(2S)-1-(2-amino-4-chloro-5-methylbenzenesulfonyl)pyrrolidine-2-carboxylic acid

• ChemBase ID: 4924
• Molecular Formular: C12H15ClN2O4S
• Molecular Mass: 318.7765
• Monoisotopic Mass: 318.04410565
• SMILES: Cc1cc(c(cc1Cl)N)S(=O)(=O)N1CCC[C@H]1C(=O)O
• Canonical SMILES: OC(=O)[C@@H]1CCCN1S(=O)(=O)c1cc(C)c(cc1N)Cl
• InChI: InChI=1S/C12H15ClN2O4S/c1-7-5-11(9(14)6-8(7)13)20(18,19)15-4-2-3-10(15)12(16)17/h5-6,10H,2-4,14H2,1H3,(H,16,17)/t10-/m0/s1
• InChIKey: OWYKAFABUYXQLE-JTQLQIEISA-N

NAMES AND DATABASE IDS

Names

• IUPAC name: (2S)-1-(2-amino-4-chloro-5-methylbenzenesulfonyl)pyrrolidine-2-carboxylic acid
• IUPAC Traditional name: (2S)-1-(2-amino-4-chloro-5-methylbenzenesulfonyl)pyrrolidine-2-carboxylic acid
• Synonyms: 1-[(2-AMINO-4-CHLORO-5-METHYLPHENYL)SULFONYL]-L-PROLINE

Database IDs

• PubChem SID: 99443744; 160968356
• PubChem CID: 6914644

CALCULATED PROPERTIES

JChem

• Acid pKa: 3.2176557
• H Acceptors: 5
• H Donor: 2
• LogD (pH = 5.5): -0.8599737
• LogD (pH = 7.4): -2.033319
• Log P: 1.4109058
• Molar Refractivity: 75.9266 cm^3
• Polarizability: 29.541237 Å^3
• Polar Surface Area: 100.7 Å^2
• Rotatable Bonds: 2
• Lipinski's Rule of Five: true

ALOGPS 2.1

• Log P: 0.56
• LOG S: -2.33
• Solubility (Water): 1.51e+00 g/l

DETAILS

DrugBank - DB07273

Drug information: experimental