(2S)-2-[(3-chloro-1,4-dioxo-1,4-dihydronaphthalen-2-yl)amino]-3-(1H-imidazol-4-yl)propanoic acid

• ChemBase ID: 191924
• Molecular Formular: C16H12ClN3O4
• Molecular Mass: 345.73718
• Monoisotopic Mass: 345.05163356
• SMILES: C1(=C(C(=O)c2c(C1=O)cccc2)Cl)N[C@H](C(=O)O)Cc1nc[nH]c1
• Canonical SMILES: OC(=O)[C@@H](NC1=C(Cl)C(=O)c2c(C1=O)cccc2)Cc1c[nH]cn1
• InChI: InChI=1S/C16H12ClN3O4/c17-12-13(15(22)10-4-2-1-3-9(10)14(12)21)20-11(16(23)24)5-8-6-18-7-19-8/h1-4,6-7,11,20H,5H2,(H,18,19)(H,23,24)/t11-/m0/s1
• InChIKey: YSRPSUMWIXTGBH-NSHDSACASA-N

NAMES AND DATABASE IDS

Names

• IUPAC name: (2S)-2-[(3-chloro-1,4-dioxo-1,4-dihydronaphthalen-2-yl)amino]-3-(1H-imidazol-4-yl)propanoic acid
• IUPAC Traditional name: (2S)-2-[(3-chloro-1,4-dioxonaphthalen-2-yl)amino]-3-(1H-imidazol-4-yl)propanoic acid

Database IDs

• PubChem SID: 164247834
• PubChem CID: 905993

CALCULATED PROPERTIES

• Acid pKa: 3.4413395
• H Acceptors: 6
• H Donor: 3
• LogD (pH = 5.5): -0.5386547
• LogD (pH = 7.4): -1.3936766
• Log P: -0.5086262
• Molar Refractivity: 86.9485 cm^3
• Polarizability: 32.38111 Å^3
• Polar Surface Area: 112.15 Å^2
• Rotatable Bonds: 5
• Lipinski's Rule of Five: true

PROPERTIES

Product Information

• Classification: Derivatives & analogs of Natural Compounds