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

ID: ALA3335238

PubChem CID: 1521040

Max Phase: Preclinical

Molecular Formula: C14H9Br2N3O2

Molecular Weight: 411.05

Molecule Type: Small molecule

Names and Identifiers

Canonical SMILES:  O=c1[nH]c2ccc(/N=C/c3cc(Br)cc(Br)c3O)cc2[nH]1

Standard InChI:  InChI=1S/C14H9Br2N3O2/c15-8-3-7(13(20)10(16)4-8)6-17-9-1-2-11-12(5-9)19-14(21)18-11/h1-6,20H,(H2,18,19,21)/b17-6+

Standard InChI Key:  YMLXBLPLTAZQBK-UBKPWBPPSA-N

Molfile:  

     RDKit          2D

 21 23  0  0  0  0  0  0  0  0999 V2000
    7.0025  -10.1282    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    7.0013  -10.9477    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    7.7094  -11.3567    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    8.4191  -10.9472    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    8.4162  -10.1246    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    7.7076   -9.7193    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    9.1224   -9.7133    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    9.8316  -10.1192    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
   10.5378   -9.7080    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   11.2455  -10.1173    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   11.2343   -8.4829    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   10.5315   -8.8958    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   11.9485   -8.8887    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   11.9505   -9.7036    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   12.7262   -9.9535    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
   13.2037   -9.2930    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   12.7229   -8.6350    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
   14.0208   -9.2909    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    9.1274  -11.3547    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    6.2947   -9.7198    0.0000 Br  0  0  0  0  0  0  0  0  0  0  0  0
    7.7092  -12.1739    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
  1 20  1  0
  3 21  1  0
M  END

Alternative Forms

1. Parent:

   

   ALA3335238

   5-[(E)-[(3,5-Dibromo-2-hydroxyphenyl)methylidene]amino]-2,3-dihydro-1H-1,3-benzodiazol-2-one

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: 411.05

Molecular Weight (Monoisotopic): 408.9062

AlogP: 3.84

#Rotatable Bonds: 2

Polar Surface Area: 81.24

Molecular Species: NEUTRAL

HBA: 3

HBD: 3

#RO5 Violations: ┄

HBA (Lipinski): 5

HBD (Lipinski): 3

#RO5 Violations (Lipinski): ┄

CX Acidic pKa: 7.05

CX Basic pKa: 1.08

CX LogP: 4.25

CX LogD: 3.75

Aromatic Rings: 3

Heavy Atoms: 21

QED Weighted: 0.56

Np Likeness Score: -1.16

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