6-Chloro-N-(3-((5-methoxyquinolin-2-yl)amino)phenyl)picolinamide

ID: ALA4742970

PubChem CID: 162646274

Max Phase: Preclinical

Molecular Formula: C22H17ClN4O2

Molecular Weight: 404.86

Molecule Type: Unknown

Names and Identifiers

Canonical SMILES:  COc1cccc2nc(Nc3cccc(NC(=O)c4cccc(Cl)n4)c3)ccc12

Standard InChI:  InChI=1S/C22H17ClN4O2/c1-29-19-9-3-7-17-16(19)11-12-21(27-17)24-14-5-2-6-15(13-14)25-22(28)18-8-4-10-20(23)26-18/h2-13H,1H3,(H,24,27)(H,25,28)

Standard InChI Key:  TTZRRNYHGNCFRD-UHFFFAOYSA-N

Molfile:  

 
     RDKit          2D

 29 32  0  0  0  0  0  0  0  0999 V2000
   14.2763  -12.2029    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   14.2752  -13.0303    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   14.9899  -13.4430    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   14.9881  -11.7902    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   15.7034  -12.1993    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   15.7042  -13.0260    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   16.4194  -13.4370    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
   17.1344  -13.0223    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   17.1296  -12.1923    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   16.4138  -11.7852    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   14.9852  -10.9654    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   15.6982  -10.5504    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   17.8479  -13.4359    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
   18.5630  -13.0246    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   19.2743  -13.4428    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   19.9890  -13.0323    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   19.9908  -12.2065    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   19.2720  -11.7930    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   18.5604  -12.2058    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   20.7010  -13.4475    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
   21.4171  -13.0380    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   22.1298  -13.4536    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   21.4207  -12.2132    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   22.1249  -14.2789    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   22.8366  -14.6943    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   23.5537  -14.2848    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   23.5547  -13.4556    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   22.8423  -13.0439    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
   24.2704  -13.0470    0.0000 Cl  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
  4 11  1  0
 11 12  1  0
  8 13  1  0
 13 14  1  0
 14 15  2  0
 15 16  1  0
 16 17  2  0
 17 18  1  0
 18 19  2  0
 19 14  1  0
 16 20  1  0
 20 21  1  0
 21 22  1  0
 21 23  2  0
 22 24  2  0
 24 25  1  0
 25 26  2  0
 26 27  1  0
 27 28  2  0
 28 22  1  0
 27 29  1  0
M  END

Alternative Forms

1. Parent:

   

   ALA4742970

   ---

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: 404.86

Molecular Weight (Monoisotopic): 404.1040

AlogP: 5.29

#Rotatable Bonds: 5

Polar Surface Area: 76.14

Molecular Species: NEUTRAL

HBA: 5

HBD: 2

#RO5 Violations: 1

HBA (Lipinski): 6

HBD (Lipinski): 2

#RO5 Violations (Lipinski): 1

CX Acidic pKa: ┄

CX Basic pKa: 5.70

CX LogP: 5.09

CX LogD: 5.08

Aromatic Rings: 4

Heavy Atoms: 29

QED Weighted: 0.44

Np Likeness Score: -1.39

References

1. El-Damasy AK,Haque MM,Park JW,Shin SC,Lee JS,EunKyeong Kim E,Keum G.  (2020)  2-Anilinoquinoline based arylamides as broad spectrum anticancer agents with B-RAF/C-RAF kinase inhibitory effects: Design, synthesis, in vitro cell-based and oncogenic kinase assessments.,  208  [PMID:32942186] [10.1016/j.ejmech.2020.112756]

Source

Source(1):

• Scientific Literature