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

ID: ALA4532800

PubChem CID: 155547334

Max Phase: Preclinical

Molecular Formula: C22H15ClF2N8O2

Molecular Weight: 496.87

Molecule Type: Unknown

Names and Identifiers

Canonical SMILES:  COc1n[nH]c2ncc(-c3cn(-c4c(F)ccc(NC(=O)Nc5cccc(Cl)c5)c4F)nn3)cc12

Standard InChI:  InChI=1S/C22H15ClF2N8O2/c1-35-21-14-7-11(9-26-20(14)30-31-21)17-10-33(32-29-17)19-15(24)5-6-16(18(19)25)28-22(34)27-13-4-2-3-12(23)8-13/h2-10H,1H3,(H,26,30,31)(H2,27,28,34)

Standard InChI Key:  JZXBVXNVBPKJRB-UHFFFAOYSA-N

Molfile:  

 
     RDKit          2D

 35 39  0  0  0  0  0  0  0  0999 V2000
   20.5233   -1.3661    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   20.5221   -2.1856    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   21.2302   -2.5946    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   21.9399   -2.1851    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   21.9370   -1.3625    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   21.2284   -0.9572    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   19.8168   -2.5969    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
   19.0705   -2.2640    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   18.5232   -2.8708    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   18.9313   -3.5789    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
   19.7307   -3.4095    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
   22.6482   -2.5926    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
   17.7106   -2.7848    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   17.3827   -2.0384    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   16.5709   -1.9521    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
   17.2359   -3.4456    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   16.4250   -3.3628    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   16.0890   -2.6148    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   15.2737   -2.7032    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
   15.1058   -3.5059    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
   15.8174   -3.9135    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   15.9055   -4.7260    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   15.2460   -5.2085    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   23.3553   -2.1829    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   24.0636   -2.5904    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
   23.3540   -1.3657    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   24.7707   -2.1807    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   25.4777   -2.5895    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   26.1843   -2.1805    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   26.1835   -1.3624    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   25.4702   -0.9551    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   24.7665   -1.3665    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   21.2300   -3.4118    0.0000 F   0  0  0  0  0  0  0  0  0  0  0  0
   19.8155   -0.9576    0.0000 F   0  0  0  0  0  0  0  0  0  0  0  0
   26.8925   -2.5883    0.0000 Cl  0  0  0  0  0  0  0  0  0  0  0  0
  1  2  2  0
  2  3  1  0
  3  4  2  0
  4  5  1  0
  5  6  2  0
  6  1  1  0
  7  8  1  0
  8  9  2  0
  9 10  1  0
 10 11  2  0
 11  7  1  0
  2  7  1  0
  4 12  1  0
  9 13  1  0
 13 14  2  0
 14 15  1  0
 15 18  2  0
 17 16  2  0
 16 13  1  0
 17 18  1  0
 18 19  1  0
 19 20  1  0
 20 21  2  0
 21 17  1  0
 21 22  1  0
 22 23  1  0
 12 24  1  0
 24 25  1  0
 24 26  2  0
 25 27  1  0
 27 28  2  0
 28 29  1  0
 29 30  2  0
 30 31  1  0
 31 32  2  0
 32 27  1  0
  3 33  1  0
  1 34  1  0
 29 35  1  0
M  END

Alternative Forms

1. Parent:

   

   ALA4532800

   ---

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: 496.87

Molecular Weight (Monoisotopic): 496.0975

AlogP: 4.79

#Rotatable Bonds: 5

Polar Surface Area: 122.64

Molecular Species: NEUTRAL

HBA: 7

HBD: 3

#RO5 Violations: ┄

HBA (Lipinski): 10

HBD (Lipinski): 3

#RO5 Violations (Lipinski): ┄

CX Acidic pKa: 9.96

CX Basic pKa: 0.90

CX LogP: 4.66

CX LogD: 4.65

Aromatic Rings: 5

Heavy Atoms: 35

QED Weighted: 0.32

Np Likeness Score: -2.16

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