4-{[(1S,3S)-1-azabicyclo[2.2.2]octan-3-yl]amino}-3-(1H-1,3-benzodiazol-2-yl)-6-chloro-1,2-dihydroquinolin-2-one

• ChemBase ID: 4508
• Molecular Formular: C23H22ClN5O
• Molecular Mass: 419.90668
• Monoisotopic Mass: 419.15128803
• SMILES: c12cc(Cl)ccc1[nH]c(=O)c(c1[nH]c3c(n1)cccc3)c2N[C@@H]1CN2CC[C@H]1CC2
• Canonical SMILES: Clc1ccc2c(c1)c(N[C@@H]1CN3CC[C@H]1CC3)c(c(=O)[nH]2)c1nc2c([nH]1)cccc2
• InChI: InChI=1S/C23H22ClN5O/c24-14-5-6-16-15(11-14)21(25-19-12-29-9-7-13(19)8-10-29)20(23(30)28-16)22-26-17-3-1-2-4-18(17)27-22/h1-6,11,13,19H,7-10,12H2,(H,26,27)(H2,25,28,30)/t19-/m1/s1
• InChIKey: MOVBBVMDHIRCTG-LJQANCHMSA-N

NAMES AND DATABASE IDS

Names

• IUPAC name: 4-{[(1S,3S)-1-azabicyclo[2.2.2]octan-3-yl]amino}-3-(1H-1,3-benzodiazol-2-yl)-6-chloro-1,2-dihydroquinolin-2-one
• IUPAC Traditional name: 4-[(1S,3S)-1-azabicyclo[2.2.2]octan-3-ylamino]-3-(1H-1,3-benzodiazol-2-yl)-6-chloro-1H-quinolin-2-one
• Synonyms: 4-[(3S)-1-AZABICYCLO[2.2.2]OCT-3-YLAMINO]-3-(1H-BENZIMIDAZOL-2-YL)-6-CHLOROQUINOLIN-2(1H)-ONE

Database IDs

• PubChem SID: 99443323; 160967940
• PubChem CID: 11502647

CALCULATED PROPERTIES

JChem

• Acid pKa: 7.951678
• H Acceptors: 4
• H Donor: 3
• LogD (pH = 5.5): 0.59624654
• LogD (pH = 7.4): 2.3285644
• Log P: 2.5454702
• Molar Refractivity: 119.2185 cm^3
• Polarizability: 46.08746 Å^3
• Polar Surface Area: 73.05 Å^2
• Rotatable Bonds: 3
• Lipinski's Rule of Five: true

ALOGPS 2.1

• Log P: 3.74
• LOG S: -4.2
• Solubility (Water): 2.66e-02 g/l

DETAILS

DrugBank - DB06852

Drug information: experimental