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

ID: ALA4546065

PubChem CID: 155553271

Max Phase: Preclinical

Molecular Formula: C23H17FN6OS

Molecular Weight: 444.50

Molecule Type: Unknown

Names and Identifiers

Canonical SMILES:  Cc1cccc(-c2c(-c3ccc4nsnc4c3)cnn2CC(=O)Nc2ccccc2F)n1

Standard InChI:  InChI=1S/C23H17FN6OS/c1-14-5-4-8-20(26-14)23-16(15-9-10-19-21(11-15)29-32-28-19)12-25-30(23)13-22(31)27-18-7-3-2-6-17(18)24/h2-12H,13H2,1H3,(H,27,31)

Standard InChI Key:  YDPQHZIVRHOJDK-UHFFFAOYSA-N

Molfile:  

 
     RDKit          2D

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   10.5151   -5.0427    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   11.9122   -4.7497    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    8.4011   -3.0980    0.0000 S   0  0  0  0  0  0  0  0  0  0  0  0
   11.0294   -7.4619    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
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   12.5761   -3.5894    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    9.9065   -5.5932    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   11.3000   -5.2970    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   10.0728   -6.4007    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    8.8946   -2.4286    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
    8.8837   -3.7710    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
   10.8575   -6.6550    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   13.1305   -4.2036    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
   11.4761   -6.1017    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
    9.6739   -3.5230    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   12.7191   -4.9175    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
   11.8238   -3.9295    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
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    9.6806   -2.6939    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   10.3882   -2.2812    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   11.1094   -3.5208    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   13.1258   -5.6272    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   13.9512   -5.6297    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   14.3616   -6.3458    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
   14.3662   -4.9163    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   15.1869   -6.3484    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   15.5937   -7.0676    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   16.4183   -7.0706    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   16.8340   -6.3566    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   16.4192   -5.6381    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   15.5960   -5.6387    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   15.1766   -7.7798    0.0000 F   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
 27 32  1  0
M  END

Alternative Forms

1. Parent:

   

   ALA4546065

   ---

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: 444.50

Molecular Weight (Monoisotopic): 444.1169

AlogP: 4.70

#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: 11.41

CX Basic pKa: 4.28

CX LogP: 4.11

CX LogD: 4.11

Aromatic Rings: 5

Heavy Atoms: 32

QED Weighted: 0.42

Np Likeness Score: -2.19

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