N-(3-chlorobenzylidene)-5-methylbenzo[d]isothiazol-3-amine

ID: ALA2397711

Cas Number: 647026-40-2

PubChem CID: 511728

Max Phase: Preclinical

Molecular Formula: C15H11ClN2S

Molecular Weight: 286.79

Molecule Type: Small molecule

Names and Identifiers

Canonical SMILES:  Cc1ccc2snc(/N=C\c3cccc(Cl)c3)c2c1

Standard InChI:  InChI=1S/C15H11ClN2S/c1-10-5-6-14-13(7-10)15(18-19-14)17-9-11-3-2-4-12(16)8-11/h2-9H,1H3/b17-9-

Standard InChI Key:  AQGFOYOTRIBVAL-MFOYZWKCSA-N

Molfile:  

     RDKit          2D

 19 21  0  0  0  0  0  0  0  0999 V2000
   15.3443   -2.0215    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   15.3431   -2.8489    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   16.0579   -3.2618    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   16.0561   -1.6088    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   16.7715   -2.0179    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   16.7764   -2.8489    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   17.5683   -3.1011    0.0000 S   0  0  0  0  0  0  0  0  0  0  0  0
   18.0529   -2.4259    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
   17.5604   -1.7565    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   17.8100   -0.9709    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
   18.6350   -0.9733    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   19.0454   -1.6890    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   18.6281   -2.3982    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   19.0378   -3.1134    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   19.8637   -3.1162    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   20.2782   -2.3980    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   19.8661   -1.6857    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   14.6297   -1.6092    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   21.1032   -2.3975    0.0000 Cl  0  0  0  0  0  0  0  0  0  0  0  0
  1  2  2  0
  2  3  1  0
  3  6  2  0
  5  4  2  0
  4  1  1  0
  5  6  1  0
  6  7  1  0
  7  8  1  0
  8  9  2  0
  9  5  1  0
  9 10  1  0
 10 11  2  0
 11 12  1  0
 12 13  2  0
 13 14  1  0
 14 15  2  0
 15 16  1  0
 16 17  2  0
 17 12  1  0
  1 18  1  0
 16 19  1  0
M  END

Alternative Forms

1. Parent:

   

   ALA2397711

   1-(3-chlorophenyl)-N-(5-methyl-1,2-benzothiazol-3-yl)methanimine

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: 286.79

Molecular Weight (Monoisotopic): 286.0331

AlogP: 5.01

#Rotatable Bonds: 2

Polar Surface Area: 25.25

Molecular Species: NEUTRAL

HBA: 3

HBD: ┄

#RO5 Violations: 1

HBA (Lipinski): 2

HBD (Lipinski): ┄

#RO5 Violations (Lipinski): 1

CX Acidic pKa: ┄

CX Basic pKa: ┄

CX LogP: 5.62

CX LogD: 5.62

Aromatic Rings: 3

Heavy Atoms: 19

QED Weighted: 0.61

Np Likeness Score: -1.83

References

1. Sztanke K, Maziarka A, Osinka A, Sztanke M..  (2013)  An insight into synthetic Schiff bases revealing antiproliferative activities in vitro.,  21  (13): [PMID:23673213] [10.1016/j.bmc.2013.04.037]

Source

Source(1):

• Scientific Literature