Mrv1572012311518192D          

 28 30  0  0  1  0            999 V2000
   -0.5230   -1.9519    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.3019   -1.9519    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    0.7144   -1.2375    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.4289   -1.6500    0.0000 C   0  0  2  0  0  0  0  0  0  0  0  0
    2.1434   -1.2375    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    2.8578   -1.6500    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.5723   -1.2375    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
    4.2868   -1.6500    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.0012   -1.2375    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.2868   -2.4750    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.5723   -2.8875    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.5723   -3.7125    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.8578   -2.4750    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
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    2.1434   -2.8875    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    0.7144   -2.8875    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    0.0000   -0.8250    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
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   -0.7144    0.4125    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.0000    0.0000    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.1269   -0.5230    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.7144    0.1914    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.1269    0.9059    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.9519    0.9059    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.3644    0.1914    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.9519   -0.5230    0.0000 C   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  0  0  0  0
  4  5  1  6  0  0  0
  5  6  1  0  0  0  0
  6  7  2  0  0  0  0
  7  8  1  0  0  0  0
  8  9  1  0  0  0  0
  8 10  2  0  0  0  0
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 27 28  2  0  0  0  0
 23 28  1  0  0  0  0
M  END
> <DATABASE_ID>
DB06403

> <DATABASE_NAME>
drugbank

> <SMILES>
COC([C@H](OC1=NC(C)=CC(C)=N1)C(O)=O)(C1=CC=CC=C1)C1=CC=CC=C1

> <INCHI_IDENTIFIER>
InChI=1S/C22H22N2O4/c1-15-14-16(2)24-21(23-15)28-19(20(25)26)22(27-3,17-10-6-4-7-11-17)18-12-8-5-9-13-18/h4-14,19H,1-3H3,(H,25,26)/t19-/m1/s1

> <INCHI_KEY>
OUJTZYPIHDYQMC-LJQANCHMSA-N

> <FORMULA>
C22H22N2O4

> <MOLECULAR_WEIGHT>
378.428

> <EXACT_MASS>
378.157957196

> <JCHEM_ACCEPTOR_COUNT>
6

> <JCHEM_ATOM_COUNT>
50

> <JCHEM_AVERAGE_POLARIZABILITY>
38.85987014297136

> <JCHEM_BIOAVAILABILITY>
1

> <JCHEM_DONOR_COUNT>
1

> <JCHEM_FORMAL_CHARGE>
0

> <JCHEM_GHOSE_FILTER>
1

> <JCHEM_IUPAC>
(2S)-2-[(4,6-dimethylpyrimidin-2-yl)oxy]-3-methoxy-3,3-diphenylpropanoic acid

> <ALOGPS_LOGP>
3.90

> <JCHEM_LOGP>
3.499580326970246

> <ALOGPS_LOGS>
-3.88

> <JCHEM_MDDR_LIKE_RULE>
1

> <JCHEM_NUMBER_OF_RINGS>
3

> <JCHEM_PHYSIOLOGICAL_CHARGE>
-1

> <JCHEM_PKA>
14.95264715383425

> <JCHEM_PKA_STRONGEST_ACIDIC>
3.592752199060692

> <JCHEM_PKA_STRONGEST_BASIC>
2.478591788253246

> <JCHEM_POLAR_SURFACE_AREA>
81.54

> <JCHEM_REFRACTIVITY>
104.17390000000003

> <JCHEM_ROTATABLE_BOND_COUNT>
7

> <JCHEM_RULE_OF_FIVE>
1

> <ALOGPS_SOLUBILITY>
5.00e-02 g/l

> <JCHEM_TRADITIONAL_IUPAC>
ambrisentan

> <JCHEM_VEBER_RULE>
0

> <DRUGBANK_ID>
DB06403

> <DRUG_GROUPS>
approved; investigational

> <GENERIC_NAME>
Ambrisentan

> <SYNONYMS>
(2S)-2-[(4,6-dimethylpyrimidin-2-yl)oxy]-3-methoxy- 3,3-diphenylpropanoic acid; Ambrisentan

> <PRODUCTS>
Ambrisentan; Ambrisentan Mylan; Apo-ambrisentan; Auro-ambrisentan; Jamp Ambrisentan; Letairis; Sandoz Ambrisentan; Sandoz Ambrisentan Tablets; Teva-ambrisentan; Volibris

> <INTERNATIONAL_BRANDS>
Ambrican; Endobloc; Pulmonext; Zambri

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