1-(4-Fluorophenyl)-3-(6-trifluoromethoxybenzothiazol-2-yl)urea

ID: ALA2235012

PubChem CID: 76307997

Max Phase: Preclinical

Molecular Formula: C15H9F4N3O2S

Molecular Weight: 371.32

Molecule Type: Small molecule

Names and Identifiers

Canonical SMILES:  O=C(Nc1ccc(F)cc1)Nc1nc2ccc(OC(F)(F)F)cc2s1

Standard InChI:  InChI=1S/C15H9F4N3O2S/c16-8-1-3-9(4-2-8)20-13(23)22-14-21-11-6-5-10(7-12(11)25-14)24-15(17,18)19/h1-7H,(H2,20,21,22,23)

Standard InChI Key:  LNJJWDLYHSOYTL-UHFFFAOYSA-N

Molfile:  

     RDKit          2D

 25 27  0  0  0  0  0  0  0  0999 V2000
   12.5536   -2.9468    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   12.5525   -3.7663    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   13.2605   -4.1753    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   13.2587   -2.5379    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   14.7482   -2.6855    0.0000 S   0  0  0  0  0  0  0  0  0  0  0  0
   13.9673   -2.9432    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   13.9699   -3.7681    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   14.7574   -4.0208    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
   15.2363   -3.3491    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   16.0534   -3.3447    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
   16.4582   -2.6317    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   17.2754   -2.6274    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
   16.0459   -1.9272    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   17.6878   -3.3318    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   17.2790   -4.0425    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   17.6908   -4.7465    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   18.5088   -4.7425    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   18.9134   -4.0253    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   18.4996   -3.3237    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   11.8470   -2.5382    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   11.8470   -1.7210    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   18.9226   -5.4472    0.0000 F   0  0  0  0  0  0  0  0  0  0  0  0
   12.5548   -1.3124    0.0000 F   0  0  0  0  0  0  0  0  0  0  0  0
   11.1393   -1.3123    0.0000 F   0  0  0  0  0  0  0  0  0  0  0  0
   11.8410   -0.8997    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  1  0
 11 13  2  0
 12 14  1  0
 14 15  2  0
 15 16  1  0
 16 17  2  0
 17 18  1  0
 18 19  2  0
 19 14  1  0
  1 20  1  0
 20 21  1  0
 17 22  1  0
 21 23  1  0
 21 24  1  0
 21 25  1  0
M  END

Alternative Forms

1. Parent:

   

   ALA2235012

   1-(4-Fluorophenyl)-3-[6-(trifluoromethoxy)-1,3-benzothiazol-2-yl]urea

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: 371.32

Molecular Weight (Monoisotopic): 371.0352

AlogP: 4.98

#Rotatable Bonds: 3

Polar Surface Area: 63.25

Molecular Species: NEUTRAL

HBA: 4

HBD: 2

#RO5 Violations: ┄

HBA (Lipinski): 5

HBD (Lipinski): 2

#RO5 Violations (Lipinski): ┄

CX Acidic pKa: 7.29

CX Basic pKa: ┄

CX LogP: 5.52

CX LogD: 5.18

Aromatic Rings: 3

Heavy Atoms: 25

QED Weighted: 0.64

Np Likeness Score: -2.48

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