Methyl 4-(dibromomethyl)-2-(4-(trifluoromethyl)-phenyl)thiazole-5-carboxylate

ID: ALA1798021

PubChem CID: 56683435

Max Phase: Preclinical

Molecular Formula: C13H8Br2F3NO2S

Molecular Weight: 459.08

Molecule Type: Small molecule

Names and Identifiers

Canonical SMILES:  COC(=O)c1sc(-c2ccc(C(F)(F)F)cc2)nc1C(Br)Br

Standard InChI:  InChI=1S/C13H8Br2F3NO2S/c1-21-12(20)9-8(10(14)15)19-11(22-9)6-2-4-7(5-3-6)13(16,17)18/h2-5,10H,1H3

Standard InChI Key:  PPQKGLHBYNTUSR-UHFFFAOYSA-N

Molfile:  

     RDKit          2D

 22 23  0  0  0  0  0  0  0  0999 V2000
   -1.6566  -12.3907    0.0000 S   0  0  0  0  0  0  0  0  0  0  0  0
   -1.9091  -11.6057    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.7403  -11.6108    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.9894  -12.3927    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
   -2.3182  -12.8785    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.2288  -10.9439    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.3182  -13.7034    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.4262  -10.9348    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.6077  -11.0216    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   -1.7617  -10.1854    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   -0.2680  -11.7751    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.8954  -10.1875    0.0000 Br  0  0  0  0  0  0  0  0  0  0  0  0
   -4.0464  -11.0333    0.0000 Br  0  0  0  0  0  0  0  0  0  0  0  0
   -3.0302  -14.1170    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.0246  -14.9411    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.3054  -15.3497    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.5926  -14.9295    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.5992  -14.1077    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.3054  -16.1748    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.0195  -16.5862    0.0000 F   0  0  0  0  0  0  0  0  0  0  0  0
   -1.5955  -16.5862    0.0000 F   0  0  0  0  0  0  0  0  0  0  0  0
   -2.3054  -17.0349    0.0000 F   0  0  0  0  0  0  0  0  0  0  0  0
  4  5  2  0
  2  3  2  0
  1  2  1  0
  3  4  1  0
  5  1  1  0
  3  6  1  0
  5  7  1  0
  2  8  1  0
  8  9  1  0
  8 10  2  0
  9 11  1  0
  6 12  1  0
  6 13  1  0
  7 14  2  0
 14 15  1  0
 15 16  2  0
 16 17  1  0
 17 18  2  0
 18  7  1  0
 16 19  1  0
 19 20  1  0
 19 21  1  0
 19 22  1  0
M  END

Alternative Forms

1. Parent:

   

   ALA1798021

   Methyl 4-(dibromomethyl)-2-[4-(trifluoromethyl)phenyl]-1,3-thiazole-5-carboxylate

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: 459.08

Molecular Weight (Monoisotopic): 456.8595

AlogP: 5.40

#Rotatable Bonds: 3

Polar Surface Area: 39.19

Molecular Species: NEUTRAL

HBA: 4

HBD: ┄

#RO5 Violations: 1

HBA (Lipinski): 3

HBD (Lipinski): ┄

#RO5 Violations (Lipinski): 1

CX Acidic pKa: ┄

CX Basic pKa: ┄

CX LogP: 4.80

CX LogD: 4.80

Aromatic Rings: 2

Heavy Atoms: 22

QED Weighted: 0.46

Np Likeness Score: -1.22

References

1. Mayhoub AS, Khaliq M, Botting C, Li Z, Kuhn RJ, Cushman M..  (2011)  An investigation of phenylthiazole antiflaviviral agents.,  19  (12): [PMID:21612931] [10.1016/j.bmc.2011.04.041]

Source

Source(1):

• Scientific Literature