(6S)-1-chloro-3-[(4-fluorophenyl)methoxy]-6-(pyrrolidine-1-carbonyl)-4H,6H-pyrrolo[1,2-a]pyrazin-4-one

• ChemBase ID: 4801
• Molecular Formular: C19H17ClFN3O3
• Molecular Mass: 389.8079832
• Monoisotopic Mass: 389.09424732
• SMILES: Clc1nc(c(=O)n2c1C=C[C@H]2C(=O)N1CCCC1)OCc1ccc(cc1)F
• Canonical SMILES: Fc1ccc(cc1)COc1nc(Cl)c2n(c1=O)[C@@H](C=C2)C(=O)N1CCCC1
• InChI: InChI=1S/C19H17ClFN3O3/c20-16-14-7-8-15(18(25)23-9-1-2-10-23)24(14)19(26)17(22-16)27-11-12-3-5-13(21)6-4-12/h3-8,15H,1-2,9-11H2/t15-/m0/s1
• InChIKey: HPAFVLDARQIHPU-HNNXBMFYSA-N

NAMES AND DATABASE IDS

Names

• IUPAC name: (6S)-1-chloro-3-[(4-fluorophenyl)methoxy]-6-(pyrrolidine-1-carbonyl)-4H,6H-pyrrolo[1,2-a]pyrazin-4-one
• IUPAC Traditional name: (6S)-1-chloro-3-[(4-fluorophenyl)methoxy]-6-(pyrrolidine-1-carbonyl)-6H-pyrrolo[1,2-a]pyrazin-4-one
• Synonyms: (6S)-1-chloro-3-[(4-fluorobenzyl)oxy]-6-(pyrrolidin-1-ylcarbonyl)pyrrolo[1,2-a]pyrazin-4(6H)-one

Database IDs

• PubChem SID: 160968233; 99443619
• PubChem CID: 46937054

CALCULATED PROPERTIES

JChem

• Acid pKa: 14.854869
• H Acceptors: 3
• H Donor: 0
• LogD (pH = 5.5): 2.386151
• LogD (pH = 7.4): 2.386151
• Log P: 2.386151
• Molar Refractivity: 109.5404 cm^3
• Polarizability: 37.060734 Å^3
• Polar Surface Area: 62.21 Å^2
• Rotatable Bonds: 4
• Lipinski's Rule of Five: true

ALOGPS 2.1

• Log P: 2.66
• LOG S: -4.13
• Solubility (Water): 2.89e-02 g/l

DETAILS

DrugBank - DB07148

Drug information: experimental