4-(4'-fluoro-3'-(methylsulfonyl)biphenyl-3-yl)-3-methyl-8-(trifluoromethyl)quinoline

ID: ALA1097158

PubChem CID: 46887889

Max Phase: Preclinical

Molecular Formula: C24H17F4NO2S

Molecular Weight: 459.46

Molecule Type: Small molecule

Names and Identifiers

Canonical SMILES:  Cc1cnc2c(C(F)(F)F)cccc2c1-c1cccc(-c2ccc(F)c(S(C)(=O)=O)c2)c1

Standard InChI:  InChI=1S/C24H17F4NO2S/c1-14-13-29-23-18(7-4-8-19(23)24(26,27)28)22(14)17-6-3-5-15(11-17)16-9-10-20(25)21(12-16)32(2,30)31/h3-13H,1-2H3

Standard InChI Key:  BKINFWHEJAZZTL-UHFFFAOYSA-N

Molfile:  

     RDKit          2D

 32 35  0  0  0  0  0  0  0  0999 V2000
   12.0736   -1.9083    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   12.0724   -2.7357    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   12.7872   -3.1485    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   12.7854   -1.4955    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   13.5008   -1.9047    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   13.5016   -2.7315    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   14.2169   -3.1425    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
   14.9319   -2.7277    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   14.9271   -1.8977    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   14.2112   -1.4905    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   14.2063   -0.6706    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   14.9202   -0.2549    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   14.9162    0.5693    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   14.1990    0.9788    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   13.4844    0.5581    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   13.4919   -0.2648    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   15.6298    0.9835    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   16.3466    0.5727    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   17.0586    0.9879    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   17.0550    1.8138    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   16.3335    2.2227    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   15.6245    1.8051    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   12.7891   -3.9735    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   12.0756   -4.3877    0.0000 F   0  0  0  0  0  0  0  0  0  0  0  0
   13.5046   -4.3844    0.0000 F   0  0  0  0  0  0  0  0  0  0  0  0
   12.7833   -4.7958    0.0000 F   0  0  0  0  0  0  0  0  0  0  0  0
   16.3267    3.0440    0.0000 S   0  0  0  0  0  0  0  0  0  0  0  0
   17.0377    3.4589    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   15.5250    2.8333    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   15.9083    3.7625    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   15.6391   -1.4809    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   17.7669    2.2307    0.0000 F   0  0  0  0  0  0  0  0  0  0  0  0
 15 16  2  0
 16 11  1  0
 10 11  1  0
  7  8  2  0
  5  4  2  0
 17 18  2  0
  8  9  1  0
 18 19  1  0
  4  1  1  0
 19 20  2  0
  9 10  2  0
 20 21  1  0
 10  5  1  0
 21 22  2  0
 22 17  1  0
 13 17  1  0
  3 23  1  0
  2  3  1  0
 23 24  1  0
 11 12  2  0
 23 25  1  0
  5  6  1  0
 23 26  1  0
 12 13  1  0
 21 27  1  0
  3  6  2  0
 27 28  1  0
 13 14  2  0
 27 29  2  0
  6  7  1  0
 27 30  2  0
 14 15  1  0
  9 31  1  0
  1  2  2  0
 20 32  1  0
M  END

Alternative Forms

1. Parent:

   

   ALA1097158

   4-[3-(4-Fluoro-3-methylsulfonylphenyl)phenyl]-3-methyl-8-(trifluoromethyl)quinoline

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: 459.46

Molecular Weight (Monoisotopic): 459.0916

AlogP: 6.44

#Rotatable Bonds: 3

Polar Surface Area: 47.03

Molecular Species: NEUTRAL

HBA: 3

HBD: ┄

#RO5 Violations: 1

HBA (Lipinski): 3

HBD (Lipinski): ┄

#RO5 Violations (Lipinski): 1

CX Acidic pKa: ┄

CX Basic pKa: 3.57

CX LogP: 5.80

CX LogD: 5.80

Aromatic Rings: 4

Heavy Atoms: 32

QED Weighted: 0.33

Np Likeness Score: -1.17

References

1. Ullrich JW, Morris R, Bernotas RC, Travins JM, Jetter J, Unwalla R, Quinet E, Nambi P, Feingold I, Huselton C, Enroth C, Wilhelmsson A, Goos-Nilsson A, Wrobel J..  (2010)  Synthesis of 4-(3-biaryl)quinoline sulfones as potent liver X receptor agonists.,  20  (9): [PMID:20382019] [10.1016/j.bmcl.2010.03.031]

Source

Source(1):

• Scientific Literature