2-Fluoro-N-[5-(thiazol-2-yl sulfamoyl)-quinolin-8-yl]-benzamide

ID: ALA3934729

PubChem CID: 16051134

Max Phase: Preclinical

Molecular Formula: C19H13FN4O3S2

Molecular Weight: 428.47

Molecule Type: Small molecule

Names and Identifiers

Canonical SMILES:  O=C(Nc1ccc(S(=O)(=O)Nc2nccs2)c2cccnc12)c1ccccc1F

Standard InChI:  InChI=1S/C19H13FN4O3S2/c20-14-6-2-1-4-12(14)18(25)23-15-7-8-16(13-5-3-9-21-17(13)15)29(26,27)24-19-22-10-11-28-19/h1-11H,(H,22,24)(H,23,25)

Standard InChI Key:  HWDRQVTWEDWSQL-UHFFFAOYSA-N

Molfile:  

     RDKit          2D

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    1.6105   -1.9190    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.3147   -2.3257    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.3147   -3.1410    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.6131   -3.5517    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.9066   -3.1463    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.6131   -4.3666    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.3208   -4.7741    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
    2.3208   -5.5891    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.0233   -5.9969    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.0233   -6.8125    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.3194   -7.2202    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.6087   -6.8134    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.6087   -5.9991    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.3194   -8.0352    0.0000 S   0  0  0  0  0  0  0  0  0  0  0  0
    3.0230   -8.4427    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
    3.0230   -9.2576    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.7470   -9.6751    0.0000 S   0  0  0  0  0  0  0  0  0  0  0  0
    3.5603  -10.5048    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.7514  -10.5893    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.4136   -9.8201    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
    1.5022   -8.0352    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    1.9107   -8.7381    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    3.7319   -7.2214    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.4330   -6.8108    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.4330   -6.0011    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.7269   -5.5946    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
    0.9053   -4.7741    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    3.0225   -3.5526    0.0000 F   0  0  0  0  0  0  0  0  0  0  0  0
  2  1  2  0
  3  2  1  0
  4  3  2  0
  5  4  1  0
  6  5  2  0
  1  6  1  0
  5  7  1  0
  7  8  1  0
  8  9  1  0
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  9 14  1  0
 12 15  1  0
 15 16  1  0
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 18 17  1  0
 18 19  1  0
 19 20  2  0
 21 20  1  0
 17 21  2  0
 15 22  2  0
 15 23  2  0
 11 24  1  0
 24 25  2  0
 25 26  1  0
 26 27  2  0
 10 27  1  0
  7 28  2  0
  4 29  1  0
M  END

Alternative Forms

1. Parent:

   

   ALA3934729

   2-fluoro-N-[5-(1,3-thiazol-2-ylsulfamoyl)quinolin-8-yl]benzamide

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: 428.47

Molecular Weight (Monoisotopic): 428.0413

AlogP: 3.88

#Rotatable Bonds: 5

Polar Surface Area: 101.05

Molecular Species: NEUTRAL

HBA: 6

HBD: 2

#RO5 Violations: ┄

HBA (Lipinski): 7

HBD (Lipinski): 2

#RO5 Violations (Lipinski): ┄

CX Acidic pKa: 6.68

CX Basic pKa: 1.02

CX LogP: 3.20

CX LogD: 2.60

Aromatic Rings: 4

Heavy Atoms: 29

QED Weighted: 0.50

Np Likeness Score: -2.35

References

1.  (2012)  Bicyclic derivatives as modulators of voltage gated ion channels, 

Source

Source(1):

• Patent Bioactivity Data