(4'R)-7',8'-dichloro-1,9'-dimethyl-1'-oxo-1',2',4',9'-tetrahydrospiro[piperidine-4,3'-pyrido[3,4-b]indole]-4'-carbonitrile

• ChemBase ID: 4893
• Molecular Formular: C18H18Cl2N4O
• Molecular Mass: 377.26772
• Monoisotopic Mass: 376.08576658
• SMILES: C1CN(C)CCC21NC(=O)c1n(C)c3c(Cl)c(Cl)ccc3c1[C@H]2C#N
• Canonical SMILES: CN1CCC2(CC1)NC(=O)c1c([C@H]2C#N)c2ccc(c(c2n1C)Cl)Cl
• InChI: InChI=1S/C18H18Cl2N4O/c1-23-7-5-18(6-8-23)11(9-21)13-10-3-4-12(19)14(20)15(10)24(2)16(13)17(25)22-18/h3-4,11H,5-8H2,1-2H3,(H,22,25)/t11-/m1/s1
• InChIKey: XGUIMGJMQKZRGM-LLVKDONJSA-N

NAMES AND DATABASE IDS

Names

• IUPAC name: (4'R)-7',8'-dichloro-1,9'-dimethyl-1'-oxo-1',2',4',9'-tetrahydrospiro[piperidine-4,3'-pyrido[3,4-b]indole]-4'-carbonitrile
• IUPAC Traditional name: (4'R)-7',8'-dichloro-1,9'-dimethyl-1'-oxo-2',4'-dihydrospiro[piperidine-4,3'-pyrido[3,4-b]indole]-4'-carbonitrile
• Synonyms: (4R)-7,8-dichloro-1',9-dimethyl-1-oxo-1,2,4,9-tetrahydrospiro[beta-carboline-3,4'-piperidine]-4-carbonitrile

Database IDs

• PubChem SID: 160968325; 99443713
• PubChem CID: 24851688

CALCULATED PROPERTIES

JChem

• Acid pKa: 11.740057
• H Acceptors: 3
• H Donor: 1
• LogD (pH = 5.5): -0.83672535
• LogD (pH = 7.4): 0.9313823
• Log P: 1.9251549
• Molar Refractivity: 99.2189 cm^3
• Polarizability: 38.574905 Å^3
• Polar Surface Area: 61.06 Å^2
• Rotatable Bonds: 0
• Lipinski's Rule of Five: true

ALOGPS 2.1

• Log P: 3.06
• LOG S: -3.55
• Solubility (Water): 1.07e-01 g/l

DETAILS

DrugBank - DB07242

Drug information: experimental