3-[(4'-cyanobiphenyl-4-yl)oxy]-N-hydroxypropanamide

Identification

Name
3-[(4'-cyanobiphenyl-4-yl)oxy]-N-hydroxypropanamide
Accession Number
DB08030
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: 282.294
Monoisotopic: 282.100442324
Chemical Formula
C16H14N2O3
InChI Key
XZWFHJUEAVOHHG-UHFFFAOYSA-N
InChI
InChI=1S/C16H14N2O3/c17-11-12-1-3-13(4-2-12)14-5-7-15(8-6-14)21-10-9-16(19)18-20/h1-8,20H,9-10H2,(H,18,19)
IUPAC Name
3-[4-(4-cyanophenyl)phenoxy]-N-hydroxypropanamide
SMILES
ONC(=O)CCOC1=CC=C(C=C1)C1=CC=C(C=C1)C#N

Pharmacology

Indication
Not Available
Structured Indications
Not Available
Pharmacodynamics
Not Available
Mechanism of action
TargetActionsOrganism
UStromelysin-1Not 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
10039403
PubChem Substance
99444501
ChemSpider
8214967
BindingDB
50096645
ChEMBL
CHEMBL38851
HET
JT6
PDB Entries
2jt6

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 Solubility0.012 mg/mLALOGPS
logP2.2ALOGPS
logP2.22ChemAxon
logS-4.4ALOGPS
pKa (Strongest Acidic)8.88ChemAxon
pKa (Strongest Basic)-4.8ChemAxon
Physiological Charge0ChemAxon
Hydrogen Acceptor Count4ChemAxon
Hydrogen Donor Count2ChemAxon
Polar Surface Area82.35 Å2ChemAxon
Rotatable Bond Count5ChemAxon
Refractivity77.75 m3·mol-1ChemAxon
Polarizability29.9 Å3ChemAxon
Number of Rings2ChemAxon
Bioavailability1ChemAxon
Rule of FiveYesChemAxon
Ghose FilterYesChemAxon
Veber's RuleNoChemAxon
MDDR-like RuleNoChemAxon
Predicted ADMET features
PropertyValueProbability
Human Intestinal Absorption+0.995
Blood Brain Barrier+0.9204
Caco-2 permeable-0.6414
P-glycoprotein substrateNon-substrate0.6916
P-glycoprotein inhibitor INon-inhibitor0.614
P-glycoprotein inhibitor IINon-inhibitor0.5989
Renal organic cation transporterNon-inhibitor0.8102
CYP450 2C9 substrateNon-substrate0.8085
CYP450 2D6 substrateNon-substrate0.774
CYP450 3A4 substrateNon-substrate0.5
CYP450 1A2 substrateInhibitor0.5087
CYP450 2C9 inhibitorNon-inhibitor0.8295
CYP450 2D6 inhibitorNon-inhibitor0.6295
CYP450 2C19 inhibitorNon-inhibitor0.6963
CYP450 3A4 inhibitorNon-inhibitor0.6584
CYP450 inhibitory promiscuityHigh CYP Inhibitory Promiscuity0.5
Ames testAMES toxic0.7539
CarcinogenicityNon-carcinogens0.786
BiodegradationNot ready biodegradable0.9719
Rat acute toxicity2.1679 LD50, mol/kg Not applicable
hERG inhibition (predictor I)Weak inhibitor0.9839
hERG inhibition (predictor II)Non-inhibitor0.6722
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-MSNot Available
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 biphenylcarbonitriles. These are organic compounds containing an acetonitrile with one hydrogen replaced by a biphenyl group.
Kingdom
Organic compounds
Super Class
Benzenoids
Class
Benzene and substituted derivatives
Sub Class
Biphenyls and derivatives
Direct Parent
Biphenylcarbonitriles
Alternative Parents
Phenoxy compounds / Phenol ethers / Benzonitriles / Alkyl aryl ethers / Hydroxamic acids / Nitriles / Organopnictogen compounds / Organic oxides / Hydrocarbon derivatives / Carbonyl compounds
Substituents
Biphenylcarbonitrile / Phenoxy compound / Benzonitrile / Phenol ether / Alkyl aryl ether / Hydroxamic acid / Carboxylic acid derivative / Ether / Carbonitrile / Nitrile
Molecular Framework
Aromatic homomonocyclic compounds
External Descriptors
Not Available

Targets

Details
1. Stromelysin-1
Kind
Protein
Organism
Human
Pharmacological action
Unknown
General Function
Zinc ion binding
Specific Function
Can degrade fibronectin, laminin, gelatins of type I, III, IV, and V; collagens III, IV, X, and IX, and cartilage proteoglycans. Activates procollagenase.
Gene Name
MMP3
Uniprot ID
P08254
Uniprot Name
Stromelysin-1
Molecular Weight
53976.84 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 15:27 / Updated on December 01, 2017 15:59