| Activity Type | Relation | Activity value | Units | Action Type | Journal | PubMed Id | doi | Assay Aladdin ID |
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PYRITHIONE
ID: ALA1356238
Max Phase: Preclinical
Molecular Formula: C5H5NOS
Molecular Weight: 127.17
Molecule Type: Small molecule
Associated Items:
Representations
Canonical SMILES: [O-][n+]1ccccc1S
Standard InChI: InChI=1S/C5H5NOS/c7-6-4-2-1-3-5(6)8/h1-4,8H
Standard InChI Key: FGVVTMRZYROCTH-UHFFFAOYSA-N
Associated Targets(Human)
RAB9A Tbio Ras-related protein Rab-9A (22488 Activities)
MMP9 Tchem Matrix metalloproteinase 9 (6779 Activities)
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MMP8 Tchem Matrix metalloproteinase 8 (1942 Activities)
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MMP1 Tchem Matrix metalloproteinase-1 (7046 Activities)
| Activity Type | Relation | Activity value | Units | Action Type | Journal | PubMed Id | doi | Assay Aladdin ID |
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ALOX5 Tclin Arachidonate 5-lipoxygenase (6568 Activities)
| Activity Type | Relation | Activity value | Units | Action Type | Journal | PubMed Id | doi | Assay Aladdin ID |
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MMP3 Tchem Matrix metalloproteinase 3 (3433 Activities)
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MMP2 Tchem Matrix metalloproteinase-2 (6627 Activities)
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KDM4A Tchem Lysine-specific demethylase 4A (52245 Activities)
| Activity Type | Relation | Activity value | Units | Action Type | Journal | PubMed Id | doi | Assay Aladdin ID |
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ADRB2 Tclin Beta-2 adrenergic receptor (11824 Activities)
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NFE2L2 Tchem Nuclear factor erythroid 2-related factor 2 (95332 Activities)
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|---|
GFER Tchem FAD-linked sulfhydryl oxidase ALR (1466 Activities)
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|---|
KAT2A Tchem Histone acetyltransferase GCN5 (14285 Activities)
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ATAD5 Tbio ATPase family AAA domain-containing protein 5 (122566 Activities)
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EHMT2 Tchem Histone-lysine N-methyltransferase, H3 lysine-9 specific 3 (93046 Activities)
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VDR Tclin Vitamin D receptor (26531 Activities)
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CBX1 Tbio Chromobox protein homolog 1 (92434 Activities)
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FEN1 Tchem Flap endonuclease 1 (12055 Activities)
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|---|
POLI Tchem DNA polymerase iota (116820 Activities)
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|---|
HepG2 (196354 Activities)
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SMAD3 Tchem Mothers against decapentaplegic homolog 3 (68039 Activities)
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HSP90AA1 Tchem Heat shock protein HSP 90-alpha (4115 Activities)
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GMNN Tbio Geminin (128009 Activities)
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GLS Tchem Glutaminase kidney isoform, mitochondrial (16997 Activities)
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|---|
APOBEC3G Tchem DNA dC->dU-editing enzyme APOBEC-3G (12481 Activities)
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ATXN2 Tbio Ataxin-2 (54410 Activities)
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GLP1R Tclin Glucagon-like peptide 1 receptor (111429 Activities)
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|---|
TDP1 Tchem Tyrosyl-DNA phosphodiesterase 1 (345557 Activities)
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|---|
IDH1 Tclin Isocitrate dehydrogenase [NADP] cytoplasmic (40980 Activities)
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|---|
PTH1R Tclin Parathyroid hormone receptor (47172 Activities)
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PLK1 Tchem Serine/threonine-protein kinase PLK1 (28605 Activities)
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CA2 Tclin Carbonic anhydrase II (17698 Activities)
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LOX Tchem Lysyl oxidase (75 Activities)
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LOXL2 Tchem Lysyl oxidase homolog 2 (834 Activities)
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LOXL3 Tchem Lysyl oxidase homolog 3 (44 Activities)
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LOXL4 Tchem Lysyl oxidase homolog 4 (29 Activities)
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CTRC Tchem Chymotrypsin (134 Activities)
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Associated Targets(non-human)
ampC Beta-lactamase AmpC (62480 Activities)
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lef Anthrax lethal factor (7585 Activities)
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PPO2 Tyrosinase (3884 Activities)
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Large T antigen (1457 Activities)
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Plasmodium falciparum (966862 Activities)
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Txnrd1 Thioredoxin reductase 1, cytoplasmic (45279 Activities)
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Escherichia coli (133304 Activities)
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Luciferin 4-monooxygenase (66902 Activities)
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HSP90 (947 Activities)
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clpP ATP-dependent Clp protease proteolytic subunit (20705 Activities)
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vpr Aberrant vpr protein (14595 Activities)
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Tb08.30K1.730 Putative uncharacterized protein (6616 Activities)
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SARS-CoV-2 (38078 Activities)
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rep Replicase polyprotein 1ab (11336 Activities)
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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 |
Drug Indications
| MESH ID | MESH Heading | EFO IDs | EFO Terms | Max Phase for Indication | References |
|---|
Mechanisms of Action
| Mechanism of Action | Action Type | target ID | Target Name | Target Type | Target Organism | Binding Site Name | References |
|---|
Properties
| Molecular Weight: 127.17 | Molecular Weight (Monoisotopic): 127.0092 | AlogP: 0.61 | #Rotatable Bonds: 0 |
| Polar Surface Area: 26.94 | Molecular Species: NEUTRAL | HBA: 2 | HBD: 1 |
| #RO5 Violations: 0 | HBA (Lipinski): 2 | HBD (Lipinski): 0 | #RO5 Violations (Lipinski): 0 |
| CX Acidic pKa: 6.84 | CX Basic pKa: 0.66 | CX LogP: 0.20 | CX LogD: -0.41 |
| Aromatic Rings: 1 | Heavy Atoms: 8 | QED Weighted: 0.31 | Np Likeness Score: -0.83 |
References
| 1. PubChem BioAssay data set, |
| 2. Jacobsen JA, Fullagar JL, Miller MT, Cohen SM.. (2011) Identifying chelators for metalloprotein inhibitors using a fragment-based approach., 54 (2): [PMID:21189019] [10.1021/jm101266s] |
| 3. Martin DP, Blachly PG, McCammon JA, Cohen SM.. (2014) Exploring the influence of the protein environment on metal-binding pharmacophores., 57 (16): [PMID:25116076] [10.1021/jm500984b] |
| 4. Hajdú I, Kardos J, Major B, Fabó G, Lőrincz Z, Cseh S, Dormán G.. (2018) Inhibition of the LOX enzyme family members with old and new ligands. Selectivity analysis revisited., 28 (18): [PMID:30098867] [10.1016/j.bmcl.2018.07.001] |
| 5. Katie Heiser, Peter F. McLean, Chadwick T. Davis, Ben Fogelson, Hannah B. Gordon, Pamela Jacobson, Brett Hurst, Ben Miller, Ronald W. Alfa, Berton A. Earnshaw, Mason L. Victors, Yolanda T. Chong, Imran S. Haque, Adeline S. Low, Christopher C. Gibson. (2020) Identification of potential treatments for COVID-19 through artificial intelligence-enabled phenomic analysis of human cells infected with SARS-CoV-2, [10.1101/2020.04.21.054387] |
| 6. Maria Kuzikov, Elisa Costanzi, Jeanette Reinshagen, Francesca Esposito, Laura Vangeel, Markus Wolf, Bernhard Ellinger, Carsten Claussen, Gerd Geisslinger, Angela Corona, Daniela Iaconis, Carmine Talarico, Candida Manelfi, Rolando Cannalire, Giulia Rossetti, Jonas Gossen, Simone Albani, Francesco Musiani, Katja Herzog, Yang Ye, Barbara Giabbai, Nicola Demitri, Dirk Jochmans, Steven De Jonghe, Jasper Rymenants, Vincenzo Summa, Enzo Tramontano, Andrea R. Beccari, Pieter Leyssen, Paola Storici, Johan Neyts, Philip Gribbon, and Andrea Zaliani. (2020) Identification of inhibitors of SARS-Cov2 M-Pro enzymatic activity using a small molecule repurposing screen, [10.6019/CHEMBL4495564] |
| 7. Andrea Zaliani, Laura Vangeel, Jeanette Reinshagen, Daniela Iaconis, Maria Kuzikov, Oliver Keminer, Markus Wolf, Bernhard Ellinger, Francesca Esposito, Angela Corona, Enzo Tramontano, Candida Manelfi, Katja Herzog, Dirk Jochmans, Steven De Jonghe, Winston Chiu, Thibault Francken, Joost Schepers, Caroline Collard, Kayvan Abbasi, Carsten Claussen , Vincenzo Summa, Andrea R. Beccari, Johan Neyts, Philip Gribbon and Pieter Leyssen. (2020) Cytopathic SARS-Cov2 screening on VERO-E6 cells in a large repurposing effort, [10.6019/CHEMBL4495565] |
| 8. Ellen Van Damme. (2021) Screening of ~5500 FDA-approved drugs and clinical candidates for anti-SARS-CoV-2 activity, [10.6019/CHEMBL4651402] |
| 9. Arshad JZ, Hanif M.. (2022) Hydroxypyrone derivatives in drug discovery: from chelation therapy to rational design of metalloenzyme inhibitors., 13 (10.0): [PMID:36325396] [10.1039/d2md00175f] |
| 10. Fraunhofer Institute for Translational Medicine and Pharmacology - Discovery Research – ScreeningPort. (2022) ECBD screening data for assay EOS300041, [10.6019/EOS300041] |
| 11. Fraunhofer Institute for Translational Medicine and Pharmacology - Discovery Research – ScreeningPort. (2022) ECBD screening data for assay EOS300044, [10.6019/EOS300044] |
| 12. Institute for Molecular Medicine Finland - High Throughput Biomedicine Unit. (2023) ECBD screening data for assay EOS300108, [10.6019/EOS300108] |
Source
Source(5):