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

ID: ALA4763427

PubChem CID: 162660494

Max Phase: Preclinical

Molecular Formula: C20H15ClN4O2

Molecular Weight: 378.82

Molecule Type: Unknown

Names and Identifiers

Canonical SMILES:  CNC(=O)c1n[nH]c2cc(-c3ccc(-n4ccccc4=O)cc3Cl)ccc12

Standard InChI:  InChI=1S/C20H15ClN4O2/c1-22-20(27)19-15-7-5-12(10-17(15)23-24-19)14-8-6-13(11-16(14)21)25-9-3-2-4-18(25)26/h2-11H,1H3,(H,22,27)(H,23,24)

Standard InChI Key:  WOJAANWEXSCVCU-UHFFFAOYSA-N

Molfile:  

 
     RDKit          2D

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   28.0299   -8.2920    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   28.4472   -7.5869    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   28.0409   -6.8716    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   27.2246   -6.8664    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   27.2123   -8.2833    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   26.8096   -7.5649    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   26.0019   -7.7259    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   25.9054   -8.5438    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
   26.6535   -8.8882    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
   25.4017   -7.1714    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   25.5817   -6.3743    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   24.6213   -7.4140    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
   29.2643   -7.5942    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   29.6627   -8.3088    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   30.4791   -8.3164    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   30.8948   -7.6119    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   30.4882   -6.8982    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   29.6731   -6.8941    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   29.2698   -6.1825    0.0000 Cl  0  0  0  0  0  0  0  0  0  0  0  0
   24.0210   -6.8595    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   31.7120   -7.6180    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
   32.1098   -8.3288    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   32.9234   -8.3369    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   33.3412   -7.6342    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   32.9392   -6.9216    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   32.1194   -6.9118    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   31.7175   -6.2004    0.0000 O   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
M  END

Alternative Forms

1. Parent:

   

   ALA4763427

   ---

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: 378.82

Molecular Weight (Monoisotopic): 378.0884

AlogP: 3.39

#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: 2.93

CX LogD: 2.93

Aromatic Rings: 4

Heavy Atoms: 27

QED Weighted: 0.57

Np Likeness Score: -1.61

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