4-[(3aS,4R,8aS,8bR)-2-[(4-fluorophenyl)methyl]-1,3-dioxo-decahydropyrrolo[3,4-a]pyrrolizin-4-yl]benzene-1-carboximidamide

• ChemBase ID: 5431
• Molecular Formular: C23H23FN4O2
• Molecular Mass: 406.4527232
• Monoisotopic Mass: 406.18050422
• SMILES: O=C1N(Cc2ccc(F)cc2)C(=O)[C@H]2[C@H]3N(CCC3)[C@@H](c3ccc(cc3)C(=N)N)[C@@H]12
• Canonical SMILES: Fc1ccc(cc1)CN1C(=O)[C@H]2[C@@H](C1=O)[C@H]1N([C@H]2c2ccc(cc2)C(=N)N)CCC1
• InChI: InChI=1S/C23H23FN4O2/c24-16-9-3-13(4-10-16)12-28-22(29)18-17-2-1-11-27(17)20(19(18)23(28)30)14-5-7-15(8-6-14)21(25)26/h3-10,17-20H,1-2,11-12H2,(H3,25,26)/t17-,18-,19-,20-/m0/s1
• InChIKey: GJYCQHGTXMVIBG-MUGJNUQGSA-N

NAMES AND DATABASE IDS

Names

• IUPAC name: 4-[(3aS,4R,8aS,8bR)-2-[(4-fluorophenyl)methyl]-1,3-dioxo-decahydropyrrolo[3,4-a]pyrrolizin-4-yl]benzene-1-carboximidamide
• IUPAC Traditional name: 4-[(3aS,4R,8aS,8bR)-2-[(4-fluorophenyl)methyl]-1,3-dioxo-hexahydro-3aH-pyrrolo[3,4-a]pyrrolizin-4-yl]benzenecarboximidamide
• Synonyms: (3ASR,4RS,8ASR,8BRS)-4-(2-(4-FLUOROBENZYL)-1,3-DIOXODEACAHYDROPYRROLO[3,4-A] PYRROLIZIN-4-YL)BENZAMIDINE

Database IDs

• PubChem SID: 160968859; 99444267
• PubChem CID: 5288257; 447747

CALCULATED PROPERTIES

JChem

• Acid pKa: 16.934162
• H Acceptors: 5
• H Donor: 2
• LogD (pH = 5.5): -3.8223906
• LogD (pH = 7.4): -2.6870604
• Log P: 2.0194066
• Molar Refractivity: 121.3375 cm^3
• Polarizability: 42.314297 Å^3
• Polar Surface Area: 90.49 Å^2
• Rotatable Bonds: 4
• Lipinski's Rule of Five: true

ALOGPS 2.1

• Log P: 0.35
• LOG S: -3.64
• Solubility (Water): 1.01e-01 g/l

DETAILS

DrugBank - DB07796

Drug information: experimental