2-(4-(Benzo[c][1,2,5]thiadiazol-5-yl)-5-(6-methylpyridin-2-yl)-1H-pyrazol-1-yl)-N-phenylacetamide

ID: ALA4518531

PubChem CID: 155541441

Max Phase: Preclinical

Molecular Formula: C23H18N6OS

Molecular Weight: 426.51

Molecule Type: Unknown

Names and Identifiers

Canonical SMILES:  Cc1cccc(-c2c(-c3ccc4nsnc4c3)cnn2CC(=O)Nc2ccccc2)n1

Standard InChI:  InChI=1S/C23H18N6OS/c1-15-6-5-9-20(25-15)23-18(16-10-11-19-21(12-16)28-31-27-19)13-24-29(23)14-22(30)26-17-7-3-2-4-8-17/h2-13H,14H2,1H3,(H,26,30)

Standard InChI Key:  RRLBSYLKQNMCKP-UHFFFAOYSA-N

Molfile:  

 
     RDKit          2D

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    2.6787   -5.0634    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.0757   -4.7703    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.5647   -3.1187    0.0000 S   0  0  0  0  0  0  0  0  0  0  0  0
    3.1929   -7.4825    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.5536   -3.9547    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.7396   -3.6102    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.0701   -5.6138    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.4635   -5.3177    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.2363   -6.4213    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.0582   -2.4494    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
    1.0473   -3.7918    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
    3.0211   -6.6756    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.2939   -4.2242    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
    3.6397   -6.1223    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
    1.8375   -3.5437    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.8826   -4.9381    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
    3.9873   -3.9502    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.2701   -2.7110    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.8442   -2.7146    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.5518   -2.3020    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.2729   -3.5414    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.2894   -5.6478    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.1146   -5.6504    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.5250   -6.3665    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
    6.5296   -4.9370    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    7.3503   -6.3691    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    7.7571   -7.0882    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    8.5816   -7.0912    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    8.9973   -6.3772    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    8.5825   -5.6588    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    7.7593   -5.6593    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
 15  5  1  0
 10  3  1  0
 15 19  1  0
  2 16  1  0
  2  8  1  0
  9 12  1  0
 17  2  2  0
 12 14  2  0
 16 13  1  0
  8  1  2  0
 12  4  1  0
 13  6  2  0
  8 14  1  0
  6 17  1  0
  7  9  2  0
 19 10  2  0
 20 19  1  0
 11 15  2  0
  3 11  1  0
 18 20  2  0
  1  7  1  0
  5 21  2  0
 21 17  1  0
 21 18  1  0
 16 22  1  0
 22 23  1  0
 23 24  1  0
 23 25  2  0
 24 26  1  0
 26 27  2  0
 27 28  1  0
 28 29  2  0
 29 30  1  0
 30 31  2  0
 31 26  1  0
M  END

Alternative Forms

1. Parent:

   

   ALA4518531

   ---

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: 426.51

Molecular Weight (Monoisotopic): 426.1263

AlogP: 4.56

#Rotatable Bonds: 5

Polar Surface Area: 85.59

Molecular Species: NEUTRAL

HBA: 7

HBD: 1

#RO5 Violations: ┄

HBA (Lipinski): 7

HBD (Lipinski): 1

#RO5 Violations (Lipinski): ┄

CX Acidic pKa: 13.27

CX Basic pKa: 4.28

CX LogP: 3.97

CX LogD: 3.97

Aromatic Rings: 5

Heavy Atoms: 31

QED Weighted: 0.45

Np Likeness Score: -1.97

References

1. Zhu WJ, Cui BW, Wang HM, Nan JX, Piao HR, Lian LH, Jin CH..  (2019)  Design, synthesis, and antifibrosis evaluation of 4-(benzo-[c][1,2,5]thiadiazol-5-yl)-3(5)-(6-methyl- pyridin-2-yl)pyrazole and 3(5)-(6-methylpyridin- 2-yl)-4-(thieno-[3,2,-c]pyridin-2-yl)pyrazole derivatives.,  180  [PMID:31299584] [10.1016/j.ejmech.2019.07.013]

Source

Source(1):

• Scientific Literature