2-benzyl-8-(cyclopentylmethyl)-6-(4-hydroxyphenyl)-3H,7H-imidazo[1,2-a]pyrazin-3-one

• ChemBase ID: 132917
• Molecular Formular: C25H25N3O2
• Molecular Mass: 399.4849
• Monoisotopic Mass: 399.19467706
• SMILES: c1ccc(cc1)Cc1c(=O)n2cc([nH]c(c2n1)CC1CCCC1)c1ccc(cc1)O
• Canonical SMILES: Oc1ccc(cc1)c1[nH]c(CC2CCCC2)c2n(c1)c(=O)c(n2)Cc1ccccc1
• InChI: InChI=1S/C25H25N3O2/c29-20-12-10-19(11-13-20)23-16-28-24(21(26-23)14-17-8-4-5-9-17)27-22(25(28)30)15-18-6-2-1-3-7-18/h1-3,6-7,10-13,16-17,26,29H,4-5,8-9,14-15H2
• InChIKey: YEGCUOQUFAXCMK-UHFFFAOYSA-N

NAMES AND DATABASE IDS

Names

• IUPAC name: 2-benzyl-8-(cyclopentylmethyl)-6-(4-hydroxyphenyl)-3H,7H-imidazo[1,2-a]pyrazin-3-one
• IUPAC Traditional name: 2-benzyl-8-(cyclopentylmethyl)-6-(4-hydroxyphenyl)-7H-imidazo[1,2-a]pyrazin-3-one
• Synonyms: CLZN-hcp; Coelenterazine hcp

Database IDs

• CAS Number: 123437-32-1
• MDL Number: MFCD03453204
• PubChem SID: 24892609; 162227194
• PubChem CID: 2762618

CALCULATED PROPERTIES

• Acid pKa: 9.455025
• H Acceptors: 4
• H Donor: 2
• LogD (pH = 5.5): 4.7255297
• LogD (pH = 7.4): 4.7218027
• Log P: 4.7255883
• Molar Refractivity: 128.3653 cm^3
• Polarizability: 44.942738 Å^3
• Polar Surface Area: 64.93 Å^2
• Rotatable Bonds: 5
• Lipinski's Rule of Five: true

PROPERTIES

Physical Property

• Apperance: solid

Safety Information

• European Hazard Symbols: Irritant (Xi)
• German water hazard class: 3
• Risk Statements: 36/37/38
• Safety Statements: 26-36
• GHS Pictograms: GHS07
• GHS Signal Word: Warning
• GHS Hazard statements: H315-H319-H335
• GHS Precautionary statements: P261-P305 + P351 + P338
• Personal Protective Equipment: dust mask type N95 (US), Eyeshields, Gloves
• Storage Temperature: -20°C

DETAILS

Sigma Aldrich - C3355

Biochem/physiol Actions
190 times higher luminescence intensity with a faster response time than native coelenterazine (Prod. No. C2230).