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Identification
Name(S)-Wiskostatin
Accession NumberDB01731  (EXPT03245)
TypeSmall Molecule
GroupsExperimental
DescriptionNot Available
Structure
Thumb
SynonymsNot Available
Prescription ProductsNot Available
Generic Prescription ProductsNot Available
Over the Counter ProductsNot Available
International BrandsNot Available
Brand mixturesNot Available
SaltsNot Available
CategoriesNot Available
CAS numberNot Available
WeightAverage: 426.146
Monoisotopic: 423.978588502
Chemical FormulaC17H18Br2N2O
InChI KeyXUBJEDZHBUPBKL-ZDUSSCGKSA-N
InChI
InChI=1S/C17H18Br2N2O/c1-20(2)9-13(22)10-21-16-5-3-11(18)7-14(16)15-8-12(19)4-6-17(15)21/h3-8,13,22H,9-10H2,1-2H3/t13-/m0/s1
IUPAC Name
(2S)-1-(3,6-dibromo-9H-carbazol-9-yl)-3-(dimethylamino)propan-2-ol
SMILES
[H][C@](O)(CN(C)C)CN1C2=CC=C(Br)C=C2C2=C1C=CC(Br)=C2
Taxonomy
DescriptionThis compound belongs to the class of organic compounds known as polybrominated biphenyls. These are organic aromatic compounds containing a biphenyl moiety, which is substituted at two or more ring positions by a bromine atom.
KingdomOrganic compounds
Super ClassBenzenoids
ClassBenzene and substituted derivatives
Sub ClassBiphenyls and derivatives
Direct ParentPolybrominated biphenyls
Alternative Parents
Substituents
  • Polybrominated biphenyl
  • Carbazole
  • Indole or derivatives
  • Indole
  • Bromobenzene
  • Substituted pyrrole
  • Aryl halide
  • Aryl bromide
  • Heteroaromatic compound
  • Pyrrole
  • Tertiary aliphatic amine
  • Tertiary amine
  • Secondary alcohol
  • 1,2-aminoalcohol
  • Azacycle
  • Organoheterocyclic compound
  • Hydrocarbon derivative
  • Organooxygen compound
  • Organonitrogen compound
  • Organobromide
  • Organohalogen compound
  • Amine
  • Alcohol
  • Aromatic heteropolycyclic compound
Molecular FrameworkAromatic heteropolycyclic compounds
External Descriptors
  • 1-(3,6-dibromocarbazol-9-yl)-3-(dimethylamino)propan-2-ol (CHEBI:78011 )
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
PropertyValueProbability
Human Intestinal Absorption+0.9974
Blood Brain Barrier+0.953
Caco-2 permeable+0.6093
P-glycoprotein substrateSubstrate0.5866
P-glycoprotein inhibitor INon-inhibitor0.7829
P-glycoprotein inhibitor IIInhibitor0.8777
Renal organic cation transporterNon-inhibitor0.5071
CYP450 2C9 substrateNon-substrate0.8086
CYP450 2D6 substrateNon-substrate0.6726
CYP450 3A4 substrateSubstrate0.6177
CYP450 1A2 substrateInhibitor0.5801
CYP450 2C9 substrateNon-inhibitor0.5694
CYP450 2D6 substrateInhibitor0.7966
CYP450 2C19 substrateInhibitor0.5473
CYP450 3A4 substrateInhibitor0.7933
CYP450 inhibitory promiscuityHigh CYP Inhibitory Promiscuity0.7727
Ames testNon AMES toxic0.6672
CarcinogenicityNon-carcinogens0.8513
BiodegradationNot ready biodegradable0.9966
Rat acute toxicity2.7914 LD50, mol/kg Not applicable
hERG inhibition (predictor I)Weak inhibitor0.9108
hERG inhibition (predictor II)Inhibitor0.7007
Pharmacoeconomics
ManufacturersNot Available
PackagersNot Available
Dosage formsNot Available
PricesNot Available
PatentsNot Available
Properties
StateSolid
Experimental PropertiesNot Available
Predicted Properties
PropertyValueSource
Water Solubility0.0162 mg/mLALOGPS
logP4.17ALOGPS
logP4.24ChemAxon
logS-4.4ALOGPS
pKa (Strongest Acidic)14.43ChemAxon
pKa (Strongest Basic)9.09ChemAxon
Physiological Charge1ChemAxon
Hydrogen Acceptor Count2ChemAxon
Hydrogen Donor Count1ChemAxon
Polar Surface Area28.4 Å2ChemAxon
Rotatable Bond Count4ChemAxon
Refractivity97.6 m3·mol-1ChemAxon
Polarizability38.44 Å3ChemAxon
Number of Rings3ChemAxon
Bioavailability1ChemAxon
Rule of FiveYesChemAxon
Ghose FilterYesChemAxon
Veber's RuleYesChemAxon
MDDR-like RuleYesChemAxon
Spectra
Mass Spec (NIST)Not Available
SpectraNot Available
References
Synthesis ReferenceNot Available
General ReferenceNot Available
External Links
ATC CodesNot Available
AHFS CodesNot Available
PDB Entries
FDA labelNot Available
MSDSNot Available
Interactions
Drug InteractionsNot Available
Food InteractionsNot Available

Targets

1. Wiskott-Aldrich syndrome protein

Kind: protein

Organism: Human

Pharmacological action: unknown

Components

Name UniProt ID Details
Wiskott-Aldrich syndrome protein P42768 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 June 13, 2005 07:24 / Updated on September 16, 2013 17:15