(1S,3aS,4R,8aS,8bR)-4-[4-(diaminomethyl)phenyl]-1-(difluoromethyl)-2-[(4-fluorophenyl)methyl]-decahydropyrrolo[3,4-a]pyrrolizin-3-one

• ChemBase ID: 5377
• Molecular Formular: C24H27F3N4O
• Molecular Mass: 444.4925896
• Monoisotopic Mass: 444.21369616
• SMILES: O=C1N(Cc2ccc(F)cc2)[C@@H]([C@H]2[C@H]3N(CCC3)[C@@H](c3ccc(cc3)C(N)N)[C@@H]12)C(F)F
• Canonical SMILES: FC([C@H]1N(Cc2ccc(cc2)F)C(=O)[C@H]2[C@@H]1[C@@H]1CCCN1[C@H]2c1ccc(cc1)C(N)N)F
• InChI: InChI=1S/C24H27F3N4O/c25-16-9-3-13(4-10-16)12-31-21(22(26)27)18-17-2-1-11-30(17)20(19(18)24(31)32)14-5-7-15(8-6-14)23(28)29/h3-10,17-23H,1-2,11-12,28-29H2/t17-,18-,19-,20-,21-/m0/s1
• InChIKey: VPNYXOTTXAXSIH-SXYSDOLCSA-N

NAMES AND DATABASE IDS

Names

• IUPAC name: (1S,3aS,4R,8aS,8bR)-4-[4-(diaminomethyl)phenyl]-1-(difluoromethyl)-2-[(4-fluorophenyl)methyl]-decahydropyrrolo[3,4-a]pyrrolizin-3-one
• IUPAC Traditional name: (1S,3aS,4R,8aS,8bR)-4-[4-(diaminomethyl)phenyl]-1-(difluoromethyl)-2-[(4-fluorophenyl)methyl]-octahydropyrrolo[3,4-a]pyrrolizin-3-one
• Synonyms: 4-(1R,3AS,4R,8AS,8BR)-[1-DIFLUOROMETHYL-2-(4-FLUOROBENZYL)-3-OXODECAHYDROPYRROLO[3,4-A]PYRROLIZIN-4-YL]BENZAMIDINE

Database IDs

• PubChem SID: 99444212; 160968806
• PubChem CID: 46937090

CALCULATED PROPERTIES

JChem

• H Acceptors: 4
• H Donor: 2
• LogD (pH = 5.5): -3.7390447
• LogD (pH = 7.4): -0.66625255
• Log P: 2.4012017
• Molar Refractivity: 114.9852 cm^3
• Polarizability: 44.695576 Å^3
• Polar Surface Area: 75.59 Å^2
• Rotatable Bonds: 5
• Lipinski's Rule of Five: true

ALOGPS 2.1

• Log P: 2.23
• LOG S: -3.99
• Solubility (Water): 4.60e-02 g/l

DETAILS

DrugBank - DB07741

Drug information: experimental