4-bromo-2-(4-bromo-2-hydroxybenzylideneamino)phenylimino)methyl)phenol

ID: ALA2238552

PubChem CID: 136249270

Max Phase: Preclinical

Molecular Formula: C20H14Br2N2O2

Molecular Weight: 474.15

Molecule Type: Small molecule

Names and Identifiers

Canonical SMILES:  Oc1cc(Br)ccc1/C=N\c1ccccc1/N=C/c1cc(Br)ccc1O

Standard InChI:  InChI=1S/C20H14Br2N2O2/c21-15-7-8-19(25)14(9-15)12-24-18-4-2-1-3-17(18)23-11-13-5-6-16(22)10-20(13)26/h1-12,25-26H/b23-11-,24-12+

Standard InChI Key:  ZYHIWRDQIRYRBT-QEUMEHMPSA-N

Molfile:  

     RDKit          2D

 26 28  0  0  0  0  0  0  0  0999 V2000
   13.2846  -17.1893    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
   13.9917  -16.7796    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   14.7000  -17.1871    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   14.6971  -18.0030    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   15.4047  -18.4105    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   16.1127  -18.0007    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   16.1088  -17.1793    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   15.4007  -16.7756    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    9.0496  -17.1940    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    9.0484  -18.0135    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    9.7565  -18.4225    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   10.4662  -18.0131    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   10.4633  -17.1904    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    9.7547  -16.7851    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   11.1745  -18.4205    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   11.8816  -18.0108    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
   12.5899  -18.4183    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   11.1695  -16.7791    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   12.5866  -19.2340    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   13.2941  -19.6414    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   14.0021  -19.2316    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   13.9982  -18.4102    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   13.2901  -18.0065    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   15.3954  -15.9584    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    8.3404  -18.4216    0.0000 Br  0  0  0  0  0  0  0  0  0  0  0  0
   16.8216  -18.4072    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  7  1  0
  7  8  2  0
  8  3  1  0
  9 10  2  0
 10 11  1  0
 11 12  2  0
 12 13  1  0
 13 14  2  0
 14  9  1  0
 12 15  1  0
 15 16  2  0
 16 17  1  0
 13 18  1  0
 17 19  2  0
 19 20  1  0
 20 21  2  0
 21 22  1  0
 22 23  2  0
 23 17  1  0
 23  1  1  0
  8 24  1  0
 10 25  1  0
  6 26  1  0
M  END

Alternative Forms

1. Parent:

   

   ALA2238552

   ---

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: 474.15

Molecular Weight (Monoisotopic): 471.9422

AlogP: 6.12

#Rotatable Bonds: 4

Polar Surface Area: 65.18

Molecular Species: NEUTRAL

HBA: 4

HBD: 2

#RO5 Violations: 1

HBA (Lipinski): 4

HBD (Lipinski): 2

#RO5 Violations (Lipinski): 1

CX Acidic pKa: 7.47

CX Basic pKa: 0.40

CX LogP: 6.65

CX LogD: 6.35

Aromatic Rings: 3

Heavy Atoms: 26

QED Weighted: 0.45

Np Likeness Score: -0.49

References

1. Misra S, Pandeya KB, Tiwari AK, Ali AZ, Saradamani T, Agawane SB, Madhusudana K.  (2011)  Antihyperglycemic, -glucosidase inhibitory and DPPH free radical scavenging activity of 5-bromosalicylaldehyde and schiff bases,  20  (9): [10.1007/s00044-010-9377-3]

Source

Source(1):

• Scientific Literature