ID: ALA253690

Max Phase: Preclinical

Molecular Formula: C13H8Br4O4

Molecular Weight: 547.82

Molecule Type: Small molecule

Representations

Canonical SMILES:  Oc1cc(Cc2cc(O)c(O)c(Br)c2Br)c(Br)c(Br)c1O

Standard InChI:  InChI=1S/C13H8Br4O4/c14-8-4(2-6(18)12(20)10(8)16)1-5-3-7(19)13(21)11(17)9(5)15/h2-3,18-21H,1H2

Standard InChI Key:  WIAKRAUTQVUHHL-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: 547.82

Molecular Weight (Monoisotopic): 543.7156

AlogP: 5.15

#Rotatable Bonds: 2

Polar Surface Area: 80.92

Molecular Species: NEUTRAL

HBA: 4

HBD: 4

#RO5 Violations: 2

HBA (Lipinski): 4

HBD (Lipinski): 4

#RO5 Violations (Lipinski): 2

CX Acidic pKa: 7.47

CX Basic pKa:

CX LogP: 5.93

CX LogD: 5.62

Aromatic Rings: 2

Heavy Atoms: 21

QED Weighted: 0.39

Np Likeness Score: 1.00

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. Oh KB, Lee JH, Lee JW, Yoon KM, Chung SC, Jeon HB, Shin J, Lee HS..  (2009)  Synthesis and antimicrobial activities of halogenated bis(hydroxyphenyl)methanes.,  19  (3): [PMID:19097894] [10.1016/j.bmcl.2008.11.089]

3. 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]

4. Oh KB, Jeon HB, Han YR, Lee YJ, Park J, Lee SH, Yang D, Kwon M, Shin J, Lee HS..  (2010)  Bromophenols as Candida albicans isocitrate lyase inhibitors.,  20  (22): [PMID:20888765] [10.1016/j.bmcl.2010.09.015]

5. Bouthenet E, Oh KB, Park S, Nagi NK, Lee HS, Matthews SE..  (2011)  Synthesis and antimicrobial activity of brominated resorcinol dimers.,  21  (23): [PMID:22001028] [10.1016/j.bmcl.2011.09.072]

6. Shi D, Li J, Jiang B, Guo S, Su H, Wang T..  (2012)  Bromophenols as inhibitors of protein tyrosine phosphatase 1B with antidiabetic properties.,  22  (8): [PMID:22444684] [10.1016/j.bmcl.2012.02.074]

Source

Source(1):

• Scientific Literature