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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
SaltsNot Available
Brand namesNot Available
Brand mixturesNot Available
CategoriesNot 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)benzene]sulfonyl}pyrrolidine-3-thiol
SMILES
[H][C@]1(S)CCN(C1)S(=O)(=O)C1=CC=C(OCC#CC)C=C1
Mass SpecNot Available
Taxonomy
KingdomOrganic Compounds
SuperclassBenzenoids
ClassBenzene and Substituted Derivatives
SubclassBenzenesulfonamides
Direct parentBenzenesulfonamides
Alternative parentsPhenol Ethers; Alkyl Aryl Ethers; Sulfonyls; Pyrrolidines; Sulfonamides; Alkylthiols; Polyamines
Substituentsphenol ether; alkyl aryl ether; sulfonamide; sulfonic acid derivative; sulfonyl; pyrrolidine; polyamine; ether; alkylthiol; organonitrogen compound
Classification descriptionThis compound belongs to the benzenesulfonamides. These are organic compounds containing a sulfonamide group that is S-linked to a benzene ring.
Pharmacology
IndicationNot Available
PharmacodynamicsNot Available
Mechanism of actionNot Available
AbsorptionNot Available
Volume of distributionNot Available
Protein bindingNot Available
Metabolism
Route of eliminationNot Available
Half lifeNot Available
ClearanceNot Available
ToxicityNot Available
Affected organismsNot Available
PathwaysNot Available
SNP Mediated EffectsNot Available
SNP Mediated Adverse Drug ReactionsNot Available
ADMET
Predicted ADMET features
Property Value Probability
Human Intestinal Absorption + 1.0
Blood Brain Barrier + 0.9801
Caco-2 permeable - 0.6127
P-glycoprotein substrate Substrate 0.5706
P-glycoprotein inhibitor I Non-inhibitor 0.5635
P-glycoprotein inhibitor II Non-inhibitor 0.9038
Renal organic cation transporter Non-inhibitor 0.5799
CYP450 2C9 substrate Non-substrate 0.5745
CYP450 2D6 substrate Non-substrate 0.7608
CYP450 3A4 substrate Substrate 0.5249
CYP450 1A2 substrate Non-inhibitor 0.7337
CYP450 2C9 substrate Non-inhibitor 0.6527
CYP450 2D6 substrate Non-inhibitor 0.8162
CYP450 2C19 substrate Inhibitor 0.5352
CYP450 3A4 substrate Non-inhibitor 0.6913
CYP450 inhibitory promiscuity Low CYP Inhibitory Promiscuity 0.5651
Ames test Non AMES toxic 0.6135
Carcinogenicity Non-carcinogens 0.8301
Biodegradation Not ready biodegradable 0.6625
Rat acute toxicity 2.5141 LD50, mol/kg Not applicable
hERG inhibition (predictor I) Weak inhibitor 0.5844
hERG inhibition (predictor II) Non-inhibitor 0.6449
Pharmacoeconomics
ManufacturersNot Available
PackagersNot Available
Dosage formsNot Available
PricesNot Available
PatentsNot Available
Properties
Statesolid
Experimental PropertiesNot Available
Predicted Properties
PropertyValueSource
water solubility1.77e-02 g/lALOGPS
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 area46.61ChemAxon
rotatable bond count4ChemAxon
refractivity82.57ChemAxon
polarizability32.65ChemAxon
number of rings2ChemAxon
bioavailability1ChemAxon
rule of fiveYesChemAxon
Ghose filterYesChemAxon
Veber's ruleNoChemAxon
MDDR-like ruleNoChemAxon
Spectra
SpectraNot Available
References
Synthesis ReferenceNot Available
General ReferenceNot Available
External Links
ResourceLink
PubChem Compound9861547
PubChem Substance99443414
ChemSpider8037243
HET283
ATC CodesNot Available
AHFS CodesNot Available
PDB EntriesNot Available
FDA labelNot Available
MSDSNot Available
Interactions
Drug InteractionsNot Available
Food InteractionsNot Available

Targets

1. Disintegrin and metalloproteinase domain-containing protein 17

Kind: protein

Organism: Human

Pharmacological action: unknown

Components

Name UniProt ID Details
Disintegrin and metalloproteinase domain-containing protein 17 P78536 Details

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

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Drug created on September 15, 2010 15:17 / Updated on November 12, 2014 16:55