7-fluoro-4-(4-methoxyphenyl)-3-(4-methoxyphenylsulfonyl)quinoline

ID: ALA4097662

PubChem CID: 25168524

Max Phase: Preclinical

Molecular Formula: C23H18FNO4S

Molecular Weight: 423.47

Molecule Type: Small molecule

Names and Identifiers

Canonical SMILES:  COc1ccc(-c2c(S(=O)(=O)c3ccc(OC)cc3)cnc3cc(F)ccc23)cc1

Standard InChI:  InChI=1S/C23H18FNO4S/c1-28-17-6-3-15(4-7-17)23-20-12-5-16(24)13-21(20)25-14-22(23)30(26,27)19-10-8-18(29-2)9-11-19/h3-14H,1-2H3

Standard InChI Key:  ZNYDGLZAKJKAOQ-UHFFFAOYSA-N

Molfile:  

     RDKit          2D

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   25.2605   -4.9545    0.0000 S   0  0  0  0  0  0  0  0  0  0  0  0
   25.6736   -4.2373    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   23.8314   -6.6099    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
   23.1210   -6.1971    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   23.1223   -5.3782    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   22.4117   -4.9633    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   21.6957   -5.3759    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   21.6965   -6.1950    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   22.4132   -6.6100    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
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   27.4194   -6.1844    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   27.4076   -5.3563    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   26.6914   -4.9527    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   24.5452   -6.1993    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   20.9852   -6.6056    0.0000 F   0  0  0  0  0  0  0  0  0  0  0  0
   23.8275   -1.6660    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   24.5386   -1.2552    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   28.1406   -6.5932    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   28.8553   -6.1728    0.0000 C   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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  6  7  2  0
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 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
  9 26  1  0
 15 27  1  0
 27 28  1  0
 22 29  1  0
 29 30  1  0
M  END

Alternative Forms

1. Parent:

   

   ALA4097662

   7-Fluoro-4-(4-methoxyphenyl)-3-(4-methoxyphenyl)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: 423.47

Molecular Weight (Monoisotopic): 423.0941

AlogP: 4.89

#Rotatable Bonds: 5

Polar Surface Area: 65.49

Molecular Species: NEUTRAL

HBA: 5

HBD: ┄

#RO5 Violations: ┄

HBA (Lipinski): 5

HBD (Lipinski): ┄

#RO5 Violations (Lipinski): ┄

CX Acidic pKa: ┄

CX Basic pKa: 0.45

CX LogP: 4.56

CX LogD: 4.56

Aromatic Rings: 4

Heavy Atoms: 30

QED Weighted: 0.46

Np Likeness Score: -1.06

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