2-{[(1S)-1-(naphthalen-1-yl)ethyl]carbamoyl}benzoic acid

• ChemBase ID: 139163
• Molecular Formular: C20H17NO3
• Molecular Mass: 319.35388
• Monoisotopic Mass: 319.12084341
• SMILES: C[C@@H](c1cccc2c1cccc2)NC(=O)c1ccccc1C(=O)O
• Canonical SMILES: OC(=O)c1ccccc1C(=O)N[C@H](c1cccc2c1cccc2)C
• InChI: InChI=1S/C20H17NO3/c1-13(15-12-6-8-14-7-2-3-9-16(14)15)21-19(22)17-10-4-5-11-18(17)20(23)24/h2-13H,1H3,(H,21,22)(H,23,24)/t13-/m0/s1
• InChIKey: ZEKKAEAOTSMLNW-ZDUSSCGKSA-N

NAMES AND DATABASE IDS

Names

• IUPAC name: 2-{[(1S)-1-(naphthalen-1-yl)ethyl]carbamoyl}benzoic acid
• IUPAC Traditional name: 2-{[(1S)-1-(naphthalen-1-yl)ethyl]carbamoyl}benzoic acid
• Synonyms: (S)-(+)-N-[1-(1-Naphthyl)ethyl]phthalamic acid; (S)-(+)-N-[1-(1-萘基)乙基]邻氨甲酰苯甲酸

Database IDs

• CAS Number: 163438-06-0
• MDL Number: MFCD00192339
• PubChem SID: 162233411; 24864837
• PubChem CID: 853686

CALCULATED PROPERTIES

• Acid pKa: 3.6622114
• H Acceptors: 3
• H Donor: 2
• LogD (pH = 5.5): 2.0003476
• LogD (pH = 7.4): 0.5153599
• Log P: 3.83567
• Molar Refractivity: 92.7709 cm^3
• Polarizability: 36.273617 Å^3
• Polar Surface Area: 66.4 Å^2
• Rotatable Bonds: 4
• Lipinski's Rule of Five: true

PROPERTIES

Physical Property

• Melting Point: 167 °C (dec.)(lit.)
• Optical Rotation: [α]25/D +48°, c = 1 in methanol

Safety Information

• European Hazard Symbols: Irritant (Xi)
• German water hazard class: 3
• Risk Statements: 36/37/38
• Safety Statements: 26-36
• GHS Pictograms: GHS07
• GHS Signal Word: Warning
• GHS Hazard statements: H315-H319-H335
• GHS Precautionary statements: P261-P305 + P351 + P338
• Personal Protective Equipment: dust mask type N95 (US), Eyeshields, Gloves

Product Information

• Purity: 98%
• Linear Formula: 2-[C10H7CH(CH3)NHCO]C6H4CO2H