1.0 2011-09-21 00:19:05 UTC 2018-05-28 18:33:55 UTC FDB022753 Lisinopril One of the Angiotensin-converting enzyme inhibitors (ACE inhibitors), orally active, that has been used in the treatment of hypertension and congestive heart failure. -- Pubchem; Lisinopril is a drug of the angiotensin converting enzyme (ACE) inhibitor class that is primarily used in treatment of hypertension, congestive heart failure and heart attacks. Historically, lisinopril was the third ACE inhibitor, after captopril and enalapril that was introduced into therapy in early 1990s . Lisinopril has a number of properties that distinguish it from other ACE inhibitors: it is hydrophilic, has long half life and tissue penetration and is not metabolized by the liver. -- Wikipedia; Lisinopril is solely excreted in urine in the unchanged form. Elimination of the drug depends on glomerular filtration and tubular excretion. Rate of lisinopril elimination decreases with old age and kidney or heart failure. There is a relation between creatinine and lisinopril clearance. With prolonged therapy dose reduction can be necessary to avoid accumulation. -- Wikipedia [HMDB] (S)-1-(N(2)-(1-Carboxy-3-phenylpropyl)-L-lysyl)-L-proline [N2-[(S)-1-CARBOXY-3-phenylpropyl]-L-lysyl-L-proline Acerbon Acercomp Alapril Carace Cipral Cipril Coric Inhibril Inopril Linopril Linvas Lipril Lisinal Lisinopril Lisinopril anhydrous Lisinoprilum Lisipril Lisoril Lispril Loril LPR Lysinopril Noperten Novatec Presiten Prinil Prinivil Sinopril Sinopryl Tensopril Tensyn Tersif Vivatec Zestril C21H31N3O5 405.4879 405.226371117 (2S)-1-[(2S)-6-amino-2-{[(1S)-1-carboxy-3-phenylpropyl]amino}hexanoyl]pyrrolidine-2-carboxylic acid lisinopril 83915-83-7 NCCCC[C@H](N[C@@H](CCC1=CC=CC=C1)C(O)=O)C(=O)N1CCC[C@H]1C(O)=O InChI=1S/C21H31N3O5/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)/t16-,17-,18-/m0/s1 RLAWWYSOJDYHDC-BZSNNMDCSA-N belongs to the class of organic compounds known as dipeptides. These are organic compounds containing a sequence of exactly two alpha-amino acids joined by a peptide bond. Dipeptides Organic compounds Organic acids and derivatives Carboxylic acids and derivatives Amino acids, peptides, and analogues Aromatic heteromonocyclic compounds Alpha amino acid amides Amino acids Aralkylamines Azacyclic compounds Benzene and substituted derivatives Carbonyl compounds Carboxylic acids Dialkylamines Dicarboxylic acids and derivatives Hydrocarbon derivatives L-alpha-amino acids Monoalkylamines N-acyl-L-alpha-amino acids N-acylpyrrolidines Organic oxides Organopnictogen compounds Proline and derivatives Pyrrolidine carboxylic acids Tertiary carboxylic acid amides Alpha-amino acid Alpha-amino acid amide Alpha-amino acid or derivatives Alpha-dipeptide Amine Amino acid Amino acid or derivatives Aralkylamine Aromatic heteromonocyclic compound Azacycle Benzenoid Carbonyl group Carboxamide group Carboxylic acid Dicarboxylic acid or derivatives Hydrocarbon derivative L-alpha-amino acid Monocyclic benzene moiety N-acyl-alpha amino acid or derivatives N-acyl-alpha-amino acid N-acyl-l-alpha-amino acid N-acylpyrrolidine Organic nitrogen compound Organic oxide Organic oxygen compound Organoheterocyclic compound Organonitrogen compound Organooxygen compound Organopnictogen compound Primary aliphatic amine Primary amine Proline or derivatives Pyrrolidine Pyrrolidine carboxylic acid Pyrrolidine carboxylic acid or derivatives Secondary aliphatic amine Secondary amine Tertiary carboxylic acid amide dipeptide Solid logp -1.23 ALOGPS logs -3.27 ALOGPS solubility 2.16e-01 g/l ALOGPS logp -3.1 ChemAxon pka_strongest_acidic 3.17 ChemAxon pka_strongest_basic 10.21 ChemAxon iupac (2S)-1-[(2S)-6-amino-2-{[(1S)-1-carboxy-3-phenylpropyl]amino}hexanoyl]pyrrolidine-2-carboxylic acid ChemAxon average_mass 405.4879 ChemAxon mono_mass 405.226371117 ChemAxon smiles NCCCC[C@H](N[C@@H](CCC1=CC=CC=C1)C(O)=O)C(=O)N1CCC[C@H]1C(O)=O ChemAxon formula C21H31N3O5 ChemAxon inchi InChI=1S/C21H31N3O5/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)/t16-,17-,18-/m0/s1 ChemAxon inchikey RLAWWYSOJDYHDC-BZSNNMDCSA-N ChemAxon polar_surface_area 132.96 ChemAxon refractivity 107.37 ChemAxon polarizability 43.64 ChemAxon rotatable_bond_count 12 ChemAxon acceptor_count 7 ChemAxon donor_count 4 ChemAxon physiological_charge 0 ChemAxon formal_charge 0 ChemAxon Specdb::CMs 21627 Specdb::CMs 38194 Specdb::CMs 147598 Specdb::NmrTwoD 1756 Specdb::NmrOneD 1816 Specdb::MsMs 1890 Specdb::MsMs 1891 Specdb::MsMs 1892 Specdb::MsMs 251226 Specdb::MsMs 251227 Specdb::MsMs 251228 Specdb::MsMs 271167 Specdb::MsMs 271168 Specdb::MsMs 271169 Specdb::MsMs 374306 Specdb::MsMs 374307 Specdb::MsMs 2235878 Specdb::MsMs 2237486 Specdb::MsMs 2237970 Specdb::MsMs 2239618 Specdb::MsMs 2242081 Specdb::MsMs 2243804 Specdb::MsMs 2830114 Specdb::MsMs 2830115 Specdb::MsMs 2830116 Specdb::MsMs 2852782 Specdb::MsMs 2852783 Specdb::MsMs 2852784 HMDB01938 6503 LPR #<Reference:0x000055ce3261dd38> #<Reference:0x000055ce3261db80> #<Reference:0x000055ce3261d9c8> #<Reference:0x000055ce3261d810> #<Reference:0x000055ce3261d658> #<Reference:0x000055ce3261d4a0> #<Reference:0x000055ce3261d2e8> #<Reference:0x000055ce3261d130> #<Reference:0x000055ce3261cf50> #<Reference:0x000055ce3261cd98> #<Reference:0x000055ce3261cbe0> #<Reference:0x000055ce3261ca28> #<Reference:0x000055ce3261c870> #<Reference:0x000055ce3261c6b8> #<Reference:0x000055ce3261c4d8> Angiotensinogen P01019 AGT