5,50-(5-bromo-2,4,6-trimethoxy-1,3-phenylene)bis(methylene)bis(3,4-dibromo-1,2-dimethoxybenzene)

ID: ALA2040866

PubChem CID: 66573254

Max Phase: Preclinical

Molecular Formula: C27H27Br5O7

Molecular Weight: 863.03

Molecule Type: Small molecule

Names and Identifiers

Canonical SMILES:  COc1cc(Cc2c(OC)c(Br)c(OC)c(Cc3cc(OC)c(OC)c(Br)c3Br)c2OC)c(Br)c(Br)c1OC

Standard InChI:  InChI=1S/C27H27Br5O7/c1-33-16-10-12(18(28)20(30)26(16)38-6)8-14-23(35-3)15(25(37-5)22(32)24(14)36-4)9-13-11-17(34-2)27(39-7)21(31)19(13)29/h10-11H,8-9H2,1-7H3

Standard InChI Key:  SSGKSCGDZLLLIZ-UHFFFAOYSA-N

Molfile:  

     RDKit          2D

 39 41  0  0  0  0  0  0  0  0999 V2000
   -3.5683    0.4033    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.5695   -0.4241    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.8547   -0.8370    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.1382   -0.4236    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.1411    0.4069    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.8565    0.8161    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.4282    0.8221    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.7122    0.4123    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.7124   -0.4103    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.0028   -0.8201    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.7167   -0.4048    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.7109    0.4244    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.0049    0.8304    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.8590    1.6411    0.0000 Br  0  0  0  0  0  0  0  0  0  0  0  0
   -4.2829    0.8156    0.0000 Br  0  0  0  0  0  0  0  0  0  0  0  0
   -4.2843   -0.8360    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   -4.9984   -0.4229    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.8549   -1.6620    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   -3.5695   -2.0743    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.4263   -0.8239    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   -1.4250   -1.6489    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.0123    1.6554    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    0.6985    2.0743    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.4332   -0.8137    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    1.4374   -1.6387    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.0055   -1.6451    0.0000 Br  0  0  0  0  0  0  0  0  0  0  0  0
    1.4223    0.8421    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.1398    0.4349    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.1405   -0.3895    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.8571   -0.7967    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.5695   -0.3790    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.5608    0.4503    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.8437    0.8537    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.8336    1.6787    0.0000 Br  0  0  0  0  0  0  0  0  0  0  0  0
    4.2708    0.8705    0.0000 Br  0  0  0  0  0  0  0  0  0  0  0  0
    4.2875   -0.7853    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    4.9984   -0.3666    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.8627   -1.6217    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    3.5800   -2.0293    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
 16 17  1  0
  3 18  1  0
 18 19  1  0
  9 20  1  0
 20 21  1  0
 13 22  1  0
 22 23  1  0
 11 24  1  0
 24 25  1  0
 10 26  1  0
 12 27  1  0
 27 28  1  0
 28 29  2  0
 29 30  1  0
 30 31  2  0
 31 32  1  0
 32 33  2  0
 33 28  1  0
 33 34  1  0
 32 35  1  0
 31 36  1  0
 36 37  1  0
 30 38  1  0
 38 39  1  0
M  END

Alternative Forms

1. Parent:

   

   ALA2040866

   1-Bromo-3,5-bis[(2,3-dibromo-4,5-dimethoxyphenyl)methyl]-2,4,6-trimethoxybenzene

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: 863.03

Molecular Weight (Monoisotopic): 857.7674

AlogP: 8.74

#Rotatable Bonds: 11

Polar Surface Area: 64.61

Molecular Species: NEUTRAL

HBA: 7

HBD: ┄

#RO5 Violations: 2

HBA (Lipinski): 7

HBD (Lipinski): ┄

#RO5 Violations (Lipinski): 2

CX Acidic pKa: ┄

CX Basic pKa: ┄

CX LogP: 8.90

CX LogD: 8.90

Aromatic Rings: 3

Heavy Atoms: 39

QED Weighted: 0.19

Np Likeness Score: 0.42

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