(7aS)-7a-[(4-cyanophenyl)methyl]-6-(3,5-dichlorophenyl)-5-oxo-2,3,5,7a-tetrahydro-1H-pyrrolizine-7-carbonitrile

• ChemBase ID: 4626
• Molecular Formular: C22H15Cl2N3O
• Molecular Mass: 408.28
• Monoisotopic Mass: 407.05921748
• SMILES: [C@]12(CCCN2C(=O)C(=C1C#N)c1cc(cc(c1)Cl)Cl)Cc1ccc(cc1)C#N
• Canonical SMILES: N#CC1=C(c2cc(Cl)cc(c2)Cl)C(=O)N2[C@@]1(CCC2)Cc1ccc(cc1)C#N
• InChI: InChI=1S/C22H15Cl2N3O/c23-17-8-16(9-18(24)10-17)20-19(13-26)22(6-1-7-27(22)21(20)28)11-14-2-4-15(12-25)5-3-14/h2-5,8-10H,1,6-7,11H2/t22-/m0/s1
• InChIKey: TZCXQSNBTXDAJG-QFIPXVFZSA-N

NAMES AND DATABASE IDS

Names

• IUPAC name: (7aS)-7a-[(4-cyanophenyl)methyl]-6-(3,5-dichlorophenyl)-5-oxo-2,3,5,7a-tetrahydro-1H-pyrrolizine-7-carbonitrile
• IUPAC Traditional name: (7aS)-7a-[(4-cyanophenyl)methyl]-2-(3,5-dichlorophenyl)-3-oxo-6,7-dihydro-5H-pyrrolizine-1-carbonitrile
• Synonyms: 7A-[(4-cyanophenyl)methyl]-6-(3,5-dichlorophenyl)-5-oxo-2,3,5,7A-tetrahydro-1H-pyrrolo[1,2-A]pyrrole-7-carbonitrile

Database IDs

• PubChem SID: 160968058; 99443443
• PubChem CID: 16040268

CALCULATED PROPERTIES

JChem

• H Acceptors: 3
• H Donor: 0
• LogD (pH = 5.5): 4.5921926
• LogD (pH = 7.4): 4.592208
• Log P: 4.592208
• Molar Refractivity: 109.3241 cm^3
• Polarizability: 41.49197 Å^3
• Polar Surface Area: 67.89 Å^2
• Rotatable Bonds: 3
• Lipinski's Rule of Five: true

ALOGPS 2.1

• Log P: 4.3
• LOG S: -4.76
• Solubility (Water): 7.05e-03 g/l

DETAILS

DrugBank - DB06972

Drug information: experimental