(E)-5-((2,3,5-tribromo-6-hydroxybenzylidene)amino)-1H-benzo[d]imidazol-2(3H)-one

ID: ALA3335243

PubChem CID: 136044166

Max Phase: Preclinical

Molecular Formula: C14H8Br3N3O2

Molecular Weight: 489.95

Molecule Type: Small molecule

Names and Identifiers

Canonical SMILES:  O=c1[nH]c2ccc(/N=C/c3c(O)c(Br)cc(Br)c3Br)cc2[nH]1

Standard InChI:  InChI=1S/C14H8Br3N3O2/c15-8-4-9(16)13(21)7(12(8)17)5-18-6-1-2-10-11(3-6)20-14(22)19-10/h1-5,21H,(H2,19,20,22)/b18-5+

Standard InChI Key:  AJGFBSNJLSZAOI-BLLMUTORSA-N

Molfile:  

     RDKit          2D

 22 24  0  0  0  0  0  0  0  0999 V2000
    0.3453   -3.1614    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.3441   -3.9810    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.0522   -4.3899    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.7618   -3.9805    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.7590   -3.1578    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.0504   -2.7526    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.4652   -2.7466    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.1744   -3.1525    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
    3.8806   -2.7412    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.5882   -3.1506    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.5771   -1.5162    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.8743   -1.9291    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.2913   -1.9219    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.2933   -2.7369    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.0690   -2.9868    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
    6.5464   -2.3262    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.0657   -1.6682    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
    7.3636   -2.3242    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    2.4702   -4.3880    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    1.0520   -5.2071    0.0000 Br  0  0  0  0  0  0  0  0  0  0  0  0
   -0.3639   -2.7530    0.0000 Br  0  0  0  0  0  0  0  0  0  0  0  0
    1.0479   -1.9354    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  1  0
 16 17  1  0
 17 13  1  0
 16 18  2  0
  4 19  1  0
  3 20  1  0
  1 21  1  0
  6 22  1  0
M  END

Alternative Forms

1. Parent:

   

   ALA3335243

   ---

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: 489.95

Molecular Weight (Monoisotopic): 486.8167

AlogP: 4.60

#Rotatable Bonds: 2

Polar Surface Area: 81.24

Molecular Species: ACID

HBA: 3

HBD: 3

#RO5 Violations: ┄

HBA (Lipinski): 5

HBD (Lipinski): 3

#RO5 Violations (Lipinski): ┄

CX Acidic pKa: 6.48

CX Basic pKa: 0.68

CX LogP: 5.02

CX LogD: 4.08

Aromatic Rings: 3

Heavy Atoms: 22

QED Weighted: 0.36

Np Likeness Score: -0.72

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