(4R)-2-[(4-bromo-2-fluorophenyl)methyl]-6-fluoro-2,3-dihydro-1H-spiro[isoquinoline-4,3'-pyrrolidine]-1,2',3,5'-tetrone

• ChemBase ID: 5097
• Molecular Formular: C19H11BrF2N2O4
• Molecular Mass: 449.2024464
• Monoisotopic Mass: 447.98702528
• SMILES: c1c2c(ccc1F)C(=O)N(C(=O)[C@@]12CC(=O)NC1=O)Cc1ccc(cc1F)Br
• Canonical SMILES: O=C1NC(=O)[C@]2(C1)C(=O)N(Cc1ccc(cc1F)Br)C(=O)c1c2cc(F)cc1
• InChI: InChI=1S/C19H11BrF2N2O4/c20-10-2-1-9(14(22)5-10)8-24-16(26)12-4-3-11(21)6-13(12)19(18(24)28)7-15(25)23-17(19)27/h1-6H,7-8H2,(H,23,25,27)/t19-/m1/s1
• InChIKey: BMHZAHGTGIZZCT-LJQANCHMSA-N

NAMES AND DATABASE IDS

Names

• IUPAC name: (4R)-2-[(4-bromo-2-fluorophenyl)methyl]-6-fluoro-2,3-dihydro-1H-spiro[isoquinoline-4,3'-pyrrolidine]-1,2',3,5'-tetrone
• IUPAC Traditional name: (4R)-2-[(4-bromo-2-fluorophenyl)methyl]-6-fluorospiro[isoquinoline-4,3'-pyrrolidine]-1,2',3,5'-tetrone
• Synonyms: 2[4-BROMO-2-FLUOROPHENYL)METHYL]-6-FLUOROSPIRO[ISOQUINOLINE-4-(1H),3'-PYRROLIDINE]-1,2',3,5'(2H)-TETRONE

Database IDs

• PubChem SID: 99443921; 160968527
• PubChem CID: 447950

CALCULATED PROPERTIES

JChem

• Acid pKa: 8.4273405
• H Acceptors: 4
• H Donor: 1
• LogD (pH = 5.5): 2.4954183
• LogD (pH = 7.4): 2.4574132
• Log P: 2.4959257
• Molar Refractivity: 96.7346 cm^3
• Polarizability: 36.245743 Å^3
• Polar Surface Area: 83.55 Å^2
• Rotatable Bonds: 2
• Lipinski's Rule of Five: true

ALOGPS 2.1

• Log P: 2.42
• LOG S: -4.57
• Solubility (Water): 1.20e-02 g/l

DETAILS

DrugBank - DB07450

Drug information: experimental