5-(4-((2,5-Dimethylphenyl)amino)quinolin-6-yl)picolinonitrile

ID: ALA4744215

PubChem CID: 162647235

Max Phase: Preclinical

Molecular Formula: C23H18N4

Molecular Weight: 350.43

Molecule Type: Unknown

Names and Identifiers

Canonical SMILES:  Cc1ccc(C)c(Nc2ccnc3ccc(-c4ccc(C#N)nc4)cc23)c1

Standard InChI:  InChI=1S/C23H18N4/c1-15-3-4-16(2)23(11-15)27-22-9-10-25-21-8-6-17(12-20(21)22)18-5-7-19(13-24)26-14-18/h3-12,14H,1-2H3,(H,25,27)

Standard InChI Key:  ZLTNIVIPRNLONZ-UHFFFAOYSA-N

Molfile:  

 
     RDKit          2D

 27 30  0  0  0  0  0  0  0  0999 V2000
   10.1317  -10.1323    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   10.1317   -9.3152    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   10.8408   -8.9066    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   11.5499   -9.3152    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   11.5499  -10.1323    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   10.8408  -10.5409    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
    9.4226  -10.5409    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    8.7177  -10.9495    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
   14.3780   -7.6808    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
   15.0871   -8.0894    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   15.0871   -8.9066    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   14.3780   -9.3152    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   13.6730   -8.9066    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   12.9639   -9.3152    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   12.2548   -8.9066    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   12.2548   -8.0894    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   12.9639   -7.6808    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   13.6730   -8.0894    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   14.3780  -10.1323    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
   15.0871  -10.5409    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   15.7962  -10.1323    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   16.5011  -10.5409    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   16.5011  -11.3581    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   15.7962  -11.7667    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   15.0871  -11.3581    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   15.7962  -12.5839    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   15.7962   -9.3152    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
  4  5  2  0
  5  6  1  0
  1  6  2  0
  1  7  1  0
  7  8  3  0
  9 10  2  0
 10 11  1  0
 11 12  2  0
 12 13  1  0
 13 14  2  0
 14 15  1  0
 15 16  2  0
 16 17  1  0
 17 18  2  0
  9 18  1  0
 13 18  1  0
 20 21  1  0
 21 22  2  0
 22 23  1  0
 23 24  2  0
 24 25  1  0
 20 25  2  0
 24 26  1  0
 21 27  1  0
 19 20  1  0
 12 19  1  0
  4 15  1  0
M  END

Alternative Forms

1. Parent:

   

   ALA4744215

   ---

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: 350.43

Molecular Weight (Monoisotopic): 350.1531

AlogP: 5.53

#Rotatable Bonds: 3

Polar Surface Area: 61.60

Molecular Species: NEUTRAL

HBA: 4

HBD: 1

#RO5 Violations: 1

HBA (Lipinski): 4

HBD (Lipinski): 1

#RO5 Violations (Lipinski): 1

CX Acidic pKa: ┄

CX Basic pKa: 7.22

CX LogP: 5.27

CX LogD: 5.06

Aromatic Rings: 4

Heavy Atoms: 27

QED Weighted: 0.53

Np Likeness Score: -1.27

References

1. Xiao HY,Li N,Duan JJ,Jiang B,Lu Z,Ngu K,Tino J,Kopcho LM,Lu H,Chen J,Tebben AJ,Sheriff S,Chang CY,Yanchunas J,Calambur D,Gao M,Shuster DJ,Susulic V,Xie JH,Guarino VR,Wu DR,Gregor KR,Goldstine CB,Hynes J,Macor JE,Salter-Cid L,Burke JR,Shaw PJ,Dhar TGM.  (2020)  Biologic-like In Vivo Efficacy with Small Molecule Inhibitors of TNFα Identified Using Scaffold Hopping and Structure-Based Drug Design Approaches.,  63  (23): [PMID:33261314] [10.1021/acs.jmedchem.0c01732]

Source

Source(1):

• Scientific Literature