4-(3-(3,4-dimethylphenylsulfonyl)quinolin-4-yl)morpholine

ID: ALA3765747

Chembl Id: CHEMBL3765747

PubChem CID: 16202228

Max Phase: Preclinical

Molecular Formula: C21H22N2O3S

Molecular Weight: 382.49

Molecule Type: Small molecule

Names and Identifiers

Canonical SMILES:  Cc1ccc(S(=O)(=O)c2cnc3ccccc3c2N2CCOCC2)cc1C

Standard InChI:  InChI=1S/C21H22N2O3S/c1-15-7-8-17(13-16(15)2)27(24,25)20-14-22-19-6-4-3-5-18(19)21(20)23-9-11-26-12-10-23/h3-8,13-14H,9-12H2,1-2H3

Standard InChI Key:  HDVXJJUOYDLALI-UHFFFAOYSA-N

Alternative Forms

1. Parent:

   

   ALA3765747

   3-(3,4-Dimethyl-benzenesulfonyl)-4-(morpholin-4-yl)-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: 382.49

Molecular Weight (Monoisotopic): 382.1351

AlogP: 3.52

#Rotatable Bonds: 3

Polar Surface Area: 59.50

Molecular Species: NEUTRAL

HBA: 5

HBD: ┄

#RO5 Violations: ┄

HBA (Lipinski): 5

HBD (Lipinski): ┄

#RO5 Violations (Lipinski): ┄

CX Acidic pKa: ┄

CX Basic pKa: 3.94

CX LogP: 4.00

CX LogD: 4.00

Aromatic Rings: 3

Heavy Atoms: 27

QED Weighted: 0.69

Np Likeness Score: -1.70

References

1. Galambos J, Domány G, Nógrádi K, Wágner G, Keserű GM, Bobok A, Kolok S, Mikó-Bakk ML, Vastag M, Sághy K, Kóti J, Szakács Z, Béni Z, Gál K, Szombathelyi Z, Greiner I..  (2016)  4-Aryl-3-arylsulfonyl-quinolines as negative allosteric modulators of metabotropic GluR5 receptors: From HTS hit to development candidate.,  26  (4): [PMID:26774652] [10.1016/j.bmcl.2016.01.024]

2. 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]

3. Galambos J, Bielik A, Wágner G, Domány G, Kóti J, Béni Z, Szigetvári Á, Sánta Z, Orgován Z, Bobok A, Kiss B, Mikó-Bakk ML, Vastag M, Sághy K, Krasavin M, Gál K, Greiner I, Szombathelyi Z, Keserű GM..  (2017)  Discovery of 4-amino-3-arylsulfoquinolines, a novel non-acetylenic chemotype of metabotropic glutamate 5 (mGlu5) receptor negative allosteric modulators.,  133  [PMID:28390229] [10.1016/j.ejmech.2017.03.071]

Source

Source(1):

• Scientific Literature