losartan   

GtoPdb Ligand ID: 590

Synonyms: Cozaar® | DuP 753 | MK-954
losartan is an approved drug (FDA (1995))
Compound class: Synthetic organic
Comment: Losartan is an angiotensin II (AT2) receptor antagonist drug.
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2D Structure
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Physico-chemical Properties
Hydrogen bond acceptors 5
Hydrogen bond donors 2
Rotatable bonds 8
Topological polar surface area 92.51
Molecular weight 422.16
XLogP 6.14
No. Lipinski's rules broken 1
SMILES / InChI / InChIKey
Canonical SMILES CCCCc1nc(c(n1Cc1ccc(cc1)c1ccccc1c1n[nH]nn1)CO)Cl
Isomeric SMILES CCCCc1nc(c(n1Cc1ccc(cc1)c1ccccc1c1n[nH]nn1)CO)Cl
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)
InChI Key PSIFNNKUMBGKDQ-UHFFFAOYSA-N
Classification
Compound class Synthetic organic
Approved drug? Yes (FDA (1995))
WHO Essential Medicine WHO Model List of Essential Medicines (21st List, 2019). Access PDF version.
IUPAC Name
[2-butyl-5-chloro-3-[[4-[2-(2H-tetrazol-5-yl)phenyl]phenyl]methyl]imidazol-4-yl]methanol
International Nonproprietary Names
INN number INN
6913 losartan
Synonyms
Cozaar® | DuP 753 | MK-954
Database Links
CAS Registry No. 114798-26-4 (source: DrugBank)
ChEBI CHEBI:6541
ChEMBL Ligand CHEMBL191
DrugBank Ligand DB00678
DrugCentral Ligand 1610
GtoPdb PubChem SID 135650532
PubChem CID 3961
RCSB PDB Ligand LSN
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Wikipedia Losartan