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Identification
NameN-{[4-(but-2-yn-1-yloxy)phenyl]sulfonyl}-5-methyl-D-tryptophan
Accession NumberDB07233
TypeSmall Molecule
GroupsExperimental
DescriptionNot Available
Structure
Thumb
SynonymsNot Available
SaltsNot Available
Brand namesNot Available
Brand mixturesNot Available
CategoriesNot Available
CAS numberNot Available
WeightAverage: 426.485
Monoisotopic: 426.124942514
Chemical FormulaC22H22N2O5S
InChI KeySFVPXERGVLDWIS-OAQYLSRUSA-N
InChI
InChI=1S/C22H22N2O5S/c1-3-4-11-29-17-6-8-18(9-7-17)30(27,28)24-21(22(25)26)13-16-14-23-20-10-5-15(2)12-19(16)20/h5-10,12,14,21,23-24H,11,13H2,1-2H3,(H,25,26)/t21-/m1/s1
IUPAC Name
(2R)-2-{[4-(but-2-yn-1-yloxy)benzene]sulfonamido}-3-(5-methyl-1H-indol-3-yl)propanoic acid
SMILES
[H][C@](CC1=CNC2=C1C=C(C)C=C2)(NS(=O)(=O)C1=CC=C(OCC#CC)C=C1)C(O)=O
Mass SpecNot Available
Taxonomy
KingdomOrganic Compounds
SuperclassHeterocyclic Compounds
ClassIndoles and Derivatives
SubclassIndolyl Carboxylic Acids and Derivatives
Direct parentIndolyl Carboxylic Acids and Derivatives
Alternative parentsTryptamines and Derivatives; Alpha Amino Acids and Derivatives; Benzenesulfonamides; Indoles; Phenol Ethers; Alkyl Aryl Ethers; Amino Fatty Acids; Toluenes; Substituted Pyrroles; Sulfonamides; Sulfonyls; Carboxylic Acids; Enolates; Polyamines
Substituentsbenzenesulfonamide; alpha-amino acid or derivative; indole; phenol ether; alkyl aryl ether; toluene; substituted pyrrole; benzene; sulfonamide; sulfonic acid derivative; pyrrole; sulfonyl; ether; polyamine; carboxylic acid; enolate; carboxylic acid derivative; amine; organonitrogen compound
Classification descriptionThis compound belongs to the indolyl carboxylic acids and derivatives. These are compounds containing a carboxylic acid chain (of at least 2 carbon atoms) linked to an indole 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 + 0.9752
Blood Brain Barrier + 0.6166
Caco-2 permeable - 0.674
P-glycoprotein substrate Substrate 0.5226
P-glycoprotein inhibitor I Non-inhibitor 0.9203
P-glycoprotein inhibitor II Non-inhibitor 0.9411
Renal organic cation transporter Non-inhibitor 0.8528
CYP450 2C9 substrate Non-substrate 0.6033
CYP450 2D6 substrate Non-substrate 0.7897
CYP450 3A4 substrate Substrate 0.521
CYP450 1A2 substrate Non-inhibitor 0.5695
CYP450 2C9 substrate Inhibitor 0.5
CYP450 2D6 substrate Non-inhibitor 0.8603
CYP450 2C19 substrate Non-inhibitor 0.5983
CYP450 3A4 substrate Inhibitor 0.8228
CYP450 inhibitory promiscuity High CYP Inhibitory Promiscuity 0.6647
Ames test Non AMES toxic 0.6333
Carcinogenicity Non-carcinogens 0.7462
Biodegradation Not ready biodegradable 1.0
Rat acute toxicity 2.4181 LD50, mol/kg Not applicable
hERG inhibition (predictor I) Weak inhibitor 0.9805
hERG inhibition (predictor II) Non-inhibitor 0.6689
Pharmacoeconomics
ManufacturersNot Available
PackagersNot Available
Dosage formsNot Available
PricesNot Available
PatentsNot Available
Properties
Statesolid
Experimental PropertiesNot Available
Predicted Properties
PropertyValueSource
Water Solubility0.00229ALOGPS
logP2.77ALOGPS
logP4.03ChemAxon
logS-5.3ALOGPS
pKa (Strongest Acidic)3.27ChemAxon
pKa (Strongest Basic)-4.9ChemAxon
Physiological Charge-1ChemAxon
Hydrogen Acceptor Count5ChemAxon
Hydrogen Donor Count3ChemAxon
Polar Surface Area108.49 Å2ChemAxon
Rotatable Bond Count8ChemAxon
Refractivity113.98 m3·mol-1ChemAxon
Polarizability44.81 Å3ChemAxon
Number of Rings3ChemAxon
Bioavailability1ChemAxon
Rule of FiveYesChemAxon
Ghose FilterYesChemAxon
Veber's RuleNoChemAxon
MDDR-like RuleYesChemAxon
Spectra
SpectraNot Available
References
Synthesis ReferenceNot Available
General ReferenceNot Available
External Links
ResourceLink
PubChem Compound42627769
PubChem Substance99443704
ChemSpider24720685
HET792
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

Comments
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Drug created on September 15, 2010 15:19 / Updated on September 16, 2013 18:05