2-(phenylamino)-N-(4-(trifluoromethyl)-6H-thiazolo[5,4-e]indazol-2-yl)acetamide

ID: ALA3716422

PubChem CID: 24769418

Max Phase: Preclinical

Molecular Formula: C17H12F3N5OS

Molecular Weight: 391.38

Molecule Type: Small molecule

Names and Identifiers

Canonical SMILES:  O=C(CNc1ccccc1)Nc1nc2c(C(F)(F)F)cc3[nH]ncc3c2s1

Standard InChI:  InChI=1S/C17H12F3N5OS/c18-17(19,20)11-6-12-10(7-22-25-12)15-14(11)24-16(27-15)23-13(26)8-21-9-4-2-1-3-5-9/h1-7,21H,8H2,(H,22,25)(H,23,24,26)

Standard InChI Key:  GWVIAICRRQXYCV-UHFFFAOYSA-N

Molfile:  

     RDKit          2D

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   -1.6110   -1.8759    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.0000   -1.8538    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.6621   -0.5517    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.0000    0.7062    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.9490    1.8317    0.0000 S   0  0  0  0  0  0  0  0  0  0  0  0
    2.2952    1.1917    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.1186   -0.2648    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
   -1.5669    0.7062    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.3393   -0.5738    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.8180   -0.2428    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
   -3.9504    1.2359    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
   -2.4717    1.8317    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.6119    1.9073    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
    4.8923    1.1244    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.2110    1.8409    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.8617   -0.0752    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    7.4914    1.0580    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
    8.8102    1.7745    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   10.0910    0.9938    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   11.4076    1.7127    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   11.4433    3.2123    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   10.1625    3.9930    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    8.8460    3.2742    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.8248   -3.1066    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.0228   -3.0363    0.0000 F   0  0  0  0  0  0  0  0  0  0  0  0
    0.2870   -4.1793    0.0000 F   0  0  0  0  0  0  0  0  0  0  0  0
    1.4848   -4.1088    0.0000 F   0  0  0  0  0  0  0  0  0  0  0  0
  1  9  2  0
  8  4  2  0
  3  2  2  0
  2  1  1  0
  3  4  1  0
  4  5  1  0
  5  6  1  0
  6  7  2  0
  7  3  1  0
  8  9  1  0
  9 10  1  0
 10 11  1  0
 11 12  2  0
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  6 13  1  0
 13 14  1  0
 14 15  1  0
 14 16  2  0
 15 17  1  0
 17 18  1  0
 18 19  2  0
 19 20  1  0
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 21 22  1  0
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 23 18  1  0
  2 24  1  0
 24 25  1  0
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 24 27  1  0
M  END

Alternative Forms

1. Parent:

   

   ALA3716422

   2-anilino-N-[4-(trifluoromethyl)-6H-pyrazolo[3,4-g][1,3]benzothiazol-2-yl]acetamide

Molecule Features

Natural Product: No

Oral: No

Chemical Probe: No

Parenteral: No

Molecule Type: Small molecule

Topical: No

First In Class: No

Black Box: No

Chirality: No

Availability: No

Prodrug: No

Calculated Properties

Molecular Weight: 391.38

Molecular Weight (Monoisotopic): 391.0715

AlogP: 4.24

#Rotatable Bonds: 4

Polar Surface Area: 82.70

Molecular Species: NEUTRAL

HBA: 5

HBD: 3

#RO5 Violations: ┄

HBA (Lipinski): 6

HBD (Lipinski): 3

#RO5 Violations (Lipinski): ┄

CX Acidic pKa: 7.76

CX Basic pKa: 2.49

CX LogP: 3.38

CX LogD: 3.24

Aromatic Rings: 4

Heavy Atoms: 27

QED Weighted: 0.49

Np Likeness Score: -2.13

References

1.  (2011)  alpha-amino acid derivatives and medicaments containing the same as an active ingredient, 

Source

Source(1):

• Patent Bioactivity Data