(2S,4S)-1-[(2S)-3-[(1-ethyl-2,5-dioxopyrrolidin-3-yl)sulfanyl]-2-methylpropanoyl]-4-[(2H5)phenylsulfanyl]pyrrolidine-2-carboxylic acid

• ChemBase ID: 179652
• Molecular Formular: C21H26N2O5S2
• Molecular Mass: 450.57154
• Monoisotopic Mass: 450.12831394
• SMILES: S(C[C@H](C(=O)N1C[C@H](C[C@H]1C(=O)O)Sc1ccccc1)C)C1CC(=O)N(C1=O)CC
• Canonical SMILES: CCN1C(=O)CC(C1=O)SC[C@H](C(=O)N1C[C@H](C[C@H]1C(=O)O)Sc1ccccc1)C
• InChI: InChI=1S/C21H26N2O5S2/c1-3-22-18(24)10-17(20(22)26)29-12-13(2)19(25)23-11-15(9-16(23)21(27)28)30-14-7-5-4-6-8-14/h4-8,13,15-17H,3,9-12H2,1-2H3,(H,27,28)/t13-,15+,16+,17?/m1/s1
• InChIKey: LBNKOWANPJZWMF-XEFHEYMASA-N

NAMES AND DATABASE IDS

Names

• IUPAC name: (2S,4S)-1-[(2S)-3-[(1-ethyl-2,5-dioxopyrrolidin-3-yl)sulfanyl]-2-methylpropanoyl]-4-[(^2H₅)phenylsulfanyl]pyrrolidine-2-carboxylic acid
• IUPAC Traditional name: (2S,4S)-1-[(2S)-3-[(1-ethyl-2,5-dioxopyrrolidin-3-yl)sulfanyl]-2-methylpropanoyl]-4-[(^2H₅)phenylsulfanyl]pyrrolidine-2-carboxylic acid
• Synonyms: Zofenoprilat-d5 NES Adduct; Zofenoprilat-d5 N-Ethyl Succinimide

Database IDs

• PubChem SID: 164235562
• PubChem CID: 71753031

CALCULATED PROPERTIES

• Acid pKa: 3.7356408
• H Acceptors: 5
• H Donor: 1
• LogD (pH = 5.5): 0.11547663
• LogD (pH = 7.4): -1.410906
• Log P: 1.8798604
• Molar Refractivity: 116.486 cm^3
• Polarizability: 45.68928 Å^3
• Polar Surface Area: 94.99 Å^2
• Rotatable Bonds: 8
• Lipinski's Rule of Five: true

DETAILS

Toronto Research Chemicals - Z587062

Labelled Zofenoprilat derivative.