4-Acetylamino-N-(6-trifluoromethoxybenzothiazol-2-yl)benzamide

ID: ALA2235011

PubChem CID: 36002400

Max Phase: Preclinical

Molecular Formula: C17H12F3N3O3S

Molecular Weight: 395.36

Molecule Type: Small molecule

Names and Identifiers

Canonical SMILES:  CC(=O)Nc1ccc(C(=O)Nc2nc3ccc(OC(F)(F)F)cc3s2)cc1

Standard InChI:  InChI=1S/C17H12F3N3O3S/c1-9(24)21-11-4-2-10(3-5-11)15(25)23-16-22-13-7-6-12(8-14(13)27-16)26-17(18,19)20/h2-8H,1H3,(H,21,24)(H,22,23,25)

Standard InChI Key:  WKXYFZCFZOIVFI-UHFFFAOYSA-N

Molfile:  

     RDKit          2D

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    3.2901  -22.7409    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.2889  -23.5682    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.0038  -23.9811    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.0020  -22.3281    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.5056  -22.4771    0.0000 S   0  0  0  0  0  0  0  0  0  0  0  0
    4.7173  -22.7373    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.7199  -23.5700    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.5148  -23.8251    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
    5.9984  -23.1470    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.8233  -23.1426    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
    7.2319  -22.4228    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.8156  -21.7116    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    2.5767  -22.3283    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    2.5768  -21.5033    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    8.0569  -22.4174    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    8.4725  -23.1296    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    9.2967  -23.1245    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    9.7053  -22.4068    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    9.2837  -21.6927    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    8.4608  -21.7013    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   10.5302  -22.4002    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
   10.9484  -23.1114    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   11.7734  -23.1048    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   10.5416  -23.8291    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.2912  -21.0909    0.0000 F   0  0  0  0  0  0  0  0  0  0  0  0
    1.8624  -21.0908    0.0000 F   0  0  0  0  0  0  0  0  0  0  0  0
    2.5707  -20.6743    0.0000 F   0  0  0  0  0  0  0  0  0  0  0  0
  1  2  2  0
  2  3  1  0
  3  7  2  0
  6  4  2  0
  4  1  1  0
  6  7  1  0
  5  6  1  0
  7  8  1  0
  8  9  2  0
  9  5  1  0
  9 10  1  0
 10 11  1  0
 11 12  2  0
  1 13  1  0
 13 14  1  0
 11 15  1  0
 15 16  2  0
 16 17  1  0
 17 18  2  0
 18 19  1  0
 19 20  2  0
 20 15  1  0
 18 21  1  0
 21 22  1  0
 22 23  2  0
 22 24  1  0
 14 25  1  0
 14 26  1  0
 14 27  1  0
M  END

Alternative Forms

1. Parent:

   

   ALA2235011

   4-acetamido-N-[6-(trifluoromethoxy)-1,3-benzothiazol-2-yl]benzamide

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: 395.36

Molecular Weight (Monoisotopic): 395.0551

AlogP: 4.41

#Rotatable Bonds: 4

Polar Surface Area: 80.32

Molecular Species: NEUTRAL

HBA: 5

HBD: 2

#RO5 Violations: ┄

HBA (Lipinski): 6

HBD (Lipinski): 2

#RO5 Violations (Lipinski): ┄

CX Acidic pKa: 11.41

CX Basic pKa: ┄

CX LogP: 4.56

CX LogD: 4.56

Aromatic Rings: 3

Heavy Atoms: 27

QED Weighted: 0.69

Np Likeness Score: -2.14

References

1. Caputo R, Calabro ML, Micale N, Schimmer AD, Ali M, Zappala M, Grasso S.  (2012)  Synthesis of benzothiazole derivatives and their biological evaluation as anticancer agents,  21  (9): [10.1007/s00044-011-9789-8]

Source

Source(1):

• Scientific Literature