2-chloro-N-(4-(6,7-dimethoxyquinolin-4-yloxy)-2-fluorophenyl)benzenesulfonamide

ID: ALA4483717

PubChem CID: 44253747

Max Phase: Preclinical

Molecular Formula: C23H18ClFN2O5S

Molecular Weight: 488.92

Molecule Type: Unknown

Names and Identifiers

Canonical SMILES:  COc1cc2nccc(Oc3ccc(NS(=O)(=O)c4ccccc4Cl)c(F)c3)c2cc1OC

Standard InChI:  InChI=1S/C23H18ClFN2O5S/c1-30-21-12-15-19(13-22(21)31-2)26-10-9-20(15)32-14-7-8-18(17(25)11-14)27-33(28,29)23-6-4-3-5-16(23)24/h3-13,27H,1-2H3

Standard InChI Key:  WETJGGZJCVARJR-UHFFFAOYSA-N

Molfile:  

 
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   29.9368  -19.1582    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
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   27.8063  -17.9441    0.0000 Cl  0  0  0  0  0  0  0  0  0  0  0  0
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M  END

Alternative Forms

1. Parent:

   

   ALA4483717

   2-chloro-N-[4-(6,7-dimethoxyquinolin-4-yl)oxy-2-fluorophenyl]benzenesulfonamide

Molecule Features

Natural Product: No

Oral: No

Chemical Probe: No

Parenteral: No

Molecule Type: Unknown

Topical: No

First In Class: No

Black Box: No

Chirality: No

Availability: No

Prodrug: No

Calculated Properties

Molecular Weight: 488.92

Molecular Weight (Monoisotopic): 488.0609

AlogP: 5.64

#Rotatable Bonds: 7

Polar Surface Area: 86.75

Molecular Species: NEUTRAL

HBA: 6

HBD: 1

#RO5 Violations: 1

HBA (Lipinski): 7

HBD (Lipinski): 1

#RO5 Violations (Lipinski): 1

CX Acidic pKa: 8.08

CX Basic pKa: 5.89

CX LogP: 4.55

CX LogD: 4.46

Aromatic Rings: 4

Heavy Atoms: 33

QED Weighted: 0.36

Np Likeness Score: -1.47

References

1. Szabadkai I, Torka R, Garamvölgyi R, Baska F, Gyulavári P, Boros S, Illyés E, Choidas A, Ullrich A, Őrfi L..  (2018)  Discovery of N-[4-(Quinolin-4-yloxy)phenyl]benzenesulfonamides as Novel AXL Kinase Inhibitors.,  61  (14): [PMID:29928803] [10.1021/acs.jmedchem.8b00672]

Source

Source(1):

• Scientific Literature