[(S)-(5-chloro-1-benzothiophen-3-yl)[(naphthalen-2-yl)carbamoyl]methyl]phosphonic acid

• ChemBase ID: 5321
• Molecular Formular: C20H15ClNO4PS
• Molecular Mass: 431.829161
• Monoisotopic Mass: 431.01479328
• SMILES: c12cc(Cl)ccc1scc2[C@H](P(=O)(O)O)C(=O)Nc1cc2ccccc2cc1
• Canonical SMILES: Clc1ccc2c(c1)c(cs2)[C@H](P(=O)(O)O)C(=O)Nc1ccc2c(c1)cccc2
• InChI: InChI=1S/C20H15ClNO4PS/c21-14-6-8-18-16(10-14)17(11-28-18)19(27(24,25)26)20(23)22-15-7-5-12-3-1-2-4-13(12)9-15/h1-11,19H,(H,22,23)(H2,24,25,26)/t19-/m0/s1
• InChIKey: HUJXISJLAPAFBO-IBGZPJMESA-N

NAMES AND DATABASE IDS

Names

• IUPAC name: [(S)-(5-chloro-1-benzothiophen-3-yl)[(naphthalen-2-yl)carbamoyl]methyl]phosphonic acid
• IUPAC Traditional name: (S)-(5-chloro-1-benzothiophen-3-yl)[(naphthalen-2-yl)carbamoyl]methylphosphonic acid
• Synonyms: [(1S)-1-(5-CHLORO-1-BENZOTHIEN-3-YL)-2-(2-NAPHTHYLAMINO)-2-OXOETHYL]PHOSPHONIC ACID

Database IDs

• PubChem SID: 99444151; 160968750
• PubChem CID: 16122567

CALCULATED PROPERTIES

JChem

• Acid pKa: 1.5246148
• H Acceptors: 4
• H Donor: 3
• LogD (pH = 5.5): 1.9135479
• LogD (pH = 7.4): 1.8191408
• Log P: 4.2114253
• Molar Refractivity: 110.8643 cm^3
• Polarizability: 44.48531 Å^3
• Polar Surface Area: 86.63 Å^2
• Rotatable Bonds: 4
• Lipinski's Rule of Five: true

ALOGPS 2.1

• Log P: 3.25
• LOG S: -4.78
• Solubility (Water): 7.15e-03 g/l

DETAILS

DrugBank - DB07680

Drug information: experimental