2-[(2,4-dinitrophenyl)amino]-3-(1H-indol-3-yl)propanoic acid

• ChemBase ID: 132135
• Molecular Formular: C17H14N4O6
• Molecular Mass: 370.31626
• Monoisotopic Mass: 370.09133419
• SMILES: c1ccc2c(c1)c(c[nH]2)CC(C(=O)O)Nc1ccc(cc1[N+](=O)[O-])[N+](=O)[O-]
• Canonical SMILES: OC(=O)C(Cc1c[nH]c2c1cccc2)Nc1ccc(cc1[N+](=O)[O-])[N+](=O)[O-]
• InChI: InChI=1S/C17H14N4O6/c22-17(23)15(7-10-9-18-13-4-2-1-3-12(10)13)19-14-6-5-11(20(24)25)8-16(14)21(26)27/h1-6,8-9,15,18-19H,7H2,(H,22,23)
• InChIKey: LAPUOPKWYOOCKL-UHFFFAOYSA-N

NAMES AND DATABASE IDS

Names

• IUPAC name: 2-[(2,4-dinitrophenyl)amino]-3-(1H-indol-3-yl)propanoic acid
• IUPAC Traditional name: 2-[(2,4-dinitrophenyl)amino]-3-(1H-indol-3-yl)propanoic acid
• Synonyms: N-(2,4-Dinitrophenyl)-L-tryptophan; DNP-L-tryptophan

Database IDs

• CAS Number: 1655-51-2
• EC Number: 216-738-3
• MDL Number: MFCD00037942
• PubChem SID: 24893589; 162226412
• PubChem CID: 352541

CALCULATED PROPERTIES

• Acid pKa: 3.1082568
• H Acceptors: 7
• H Donor: 3
• LogD (pH = 5.5): 1.4148549
• LogD (pH = 7.4): 0.31752512
• Log P: 3.7778282
• Molar Refractivity: 97.1852 cm^3
• Polarizability: 36.09194 Å^3
• Polar Surface Area: 156.76 Å^2
• Rotatable Bonds: 7
• Lipinski's Rule of Five: true

PROPERTIES

Safety Information

• German water hazard class: 3