N-HYDROXY-2-[4-(4-PHENOXY-BENZENESULFONYL)-TETRAHYDRO-PYRAN-4-YL]-ACETAMIDE

Identification

Name
N-HYDROXY-2-[4-(4-PHENOXY-BENZENESULFONYL)-TETRAHYDRO-PYRAN-4-YL]-ACETAMIDE
Accession Number
DB08491
Type
Small Molecule
Groups
Experimental
Description
Not Available
Structure
Thumb
Synonyms
Not Available
Categories
Not Available
UNII
Not Available
CAS number
Not Available
Weight
Average: 391.438
Monoisotopic: 391.108958099
Chemical Formula
C19H21NO6S
InChI Key
ARIRIZBKMKMEBD-UHFFFAOYSA-N
InChI
InChI=1S/C19H21NO6S/c21-18(20-22)14-19(10-12-25-13-11-19)27(23,24)17-8-6-16(7-9-17)26-15-4-2-1-3-5-15/h1-9,22H,10-14H2,(H,20,21)
IUPAC Name
N-hydroxy-2-[4-(4-phenoxybenzenesulfonyl)oxan-4-yl]acetamide
SMILES
ONC(=O)CC1(CCOCC1)S(=O)(=O)C1=CC=C(OC2=CC=CC=C2)C=C1

Pharmacology

Indication
Not Available
Structured Indications
Not Available
Pharmacodynamics
Not Available
Mechanism of action
TargetActionsOrganism
UInterstitial collagenaseNot AvailableHuman
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
Toxicity
Not Available
Affected organisms
Not Available
Pathways
Not Available
Pharmacogenomic Effects/ADRs
Not Available

Interactions

Drug Interactions
Not Available
Food Interactions
Not Available

References

General References
Not Available
External Links
PubChem Compound
4369
PubChem Substance
99444962
ChemSpider
4216
BindingDB
50028942
ChEMBL
CHEMBL1235735
HET
RS2
PDB Entries
966c

Clinical Trials

Clinical Trials
Not Available

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 Solubility0.041 mg/mLALOGPS
logP1.72ALOGPS
logP1.56ChemAxon
logS-4ALOGPS
pKa (Strongest Acidic)8.89ChemAxon
pKa (Strongest Basic)-4.1ChemAxon
Physiological Charge0ChemAxon
Hydrogen Acceptor Count5ChemAxon
Hydrogen Donor Count2ChemAxon
Polar Surface Area101.93 Å2ChemAxon
Rotatable Bond Count6ChemAxon
Refractivity98.79 m3·mol-1ChemAxon
Polarizability38.47 Å3ChemAxon
Number of Rings3ChemAxon
Bioavailability1ChemAxon
Rule of FiveYesChemAxon
Ghose FilterYesChemAxon
Veber's RuleNoChemAxon
MDDR-like RuleYesChemAxon
Predicted ADMET features
PropertyValueProbability
Human Intestinal Absorption+0.7961
Blood Brain Barrier+0.8786
Caco-2 permeable-0.6468
P-glycoprotein substrateSubstrate0.5843
P-glycoprotein inhibitor IInhibitor0.5441
P-glycoprotein inhibitor IINon-inhibitor0.7406
Renal organic cation transporterNon-inhibitor0.7302
CYP450 2C9 substrateNon-substrate0.6898
CYP450 2D6 substrateNon-substrate0.7958
CYP450 3A4 substrateSubstrate0.579
CYP450 1A2 substrateNon-inhibitor0.743
CYP450 2C9 inhibitorNon-inhibitor0.6434
CYP450 2D6 inhibitorNon-inhibitor0.8655
CYP450 2C19 inhibitorNon-inhibitor0.6593
CYP450 3A4 inhibitorInhibitor0.5991
CYP450 inhibitory promiscuityLow CYP Inhibitory Promiscuity0.6808
Ames testNon AMES toxic0.5714
CarcinogenicityNon-carcinogens0.7326
BiodegradationNot ready biodegradable0.9453
Rat acute toxicity2.4596 LD50, mol/kg Not applicable
hERG inhibition (predictor I)Weak inhibitor0.9587
hERG inhibition (predictor II)Inhibitor0.5099
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/MSNot Available
Predicted MS/MS Spectrum - 20V, Positive (Annotated)Predicted LC-MS/MSNot Available
Predicted MS/MS Spectrum - 40V, Positive (Annotated)Predicted LC-MS/MSNot Available
Predicted MS/MS Spectrum - 10V, Negative (Annotated)Predicted LC-MS/MSNot Available
Predicted MS/MS Spectrum - 20V, Negative (Annotated)Predicted LC-MS/MSNot Available
Predicted MS/MS Spectrum - 40V, Negative (Annotated)Predicted LC-MS/MSNot Available

Taxonomy

Description
This compound belongs to the class of organic compounds known as diphenylethers. These are aromatic compounds containing two benzene rings linked to each other through an ether group.
Kingdom
Organic compounds
Super Class
Benzenoids
Class
Benzene and substituted derivatives
Sub Class
Diphenylethers
Direct Parent
Diphenylethers
Alternative Parents
Diarylethers / Benzenesulfonyl compounds / Phenoxy compounds / Phenol ethers / Oxanes / Sulfones / Hydroxamic acids / Oxacyclic compounds / Dialkyl ethers / Organopnictogen compounds
show 4 more
Substituents
Diphenylether / Diaryl ether / Benzenesulfonyl group / Phenoxy compound / Phenol ether / Oxane / Sulfone / Sulfonyl / Hydroxamic acid / Oxacycle
show 14 more
Molecular Framework
Aromatic heteromonocyclic compounds
External Descriptors
Not Available

Targets

Kind
Protein
Organism
Human
Pharmacological action
Unknown
General Function
Zinc ion binding
Specific Function
Cleaves collagens of types I, II, and III at one site in the helical domain. Also cleaves collagens of types VII and X. In case of HIV infection, interacts and cleaves the secreted viral Tat protei...
Gene Name
MMP1
Uniprot ID
P03956
Uniprot Name
Interstitial collagenase
Molecular Weight
54006.61 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. [PubMed:10592235]

Drug created on September 15, 2010 15:32 / Updated on December 01, 2017 16:05