NAV

WIN-54954

Identification

Generic Name
WIN-54954
DrugBank Accession Number
DB08723
Background

WIN-54954 is a broad-spectrum antipicornavirus drug.

Type
Small Molecule
Groups
Experimental
Structure
3D
Similar Structures
Weight
Average: 383.269
Monoisotopic: 382.08509793
Chemical Formula
C18H20Cl2N2O3
Synonyms
Not Available
External IDs
  • WIN 54954
  • WIN-54954
  • WIN54954
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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
UGenome polyproteinNot AvailableHRV-14
UGenome polyproteinNot AvailableHRV-1A
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 dichlorobenzenes. These are compounds containing a benzene with exactly two chlorine atoms attached to it.
Kingdom
Organic compounds
Super Class
Benzenoids
Class
Benzene and substituted derivatives
Sub Class
Halobenzenes
Direct Parent
Dichlorobenzenes
Alternative Parents
Phenoxy compounds / Phenol ethers / Alkyl aryl ethers / Aryl chlorides / Oxazolines / Isoxazoles / Heteroaromatic compounds / Propargyl-type 1,3-dipolar organic compounds / Oxacyclic compounds / Azacyclic compounds
show 4 more
Substituents
1,3-dichlorobenzene / Alkyl aryl ether / Aromatic heteromonocyclic compound / Aryl chloride / Aryl halide / Azacycle / Azole / Ether / Heteroaromatic compound / Hydrocarbon derivative
show 15 more
Molecular Framework
Aromatic heteromonocyclic compounds
External Descriptors
aromatic ether (CHEBI:10029)
Affected organisms
Not Available

Chemical Identifiers

UNII
IY9RJD7JGI
CAS number
107355-45-3
InChI Key
JJDHAOLOHQTGMG-UHFFFAOYSA-N
InChI
InChI=1S/C18H20Cl2N2O3/c1-12-9-14(25-22-12)5-3-2-4-7-23-17-15(19)10-13(11-16(17)20)18-21-6-8-24-18/h9-11H,2-8H2,1H3
IUPAC Name
5-{5-[2,6-dichloro-4-(4,5-dihydro-1,3-oxazol-2-yl)phenoxy]pentyl}-3-methyl-1,2-oxazole
SMILES
CC1=NOC(CCCCCOC2=C(Cl)C=C(C=C2Cl)C2=NCCO2)=C1

References

General References
Not Available
KEGG Compound
C06493
PubChem Compound
441048
PubChem Substance
99445194
ChemSpider
389867
ChEBI
10029
ChEMBL
CHEMBL6594
PDBe Ligand
W54
PDB Entries
2hwc / 2hwe

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 Solubility0.0112 mg/mLALOGPS
logP4.92ALOGPS
logP4.47Chemaxon
logS-4.5ALOGPS
pKa (Strongest Basic)2.77Chemaxon
Physiological Charge0Chemaxon
Hydrogen Acceptor Count3Chemaxon
Hydrogen Donor Count0Chemaxon
Polar Surface Area56.85 Å2Chemaxon
Rotatable Bond Count8Chemaxon
Refractivity98.65 m3·mol-1Chemaxon
Polarizability40.55 Å3Chemaxon
Number of Rings3Chemaxon
Bioavailability1Chemaxon
Rule of FiveYesChemaxon
Ghose FilterYesChemaxon
Veber's RuleNoChemaxon
MDDR-like RuleYesChemaxon
Predicted ADMET Features
PropertyValueProbability
Human Intestinal Absorption+1.0
Blood Brain Barrier+0.9711
Caco-2 permeable-0.5227
P-glycoprotein substrateNon-substrate0.6617
P-glycoprotein inhibitor INon-inhibitor0.6915
P-glycoprotein inhibitor IINon-inhibitor0.5941
Renal organic cation transporterInhibitor0.5334
CYP450 2C9 substrateNon-substrate0.8252
CYP450 2D6 substrateNon-substrate0.741
CYP450 3A4 substrateSubstrate0.6479
CYP450 1A2 substrateInhibitor0.7353
CYP450 2C9 inhibitorInhibitor0.5725
CYP450 2D6 inhibitorNon-inhibitor0.7993
CYP450 2C19 inhibitorInhibitor0.7916
CYP450 3A4 inhibitorNon-inhibitor0.6352
CYP450 inhibitory promiscuityHigh CYP Inhibitory Promiscuity0.898
Ames testNon AMES toxic0.5767
CarcinogenicityNon-carcinogens0.7418
BiodegradationNot ready biodegradable1.0
Rat acute toxicity2.2433 LD50, mol/kg Not applicable
hERG inhibition (predictor I)Weak inhibitor0.7516
hERG inhibition (predictor II)Non-inhibitor0.5251
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 MS/MS Spectrum - 10V, Positive (Annotated)Predicted LC-MS/MSsplash10-0f89-0209000000-d34c4057f8fd85938b5f
Predicted MS/MS Spectrum - 10V, Negative (Annotated)Predicted LC-MS/MSsplash10-001i-0009000000-563d379bf828e2bce93f
Predicted MS/MS Spectrum - 20V, Positive (Annotated)Predicted LC-MS/MSsplash10-00ls-1319000000-2b7fb20405805434a11f
Predicted MS/MS Spectrum - 20V, Negative (Annotated)Predicted LC-MS/MSsplash10-0kh9-0009000000-8abaa11c428e0f484cf4
Predicted MS/MS Spectrum - 40V, Positive (Annotated)Predicted LC-MS/MSsplash10-001s-2829000000-ab83f24ece889ef2e83b
Predicted MS/MS Spectrum - 40V, Negative (Annotated)Predicted LC-MS/MSsplash10-001i-6209000000-5226b487048d73a217f9
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]-186.89818
predicted
DeepCCS 1.0 (2019)
[M+H]+189.25618
predicted
DeepCCS 1.0 (2019)
[M+Na]+195.42104
predicted
DeepCCS 1.0 (2019)

Targets

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Details1. Genome polyprotein
Kind
Protein
Organism
HRV-14
Pharmacological action
Unknown
General Function
Structural molecule activity
Specific Function
Capsid protein VP1: Forms an icosahedral capsid of pseudo T=3 symmetry with capsid proteins VP2 and VP3. The capsid is 300 Angstroms in diameter, composed of 60 copies of each capsid protein and en...
Gene Name
Not Available
Uniprot ID
P03303
Uniprot Name
Genome polyprotein
Molecular Weight
242989.38 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]
Details2. Genome polyprotein
Kind
Protein
Organism
HRV-1A
Pharmacological action
Unknown
General Function
Capsid protein VP1: Forms an icosahedral capsid of pseudo T=3 symmetry with capsid proteins VP2 and VP3. The capsid is 300 Angstroms in diameter, composed of 60 copies of each capsid protein and enclosing the viral positive strand RNA genome. Capsid protein VP1 mainly forms the vertices of the capsid. Capsid protein VP1 interacts with host cell receptor to provide virion attachment to target host cells. This attachment induces virion internalization. Tyrosine kinases are probably involved in the entry process. After binding to its receptor, the capsid undergoes conformational changes. Capsid protein VP1 N-terminus (that contains an amphipathic alpha-helix) and capsid protein VP4 are externalized. Together, they shape a pore in the host membrane through which viral genome is translocated to host cell cytoplasm. After genome has been released, the channel shrinks (By similarity).
Specific Function
Atp binding
Gene Name
Not Available
Uniprot ID
P23008
Uniprot Name
Genome polyprotein
Molecular Weight
Not Available
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 September 15, 2010 21:34 / Updated at June 12, 2020 16:52