(2R,8S)-8-benzyl-2-hydroperoxy-6-(4-hydroxyphenyl)-2-(naphthalen-2-ylmethyl)-2H,3H,7H,8H-imidazo[1,2-a]pyrazin-3-one

• ChemBase ID: 3740
• Molecular Formular: C30H25N3O4
• Molecular Mass: 491.5372
• Monoisotopic Mass: 491.1845063
• SMILES: OO[C@@]1(Cc2ccc3ccccc3c2)N=C2[C@H](Cc3ccccc3)NC(=CN2C1=O)c1ccc(O)cc1
• Canonical SMILES: OO[C@@]1(Cc2ccc3c(c2)cccc3)N=C2N(C1=O)C=C(N[C@H]2Cc1ccccc1)c1ccc(cc1)O
• InChI: InChI=1S/C30H25N3O4/c34-25-14-12-23(13-15-25)27-19-33-28(26(31-27)17-20-6-2-1-3-7-20)32-30(37-36,29(33)35)18-21-10-11-22-8-4-5-9-24(22)16-21/h1-16,19,26,31,34,36H,17-18H2/t26-,30+/m0/s1
• InChIKey: OMOBIXPIGAIKCC-FREGXXQWSA-N

NAMES AND DATABASE IDS

Names

• IUPAC name: (2R,8S)-8-benzyl-2-hydroperoxy-6-(4-hydroxyphenyl)-2-(naphthalen-2-ylmethyl)-2H,3H,7H,8H-imidazo[1,2-a]pyrazin-3-one
• IUPAC Traditional name: @N-coeleneterazine
• Synonyms: N-Coeleneterazine

Database IDs

• PubChem SID: 46509191; 160967178
• PubChem CID: 46936894

CALCULATED PROPERTIES

JChem

• Acid pKa: 9.499273
• H Acceptors: 6
• H Donor: 3
• LogD (pH = 5.5): 5.268027
• LogD (pH = 7.4): 5.286183
• Log P: 5.2898893
• Molar Refractivity: 140.2091 cm^3
• Polarizability: 55.03952 Å^3
• Polar Surface Area: 94.39 Å^2
• Rotatable Bonds: 6
• Lipinski's Rule of Five: false

ALOGPS 2.1

• Log P: 4.45
• LOG S: -5.08
• Solubility (Water): 4.04e-03 g/l

DETAILS

DrugBank - DB04118

Drug information: experimental