ENALAPRIL

Search structure
Synonyms:
Status: Approved (1985)
Entry Type: Small molecule
Molecule Category: Parent Prodrug
ATC: C09AA02
UNII: 69PN84IO1A

Structure
InChI Key GBXSMTUPTTWBMN-XIRDDKMYSA-N
Smile CCOC(=O)[C@H](CCc1ccccc1)N[C@@H](C)C(=O)N1CCC[C@H]1C(=O)O
InChI
InChI=1S/C20H28N2O5/c1-3-27-20(26)16(12-11-15-8-5-4-6-9-15)21-14(2)18(23)22-13-7-10-17(22)19(24)25/h4-6,8-9,14,16-17,21H,3,7,10-13H2,1-2H3,(H,24,25)/t14-,16-,17-/m0/s1

Physicochemical Descriptors

Property Name Value
Molecular Formula C20H28N2O5
Molecular Weight 376.45
AlogP 1.6
Hydrogen Bond Acceptor 5.0
Hydrogen Bond Donor 2.0
Number of Rotational Bond 9.0
Polar Surface Area 95.94
Molecular species ACID
Aromatic Rings 1.0
Heavy Atoms 27.0

Experimental and Estimated Properties

Property Name Value Unit Method
log P (octanol-water) 2.450 - EST
Atmospheric OH Rate Constant 1.18E-10 cm3/molecule-sec EST
Water Solubility 1.64E+04 mg/L EXP

Pharmacology

Primary Target
Angiotensin-converting enzyme
Targets EC50(nM) IC50(nM) Kd(nM) Ki(nM) Inhibition(%)
Enzyme Hydrolase
- - - - 2.085
Enzyme Protease Metallo protease Metallo protease MAE clan Metallo protease M2 family
- 1.2-1273 - - 55
Membrane receptor Family A G protein-coupled receptor Peptide receptor (family A GPCR) Short peptide receptor (family A GPCR) Angiotensin receptor
- - - - 50
Transporter Electrochemical transporter SLC superfamily of solute carriers SLC15 family of peptide transporters
- 4500000-15000000 - 4300000 -
Transporter Electrochemical transporter SLC superfamily of solute carriers SLC21/SLCO family of organic anion transporting polypeptides
- - - - 19.7
Transporter Electrochemical transporter SLC superfamily of solute carriers SLC22 family of organic cation and anion transporters
- - - - 14.6
Transporter Electrochemical transporter SLC superfamily of solute carriers SLC47 family of multidrug and toxin extrusion transporters
- - - - 23

Indications

Mesh Heading Maximum Phase Mesh ID Reference
Cardiomyopathies 3 D009202 ClinicalTrials
Leukemia, Myeloid, Acute 3 D015470 ClinicalTrials
Heart Failure 3 D006333 ClinicalTrials
Leukemia, Lymphoid 3 D007945 ClinicalTrials
Myocardial Ischemia 3 D017202 ClinicalTrials
Cardiotoxicity 3 D066126 ClinicalTrials
Severe Acute Respiratory Syndrome 3 D045169 ClinicalTrials
Chagas Cardiomyopathy 3 D002598 ClinicalTrials
ST Elevation Myocardial Infarction 3 D000072657 ClinicalTrials
Pneumonia 3 D011014 ClinicalTrials
Influenza, Human 3 D007251 ClinicalTrials
Neoplasms 3 D009369 ClinicalTrials
Lymphoma 3 D008223 ClinicalTrials
Hematologic Neoplasms 3 D019337 ClinicalTrials
Coronary Disease 3 D003327 ClinicalTrials
Heart Failure 3 D006333 ClinicalTrials
Hypertension 3 D006973 ClinicalTrials
Multiple Myeloma 3 D009101 ClinicalTrials
Cerebral Hemorrhage 2 D002543 ClinicalTrials
Vascular Diseases 2 D014652 ClinicalTrials
Pseudohypoaldosteronism 2 D011546 ClinicalTrials
Essential Hypertension 2 D000075222 ClinicalTrials
Heart Diseases 2 D006331 ClinicalTrials
Glomerulonephritis, IGA 2 D005922 ClinicalTrials
Diabetes Mellitus, Type 1 2 D003922 ClinicalTrials
Melanoma 2 D008545 ClinicalTrials
Stroke 2 D020521 ClinicalTrials
Ischemia 1 D007511 ClinicalTrials
Erectile Dysfunction 1 D007172 ClinicalTrials
Renal Insufficiency, Chronic 1 D051436 ClinicalTrials
Barrett Esophagus 1 D001471 ClinicalTrials

Related Entries

Scaffolds

Cross References

Resources Reference
CAS NUMBER 75847-73-3
ChEBI 4784
ChEMBL CHEMBL578
DrugBank DB00584
DrugCentral 1005
EPA CompTox DTXSID5022982
FDA SRS 69PN84IO1A
Human Metabolome Database HMDB14722
Guide to Pharmacology 6322
KEGG C06977
PubChem 40466924
SureChEMBL SCHEMBL18
ZINC ZINC000003791297
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