2-{[4-(2H3)methyl(2H4)phenyl]formamido}acetic acid

• ChemBase ID: 173767
• Molecular Formular: C10H11NO3
• Molecular Mass: 193.19924
• Monoisotopic Mass: 193.07389322
• SMILES: c1c(ccc(c1)C(=O)NCC(=O)O)C
• Canonical SMILES: O=C(c1ccc(cc1)C)NCC(=O)O
• InChI: InChI=1S/C10H11NO3/c1-7-2-4-8(5-3-7)10(14)11-6-9(12)13/h2-5H,6H2,1H3,(H,11,14)(H,12,13)
• InChIKey: NRSCPTLHWVWLLH-UHFFFAOYSA-N

NAMES AND DATABASE IDS

Names

• IUPAC name: 2-{[4-(^2H₃)methyl(^2H₄)phenyl]formamido}acetic acid
• IUPAC Traditional name: {[4-(^2H₃)methyl(^2H₄)phenyl]formamido}acetic acid
• Synonyms: N-(4-Methylbenzoyl)glycine-d7; N-(p-Methylbenzoyl)glycine-d7; NSC 126814-d7; p-Methylhippuric Acid-d7; p-Toluric Acid-d7; 4-Methyl Hippuric Acid-d7

Database IDs

• PubChem SID: 164229677
• PubChem CID: 46782260

CALCULATED PROPERTIES

• Acid pKa: 3.742762
• H Acceptors: 3
• H Donor: 2
• LogD (pH = 5.5): -0.71852934
• LogD (pH = 7.4): -2.2487717
• Log P: 1.0389669
• Molar Refractivity: 51.1589 cm^3
• Polarizability: 19.255213 Å^3
• Polar Surface Area: 66.4 Å^2
• Rotatable Bonds: 3
• Lipinski's Rule of Five: true

DETAILS

Toronto Research Chemicals - M311977

A labelled substituted hippurate analog as substrate and inhibitor of peptidylglycine α-hydroxylating monooxygenase (PHM).

REFERENCES

• Erion, M., et al.: J. Med. Chem., 37, 4430 (1994)
• Feng, J., et al.: Biochem. J., 350, 521 (1994)
• Zhang, L., et al.: Cancer Res., 66, 5696 (1994)