General Information
Drug ID
DR00031
Drug Name
Ramipril
Synonyms
(2 S ,3 aS,6 aS)-1[(S)-N-[(S)-1-Carboxy-3-phenylpropyl] alanyl] octahydrocyclopenta [ b ]pyrrole-2-carboxylic acid, 1-ethyl ester; (2S,3aS,6aS)-1-((S)-2-((S)-1-ethoxy-1-oxo-4-phenylbutan-2-ylamino)propanoyl) octahydrocyclopenta[b]pyrrole-2-carboxylic acid; (2S,3aS,6aS)-1-((S)-N-((S)-1-Carboxy-3-phenylpropyl)alanyl)octahydrocyclopenta(b)pyrrole-2-carboxylic acid, 1-ethyl ester; (2S,3aS,6aS)-1-((S)-N-((S)-1-Ethoxycarbonyl-3-phenylpropyl)alanyl)octahydrocyclopenta(b)pyrrol-2-carbonsaeure; (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; (2S,3aS,6aS)-1-[(2S)-2-{[(1S)-1-ethoxycarbonyl-3-phenylpropyl]amino}propanoyl]octahydrocyclopenta[b]pyrrole-2-carboxylic acid; (2S,3aS,6aS)-1-[(2S)-2-{[(2S)-1-ethoxy-1-oxo-4-phenylbutan-2-yl]amino}propanoyl]octahydrocyclopenta[b]pyrrole-2-carboxylic acid (non-preferred name); (2S-(1(R*(R*)),2alpha,3abeta,6abeta))-1-(2-((1-(Ethoxycarbonyl)-3-phenylpropyl)amino)-1-oxopropyl)octahydrocyclopenta(b)pyrrole-2-carboxylic acid; (2s,3as,6as)-1((s)-n-((s)-1-carboxy-3-phenylpropyl)alanyl)octahydrocyclopenta(b)pyrrole-2-carboxylic; (2s,3as,6as)-1-((s)-2-((s)-1-ethoxy-1-oxo-4-phenylbutan-2-ylamino)propanoyl)-octahydrocyclopenta[b]p; (2s,3as,6as)-1-[(s)-2-((s)-1-ethoxycarbonyl-3-phenyl-propylamino)-propionyl]-octahydro-cyclopenta[b]; Acovil; Almirall Brand of Ramipril; Altace; Altace (TN); Astra Brand of Ramipril; AstraZeneca Brand of Ramipril; Aventis Brand of Ramipril; Aventis Pharma Brand of Ramipril; Carasel; Cardace; Delix; HOE 498; HOE498; Hoe-498; Hoechst Brand of Ramipril; Hypren; Hytren; Lostapres; Monarch Brand of Ramipril; N-(1S-carboethoxy-3-phenylpropyl)-S-alanyl-cis,endo-2-azabicyclo[3.3.0]octane-3S-carboxylic Acid; Naprix; Pramace; Pramace (discontinued); Promed Brand of Ramipril; Quark; Ramace; Ramipril (USP/INN); Ramipril [USAN:INN:BAN]; Ramiprilum; Ramiprilum [Latin]; Ramipro, Tritace, Altace, Prilace, Ramipril; Triatec; Tritace; Tritace (TN); Vesdil; Zabien; [2S,3aS,6aS]-1-[(2S)-2-[[(1S)-1-(Ethoxycarbonyl)-3-phenylpropyl]amino]-1-oxopropyl]octahydrocyclopenta[b]pyrrole-2-carboxylic acid; [2s,3as,6as]-1-[(2s)-2-[[(1s)-1-(ethoxycarbonyl)-3-phenylpropyl]amino]-1-oxopropyl]octahydrocyclopen
Drug Type
Small molecular drug
Indication Congestive heart failure [ICD11:BD10] Approved [1]
High blood pressure [ICD11:BA00] Approved [1]
Therapeutic Class
Antihypertensive Agents
Structure
3D MOL 2D MOL
Formula
C23H32N2O5
Canonical SMILES
CCOC(=O)C(CCC1=CC=CC=C1)NC(C)C(=O)N2C3CCCC3CC2C(=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
CAS Number
CAS 87333-19-5
Pharmaceutical Properties Molecular Weight 416.5 Topological Polar Surface Area 95.9
Heavy Atom Count 30 Rotatable Bond Count 10
Hydrogen Bond Donor Count 2 Hydrogen Bond Acceptor Count 6
XLogP
1.4
PubChem CID
5362129
PubChem SID
103339774 ,103984211 ,104170125 ,104179208 ,104253384 ,11364914 ,11367476 ,11370038 ,11372946 ,11374996 ,11378208 ,114149719 ,11491609 ,11493083 ,11495772 ,11528643 ,11533329 ,117664421 ,12012944 ,121362522 ,124658840 ,124757502 ,124799903 ,14904601 ,14929182 ,17184929 ,24724586 ,26612834 ,26719894 ,39384402 ,46386770 ,46506390 ,47721705 ,48244488 ,48416510 ,49664947 ,49681721 ,50122729 ,53787042 ,57362088 ,76755897 ,7847487 ,7980483 ,81093204 ,85279379 ,92308080 ,92308314 ,92309227 ,92712074 ,93166961
ChEBI ID
ChEBI:8774
TTD Drug ID
D01STB
DT(s) Transporting This Drug PEPT1 Transporter Info Peptide transporter 1 Substrate [2]
PEPT2 Transporter Info Peptide transporter 2 Substrate [2]
References
1 Ramipril was approved by FDA. The official website of the U.S. Food and Drug Administration. (2019)
2 Transport of angiotensin-converting enzyme inhibitors by H+/peptide transporters revisited. J Pharmacol Exp Ther. 2008 Nov;327(2):432-41.

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