2-(2,4-Difluorophenoxy)-N-(4-(p-tolyl)thiazol-2-yl)acetamide

ID: ALA4288689

PubChem CID: 31901333

Max Phase: Preclinical

Molecular Formula: C18H14F2N2O2S

Molecular Weight: 360.39

Molecule Type: Small molecule

Names and Identifiers

Canonical SMILES:  Cc1ccc(-c2csc(NC(=O)COc3ccc(F)cc3F)n2)cc1

Standard InChI:  InChI=1S/C18H14F2N2O2S/c1-11-2-4-12(5-3-11)15-10-25-18(21-15)22-17(23)9-24-16-7-6-13(19)8-14(16)20/h2-8,10H,9H2,1H3,(H,21,22,23)

Standard InChI Key:  SCEAXAHHDVVTSC-UHFFFAOYSA-N

Molfile:  

     RDKit          2D

 25 27  0  0  0  0  0  0  0  0999 V2000
   12.6898  -11.4406    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   12.6887  -12.2602    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   13.3967  -12.6691    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   14.1064  -12.2597    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   14.1035  -11.4370    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   13.3949  -11.0318    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   14.8147  -12.6672    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   14.8160  -13.4844    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   15.5244  -13.8919    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   15.5256  -14.7091    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
   16.2314  -13.4822    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   16.1902  -15.1844    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   16.1995  -15.9998    0.0000 S   0  0  0  0  0  0  0  0  0  0  0  0
   16.9787  -16.2461    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   17.4538  -15.5811    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   16.9682  -14.9240    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
   18.2710  -15.5746    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   18.6815  -16.2814    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   19.4979  -16.2752    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   19.9017  -15.5637    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   19.4830  -14.8570    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   18.6680  -14.8666    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   20.7188  -15.5561    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   14.8097  -11.0258    0.0000 F   0  0  0  0  0  0  0  0  0  0  0  0
   11.9820  -11.0322    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
  4  7  1  0
  7  8  1  0
  8  9  1  0
  9 10  1  0
  9 11  2  0
 10 12  1  0
 12 13  1  0
 13 14  1  0
 14 15  2  0
 15 16  1  0
 16 12  2  0
 15 17  1  0
 17 18  2  0
 18 19  1  0
 19 20  2  0
 20 21  1  0
 21 22  2  0
 22 17  1  0
 20 23  1  0
  5 24  1  0
  1 25  1  0
M  END

Alternative Forms

1. Parent:

   

   ALA4288689

   2-(2,4-difluorophenoxy)-N-[4-(4-methylphenyl)-1,3-thiazol-2-yl]acetamide

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: 360.39

Molecular Weight (Monoisotopic): 360.0744

AlogP: 4.41

#Rotatable Bonds: 5

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: 7.66

CX Basic pKa: ┄

CX LogP: 4.90

CX LogD: 4.72

Aromatic Rings: 3

Heavy Atoms: 25

QED Weighted: 0.73

Np Likeness Score: -2.53

References

1. Mohammed YHE, Malojirao VH, Thirusangu P, Al-Ghorbani M, Prabhakar BT, Khanum SA..  (2018)  The Novel 4-Phenyl-2-Phenoxyacetamide Thiazoles modulates the tumor hypoxia leading to the crackdown of neoangiogenesis and evoking the cell death.,  143  [PMID:29133037] [10.1016/j.ejmech.2017.10.082]

Source

Source(1):

• Scientific Literature