(5-amino-3-(3,5-bis(trifluoromethyl)phenyl)thiophen-2-yl)(2-chlorophenyl)methanone

ID: ALA4292696

PubChem CID: 145989415

Max Phase: Preclinical

Molecular Formula: C19H10ClF6NOS

Molecular Weight: 449.80

Molecule Type: Small molecule

Names and Identifiers

Canonical SMILES:  Nc1cc(-c2cc(C(F)(F)F)cc(C(F)(F)F)c2)c(C(=O)c2ccccc2Cl)s1

Standard InChI:  InChI=1S/C19H10ClF6NOS/c20-14-4-2-1-3-12(14)16(28)17-13(8-15(27)29-17)9-5-10(18(21,22)23)7-11(6-9)19(24,25)26/h1-8H,27H2

Standard InChI Key:  XRVQKSBHRGQDGM-UHFFFAOYSA-N

Molfile:  

     RDKit          2D

 29 31  0  0  0  0  0  0  0  0999 V2000
   22.4693  -12.1347    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   22.9258  -12.8194    0.0000 S   0  0  0  0  0  0  0  0  0  0  0  0
   23.7170  -12.5995    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   23.7511  -11.7789    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   22.9810  -11.4901    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   24.4249  -13.0049    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   24.4258  -13.8262    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   25.1322  -12.5955    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   24.4580  -11.3581    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   25.1739  -11.7655    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   25.8761  -11.3454    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   25.8671  -10.5235    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   25.1500  -10.1234    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   24.4465  -10.5417    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   23.7117  -14.2371    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   23.7122  -15.0576    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   24.4250  -15.4663    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   25.1346  -15.0526    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   25.1306  -14.2334    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   21.6529  -12.1008    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
   25.8374  -13.8231    0.0000 Cl  0  0  0  0  0  0  0  0  0  0  0  0
   26.5892  -11.7446    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   26.6000  -12.5617    0.0000 F   0  0  0  0  0  0  0  0  0  0  0  0
   27.2914  -11.3267    0.0000 F   0  0  0  0  0  0  0  0  0  0  0  0
   27.2934  -12.1506    0.0000 F   0  0  0  0  0  0  0  0  0  0  0  0
   25.1387   -9.3063    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   25.8407   -8.8880    0.0000 F   0  0  0  0  0  0  0  0  0  0  0  0
   24.4254   -8.9075    0.0000 F   0  0  0  0  0  0  0  0  0  0  0  0
   25.1307   -8.4856    0.0000 F   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
  1 20  1  0
 19 21  1  0
 11 22  1  0
 22 23  1  0
 22 24  1  0
 22 25  1  0
 13 26  1  0
 26 27  1  0
 26 28  1  0
 26 29  1  0
M  END

Alternative Forms

1. Parent:

   

   ALA4292696

   ---

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: 449.80

Molecular Weight (Monoisotopic): 449.0076

AlogP: 6.92

#Rotatable Bonds: 3

Polar Surface Area: 43.09

Molecular Species: NEUTRAL

HBA: 3

HBD: 1

#RO5 Violations: 1

HBA (Lipinski): 2

HBD (Lipinski): 2

#RO5 Violations (Lipinski): 1

CX Acidic pKa: ┄

CX Basic pKa: ┄

CX LogP: 6.69

CX LogD: 6.69

Aromatic Rings: 3

Heavy Atoms: 29

QED Weighted: 0.35

Np Likeness Score: -0.91

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