2,4-dichloro-6-(3,5-dichloro-2-hydroxybenzyl)phenol

ID: ALA33846

Chembl Id: CHEMBL33846

Cas Number: 1940-43-8

PubChem CID: 16023

Max Phase: Preclinical

Molecular Formula: C13H8Cl4O2

Molecular Weight: 338.02

Molecule Type: Small molecule

Names and Identifiers

Canonical SMILES:  Oc1c(Cl)cc(Cl)cc1Cc1cc(Cl)cc(Cl)c1O

Standard InChI:  InChI=1S/C13H8Cl4O2/c14-8-2-6(12(18)10(16)4-8)1-7-3-9(15)5-11(17)13(7)19/h2-5,18-19H,1H2

Standard InChI Key:  PKKDWPSOOQBWFB-UHFFFAOYSA-N

Alternative Forms

1. Parent:

   

   ALA33846

   Tetrachlorophene

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: 338.02

Molecular Weight (Monoisotopic): 335.9278

AlogP: 5.30

#Rotatable Bonds: 2

Polar Surface Area: 40.46

Molecular Species: ACID

HBA: 2

HBD: 2

#RO5 Violations: 1

HBA (Lipinski): 2

HBD (Lipinski): 2

#RO5 Violations (Lipinski): 1

CX Acidic pKa: 5.71

CX Basic pKa: ┄

CX LogP: 5.87

CX LogD: 4.08

Aromatic Rings: 2

Heavy Atoms: 19

QED Weighted: 0.78

Np Likeness Score: -0.11

References

1. Li Y, Johnson G, Romine JL, Meanwell NA, Martin SW, Dworetzky SI, Boissard CG, Gribkoff VK, Starrett JE..  (2003)  Novel openers of Ca2+-dependent large-conductance potassium channels: symmetrical pharmacophore and electrophysiological evaluation of bisphenols.,  13  (8): [PMID:12668007] [10.1016/s0960-894x(03)00156-2]

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. Woeste M, Steller J, Hofmann E, Kidd T, Patel R, Connolly K, Jayasinghe M, Paula S..  (2013)  Structural requirements for inhibitory effects of bisphenols on the activity of the sarco/endoplasmic reticulum calcium ATPase.,  21  (13): [PMID:23643898] [10.1016/j.bmc.2013.04.012]

4. Ambrose AJ, Zerio CJ, Sivinski J, Schmidlin CJ, Shi T, Ross AB, Widrick KJ, Johnson SM, Zhang DD, Chapman E..  (2019)  A high throughput substrate binding assay reveals hexachlorophene as an inhibitor of the ER-resident HSP70 chaperone GRP78.,  29  (14): [PMID:31129054] [10.1016/j.bmcl.2019.05.041]

Source

Source(1):

• Scientific Literature