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

ID: ALA4758500

PubChem CID: 162656459

Max Phase: Preclinical

Molecular Formula: C26H20ClN5O2

Molecular Weight: 469.93

Molecule Type: Unknown

Names and Identifiers

Canonical SMILES:  Cc1cccn(-c2ccc(-c3ccc4c(C(=O)NCc5ccncc5)n[nH]c4c3)c(Cl)c2)c1=O

Standard InChI:  InChI=1S/C26H20ClN5O2/c1-16-3-2-12-32(26(16)34)19-5-7-20(22(27)14-19)18-4-6-21-23(13-18)30-31-24(21)25(33)29-15-17-8-10-28-11-9-17/h2-14H,15H2,1H3,(H,29,33)(H,30,31)

Standard InChI Key:  POZJQDTZTIKKTO-UHFFFAOYSA-N

Molfile:  

 
     RDKit          2D

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    4.8961  -12.7502    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.3266  -13.5773    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.3238  -12.7466    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.6082  -12.3372    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    7.0370  -12.3312    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
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    8.4632  -12.3295    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    8.4604  -11.5034    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    7.7392  -11.0935    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    7.0294  -11.5106    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    9.1730  -11.0871    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
    9.8863  -11.4962    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   10.5984  -11.0806    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   10.5947  -10.2544    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    9.8728   -9.8456    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    9.1636  -10.2636    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    9.8657   -9.0204    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    8.4448   -9.8582    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    6.3111  -11.1031    0.0000 Cl  0  0  0  0  0  0  0  0  0  0  0  0
    5.6100  -13.9909    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.8952  -13.5808    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.2844  -14.1340    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.6217  -14.8858    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
    5.4409  -14.7973    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
    3.4767  -13.9647    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.2195  -13.1805    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    2.9262  -14.5795    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
    2.1185  -14.4103    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.5680  -15.0251    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.7634  -14.8535    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.2139  -15.4644    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.4672  -16.2502    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
    1.2754  -16.4217    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.8303  -15.8073    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
  1 21  2  0
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  2  3  1  0
  3  4  2  0
  4  1  1  0
  3  5  1  0
  5  6  2  0
  6  7  1  0
  7  8  2  0
  8  9  1  0
  9 10  2  0
 10  5  1  0
  8 11  1  0
 11 12  1  0
 12 13  2  0
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 15 16  1  0
 16 11  1  0
 15 17  1  0
 16 18  2  0
 10 19  1  0
 20 21  1  0
 21 22  1  0
 22 23  2  0
 23 24  1  0
 24 20  1  0
 22 25  1  0
 25 26  2  0
 25 27  1  0
 27 28  1  0
 28 29  1  0
 29 30  1  0
 29 34  2  0
 30 31  2  0
 31 32  1  0
 32 33  2  0
 33 34  1  0
M  END

Alternative Forms

1. Parent:

   

   ALA4758500

   ---

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: 469.93

Molecular Weight (Monoisotopic): 469.1306

AlogP: 4.67

#Rotatable Bonds: 5

Polar Surface Area: 92.67

Molecular Species: NEUTRAL

HBA: 5

HBD: 2

#RO5 Violations: ┄

HBA (Lipinski): 7

HBD (Lipinski): 2

#RO5 Violations (Lipinski): ┄

CX Acidic pKa: 9.80

CX Basic pKa: 5.02

CX LogP: 3.84

CX LogD: 3.83

Aromatic Rings: 5

Heavy Atoms: 34

QED Weighted: 0.39

Np Likeness Score: -1.69

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]

2. de Esch IJP, Erlanson DA, Jahnke W, Johnson CN, Walsh L..  (2022)  Fragment-to-Lead Medicinal Chemistry Publications in 2020.,  65  (1.0): [PMID:34928151] [10.1021/acs.jmedchem.1c01803]

Source

Source(1):

• Scientific Literature