4-[(2S)-3-(4-hydroxyphenyl)-2-(phenylformamido)propanamido]benzoic acid

• ChemBase ID: 126066
• Molecular Formular: C23H20N2O5
• Molecular Mass: 404.4153
• Monoisotopic Mass: 404.13722175
• SMILES: O=C(O)c1ccc(cc1)NC(=O)[C@@H](NC(=O)c1ccccc1)Cc1ccc(O)cc1
• Canonical SMILES: O=C([C@@H](NC(=O)c1ccccc1)Cc1ccc(cc1)O)Nc1ccc(cc1)C(=O)O
• InChI: InChI=1S/C23H20N2O5/c26-19-12-6-15(7-13-19)14-20(25-21(27)16-4-2-1-3-5-16)22(28)24-18-10-8-17(9-11-18)23(29)30/h1-13,20,26H,14H2,(H,24,28)(H,25,27)(H,29,30)/t20-/m0/s1
• InChIKey: SPPTWHFVYKCNNK-FQEVSTJZSA-N

NAMES AND DATABASE IDS

Names

• IUPAC name: 4-[(2S)-3-(4-hydroxyphenyl)-2-(phenylformamido)propanamido]benzoic acid
• IUPAC Traditional name: bentiromide
• Synonyms: (S)-4-((2-(benzoylamino)-3-(4-hydroxyphenyl) -1-oxopropyl)amino)benzoic acid; (S)-p-(α-benzamido-p-hydroxyhydrocinnamamido) benzoic acid; BRN 2910938; Benzoyltyrosyl-p-aminobenzoic acid (Btpaba); C12779; CHEMBANK2959; Chymex; D01346; N-benzoyl-L-tyrosyl-p-aminobenzoic acid; P-((N-benzoyl-L-tyrosin)amido)benzoic acid; PFD; PFT; Ro 11-7891; Bentiromide

Database IDs

• CAS Number: 37106-97-1
• EC Number: 253-349-8
• PubChem SID: 162220407
• PubChem CID: 6957673
• CHEBI ID: 31263
• ATC CODE: V04CK03
• CHEMBL: 1200368
• Chemspider ID: 5329364
• Unique Ingredient Identifier: 239IF5W61J
• Wikipedia Title: Bentiromide

CALCULATED PROPERTIES

• Acid pKa: 4.157471
• H Acceptors: 5
• H Donor: 4
• LogD (pH = 5.5): 2.1798987
• LogD (pH = 7.4): 0.47363257
• Log P: 3.5389557
• Molar Refractivity: 112.745 cm^3
• Polarizability: 42.013195 Å^3
• Polar Surface Area: 115.73 Å^2
• Rotatable Bonds: 7
• Lipinski's Rule of Five: true

PROPERTIES

Safety Information

• Safety Statements: R