methyl (2S)-1-[(2S)-6-{[(benzyloxy)carbonyl]amino}-2-{[(2S)-1-ethoxy-1-oxo-4-(2H5)phenylbutan-2-yl]amino}hexanoyl]pyrrolidine-2-carboxylate

• ChemBase ID: 161665
• Molecular Formular: C32H43N3O7
• Molecular Mass: 581.69972
• Monoisotopic Mass: 581.31010073
• SMILES: c1ccccc1CC[C@H](N[C@H](C(=O)N1[C@@H](CCC1)C(=O)OC)CCCCNC(=O)OCc1ccccc1)C(=O)OCC
• Canonical SMILES: CCOC(=O)[C@@H](N[C@H](C(=O)N1CCC[C@H]1C(=O)OC)CCCCNC(=O)OCc1ccccc1)CCc1ccccc1
• InChI: InChI=1S/C32H43N3O7/c1-3-41-30(37)27(20-19-24-13-6-4-7-14-24)34-26(29(36)35-22-12-18-28(35)31(38)40-2)17-10-11-21-33-32(39)42-23-25-15-8-5-9-16-25/h4-9,13-16,26-28,34H,3,10-12,17-23H2,1-2H3,(H,33,39)/t26-,27-,28-/m0/s1
• InChIKey: MYZMCIGSLRHGDQ-KCHLEUMXSA-N

NAMES AND DATABASE IDS

Names

• IUPAC name: methyl (2S)-1-[(2S)-6-{[(benzyloxy)carbonyl]amino}-2-{[(2S)-1-ethoxy-1-oxo-4-(^2H₅)phenylbutan-2-yl]amino}hexanoyl]pyrrolidine-2-carboxylate
• IUPAC Traditional name: methyl (2S)-1-[(2S)-6-{[(benzyloxy)carbonyl]amino}-2-{[(2S)-1-ethoxy-1-oxo-4-(^2H₅)phenylbutan-2-yl]amino}hexanoyl]pyrrolidine-2-carboxylate
• Synonyms: (S)-1-[N2-(1-Carboxy-3-phenylpropyl)-N-benzyloxycarbonyl-L-lysyl]-L-proline-d5 Ethyl Methyl Diester; N-Benzyloxycarbonyl (S)-Lisinopril-d5 Ethyl Methyl Diester

Database IDs

• PubChem SID: 162255800
• PubChem CID: 71313868

CALCULATED PROPERTIES

• Acid pKa: 15.37147
• H Acceptors: 5
• H Donor: 2
• LogD (pH = 5.5): 4.1628013
• LogD (pH = 7.4): 4.4126353
• Log P: 4.4169645
• Molar Refractivity: 157.3359 cm^3
• Polarizability: 62.22922 Å^3
• Polar Surface Area: 123.27 Å^2
• Rotatable Bonds: 19
• Lipinski's Rule of Five: false

PROPERTIES

Physical Property

• Solubility: Dichloromethane; Ethyl Acetate

DETAILS

Toronto Research Chemicals - B285762

Protected, labelled Lisinopril (L468985).