(2S,3aR,7aS)-1-[(2S)-2-{[(2S)-1-ethoxy-1-oxo-4-(2H5)phenylbutan-2-yl]amino}propanoyl]-octahydro-1H-indole-2-carboxylic acid

• ChemBase ID: 178798
• Molecular Formular: C24H34N2O5
• Molecular Mass: 430.53716
• Monoisotopic Mass: 430.2467722
• SMILES: c1ccccc1CC[C@H](N[C@H](C(=O)N1[C@@H]2[C@@H](C[C@H]1C(=O)O)CCCC2)C)C(=O)OCC
• Canonical SMILES: CCOC(=O)[C@@H](N[C@H](C(=O)N1[C@H]2CCCC[C@@H]2C[C@H]1C(=O)O)C)CCc1ccccc1
• InChI: InChI=1S/C24H34N2O5/c1-3-31-24(30)19(14-13-17-9-5-4-6-10-17)25-16(2)22(27)26-20-12-8-7-11-18(20)15-21(26)23(28)29/h4-6,9-10,16,18-21,25H,3,7-8,11-15H2,1-2H3,(H,28,29)/t16-,18+,19-,20-,21-/m0/s1
• InChIKey: VXFJYXUZANRPDJ-WTNASJBWSA-N

NAMES AND DATABASE IDS

Names

• IUPAC name: (2S,3aR,7aS)-1-[(2S)-2-{[(2S)-1-ethoxy-1-oxo-4-(^2H₅)phenylbutan-2-yl]amino}propanoyl]-octahydro-1H-indole-2-carboxylic acid
• IUPAC Traditional name: (2S,3aR,7aS)-1-[(2S)-2-{[(2S)-1-ethoxy-1-oxo-4-(^2H₅)phenylbutan-2-yl]amino}propanoyl]-octahydroindole-2-carboxylic acid
• Synonyms: (2S,3aR,7aS)-1-[(2S)-2-[[(1S)-1-(Ethoxycarbonyl)-3-(phenyl-d5)propyl]amino]-1-oxopropyl]octahydro-1H-Indole-2-carboxylic Acid; Mavik-d5; Odrik-d5; Gopten-d5; RU-44570-d5; Trandolapril-phenyl-d5

Database IDs

• PubChem SID: 164234708
• PubChem CID: 45040561

CALCULATED PROPERTIES

• Acid pKa: 3.799918
• H Acceptors: 5
• H Donor: 2
• LogD (pH = 5.5): 1.702222
• LogD (pH = 7.4): 0.2851026
• Log P: 1.9473588
• Molar Refractivity: 115.7878 cm^3
• Polarizability: 46.069202 Å^3
• Polar Surface Area: 95.94 Å^2
• Rotatable Bonds: 10
• Lipinski's Rule of Five: true

PROPERTIES

Physical Property

• Solubility: Chloroform; Dichloromethane; DMSO; Methanol
• Apperance: White to Off-White Solid
• Melting Point: 37-44°C

Safety Information

• Storage Condition: -20°C Freezer

DETAILS

Toronto Research Chemicals - T713502

A labelled antihypertensive. Angiotensin converting enzyme (ACE) inhibitor.

REFERENCES

• Brown, N.L., et al.: Eur. J. Pharmacol., 148, 79 (1988)
• Kober, L., et al.: N. Engl. J. Med., 333, 1670 (1988)
• Malik, R.A., et al.: Lancet, 352, 1978 (1998)