General Information of the Compound
Compound ID
CP0041351
Compound Name
2,2'-THIOBIS(4,6-DICHLOROPHENOL)
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Synonyms
2,2'-Dihydroxy-3,3',5,5'-tetrachlorodiphenyl sulfide
2,2'-Thiobis(4,6-dichlorophenol)
2,2'-sulfanediylbis(4,6-dichlorophenol)
2-Hydroxy-3,5-dichlorophenyl sulfide
97-18-7
Actamer
BITHIONOL
Bidiphen
Bis(2-hydroxy-3,5-dichlorophenyl) sulfide
Bis(3,5-dichloro-2-hydroxyphenyl) sulfide
Bisoxyphen
Bithin
Bithional
Bithionol sulfide
Bithionolate
Bithionolum
Bithionolum [INN-Latin]
Bitin
Bitionol
Bitionol [INN-Spanish]
Caswell No. 852
Lorothidol
Lorothiodol
Neopellis
Nobacter
TKhsd
Usaf B-22
Vancide BL
XL 7
bithionol
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Structure
Formula
C12H6Cl4O2S
Molecular Weight
356.057
Canonical SMILES
Oc1c(Cl)cc(Cl)cc1Sc1cc(Cl)cc(Cl)c1O
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InChI
InChI=1S/C12H6Cl4O2S/c13-5-1-7(15)11(17)9(3-5)19-10-4-6(14)2-8(16)12(10)18/h1-4,17-18H
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InChIKey
JFIOVJDNOJYLKP-UHFFFAOYSA-N
CAS
97-18-7
Physicochemical Property
logP
5.8626
Rotatable Bonds
2
Heavy Atom Count
19
Polar Areas
40.46
Hydrogen Bond Donor Count
2
Hydrogen Bond Acceptor Count
3
Complexity
19

"RO5" indicates the cutoff set by lipinski's rule of five:

(1) Molecular weight less than 500 Dalton;

(2) xlogp less than 5;

(3) No more than 5 hbonddonor (Hydrogen Bond Donor Count);

(4) No more than 10 hbondacc (Hydrogen Bond Acceptor Count);

(5) No more than 10 rotbonds (Rotatable Bond Count).

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PubChem ID
CID: 2406
SID: 15472383
ChEMBL ID
CHEMBL290106
DrugBank ID
DB04813
Map of Molecular Bioactivity Related to the Compound
Map of Molecular Bioactivity Related to the Compound

Compound
Cell Line
Protein

Bioactivity Value:

<= 0.1 μM
> 0.1 μM and <= 10 μM
> 10 μM
Imprecise Activity
Table of Molecular Bioactivities Related to the Compound
Protein ID: PT06109, Geminin
Cell-based Assay
Cell Line ID Cell Line Name Cell Line Organism
CL000015 SW480 Homo sapiens (Human)  1
1
Potency ~ 35481.3 nM
   TI
   LI
   LO
   TS
Protein ID: PT05367, Multidrug and toxin extrusion protein 1
Cell-based Assay
Cell Line ID Cell Line Name Cell Line Organism
CL000006 HEK293 Homo sapiens (Human)  1
1
IC50 = 5200 nM
   TI
   LI
   LO
   TS
Protein ID: PT05330, Multidrug and toxin extrusion protein 2
Cell-based Assay
Cell Line ID Cell Line Name Cell Line Organism
CL000006 HEK293 Homo sapiens (Human)  1
1
IC50 = 6600 nM
   TI
   LI
   LO
   TS
Protein ID: PT01552, Nuclear receptor subfamily 1 group I member 2
Cell-based Assay
Cell Line ID Cell Line Name Cell Line Organism
CL000514 DPX2 Homo sapiens (Human)  1
1
EC50 = 12600 nM
   TI
   LI
   LO
   TS
Biochemical Assays
1 EC50 = 1000 nM
Protein ID: PT03795, Solute carrier family 22 member 1
Cell-based Assay
Cell Line ID Cell Line Name Cell Line Organism
CL000006 HEK293 Homo sapiens (Human)  2
1
IC50 = 2230 nM
   TI
   LI
   LO
   TS
2
IC50 = 3900 nM
   TI
   LI
   LO
   TS
Protein ID: PT04591, Solute carrier family 22 member 2
Cell-based Assay
Cell Line ID Cell Line Name Cell Line Organism
CL000006 HEK293 Homo sapiens (Human)  1
1
IC50 = 1900 nM
   TI
   LI
   LO
   TS
Protein ID: PT06607, Solute carrier family 22 member 3
Cell-based Assay
Cell Line ID Cell Line Name Cell Line Organism
CL000006 HEK293 Homo sapiens (Human)  1
1
IC50 = 5500 nM
   TI
   LI
   LO
   TS
Clinical Information about the Compound
Drug 1 ( BITHIONOL )
Drug Name BITHIONOL
Indication
Trematode infection
Withdrawn from market
Target(s)
Estrogen receptor (ESR)
Inhibitor
Calpain-2 (CAPN2)
Inhibitor
Estrogen receptor beta (ESR2)
Inhibitor
Induced myeloid leukemia cell differentiation protein Mcl-1 (MCL1)
Inhibitor