NAV

(S)-wiskostatin

Identification

Generic Name
(S)-wiskostatin
DrugBank Accession Number
DB01731
Background

Not Available

Type
Small Molecule
Groups
Experimental
Structure
3D
Similar Structures
Weight
Average: 426.146
Monoisotopic: 423.978588502
Chemical Formula
C17H18Br2N2O
Synonyms
Not Available
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Pharmacology

Indication

Not Available

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Contraindications & Blackbox Warnings
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Pharmacodynamics

Not Available

Mechanism of action
TargetActionsOrganism
UWiskott-Aldrich syndrome proteinNot 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 polybrominated biphenyls. These are organic aromatic compounds containing a biphenyl moiety, which is substituted at two or more ring positions by a bromine atom.
Kingdom
Organic compounds
Super Class
Benzenoids
Class
Benzene and substituted derivatives
Sub Class
Biphenyls and derivatives
Direct Parent
Polybrominated biphenyls
Alternative Parents
Carbazoles / N-alkylindoles / Indoles / Substituted pyrroles / Aryl bromides / Heteroaromatic compounds / Trialkylamines / Secondary alcohols / 1,2-aminoalcohols / Azacyclic compounds
show 3 more
Substituents
1,2-aminoalcohol / Alcohol / Amine / Aromatic heteropolycyclic compound / Aryl bromide / Aryl halide / Azacycle / Carbazole / Heteroaromatic compound / Hydrocarbon derivative
show 17 more
Molecular Framework
Aromatic heteropolycyclic compounds
External Descriptors
1-(3,6-dibromocarbazol-9-yl)-3-(dimethylamino)propan-2-ol (CHEBI:78011)
Affected organisms
Not Available

Chemical Identifiers

UNII
Not Available
CAS number
Not Available
InChI Key
XUBJEDZHBUPBKL-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
CN(C)C[C@H](O)CN1C2=CC=C(Br)C=C2C2=C1C=CC(Br)=C2

References

General References
Not Available
PubChem Compound
448668
PubChem Substance
46504790
ChemSpider
395396
BindingDB
50154292
ChEBI
78011
ChEMBL
CHEMBL411084
ZINC
ZINC000000626528
PDBe Ligand
WSK
PDB Entries
1t84

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 Solubility0.0162 mg/mLALOGPS
logP4.17ALOGPS
logP4.24Chemaxon
logS-4.4ALOGPS
pKa (Strongest Acidic)14.41Chemaxon
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 RuleNoChemaxon
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 inhibitorNon-inhibitor0.5694
CYP450 2D6 inhibitorInhibitor0.7966
CYP450 2C19 inhibitorInhibitor0.5473
CYP450 3A4 inhibitorInhibitor0.7933
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
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-MSsplash10-0a4i-9002000000-47e468aa2bc73e6ee901
Predicted MS/MS Spectrum - 10V, Positive (Annotated)Predicted LC-MS/MSsplash10-00di-0000900000-8fcbf1cadef14a58b2bb
Predicted MS/MS Spectrum - 10V, Negative (Annotated)Predicted LC-MS/MSsplash10-00di-4004900000-803f16c0e6a8ceaef3fc
Predicted MS/MS Spectrum - 20V, Positive (Annotated)Predicted LC-MS/MSsplash10-08fr-9002300000-7d402e9a1b8517fc5b55
Predicted MS/MS Spectrum - 20V, Negative (Annotated)Predicted LC-MS/MSsplash10-00fr-8009400000-914ef0551e196d4d428e
Predicted MS/MS Spectrum - 40V, Positive (Annotated)Predicted LC-MS/MSsplash10-0229-2009000000-b26b88f79b34bac42aff
Predicted MS/MS Spectrum - 40V, Negative (Annotated)Predicted LC-MS/MSsplash10-004i-9007000000-b2eaf9974cfe0b314769
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]-164.5558
predicted
DeepCCS 1.0 (2019)
[M+H]+166.9138
predicted
DeepCCS 1.0 (2019)
[M+Na]+173.78365
predicted
DeepCCS 1.0 (2019)

Targets

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Details1. Wiskott-Aldrich syndrome protein
Kind
Protein
Organism
Humans
Pharmacological action
Unknown
General Function
Sh3 domain binding
Specific Function
Effector protein for Rho-type GTPases. Regulates actin filament reorganization via its interaction with the Arp2/3 complex. Important for efficient actin polymerization. Possible regulator of lymph...
Gene Name
WAS
Uniprot ID
P42768
Uniprot Name
Wiskott-Aldrich syndrome protein
Molecular Weight
52912.175 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 June 13, 2005 13:24 / Updated at June 12, 2020 16:51