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

ID: ALA2235007

PubChem CID: 54612796

Max Phase: Preclinical

Molecular Formula: C15H8F4N2O2S

Molecular Weight: 356.30

Molecule Type: Small molecule

Names and Identifiers

Canonical SMILES:  O=C(Nc1nc2ccc(OC(F)(F)F)cc2s1)c1ccc(F)cc1

Standard InChI:  InChI=1S/C15H8F4N2O2S/c16-9-3-1-8(2-4-9)13(22)21-14-20-11-6-5-10(7-12(11)24-14)23-15(17,18)19/h1-7H,(H,20,21,22)

Standard InChI Key:  SYYVIIHWBKHMNE-UHFFFAOYSA-N

Molfile:  

     RDKit          2D

 24 26  0  0  0  0  0  0  0  0999 V2000
    2.6565   -3.3802    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.6554   -4.1997    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.3634   -4.6087    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.3616   -2.9713    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.8512   -3.1189    0.0000 S   0  0  0  0  0  0  0  0  0  0  0  0
    4.0702   -3.3766    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.0728   -4.2015    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.8603   -4.4542    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
    5.3392   -3.7824    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.1564   -3.7781    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
    6.5612   -3.0651    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.1488   -2.3606    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    1.9499   -2.9715    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    1.9499   -2.1543    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    7.3783   -3.0597    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    7.7900   -3.7652    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    8.6065   -3.7601    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    9.0112   -3.0492    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    8.5935   -2.3419    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    7.7785   -2.3504    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    9.8283   -3.0427    0.0000 F   0  0  0  0  0  0  0  0  0  0  0  0
    2.6577   -1.7458    0.0000 F   0  0  0  0  0  0  0  0  0  0  0  0
    1.2423   -1.7457    0.0000 F   0  0  0  0  0  0  0  0  0  0  0  0
    1.9439   -1.3331    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
 14 22  1  0
 14 23  1  0
 14 24  1  0
M  END

Alternative Forms

1. Parent:

   

   ALA2235007

   4-fluoro-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: 356.30

Molecular Weight (Monoisotopic): 356.0243

AlogP: 4.59

#Rotatable Bonds: 3

Polar Surface Area: 51.22

Molecular Species: NEUTRAL

HBA: 4

HBD: 1

#RO5 Violations: ┄

HBA (Lipinski): 4

HBD (Lipinski): 1

#RO5 Violations (Lipinski): ┄

CX Acidic pKa: 10.97

CX Basic pKa: ┄

CX LogP: 5.46

CX LogD: 5.46

Aromatic Rings: 3

Heavy Atoms: 24

QED Weighted: 0.70

Np Likeness Score: -2.35

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