(4'R)-7'-chloro-9'-methyl-1'-oxo-1',2',4',9'-tetrahydrospiro[piperidine-4,3'-pyrido[3,4-b]indole]-4'-carbonitrile

• ChemBase ID: 5793
• Molecular Formular: C17H17ClN4O
• Molecular Mass: 328.79608
• Monoisotopic Mass: 328.10908886
• SMILES: C1CNCCC21NC(=O)c1n(C)c3cc(Cl)ccc3c1[C@H]2C#N
• Canonical SMILES: N#C[C@@H]1c2c(C(=O)NC31CCNCC3)n(c1c2ccc(c1)Cl)C
• InChI: InChI=1S/C17H17ClN4O/c1-22-13-8-10(18)2-3-11(13)14-12(9-19)17(4-6-20-7-5-17)21-16(23)15(14)22/h2-3,8,12,20H,4-7H2,1H3,(H,21,23)/t12-/m1/s1
• InChIKey: LPFQFJAOMCGYCP-GFCCVEGCSA-N

NAMES AND DATABASE IDS

Names

• IUPAC name: (4'R)-7'-chloro-9'-methyl-1'-oxo-1',2',4',9'-tetrahydrospiro[piperidine-4,3'-pyrido[3,4-b]indole]-4'-carbonitrile
• IUPAC Traditional name: (4'R)-7'-chloro-9'-methyl-1'-oxo-2',4'-dihydrospiro[piperidine-4,3'-pyrido[3,4-b]indole]-4'-carbonitrile
• Synonyms: (4R)-7-chloro-9-methyl-1-oxo-1,2,4,9-tetrahydrospiro[beta-carboline-3,4'-piperidine]-4-carbonitrile

Database IDs

• PubChem SID: 160969220; 99444637
• PubChem CID: 24851689

CALCULATED PROPERTIES

JChem

• Acid pKa: 11.842026
• H Acceptors: 3
• H Donor: 2
• LogD (pH = 5.5): -2.2807636
• LogD (pH = 7.4): -1.5759848
• Log P: 0.77841455
• Molar Refractivity: 89.1194 cm^3
• Polarizability: 34.79681 Å^3
• Polar Surface Area: 69.85 Å^2
• Rotatable Bonds: 0
• Lipinski's Rule of Five: true

ALOGPS 2.1

• Log P: 1.32
• LOG S: -3.37
• Solubility (Water): 1.41e-01 g/l

DETAILS

DrugBank - DB08166

Drug information: experimental