Mrv1652304071718062D          

 25 27  0  0  0  0            999 V2000
   -2.2059    1.5331    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.9204    1.1206    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.9204    0.2956    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.2059   -0.1168    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.4914    0.2956    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.4914    1.1206    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.6349    1.5331    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   -4.3494    1.1206    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.6349   -0.1168    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   -3.6349   -0.9418    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.7770   -0.1168    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.0625    0.2956    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.6519   -0.1168    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    1.3663    0.2956    0.0000 C   0  0  2  0  0  0  0  0  0  0  0  0
    2.6039    1.0101    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.1914    1.7245    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.3663    1.7245    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.9538    1.0101    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.1914    0.2956    0.0000 C   0  0  1  0  0  0  0  0  0  0  0  0
    2.6039   -0.4188    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
    2.2683   -1.1725    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.8814   -1.7245    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.5958   -1.3120    0.0000 C   0  0  2  0  0  0  0  0  0  0  0  0
    3.4243   -0.5050    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.3495   -1.6475    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
  1  2  1  0  0  0  0
  1  6  2  0  0  0  0
  2  3  2  0  0  0  0
  3  4  1  0  0  0  0
  4  5  2  0  0  0  0
  5  6  1  0  0  0  0
  2  7  1  0  0  0  0
  7  8  1  0  0  0  0
  3  9  1  0  0  0  0
  9 10  1  0  0  0  0
  5 11  1  0  0  0  0
 11 12  1  0  0  0  0
 12 13  1  0  0  0  0
 14 13  1  6  0  0  0
 18 14  1  0  0  0  0
 14 19  1  0  0  0  0
 15 16  1  0  0  0  0
 19 15  1  0  0  0  0
 16 17  1  0  0  0  0
 17 18  1  0  0  0  0
 19 20  1  1  0  0  0
 20 21  1  0  0  0  0
 20 24  1  0  0  0  0
 21 22  1  0  0  0  0
 22 23  1  0  0  0  0
 23 24  1  0  0  0  0
 23 25  1  6  0  0  0
M  END
> <DATABASE_ID>
DB06217

> <DATABASE_NAME>
drugbank

> <SMILES>
COC1=C(OC)C=C(CCO[C@@H]2CCCC[C@H]2N2CC[C@@H](O)C2)C=C1

> <INCHI_IDENTIFIER>
InChI=1S/C20H31NO4/c1-23-19-8-7-15(13-20(19)24-2)10-12-25-18-6-4-3-5-17(18)21-11-9-16(22)14-21/h7-8,13,16-18,22H,3-6,9-12,14H2,1-2H3/t16-,17-,18-/m1/s1

> <INCHI_KEY>
VBHQKCBVWWUUKN-KZNAEPCWSA-N

> <FORMULA>
C20H31NO4

> <MOLECULAR_WEIGHT>
349.471

> <EXACT_MASS>
349.225308482

> <JCHEM_ACCEPTOR_COUNT>
5

> <JCHEM_ATOM_COUNT>
56

> <JCHEM_AVERAGE_POLARIZABILITY>
39.62769530280952

> <JCHEM_BIOAVAILABILITY>
1

> <JCHEM_DONOR_COUNT>
1

> <JCHEM_FORMAL_CHARGE>
0

> <JCHEM_GHOSE_FILTER>
1

> <JCHEM_IUPAC>
(3R)-1-[(1R,2R)-2-[2-(3,4-dimethoxyphenyl)ethoxy]cyclohexyl]pyrrolidin-3-ol

> <ALOGPS_LOGP>
2.74

> <JCHEM_LOGP>
2.513554538666666

> <ALOGPS_LOGS>
-3.35

> <JCHEM_MDDR_LIKE_RULE>
1

> <JCHEM_NUMBER_OF_RINGS>
3

> <JCHEM_PHYSIOLOGICAL_CHARGE>
1

> <JCHEM_PKA_STRONGEST_ACIDIC>
14.846713703138189

> <JCHEM_PKA_STRONGEST_BASIC>
9.653169486478347

> <JCHEM_POLAR_SURFACE_AREA>
51.16

> <JCHEM_REFRACTIVITY>
98.26789999999998

> <JCHEM_ROTATABLE_BOND_COUNT>
7

> <JCHEM_RULE_OF_FIVE>
1

> <ALOGPS_SOLUBILITY>
1.56e-01 g/l

> <JCHEM_TRADITIONAL_IUPAC>
vernakalant

> <JCHEM_VEBER_RULE>
0

> <DRUGBANK_ID>
DB06217

> <DRUG_GROUPS>
approved; investigational

> <GENERIC_NAME>
Vernakalant

> <SYNONYMS>
(3R)-1-((1R,2R)-2-(2-(3,4-dimethoxyphenyl)ethoxy)cyclohexyl)pyrrolidin-3-ol; Vernakalant

> <PRODUCTS>
Brinavess

> <INTERNATIONAL_BRANDS>
Kynapid

> <SALTS>
Vernakalant hydrochloride

$$$$