Responsive image

Common name


Glyburide

IUPAC name


5-chloro-N-[2-(4-{[(cyclohexylcarbamoyl)amino]sulfonyl}phenyl)ethyl]-2-methoxybenzamide

SMILES


COC1=C(C=C(Cl)C=C1)C(=O)NCCC1=CC=C(C=C1)S(=O)(=O)NC(=O)NC1CCCCC1

Compound class


Hypoglycemic Agents; Anti-Arrhythmia Agents; Drugs Used in Diabetes; Alimentary Tract and Metabolism; Blood Glucose Lowering Drugs, Excl. Insulins; Sulfonylureas; Cytochrome P-450 CYP2C9 Inhibitors; Cytochrome P-450 CYP2C9 Inducers; Cytochrome P-450 CYP2C19 Inducers; CYP3A4 Inhibitors; BSEP/ABCB11 Inhibitors; Combined Inhibitors of CYP3A4 and P-glycoprotein;

Therapeutic area


Indicated as an adjunct to diet to lower the blood glucose in patients with NIDDM whose hyperglycemia cannot be satisfactorily controlled by diet alone.

Common name


Glyburide

IUPAC name


5-chloro-N-[2-(4-{[(cyclohexylcarbamoyl)amino]sulfonyl}phenyl)ethyl]-2-methoxybenzamide

SMILES


COC1=C(C=C(Cl)C=C1)C(=O)NCCC1=CC=C(C=C1)S(=O)(=O)NC(=O)NC1CCCCC1

INCHI


InChI=1S/C23H28ClN3O5S/c1-32-21-12-9-17(24)15-20(21)22(28)25-14-13-16-7-10-19(11-8-16)33(30,31)27-23(29)26-18-5-3-2-4-6-18/h7-12,15,18H,2-6,13-14H2,1H3,(H,25,28)(H2,26,27,29)

FORMULA


C23H28ClN3O5S

Responsive image

Common name


Glyburide

IUPAC name


5-chloro-N-[2-(4-{[(cyclohexylcarbamoyl)amino]sulfonyl}phenyl)ethyl]-2-methoxybenzamide

Molecular weight


494.004

clogP


2.999

clogS


-6.651

HBond Acceptor


5

HBond Donor


3

Total Polar
Surface Area


113.6

Number of Rings


3

Rotatable Bond


8

Drug ID Common name Structure CAS SMILE Frequency
FDBF00003 formamide Responsive image C(=O)N 0.1240
FDBF00005 benzene Responsive image c1ccccc1 0.2824
FDBF00016 chlorobenzene Responsive image c1ccc(cc1)Cl 0.0718
FDBF00023 toluene Responsive image c1(ccccc1)C 0.1268
FDBF00141 ethylbenzene Responsive image c1(ccccc1)CC 0.0371
FDBF00355 cyclohexane Responsive image C1CCCCC1 0.0127
FDBF02272 3-chlorobenzamide Responsive image Clc1cc(ccc1)C(=O)N 0.0003
FDBF02273 5-chloro-2-methoxy-benzamide Responsive image Clc1cc(c(cc1)OC)C(=O)N 0.0003
FDBF02274 3-chloro-N-methyl-benzamide Responsive image CNC(=O)c1cc(ccc1)Cl 0.0003
FDBF02277 5-chloro-N-ethyl-2-methoxy-benzamide Responsive image CCNC(=O)c1cc(ccc1OC)Cl 0.0003
14 , 2