N-(4-methoxybenzylidene)-5-methylbenzo[d]isothiazol-3-amine

ID: ALA2397712

Cas Number: 647026-41-3

PubChem CID: 511729

Max Phase: Preclinical

Molecular Formula: C16H14N2OS

Molecular Weight: 282.37

Molecule Type: Small molecule

Names and Identifiers

Canonical SMILES:  COc1ccc(/C=N\c2nsc3ccc(C)cc23)cc1

Standard InChI:  InChI=1S/C16H14N2OS/c1-11-3-8-15-14(9-11)16(18-20-15)17-10-12-4-6-13(19-2)7-5-12/h3-10H,1-2H3/b17-10-

Standard InChI Key:  FLTDJJZNXSXWDD-YVLHZVERSA-N

Molfile:  

     RDKit          2D

 20 22  0  0  0  0  0  0  0  0999 V2000
   22.6901   -1.5715    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   22.6890   -2.3989    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   23.4038   -2.8118    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   23.4020   -1.1588    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   24.1174   -1.5679    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   24.1222   -2.3989    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   24.9141   -2.6511    0.0000 S   0  0  0  0  0  0  0  0  0  0  0  0
   25.3987   -1.9759    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
   24.9062   -1.3065    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   25.1558   -0.5209    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
   25.9808   -0.5233    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   26.3912   -1.2390    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   25.9740   -1.9482    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   26.3837   -2.6634    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   27.2096   -2.6662    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   27.6240   -1.9480    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   27.2119   -1.2357    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   21.9755   -1.1592    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   27.6209   -3.3814    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   27.2073   -4.0952    0.0000 C   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
 15 19  1  0
 19 20  1  0
M  END

Alternative Forms

1. Parent:

   

   ALA2397712

   1-(4-methoxyphenyl)-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: 282.37

Molecular Weight (Monoisotopic): 282.0827

AlogP: 4.36

#Rotatable Bonds: 3

Polar Surface Area: 34.48

Molecular Species: NEUTRAL

HBA: 4

HBD: ┄

#RO5 Violations: ┄

HBA (Lipinski): 3

HBD (Lipinski): ┄

#RO5 Violations (Lipinski): ┄

CX Acidic pKa: ┄

CX Basic pKa: ┄

CX LogP: 4.86

CX LogD: 4.86

Aromatic Rings: 3

Heavy Atoms: 20

QED Weighted: 0.67

Np Likeness Score: -1.34

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