4,5-DICHLORO-1,2-DITHIOL-3-ONE
General Information
| Mainterm | 4,5-DICHLORO-1,2-DITHIOL-3-ONE |
| CAS Reg.No.(or other ID) | 1192-52-5 |
| Regnum |
176.300 |
From www.fda.gov
Computed Descriptors
Download SDF| 2D Structure | |
| CID | 14503 |
| IUPAC Name | 4,5-dichlorodithiol-3-one |
| InChI | InChI=1S/C3Cl2OS2/c4-1-2(5)7-8-3(1)6 |
| InChI Key | QGSRKGWCQSATCL-UHFFFAOYSA-N |
| Canonical SMILES | C1(=C(SSC1=O)Cl)Cl |
| Molecular Formula | C3Cl2OS2 |
| Wikipedia | 4,5-dichloro-3H-1,2-dithiol-3-one |
From Pubchem
Computed Properties
| Property Name | Property Value |
|---|---|
| Molecular Weight | 187.052 |
| Hydrogen Bond Donor Count | 0 |
| Hydrogen Bond Acceptor Count | 3 |
| Rotatable Bond Count | 0 |
| Complexity | 165.0 |
| CACTVS Substructure Key Fingerprint | A A A D c Q B A I A B m A A A A A A A A A A A A A A A A A Q A A A A A A A A A A A A A A A A A A A A A A C g Y A A A A A C A I A w A A A A A A A A A C I A A B Q A A A A A A A A A A A A A A A A A E B A A A A A A A A A A A A A A A A A A A A A A A A A A A A A A A A A A A A A A A A A A A A A A A A A A A A A A A = = |
| Topological Polar Surface Area | 67.7 |
| Monoisotopic Mass | 185.877 |
| Exact Mass | 185.877 |
| XLogP3 | None |
| XLogP3-AA | 2.2 |
| Compound Is Canonicalized | True |
| Formal Charge | 0 |
| Heavy Atom Count | 8 |
| Defined Atom Stereocenter Count | 0 |
| Undefined Atom Stereocenter Count | 0 |
| Defined Bond Stereocenter Count | 0 |
| Undefined Bond Stereocenter Count | 0 |
| Isotope Atom Count | 0 |
| Covalently-Bonded Unit Count | 1 |
From Pubchem
ADMET Predicted Profile --- Classification
| Model | Result | Probability |
|---|---|---|
| Absorption | ||
| Blood-Brain Barrier | BBB+ | 0.9875 |
| Human Intestinal Absorption | HIA+ | 0.9956 |
| Caco-2 Permeability | Caco2+ | 0.5974 |
| P-glycoprotein Substrate | Non-substrate | 0.7785 |
| P-glycoprotein Inhibitor | Non-inhibitor | 0.9199 |
| Non-inhibitor | 0.9973 | |
| Renal Organic Cation Transporter | Non-inhibitor | 0.8672 |
| Distribution | ||
| Subcellular localization | Mitochondria | 0.7112 |
| Metabolism | ||
| CYP450 2C9 Substrate | Non-substrate | 0.7605 |
| CYP450 2D6 Substrate | Non-substrate | 0.8503 |
| CYP450 3A4 Substrate | Non-substrate | 0.6808 |
| CYP450 1A2 Inhibitor | Inhibitor | 0.7747 |
| CYP450 2C9 Inhibitor | Non-inhibitor | 0.5228 |
| CYP450 2D6 Inhibitor | Non-inhibitor | 0.8695 |
| CYP450 2C19 Inhibitor | Inhibitor | 0.6296 |
| CYP450 3A4 Inhibitor | Non-inhibitor | 0.7517 |
| CYP Inhibitory Promiscuity | High CYP Inhibitory Promiscuity | 0.5553 |
| Excretion | ||
| Toxicity | ||
| Human Ether-a-go-go-Related Gene Inhibition | Weak inhibitor | 0.9364 |
| Non-inhibitor | 0.9552 | |
| AMES Toxicity | AMES toxic | 0.5272 |
| Carcinogens | Non-carcinogens | 0.8114 |
| Fish Toxicity | High FHMT | 0.9784 |
| Tetrahymena Pyriformis Toxicity | High TPT | 0.9980 |
| Honey Bee Toxicity | High HBT | 0.7688 |
| Biodegradation | Not ready biodegradable | 0.9494 |
| Acute Oral Toxicity | III | 0.4500 |
| Carcinogenicity (Three-class) | Non-required | 0.5332 |
From admetSAR
ADMET Predicted Profile --- Regression
| Model | Value | Unit |
|---|---|---|
| Absorption | ||
| Aqueous solubility | -2.8712 | LogS |
| Caco-2 Permeability | 1.5831 | LogPapp, cm/s |
| Distribution | ||
| Metabolism | ||
| Excretion | ||
| Toxicity | ||
| Rat Acute Toxicity | 3.0829 | LD50, mol/kg |
| Fish Toxicity | 0.7493 | pLC50, mg/L |
| Tetrahymena Pyriformis Toxicity | 1.1835 | pIGC50, ug/L |
From admetSAR
Toxicity Profile
| Route of Exposure | |
|---|---|
| Mechanism of Toxicity | |
| Metabolism | |
| Toxicity Values | |
| Lethal Dose | |
| Carcinogenicity (IARC Classification) | No indication of carcinogenicity to humans (not listed by IARC). |
| Minimum Risk Level | |
| Health Effects | |
| Treatment | |
| Reference |
|
From T3DB
Taxonomic Classification
| Kingdom | Organic compounds |
|---|---|
| Superclass | Organohalogen compounds |
| Class | Aryl halides |
| Subclass | Aryl chlorides |
| Intermediate Tree Nodes | Not available |
| Direct Parent | Aryl chlorides |
| Alternative Parents | |
| Molecular Framework | Aromatic heteromonocyclic compounds |
| Substituents | 1,2-dithiole-3-one - Aryl chloride - Heteroaromatic compound - Vinylogous halide - Dithiole - 1,2-dithiole - Organoheterocyclic compound - Organic oxygen compound - Organic oxide - Hydrocarbon derivative - Organooxygen compound - Organochloride - Aromatic heteromonocyclic compound |
| Description | This compound belongs to the class of organic compounds known as aryl chlorides. These are organic compounds containing the acyl chloride functional group. |
From ClassyFire
Targets
- General Function:
- Ubiquitin protein ligase binding
- Specific Function:
- Functions as a master transcriptional regulator of the adaptive response to hypoxia. Under hypoxic conditions, activates the transcription of over 40 genes, including erythropoietin, glucose transporters, glycolytic enzymes, vascular endothelial growth factor, HILPDA, and other genes whose protein products increase oxygen delivery or facilitate metabolic adaptation to hypoxia. Plays an essential role in embryonic vascularization, tumor angiogenesis and pathophysiology of ischemic disease. Binds to core DNA sequence 5'-[AG]CGTG-3' within the hypoxia response element (HRE) of target gene promoters. Activation requires recruitment of transcriptional coactivators such as CREBPB and EP300. Activity is enhanced by interaction with both, NCOA1 or NCOA2. Interaction with redox regulatory protein APEX seems to activate CTAD and potentiates activation by NCOA1 and CREBBP. Involved in the axonal distribution and transport of mitochondria in neurons during hypoxia.
- Gene Name:
- HIF1A
- Uniprot ID:
- Q16665
- Molecular Weight:
- 92669.595 Da
References
- Sipes NS, Martin MT, Kothiya P, Reif DM, Judson RS, Richard AM, Houck KA, Dix DJ, Kavlock RJ, Knudsen TB: Profiling 976 ToxCast chemicals across 331 enzymatic and receptor signaling assays. Chem Res Toxicol. 2013 Jun 17;26(6):878-95. doi: 10.1021/tx400021f. Epub 2013 May 16. [23611293 ]
- General Function:
- Zinc ion binding
- Specific Function:
- Nuclear hormone receptor. Binds estrogens with an affinity similar to that of ESR1, and activates expression of reporter genes containing estrogen response elements (ERE) in an estrogen-dependent manner (PubMed:20074560). Isoform beta-cx lacks ligand binding ability and has no or only very low ere binding activity resulting in the loss of ligand-dependent transactivation ability. DNA-binding by ESR1 and ESR2 is rapidly lost at 37 degrees Celsius in the absence of ligand while in the presence of 17 beta-estradiol and 4-hydroxy-tamoxifen loss in DNA-binding at elevated temperature is more gradual.
- Gene Name:
- ESR2
- Uniprot ID:
- Q92731
- Molecular Weight:
- 59215.765 Da
References
- Sipes NS, Martin MT, Kothiya P, Reif DM, Judson RS, Richard AM, Houck KA, Dix DJ, Kavlock RJ, Knudsen TB: Profiling 976 ToxCast chemicals across 331 enzymatic and receptor signaling assays. Chem Res Toxicol. 2013 Jun 17;26(6):878-95. doi: 10.1021/tx400021f. Epub 2013 May 16. [23611293 ]
From T3DB