Responsive image

Common name


Losartan

IUPAC name


[2-butyl-4-chloro-1-({4-[2-(2H-1,2,3,4-tetrazol-5-yl)phenyl]phenyl}methyl)-1H-imidazol-5-yl]methanol

SMILES


CCCCC1=NC(Cl)=C(CO)N1CC1=CC=C(C=C1)C1=CC=CC=C1C1=NNN=N1

Compound class


Antihypertensive Agents; Anti-Arrhythmia 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 CYP2C19 Inducers; Cytochrome P-450 CYP2C8 Inducers; CYP3A4 Inhibitors; Angiotensin II Receptor Antagonists; Combined Inhibitors of CYP3A4 and P-glycoprotein;

Therapeutic area


May be used as a first line agent to treat uncomplicated hypertension, isolated systolic hypertension and left ventricular hypertrophy. May be used as a first line agent to delay progression of diabetic nephropathy. Losartan may be also used as a second line agent in the treatment of congestive heart failure, systolic dysfunction, myocardial infarction and coronary artery disease in those intolerant of ACE inhibitors.

Common name


Losartan

IUPAC name


[2-butyl-4-chloro-1-({4-[2-(2H-1,2,3,4-tetrazol-5-yl)phenyl]phenyl}methyl)-1H-imidazol-5-yl]methanol

SMILES


CCCCC1=NC(Cl)=C(CO)N1CC1=CC=C(C=C1)C1=CC=CC=C1C1=NNN=N1

INCHI


InChI=1S/C22H23ClN6O/c1-2-3-8-20-24-21(23)19(14-30)29(20)13-15-9-11-16(12-10-15)17-6-4-5-7-18(17)22-25-27-28-26-22/h4-7,9-12,30H,2-3,8,13-14H2,1H3,(H,25,26,27,28)

FORMULA


C22H23ClN6O

Responsive image

Common name


Losartan

IUPAC name


[2-butyl-4-chloro-1-({4-[2-(2H-1,2,3,4-tetrazol-5-yl)phenyl]phenyl}methyl)-1H-imidazol-5-yl]methanol

Molecular weight


422.911

clogP


4.942

clogS


-7.197

HBond Acceptor


5

HBond Donor


2

Total Polar
Surface Area


92.51

Number of Rings


4

Rotatable Bond


8

Drug ID Common name Structure CAS SMILE Frequency
FDBF00188 tetrazole Responsive image [nH]1nnnc1 0.0055
FDBF01565 (5-chloro-1H-imidazol-4-yl)methanol Responsive image Clc1[nH]cnc1CO 0.0003
FDBF01566 4-chloro-1,2-dimethyl-imidazole Responsive image Cn1c(nc(c1)Cl)C 0.0003
FDBF01567 (5-chloro-2-methyl-1H-imidazol-4-yl)methanol Responsive image Cc1[nH]c(c(n1)CO)Cl 0.0003
FDBF01568 1-benzyl-4-chloro-imidazole Responsive image C(n1cnc(c1)Cl)c2ccccc2 0.0003
FDBF01570 5-chloro-2-ethyl-1H-imidazole Responsive image C(c1[nH]c(cn1)Cl)C 0.0003
FDBF01576 (5-chloro-2-ethyl-1H-imidazol-4-yl)methanol Responsive image C(c1[nH]c(c(n1)CO)Cl)C 0.0003
FDBF01578 1-benzyl-4-chloro-2-ethyl-imidazole Responsive image C(n1c(nc(c1)Cl)CC)c2ccccc2 0.0003
FDBF01580 (5-chloro-2-ethyl-3-methyl-imidazol-4-yl)methanol Responsive image Cn1c(nc(c1CO)Cl)CC 0.0003
26 , 3