3-{[4-(but-2-yn-1-yloxy)phenyl]sulfonyl}propane-1-thiol

Identification

Generic Name
3-{[4-(but-2-yn-1-yloxy)phenyl]sulfonyl}propane-1-thiol
DrugBank Accession Number
DB07079
Background

Not Available

Type
Small Molecule
Groups
Experimental
Structure
Weight
Average: 284.394
Monoisotopic: 284.054085758
Chemical Formula
C13H16O3S2
Synonyms
Not Available

Pharmacology

Indication

Not Available

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Pharmacodynamics

Not Available

Mechanism of action
TargetActionsOrganism
UDisintegrin and metalloproteinase domain-containing protein 17Not AvailableHumans
Absorption

Not Available

Volume of distribution

Not Available

Protein binding

Not Available

Metabolism
Not Available
Route of elimination

Not Available

Half-life

Not Available

Clearance

Not Available

Adverse Effects
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Toxicity

Not Available

Pathways
Not Available
Pharmacogenomic Effects/ADRs
Not Available

Interactions

Drug Interactions
This information should not be interpreted without the help of a healthcare provider. If you believe you are experiencing an interaction, contact a healthcare provider immediately. The absence of an interaction does not necessarily mean no interactions exist.
Not Available
Food Interactions
Not Available

Categories

Drug Categories
Not Available
Chemical TaxonomyProvided by Classyfire
Description
This compound belongs to the class of organic compounds known as benzenesulfonyl compounds. These are aromatic compounds containing a benzenesulfonyl group, which consists of a monocyclic benzene moiety that carries a sulfonyl group.
Kingdom
Organic compounds
Super Class
Benzenoids
Class
Benzene and substituted derivatives
Sub Class
Benzenesulfonyl compounds
Direct Parent
Benzenesulfonyl compounds
Alternative Parents
Phenoxy compounds / Phenol ethers / Alkyl aryl ethers / Sulfones / Alkylthiols / Organic oxides / Hydrocarbon derivatives
Substituents
Alkyl aryl ether / Alkylthiol / Aromatic homomonocyclic compound / Benzenesulfonyl group / Ether / Hydrocarbon derivative / Organic oxide / Organic oxygen compound / Organooxygen compound / Organosulfur compound
Molecular Framework
Aromatic homomonocyclic compounds
External Descriptors
Not Available
Affected organisms
Not Available

Chemical Identifiers

UNII
Not Available
CAS number
Not Available
InChI Key
CARKQNSZFCLNKM-UHFFFAOYSA-N
InChI
InChI=1S/C13H16O3S2/c1-2-3-9-16-12-5-7-13(8-6-12)18(14,15)11-4-10-17/h5-8,17H,4,9-11H2,1H3
IUPAC Name
3-[4-(but-2-yn-1-yloxy)benzenesulfonyl]propane-1-thiol
SMILES
CC#CCOC1=CC=C(C=C1)S(=O)(=O)CCCS

References

General References
Not Available
PubChem Compound
23627203
PubChem Substance
99443550
ChemSpider
22376277
BindingDB
26554
ChEMBL
CHEMBL402747
ZINC
ZINC000024961483
PDBe Ligand
440
PDB Entries
3b92

Clinical Trials

Clinical Trials
PhaseStatusPurposeConditionsCount

Pharmacoeconomics

Manufacturers
Not Available
Packagers
Not Available
Dosage Forms
Not Available
Prices
Not Available
Patents
Not Available

Properties

State
Solid
Experimental Properties
Not Available
Predicted Properties
PropertyValueSource
Water Solubility0.00897 mg/mLALOGPS
logP3.21ALOGPS
logP2.49Chemaxon
logS-4.5ALOGPS
pKa (Strongest Acidic)10.19Chemaxon
pKa (Strongest Basic)-4.9Chemaxon
Physiological Charge0Chemaxon
Hydrogen Acceptor Count3Chemaxon
Hydrogen Donor Count1Chemaxon
Polar Surface Area43.37 Å2Chemaxon
Rotatable Bond Count7Chemaxon
Refractivity76.71 m3·mol-1Chemaxon
Polarizability30.44 Å3Chemaxon
Number of Rings1Chemaxon
Bioavailability1Chemaxon
Rule of FiveYesChemaxon
Ghose FilterYesChemaxon
Veber's RuleNoChemaxon
MDDR-like RuleNoChemaxon
Predicted ADMET Features
PropertyValueProbability
Human Intestinal Absorption+0.9846
Blood Brain Barrier+0.9271
Caco-2 permeable-0.5626
P-glycoprotein substrateNon-substrate0.6749
P-glycoprotein inhibitor INon-inhibitor0.6141
P-glycoprotein inhibitor IINon-inhibitor0.9514
Renal organic cation transporterNon-inhibitor0.8004
CYP450 2C9 substrateNon-substrate0.6428
CYP450 2D6 substrateNon-substrate0.7928
CYP450 3A4 substrateNon-substrate0.5479
CYP450 1A2 substrateNon-inhibitor0.6201
CYP450 2C9 inhibitorNon-inhibitor0.568
CYP450 2D6 inhibitorNon-inhibitor0.8797
CYP450 2C19 inhibitorInhibitor0.5516
CYP450 3A4 inhibitorNon-inhibitor0.7475
CYP450 inhibitory promiscuityLow CYP Inhibitory Promiscuity0.6132
Ames testNon AMES toxic0.5197
CarcinogenicityNon-carcinogens0.5701
BiodegradationNot ready biodegradable0.5903
Rat acute toxicity2.5480 LD50, mol/kg Not applicable
hERG inhibition (predictor I)Weak inhibitor0.878
hERG inhibition (predictor II)Non-inhibitor0.8154
ADMET data is predicted using admetSAR, a free tool for evaluating chemical ADMET properties. (23092397)

Spectra

Mass Spec (NIST)
Not Available
Spectra
SpectrumSpectrum TypeSplash Key
Predicted GC-MS Spectrum - GC-MSPredicted GC-MSsplash10-002b-5950000000-be0ffb42a9296047c27b
Predicted MS/MS Spectrum - 10V, Positive (Annotated)Predicted LC-MS/MSsplash10-000i-0090000000-762120752b223e39684a
Predicted MS/MS Spectrum - 10V, Negative (Annotated)Predicted LC-MS/MSsplash10-001i-0090000000-b971ef0706cfcd863570
Predicted MS/MS Spectrum - 20V, Positive (Annotated)Predicted LC-MS/MSsplash10-01p2-9880000000-c0fb7d1b03d8749b1336
Predicted MS/MS Spectrum - 20V, Negative (Annotated)Predicted LC-MS/MSsplash10-053s-0790000000-01b5291a6b65e2f05ec1
Predicted MS/MS Spectrum - 40V, Positive (Annotated)Predicted LC-MS/MSsplash10-0295-9510000000-49717e1a01a400a49e03
Predicted MS/MS Spectrum - 40V, Negative (Annotated)Predicted LC-MS/MSsplash10-0adi-1900000000-7c969a84bfcc1c23cf20
Predicted 1H NMR Spectrum1D NMRNot Applicable
Predicted 13C NMR Spectrum1D NMRNot Applicable
Chromatographic Properties
Collision Cross Sections (CCS)
AdductCCS Value (Å2)Source typeSource
[M-H]-153.99348
predicted
DeepCCS 1.0 (2019)
[M+H]+156.38911
predicted
DeepCCS 1.0 (2019)
[M+Na]+162.57808
predicted
DeepCCS 1.0 (2019)

Targets

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Kind
Protein
Organism
Humans
Pharmacological action
Unknown
General Function
Zinc ion binding
Specific Function
Cleaves the membrane-bound precursor of TNF-alpha to its mature soluble form. Responsible for the proteolytical release of soluble JAM3 from endothelial cells surface. Responsible for the proteolyt...
Gene Name
ADAM17
Uniprot ID
P78536
Uniprot Name
Disintegrin and metalloproteinase domain-containing protein 17
Molecular Weight
93020.165 Da
References
  1. Berman HM, Westbrook J, Feng Z, Gilliland G, Bhat TN, Weissig H, Shindyalov IN, Bourne PE: The Protein Data Bank. Nucleic Acids Res. 2000 Jan 1;28(1):235-42. [Article]

Drug created at September 15, 2010 21:18 / Updated at June 12, 2020 16:52