2,3-dibromo-1-(3-bromo-2,4,6-trimethoxybenzyl)-4,5-dimethoxybenzene

ID: ALA2042370

PubChem CID: 66572313

Max Phase: Preclinical

Molecular Formula: C18H19Br3O5

Molecular Weight: 555.06

Molecule Type: Small molecule

Names and Identifiers

Canonical SMILES:  COc1cc(OC)c(Cc2cc(OC)c(OC)c(Br)c2Br)c(OC)c1Br

Standard InChI:  InChI=1S/C18H19Br3O5/c1-22-11-8-12(23-2)15(20)17(25-4)10(11)6-9-7-13(24-3)18(26-5)16(21)14(9)19/h7-8H,6H2,1-5H3

Standard InChI Key:  FLLBNCATQDNXFH-UHFFFAOYSA-N

Molfile:  

     RDKit          2D

 26 27  0  0  0  0  0  0  0  0999 V2000
   -1.7878    0.4099    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.7890   -0.4175    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.0742   -0.8304    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.3577   -0.4170    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.3606    0.4135    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.0760    0.8226    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.3523    0.8287    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.0683    0.4189    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.0681   -0.4038    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.7833   -0.8135    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.4972   -0.3982    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.4914    0.4310    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.7756    0.8370    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.0784    1.6476    0.0000 Br  0  0  0  0  0  0  0  0  0  0  0  0
   -2.5024    0.8222    0.0000 Br  0  0  0  0  0  0  0  0  0  0  0  0
   -2.5038   -0.8294    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   -1.0744   -1.6554    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    0.3542   -0.8173    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    1.7682    1.6620    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    3.2137   -0.8071    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    1.7860   -1.6385    0.0000 Br  0  0  0  0  0  0  0  0  0  0  0  0
   -3.2179   -0.4164    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.3600   -2.0681    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.3555   -1.6423    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.2179   -1.6321    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.0501    2.0681    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  1  0
  8  9  2  0
  9 10  1  0
 10 11  2  0
 11 12  1  0
 12 13  2  0
 13  8  1  0
  6 14  1  0
  1 15  1  0
  2 16  1  0
  3 17  1  0
  9 18  1  0
 13 19  1  0
 11 20  1  0
 10 21  1  0
 16 22  1  0
 17 23  1  0
 18 24  1  0
 20 25  1  0
 19 26  1  0
M  END

Alternative Forms

1. Parent:

   

   ALA2042370

   2,3-Dibromo-1-[(3-bromo-2,4,6-trimethoxyphenyl)methyl]-4,5-dimethoxybenzene

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: 555.06

Molecular Weight (Monoisotopic): 551.8783

AlogP: 5.61

#Rotatable Bonds: 7

Polar Surface Area: 46.15

Molecular Species: NEUTRAL

HBA: 5

HBD: ┄

#RO5 Violations: 2

HBA (Lipinski): 5

HBD (Lipinski): ┄

#RO5 Violations (Lipinski): 2

CX Acidic pKa: ┄

CX Basic pKa: ┄

CX LogP: 5.58

CX LogD: 5.58

Aromatic Rings: 2

Heavy Atoms: 26

QED Weighted: 0.45

Np Likeness Score: 0.62

References

1. Balaydın HT, Şentürk M, Göksu S, Menzek A..  (2012)  Synthesis and carbonic anhydrase inhibitory properties of novel bromophenols and their derivatives including natural products: vidalol B.,  54  [PMID:22687439] [10.1016/j.ejmech.2012.05.025]

Source

Source(1):

• Scientific Literature