LISINOPRIL

U.S. Department of Health & Human Services Divider Arrow

National Institutes of Health Divider Arrow

NCATS

Details

Stereochemistry	ABSOLUTE
Molecular Formula	C21H31N3O5.2H2O
Molecular Weight	441.5185
Optical Activity	UNSPECIFIED
Defined Stereocenters	3 / 3
E/Z Centers	0
Charge	0

SHOW SMILES / InChI

Structure of LISINOPRIL

Structure Search

SMILES

O.O.NCCCC[C@H](N[C@@H](CCC1=CC=CC=C1)C(O)=O)C(=O)N2CCC[C@H]2C(O)=O

InChI

InChIKey=CZRQXSDBMCMPNJ-ZUIPZQNBSA-N

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

HIDE SMILES / InChI

Molecular Formula	H2O
Molecular Weight	18.0153
Charge	0
Count

Stereochemistry	ACHIRAL
Additional Stereochemistry	No
Defined Stereocenters	0 / 0
E/Z Centers	0
Optical Activity	NONE

Molecular Formula	C21H31N3O5
Molecular Weight	405.4879
Charge	0
Count

Stereochemistry	ABSOLUTE
Additional Stereochemistry	No
Defined Stereocenters	3 / 3
E/Z Centers	0
Optical Activity	UNSPECIFIED

Approval Year

Substance Class	Chemical Created by `admin` on `Fri Dec 15 15:01:48 UTC 2023` Edited by `admin` on `Fri Dec 15 15:01:48 UTC 2023`
Record UNII	E7199S1YWR
Record Status	`Validated (UNII)`
Record Version

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Name

Type

Language

LISINOPRIL

Official Name

English

LISINOPRIL [MART.]

Common Name

English

1-(N(SUP 2)-((S)-1-CARBOXY-3-PHENYLPROPYL)-L-LYSYL)-L-PROLINE DIHYDRATE

Systematic Name

English

LISINOPRIL DIHYDRATE

Common Name

English

PRINZIDE COMPONENT LISINOPRIL

Common Name

English

MK-521

Code

English

L-PROLINE, 1-(N(SUP 2)-(1-CARBOXY-3-PHENYLPROPYL)-L-LYSYL)-, DIHYDRATE, (S)-

Common Name

English

LISINOPRIL [USAN]

Common Name

English

LISINOPRIL [USP-RS]

Common Name

English

LISINOPRIL HYDRATE

Common Name

English

LISINOPRIL [USP IMPURITY]

Common Name

English

NSC-758151

Code

English

Lisinopril dihydrate [WHO-DD]

Common Name

English

LISINOPRIL [HSDB]

Common Name

English

LISINOPRIL [ORANGE BOOK]

Common Name

English

LISINOPRIL HYDRATE [JAN]

Common Name

English

LISINOPRIL COMPONENT OF ZESTORETIC

Common Name

English

LISINOPRIL DIHYDRATE [EP MONOGRAPH]

Common Name

English

NSC-751176

Code

English

LISINOPRIL COMPONENT OF PRINZIDE

Common Name

English

LISINOPRIL DIHYDRATE [MI]

Common Name

English

PRINIVIL

Brand Name

English

LISINOPRIL [USP MONOGRAPH]

Common Name

English

ZESTRIL

Brand Name

English

RANOLIP

Common Name

English

ZESTORETIC COMPONENT LISINOPRIL

Common Name

English

Classification Tree Code System Code

LIVERTOX

NBK548860

Created by admin on Fri Dec 15 15:01:48 UTC 2023 , Edited by admin on Fri Dec 15 15:01:48 UTC 2023

WHO-ATC

C09BB03

Created by admin on Fri Dec 15 15:01:48 UTC 2023 , Edited by admin on Fri Dec 15 15:01:48 UTC 2023

WHO-VATC

QC09BA03

Created by admin on Fri Dec 15 15:01:48 UTC 2023 , Edited by admin on Fri Dec 15 15:01:48 UTC 2023

FDA ORPHAN DRUG

481915

Created by admin on Fri Dec 15 15:01:48 UTC 2023 , Edited by admin on Fri Dec 15 15:01:48 UTC 2023

WHO-ATC

C09BA03

Created by admin on Fri Dec 15 15:01:48 UTC 2023 , Edited by admin on Fri Dec 15 15:01:48 UTC 2023

WHO-ATC

C09AA03

Created by admin on Fri Dec 15 15:01:48 UTC 2023 , Edited by admin on Fri Dec 15 15:01:48 UTC 2023

NCI_THESAURUS

C247

Created by admin on Fri Dec 15 15:01:48 UTC 2023 , Edited by admin on Fri Dec 15 15:01:48 UTC 2023

WHO-ATC

C10BX07

Created by admin on Fri Dec 15 15:01:48 UTC 2023 , Edited by admin on Fri Dec 15 15:01:48 UTC 2023

NDF-RT

N0000175562

Created by admin on Fri Dec 15 15:01:48 UTC 2023 , Edited by admin on Fri Dec 15 15:01:48 UTC 2023

WHO-VATC

QC09BB03

Created by admin on Fri Dec 15 15:01:48 UTC 2023 , Edited by admin on Fri Dec 15 15:01:48 UTC 2023

FDA ORPHAN DRUG

365512

Created by admin on Fri Dec 15 15:01:48 UTC 2023 , Edited by admin on Fri Dec 15 15:01:48 UTC 2023

WHO-VATC

QC09AA03

Created by admin on Fri Dec 15 15:01:48 UTC 2023 , Edited by admin on Fri Dec 15 15:01:48 UTC 2023

Code System Code Type Description

EVMPD

SUB02939MIG

Created by admin on Fri Dec 15 15:01:48 UTC 2023 , Edited by admin on Fri Dec 15 15:01:48 UTC 2023

PRIMARY

FDA UNII

E7199S1YWR

Created by admin on Fri Dec 15 15:01:48 UTC 2023 , Edited by admin on Fri Dec 15 15:01:48 UTC 2023

PRIMARY

SMS_ID

100000091631

Created by admin on Fri Dec 15 15:01:48 UTC 2023 , Edited by admin on Fri Dec 15 15:01:48 UTC 2023

PRIMARY

NSC

758151

Created by admin on Fri Dec 15 15:01:48 UTC 2023 , Edited by admin on Fri Dec 15 15:01:48 UTC 2023

PRIMARY

CAS

83915-83-7

Created by admin on Fri Dec 15 15:01:48 UTC 2023 , Edited by admin on Fri Dec 15 15:01:48 UTC 2023

PRIMARY

LACTMED

Lisinopril

Created by admin on Fri Dec 15 15:01:48 UTC 2023 , Edited by admin on Fri Dec 15 15:01:48 UTC 2023

PRIMARY

ChEMBL

CHEMBL1237

Created by admin on Fri Dec 15 15:01:48 UTC 2023 , Edited by admin on Fri Dec 15 15:01:48 UTC 2023

PRIMARY

NCI_THESAURUS

C29159

Created by admin on Fri Dec 15 15:01:48 UTC 2023 , Edited by admin on Fri Dec 15 15:01:48 UTC 2023

PRIMARY

USAN

U-48

Created by admin on Fri Dec 15 15:01:48 UTC 2023 , Edited by admin on Fri Dec 15 15:01:48 UTC 2023

PRIMARY

NSC

751176

Created by admin on Fri Dec 15 15:01:48 UTC 2023 , Edited by admin on Fri Dec 15 15:01:48 UTC 2023

PRIMARY

DRUG CENTRAL

1587

Created by admin on Fri Dec 15 15:01:48 UTC 2023 , Edited by admin on Fri Dec 15 15:01:48 UTC 2023

PRIMARY

IUPHAR

6360

Created by admin on Fri Dec 15 15:01:48 UTC 2023 , Edited by admin on Fri Dec 15 15:01:48 UTC 2023

PRIMARY

RXCUI

29046

Created by admin on Fri Dec 15 15:01:48 UTC 2023 , Edited by admin on Fri Dec 15 15:01:48 UTC 2023

PRIMARY

RxNorm

WIKIPEDIA

LISINOPRIL

Created by admin on Fri Dec 15 15:01:48 UTC 2023 , Edited by admin on Fri Dec 15 15:01:48 UTC 2023

PRIMARY

PUBCHEM

5362118

Created by admin on Fri Dec 15 15:01:48 UTC 2023 , Edited by admin on Fri Dec 15 15:01:48 UTC 2023

PRIMARY

MERCK INDEX

m6842

Created by admin on Fri Dec 15 15:01:48 UTC 2023 , Edited by admin on Fri Dec 15 15:01:48 UTC 2023

PRIMARY

Merck Index

CHEBI

6503

Created by admin on Fri Dec 15 15:01:48 UTC 2023 , Edited by admin on Fri Dec 15 15:01:48 UTC 2023

PRIMARY

EPA CompTox

DTXSID2045600

Created by admin on Fri Dec 15 15:01:48 UTC 2023 , Edited by admin on Fri Dec 15 15:01:48 UTC 2023

PRIMARY

MESH

D017706

Created by admin on Fri Dec 15 15:01:48 UTC 2023 , Edited by admin on Fri Dec 15 15:01:48 UTC 2023

PRIMARY

RS_ITEM_NUM

1368609

Created by admin on Fri Dec 15 15:01:48 UTC 2023 , Edited by admin on Fri Dec 15 15:01:48 UTC 2023

PRIMARY

DRUG BANK

DB00722

Created by admin on Fri Dec 15 15:01:48 UTC 2023 , Edited by admin on Fri Dec 15 15:01:48 UTC 2023

PRIMARY

DAILYMED

E7199S1YWR

Created by admin on Fri Dec 15 15:01:48 UTC 2023 , Edited by admin on Fri Dec 15 15:01:48 UTC 2023

PRIMARY

Related Record Type Details


					7Q3P4BS2FD

LISINOPRIL ANHYDROUS

BASIS OF STRENGTH->SUBSTANCE

Interaction Type:

ASSAY (TITRATION)

Qualification:

EP

Amount:


					7Q3P4BS2FD

LISINOPRIL ANHYDROUS

PARENT -> SALT/SOLVATE

Amount:


					7Q3P4BS2FD

LISINOPRIL ANHYDROUS

BASIS OF STRENGTH->SUBSTANCE

Interaction Type:

ASSAY (HPLC)

Qualification:

USP

Amount:


					7Q3P4BS2FD

LISINOPRIL ANHYDROUS

ANHYDROUS->SOLVATE

Amount:


					51FM2R4Y24

ANGIOTENSIN-CONVERTING ENZYME

TARGET -> INHIBITOR

Amount:

Related Record Type Details


					5W66M58H0T

LISINOPRIL R,S,S-ISOMER

IMPURITY -> PARENT

Interaction Type:

CHROMATOGRAPHIC PURITY (HPLC/UV)

Qualification:

EP

Amount:


					3YLW25P64O

LISINOPRIL R,S,S-DIKETOPIPERAZINE

IMPURITY -> PARENT

Qualification:

USP

Amount:


					SGW3H7HBJ6

N2-(S)-1-CARBOXY-3-PHENYLPROPYL-L-LYSINE

IMPURITY -> PARENT

Interaction Type:

CHROMATOGRAPHIC PURITY (HPLC/UV)

Qualification:

EP

Amount:


					0ITR705O35

LISINOPRIL S,S,S-DIKETOPIPERAZINE

IMPURITY -> PARENT

Amount:


					AN8FVS94FZ

Lisinopril Dimer

IMPURITY -> PARENT

Interaction Type:

CHROMATOGRAPHIC PURITY (HPLC/UV)

Qualification:

EP

Amount:


					FJ10AC5C13

N2-((1S)-1-CARBOXY-3-CYCLOHEXYLPROPYL)-L-LYSYL-L-PROLINE

IMPURITY -> PARENT

Interaction Type:

CHROMATOGRAPHIC PURITY (HPLC/UV)

Qualification:

EP

Amount:


					QGV5ZG5741

P-TOLUENESULFONIC ACID

IMPURITY -> PARENT

Interaction Type:

CHROMATOGRAPHIC PURITY (HPLC/UV)

Qualification:

EP

Amount:


					NTL1IB8F3L

HOMOPHENYLALANINE, DL-

IMPURITY -> PARENT

Amount:


					NTL1IB8F3L

HOMOPHENYLALANINE, DL-

IMPURITY -> PARENT

Interaction Type:

CHROMATOGRAPHIC PURITY (HPLC/UV)

Qualification:

EP

Amount:


					0ITR705O35

LISINOPRIL S,S,S-DIKETOPIPERAZINE

IMPURITY -> PARENT

Interaction Type:

CHROMATOGRAPHIC PURITY (HPLC/UV)

Qualification:

EP

Amount:


					N5K5PZE63S

(2S)-1-[(2S)-6-[(2S)-6-amino-2-[[(1S)-1-carboxy-3-phenylpropyl]amino]hexanamido]-2-[[(1S)-1-carboxy-3-phenylpropyl]amino]hexanoyl]pyrrolidine-2-carboxylic acid

IMPURITY -> PARENT

Interaction Type:

CHROMATOGRAPHIC PURITY (HPLC/UV)

Qualification:

EP

Amount:


					WJ6D5XD95R

N6-(1-CARBOXY-3-PHENYLPROPYL)-N2-((1S)-1-CARBOXY-3-PHENYLPROPYL)-L-LYSYL-L-PROLINE

IMPURITY -> PARENT

Interaction Type:

CHROMATOGRAPHIC PURITY (HPLC/UV)

Qualification:

EP

Amount:


					3YLW25P64O

LISINOPRIL R,S,S-DIKETOPIPERAZINE

IMPURITY -> PARENT

Interaction Type:

CHROMATOGRAPHIC PURITY (HPLC/UV)

Qualification:

EP

Amount:


					QGV5ZG5741

P-TOLUENESULFONIC ACID

IMPURITY -> PARENT

Amount:


					FJ10AC5C13

N2-((1S)-1-CARBOXY-3-CYCLOHEXYLPROPYL)-L-LYSYL-L-PROLINE

IMPURITY -> PARENT

Amount:


					5W66M58H0T

LISINOPRIL R,S,S-ISOMER

IMPURITY -> PARENT

Interaction Type:

CHROMATOGRAPHIC PURITY (HPLC/UV)

Qualification:

USP

Amount:

Related Record Type Details


					7Q3P4BS2FD

LISINOPRIL ANHYDROUS

ACTIVE MOIETY

Amount:

Name	Property Type	Amount	Referenced Substance	Defining	Parameters	References
ORAL BIOAVAILABILITY	PHARMACOKINETIC

Tmax	PHARMACOKINETIC

MAXIMUM TOLERATED DOSE	TOXICITY				ROUTE OF ADMINISTRATION

MAXIMUM TOLERATED DOSE	TOXICITY				STAGE C REDUCED EJECTION FRACTION HEART FAILURE

Biological Half-life	PHARMACOKINETIC

Volume of Distribution	PHARMACOKINETIC