(5E,7S)-7-[4-fluoro-2-(pyridin-3-yl)phenyl]-5-(hydroxyimino)-4-methyl-5,6,7,8-tetrahydroquinazolin-2-amine

• ChemBase ID: 5823
• Molecular Formular: C20H18FN5O
• Molecular Mass: 363.3882232
• Monoisotopic Mass: 363.14953844
• SMILES: Fc1cc(c2cnccc2)c(cc1)[C@@H]1C/C(=N\O)/c2c(C1)nc(N)nc2C
• Canonical SMILES: O/N=C/1\C[C@H](Cc2c1c(C)nc(n2)N)c1ccc(cc1c1cccnc1)F
• InChI: InChI=1S/C20H18FN5O/c1-11-19-17(25-20(22)24-11)7-13(8-18(19)26-27)15-5-4-14(21)9-16(15)12-3-2-6-23-10-12/h2-6,9-10,13,27H,7-8H2,1H3,(H2,22,24,25)/b26-18+/t13-/m0/s1
• InChIKey: KYIXUSLGFINPTC-WVFAEZDRSA-N

NAMES AND DATABASE IDS

Names

• IUPAC name: (5E,7S)-7-[4-fluoro-2-(pyridin-3-yl)phenyl]-5-(hydroxyimino)-4-methyl-5,6,7,8-tetrahydroquinazolin-2-amine
• IUPAC Traditional name: (5E,7S)-7-[4-fluoro-2-(pyridin-3-yl)phenyl]-5-(hydroxyimino)-4-methyl-7,8-dihydro-6H-quinazolin-2-amine
• Synonyms: (5E,7S)-2-amino-7-(4-fluoro-2-pyridin-3-ylphenyl)-4-methyl-7,8-dihydroquinazolin-5(6H)-one oxime

Database IDs

• PubChem SID: 99444668; 160969250
• PubChem CID: 46937132

CALCULATED PROPERTIES

JChem

• Acid pKa: 10.002783
• H Acceptors: 6
• H Donor: 2
• LogD (pH = 5.5): 2.1184309
• LogD (pH = 7.4): 2.2129002
• Log P: 2.2153182
• Molar Refractivity: 101.4661 cm^3
• Polarizability: 38.623383 Å^3
• Polar Surface Area: 97.28 Å^2
• Rotatable Bonds: 2
• Lipinski's Rule of Five: true

ALOGPS 2.1

• Log P: 2.87
• LOG S: -4.31
• Solubility (Water): 1.77e-02 g/l

DETAILS

DrugBank - DB08197

Drug information: experimental