[(1R)-1-[4-(4-methoxyphenyl)benzenesulfonamido]-2-methylpropyl]phosphonic acid

• ChemBase ID: 5408
• Molecular Formular: C17H22NO6PS
• Molecular Mass: 399.398441
• Monoisotopic Mass: 399.09054506
• SMILES: c1(ccc(cc1)OC)c1ccc(cc1)S(=O)(=O)N[C@@H](C(C)C)P(=O)(O)O
• Canonical SMILES: COc1ccc(cc1)c1ccc(cc1)S(=O)(=O)N[C@H](P(=O)(O)O)C(C)C
• InChI: InChI=1S/C17H22NO6PS/c1-12(2)17(25(19,20)21)18-26(22,23)16-10-6-14(7-11-16)13-4-8-15(24-3)9-5-13/h4-12,17-18H,1-3H3,(H2,19,20,21)/t17-/m1/s1
• InChIKey: BZVYQWLRCHLAGK-QGZVFWFLSA-N

NAMES AND DATABASE IDS

Names

• IUPAC name: [(1R)-1-[4-(4-methoxyphenyl)benzenesulfonamido]-2-methylpropyl]phosphonic acid
• IUPAC Traditional name: (1R)-1-[4-(4-methoxyphenyl)benzenesulfonamido]-2-methylpropylphosphonic acid
• Synonyms: (1R)-1-{[(4'-METHOXY-1,1'-BIPHENYL-4-YL)SULFONYL]AMINO}-2-METHYLPROPYLPHOSPHONIC ACID

Database IDs

• PubChem SID: 160968837; 99444243
• PubChem CID: 6852147

CALCULATED PROPERTIES

JChem

• Acid pKa: 1.4801571
• H Acceptors: 6
• H Donor: 3
• LogD (pH = 5.5): 0.13027412
• LogD (pH = 7.4): 0.028792175
• Log P: 2.4291565
• Molar Refractivity: 98.9228 cm^3
• Polarizability: 40.620808 Å^3
• Polar Surface Area: 112.93 Å^2
• Rotatable Bonds: 6
• Lipinski's Rule of Five: true

ALOGPS 2.1

• Log P: 1.43
• LOG S: -2.94
• Solubility (Water): 4.61e-01 g/l

DETAILS

DrugBank - DB07772

Drug information: experimental