2-[(4Z)-2-[(1S,2S)-1-amino-2-hydroxypropyl]-4-(indol-3-ylmethylidene)-5-oxo-4,5-dihydro-1H-imidazol-1-yl]acetaldehyde

• ChemBase ID: 3551
• Molecular Formular: C17H18N4O3
• Molecular Mass: 326.34982
• Monoisotopic Mass: 326.13789046
• SMILES: C[C@H](O)[C@@H](N)C1=N/C(=C\c2c[nH]c3ccccc23)/C(=O)N1CC=O
• Canonical SMILES: O=CCN1C(=O)/C(=C/c2c[nH]c3c2cccc3)/N=C1[C@@H]([C@@H](O)C)N
• InChI: InChI=1S/C17H18N4O3/c1-10(23)15(18)16-20-14(17(24)21(16)6-7-22)8-11-9-19-13-5-3-2-4-12(11)13/h2-5,7-10,15,19,23H,6,18H2,1H3/b14-8-/t10-,15+/m0/s1
• InChIKey: GVDCARLAKXZKKL-ZWUDRCEUSA-N

NAMES AND DATABASE IDS

Names

• IUPAC name: 2-[(4Z)-2-[(1S,2S)-1-amino-2-hydroxypropyl]-4-(indol-3-ylmethylidene)-5-oxo-4,5-dihydro-1H-imidazol-1-yl]acetaldehyde
• IUPAC Traditional name: 2-[(4Z)-2-[(1S,2S)-1-amino-2-hydroxypropyl]-4-(indol-3-ylmethylidene)-5-oxoimidazol-1-yl]acetaldehyde
• Synonyms: [2-(1-Amino-2-Hydroxy-Propyl)-4-(1h-Indol-3-Ylmethylene)-5-Oxo-4,5-Dihydro-Imidazol-1-Yl]-Acetaldehyde

Database IDs

• PubChem SID: 46508442; 160966989
• PubChem CID: 46936828

CALCULATED PROPERTIES

JChem

• Acid pKa: 13.524187
• H Acceptors: 6
• H Donor: 2
• LogD (pH = 5.5): -2.5172276
• LogD (pH = 7.4): -0.8738384
• Log P: -0.5901673
• Molar Refractivity: 88.5582 cm^3
• Polarizability: 35.04571 Å^3
• Polar Surface Area: 108.88 Å^2
• Rotatable Bonds: 5
• Lipinski's Rule of Five: true

ALOGPS 2.1

• Log P: 0.99
• LOG S: -3.43
• Solubility (Water): 1.21e-01 g/l

DETAILS

DrugBank - DB03914

Drug information: experimental