9-chloro-6-(3-methylpiperazin-1-yl)-11H-indeno[1,2-c]quinolin-11-one

ID: ALA5283325

Max Phase: Preclinical

Molecular Formula: C21H18ClN3O

Molecular Weight: 363.85

Names and Identifiers

Canonical SMILES:  CC1CN(c2nc3ccccc3c3c2-c2ccc(Cl)cc2C3=O)CCN1

Standard InChI:  InChI=1S/C21H18ClN3O/c1-12-11-25(9-8-23-12)21-19-14-7-6-13(22)10-16(14)20(26)18(19)15-4-2-3-5-17(15)24-21/h2-7,10,12,23H,8-9,11H2,1H3

Standard InChI Key:  CMCVGIROUQJQKT-UHFFFAOYSA-N

Molfile:  

 
     RDKit          2D

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   -0.0457    1.6170    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.4939    0.9243    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.0044    0.2873    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.7786    0.5724    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.7705    1.3901    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.4523    1.8464    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.1870    1.4430    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.2210    0.6349    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.5038    0.1949    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.8954    1.8519    0.0000 Cl  0  0  0  0  0  0  0  0  0  0  0  0
   -0.2975   -0.4603    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.0986   -0.5737    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
   -1.5959    0.0590    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.2981    0.8105    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.2574    2.4070    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   -2.3931   -0.0580    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.8954    0.5755    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.6009    1.3239    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.8024    1.4465    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.2807   -1.0386    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
    1.0708   -0.8269    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.0690   -1.8287    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.6491   -1.4053    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.6474   -2.4070    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.4374   -2.1953    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
    2.4392   -1.1936    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
  1  2  1  0
  2  3  2  0
  3  4  1  0
  1  5  1  0
  5  4  2  0
  5  6  1  0
  7  6  2  0
  8  7  1  0
  4  9  1  0
  9  8  2  0
  7 10  1  0
  3 11  1  0
 12 11  2  0
 13 12  1  0
 14 13  2  0
  2 14  1  0
  1 15  2  0
 13 16  1  0
 17 16  2  0
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 19 18  2  0
 14 19  1  0
 11 20  1  0
 20 21  1  0
 20 22  1  0
 21 23  1  0
 22 24  1  0
 23 25  1  0
 24 25  1  0
 23 26  1  0
M  END

Alternative Forms

1. Parent:

   

   ALA5283325

   ---

Molecule Features

Natural Product: No

Oral: No

Chemical Probe: No

Parenteral: No

Molecule Type:

Topical: No

First In Class: No

Black Box: No

Chirality: No

Availability: No

Prodrug: No

Calculated Properties

Molecular Weight: 363.85

Molecular Weight (Monoisotopic): 363.1138

AlogP: 3.90

#Rotatable Bonds: 1

Polar Surface Area: 45.23

Molecular Species: BASE

HBA: 4

HBD: 1

#RO5 Violations: ┄

HBA (Lipinski): 4

HBD (Lipinski): 1

#RO5 Violations (Lipinski): ┄

CX Acidic pKa: ┄

CX Basic pKa: 8.75

CX LogP: 4.45

CX LogD: 3.09

Aromatic Rings: 3

Heavy Atoms: 26

QED Weighted: 0.56

Np Likeness Score: -0.35

References

1. Lauria A, La Monica G, Bono A, Martorana A..  (2021)  Quinoline anticancer agents active on DNA and DNA-interacting proteins: From classical to emerging therapeutic targets.,  220  [PMID:34052677] [10.1016/j.ejmech.2021.113555]

Source

Source(1):

• Scientific Literature