1-(2,6-Difluorophenyl)-3-(6-methoxybenzothiazol-2-yl)urea

ID: ALA2235006

PubChem CID: 76311592

Max Phase: Preclinical

Molecular Formula: C15H11F2N3O2S

Molecular Weight: 335.34

Molecule Type: Small molecule

Names and Identifiers

Canonical SMILES:  COc1ccc2nc(NC(=O)Nc3c(F)cccc3F)sc2c1

Standard InChI:  InChI=1S/C15H11F2N3O2S/c1-22-8-5-6-11-12(7-8)23-15(18-11)20-14(21)19-13-9(16)3-2-4-10(13)17/h2-7H,1H3,(H2,18,19,20,21)

Standard InChI Key:  PLRUCBGDWVVNCE-UHFFFAOYSA-N

Molfile:  

     RDKit          2D

 23 25  0  0  0  0  0  0  0  0999 V2000
   13.0943  -16.8432    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   13.0931  -17.6627    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   13.8012  -18.0717    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   13.7994  -16.4343    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   15.2889  -16.5819    0.0000 S   0  0  0  0  0  0  0  0  0  0  0  0
   14.5080  -16.8396    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   14.5106  -17.6645    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   15.2980  -17.9172    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
   15.7769  -17.2455    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   16.5941  -17.2411    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
   16.9989  -16.5281    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   17.8161  -16.5237    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
   16.5865  -15.8236    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   18.2285  -17.2282    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   17.8197  -17.9388    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   18.2315  -18.6429    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   19.0494  -18.6389    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   19.4541  -17.9217    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   19.0403  -17.2201    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   12.3876  -16.4345    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   12.3877  -15.6173    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   19.4422  -16.5096    0.0000 F   0  0  0  0  0  0  0  0  0  0  0  0
   17.0025  -17.9418    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
 19 22  1  0
 15 23  1  0
M  END

Alternative Forms

1. Parent:

   

   ALA2235006

   1-(2,6-Difluorophenyl)-3-(6-methoxy-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: 335.34

Molecular Weight (Monoisotopic): 335.0540

AlogP: 4.23

#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: 7.28

CX Basic pKa: ┄

CX LogP: 4.07

CX LogD: 3.73

Aromatic Rings: 3

Heavy Atoms: 23

QED Weighted: 0.75

Np Likeness Score: -2.39

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