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

ID: ALA4476053

PubChem CID: 154634910

Max Phase: Preclinical

Molecular Formula: C21H16ClN7O3S

Molecular Weight: 481.93

Molecule Type: Unknown

Names and Identifiers

Canonical SMILES:  COc1n[nH]c2ncc(-c3cn(-c4cccc(NS(=O)(=O)c5cccc(Cl)c5)c4)nn3)cc12

Standard InChI:  InChI=1S/C21H16ClN7O3S/c1-32-21-18-8-13(11-23-20(18)25-26-21)19-12-29(28-24-19)16-6-3-5-15(10-16)27-33(30,31)17-7-2-4-14(22)9-17/h2-12,27H,1H3,(H,23,25,26)

Standard InChI Key:  LINQTWIEQGHYTF-UHFFFAOYSA-N

Molfile:  

 
     RDKit          2D

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   23.2571  -17.8703    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   23.6732  -18.5858    0.0000 S   0  0  0  0  0  0  0  0  0  0  0  0
   24.0848  -17.8678    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   20.8223  -17.7663    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   20.8211  -18.5922    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   21.5348  -19.0045    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   22.2500  -18.5917    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   22.2471  -17.7627    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   21.5329  -17.3542    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   20.1102  -19.0068    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
   19.3580  -18.6713    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   18.8064  -19.2828    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   19.2177  -19.9965    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
   20.0234  -19.8258    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
   22.9639  -19.0025    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
   24.3905  -19.0002    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   24.3855  -19.8271    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   25.1020  -20.2415    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   25.8207  -19.8274    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   25.8182  -18.9947    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   25.1011  -18.5840    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   26.5302  -18.5806    0.0000 Cl  0  0  0  0  0  0  0  0  0  0  0  0
   17.9874  -19.1962    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   17.6569  -18.4439    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   16.8386  -18.3568    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
   17.5090  -19.8621    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   16.6917  -19.7787    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   16.3530  -19.0248    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   15.5313  -19.1138    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
   15.3621  -19.9230    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
   16.0793  -20.3338    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   16.1681  -21.1526    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   15.5034  -21.6390    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
  2  1  2  0
  3  2  2  0
  4  5  2  0
  5  6  1  0
  6  7  2  0
  7  8  1  0
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  9  4  1  0
 10 11  1  0
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 14 10  1  0
  5 10  1  0
  7 15  1  0
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  2 16  1  0
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 12 23  1  0
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 27 26  2  0
 26 23  1  0
 27 28  1  0
 28 29  1  0
 29 30  1  0
 30 31  2  0
 31 27  1  0
 31 32  1  0
 32 33  1  0
M  END

Alternative Forms

1. Parent:

   

   ALA4476053

   ---

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: 481.93

Molecular Weight (Monoisotopic): 481.0724

AlogP: 3.67

#Rotatable Bonds: 6

Polar Surface Area: 127.68

Molecular Species: NEUTRAL

HBA: 8

HBD: 2

#RO5 Violations: ┄

HBA (Lipinski): 10

HBD (Lipinski): 2

#RO5 Violations (Lipinski): ┄

CX Acidic pKa: 7.64

CX Basic pKa: 0.90

CX LogP: 3.71

CX LogD: 3.54

Aromatic Rings: 5

Heavy Atoms: 33

QED Weighted: 0.38

Np Likeness Score: -2.30

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