4-((2-(3-(4-Chloro-3-(trifluoromethyl)phenyl)ureido)benzo[d]thiazol-6-yl)oxy)-N-methylpicolin-amide

ID: ALA3799746

PubChem CID: 127047275

Max Phase: Preclinical

Molecular Formula: C22H15ClF3N5O3S

Molecular Weight: 521.91

Molecule Type: Small molecule

Names and Identifiers

Canonical SMILES:  CNC(=O)c1cc(Oc2ccc3nc(NC(=O)Nc4ccc(Cl)c(C(F)(F)F)c4)sc3c2)ccn1

Standard InChI:  InChI=1S/C22H15ClF3N5O3S/c1-27-19(32)17-9-13(6-7-28-17)34-12-3-5-16-18(10-12)35-21(30-16)31-20(33)29-11-2-4-15(23)14(8-11)22(24,25)26/h2-10H,1H3,(H,27,32)(H2,29,30,31,33)

Standard InChI Key:  IOTROVDBTOGLFR-UHFFFAOYSA-N

Molfile:  

     RDKit          2D

 35 38  0  0  0  0  0  0  0  0999 V2000
   -2.3350    5.2470    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.6365    5.9928    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
   -4.9331    5.2385    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -4.9282    3.7385    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.6267    2.9927    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.3301    3.7470    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.0361    5.9990    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.0380    7.1990    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    0.2650    5.2510    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
    1.3035    5.8522    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.6187    1.4919    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   -2.3155    0.7475    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.3155   -0.7475    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.0028   -1.5132    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.0028    1.5132    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.2917    0.7475    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.2917   -0.7475    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.7138   -1.2033    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
    2.5889    0.0182    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.7138    1.2033    0.0000 S   0  0  0  0  0  0  0  0  0  0  0  0
    4.0872    0.0382    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
    4.8208    1.3475    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.3215    1.3677    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
    4.2072    2.3788    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    7.0552    2.6770    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    8.5551    2.6994    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    9.2857    4.0094    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    8.5165    5.2972    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    7.0166    5.2749    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.2860    3.9648    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    9.1009    6.3452    0.0000 Cl  0  0  0  0  0  0  0  0  0  0  0  0
   10.7863    4.0318    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   11.4024    3.0019    0.0000 F   0  0  0  0  0  0  0  0  0  0  0  0
   11.3705    5.0800    0.0000 F   0  0  0  0  0  0  0  0  0  0  0  0
   11.9862    4.0502    0.0000 F   0  0  0  0  0  0  0  0  0  0  0  0
  1  2  2  0
  2  3  1  0
  3  4  2  0
  4  5  1  0
  5  6  2  0
  6  1  1  0
  1  7  1  0
  7  8  2  0
  7  9  1  0
  9 10  1  0
  5 11  1  0
 11 12  1  0
 12 13  2  0
 13 14  1  0
 14 17  2  0
 16 15  2  0
 15 12  1  0
 16 17  1  0
 17 18  1  0
 18 19  2  0
 19 20  1  0
 20 16  1  0
 19 21  1  0
 21 22  1  0
 22 23  1  0
 22 24  2  0
 23 25  1  0
 25 26  2  0
 26 27  1  0
 27 28  2  0
 28 29  1  0
 29 30  2  0
 30 25  1  0
 28 31  1  0
 32 33  1  0
 32 34  1  0
 32 35  1  0
 27 32  1  0
M  END

Alternative Forms

1. Parent:

   

   ALA3799746

   ---

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: 521.91

Molecular Weight (Monoisotopic): 521.0536

AlogP: 6.16

#Rotatable Bonds: 5

Polar Surface Area: 105.24

Molecular Species: NEUTRAL

HBA: 6

HBD: 3

#RO5 Violations: 2

HBA (Lipinski): 8

HBD (Lipinski): 3

#RO5 Violations (Lipinski): 2

CX Acidic pKa: 7.29

CX Basic pKa: 3.02

CX LogP: 5.17

CX LogD: 4.84

Aromatic Rings: 4

Heavy Atoms: 35

QED Weighted: 0.29

Np Likeness Score: -2.08

References

1. El-Damasy AK, Lee JH, Seo SH, Cho NC, Pae AN, Keum G..  (2016)  Design and synthesis of new potent anticancer benzothiazole amides and ureas featuring pyridylamide moiety and possessing dual B-Raf(V600E) and C-Raf kinase inhibitory activities.,  115  [PMID:27017549] [10.1016/j.ejmech.2016.02.039]

Source

Source(1):

• Scientific Literature