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

ID: ALA1098832

PubChem CID: 46887853

Max Phase: Preclinical

Molecular Formula: C25H20F3NO2S

Molecular Weight: 455.50

Molecule Type: Small molecule

Names and Identifiers

Canonical SMILES:  CCS(=O)(=O)c1cccc(-c2cccc(-c3c(C)cnc4c(C(F)(F)F)cccc34)c2)c1

Standard InChI:  InChI=1S/C25H20F3NO2S/c1-3-32(30,31)20-10-5-8-18(14-20)17-7-4-9-19(13-17)23-16(2)15-29-24-21(23)11-6-12-22(24)25(26,27)28/h4-15H,3H2,1-2H3

Standard InChI Key:  JVIDKHNOLQEIJP-UHFFFAOYSA-N

Molfile:  

     RDKit          2D

 32 35  0  0  0  0  0  0  0  0999 V2000
   14.1152  -23.1916    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   14.1141  -24.0190    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   14.8289  -24.4319    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   14.8271  -22.7789    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   15.5425  -23.1880    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   15.5432  -24.0148    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   16.2585  -24.4258    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
   16.9736  -24.0110    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   16.9688  -23.1811    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   16.2529  -22.7738    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   16.2480  -21.9540    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   16.9619  -21.5383    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   16.9579  -20.7141    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   16.2407  -20.3045    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   15.5261  -20.7253    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   15.5336  -21.5481    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   17.6715  -20.2999    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   18.3882  -20.7106    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   19.1002  -20.2954    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   19.0967  -19.4695    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   18.3752  -19.0607    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   17.6662  -19.4783    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   14.8308  -25.2569    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   14.1173  -25.6710    0.0000 F   0  0  0  0  0  0  0  0  0  0  0  0
   15.5462  -25.6677    0.0000 F   0  0  0  0  0  0  0  0  0  0  0  0
   14.8250  -26.0792    0.0000 F   0  0  0  0  0  0  0  0  0  0  0  0
   18.3683  -18.2393    0.0000 S   0  0  0  0  0  0  0  0  0  0  0  0
   19.0793  -17.8244    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   17.5667  -18.4500    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   17.9500  -17.5208    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   19.7957  -18.2336    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   17.6807  -22.7642    0.0000 C   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
 28 31  1  0
  1  2  2  0
  9 32  1  0
M  END

Alternative Forms

1. Parent:

   

   ALA1098832

   4-(3''-(Ethylsulfonyl)biphenyl-3-yl)-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: 455.50

Molecular Weight (Monoisotopic): 455.1167

AlogP: 6.69

#Rotatable Bonds: 4

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: 6.17

CX LogD: 6.17

Aromatic Rings: 4

Heavy Atoms: 32

QED Weighted: 0.34

Np Likeness Score: -1.15

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