Responsive image

Common name


Nateglinide

IUPAC name


(2R)-3-phenyl-2-{[4-(propan-2-yl)cyclohexyl]formamido}propanoic acid

SMILES


CC(C)C1CC[C@@H](CC1)C(=O)N[C@H](CC1=CC=CC=C1)C(O)=O

Compound class


Hypoglycemic Agents; Meglitinides; Drugs Used in Diabetes; Alimentary Tract and Metabolism; Blood Glucose Lowering Drugs, Excl. Insulins; Cytochrome P-450 CYP2C9 Inhibitors; Cytochrome P-450 CYP2C9 Inducers; CYP2D6 Inducers; CYP2D6 Inducers (strong); CYP3A4 Inhibitors;

Therapeutic area


For the treatment of non-insulin dependent-diabetes mellitus in conjunction with diet and exercise.

Common name


Nateglinide

IUPAC name


(2R)-3-phenyl-2-{[4-(propan-2-yl)cyclohexyl]formamido}propanoic acid

SMILES


CC(C)C1CC[C@@H](CC1)C(=O)N[C@H](CC1=CC=CC=C1)C(O)=O

INCHI


InChI=1S/C19H27NO3/c1-13(2)15-8-10-16(11-9-15)18(21)20-17(19(22)23)12-14-6-4-3-5-7-14/h3-7,13,15-17H,8-12H2,1-2H3,(H,20,21)(H,22,23)/t15?,16-,17-/m1/s1

FORMULA


C19H27NO3

Responsive image

Common name


Nateglinide

IUPAC name


(2R)-3-phenyl-2-{[4-(propan-2-yl)cyclohexyl]formamido}propanoic acid

Molecular weight


317.423

clogP


3.270

clogS


-3.477

HBond Acceptor


3

HBond Donor


2

Total Polar
Surface Area


66.4

Number of Rings


2

Rotatable Bond


6

Drug ID Common name Structure CAS SMILE Frequency
FDBF00003 formamide Responsive image C(=O)N 0.1240
FDBF00004 acetic acid Responsive image CC(=O)O 0.0687
FDBF00005 benzene Responsive image c1ccccc1 0.2824
FDBF00007 propane Responsive image C(C)C 0.2412
FDBF00023 toluene Responsive image c1(ccccc1)C 0.1268
FDBF00047 propionic acid Responsive image CCC(=O)O 0.0395
FDBF00355 cyclohexane Responsive image C1CCCCC1 0.0127
FDBF01696 cyclohexanecarboxamide Responsive image C1(CCCCC1)C(=O)N 0.0003
FDBF01697 isopropylcyclohexane Responsive image C(C)(C)C1CCCCC1 0.0003
FDBF01698 3-phenylpropanoic acid Responsive image C(C(=O)O)Cc1ccccc1 0.0014
11 , 2