(E)-2-((benzo[d]thiazol-5-ylimino)methyl)-3,4-dibromo-6-ethoxyphenol

ID: ALA3335254

PubChem CID: 136044163

Max Phase: Preclinical

Molecular Formula: C16H12Br2N2O2S

Molecular Weight: 456.16

Molecule Type: Small molecule

Names and Identifiers

Canonical SMILES:  CCOc1cc(Br)c(Br)c(/C=N/c2ccc3scnc3c2)c1O

Standard InChI:  InChI=1S/C16H12Br2N2O2S/c1-2-22-13-6-11(17)15(18)10(16(13)21)7-19-9-3-4-14-12(5-9)20-8-23-14/h3-8,21H,2H2,1H3/b19-7+

Standard InChI Key:  BZOMOAATOQLIJB-FBCYGCLPSA-N

Molfile:  

     RDKit          2D

 23 25  0  0  0  0  0  0  0  0999 V2000
   16.9780   -8.3411    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   16.9769   -9.1606    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   17.6849   -9.5696    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   18.3946   -9.1602    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   18.3917   -8.3375    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   17.6831   -7.9322    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   19.0979   -7.9262    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   19.8071   -8.3322    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
   20.5133   -7.9209    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   21.2210   -8.3302    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   21.2098   -6.6958    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   20.5070   -7.1088    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   21.9240   -7.1016    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   21.9261   -7.9165    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   22.7017   -8.1665    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
   23.1792   -7.5059    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   22.6984   -6.8479    0.0000 S   0  0  0  0  0  0  0  0  0  0  0  0
   19.1029   -9.5676    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   17.6847  -10.3868    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   18.3923  -10.7956    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   16.2702   -7.9327    0.0000 Br  0  0  0  0  0  0  0  0  0  0  0  0
   17.6807   -7.1150    0.0000 Br  0  0  0  0  0  0  0  0  0  0  0  0
   19.1001  -10.3871    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
  1  2  2  0
  2  3  1  0
  3  4  2  0
  4  5  1  0
  5  6  2  0
  6  1  1  0
  5  7  1  0
  7  8  2  0
  8  9  1  0
  9 10  2  0
 10 14  1  0
 13 11  1  0
 11 12  2  0
 12  9  1  0
 13 14  2  0
 14 15  1  0
 15 16  2  0
 16 17  1  0
 17 13  1  0
  4 18  1  0
  3 19  1  0
 19 20  1  0
  1 21  1  0
  6 22  1  0
 20 23  1  0
M  END

Alternative Forms

1. Parent:

   

   ALA3335254

   ---

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: 456.16

Molecular Weight (Monoisotopic): 453.8986

AlogP: 5.68

#Rotatable Bonds: 4

Polar Surface Area: 54.71

Molecular Species: NEUTRAL

HBA: 5

HBD: 1

#RO5 Violations: 1

HBA (Lipinski): 4

HBD (Lipinski): 1

#RO5 Violations (Lipinski): 1

CX Acidic pKa: 8.31

CX Basic pKa: 2.09

CX LogP: 5.42

CX LogD: 5.37

Aromatic Rings: 3

Heavy Atoms: 23

QED Weighted: 0.51

Np Likeness Score: -1.15

References

1. Shim HJ, Yang HR, Kim HIe, Kang SA, No KT, Jung YH, Lee ST..  (2014)  Discovery of (E)-5-(benzylideneamino)-1H-benzo[d]imidazol-2(3H)-one derivatives as inhibitors for PTK6.,  24  (19): [PMID:25205190] [10.1016/j.bmcl.2014.08.036]

Source

Source(1):

• Scientific Literature