Responsive image

Common name


Irbesartan

IUPAC name


2-butyl-3-({4-[2-(2H-1,2,3,4-tetrazol-5-yl)phenyl]phenyl}methyl)-1,3-diazaspiro[4.4]non-1-en-4-one

SMILES


CCCCC1=NC2(CCCC2)C(=O)N1CC1=CC=C(C=C1)C1=CC=CC=C1C1=NNN=N1

Compound class


Antihypertensive Agents; Angiotensin II Type 1 Receptor Blockers; Angiotensin Receptor Antagonists; Cardiovascular System; Angiotensin II Antagonists, Plain; Agents Acting on the Renin-Angiotensin System; Angiotensin II Antagonists and Diuretics; Angiotensin II Antagonists and Calcium Channel Blockers; Cytochrome P-450 CYP1A2 Inhibitors; Cytochrome P-450 CYP2C9 Inhibitors; Cytochrome P-450 CYP1A2 Inducers; Cytochrome P-450 CYP2C8 Inhibitors; Cytochrome P-450 CYP2C9 Inducers; Cytochrome P-450 CYP2C8 Inducers; CYP2D6 Inducers; CYP2D6 Inducers (strong); CYP3A4 Inhibitors; Angiotensin II Receptor Antagonists;

Therapeutic area


For the treatment of hypertension, as well as diabetic nephropathy with an elevated serum creatinine and proteinuria (>300 mg/day) in patients with type 2 diabetes and hypertension. Irbesartan is also used as a second line agent in the treatment of congestive heart failure.

Common name


Irbesartan

IUPAC name


2-butyl-3-({4-[2-(2H-1,2,3,4-tetrazol-5-yl)phenyl]phenyl}methyl)-1,3-diazaspiro[4.4]non-1-en-4-one

SMILES


CCCCC1=NC2(CCCC2)C(=O)N1CC1=CC=C(C=C1)C1=CC=CC=C1C1=NNN=N1

INCHI


InChI=1S/C25H28N6O/c1-2-3-10-22-26-25(15-6-7-16-25)24(32)31(22)17-18-11-13-19(14-12-18)20-8-4-5-9-21(20)23-27-29-30-28-23/h4-5,8-9,11-14H,2-3,6-7,10,15-17H2,1H3,(H,27,28,29,30)

FORMULA


C25H28N6O

Responsive image

Common name


Irbesartan

IUPAC name


2-butyl-3-({4-[2-(2H-1,2,3,4-tetrazol-5-yl)phenyl]phenyl}methyl)-1,3-diazaspiro[4.4]non-1-en-4-one

Molecular weight


428.529

clogP


5.543

clogS


-7.402

HBond Acceptor


5

HBond Donor


1

Total Polar
Surface Area


87.13

Number of Rings


5

Rotatable Bond


7

Drug ID Common name Structure CAS SMILE Frequency
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
FDBF00067 butane Responsive image CCCC 0.0680
FDBF00188 tetrazole Responsive image [nH]1nnnc1 0.0055
FDBF02294 2-methyl-2,4-diazaspiro[4.4]non-3-en-1-one Responsive image CN1C(=O)C2(N=C1)CCCC2 0.0003
FDBF02295 2-methyl-1,3-diazaspiro[4.4]non-1-en-4-one Responsive image CC1=NC2(C(=O)N1)CCCC2 0.0003
FDBF02297 2-ethyl-1,3-diazaspiro[4.4]non-1-en-4-one Responsive image C(C1=NC2(C(=O)N1)CCCC2)C 0.0003
FDBF02298 2-ethyl-3-methyl-1,3-diazaspiro[4.4]non-1-en-4-one Responsive image C(C1=NC2(C(=O)N1C)CCCC2)C 0.0003
FDBF02299 1,3-diazaspiro[4.4]non-1-en-4-one Responsive image O=C1NC=NC12CCCC2 0.0003
12 , 2