2-[(4Z)-2-[(1R)-1-amino-3-(methylsulfanyl)propyl]-4-[(4-hydroxyphenyl)methylidene]-5-oxo-4,5-dihydro-1H-imidazol-1-yl]acetaldehyde

• ChemBase ID: 3072
• Molecular Formular: C16H19N3O3S
• Molecular Mass: 333.40536
• Monoisotopic Mass: 333.11471248
• SMILES: CSCC[C@@H](N)C1=N/C(=C\c2ccc(O)cc2)/C(=O)N1CC=O
• Canonical SMILES: CSCC[C@H](C1=N/C(=C\c2ccc(cc2)O)/C(=O)N1CC=O)N
• InChI: InChI=1S/C16H19N3O3S/c1-23-9-6-13(17)15-18-14(16(22)19(15)7-8-20)10-11-2-4-12(21)5-3-11/h2-5,8,10,13,21H,6-7,9,17H2,1H3/b14-10-/t13-/m1/s1
• InChIKey: LJIOFGMVTCMLFG-JFBXQDQPSA-N

NAMES AND DATABASE IDS

Names

• IUPAC name: 2-[(4Z)-2-[(1R)-1-amino-3-(methylsulfanyl)propyl]-4-[(4-hydroxyphenyl)methylidene]-5-oxo-4,5-dihydro-1H-imidazol-1-yl]acetaldehyde
• IUPAC Traditional name: @chromophore (met-tyr-gly)
• Synonyms: Chromophore (Met-Tyr-Gly)

Database IDs

• PubChem SID: 160966517; 46504636
• PubChem CID: 17753894

CALCULATED PROPERTIES

JChem

• Acid pKa: 9.24603
• H Acceptors: 5
• H Donor: 2
• LogD (pH = 5.5): -1.7245239
• LogD (pH = 7.4): -0.039609365
• Log P: 0.32991365
• Molar Refractivity: 92.087 cm^3
• Polarizability: 35.05291 Å^3
• Polar Surface Area: 95.99 Å^2
• Rotatable Bonds: 7
• Lipinski's Rule of Five: true

ALOGPS 2.1

• Log P: 1.21
• LOG S: -3.33
• Solubility (Water): 1.57e-01 g/l

DETAILS

DrugBank - DB03391

Drug information: experimental