(4-(3-bromo-5-(trifluoromethyl)phenyl)thiazol-5-yl)(2-chlorophenyl)methanone

ID: ALA4289114

PubChem CID: 145989697

Max Phase: Preclinical

Molecular Formula: C17H8BrClF3NOS

Molecular Weight: 446.68

Molecule Type: Small molecule

Names and Identifiers

Canonical SMILES:  O=C(c1ccccc1Cl)c1scnc1-c1cc(Br)cc(C(F)(F)F)c1

Standard InChI:  InChI=1S/C17H8BrClF3NOS/c18-11-6-9(5-10(7-11)17(20,21)22)14-16(25-8-23-14)15(24)12-3-1-2-4-13(12)19/h1-8H

Standard InChI Key:  YCNNTLXYIAKFTK-UHFFFAOYSA-N

Molfile:  

     RDKit          2D

 25 27  0  0  0  0  0  0  0  0999 V2000
   14.0250  -24.5535    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   14.4815  -25.2382    0.0000 S   0  0  0  0  0  0  0  0  0  0  0  0
   15.2726  -25.0184    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   15.3068  -24.1977    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   14.5367  -23.9090    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
   15.9806  -25.4237    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   15.9815  -26.2450    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   16.6879  -25.0144    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   16.0136  -23.7770    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   16.7295  -24.1843    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   17.4318  -23.7642    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   17.4228  -22.9423    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   16.7057  -22.5422    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   16.0022  -22.9605    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   15.2674  -26.6559    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   15.2679  -27.4765    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   15.9807  -27.8851    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   16.6903  -27.4714    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   16.6863  -26.6522    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   17.3963  -26.2363    0.0000 Cl  0  0  0  0  0  0  0  0  0  0  0  0
   18.1449  -24.1634    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   18.1557  -24.9806    0.0000 F   0  0  0  0  0  0  0  0  0  0  0  0
   18.8471  -23.7455    0.0000 F   0  0  0  0  0  0  0  0  0  0  0  0
   18.8491  -24.5694    0.0000 F   0  0  0  0  0  0  0  0  0  0  0  0
   16.6944  -21.7251    0.0000 Br  0  0  0  0  0  0  0  0  0  0  0  0
  1  2  1  0
  2  3  1  0
  3  4  2  0
  4  5  1  0
  5  1  2  0
  3  6  1  0
  6  7  1  0
  6  8  2  0
  4  9  1  0
  9 10  2  0
 10 11  1  0
 11 12  2  0
 12 13  1  0
 13 14  2  0
 14  9  1  0
  7 15  2  0
 15 16  1  0
 16 17  2  0
 17 18  1  0
 18 19  2  0
 19  7  1  0
 19 20  1  0
 11 21  1  0
 21 22  1  0
 21 23  1  0
 21 24  1  0
 13 25  1  0
M  END

Alternative Forms

1. Parent:

   

   ALA4289114

   ---

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: 446.68

Molecular Weight (Monoisotopic): 444.9151

AlogP: 6.48

#Rotatable Bonds: 3

Polar Surface Area: 29.96

Molecular Species: NEUTRAL

HBA: 3

HBD: ┄

#RO5 Violations: 1

HBA (Lipinski): 2

HBD (Lipinski): ┄

#RO5 Violations (Lipinski): 1

CX Acidic pKa: ┄

CX Basic pKa: 0.38

CX LogP: 6.51

CX LogD: 6.51

Aromatic Rings: 3

Heavy Atoms: 25

QED Weighted: 0.43

Np Likeness Score: -1.61

References

1. Doebelin C, Patouret R, Garcia-Ordonez RD, Chang MR, Dharmarajan V, Novick S, Ciesla A, Campbell S, Solt LA, Griffin PR, Kamenecka TM..  (2018)  Identification of potent RORβ modulators: Scaffold variation.,  28  (19): [PMID:30143422] [10.1016/j.bmcl.2018.08.017]

Source

Source(1):

• Scientific Literature