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

• ChemBase ID: 1773
• Molecular Formular: C26H22BrN3O4
• Molecular Mass: 520.37458
• Monoisotopic Mass: 519.0793682
• SMILES: OO[C@@]1(Cc2ccc(Br)cc2)N=C2[C@H](Cc3ccccc3)NC(=CN2C1=O)c1ccc(O)cc1
• Canonical SMILES: OO[C@@]1(Cc2ccc(cc2)Br)N=C2N(C1=O)C=C(N[C@H]2Cc1ccccc1)c1ccc(cc1)O
• InChI: InChI=1S/C26H22BrN3O4/c27-20-10-6-18(7-11-20)15-26(34-33)25(32)30-16-23(19-8-12-21(31)13-9-19)28-22(24(30)29-26)14-17-4-2-1-3-5-17/h1-13,16,22,28,31,33H,14-15H2/t22-,26+/m0/s1
• InChIKey: UCEOLAINXJPTDK-BKMJKUGQSA-N

NAMES AND DATABASE IDS

Names

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

Database IDs

• PubChem SID: 46508315; 160965229
• PubChem CID: 46936283

CALCULATED PROPERTIES

JChem

• Acid pKa: 9.499273
• H Acceptors: 6
• H Donor: 3
• LogD (pH = 5.5): 5.0473027
• LogD (pH = 7.4): 5.065459
• Log P: 5.069165
• Molar Refractivity: 131.3817 cm^3
• Polarizability: 50.277294 Å^3
• Polar Surface Area: 94.39 Å^2
• Rotatable Bonds: 6
• Lipinski's Rule of Five: false

ALOGPS 2.1

• Log P: 4.26
• LOG S: -4.73
• Solubility (Water): 9.62e-03 g/l

DETAILS

DrugBank - DB02006

Drug information: experimental