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

ID: ALA4097813

PubChem CID: 25168652

Max Phase: Preclinical

Molecular Formula: C21H12F3NO2S

Molecular Weight: 399.39

Molecule Type: Small molecule

Names and Identifiers

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

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

Standard InChI Key:  WNCCBCSRMABLAP-UHFFFAOYSA-N

Molfile:  

     RDKit          2D

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    2.5686   -4.2326    0.0000 S   0  0  0  0  0  0  0  0  0  0  0  0
    2.9816   -3.5155    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    1.1395   -5.8879    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
    0.4290   -5.4752    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.4304   -4.6563    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.2840   -4.2415    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.0030   -4.6541    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.9955   -5.4732    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.2854   -5.8879    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.1381   -4.2436    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.1374   -3.4182    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.4269   -3.0034    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.4261   -2.1782    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.1360   -1.7655    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.8506   -2.1803    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.8512   -3.0057    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.8548   -4.6521    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.2930   -4.6430    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.2922   -5.4649    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.0062   -5.8809    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.7273   -5.4626    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.7155   -4.6345    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.9995   -4.2309    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.8533   -5.4774    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.4216   -4.2151    0.0000 F   0  0  0  0  0  0  0  0  0  0  0  0
    1.1357   -0.9443    0.0000 F   0  0  0  0  0  0  0  0  0  0  0  0
   -1.7091   -5.8872    0.0000 F   0  0  0  0  0  0  0  0  0  0  0  0
  2  1  2  0
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  4  5  1  0
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  2 19  1  0
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  4 25  2  0
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  9 28  1  0
M  END

Alternative Forms

1. Parent:

   

   ALA4097813

   7-Fluoro-4-(4-fluorophenyl)-3-(3-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: 0.39

CX LogP: 5.16

CX LogD: 5.16

Aromatic Rings: 4

Heavy Atoms: 28

QED Weighted: 0.48

Np Likeness Score: -1.32

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