ID: ALA258224

Max Phase: Preclinical

Molecular Formula: C12H6Br4O2

Molecular Weight: 501.79

Molecule Type: Small molecule

Representations

Canonical SMILES:  Oc1cc(Br)cc(Br)c1Oc1ccc(Br)cc1Br

Standard InChI:  InChI=1S/C12H6Br4O2/c13-6-1-2-11(8(15)3-6)18-12-9(16)4-7(14)5-10(12)17/h1-5,17H

Standard InChI Key:  SNCQITRZEBFIRW-UHFFFAOYSA-N

Molecule Features

Natural Product: Yes

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

Properties

Molecular Weight: 501.79

Molecular Weight (Monoisotopic): 497.7101

AlogP: 6.23

#Rotatable Bonds: 2

Polar Surface Area: 29.46

Molecular Species: NEUTRAL

HBA: 2

HBD: 1

#RO5 Violations: 2

HBA (Lipinski): 2

HBD (Lipinski): 1

#RO5 Violations (Lipinski): 2

CX Acidic pKa: 7.16

CX Basic pKa:

CX LogP: 6.24

CX LogD: 5.81

Aromatic Rings: 2

Heavy Atoms: 18

QED Weighted: 0.53

Np Likeness Score: 0.35

References

1. Zhang H, Skildum A, Stromquist E, Rose-Hellekant T, Chang LC..  (2008)  Bioactive polybrominated diphenyl ethers from the marine sponge Dysidea sp.,  71  (2): [PMID:18198840] [10.1021/np070244y]

2. Fu X, Schmitz FJ, Govindan M, Abbas SA, Hanson KM, Horton PA, Crews P, Laney M, Schatzman RC..  (1995)  Enzyme inhibitors: new and known polybrominated phenols and diphenyl ethers from four Indo-Pacific Dysidea sponges.,  58  (9): [PMID:7494145] [10.1021/np50123a008]

3. Calcul L, Chow R, Oliver AG, Tenney K, White KN, Wood AW, Fiorilla C, Crews P..  (2009)  NMR strategy for unraveling structures of bioactive sponge-derived oxy-polyhalogenated diphenyl ethers.,  72  (3): [PMID:19323567] [10.1021/np800737z]

4. Sun S, Canning CB, Bhargava K, Sun X, Zhu W, Zhou N, Zhang Y, Zhou K..  (2015)  Polybrominated diphenyl ethers with potent and broad spectrum antimicrobial activity from the marine sponge Dysidea.,  25  (10): [PMID:25863431] [10.1016/j.bmcl.2015.03.057]

5. Liu H, Lohith K, Rosario M, Pulliam TH, O'Connor RD, Bell LJ, Bewley CA..  (2016)  Polybrominated Diphenyl Ethers: Structure Determination and Trends in Antibacterial Activity.,  79  (7): [PMID:27399938] [10.1021/acs.jnatprod.6b00229]

Source

Source(1):

• Scientific Literature