5-((2,3-dibromo-6-hydroxy-5-methoxybenzyl)amino)-1H-benzo[d]imidazol-2(3H)-one

ID: ALA3335247

PubChem CID: 118714336

Max Phase: Preclinical

Molecular Formula: C15H13Br2N3O3

Molecular Weight: 443.10

Molecule Type: Small molecule

Names and Identifiers

Canonical SMILES:  COc1cc(Br)c(Br)c(CNc2ccc3[nH]c(=O)[nH]c3c2)c1O

Standard InChI:  InChI=1S/C15H13Br2N3O3/c1-23-12-5-9(16)13(17)8(14(12)21)6-18-7-2-3-10-11(4-7)20-15(22)19-10/h2-5,18,21H,6H2,1H3,(H2,19,20,22)

Standard InChI Key:  SXXYVASCWIOPRU-UHFFFAOYSA-N

Molfile:  

     RDKit          2D

 23 25  0  0  0  0  0  0  0  0999 V2000
    2.4336   -3.2976    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.4325   -4.1172    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.1405   -4.5261    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.8502   -4.1167    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.8474   -3.2940    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.1388   -2.8888    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.5535   -2.8828    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.2628   -3.2887    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
    5.9689   -2.8774    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.6766   -3.2867    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.6654   -1.6524    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.9627   -2.0653    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    7.3797   -2.0581    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    7.3817   -2.8731    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    8.1574   -3.1230    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
    8.6348   -2.4624    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    8.1541   -1.8044    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
    9.4520   -2.4604    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    4.5586   -4.5242    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    3.1403   -5.3433    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    3.8480   -5.7521    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.7258   -2.8892    0.0000 Br  0  0  0  0  0  0  0  0  0  0  0  0
    3.1363   -2.0716    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  1  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  1  0
 16 17  1  0
 17 13  1  0
 16 18  2  0
  4 19  1  0
  3 20  1  0
 20 21  1  0
  1 22  1  0
  6 23  1  0
M  END

Alternative Forms

1. Parent:

   

   ALA3335247

   ---

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: 443.10

Molecular Weight (Monoisotopic): 440.9324

AlogP: 3.71

#Rotatable Bonds: 4

Polar Surface Area: 90.14

Molecular Species: NEUTRAL

HBA: 4

HBD: 4

#RO5 Violations: ┄

HBA (Lipinski): 6

HBD (Lipinski): 4

#RO5 Violations (Lipinski): ┄

CX Acidic pKa: 8.56

CX Basic pKa: 3.33

CX LogP: 3.42

CX LogD: 3.39

Aromatic Rings: 3

Heavy Atoms: 23

QED Weighted: 0.50

Np Likeness Score: -0.56

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