(2S)-2-({[(1R)-1-carboxy-2-{[(4-fluorophenyl)methyl]sulfanyl}ethyl]carbamoyl}amino)pentanedioic acid

• ChemBase ID: 5390
• Molecular Formular: C16H19FN2O7S
• Molecular Mass: 402.3946632
• Monoisotopic Mass: 402.08970018
• SMILES: Fc1ccc(cc1)CSC[C@@H](C(=O)O)NC(=O)N[C@H](C(=O)O)CCC(=O)O
• Canonical SMILES: OC(=O)[C@@H](NC(=O)N[C@H](C(=O)O)CCC(=O)O)CSCc1ccc(cc1)F
• InChI: InChI=1S/C16H19FN2O7S/c17-10-3-1-9(2-4-10)7-27-8-12(15(24)25)19-16(26)18-11(14(22)23)5-6-13(20)21/h1-4,11-12H,5-8H2,(H,20,21)(H,22,23)(H,24,25)(H2,18,19,26)/t11-,12-/m0/s1
• InChIKey: IDTMSHGCAZPVLC-RYUDHWBXSA-N

NAMES AND DATABASE IDS

Names

• IUPAC name: (2S)-2-({[(1R)-1-carboxy-2-{[(4-fluorophenyl)methyl]sulfanyl}ethyl]carbamoyl}amino)pentanedioic acid
• IUPAC Traditional name: (2S)-2-({[(1R)-1-carboxy-2-{[(4-fluorophenyl)methyl]sulfanyl}ethyl]carbamoyl}amino)pentanedioic acid
• Synonyms: N-({(1R)-1-carboxy-2-[(4-fluorobenzyl)sulfanyl]ethyl}carbamoyl)-L-glutamic acid

Database IDs

• PubChem SID: 99444225; 160968819
• PubChem CID: 25113157

CALCULATED PROPERTIES

JChem

• Acid pKa: 3.1051273
• H Acceptors: 7
• H Donor: 5
• LogD (pH = 5.5): -4.363202
• LogD (pH = 7.4): -8.793975
• Log P: 1.022821
• Molar Refractivity: 92.1389 cm^3
• Polarizability: 35.704216 Å^3
• Polar Surface Area: 153.03 Å^2
• Rotatable Bonds: 11
• Lipinski's Rule of Five: true

ALOGPS 2.1

• Log P: 0.61
• LOG S: -3.65
• Solubility (Water): 9.00e-02 g/l

DETAILS

DrugBank - DB07754

Drug information: experimental