(2R)-2-[(4-ethyl-2,3-dioxopiperazine-1-carbonyl)amino]-2-phenylacetic acid

• ChemBase ID: 135452
• Molecular Formular: C15H17N3O5
• Molecular Mass: 319.31258
• Monoisotopic Mass: 319.11682066
• SMILES: CCN1CCN(C(=O)C1=O)C(=O)N[C@H](c1ccccc1)C(=O)O
• Canonical SMILES: CCN1CCN(C(=O)C1=O)C(=O)N[C@H](c1ccccc1)C(=O)O
• InChI: InChI=1S/C15H17N3O5/c1-2-17-8-9-18(13(20)12(17)19)15(23)16-11(14(21)22)10-6-4-3-5-7-10/h3-7,11H,2,8-9H2,1H3,(H,16,23)(H,21,22)/t11-/m1/s1
• InChIKey: JQEHQELQPPKXRR-LLVKDONJSA-N

NAMES AND DATABASE IDS

Names

• IUPAC name: (2R)-2-[(4-ethyl-2,3-dioxopiperazine-1-carbonyl)amino]-2-phenylacetic acid
• IUPAC Traditional name: (R)-(4-ethyl-2,3-dioxopiperazine-1-carbonylamino)(phenyl)acetic acid
• Synonyms: (R)-(-)-α-[[(4-Ethyl-2,3-dioxo-1-piperazinyl)carbonyl]amino]benzeneacetic acid; N-乙基双氧哌嗪酰氨苯乙酸

Database IDs

• CAS Number: 63422-71-9
• EC Number: 264-133-8
• MDL Number: MFCD00799536
• PubChem SID: 24870842; 162229726
• PubChem CID: 2733658

CALCULATED PROPERTIES

• Acid pKa: 3.480869
• H Acceptors: 5
• H Donor: 2
• LogD (pH = 5.5): -1.7382334
• LogD (pH = 7.4): -3.1091857
• Log P: 0.27182597
• Molar Refractivity: 79.1345 cm^3
• Polarizability: 30.444048 Å^3
• Polar Surface Area: 107.02 Å^2
• Rotatable Bonds: 4
• Lipinski's Rule of Five: true

PROPERTIES

Physical Property

• Melting Point: 171 °C (dec.)(lit.)
• Optical Rotation: [α]20/D -63°, 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: 97%
• Empirical Formula (Hill Notation): C15H17N3O5