4-(butyl(quinolin-5-yl)amino)benzonitrile

ID: ALA4875930

PubChem CID: 164629102

Max Phase: Preclinical

Molecular Formula: C20H19N3

Molecular Weight: 301.39

Molecule Type: Unknown

Names and Identifiers

Canonical SMILES:  CCCCN(c1ccc(C#N)cc1)c1cccc2ncccc12

Standard InChI:  InChI=1S/C20H19N3/c1-2-3-14-23(17-11-9-16(15-21)10-12-17)20-8-4-7-19-18(20)6-5-13-22-19/h4-13H,2-3,14H2,1H3

Standard InChI Key:  LGNOOPOOVSMTDT-UHFFFAOYSA-N

Molfile:  

 
     RDKit          2D

 23 25  0  0  0  0  0  0  0  0999 V2000
   35.5629  -11.7667    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   35.5618  -12.5862    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   36.2698  -12.9952    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
   36.2680  -11.3578    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   36.9766  -11.7631    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   36.9774  -12.5821    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   37.6859  -12.9892    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   38.3942  -12.5783    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   38.3895  -11.7562    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   37.6804  -11.3529    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   37.6760  -10.5357    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
   38.3816  -10.1233    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   39.0868  -10.5316    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   39.7919  -10.1199    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   39.7880   -9.3018    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   39.0732   -8.8972    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   38.3710   -9.3112    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   36.9662  -10.1308    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   36.2606  -10.5432    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   35.5508  -10.1383    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   34.8452  -10.5507    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   40.4908   -8.8865    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   41.1958   -8.4732    0.0000 N   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
 10 11  1  0
 11 12  1  0
 12 13  2  0
 13 14  1  0
 14 15  2  0
 15 16  1  0
 16 17  2  0
 17 12  1  0
 11 18  1  0
 18 19  1  0
 19 20  1  0
 20 21  1  0
 22 23  3  0
 15 22  1  0
M  END

Alternative Forms

1. Parent:

   

   ALA4875930

   ---

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: 301.39

Molecular Weight (Monoisotopic): 301.1579

AlogP: 5.04

#Rotatable Bonds: 5

Polar Surface Area: 39.92

Molecular Species: NEUTRAL

HBA: 3

HBD: ┄

#RO5 Violations: 1

HBA (Lipinski): 3

HBD (Lipinski): ┄

#RO5 Violations (Lipinski): 1

CX Acidic pKa: ┄

CX Basic pKa: 5.91

CX LogP: 4.97

CX LogD: 4.96

Aromatic Rings: 3

Heavy Atoms: 23

QED Weighted: 0.66

Np Likeness Score: -1.36

References

1. Ren Y, Ruan Y, Cheng B, Li L, Liu J, Fang Y, Chen J..  (2021)  Design, synthesis and biological evaluation of novel acridine and quinoline derivatives as tubulin polymerization inhibitors with anticancer activities.,  46  [PMID:34455231] [10.1016/j.bmc.2021.116376]

Source

Source(1):

• Scientific Literature