N-(3-(1H-Imidazol-1-yl)propyl)-6-(4-methoxyphenyl)-3-(5-methyl-1,3,4-oxadiazol-2-yl)quinolin-4-amine

ID: ALA4483636

PubChem CID: 153370145

Max Phase: Preclinical

Molecular Formula: C25H24N6O2

Molecular Weight: 440.51

Molecule Type: Unknown

Names and Identifiers

Canonical SMILES:  COc1ccc(-c2ccc3ncc(-c4nnc(C)o4)c(NCCCn4ccnc4)c3c2)cc1

Standard InChI:  InChI=1S/C25H24N6O2/c1-17-29-30-25(33-17)22-15-28-23-9-6-19(18-4-7-20(32-2)8-5-18)14-21(23)24(22)27-10-3-12-31-13-11-26-16-31/h4-9,11,13-16H,3,10,12H2,1-2H3,(H,27,28)

Standard InChI Key:  OJXMYDWMKQOWKW-UHFFFAOYSA-N

Molfile:  

 
     RDKit          2D

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   40.7962  -14.4494    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   40.7951  -15.2689    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   41.5031  -15.6779    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   41.5013  -14.0405    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   42.2100  -14.4458    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
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   42.9193  -15.6719    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
   43.6275  -15.2610    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   43.6228  -14.4389    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   42.9137  -14.0356    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   44.3271  -14.0236    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   45.0757  -14.3514    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
   45.6188  -13.7408    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
   45.2059  -13.0356    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   44.4076  -13.2104    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   42.9093  -13.2184    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
   42.1995  -12.8135    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
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   39.3847  -12.8145    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   38.6761  -13.2233    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   38.6789  -14.0447    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   39.3865  -14.4494    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   42.1951  -11.9964    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   41.4853  -11.5915    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   41.4810  -10.7743    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
   42.1360  -10.2900    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   41.8793   -9.5142    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   41.0621   -9.5185    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
   40.8138  -10.2970    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   45.5336  -12.2870    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   37.9677  -12.8158    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   37.9665  -11.9986    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
  6  7  1  0
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  9 10  2  0
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  9 11  1  0
 10 16  1  0
 16 17  1  0
 18 19  2  0
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  1 18  1  0
 17 24  1  0
 24 25  1  0
 25 26  1  0
 26 27  1  0
 27 28  2  0
 28 29  1  0
 29 30  2  0
 30 26  1  0
 14 31  1  0
 21 32  1  0
 32 33  1  0
M  END

Alternative Forms

1. Parent:

   

   ALA4483636

   ---

Molecule Features

Natural Product: No

Oral: No

Chemical Probe: No

Parenteral: No

Molecule Type: Unknown

Topical: No

First In Class: No

Black Box: No

Chirality: No

Availability: No

Prodrug: No

Calculated Properties

Molecular Weight: 440.51

Molecular Weight (Monoisotopic): 440.1961

AlogP: 4.97

#Rotatable Bonds: 8

Polar Surface Area: 90.89

Molecular Species: NEUTRAL

HBA: 8

HBD: 1

#RO5 Violations: ┄

HBA (Lipinski): 8

HBD (Lipinski): 1

#RO5 Violations (Lipinski): ┄

CX Acidic pKa: ┄

CX Basic pKa: 7.01

CX LogP: 2.19

CX LogD: 2.05

Aromatic Rings: 5

Heavy Atoms: 33

QED Weighted: 0.34

Np Likeness Score: -1.35

References

1. Kundu B, Das SK, Paul Chowdhuri S, Pal S, Sarkar D, Ghosh A, Mukherjee A, Bhattacharya D, Das BB, Talukdar A..  (2019)  Discovery and Mechanistic Study of Tailor-Made Quinoline Derivatives as Topoisomerase 1 Poison with Potent Anticancer Activity.,  62  (7): [PMID:30897325] [10.1021/acs.jmedchem.8b01938]

Source

Source(1):

• Scientific Literature