6-(2-Chloro-4-(3-methyl-2-oxopyridin-1-(2H)-yl)phenyl)-N-methyl-1H-indazole-3-carboxamide

ID: ALA4742230

PubChem CID: 162645791

Max Phase: Preclinical

Molecular Formula: C21H17ClN4O2

Molecular Weight: 392.85

Molecule Type: Unknown

Names and Identifiers

Canonical SMILES:  CNC(=O)c1n[nH]c2cc(-c3ccc(-n4cccc(C)c4=O)cc3Cl)ccc12

Standard InChI:  InChI=1S/C21H17ClN4O2/c1-12-4-3-9-26(21(12)28)14-6-8-15(17(22)11-14)13-5-7-16-18(10-13)24-25-19(16)20(27)23-2/h3-11H,1-2H3,(H,23,27)(H,24,25)

Standard InChI Key:  SCGLCFWDLLLGPT-UHFFFAOYSA-N

Molfile:  

 
     RDKit          2D

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   17.3948   -8.5219    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   17.8160   -7.8104    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   17.4059   -7.0885    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   16.5821   -7.0833    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   16.5698   -8.5132    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   16.1634   -7.7882    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   15.3483   -7.9507    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   15.2509   -8.7760    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
   16.0059   -9.1236    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
   14.7426   -7.3911    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   14.9243   -6.5867    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   13.9551   -7.6359    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
   18.6405   -7.8178    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   19.0426   -8.5389    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   19.8664   -8.5466    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   20.2859   -7.8356    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   19.8756   -7.1154    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   19.0531   -7.1112    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   18.6461   -6.3931    0.0000 Cl  0  0  0  0  0  0  0  0  0  0  0  0
   13.3493   -7.0763    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   21.1106   -7.8419    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
   21.5121   -8.5591    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   22.3331   -8.5672    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   22.7547   -7.8581    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   22.3490   -7.1390    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   21.5217   -7.1291    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   21.1162   -6.4112    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   22.7692   -6.4294    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
  5  1  1  0
  1  2  2  0
  2  3  1  0
  3  4  2  0
  4  6  1  0
  5  6  2  0
  6  7  1  0
  7  8  2  0
  8  9  1  0
  9  5  1  0
  7 10  1  0
 10 11  2  0
 10 12  1  0
  2 13  1  0
 13 14  2  0
 14 15  1  0
 15 16  2  0
 16 17  1  0
 17 18  2  0
 18 13  1  0
 18 19  1  0
 12 20  1  0
 16 21  1  0
 21 22  1  0
 21 26  1  0
 22 23  2  0
 23 24  1  0
 24 25  2  0
 25 26  1  0
 26 27  2  0
 25 28  1  0
M  END

Alternative Forms

1. Parent:

   

   ALA4742230

   ---

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: 392.85

Molecular Weight (Monoisotopic): 392.1040

AlogP: 3.70

#Rotatable Bonds: 3

Polar Surface Area: 79.78

Molecular Species: NEUTRAL

HBA: 4

HBD: 2

#RO5 Violations: ┄

HBA (Lipinski): 6

HBD (Lipinski): 2

#RO5 Violations (Lipinski): ┄

CX Acidic pKa: 9.81

CX Basic pKa: ┄

CX LogP: 3.33

CX LogD: 3.33

Aromatic Rings: 4

Heavy Atoms: 28

QED Weighted: 0.56

Np Likeness Score: -1.63

References

1. Zhang M,Fang X,Wang C,Hua Y,Huang C,Wang M,Zhu L,Wang Z,Gao Y,Zhang T,Liu H,Zhang Y,Lu S,Lu T,Chen Y,Li H.  (2020)  Design and synthesis of 1H-indazole-3-carboxamide derivatives as potent and selective PAK1 inhibitors with anti-tumour migration and invasion activities.,  203  [PMID:32846314] [10.1016/j.ejmech.2020.112517]

Source

Source(1):

• Scientific Literature