calcium bis((2S,4S)-1-[(2S)-3-(benzoylsulfanyl)-2-methylpropanoyl]-4-(phenylsulfanyl)pyrrolidine-2-carboxylate)

• ChemBase ID: 154947
• Molecular Formular: C44H44CaN2O8S4
• Molecular Mass: 897.16676
• Monoisotopic Mass: 896.16064136
• SMILES: C[C@H](CSC(=O)c1ccccc1)C(=O)N1C[C@H](C[C@H]1C(=O)[O-])Sc1ccccc1.C[C@H](CSC(=O)c1ccccc1)C(=O)N1C[C@H](C[C@H]1C(=O)[O-])Sc1ccccc1.[Ca+2]
• Canonical SMILES: O=C(N1C[C@H](C[C@H]1C(=O)[O-])Sc1ccccc1)[C@@H](CSC(=O)c1ccccc1)C.O=C(N1C[C@H](C[C@H]1C(=O)[O-])Sc1ccccc1)[C@@H](CSC(=O)c1ccccc1)C.[Ca+2]
• InChI: InChI=1S/2C22H23NO4S2.Ca/c2*1-15(14-28-22(27)16-8-4-2-5-9-16)20(24)23-13-18(12-19(23)21(25)26)29-17-10-6-3-7-11-17;/h2*2-11,15,18-19H,12-14H2,1H3,(H,25,26);/q;;+2/p-2/t2*15-,18+,19+;/m11./s1
• InChIKey: NSYUKKYYVFVMST-LETVYOFWSA-L

NAMES AND DATABASE IDS

Names

• IUPAC name: calcium bis((2S,4S)-1-[(2S)-3-(benzoylsulfanyl)-2-methylpropanoyl]-4-(phenylsulfanyl)pyrrolidine-2-carboxylate)
• IUPAC Traditional name: calcium bis((2S,4S)-1-[(2S)-3-(benzoylsulfanyl)-2-methylpropanoyl]-4-(phenylsulfanyl)pyrrolidine-2-carboxylate)
• Synonyms: (4S)-1-[(2S)-3-(benzoylthio)-2-methyl-1-oxopropyl]-4-(phenylthio)-L-proline calcium salt; Zofenopril calcium

Database IDs

• CAS Number: 81938-43-4
• PubChem SID: 162249085
• PubChem CID: 3033690

CALCULATED PROPERTIES

• H Acceptors: 4
• H Donor: 0
• LogD (pH = 5.5): 2.32077
• LogD (pH = 7.4): 0.9343686
• Log P: 4.308536
• Molar Refractivity: 127.6592 cm^3
• Polarizability: 45.4219 Å^3
• Polar Surface Area: 77.51 Å^2
• Rotatable Bonds: 16
• Lipinski's Rule of Five: false
• Acid pKa: 3.5040753

PROPERTIES

Physical Property

• Solubility: DMSO: >5 mg/mL
• Apperance: white to off-white powder

Safety Information

• European Hazard Symbols: Nature polluting (N)
• German water hazard class: 3
• Risk Statements: 50/53
• Safety Statements: 60-61
• GHS Pictograms: GHS09
• GHS Signal Word: Warning
• GHS Hazard statements: H410
• GHS Precautionary statements: P273-P501
• Storage Temperature: 2-8°C

Product Information

• Purity: >98% (HPLC)
• Empirical Formula (Hill Notation): C22H22NO4S2 · 0.5Ca

DETAILS

Sigma Aldrich - Z1252

Biochem/physiol Actions
Zofenopril is a long-lasting, lipophilic ACE inhibitor. Zofenopril is also an inhibitor of PEPT2, the predominant peptide transporter in kidney and choroid plexus.