3-{[(1S)-1-(naphthalen-1-yl)ethyl]carbamoyl}propanoic acid

• ChemBase ID: 149603
• Molecular Formular: C16H17NO3
• Molecular Mass: 271.31108
• Monoisotopic Mass: 271.12084341
• SMILES: C[C@@H](c1cccc2c1cccc2)NC(=O)CCC(=O)O
• Canonical SMILES: O=C(N[C@H](c1cccc2c1cccc2)C)CCC(=O)O
• InChI: InChI=1S/C16H17NO3/c1-11(17-15(18)9-10-16(19)20)13-8-4-6-12-5-2-3-7-14(12)13/h2-8,11H,9-10H2,1H3,(H,17,18)(H,19,20)/t11-/m0/s1
• InChIKey: AUSXHLAOQYCBAR-NSHDSACASA-N

NAMES AND DATABASE IDS

Names

• IUPAC name: 3-{[(1S)-1-(naphthalen-1-yl)ethyl]carbamoyl}propanoic acid
• IUPAC Traditional name: 3-{[(1S)-1-(naphthalen-1-yl)ethyl]carbamoyl}propanoic acid
• Synonyms: (S)-(-)-N-[1-(1-Naphthyl)ethyl]succinamic acid; (S)-(-)-N-[1-(1-萘基)乙基]琥珀酰胺酸

Database IDs

• CAS Number: 212556-04-2
• MDL Number: MFCD00798365
• PubChem SID: 24869877; 162243766
• PubChem CID: 10683518

CALCULATED PROPERTIES

• Acid pKa: 4.479684
• H Acceptors: 3
• H Donor: 2
• LogD (pH = 5.5): 1.0902168
• LogD (pH = 7.4): -0.6765618
• Log P: 2.1487753
• Molar Refractivity: 75.7375 cm^3
• Polarizability: 30.595789 Å^3
• Polar Surface Area: 66.4 Å^2
• Rotatable Bonds: 5
• Lipinski's Rule of Five: true

PROPERTIES

Physical Property

• Melting Point: 157-159 °C(lit.)
• Optical Rotation: [α]24/D -45°, c = 2 in ethanol

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: C10H7CH(CH3)NHCOCH2CH2CO2H

DETAILS

Sigma Aldrich - 461644

Packaging
1 g in glass bottle