(2S)-2-[(4-{[(2R)-2-carboxypyrrolidin-1-yl]sulfonyl}phenyl)formamido]pentanedioic acid

• ChemBase ID: 4076
• Molecular Formular: C17H20N2O9S
• Molecular Mass: 428.4137
• Monoisotopic Mass: 428.08895123
• SMILES: C1CN([C@H](C1)C(=O)O)S(=O)(=O)c1ccc(cc1)C(=O)N[C@@H](CCC(=O)O)C(=O)O
• Canonical SMILES: OC(=O)CC[C@@H](C(=O)O)NC(=O)c1ccc(cc1)S(=O)(=O)N1CCC[C@@H]1C(=O)O
• InChI: InChI=1S/C17H20N2O9S/c20-14(21)8-7-12(16(23)24)18-15(22)10-3-5-11(6-4-10)29(27,28)19-9-1-2-13(19)17(25)26/h3-6,12-13H,1-2,7-9H2,(H,18,22)(H,20,21)(H,23,24)(H,25,26)/t12-,13+/m0/s1
• InChIKey: NDDOUBGQRWFVQM-QWHCGFSZSA-N

NAMES AND DATABASE IDS

Names

• IUPAC name: (2S)-2-[(4-{[(2R)-2-carboxypyrrolidin-1-yl]sulfonyl}phenyl)formamido]pentanedioic acid
• IUPAC Traditional name: (2S)-2-({4-[(2R)-2-carboxypyrrolidin-1-ylsulfonyl]phenyl}formamido)pentanedioic acid
• Synonyms: Sp-722

Database IDs

• PubChem SID: 160967510; 46506700
• PubChem CID: 445505

CALCULATED PROPERTIES

JChem

• Acid pKa: 2.400867
• H Acceptors: 9
• H Donor: 4
• LogD (pH = 5.5): -7.4008975
• LogD (pH = 7.4): -10.449505
• Log P: -0.10972101
• Molar Refractivity: 96.7242 cm^3
• Polarizability: 38.050514 Å^3
• Polar Surface Area: 178.38 Å^2
• Rotatable Bonds: 8
• Lipinski's Rule of Five: true

ALOGPS 2.1

• Log P: -0.47
• LOG S: -2.85
• Solubility (Water): 6.11e-01 g/l

DETAILS

DrugBank - DB04503

Drug information: experimental