5-({4'-amino-5',8'-difluoro-1'H-spiro[piperidine-4,2'-quinazoline]-1-yl}carbonyl)pyridine-2-carbonitrile

• ChemBase ID: 5054
• Molecular Formular: C19H16F2N6O
• Molecular Mass: 382.3667464
• Monoisotopic Mass: 382.1353656
• SMILES: c1(ccc(c2C(=NC3(Nc12)CCN(CC3)C(=O)c1cnc(cc1)C#N)N)F)F
• Canonical SMILES: N#Cc1ccc(cn1)C(=O)N1CCC2(CC1)N=C(N)c1c(N2)c(F)ccc1F
• InChI: InChI=1S/C19H16F2N6O/c20-13-3-4-14(21)16-15(13)17(23)26-19(25-16)5-7-27(8-6-19)18(28)11-1-2-12(9-22)24-10-11/h1-4,10,25H,5-8H2,(H2,23,26)
• InChIKey: GIZYIOOBBUHOBS-UHFFFAOYSA-N

NAMES AND DATABASE IDS

Names

• IUPAC name: 5-({4'-amino-5',8'-difluoro-1'H-spiro[piperidine-4,2'-quinazoline]-1-yl}carbonyl)pyridine-2-carbonitrile
• IUPAC Traditional name: 5-({4'-amino-5',8'-difluoro-1'H-spiro[piperidine-4,2'-quinazoline]-1-yl}carbonyl)pyridine-2-carbonitrile
• Synonyms: 1-(6-CYANO-3-PYRIDYLCARBONYL)-5',8'-DIFLUOROSPIRO[PIPERIDINE-4,2'(1'H)-QUINAZOLINE]-4'-AMINE

Database IDs

• PubChem SID: 99443876; 160968485
• PubChem CID: 9886249

CALCULATED PROPERTIES

JChem

• Acid pKa: 9.87767
• H Acceptors: 6
• H Donor: 2
• LogD (pH = 5.5): 1.3195328
• LogD (pH = 7.4): 1.7464217
• Log P: 1.7573011
• Molar Refractivity: 98.8032 cm^3
• Polarizability: 35.75286 Å^3
• Polar Surface Area: 107.4 Å^2
• Rotatable Bonds: 1
• Lipinski's Rule of Five: true

ALOGPS 2.1

• Log P: 1.94
• LOG S: -3.9
• Solubility (Water): 4.78e-02 g/l

DETAILS

DrugBank - DB07405

Drug information: experimental