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

ID: ALA3335241

PubChem CID: 136044169

Max Phase: Preclinical

Molecular Formula: C14H10BrN3O2

Molecular Weight: 332.16

Molecule Type: Small molecule

Names and Identifiers

Canonical SMILES:  O=c1[nH]c2ccc(/N=C/c3c(O)cccc3Br)cc2[nH]1

Standard InChI:  InChI=1S/C14H10BrN3O2/c15-10-2-1-3-13(19)9(10)7-16-8-4-5-11-12(6-8)18-14(20)17-11/h1-7,19H,(H2,17,18,20)/b16-7+

Standard InChI Key:  LSPGVPJYVLVLRJ-FRKPEAEDSA-N

Molfile:  

     RDKit          2D

 20 22  0  0  0  0  0  0  0  0999 V2000
    9.9823   -1.6509    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    9.9812   -2.4704    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   10.6892   -2.8794    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   11.3989   -2.4699    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   11.3961   -1.6473    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   10.6875   -1.2420    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   12.1022   -1.2360    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   12.8115   -1.6419    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
   13.5177   -1.2307    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   14.2253   -1.6400    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   14.2141   -0.0056    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   13.5114   -0.4185    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   14.9284   -0.4113    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   14.9304   -1.2263    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   15.7061   -1.4762    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
   16.1835   -0.8157    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   15.7028   -0.1576    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
   17.0007   -0.8136    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   10.6850   -0.4248    0.0000 Br  0  0  0  0  0  0  0  0  0  0  0  0
   12.1073   -2.8774    0.0000 O   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
  6 19  1  0
  4 20  1  0
M  END

Alternative Forms

1. Parent:

   

   ALA3335241

   ---

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: 332.16

Molecular Weight (Monoisotopic): 330.9956

AlogP: 3.07

#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: 8.26

CX Basic pKa: 1.12

CX LogP: 3.48

CX LogD: 3.43

Aromatic Rings: 3

Heavy Atoms: 20

QED Weighted: 0.63

Np Likeness Score: -0.92

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