Lisinopril dihydrateProduct ingredient for Lisinopril
- Name
- Lisinopril dihydrate
- Drug Entry
- Lisinopril
Lisinopril is an angiotensin converting enzyme inhibitor (ACEI) used to treat hypertension, heart failure, and myocardial infarction.8,9,10 Lisinopril and captopril are the only ACEIs that are not prodrugs.7 It functions by inhibition of angiotensin converting enzyme as well as the renin angiotensin aldosterone system.3,4,5 ACEIs are commonly used as a first line therapy in the treatment of hypertension, along with thiazide diuretics or beta blockers.6
Lisinopril was granted FDA approval on 29 December 1987.8
- Accession Number
- DBSALT002494
- Structure
Structure for Lisinopril dihydrate (DBSALT002494)
- Synonyms
- Lisinopril hydrate
- External IDs
- MK-521
- UNII
- E7199S1YWR
- CAS Number
- 83915-83-7
- Weight
- Average: 441.525
Monoisotopic: 441.247500479 - Chemical Formula
- C21H35N3O7
- InChI Key
- CZRQXSDBMCMPNJ-ZUIPZQNBSA-N
- InChI
- InChI=1S/C21H31N3O5.2H2O/c22-13-5-4-9-16(19(25)24-14-6-10-18(24)21(28)29)23-17(20(26)27)12-11-15-7-2-1-3-8-15;;/h1-3,7-8,16-18,23H,4-6,9-14,22H2,(H,26,27)(H,28,29);2*1H2/t16-,17-,18-;;/m0../s1
- IUPAC Name
- (2S)-1-[(2S)-6-amino-2-{[(1S)-1-carboxy-3-phenylpropyl]amino}hexanoyl]pyrrolidine-2-carboxylic acid dihydrate
- SMILES
- O.O.[H][C@@](CCC1=CC=CC=C1)(N[C@@]([H])(CCCCN)C(=O)N1CCC[C@@]1([H])C(O)=O)C(O)=O
- External Links
- ChemSpider
- 4514932
- ChEBI
- 6503
- ChEMBL
- CHEMBL419213
- Predicted Properties
Property Value Source Water Solubility 0.216 mg/mL ALOGPS logP -1.2 ALOGPS logP -3.1 Chemaxon logS -3.3 ALOGPS pKa (Strongest Acidic) 3.17 Chemaxon pKa (Strongest Basic) 10.21 Chemaxon Physiological Charge 0 Chemaxon Hydrogen Acceptor Count 7 Chemaxon Hydrogen Donor Count 4 Chemaxon Polar Surface Area 132.96 Å2 Chemaxon Rotatable Bond Count 12 Chemaxon Refractivity 107.37 m3·mol-1 Chemaxon Polarizability 43.59 Å3 Chemaxon Number of Rings 2 Chemaxon Bioavailability 1 Chemaxon Rule of Five Yes Chemaxon Ghose Filter No Chemaxon Veber's Rule No Chemaxon MDDR-like Rule No Chemaxon