.0014    1.3476    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.7860    1.6026    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    0.3340    1.8326    0.0000 C   0  0  2  0  0  0  0  0  0  0  0  0
    0.3340    2.6576    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.0484    3.0701    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.7629    2.6576    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.4774    3.0701    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.1918    2.6576    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.9063    3.0701    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.6208    2.6576    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.3353    3.0701    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    4.6208    1.8326    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   -2.2545    0.0066    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   -0.6418   -0.7318    0.0000 F   0  0  0  0  0  0  0  0  0  0  0  0
   -2.2908   -0.6743    0.0000 F   0  0  0  0  0  0  0  0  0  0  0  0
  1  2  1  0  0  0  0
  2  3  1  0  0  0  0
  3  4  1  6  0  0  0
  3  5  1  0  0  0  0
  5  6  1  0  0  0  0
  7  6  1  1  0  0  0
  7  8  1  0  0  0  0
  8  9  1  0  0  0  0
 10  9  1  6  0  0  0
 10 11  1  0  0  0  0
 11 12  1  0  0  0  0
  7 12  1  0  0  0  0
 11 13  1  1  0  0  0
 13 14  1  0  0  0  0
 14 15  2  0  0  0  0
 14 16  1  0  0  0  0
 10 16  1  0  0  0  0
 16 17  1  1  0  0  0
 17 18  1  0  0  0  0
 18 19  1  0  0  0  0
 19 20  1  0  0  0  0
 20 21  1  0  0  0  0
 21 22  1  0  0  0  0
 22 23  1  0  0  0  0
 23 24  2  0  0  0  0
 23 25  1  0  0  0  0
  7 26  1  6  0  0  0
  6 27  1  0  0  0  0
  6 28  1  0  0  0  0
M  END
> <DATABASE_ID>
DB05514

> <DATABASE_NAME>
drugbank

> <SMILES>
CC[C@H](C)CC(F)(F)[C@@]1(O)CC[C@H]2[C@@H](CC(=O)[C@@H]2CCCCCCC(O)=O)O1

> <INCHI_IDENTIFIER>
InChI=1S/C21H34F2O5/c1-3-14(2)13-20(22,23)21(27)11-10-16-15(17(24)12-18(16)28-21)8-6-4-5-7-9-19(25)26/h14-16,18,27H,3-13H2,1-2H3,(H,25,26)/t14-,15+,16+,18+,21+/m0/s1

> <INCHI_KEY>
SDDSJMXGJNWMJY-BRHAQHMBSA-N

> <FORMULA>
C21H34F2O5

> <MOLECULAR_WEIGHT>
404.495

> <EXACT_MASS>
404.237430521

> <JCHEM_ACCEPTOR_COUNT>
5

> <JCHEM_ATOM_COUNT>
62

> <JCHEM_AVERAGE_POLARIZABILITY>
44.140498456457806

> <JCHEM_BIOAVAILABILITY>
1

> <JCHEM_DONOR_COUNT>
2

> <JCHEM_FORMAL_CHARGE>
0

> <JCHEM_GHOSE_FILTER>
1

> <JCHEM_IUPAC>
7-[(2R,4aR,5R,7aR)-2-[(3S)-1,1-difluoro-3-methylpentyl]-2-hydroxy-6-oxo-octahydrocyclopenta[b]pyran-5-yl]heptanoic acid

> <ALOGPS_LOGP>
3.16

> <JCHEM_LOGP>
4.850915734666667

> <ALOGPS_LOGS>
-4.41

> <JCHEM_MDDR_LIKE_RULE>
0

> <JCHEM_NUMBER_OF_RINGS>
2

> <JCHEM_PHYSIOLOGICAL_CHARGE>
-1

> <JCHEM_PKA>
9.679981023684032

> <JCHEM_PKA_STRONGEST_ACIDIC>
4.3044784314332585

> <JCHEM_PKA_STRONGEST_BASIC>
-4.395928397105216

> <JCHEM_POLAR_SURFACE_AREA>
83.83000000000001

> <JCHEM_REFRACTIVITY>
100.1495

> <JCHEM_ROTATABLE_BOND_COUNT>
11

> <JCHEM_RULE_OF_FIVE>
1

> <ALOGPS_SOLUBILITY>
1.58e-02 g/l

> <JCHEM_TRADITIONAL_IUPAC>
cobiprostone

> <JCHEM_VEBER_RULE>
0

> <DRUGBANK_ID>
DB05514

> <DRUG_GROUPS>
investigational

> <GENERIC_NAME>
Cobiprostone

> <SYNONYMS>
Cobiprostone

$$$$