2,6,2',4',6'-pentabromo-4-methoxycarbonylbiorcinol

ID: ALA2332159

PubChem CID: 71665372

Max Phase: Preclinical

Molecular Formula: C16H11Br5O5

Molecular Weight: 682.78

Molecule Type: Small molecule

Names and Identifiers

Canonical SMILES:  COC(=O)c1c(C)c(Br)c(Oc2c(Br)c(C)c(Br)c(O)c2Br)c(Br)c1O

Standard InChI:  InChI=1S/C16H11Br5O5/c1-4-6(16(24)25-3)12(22)10(20)14(8(4)18)26-15-9(19)5(2)7(17)13(23)11(15)21/h22-23H,1-3H3

Standard InChI Key:  PEXFIMIKFFUEMF-UHFFFAOYSA-N

Molfile:  

     RDKit          2D

 26 27  0  0  0  0  0  0  0  0999 V2000
    4.4568  -24.1247    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.4557  -24.9521    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.1705  -25.3649    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.8870  -24.9516    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.8840  -24.1211    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.1687  -23.7120    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.5970  -23.7059    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    7.3130  -24.1157    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    7.3127  -24.9383    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    8.0279  -25.3481    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    8.7418  -24.9328    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    8.7360  -24.1036    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    8.0203  -23.6975    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.1703  -26.1899    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    8.0306  -26.1731    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    9.4474  -23.6858    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    5.1662  -22.8870    0.0000 Br  0  0  0  0  0  0  0  0  0  0  0  0
    3.7423  -23.7124    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    3.7409  -25.3640    0.0000 Br  0  0  0  0  0  0  0  0  0  0  0  0
    6.2916  -25.6622    0.0000 Br  0  0  0  0  0  0  0  0  0  0  0  0
    7.3083  -25.7623    0.0000 Br  0  0  0  0  0  0  0  0  0  0  0  0
    8.0129  -22.8726    0.0000 Br  0  0  0  0  0  0  0  0  0  0  0  0
    9.4583  -25.3417    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    9.4626  -26.1666    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   10.1708  -24.9256    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   10.1791  -26.5755    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
  3 14  1  0
 10 15  1  0
 12 16  1  0
  6 17  1  0
  1 18  1  0
  2 19  1  0
  4 20  1  0
  9 21  1  0
 13 22  1  0
 11 23  1  0
 23 24  1  0
 23 25  2  0
 24 26  1  0
M  END

Alternative Forms

1. Parent:

   

   ALA2332159

   Methyl 3,5-dibromo-2-hydroxy-6-methyl-4-(2,4,6-tribromo-3-hydroxy-5-methylphenoxy)benzoate

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: 682.78

Molecular Weight (Monoisotopic): 677.6523

AlogP: 7.11

#Rotatable Bonds: 3

Polar Surface Area: 75.99

Molecular Species: ACID

HBA: 5

HBD: 2

#RO5 Violations: 2

HBA (Lipinski): 5

HBD (Lipinski): 2

#RO5 Violations (Lipinski): 2

CX Acidic pKa: 6.10

CX Basic pKa: ┄

CX LogP: 8.39

CX LogD: 6.96

Aromatic Rings: 2

Heavy Atoms: 26

QED Weighted: 0.34

Np Likeness Score: 0.71

References

1. Chen M, Shao CL, Fu XM, Xu RF, Zheng JJ, Zhao DL, She ZG, Wang CY..  (2013)  Bioactive indole alkaloids and phenyl ether derivatives from a marine-derived Aspergillus sp. Fungus.,  76  (4): [PMID:23527875] [10.1021/np300707x]

Source

Source(1):

• Scientific Literature