7-fluoro-4-(3-fluorophenyl)-3-(4-fluorophenylsulfonyl)quinoline

ID: ALA4098316

PubChem CID: 25168522

Max Phase: Preclinical

Molecular Formula: C21H12F3NO2S

Molecular Weight: 399.39

Molecule Type: Small molecule

Names and Identifiers

Canonical SMILES:  O=S(=O)(c1ccc(F)cc1)c1cnc2cc(F)ccc2c1-c1cccc(F)c1

Standard InChI:  InChI=1S/C21H12F3NO2S/c22-14-4-7-17(8-5-14)28(26,27)20-12-25-19-11-16(24)6-9-18(19)21(20)13-2-1-3-15(23)10-13/h1-12H

Standard InChI Key:  CRDYNXIKVJUGIG-UHFFFAOYSA-N

Molfile:  

     RDKit          2D

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   15.8995   -5.8481    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   16.3150   -6.5617    0.0000 S   0  0  0  0  0  0  0  0  0  0  0  0
   16.7282   -5.8443    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   14.8854   -8.2176    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
   14.1747   -7.8047    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   14.1761   -6.9855    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   13.4654   -6.5705    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   12.7491   -6.9832    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   12.7498   -7.8026    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   13.4668   -8.2176    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   14.8840   -6.5727    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   14.8833   -5.7470    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   14.1726   -5.3321    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   14.1718   -4.5065    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   14.8819   -4.0938    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   15.5968   -4.5086    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   15.5974   -5.3343    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   15.6010   -6.9813    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   17.0397   -6.9723    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   17.0390   -7.7944    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   17.7532   -8.2104    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   18.4745   -7.7920    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   18.4627   -6.9637    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   17.7464   -6.5600    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   15.5996   -7.8069    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   13.4596   -4.0972    0.0000 F   0  0  0  0  0  0  0  0  0  0  0  0
   19.1892   -8.1970    0.0000 F   0  0  0  0  0  0  0  0  0  0  0  0
   12.0353   -8.2150    0.0000 F   0  0  0  0  0  0  0  0  0  0  0  0
  2  1  2  0
  3  2  2  0
  4  5  1  0
  6  5  1  0
  6  7  2  0
  7  8  1  0
  8  9  2  0
  9 10  1  0
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 11 12  1  0
 12 13  2  0
 14 13  1  0
 15 14  2  0
 16 15  1  0
 17 16  2  0
 12 17  1  0
 18 11  2  0
 18  2  1  0
  2 19  1  0
 19 20  2  0
 21 20  1  0
 22 21  2  0
 23 22  1  0
 24 23  2  0
 19 24  1  0
 25 18  1  0
  4 25  2  0
 14 26  1  0
 22 27  1  0
  9 28  1  0
M  END

Alternative Forms

1. Parent:

   

   ALA4098316

   7-Fluoro-4-(3-fluorophenyl)-3-(4-fluorophenyl)sulfonylquinoline

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: 399.39

Molecular Weight (Monoisotopic): 399.0541

AlogP: 5.15

#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: 0.23

CX LogP: 5.16

CX LogD: 5.16

Aromatic Rings: 4

Heavy Atoms: 28

QED Weighted: 0.45

Np Likeness Score: -1.28

References

1. Galambos J, Bielik A, Krasavin M, Orgován Z, Domány G, Nógrádi K, Wágner G, Balogh GT, Béni Z, Kóti J, Szakács Z, Bobok A, Kolok S, Mikó-Bakk ML, Vastag M, Sághy K, Laszy J, Halász AS, Balázs O, Gál K, Greiner I, Szombathelyi Z, Keserű GM..  (2017)  Discovery and Preclinical Characterization of 3-((4-(4-Chlorophenyl)-7-fluoroquinoline-3-yl)sulfonyl)benzonitrile, a Novel Non-acetylenic Metabotropic Glutamate Receptor 5 (mGluR5) Negative Allosteric Modulator for Psychiatric Indications.,  60  (6): [PMID:28212015] [10.1021/acs.jmedchem.6b01858]

Source

Source(1):

• Scientific Literature