2-[(4Z)-2-[(1S,2S)-1-amino-2-hydroxypropyl]-4-[(4-hydroxyphenyl)methylidene]-5-oxo-4,5-dihydro-1H-imidazol-1-yl]acetaldehyde

• ChemBase ID: 4135
• Molecular Formular: C15H17N3O4
• Molecular Mass: 303.31318
• Monoisotopic Mass: 303.12190604
• SMILES: C[C@H](O)[C@@H](N)C1=N/C(=C\c2ccc(O)cc2)/C(=O)N1CC=O
• Canonical SMILES: O=CCN1C(=O)/C(=C/c2ccc(cc2)O)/N=C1[C@@H]([C@@H](O)C)N
• InChI: InChI=1S/C15H17N3O4/c1-9(20)13(16)14-17-12(15(22)18(14)6-7-19)8-10-2-4-11(21)5-3-10/h2-5,7-9,13,20-21H,6,16H2,1H3/b12-8-/t9-,13+/m0/s1
• InChIKey: MRAAQGZJTBRUBQ-ATRXRJDZSA-N

NAMES AND DATABASE IDS

Names

• IUPAC name: 2-[(4Z)-2-[(1S,2S)-1-amino-2-hydroxypropyl]-4-[(4-hydroxyphenyl)methylidene]-5-oxo-4,5-dihydro-1H-imidazol-1-yl]acetaldehyde
• IUPAC Traditional name: @chromophore (gly-tyr-gly)
• Synonyms: Chromophore (Gly-Tyr-Gly)

Database IDs

• PubChem SID: 46505142; 160967567
• PubChem CID: 46937011

CALCULATED PROPERTIES

JChem

• Acid pKa: 9.233273
• H Acceptors: 6
• H Donor: 3
• LogD (pH = 5.5): -2.562279
• LogD (pH = 7.4): -1.0106803
• Log P: -0.8367053
• Molar Refractivity: 80.9608 cm^3
• Polarizability: 30.798431 Å^3
• Polar Surface Area: 116.22 Å^2
• Rotatable Bonds: 5
• Lipinski's Rule of Five: true

ALOGPS 2.1

• Log P: 0.42
• LOG S: -2.8
• Solubility (Water): 4.77e-01 g/l

DETAILS

DrugBank - DB04567

Drug information: experimental