(2R)-1-[(2S)-6-amino-2-{[(1S)-1-{[(5S)-5-{[(1S)-1-carboxy-3-(2H5)phenylpropyl]amino}-6-[(2R)-2-carboxypyrrolidin-1-yl]-6-oxohexyl]carbamoyl}-3-phenylpropyl]amino}hexanoyl]pyrrolidine-2-carboxylic acid

• ChemBase ID: 172351
• Molecular Formular: C42H60N6O9
• Molecular Mass: 792.9606
• Monoisotopic Mass: 792.44217753
• SMILES: c1ccccc1CC[C@H](N[C@H](C(=O)N1[C@H](CCC1)C(=O)O)CCCCN)C(=O)NCCCC[C@H](N[C@@H](CCc1ccccc1)C(=O)O)C(=O)N1CCC[C@@H]1C(=O)O
• Canonical SMILES: NCCCC[C@@H](C(=O)N1CCC[C@@H]1C(=O)O)N[C@H](C(=O)NCCCC[C@@H](C(=O)N1CCC[C@@H]1C(=O)O)N[C@H](C(=O)O)CCc1ccccc1)CCc1ccccc1
• InChI: InChI=1S/C42H60N6O9/c43-25-9-7-17-32(38(50)47-27-11-19-35(47)41(54)55)45-31(23-21-29-13-3-1-4-14-29)37(49)44-26-10-8-18-33(39(51)48-28-12-20-36(48)42(56)57)46-34(40(52)53)24-22-30-15-5-2-6-16-30/h1-6,13-16,31-36,45-46H,7-12,17-28,43H2,(H,44,49)(H,52,53)(H,54,55)(H,56,57)/t31-,32-,33-,34-,35+,36+/m0/s1
• InChIKey: HLRMNXJOFRUYAM-GFWDPPTMSA-N

NAMES AND DATABASE IDS

Names

• IUPAC name: (2R)-1-[(2S)-6-amino-2-{[(1S)-1-{[(5S)-5-{[(1S)-1-carboxy-3-(^2H₅)phenylpropyl]amino}-6-[(2R)-2-carboxypyrrolidin-1-yl]-6-oxohexyl]carbamoyl}-3-phenylpropyl]amino}hexanoyl]pyrrolidine-2-carboxylic acid
• IUPAC Traditional name: (2R)-1-[(2S)-6-amino-2-{[(1S)-1-{[(5S)-5-{[(1S)-1-carboxy-3-(^2H₅)phenylpropyl]amino}-6-[(2R)-2-carboxypyrrolidin-1-yl]-6-oxohexyl]carbamoyl}-3-phenylpropyl]amino}hexanoyl]pyrrolidine-2-carboxylic acid
• Synonyms: (S)-Lisinopril Dimer-d5

Database IDs

• PubChem SID: 164228261
• PubChem CID: 71749825

CALCULATED PROPERTIES

• Acid pKa: 2.9571557
• H Acceptors: 12
• H Donor: 7
• LogD (pH = 5.5): -3.9131737
• LogD (pH = 7.4): -4.138292
• Log P: -3.9137838
• Molar Refractivity: 211.5383 cm^3
• Polarizability: 83.53299 Å^3
• Polar Surface Area: 231.7 Å^2
• Rotatable Bonds: 25
• Lipinski's Rule of Five: false

DETAILS

Toronto Research Chemicals - L469012

(S)-Lisinopril (L468985) labelled impurity.