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Trandolapril EP Impurity E

CAT: 1299-RM-T140205-01Size: 10 mgDry Ice: NoHazardous: No
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CAS Number
87679-71-8
Synonyms
(2S,3aR,7aS) -1-[ (2S) -2-[[ (1S) -1-carboxy-3- phenylpropyl]amino]propanoyl]octahydro-1H-indole-2-carboxylic acid
Molecular Formula
C22H30N2O5
Molecular Weight
402.48
Target Alternative Name
Trandolapril
Product Name Synonym
(2S,3aR,7aS) -1-[ (2S) -2-[[ (1S) -1-carboxy-3- phenylpropyl]amino]propanoyl]octahydro-1H-indole-2-carboxylic acid

Chemical Information

Trandolaprilat

Trandolaprilat is a heterobicyclic compound that is trandolapril in which the ethyl ester group has been hydrolysed to the corresponding acid group. It is the active metabolite of the prodrug trandolapril. It has a role as an EC 3.4.15.1 (peptidyl-dipeptidase A) inhibitor, an antihypertensive agent, a drug metabolite and a human xenobiotic metabolite. It is a tertiary carboxamide, an organic heterobicyclic compound, a dicarboxylic acid, a dipeptide and a secondary amino compound.

CAS Number87679-71-8
PubChem CID5464097
IUPAC Name(2S,3aR,7aS)-1-[(2S)-2-[[(1S)-1-carboxy-3-phenylpropyl]amino]propanoyl]-2,3,3a,4,5,6,7,7a-octahydroindole-2-carboxylic acid
Molecular FormulaC22H30N2O5
Molecular Weight402.5
XLogP1.2
Topological Polar Surface Area107
Hydrogen Bond Donor Count3
Hydrogen Bond Acceptor Count6
Rotatable Bond Count8
Heavy Atom Count29
Formal Charge0
Complexity604
SMILES
C[C@@H](C(=O)N1[C@H]2CCCC[C@@H]2C[C@H]1C(=O)O)N[C@@H](CCC3=CC=CC=C3)C(=O)O
InChI
InChI=1S/C22H30N2O5/c1-14(23-17(21(26)27)12-11-15-7-3-2-4-8-15)20(25)24-18-10-6-5-9-16(18)13-19(24)22(28)29/h2-4,7-8,14,16-19,23H,5-6,9-13H2,1H3,(H,26,27)(H,28,29)/t14-,16+,17-,18-,19-/m0/s1
InChIKey
AHYHTSYNOHNUSH-HXFGRODQSA-N
Chemical Structure
2D Structure
2D structure of Trandolaprilat
CAS: 87679-71-8
CID: 5464097
Formula: C22H30N2O5
MW: 402.5
Interactive 3D Structure
Loading 3D structure...
View on PubChemRaw 3D data
Computed Properties
PropertyValue
Molecular Weight402.5
XLogP31.2
Hydrogen Bond Donor Count3
Hydrogen Bond Acceptor Count6
Rotatable Bond Count8
Exact Mass402.21547206
Monoisotopic Mass402.21547206
Topological Polar Surface Area107 Ų
Heavy Atom Count29
Formal Charge0
Complexity604
Isotope Atom Count0
Defined Atom Stereocenter Count5
Undefined Atom Stereocenter Count0
Defined Bond Stereocenter Count0
Undefined Bond Stereocenter Count0
Covalently-Bonded Unit Count1
Compound Is CanonicalizedYes

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