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

ID: ALA3335253

PubChem CID: 136044164

Max Phase: Preclinical

Molecular Formula: C16H13Br2N3O2

Molecular Weight: 439.11

Molecule Type: Small molecule

Names and Identifiers

Canonical SMILES:  CCOc1cc(Br)c(Br)c(/C=N/c2ccc3[nH]cnc3c2)c1O

Standard InChI:  InChI=1S/C16H13Br2N3O2/c1-2-23-14-6-11(17)15(18)10(16(14)22)7-19-9-3-4-12-13(5-9)21-8-20-12/h3-8,22H,2H2,1H3,(H,20,21)/b19-7+

Standard InChI Key:  PVADOWMXYJMOMA-FBCYGCLPSA-N

Molfile:  

     RDKit          2D

 23 25  0  0  0  0  0  0  0  0999 V2000
    9.1156   -8.3989    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    9.1145   -9.2184    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    9.8225   -9.6274    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   10.5322   -9.2179    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   10.5294   -8.3953    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    9.8207   -7.9900    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   11.2355   -7.9840    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   11.9448   -8.3899    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
   12.6509   -7.9787    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   13.3586   -8.3880    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   13.3474   -6.7536    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   12.6447   -7.1665    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   14.0616   -7.1594    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   14.0637   -7.9743    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   14.8394   -8.2242    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
   15.3168   -7.5637    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   14.8361   -6.9057    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
   11.2405   -9.6254    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    9.8223  -10.4446    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   10.5299  -10.8533    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    8.4078   -7.9904    0.0000 Br  0  0  0  0  0  0  0  0  0  0  0  0
    9.8183   -7.1728    0.0000 Br  0  0  0  0  0  0  0  0  0  0  0  0
   11.2377  -10.4449    0.0000 C   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
 20 23  1  0
M  END

Alternative Forms

1. Parent:

   

   ALA3335253

   ---

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: 439.11

Molecular Weight (Monoisotopic): 436.9375

AlogP: 4.94

#Rotatable Bonds: 4

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: 8.31

CX Basic pKa: 5.60

CX LogP: 4.57

CX LogD: 4.51

Aromatic Rings: 3

Heavy Atoms: 23

QED Weighted: 0.57

Np Likeness Score: -0.95

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