(E)-2-(((1H-benzo[d]imidazol-5-yl)imino)methyl)-3,4-dibromo-6-methoxyphenol

ID: ALA3335250

PubChem CID: 136998783

Max Phase: Preclinical

Molecular Formula: C15H11Br2N3O2

Molecular Weight: 425.08

Molecule Type: Small molecule

Names and Identifiers

Canonical SMILES:  COc1cc(Br)c(Br)c(/C=N/c2ccc3[nH]cnc3c2)c1O

Standard InChI:  InChI=1S/C15H11Br2N3O2/c1-22-13-5-10(16)14(17)9(15(13)21)6-18-8-2-3-11-12(4-8)20-7-19-11/h2-7,21H,1H3,(H,19,20)/b18-6+

Standard InChI Key:  RJDLPECNZOYIMY-NGYBGAFCSA-N

Molfile:  

     RDKit          2D

 22 24  0  0  0  0  0  0  0  0999 V2000
    9.2023   -2.6331    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    9.2012   -3.4527    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    9.9092   -3.8616    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   10.6189   -3.4522    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   10.6160   -2.6295    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    9.9074   -2.2243    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   11.3222   -2.2183    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   12.0314   -2.6242    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
   12.7376   -2.2129    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   13.4453   -2.6223    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   13.4341   -0.9879    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   12.7313   -1.4008    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   14.1483   -1.3936    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   14.1504   -2.2086    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   14.9260   -2.4585    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
   15.4035   -1.7980    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   14.9227   -1.1399    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
   11.3272   -3.8597    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    9.9090   -4.6788    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   10.6166   -5.0876    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    8.4945   -2.2247    0.0000 Br  0  0  0  0  0  0  0  0  0  0  0  0
    9.9050   -1.4071    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:

   

   ALA3335250

   ---

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: 425.08

Molecular Weight (Monoisotopic): 422.9218

AlogP: 4.55

#Rotatable Bonds: 3

Polar Surface Area: 70.50

Molecular Species: NEUTRAL

HBA: 4

HBD: 2

#RO5 Violations: ┄

HBA (Lipinski): 5

HBD (Lipinski): 2

#RO5 Violations (Lipinski): ┄

CX Acidic pKa: 8.33

CX Basic pKa: 5.60

CX LogP: 4.21

CX LogD: 4.16

Aromatic Rings: 3

Heavy Atoms: 22

QED Weighted: 0.61

Np Likeness Score: -0.76

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