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Compound Detail

CHEMBL828

PHENOTHIAZINE
🧪 Phase II
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🧪 Phase II
c1ccc2c(c1)Nc1ccccc1S2

Basic Information

ChEMBL ID CHEMBL828
Name PHENOTHIAZINE
Phase Phase II
Structure Type MOL
InChI Key WJFKNYWRSNBZNX-UHFFFAOYSA-N

Known Names

10h-phenothiazine Contaverm Danikoropa ENT 38 ENT-38 Fenotiazina Fenoverm NSC-2037 Phenothiazine
22
Targets
28
Activities
3
Assay Types
0
PK Parameters
20
Publications
9
Known Names

Molecular Properties

199.3
MW (Da)
3.89
ALogP
2
HBA
1
HBD
12.0
PSA (Ų)
0.59
QED
0
Ro5 Violations
0
Rot. Bonds

Drug Information

Molecule Type Small molecule
Chirality Achiral

Flags

Natural Product

Extended Properties

Molecular Formula C12H9NS
MW 199.28
Aromatic Rings 2
Heavy Atoms 14
NP-Likeness -0.71

Activity Summary

IC50 18 meas. best 7.8
Ki 7 meas. best 8.37
EC50 3 meas. best 7.31

Target Activity Profile

Target Type Best pChEMBL Mean pChEMBL Best (nM) # Data
Sigma non-opioid intracellular receptor 1
CHEMBL3602
Ki 8.37 8.37 4.3 1
Cytochrome P450 1A2
CHEMBL3356
IC50 7.8 7.8 16.0 1
HT-1080
CHEMBL614580
EC50 7.31 7.31 49.0 1
Prostaglandin G/H synthase 1
CHEMBL221
IC50 6.71 6.71 196.0 1
NADPH oxidase 1
CHEMBL1287628
IC50 6.46 6.445 349.0 2
Sodium-dependent noradrenaline transporter
CHEMBL222
IC50 6.34 6.34 461.0 1
Sodium-dependent noradrenaline transporter
CHEMBL222
Ki 6.34 6.34 457.0 1
Prostaglandin G/H synthase 2
CHEMBL230
IC50 6.27 6.27 532.0 1
Amine oxidase [flavin-containing] A
CHEMBL1951
IC50 6.23 6.23 592.0 1
Cyclooxygenase
CHEMBL2095157
IC50 6.03 6.03 940.0 1
5-hydroxytryptamine receptor 2C
CHEMBL225
Ki 5.93 5.93 1171.0 1
U-937
CHEMBL612794
IC50 5.86 5.86 1390.0 1
Polyunsaturated fatty acid 5-lipoxygenase
CHEMBL312
IC50 5.85 5.85 1400.0 1
Sigma intracellular receptor 2
CHEMBL4105864
Ki 5.83 5.83 1465.0 1
5-hydroxytryptamine receptor 2C
CHEMBL225
IC50 5.65 5.65 2236.0 1
Polyunsaturated fatty acid lipoxygenase ALOX15
CHEMBL4358
IC50 5.33 5.33 4643.0 1
Cholinesterase
CHEMBL1914
IC50 5.24 5.24 5800.0 1
Trypanosoma cruzi
CHEMBL368
EC50 5.22 5.22 6000.0 1
Acetylcholinesterase
CHEMBL220
IC50 5.14 5.14 7300.0 1
Adenosine receptor A3
CHEMBL256
Ki 4.84 4.84 14492.0 1
Sodium-dependent dopamine transporter
CHEMBL238
Ki 4.83 4.83 14807.0 1
Sodium-dependent dopamine transporter
CHEMBL238
IC50 4.73 4.73 18636.0 1
Cannabinoid receptor 1
CHEMBL218
Ki 4.71 4.71 19624.0 1
Cannabinoid receptor 1
CHEMBL218
IC50 4.61 4.61 24857.0 1
Adenosine receptor A3
CHEMBL256
IC50 4.59 4.59 25640.0 1
ADMET
CHEMBL612558
EC50 4.58 4.58 26000.0 1
Alpha-synuclein
CHEMBL6152
IC50 4.58 4.58 26000.0 1

Activity Data Samples

Top measurements by pChEMBL value

Target Type Rel. Value Units pChEMBL Assay PubMed
Sigma non-opioid intracellular receptor 1 Ki = 4.3 nM 8.37 Displacement of [3H]-(+)-pentazocine from rat liver homogenate S1R incubated for... 37535861
Cytochrome P450 1A2 IC50 = 16.0 nM 7.8 DRUGMATRIX: CYP450, 1A2 enzyme inhibition (substrate: 3-Cyano-7-ethoxycoumarin) -
HT-1080 EC50 = 49.0 nM 7.31 Inhibition of erastin-induced ferroptosis in human HT-1080 cells assessed as cel... 33065375
Prostaglandin G/H synthase 1 IC50 = 196.0 nM 6.71 DRUGMATRIX: Cyclooxygenase COX-1 enzyme inhibition (substrate: Arachidonic acid) -
NADPH oxidase 1 IC50 = 349.0 nM 6.46 PUBCHEM_BIOASSAY: Luminescence-based cell-based dose response assay to identify ... -
NADPH oxidase 1 IC50 = 368.7 nM 6.43 PUBCHEM_BIOASSAY: Late-stage luminescence-based cell-based dose response assay t... -
Sodium-dependent noradrenaline transporter IC50 = 461.0 nM 6.34 DRUGMATRIX: Norepinephrine Transporter radioligand binding (ligand: [125I] RTI-5... -
Sodium-dependent noradrenaline transporter Ki = 457.0 nM 6.34 DRUGMATRIX: Norepinephrine Transporter radioligand binding (ligand: [125I] RTI-5... -
Prostaglandin G/H synthase 2 IC50 = 532.0 nM 6.27 DRUGMATRIX: Cyclooxygenase COX-2 enzyme inhibition (substrate: Arachidonic acid) -
Amine oxidase [flavin-containing] A IC50 = 592.0 nM 6.23 DRUGMATRIX: Monoamine Oxidase MAO-A enzyme inhibition (substrate: Kynuramine) -
Cyclooxygenase IC50 = 940.0 nM 6.03 In vitro inhibition of Prostaglandin G/H synthase pathway in rat basophilic leuk... 2113951
5-hydroxytryptamine receptor 2C Ki = 1171.0 nM 5.93 DRUGMATRIX: Serotonin (5-Hydroxytryptamine) 5-HT2C radioligand binding (ligand: ... -
U-937 IC50 = 1390.0 nM 5.86 Cytotoxicity in UV-irradiated human U937 cells exposed to photosensitizer for 2 ... 24900465
Polyunsaturated fatty acid 5-lipoxygenase IC50 = 1400.0 nM 5.85 In vitro inhibition of 5-lipoxygenase pathway in rat basophilic leukemia (RBL-1)... 2113951
Sigma intracellular receptor 2 Ki = 1465.0 nM 5.83 Displacement of [3H]-(+)-DTG from rat liver homogenate S2R incubated for 120 min... 37535861
5-hydroxytryptamine receptor 2C IC50 = 2236.0 nM 5.65 DRUGMATRIX: Serotonin (5-Hydroxytryptamine) 5-HT2C radioligand binding (ligand: ... -
Polyunsaturated fatty acid lipoxygenase ALOX15 IC50 = 4643.0 nM 5.33 DRUGMATRIX: Lipoxygenase 15-LO enzyme inhibition (substrate: Linoleic acid) -
Cholinesterase IC50 = 5800.0 nM 5.24 Inhibition of human BuChE using S-butyrylthiocholine iodide as substrate preincu... -
Trypanosoma cruzi EC50 = 6000.0 nM 5.22 Antitrypanosomal activity against Trypanosoma cruzi amastigotes infected in BESM... 20547819
Acetylcholinesterase IC50 = 7300.0 nM 5.14 Inhibition of human AChE using acetylthiocholine iodide as substrate preincubate... -

Literature References

PubMed DOI Target Context # Activities
- 10.6019/CHEMBL3885881 Rattus norvegicus 550
17236778 10.1016/j.bmc.2007.01.007 Erythrocyte 10
- 10.1039/C5MD00274E Amyloid-beta precursor protein 5
- 10.6019/CHEMBL4495565 SARS-CoV-2 4
- 10.6019/CHEMBL4808148 Histone deacetylase 6 3
22789706 10.1016/j.bmc.2012.06.023 Alpha-synuclein 2
25150092 10.1016/j.bmc.2014.07.050 Mycolicibacterium smegmatis 2
18951785 10.1016/j.bmcl.2008.10.038 Unchecked 2
- 10.1039/C5MD00274E Cholinesterase 2
- 10.6019/CHEMBL4495564 Replicase polyprotein 1ab 2
- 10.6019/CHEMBL4651402 SARS-CoV-2 2
19188399 10.1128/aac.00956-08 Pleiotropic ABC efflux transporter of multiple drugs 2
20547819 10.1128/aac.01777-09 Trypanosoma cruzi 1
37535861 10.1021/acs.jmedchem.3c00959 Sigma intracellular receptor 2 1
19188399 10.1128/aac.00956-08 Snq2p 1
20547819 10.1128/aac.01777-09 Unchecked 1
19144451 10.1016/j.ejmech.2008.12.003 5-hydroxytryptamine receptor 3A 1
19056282 10.1016/j.bmc.2008.11.040 ADMET 1
17150357 10.1016/j.bmcl.2006.10.094 Bacillus subtilis 1
2113951 10.1021/jm00169a035 Polyunsaturated fatty acid 5-lipoxygenase 1

Data from ChEMBL 36 via Core Engine