Mrv1909 12072118082D          

 25 27  0  0  0  0            999 V2000
    0.8562   -0.3458    0.0000 C   0  0  2  0  0  0  0  0  0  0  0  0
   -1.2021    0.3833    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.0187   -1.7708    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
    0.0312   -0.3416    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.4395   -1.0583    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.9937    0.8916    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.3771    0.3791    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.6104    1.1000    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   -1.6187   -0.3291    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.2770    0.4791    0.0000 C   0  0  1  0  0  0  0  0  0  0  0  0
    1.5645   -0.7541    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.8562    0.4791    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.9978    1.7166    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   -0.3812   -1.0499    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.2062   -1.0499    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.5645    0.8958    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.2770   -0.3458    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.7062    0.4750    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   -2.4354    1.1041    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.4437   -0.3249    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   -2.8604   -1.0374    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.9146    1.7708    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.9229    0.4375    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.7062    0.6958    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.7021    1.5208    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
  2  7  1  0  0  0  0
  3  5  3  0  0  0  0
  1  4  1  1  0  0  0
  1  5  1  6  0  0  0
 10  6  1  6  0  0  0
  7  4  2  0  0  0  0
  8  2  1  0  0  0  0
  9 15  1  0  0  0  0
 10 17  1  0  0  0  0
 11  1  1  0  0  0  0
 12  1  1  0  0  0  0
 13  6  2  0  0  0  0
 14  4  1  0  0  0  0
 15 14  2  0  0  0  0
 16 12  1  0  0  0  0
 17 11  1  0  0  0  0
 18  6  1  0  0  0  0
 19  8  1  0  0  0  0
 20  9  1  0  0  0  0
 21 20  1  0  0  0  0
 22 19  1  0  0  0  0
 23 19  1  0  0  0  0
 24 23  1  0  0  0  0
 25 22  1  0  0  0  0
 16 10  1  0  0  0  0
  9  2  2  0  0  0  0
 24 25  1  0  0  0  0
M  END
> <DATABASE_ID>
DB03849

> <DATABASE_NAME>
drugbank

> <SMILES>
COC1=C(OC2CCCC2)C=C(C=C1)[C@]1(CC[C@@H](CC1)C(O)=O)C#N

> <INCHI_IDENTIFIER>
InChI=1S/C20H25NO4/c1-24-17-7-6-15(12-18(17)25-16-4-2-3-5-16)20(13-21)10-8-14(9-11-20)19(22)23/h6-7,12,14,16H,2-5,8-11H2,1H3,(H,22,23)/t14-,20-

> <INCHI_KEY>
CFBUZOUXXHZCFB-OYOVHJISSA-N

> <FORMULA>
C20H25NO4

> <MOLECULAR_WEIGHT>
343.4168

> <EXACT_MASS>
343.178358293

> <JCHEM_ACCEPTOR_COUNT>
5

> <JCHEM_ATOM_COUNT>
50

> <JCHEM_AVERAGE_NEUTRAL_MICROSPECIES_CHARGE>
-0.9999787308672202

> <JCHEM_AVERAGE_POLARIZABILITY>
37.24729256338942

> <JCHEM_BIOAVAILABILITY>
1

> <JCHEM_DONOR_COUNT>
1

> <JCHEM_FORMAL_CHARGE>
0

> <JCHEM_GHOSE_FILTER>
1

> <JCHEM_IUPAC>
(1s,4s)-4-cyano-4-[3-(cyclopentyloxy)-4-methoxyphenyl]cyclohexane-1-carboxylic acid

> <ALOGPS_LOGP>
3.91

> <JCHEM_LOGP>
3.9000274933333348

> <ALOGPS_LOGS>
-4.35

> <JCHEM_MDDR_LIKE_RULE>
0

> <JCHEM_NEUTRAL_CHARGE>
-1

> <JCHEM_NUMBER_OF_RINGS>
3

> <JCHEM_PHYSIOLOGICAL_CHARGE>
-1

> <JCHEM_PKA_STRONGEST_ACIDIC>
2.327759063297154

> <JCHEM_PKA_STRONGEST_BASIC>
-4.608520197977659

> <JCHEM_POLAR_SURFACE_AREA>
79.55

> <JCHEM_REFRACTIVITY>
93.0007

> <JCHEM_ROTATABLE_BOND_COUNT>
5

> <JCHEM_RULE_OF_FIVE>
1

> <ALOGPS_SOLUBILITY>
1.55e-02 g/l

> <JCHEM_TRADITIONAL_IUPAC>
formic acid

> <JCHEM_VEBER_RULE>
0

> <DRUGBANK_ID>
DB03849

> <SECONDARY_ACCESSION_NUMBERS>
EXPT00920

> <DRUG_GROUPS>
investigational

> <GENERIC_NAME>
Cilomilast

> <SYNONYMS>
Ariflo; Cilomilast; cis-4-cyano-4-(3-(cyclopentyloxy)-4-methoxyphenyl)cyclohexanecarboxylic acid

$$$$