General Information of the Compound
Compound ID
CP0077167
Compound Name
(2S)-1-[(2S)-6-amino-2-[[(1S)-1-carboxy-3-phenyl-propyl]amino]hexanoyl]proline;hydrate
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Synonyms
Acerbon
Acercomp
Alapril
Carace
Cipral
Cipril
Coric
Doneka
Hipril (TN)
Inhibril
Inopril
LPR
Linopril
Linvas
Lipril
Lisinal
Lisinopril
Lisinopril (INN)
Lisinopril (anhydrous)
Lisinopril anhydrous
Lisinoprilum
Lisinoprilum [Latin]
Lisipril
Lisoril
Lispril
Longes
Loril
Lysinopril
MK 521
MK 522
MK-521
Noperten
Novatec
Presiten
Prinil
Prinivil
Prinivil (TN)
Sinopril
Sinopryl
Tensopril
Tensopril (TN)
Tensyn
Tersif
Vivatec
Zestril
Zestril (TN)
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Structure
Formula
C21H31N3O5
Molecular Weight
405.495
Canonical SMILES
NCCCC[C@H](N[C@@H](CCc1ccccc1)C(O)=O)C(=O)N1CCC[C@H]1C(O)=O
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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
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InChIKey
RLAWWYSOJDYHDC-BZSNNMDCSA-N
CAS
77726-95-5
Physicochemical Property
logP
1.2352
Rotatable Bonds
12
Heavy Atom Count
29
Polar Areas
132.96
Hydrogen Bond Donor Count
4
Hydrogen Bond Acceptor Count
5
Complexity
29

"RO5" indicates the cutoff set by lipinski's rule of five:

(1) Molecular weight less than 500 Dalton;

(2) xlogp less than 5;

(3) No more than 5 hbonddonor (Hydrogen Bond Donor Count);

(4) No more than 10 hbondacc (Hydrogen Bond Acceptor Count);

(5) No more than 10 rotbonds (Rotatable Bond Count).

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PubChem ID
CID: 5362119
SID: 14806092
ChEMBL ID
CHEMBL1237
DrugBank ID
DB00722
Map of Molecular Bioactivity Related to the Compound
Map of Molecular Bioactivity Related to the Compound

Compound
Cell Line
Protein

Bioactivity Value:

<= 0.1 μM
> 0.1 μM and <= 10 μM
> 10 μM
Imprecise Activity
Table of Molecular Bioactivities Related to the Compound
Protein ID: PT00932, Angiotensin-converting enzyme
 Protein Info 
Cell-based Assay
Cell Line ID Cell Line Name Cell Line Organism
CL000011 CHO
 Cell Line Info 
Cricetulus griseus (Chinese hamster)  2
1
Ki = 1.2 nM
 Bioactivity Info 
   TI
   LI
   LO
   TS
2
Ki = 4.8 nM
 Bioactivity Info 
   TI
   LI
   LO
   TS
Biochemical Assays
1 IC50 = 0.1 nM
2 IC50 = 1.2 nM
3 IC50 = 4.7 nM
4 IC50 = 7.92 nM
5 Ki = 51 nM
6 Ki = 131.5 nM
Clinical Information about the Compound
Drug 1 ( Lisinopril )
Drug Name Lisinopril
Company Merck & Co
Indication
Hypertension
Approved
Target(s)
Angiotensin-converting enzyme (ACE)
 Target Info 
Inhibitor
Drug 2 ( Lisinopril )
Drug Name Lisinopril
Company Merck & Co
Indication
Hypertension
Approved
Coronavirus Disease 2019 (COVID-19)
Investigative
Target(s)
HUMAN angiotensin-converting enzyme (ACE)
 Target Info 
Inhibitor