losartan   Click here for help

GtoPdb Ligand ID: 590

Synonyms: Cozaar® | DuP 753 | MK-954
Approved drug PDB Ligand
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
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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
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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)
1. Burns CM, Wortmann RL. (2011)
Gout therapeutics: new drugs for an old disease.
Lancet, 377 (9760): 165-77. [PMID:20719377]
2. de Gasparo M, Whitebread S, Bottari SP, Levens NR. (1994)
Heterogeneity of angiotensin receptor subtypes.  In  Medicinal Chemistry of the Renin-Angiotensin System.
Edited by Timmermanns PBMWM, Wexler RR (Elsevier) 269-294. [ISBN:0444820531]
3. Hamada T, Ichida K, Hosoyamada M, Mizuta E, Yanagihara K, Sonoyama K, Sugihara S, Igawa O, Hosoya T, Ohtahara A et al.. (2008)
Uricosuric action of losartan via the inhibition of urate transporter 1 (URAT 1) in hypertensive patients.
Am J Hypertens, 21 (10): 1157-62. [PMID:18670416]
4. Timmermans PB, Wong PC, Chiu AT, Herblin WF, Benfield P, Carini DJ, Lee RJ, Wexler RR, Saye JA, Smith RD. (1993)
Angiotensin II receptors and angiotensin II receptor antagonists.
Pharmacol Rev, 45 (2): 205-51. [PMID:8372104]