(2S)-2-amino-3-[(1S)-4-hydroxy-6-oxo-3-[2-(pyridin-2-yl)hydrazin-1-yl]cyclohexa-2,4-dien-1-yl]propanoic acid

• ChemBase ID: 1410
• Molecular Formular: C14H16N4O4
• Molecular Mass: 304.30124
• Monoisotopic Mass: 304.11715501
• SMILES: N[C@@H](C[C@H]1C=C(NNc2ccccn2)C(=CC1=O)O)C(=O)O
• Canonical SMILES: OC(=O)[C@H](C[C@H]1C=C(NNc2ccccn2)C(=CC1=O)O)N
• InChI: InChI=1S/C14H16N4O4/c15-9(14(21)22)5-8-6-10(12(20)7-11(8)19)17-18-13-3-1-2-4-16-13/h1-4,6-9,17,20H,5,15H2,(H,16,18)(H,21,22)/t8-,9-/m0/s1
• InChIKey: AZUQIXJQZOMXAS-IUCAKERBSA-N

NAMES AND DATABASE IDS

Names

• IUPAC name: (2S)-2-amino-3-[(1S)-4-hydroxy-6-oxo-3-[2-(pyridin-2-yl)hydrazin-1-yl]cyclohexa-2,4-dien-1-yl]propanoic acid
• IUPAC Traditional name: (2S)-2-amino-3-[(1S)-4-hydroxy-6-oxo-3-[2-(pyridin-2-yl)hydrazin-1-yl]cyclohexa-2,4-dien-1-yl]propanoic acid
• Synonyms: 2-Oxy-4-Hydroxy-5-(2-Hydrazinopyridine)Phenylalanine

Database IDs

• PubChem SID: 46505493; 160964870
• PubChem CID: 46936179

CALCULATED PROPERTIES

JChem

• Acid pKa: 1.6279293
• H Acceptors: 8
• H Donor: 5
• LogD (pH = 5.5): -6.127492
• LogD (pH = 7.4): -5.4180045
• Log P: -5.038614
• Molar Refractivity: 92.821 cm^3
• Polarizability: 29.874275 Å^3
• Polar Surface Area: 137.57 Å^2
• Rotatable Bonds: 6
• Lipinski's Rule of Five: true

ALOGPS 2.1

• Log P: -1.3
• LOG S: -2.43
• Solubility (Water): 1.12e+00 g/l

DETAILS

DrugBank - DB01634

Drug information: experimental