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

• ChemBase ID: 3223
• Molecular Formular: C20H25N3O10S
• Molecular Mass: 499.4916
• Monoisotopic Mass: 499.12606502
• SMILES: OC(=O)CCNC(=O)[C@@H]1CCCN1S(=O)(=O)c1ccc(cc1)C(=O)N[C@H](CCC(=O)O)C(=O)O
• Canonical SMILES: OC(=O)CCNC(=O)[C@@H]1CCCN1S(=O)(=O)c1ccc(cc1)C(=O)N[C@@H](C(=O)O)CCC(=O)O
• InChI: InChI=1S/C20H25N3O10S/c24-16(25)8-7-14(20(30)31)22-18(28)12-3-5-13(6-4-12)34(32,33)23-11-1-2-15(23)19(29)21-10-9-17(26)27/h3-6,14-15H,1-2,7-11H2,(H,21,29)(H,22,28)(H,24,25)(H,26,27)(H,30,31)/t14-,15+/m1/s1
• InChIKey: SRAHBOKVSSZEHQ-CABCVRRESA-N

NAMES AND DATABASE IDS

Names

• IUPAC name: (2R)-2-[(4-{[(2S)-2-[(2-carboxyethyl)carbamoyl]pyrrolidin-1-yl]sulfonyl}phenyl)formamido]pentanedioic acid
• IUPAC Traditional name: (2R)-2-({4-[(2S)-2-[(2-carboxyethyl)carbamoyl]pyrrolidin-1-ylsulfonyl]phenyl}formamido)pentanedioic acid
• Synonyms: Sp-876

Database IDs

• PubChem SID: 46504915; 160966666
• PubChem CID: 46936716

CALCULATED PROPERTIES

JChem

• Acid pKa: 2.580334
• H Acceptors: 10
• H Donor: 5
• LogD (pH = 5.5): -7.657664
• LogD (pH = 7.4): -11.21633
• Log P: -0.9779915
• Molar Refractivity: 114.2271 cm^3
• Polarizability: 44.821182 Å^3
• Polar Surface Area: 207.48 Å^2
• Rotatable Bonds: 11
• Lipinski's Rule of Five: true

ALOGPS 2.1

• Log P: -0.89
• LOG S: -3.15
• Solubility (Water): 3.53e-01 g/l

DETAILS

DrugBank - DB03558

Drug information: experimental