(4S)-4-carbamoyl-4-({6-[difluoro(phosphono)methyl]naphthalen-2-yl}formamido)butanoic acid

• ChemBase ID: 3367
• Molecular Formular: C17H17F2N2O7P
• Molecular Mass: 430.2966474
• Monoisotopic Mass: 430.07414396
• SMILES: P(=O)(O)(O)C(F)(F)c1cc2ccc(cc2cc1)C(=O)N[C@H](C(=O)N)CCC(=O)O
• Canonical SMILES: OC(=O)CC[C@@H](C(=O)N)NC(=O)c1ccc2c(c1)ccc(c2)C(P(=O)(O)O)(F)F
• InChI: InChI=1S/C17H17F2N2O7P/c18-17(19,29(26,27)28)12-4-3-9-7-11(2-1-10(9)8-12)16(25)21-13(15(20)24)5-6-14(22)23/h1-4,7-8,13H,5-6H2,(H2,20,24)(H,21,25)(H,22,23)(H2,26,27,28)/t13-/m0/s1
• InChIKey: OWWCIKSGGKYNHT-ZDUSSCGKSA-N

NAMES AND DATABASE IDS

Names

• IUPAC name: (4S)-4-carbamoyl-4-({6-[difluoro(phosphono)methyl]naphthalen-2-yl}formamido)butanoic acid
• IUPAC Traditional name: (4S)-4-carbamoyl-4-({6-[difluoro(phosphono)methyl]naphthalen-2-yl}formamido)butanoic acid
• Synonyms: 4-Carbamoyl-4-{[6-(Difluoro-Phosphono-Methyl)-Naphthalene-2-Carbonyl]-Amino}-Butyric Acid

Database IDs

• PubChem SID: 46509105; 160966808
• PubChem CID: 444695

CALCULATED PROPERTIES

JChem

• Acid pKa: 0.50406015
• H Acceptors: 7
• H Donor: 5
• LogD (pH = 5.5): -3.4681764
• LogD (pH = 7.4): -5.630393
• Log P: 0.05309162
• Molar Refractivity: 96.3963 cm^3
• Polarizability: 37.37147 Å^3
• Polar Surface Area: 167.02 Å^2
• Rotatable Bonds: 8
• Lipinski's Rule of Five: true

ALOGPS 2.1

• Log P: 0.59
• LOG S: -4.27
• Solubility (Water): 2.31e-02 g/l

DETAILS

DrugBank - DB03714

Drug information: experimental