2-(3-chlorophenoxy)-N-(5-(N-thiazol-2-ylsulfamoyl)naphthalen-1-yl)acetamide

ID: ALA3949393

PubChem CID: 16102140

Max Phase: Preclinical

Molecular Formula: C21H16ClN3O4S2

Molecular Weight: 473.96

Molecule Type: Small molecule

Names and Identifiers

Canonical SMILES:  O=C(COc1cccc(Cl)c1)Nc1cccc2c(S(=O)(=O)Nc3nccs3)cccc12

Standard InChI:  InChI=1S/C21H16ClN3O4S2/c22-14-4-1-5-15(12-14)29-13-20(26)24-18-8-2-7-17-16(18)6-3-9-19(17)31(27,28)25-21-23-10-11-30-21/h1-12H,13H2,(H,23,25)(H,24,26)

Standard InChI Key:  VCBJKWQYJUIDFW-UHFFFAOYSA-N

Molfile:  

     RDKit          2D

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   14.4531   -5.9468    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
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   13.7465   -3.0899    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
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   14.8753  -11.7619    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   14.5416  -10.9928    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
   13.6302   -9.2078    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   14.0387   -9.9108    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
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   16.5610   -7.9794    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
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   15.8591   -6.7631    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
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M  END

Alternative Forms

1. Parent:

   

   ALA3949393

   2-(3-chlorophenoxy)-N-[5-(1,3-thiazol-2-ylsulfamoyl)naphthalen-1-yl]acetamide

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: 473.96

Molecular Weight (Monoisotopic): 473.0271

AlogP: 4.77

#Rotatable Bonds: 7

Polar Surface Area: 97.39

Molecular Species: NEUTRAL

HBA: 6

HBD: 2

#RO5 Violations: ┄

HBA (Lipinski): 7

HBD (Lipinski): 2

#RO5 Violations (Lipinski): ┄

CX Acidic pKa: 6.66

CX Basic pKa: 0.59

CX LogP: 4.15

CX LogD: 3.55

Aromatic Rings: 4

Heavy Atoms: 31

QED Weighted: 0.40

Np Likeness Score: -2.25

References

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

Source

Source(1):

• Patent Bioactivity Data