12-Chloro-8H-isoquinolino[1,2-b]quinazolin-8-one

ID: ALA4176207

PubChem CID: 145974071

Max Phase: Preclinical

Molecular Formula: C16H9ClN2O

Molecular Weight: 280.71

Molecule Type: Small molecule

Names and Identifiers

Canonical SMILES:  O=c1c2cccc(Cl)c2nc2c3ccccc3ccn12

Standard InChI:  InChI=1S/C16H9ClN2O/c17-13-7-3-6-12-14(13)18-15-11-5-2-1-4-10(11)8-9-19(15)16(12)20/h1-9H

Standard InChI Key:  CQBYGIYZYWCSEX-UHFFFAOYSA-N

Molfile:  

     RDKit          2D

 20 23  0  0  0  0  0  0  0  0999 V2000
    6.6352  -12.5426    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.6340  -13.3621    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    7.3421  -13.7711    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    7.3403  -12.1337    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    8.0489  -12.5390    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    8.0523  -13.3642    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    8.7647  -13.7716    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
    8.7579  -12.1212    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    9.4748  -12.5332    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
    9.4805  -13.3600    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   10.9036  -12.5234    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   10.1841  -12.1126    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    8.7534  -11.3040    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    7.3406  -14.5883    0.0000 Cl  0  0  0  0  0  0  0  0  0  0  0  0
   10.9092  -13.3502    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   10.1968  -13.7612    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   10.1974  -14.5817    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   10.9098  -14.9924    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   11.6229  -14.5764    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   11.6188  -13.7572    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
  1  2  2  0
  2  3  1  0
  3  6  2  0
  5  4  2  0
  4  1  1  0
  5  6  1  0
  5  8  1  0
  6  7  1  0
  7 10  2  0
  9  8  1  0
  9 10  1  0
  9 12  1  0
 10 16  1  0
 15 11  1  0
 11 12  2  0
  8 13  2  0
  3 14  1  0
 15 16  2  0
 16 17  1  0
 17 18  2  0
 18 19  1  0
 19 20  2  0
 20 15  1  0
M  END

Alternative Forms

1. Parent:

   

   ALA4176207

   ---

Molecule Features

Natural Product: No

Oral: No

Chemical Probe: No

Parenteral: No

Molecule Type: Small molecule

Topical: No

First In Class: No

Black Box: No

Chirality: No

Availability: No

Prodrug: No

Calculated Properties

Molecular Weight: 280.71

Molecular Weight (Monoisotopic): 280.0403

AlogP: 3.65

#Rotatable Bonds: ┄

Polar Surface Area: 34.37

Molecular Species: NEUTRAL

HBA: 3

HBD: ┄

#RO5 Violations: ┄

HBA (Lipinski): 3

HBD (Lipinski): ┄

#RO5 Violations (Lipinski): ┄

CX Acidic pKa: ┄

CX Basic pKa: 1.93

CX LogP: 3.73

CX LogD: 3.73

Aromatic Rings: 4

Heavy Atoms: 20

QED Weighted: 0.36

Np Likeness Score: -1.16

References

1. Sen T, Neog K, Sarma S, Manna P, Deka Boruah HP, Gogoi P, Singh AK..  (2018)  Efflux pump inhibition by 11H-pyrido[2,1-b]quinazolin-11-one analogues in mycobacteria.,  26  (17): [PMID:30190182] [10.1016/j.bmc.2018.08.034]

Source

Source(1):

• Scientific Literature