Identification
Name(3S)-1-{[4-(but-2-yn-1-yloxy)phenyl]sulfonyl}pyrrolidine-3-thiol
Accession NumberDB06943
TypeSmall Molecule
GroupsExperimental
Description

(3S)-1-{[4-(but-2-yn-1-yloxy)phenyl]sulfonyl}pyrrolidine-3-thiol is a solid. This compound belongs to the benzenesulfonamides. These are organic compounds containing a sulfonamide group that is S-linked to a benzene ring. This substance is known to target disintegrin and metalloproteinase domain-containing protein 17.

Structure
Thumb
SynonymsNot Available
External IDs Not Available
Product Ingredients Not Available
Approved Prescription ProductsNot Available
Approved Generic Prescription ProductsNot Available
Approved Over the Counter ProductsNot Available
Unapproved/Other Products Not Available
International BrandsNot Available
Brand mixturesNot Available
CategoriesNot Available
UNIINot Available
CAS numberNot Available
WeightAverage: 311.42
Monoisotopic: 311.064984795
Chemical FormulaC14H17NO3S2
InChI KeyBLIQFUCBRCDFAI-ZDUSSCGKSA-N
InChI
InChI=1S/C14H17NO3S2/c1-2-3-10-18-12-4-6-14(7-5-12)20(16,17)15-9-8-13(19)11-15/h4-7,13,19H,8-11H2,1H3/t13-/m0/s1
IUPAC Name
(3S)-1-[4-(but-2-yn-1-yloxy)benzenesulfonyl]pyrrolidine-3-thiol
SMILES
[H][C@]1(S)CCN(C1)S(=O)(=O)C1=CC=C(OCC#CC)C=C1
Pharmacology
IndicationNot Available
Structured Indications Not Available
PharmacodynamicsNot Available
Mechanism of action
TargetKindPharmacological actionActionsOrganismUniProt ID
Disintegrin and metalloproteinase domain-containing protein 17ProteinunknownNot AvailableHumanP78536 details
Related Articles
AbsorptionNot Available
Volume of distributionNot Available
Protein bindingNot Available
MetabolismNot Available
Route of eliminationNot Available
Half lifeNot Available
ClearanceNot Available
ToxicityNot Available
Affected organismsNot Available
PathwaysNot Available
Pharmacogenomic Effects/ADRs Not Available
Interactions
Drug Interactions Not Available
Food InteractionsNot Available
References
Synthesis ReferenceNot Available
General ReferencesNot Available
External Links
ATC CodesNot Available
AHFS CodesNot Available
PDB EntriesNot Available
FDA labelNot Available
MSDSNot Available
Clinical Trials
Clinical Trials Not Available
Pharmacoeconomics
ManufacturersNot Available
PackagersNot Available
Dosage formsNot Available
PricesNot Available
PatentsNot Available
Properties
StateSolid
Experimental PropertiesNot Available
Predicted Properties
PropertyValueSource
Water Solubility0.0177 mg/mLALOGPS
logP3ALOGPS
logP2.26ChemAxon
logS-4.2ALOGPS
pKa (Strongest Acidic)9.92ChemAxon
pKa (Strongest Basic)-4.9ChemAxon
Physiological Charge0ChemAxon
Hydrogen Acceptor Count3ChemAxon
Hydrogen Donor Count1ChemAxon
Polar Surface Area46.61 Å2ChemAxon
Rotatable Bond Count4ChemAxon
Refractivity82.57 m3·mol-1ChemAxon
Polarizability32.65 Å3ChemAxon
Number of Rings2ChemAxon
Bioavailability1ChemAxon
Rule of FiveYesChemAxon
Ghose FilterYesChemAxon
Veber's RuleNoChemAxon
MDDR-like RuleNoChemAxon
Predicted ADMET features
PropertyValueProbability
Human Intestinal Absorption+1.0
Blood Brain Barrier+0.9801
Caco-2 permeable-0.6127
P-glycoprotein substrateSubstrate0.5706
P-glycoprotein inhibitor INon-inhibitor0.5635
P-glycoprotein inhibitor IINon-inhibitor0.9038
Renal organic cation transporterNon-inhibitor0.5799
CYP450 2C9 substrateNon-substrate0.5745
CYP450 2D6 substrateNon-substrate0.7608
CYP450 3A4 substrateSubstrate0.5249
CYP450 1A2 substrateNon-inhibitor0.7337
CYP450 2C9 inhibitorNon-inhibitor0.6527
CYP450 2D6 inhibitorNon-inhibitor0.8162
CYP450 2C19 inhibitorInhibitor0.5352
CYP450 3A4 inhibitorNon-inhibitor0.6913
CYP450 inhibitory promiscuityLow CYP Inhibitory Promiscuity0.5651
Ames testNon AMES toxic0.6135
CarcinogenicityNon-carcinogens0.8301
BiodegradationNot ready biodegradable0.6625
Rat acute toxicity2.5141 LD50, mol/kg Not applicable
hERG inhibition (predictor I)Weak inhibitor0.5844
hERG inhibition (predictor II)Non-inhibitor0.6449
ADMET data is predicted using admetSAR, a free tool for evaluating chemical ADMET properties. (23092397 )
Spectra
Mass Spec (NIST)Not Available
SpectraNot Available
Taxonomy
DescriptionThis compound belongs to the class of chemical entities known as benzenesulfonamides. These are organic compounds containing a sulfonamide group that is S-linked to a benzene ring.
KingdomChemical entities
Super ClassOrganic compounds
ClassBenzenoids
Sub ClassBenzene and substituted derivatives
Direct ParentBenzenesulfonamides
Alternative ParentsBenzenesulfonyl compounds / Phenoxy compounds / Phenol ethers / Alkyl aryl ethers / Organosulfonamides / Sulfonyls / Pyrrolidines / Azacyclic compounds / Alkylthiols / Organopnictogen compounds
SubstituentsBenzenesulfonamide / Benzenesulfonyl group / Phenoxy compound / Phenol ether / Alkyl aryl ether / Organosulfonic acid amide / Sulfonyl / Organosulfonic acid or derivatives / Organic sulfonic acid or derivatives / Pyrrolidine
Molecular FrameworkAromatic heteromonocyclic compounds
External DescriptorsNot Available

Targets

Kind
Protein
Organism
Human
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 proteolytic release of several other cell-surface proteins, including p75 TNF-receptor, interleukin 1 receptor type II, p55 TNF-receptor, transforming growth factor-alpha, L-selectin, growth hormone receptor, ...
Gene Name:
ADAM17
Uniprot ID:
P78536
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. [PubMed:10592235 ]
Drug created on September 15, 2010 15:17 / Updated on June 11, 2017 21:03