LPR/PRD_000560

Lisinopril

LPR/PRD_000560 is described in the Biologically Interesting Molecule Reference Dictionary (BIRD).

The representative PDB ID is 1J36.

Find entries where PRD_000560 is present

Find related ligands:

Similar Ligands (Stereospecific)

Similar Ligands (Quick Screen)

Toggle Hydrogen Toggle Labels

Chemical Component Summary
Name	Lisinopril
Synonyms	LISINOPRIL
Identifiers	(2S)-1-[(2S)-6-amino-2-[[(2S)-1-hydroxy-1-oxo-4-phenyl-butan-2-yl]amino]hexanoyl]pyrrolidine-2-carboxylic acid
Formula	C₂₁ H₃₁ N₃ O₅
Molecular Weight	405.488
Type	NON-POLYMER
Isomeric SMILES	c1ccc(cc1)CC[C@@H](C(=O)O)N[C@@H](CCCCN)C(=O)N2CCC[C@H]2C(=O)O
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
InChIKey	RLAWWYSOJDYHDC-BZSNNMDCSA-N
Composition	Polymer Sequences: CLT-LYS-PRO
BIRD class	ENZYME INHIBITOR
Represented As	SINGLE MOLECULE
Compound Details	n/a
Description	n/a

Chemical Details
Formal Charge	0
Atom Count	60
Chiral Atom Count	3
Bond Count	61
Aromatic Bond Count	6

Drug Info: DrugBank

DrugBank ID	DB00722 ?
Name	Lisinopril
Groups	approved investigational
Description	Lisinopril is an angiotensin converting enzyme inhibitor (ACEI) used to treat hypertension, heart failure, and myocardial infarction.[L8384,L8387,L8390] Lisinopril and [captopril] are the only ACEIs that are not prodrugs.[A184853] It functions by inhibition of angiotensin converting enzyme as well as the renin angiotensin aldosterone system.[A184781,A184808,A184817] ACEIs are commonly used as a first line therapy in the treatment of hypertension, along with thiazide diuretics or beta blockers.[A184844] Lisinopril was granted FDA approval on 29 December 1987.[L8384]
Synonyms	Lisinopril (S)-1-(N(2)-(1-Carboxy-3-phenylpropyl)-L-lysyl)-L-proline Lisinoprilum Lisinopril anhydrous [N2-[(S)-1-carboxy-3-phenylpropyl]-L-lysyl-L-proline Lisinopril dihydrate
Brand Names	Sandoz Lisinopril Pro-lisinopril - 10 Ipg-lisinopril Apo-lisinopril Tablet 40 mg Lisinopril 20mg Lisinopril and hydrochlorothiazide Lisinopril with Hydrochlorothiazide Sandoz Lisinopril HCT Act Lisinopril Lisinopril Tablets Mylan-lisinopril Lisinopril 10mg Lisnopril/hctz (type P) Teva-lisinopril/hctz (type P) Apo-lisinopril Tablet (type P) - 10mg Lisinopril and HCTZ Pro-lisinopril - 20 Lisinopril 40mg Lisinopril and Hydrochlorthiazide Lytensopril Dom-lisinopril Qbrelis Ran-lisinopril Apo-lisinopril Lisinopril/hctz (type Z) Ntp-lisinopril/hctz (type Z) Lisinopril/HCTZ Zestoretic Ratio-lisinopril P Lisinopril Tablets USP Lisinoril Mint-lisinopril Mylan-lisinopril Hctz Prinivil Apo-lisinopril Tablet (type P) - 40mg Lisinopril and Hydrochlorothiazide Pro-lisinopril - 5 Apo-lisinopril Tablet (type P) - 20mg Teva-lisinopril (type Z) Nu-lisinopril/hctz Teva-lisinopril/hctz (type Z) Zestril PMS-lisinopril Teva-lisinopril (type P) Jamp-lisinopril Apo-lisinopril Tablet (type P) - 5mg Auro-lisinopril Lisinopril 2.5mg Lisinopril Apo-lisinopril/hctz Ratio-lisinopril Z Riva-lisinopril Lytensopril-90 Lisinopril 5mg Ntp-lisinopril/hctz (type P) Nu-lisinopril Ava-lisinopril HCT Mar-lisinopril Prinzide
Indication	Lisinopril is indicated for the treatment of acute myocardial infarction, hypertension in patients ≥6 years, and as an adjunct therapy for heart failure.[L8384,L8387] A combination product with hydrochlorothiazide is indicated for the treatment of hypertension.[L8390]
Categories	ACE Inhibitors and Calcium Channel Blockers ACE Inhibitors and Diuretics Agents Acting on the Renin-Angiotensin System Agents causing angioedema Agents causing hyperkalemia Amino Acids, Peptides, and Proteins Angiotensin-Converting Enzyme Inhibitors Antihypertensive Agents Antihypertensive Agents Indicated for Hypertension Cardiotonic Agents Cardiovascular Agents Compounds used in a research, industrial, or household setting Dipeptides Drugs causing inadvertant photosensitivity Drugs that are Mainly Renally Excreted Enzyme Inhibitors Hypotensive Agents Lipid Modifying Agents Oligopeptides Peptides Photosensitizing Agents Protease Inhibitors Protective Agents
ATC-Code	C09BA03 C10BX07 C09AA03 C09BB03
CAS number	76547-98-3

Drug Targets

Name	Target Sequence	Pharmacological Action	Actions
Angiotensin-converting enzyme	MGAASGRRGPGLLLPLPLLLLLPPQPALALDPGLQPGNFSADEAGAQLFA...	unknown	inhibitor
Renin	MDGWRRMPRWGLLLLLWGSCTFGLPTDTTTFKRIFLKRMPSIRESLKERG...	unknown	inhibitor
Solute carrier family 15 member 1	MGMSKSHSFFGYPLSIFFIVVNEFCERFSYYGMRAILILYFTNFISWDDN...	unknown	substrate,inhibitor
Solute carrier family 15 member 2	MNPFQKNESKETLFSPVSIEEVPPRPPSPPKKPSPTICGSNYPLSIAFIV...	unknown	substrate

Drug Info/Drug Targets: DrugBank 3.0: a comprehensive resource for 'omics' research on drugs. Knox C, Law V, Jewison T, Liu P, Ly S, Frolkis A, Pon A, Banco K, Mak C, Neveu V, Djoumbou Y, Eisner R, Guo AC, Wishart DS. Nucleic Acids Res. 2011 Jan; 39 (Database issue):D1035-41. | PMID:21059682