General Information of Drug (ID: DMO2TYL)

Drug Name
Ramipril
Synonyms
ramipril; 87333-19-5; Tritace; Altace; Carasel; Triatec; Ramace; Delix; Vesdil; Acovil; Cardace; Lostapres; Quark; Hytren; Ramiprilum [Latin]; Hoe-498; Ramiprilum; Pramace; HOE 498; Altace (TN); UNII-L35JN3I7SJ; CHEMBL1168; L35JN3I7SJ; CHEBI:8774; C23H32N2O5; Ramipril
Indication
Disease Entry ICD 11 Status REF
Acute heart failure BD10-BD13 Approved [1]
Coronavirus Disease 2019 (COVID-19) 1D6Y Phase 2 [2]
Therapeutic Class
Antiviral Agents
Drug Type
Small molecular drug
Structure
3D MOL 2D MOL
#Ro5 Violations (Lipinski): 0 Molecular Weight (mw) 416.5
Topological Polar Surface Area (xlogp) 1.4
Rotatable Bond Count (rotbonds) 10
Hydrogen Bond Donor Count (hbonddonor) 2
Hydrogen Bond Acceptor Count (hbondacc) 6
ADMET Property
Bioavailability
The bioavailability of drug is 28% [3]
Clearance
The renal clearance of drug is 10.7 mL/min [4]
Elimination
Following oral administration, about 60% of the dose is eliminated in the urine as unchanged ramipril (<2%) and its metabolites [5]
Half-life
The concentration or amount of drug in body reduced by one-half in 27 - 36 hours [3]
Metabolism
The drug is metabolized via the hepatic [3]
Chemical Identifiers
Formula
C23H32N2O5
IUPAC Name
(2S,3aS,6aS)-1-[(2S)-2-[[(2S)-1-ethoxy-1-oxo-4-phenylbutan-2-yl]amino]propanoyl]-3,3a,4,5,6,6a-hexahydro-2H-cyclopenta[b]pyrrole-2-carboxylic acid
Canonical SMILES
CCOC(=O)[C@H](CCC1=CC=CC=C1)N[C@@H](C)C(=O)N2[C@H]3CCC[C@H]3C[C@H]2C(=O)O
InChI
InChI=1S/C23H32N2O5/c1-3-30-23(29)18(13-12-16-8-5-4-6-9-16)24-15(2)21(26)25-19-11-7-10-17(19)14-20(25)22(27)28/h4-6,8-9,15,17-20,24H,3,7,10-14H2,1-2H3,(H,27,28)/t15-,17-,18-,19-,20-/m0/s1
InChIKey
HDACQVRGBOVJII-JBDAPHQKSA-N
Cross-matching ID
PubChem CID
5362129
ChEBI ID
CHEBI:8774
CAS Number
87333-19-5
DrugBank ID
DB00178
TTD ID
D07FRV
ACDINA ID
D00582

Molecular Interaction Atlas of This Drug


Drug Therapeutic Target (DTT)
DTT Name DTT ID UniProt ID MOA REF
HUMAN angiotensin-converting enzyme (ACE) TTGFNPD ACE_HUMAN Inhibitor [6]
Molecular Interaction Atlas (MIA) Jump to Detail Molecular Interaction Atlas of This Drug

References

1 FDA Approved Drug Products from FDA Official Website. 2019. Application Number: (ANDA) 202392.
2 ClinicalTrials.gov (NCT04366050) Ramipril for the Treatment of COVID-19. U.S. National Institutes of Health.
3 FDA approval: ado-trastuzumab emtansine for the treatment of patients with HER2-positive metastatic breast cancer. Clin Cancer Res. 2014 Sep 1;20(17):4436-41.
4 Meisel S, Shamiss A, Rosenthal T: Clinical pharmacokinetics of ramipril. Clin Pharmacokinet. 1994 Jan;26(1):7-15. doi: 10.2165/00003088-199426010-00002.
5 FDA Approved Products: Altace (ramipril) oral capsules
6 Outcomes in Patients with COVID-19 Infection Taking ACEI/ARB. Curr Cardiol Rep. 2020 Apr 14;22(5):31.
7 Coronavirus Disease 2019 (COVID-19) and Cardiovascular Disease: A Viewpoint on the Potential Influence of Angiotensin-Converting Enzyme Inhibitors/Angiotensin Receptor Blockers on Onset and Severity of Severe Acute Respiratory Syndrome Coronavirus 2 Infection. J Am Heart Assoc. 2020 Apr 7;9(7):e016219.