4-[(diphenylcarbamoyl)oxy]-3-nitrobenzoic acid

• ChemBase ID: 102653
• Molecular Formular: C20H14N2O6
• Molecular Mass: 378.33496
• Monoisotopic Mass: 378.08518618
• SMILES: OC(=O)c1ccc(OC(=O)N(c2ccccc2)c2ccccc2)c(c1)[N+](=O)[O-]
• Canonical SMILES: O=C(N(c1ccccc1)c1ccccc1)Oc1ccc(cc1[N+](=O)[O-])C(=O)O
• InChI: InChI=1S/C20H14N2O6/c23-19(24)14-11-12-18(17(13-14)22(26)27)28-20(25)21(15-7-3-1-4-8-15)16-9-5-2-6-10-16/h1-13H,(H,23,24)
• InChIKey: RLNYDAFUTZRAIW-UHFFFAOYSA-N

NAMES AND DATABASE IDS

Names

• IUPAC name: 4-[(diphenylcarbamoyl)oxy]-3-nitrobenzoic acid
• IUPAC Traditional name: 4-[(diphenylcarbamoyl)oxy]-3-nitrobenzoic acid
• Synonyms: NCDC; 2-NITRO-4-CARBOXYPHENYL-N,N-DIPHENYLCARBAMATE; 2-Nitro-4-carboxyphenyl N,N-diphenylcarbamate

Database IDs

• CAS Number: 10556-88-4
• MDL Number: MFCD00057605
• PubChem SID: 162088163
• PubChem CID: 1583

CALCULATED PROPERTIES

• Acid pKa: 3.8661468
• H Acceptors: 6
• H Donor: 1
• LogD (pH = 5.5): 2.9694538
• LogD (pH = 7.4): 1.377044
• Log P: 4.607797
• Molar Refractivity: 99.7966 cm^3
• Polarizability: 37.443604 Å^3
• Polar Surface Area: 112.66 Å^2
• Rotatable Bonds: 6
• Lipinski's Rule of Five: true

PROPERTIES

Safety Information

• Storage Condition: Room Temperature (15-30°C)
• German water hazard class: 3
• Personal Protective Equipment: Eyeshields, Gloves, type N95 (US), type P1 (EN143) respirator filter

DETAILS

MP Biomedicals - 02102453

Yellow crystals
For direct titration of Chymotrypsin.

Sigma Aldrich - N7001

Application
Can be used for the determination of chymotrypsin; liberates 4-hydroxy-3-nitrobenzoic acid (also available from Sigma).
Biochem/physiol Actions
Specific chromogenic inactivator of chymotrypsin. Inhibits anti-IgE-mediated histamine release and inositol trisphosphate (IP3) production in mast cells, possibly by a mechanism involving inhibition of phospholipase C (PLC).1