ID: ALA252676

Max Phase: Preclinical

Molecular Formula: C15H13Br3O5

Molecular Weight: 512.98

Molecule Type: Small molecule

Representations

Canonical SMILES:  COCc1cc(O)c(O)c(Br)c1Cc1cc(O)c(O)c(Br)c1Br

Standard InChI:  InChI=1S/C15H13Br3O5/c1-23-5-7-4-10(20)14(21)12(17)8(7)2-6-3-9(19)15(22)13(18)11(6)16/h3-4,19-22H,2,5H2,1H3

Standard InChI Key:  IPYUYPHYIFALPM-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: 512.98

Molecular Weight (Monoisotopic): 509.8313

AlogP: 4.53

#Rotatable Bonds: 4

Polar Surface Area: 90.15

Molecular Species: NEUTRAL

HBA: 5

HBD: 4

#RO5 Violations: 1

HBA (Lipinski): 5

HBD (Lipinski): 4

#RO5 Violations (Lipinski): 1

CX Acidic pKa: 7.64

CX Basic pKa:

CX LogP: 5.03

CX LogD: 4.82

Aromatic Rings: 2

Heavy Atoms: 23

QED Weighted: 0.45

Np Likeness Score: 1.20

References

1. Oh KB, Lee JH, Chung SC, Shin J, Shin HJ, Kim HK, Lee HS..  (2008)  Antimicrobial activities of the bromophenols from the red alga Odonthalia corymbifera and some synthetic derivatives.,  18  (1): [PMID:18053715] [10.1016/j.bmcl.2007.11.003]

2. Xu X, Song F, Wang S, Li S, Xiao F, Zhao J, Yang Y, Shang S, Yang L, Shi J..  (2004)  Dibenzyl bromophenols with diverse dimerization patterns from the brown alga Leathesia nana.,  67  (10): [PMID:15497936] [10.1021/np0400609]

3. Jiang B, Guo S, Shi D, Guo C, Wang T..  (2013)  Discovery of novel bromophenol 3,4-dibromo-5-(2-bromo-3,4-dihydroxy-6-(isobutoxymethyl)benzyl)benzene-1,2-diol as protein tyrosine phosphatase 1B inhibitor and its anti-diabetic properties in C57BL/KsJ-db/db mice.,  64  [PMID:23644196] [10.1016/j.ejmech.2013.03.037]

Source

Source(1):

• Scientific Literature