3-Chloro-N-(2,4-difluoro-3-(4-(3-methoxy-1H-pyrazolo[3,4-b]pyridin-5-yl)-1H-1,2,3-triazol-1-yl)phenyl)benzamide

ID: ALA4523007

PubChem CID: 155543780

Max Phase: Preclinical

Molecular Formula: C22H14ClF2N7O2

Molecular Weight: 481.85

Molecule Type: Unknown

Names and Identifiers

Canonical SMILES:  COc1n[nH]c2ncc(-c3cn(-c4c(F)ccc(NC(=O)c5cccc(Cl)c5)c4F)nn3)cc12

Standard InChI:  InChI=1S/C22H14ClF2N7O2/c1-34-22-14-8-12(9-26-20(14)29-30-22)17-10-32(31-28-17)19-15(24)5-6-16(18(19)25)27-21(33)11-3-2-4-13(23)7-11/h2-10H,1H3,(H,27,33)(H,26,29,30)

Standard InChI Key:  BGASXKCQPAUFOH-UHFFFAOYSA-N

Molfile:  

 
     RDKit          2D

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   36.5879  -26.9797    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   33.7593  -26.1666    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   33.7582  -26.9861    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   34.4662  -27.3951    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   35.1759  -26.9857    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   35.1730  -26.1630    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   34.4644  -25.7577    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   33.0528  -27.3974    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
   32.3066  -27.0645    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   31.7593  -27.6714    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   32.1673  -28.3794    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
   32.9667  -28.2100    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
   35.8842  -27.3931    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
   37.2996  -27.3909    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   37.2947  -28.2114    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   38.0057  -28.6225    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   38.7186  -28.2117    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   38.7163  -27.3854    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   38.0048  -26.9780    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   39.4226  -26.9745    0.0000 Cl  0  0  0  0  0  0  0  0  0  0  0  0
   30.9466  -27.5853    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   30.6187  -26.8389    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   29.8069  -26.7526    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
   30.4719  -28.2461    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   29.6611  -28.1634    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   29.3250  -27.4153    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   28.5097  -27.5037    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
   28.3418  -28.3065    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
   29.0534  -28.7141    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   29.1415  -29.5265    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   28.4820  -30.0090    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   34.4660  -28.2123    0.0000 F   0  0  0  0  0  0  0  0  0  0  0  0
   33.0515  -25.7582    0.0000 F   0  0  0  0  0  0  0  0  0  0  0  0
   36.5849  -26.1625    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
  2  3  2  0
  3  4  1  0
  4  5  2  0
  5  6  1  0
  6  7  2  0
  7  2  1  0
  8  9  1  0
  9 10  2  0
 10 11  1  0
 11 12  2  0
 12  8  1  0
  3  8  1  0
  5 13  1  0
 13  1  1  0
  1 14  1  0
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 15 16  1  0
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 17 18  1  0
 18 19  2  0
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 18 20  1  0
 10 21  1  0
 21 22  2  0
 22 23  1  0
 23 26  2  0
 25 24  2  0
 24 21  1  0
 25 26  1  0
 26 27  1  0
 27 28  1  0
 28 29  2  0
 29 25  1  0
 29 30  1  0
 30 31  1  0
  4 32  1  0
  2 33  1  0
  1 34  2  0
M  END

Alternative Forms

1. Parent:

   

   ALA4523007

   ---

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: 481.85

Molecular Weight (Monoisotopic): 481.0866

AlogP: 4.40

#Rotatable Bonds: 5

Polar Surface Area: 110.61

Molecular Species: NEUTRAL

HBA: 7

HBD: 2

#RO5 Violations: ┄

HBA (Lipinski): 9

HBD (Lipinski): 2

#RO5 Violations (Lipinski): ┄

CX Acidic pKa: 10.15

CX Basic pKa: 0.90

CX LogP: 4.60

CX LogD: 4.60

Aromatic Rings: 5

Heavy Atoms: 34

QED Weighted: 0.38

Np Likeness Score: -2.04

References

1. Yang J, Shibu MA, Kong L, Luo J, BadrealamKhan F, Huang Y, Tu ZC, Yun CH, Huang CY, Ding K, Lu X..  (2020)  Design, Synthesis, and Structure-Activity Relationships of 1,2,3-Triazole Benzenesulfonamides as New Selective Leucine-Zipper and Sterile-α Motif Kinase (ZAK) Inhibitors.,  63  (5): [PMID:31244114] [10.1021/acs.jmedchem.9b00664]

Source

Source(1):

• Scientific Literature