(2S,4S)-1-[(2S)-2-methyl-3-sulfanylpropanoyl]-4-(phenylsulfanyl)pyrrolidine-2-carboxylic acid

• ChemBase ID: 6369
• Molecular Formular: C15H19NO3S2
• Molecular Mass: 325.44626
• Monoisotopic Mass: 325.08063547
• SMILES: c1c(cccc1)S[C@H]1C[C@@H](C(=O)O)N(C1)C(=O)[C@H](C)CS
• Canonical SMILES: SC[C@H](C(=O)N1C[C@H](C[C@H]1C(=O)O)Sc1ccccc1)C
• InChI: InChI=1S/C15H19NO3S2/c1-10(9-20)14(17)16-8-12(7-13(16)15(18)19)21-11-5-3-2-4-6-11/h2-6,10,12-13,20H,7-9H2,1H3,(H,18,19)/t10-,12+,13+/m1/s1
• InChIKey: UQWLOWFDKAFKAP-WXHSDQCUSA-N

NAMES AND DATABASE IDS

Names

• IUPAC name: (2S,4S)-1-[(2S)-2-methyl-3-sulfanylpropanoyl]-4-(phenylsulfanyl)pyrrolidine-2-carboxylic acid
• IUPAC Traditional name: (2S,4S)-1-[(2S)-2-methyl-3-sulfanylpropanoyl]-4-(phenylsulfanyl)pyrrolidine-2-carboxylic acid
• Synonyms: L-PROLINE, 1-[(2S)-3-MERCAPTO-2-METHYL-1-OXOPROPYL]-4-(PHENYLTHIO)-, 4S

Database IDs

• PubChem SID: 162103395
• PubChem CID: 3034048

CALCULATED PROPERTIES

JChem

• Lipinski's Rule of Five: true
• Acid pKa: 3.911476
• H Acceptors: 3
• H Donor: 2
• LogD (pH = 5.5): 0.81910414
• LogD (pH = 7.4): -0.79468316
• Log P: 2.413754
• Molar Refractivity: 86.6838 cm^3
• Polarizability: 34.00856 Å^3
• Polar Surface Area: 57.61 Å^2
• Rotatable Bonds: 5

ALOGPS 2.1

• Solubility (Water): 5.19e-02 g/l
• Log P: 2.59
• LOG S: -3.8

DETAILS

DrugBank - DB08766

Drug information: experimental