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

ID: ALA3335251

PubChem CID: 136998782

Max Phase: Preclinical

Molecular Formula: C15H10Br2N2O2S

Molecular Weight: 442.13

Molecule Type: Small molecule

Names and Identifiers

Canonical SMILES:  COc1cc(Br)c(Br)c(/C=N/c2ccc3scnc3c2)c1O

Standard InChI:  InChI=1S/C15H10Br2N2O2S/c1-21-12-5-10(16)14(17)9(15(12)20)6-18-8-2-3-13-11(4-8)19-7-22-13/h2-7,20H,1H3/b18-6+

Standard InChI Key:  SUIAYMHGFNFRAT-NGYBGAFCSA-N

Molfile:  

     RDKit          2D

 22 24  0  0  0  0  0  0  0  0999 V2000
   17.6590   -2.8147    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   17.6578   -3.6343    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   18.3659   -4.0432    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   19.0756   -3.6338    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   19.0727   -2.8111    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   18.3641   -2.4059    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   19.7789   -2.3999    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   20.4881   -2.8058    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
   21.1943   -2.3945    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   21.9020   -2.8039    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   21.8908   -1.1695    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   21.1880   -1.5824    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   22.6050   -1.5752    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   22.6070   -2.3902    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   23.3827   -2.6401    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
   23.8602   -1.9796    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   23.3794   -1.3215    0.0000 S   0  0  0  0  0  0  0  0  0  0  0  0
   19.7839   -4.0413    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   18.3657   -4.8604    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   19.0733   -5.2692    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   16.9512   -2.4063    0.0000 Br  0  0  0  0  0  0  0  0  0  0  0  0
   18.3617   -1.5887    0.0000 Br  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
M  END

Alternative Forms

1. Parent:

   

   ALA3335251

   ---

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: 442.13

Molecular Weight (Monoisotopic): 439.8830

AlogP: 5.29

#Rotatable Bonds: 3

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: 8.32

CX Basic pKa: 2.09

CX LogP: 5.06

CX LogD: 5.02

Aromatic Rings: 3

Heavy Atoms: 22

QED Weighted: 0.56

Np Likeness Score: -0.97

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