6-(4-Methoxyphenyl)-N-methyl-3-(1,3,4-oxadiazol-2-yl)quinoline-4-amine

ID: ALA4531237

PubChem CID: 148471279

Max Phase: Preclinical

Molecular Formula: C19H16N4O2

Molecular Weight: 332.36

Molecule Type: Unknown

Names and Identifiers

Canonical SMILES:  CNc1c(-c2nnco2)cnc2ccc(-c3ccc(OC)cc3)cc12

Standard InChI:  InChI=1S/C19H16N4O2/c1-20-18-15-9-13(12-3-6-14(24-2)7-4-12)5-8-17(15)21-10-16(18)19-23-22-11-25-19/h3-11H,1-2H3,(H,20,21)

Standard InChI Key:  MEZTZYRUYLQNMQ-UHFFFAOYSA-N

Molfile:  

 
     RDKit          2D

 25 28  0  0  0  0  0  0  0  0999 V2000
   10.7211  -30.4383    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   10.7200  -31.2578    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   11.4280  -31.6668    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   11.4262  -30.0294    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   12.1349  -30.4347    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   12.1356  -31.2537    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   12.8441  -31.6608    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
   13.5524  -31.2499    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   13.5477  -30.4278    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   12.8386  -30.0244    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   14.2520  -30.0125    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   15.0006  -30.3403    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
   15.5437  -29.7297    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
   15.1307  -29.0244    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   14.3325  -29.1993    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   12.8342  -29.2073    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
   12.1244  -28.8024    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   10.0154  -30.0300    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   10.0165  -29.2117    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    9.3096  -28.8034    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    8.6010  -29.2122    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    8.6038  -30.0336    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    9.3113  -30.4383    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    7.8926  -28.8047    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    7.8913  -27.9875    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
  7  8  2  0
  8  9  1  0
  9 10  2  0
 10  5  1  0
 11 12  2  0
 12 13  1  0
 13 14  2  0
 14 15  1  0
 15 11  1  0
  9 11  1  0
 10 16  1  0
 16 17  1  0
 18 19  2  0
 19 20  1  0
 20 21  2  0
 21 22  1  0
 22 23  2  0
 23 18  1  0
  1 18  1  0
 21 24  1  0
 24 25  1  0
M  END

Alternative Forms

1. Parent:

   

   ALA4531237

   ---

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: 332.36

Molecular Weight (Monoisotopic): 332.1273

AlogP: 4.00

#Rotatable Bonds: 4

Polar Surface Area: 73.07

Molecular Species: NEUTRAL

HBA: 6

HBD: 1

#RO5 Violations: ┄

HBA (Lipinski): 6

HBD (Lipinski): 1

#RO5 Violations (Lipinski): ┄

CX Acidic pKa: ┄

CX Basic pKa: 6.85

CX LogP: 2.10

CX LogD: 2.00

Aromatic Rings: 4

Heavy Atoms: 25

QED Weighted: 0.61

Np Likeness Score: -0.98

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