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Compound Detail

CHEMBL508112

BENZOTHIAZYL DISULFIDE
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c1ccc2sc(SSc3nc4ccccc4s3)nc2c1

Basic Information

ChEMBL ID CHEMBL508112
Name BENZOTHIAZYL DISULFIDE
Phase Preclinical
Structure Type MOL
InChI Key AFZSMODLJJCVPP-UHFFFAOYSA-N
18
Targets
38
Activities
2
Assay Types
0
PK Parameters
18
Publications
0
Known Names

Molecular Properties

332.5
MW (Da)
5.71
ALogP
6
HBA
0
HBD
25.8
PSA (Ų)
0.45
QED
1
Ro5 Violations
3
Rot. Bonds

Drug Information

Molecule Type Small molecule
Availability Unknown
Chirality Unknown

Flags

First in Class Prodrug

Extended Properties

Molecular Formula C14H8N2S4
MW 332.50
Aromatic Rings 4
Heavy Atoms 20
NP-Likeness -1.09

Activity Summary

IC50 23 meas. best 7.01
Ki 15 meas. best 7.13

Target Activity Profile

Target Type Best pChEMBL Mean pChEMBL Best (nM) # Data
Alpha-2B adrenergic receptor
CHEMBL1942
Ki 7.13 7.13 74.0 1
Unchecked
CHEMBL612545
IC50 7.01 5.2883 98.0 6
Replicase polyprotein 1ab
CHEMBL4523582
IC50 6.8 6.8 160.0 1
Alpha-2B adrenergic receptor
CHEMBL1942
IC50 6.79 6.79 162.0 1
Adenosine receptor A3
CHEMBL256
Ki 6.71 6.71 196.0 1
Sodium-dependent dopamine transporter
CHEMBL238
Ki 6.71 6.71 194.0 1
Alpha-2C adrenergic receptor
CHEMBL1916
Ki 6.62 6.62 241.0 1
Sodium-dependent dopamine transporter
CHEMBL238
IC50 6.61 6.61 245.0 1
D(3) dopamine receptor
CHEMBL234
Ki 6.54 6.54 289.0 1
Fructose-1,6-bisphosphatase 1
CHEMBL3975
IC50 6.51 6.51 310.0 1
Alpha-2A adrenergic receptor
CHEMBL1867
Ki 6.47 6.47 337.0 1
Adenosine receptor A3
CHEMBL256
IC50 6.46 6.46 347.0 1
[Pyruvate dehydrogenase (acetyl-transferring)] kinase isozyme 1, mitochondrial
CHEMBL4766
IC50 6.42 6.42 379.0 1
5-hydroxytryptamine receptor 1A
CHEMBL273
Ki 6.37 6.37 427.0 1
Kappa-type opioid receptor
CHEMBL237
Ki 6.3 6.3 497.0 1
D(1A) dopamine receptor
CHEMBL2056
Ki 6.22 6.22 595.0 1
5-hydroxytryptamine receptor 1A
CHEMBL273
IC50 6.13 6.13 747.0 1
D(3) dopamine receptor
CHEMBL234
IC50 6.07 6.07 851.0 1
Alpha-2A adrenergic receptor
CHEMBL1867
IC50 6.05 6.05 899.0 1
C-C chemokine receptor type 2
CHEMBL4015
Ki 6.03 6.03 929.0 1
D(1A) dopamine receptor
CHEMBL2056
IC50 5.92 5.92 1189.0 1
Kappa-type opioid receptor
CHEMBL237
IC50 5.91 5.91 1243.0 1
Mu-type opioid receptor
CHEMBL233
Ki 5.9 5.9 1264.0 1
Unchecked
CHEMBL612545
Ki 5.89 5.89 1300.0 1
Alpha-2C adrenergic receptor
CHEMBL1916
IC50 5.78 5.78 1658.0 1
D(2) dopamine receptor
CHEMBL217
Ki 5.71 5.71 1955.0 1
C-C chemokine receptor type 2
CHEMBL4015
IC50 5.62 5.62 2405.0 1
5-hydroxytryptamine receptor 6
CHEMBL3371
Ki 5.61 5.61 2450.0 1
Mu-type opioid receptor
CHEMBL233
IC50 5.51 5.51 3113.0 1
Melanocortin receptor 5
CHEMBL4608
Ki 5.43 5.43 3700.0 1
Melanocortin receptor 5
CHEMBL4608
IC50 5.41 5.41 3900.0 1
5-hydroxytryptamine receptor 6
CHEMBL3371
IC50 5.28 5.28 5276.0 1
D(2) dopamine receptor
CHEMBL217
IC50 5.23 5.23 5866.0 1

Activity Data Samples

Top measurements by pChEMBL value

Target Type Rel. Value Units pChEMBL Assay PubMed
Alpha-2B adrenergic receptor Ki = 74.0 nM 7.13 DRUGMATRIX: Alpha-2B adrenergic receptor radioligand binding (ligand: Rauwolscin... -
Unchecked IC50 = 98.0 nM 7.01 Inhibition of cJNK phosphorylation by pepJIP1 displacement DELFIA assay 19282190
Replicase polyprotein 1ab IC50 = 160.0 nM 6.8 SARS-CoV-2 3CL-Pro protease inhibition IC50 determined by FRET kind of response ... -
Alpha-2B adrenergic receptor IC50 = 162.0 nM 6.79 DRUGMATRIX: Alpha-2B adrenergic receptor radioligand binding (ligand: Rauwolscin... -
Sodium-dependent dopamine transporter Ki = 194.0 nM 6.71 DRUGMATRIX: Dopamine Transporter radioligand binding (ligand: [125I] RTI-55) -
Adenosine receptor A3 Ki = 196.0 nM 6.71 DRUGMATRIX: Adenosine A3 radioligand binding (ligand: AB-MECA) -
Alpha-2C adrenergic receptor Ki = 241.0 nM 6.62 DRUGMATRIX: Adrenergic Alpha-2C radioligand binding (ligand: [3H] MK-912) -
Sodium-dependent dopamine transporter IC50 = 245.0 nM 6.61 DRUGMATRIX: Dopamine Transporter radioligand binding (ligand: [125I] RTI-55) -
D(3) dopamine receptor Ki = 289.0 nM 6.54 DRUGMATRIX: Dopamine D3 radioligand binding (ligand: [3H] Spiperone) -
Fructose-1,6-bisphosphatase 1 IC50 = 310.0 nM 6.51 Inhibition of wild-type full-length human liver FBPase expressed in Escherichia ... 32711108
Alpha-2A adrenergic receptor Ki = 337.0 nM 6.47 DRUGMATRIX: Alpha-2A adrenergic receptor radioligand binding (ligand: MK-912) -
Adenosine receptor A3 IC50 = 347.0 nM 6.46 DRUGMATRIX: Adenosine A3 radioligand binding (ligand: AB-MECA) -
[Pyruvate dehydrogenase (acetyl-transferring)] kinase isozyme 1, mitochondrial IC50 = 379.0 nM 6.42 Inhibition of full length His6-tagged PDK1 (unknown origin) expressed in Escheri... 28230989
5-hydroxytryptamine receptor 1A Ki = 427.0 nM 6.37 DRUGMATRIX: Serotonin (5-Hydroxytryptamine) 5-HT1A radioligand binding (ligand: ... -
Kappa-type opioid receptor Ki = 497.0 nM 6.3 DRUGMATRIX: Opiate kappa (OP2, KOP) radioligand binding (ligand: [3H] Diprenorph... -
D(1A) dopamine receptor Ki = 595.0 nM 6.22 DRUGMATRIX: Dopamine D1 radioligand binding (ligand: [3H] SCH-23390) -
5-hydroxytryptamine receptor 1A IC50 = 747.0 nM 6.13 DRUGMATRIX: Serotonin (5-Hydroxytryptamine) 5-HT1A radioligand binding (ligand: ... -
D(3) dopamine receptor IC50 = 851.0 nM 6.07 DRUGMATRIX: Dopamine D3 radioligand binding (ligand: [3H] Spiperone) -
Alpha-2A adrenergic receptor IC50 = 899.0 nM 6.05 DRUGMATRIX: Alpha-2A adrenergic receptor radioligand binding (ligand: MK-912) -
C-C chemokine receptor type 2 Ki = 929.0 nM 6.03 DRUGMATRIX: Chemokine CCR2B radioligand binding (ligand: [125I] MCP-1) -

Literature References

PubMed DOI Target Context # Activities
- 10.6019/CHEMBL3885881 Rattus norvegicus 295
24262887 10.1016/j.bmc.2013.10.037 Indoleamine 2,3-dioxygenase 1 2
32711108 10.1016/j.ejmech.2020.112500 Mus musculus 2
- 10.6019/CHEMBL4651402 SARS-CoV-2 2
- 10.6019/CHEMBL4495565 SARS-CoV-2 2
- 10.6019/CHEMBL4495564 Replicase polyprotein 1ab 2
19282190 10.1016/j.bmc.2009.02.046 Unchecked 2
28230989 10.1021/acs.jmedchem.6b01245 [Pyruvate dehydrogenase (acetyl-transferring)] kinase isozyme 1, mitochondrial 1
27977197 10.1021/acs.jmedchem.6b01025 Unchecked 1
27977197 10.1021/acs.jmedchem.6b01025 Pseudomonas aeruginosa 1
25728023 10.1016/j.ejmech.2015.02.031 MCF7 1
- 10.6019/CHEMBL4495564 Chymotrypsin 1
25728023 10.1016/j.ejmech.2015.02.031 HepG2 1
25728023 10.1016/j.ejmech.2015.02.031 NON-PROTEIN TARGET 1
32711108 10.1016/j.ejmech.2020.112500 Fructose-1,6-bisphosphatase 1 1
32711108 10.1016/j.ejmech.2020.112500 HepG2 1
- 10.6019/EOS300041 Replicase polyprotein 1ab 1
- 10.6019/EOS300044 Replicase polyprotein 1ab 1

Data from ChEMBL 36 via Core Engine