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

• ChemBase ID: 133705
• Molecular Formular: C25H24FN3O2
• Molecular Mass: 417.4753632
• Monoisotopic Mass: 417.18525524
• SMILES: c1cc(ccc1Cc1c(=O)n2cc([nH]c(c2n1)CC1CCCC1)c1ccc(cc1)O)F
• Canonical SMILES: Oc1ccc(cc1)c1[nH]c(CC2CCCC2)c2n(c1)c(=O)c(n2)Cc1ccc(cc1)F
• InChI: InChI=1S/C25H24FN3O2/c26-19-9-5-17(6-10-19)14-22-25(31)29-15-23(18-7-11-20(30)12-8-18)27-21(24(29)28-22)13-16-3-1-2-4-16/h5-12,15-16,27,30H,1-4,13-14H2
• InChIKey: OLXXULUJSSTXSP-UHFFFAOYSA-N

NAMES AND DATABASE IDS

Names

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

Database IDs

• CAS Number: 123437-33-2
• MDL Number: MFCD18632537
• PubChem SID: 24892332; 162227982
• PubChem CID: 71308704

CALCULATED PROPERTIES

• Acid pKa: 9.455025
• H Acceptors: 4
• H Donor: 2
• LogD (pH = 5.5): 4.8682323
• LogD (pH = 7.4): 4.8645043
• Log P: 4.8682904
• Molar Refractivity: 128.5817 cm^3
• Polarizability: 44.588825 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 - C3105

Biochem/physiol Actions
135 times higher luminescence intensity than native coelenterazine