(2E)-3-(4-CHLOROPHENYL)-N-HYDROXYACRYLAMIDE

Identification

Name
(2E)-3-(4-CHLOROPHENYL)-N-HYDROXYACRYLAMIDE
Accession Number
DB07819
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: 197.618
Monoisotopic: 197.024356212
Chemical Formula
C9H8ClNO2
InChI Key
YPYUWBDOEMPXSK-ZZXKWVIFSA-N
InChI
InChI=1S/C9H8ClNO2/c10-8-4-1-7(2-5-8)3-6-9(12)11-13/h1-6,13H,(H,11,12)/b6-3+
IUPAC Name
(2E)-3-(4-chlorophenyl)-N-hydroxyprop-2-enamide
SMILES
ONC(=O)\C=C\C1=CC=C(Cl)C=C1

Pharmacology

Indication
Not Available
Pharmacodynamics
Not Available
Mechanism of action
TargetActionsOrganism
UBotulinum neurotoxin type ANot AvailableClostridium botulinum
UBoNT/ANot AvailableClostridium botulinum
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
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

References

General References
Not Available
External Links
PubChem Compound
11694089
PubChem Substance
99444290
ChemSpider
9868814
BindingDB
23295
ChEMBL
CHEMBL1232971
ZINC
ZINC000012583773
PDBe Ligand
GB5
PDB Entries
2ilp

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 Solubility0.195 mg/mLALOGPS
logP1.65ALOGPS
logP1.93ChemAxon
logS-3ALOGPS
pKa (Strongest Acidic)9.56ChemAxon
pKa (Strongest Basic)-5.1ChemAxon
Physiological Charge0ChemAxon
Hydrogen Acceptor Count2ChemAxon
Hydrogen Donor Count2ChemAxon
Polar Surface Area49.33 Å2ChemAxon
Rotatable Bond Count2ChemAxon
Refractivity51.45 m3·mol-1ChemAxon
Polarizability19.23 Å3ChemAxon
Number of Rings1ChemAxon
Bioavailability1ChemAxon
Rule of FiveYesChemAxon
Ghose FilterYesChemAxon
Veber's RuleNoChemAxon
MDDR-like RuleNoChemAxon
Predicted ADMET features
PropertyValueProbability
Human Intestinal Absorption+0.9956
Blood Brain Barrier+0.9899
Caco-2 permeable+0.5756
P-glycoprotein substrateNon-substrate0.866
P-glycoprotein inhibitor INon-inhibitor0.9409
P-glycoprotein inhibitor IINon-inhibitor0.9835
Renal organic cation transporterNon-inhibitor0.9249
CYP450 2C9 substrateNon-substrate0.8369
CYP450 2D6 substrateNon-substrate0.8446
CYP450 3A4 substrateNon-substrate0.5946
CYP450 1A2 substrateNon-inhibitor0.5716
CYP450 2C9 inhibitorNon-inhibitor0.8316
CYP450 2D6 inhibitorNon-inhibitor0.8365
CYP450 2C19 inhibitorNon-inhibitor0.7072
CYP450 3A4 inhibitorNon-inhibitor0.8872
CYP450 inhibitory promiscuityLow CYP Inhibitory Promiscuity0.7936
Ames testAMES toxic0.6785
CarcinogenicityNon-carcinogens0.5174
BiodegradationNot ready biodegradable0.9823
Rat acute toxicity2.2111 LD50, mol/kg Not applicable
hERG inhibition (predictor I)Weak inhibitor0.9853
hERG inhibition (predictor II)Non-inhibitor0.9436
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 cinnamic acids and derivatives. These are organic aromatic compounds containing a benzene and a carboxylic acid group (or a derivative thereof) forming 3-phenylprop-2-enoic acid.
Kingdom
Organic compounds
Super Class
Phenylpropanoids and polyketides
Class
Cinnamic acids and derivatives
Sub Class
Not Available
Direct Parent
Cinnamic acids and derivatives
Alternative Parents
Styrenes / Chlorobenzenes / Aryl chlorides / Hydroxamic acids / Organopnictogen compounds / Organonitrogen compounds / Organochlorides / Organic oxides / Hydrocarbon derivatives / Carbonyl compounds
Substituents
Cinnamic acid or derivatives / Styrene / Chlorobenzene / Halobenzene / Aryl chloride / Aryl halide / Monocyclic benzene moiety / Benzenoid / Hydroxamic acid / Carboxylic acid derivative
Molecular Framework
Aromatic homomonocyclic compounds
External Descriptors
Not Available

Targets

Kind
Protein
Organism
Clostridium botulinum
Pharmacological action
Unknown
General Function
Zinc ion binding
Specific Function
Inhibits acetylcholine release. The botulinum toxin binds with high affinity to peripheral neuronal presynaptic membrane to the secretory vesicle protein SV2. It binds directly to the largest lumin...
Gene Name
botA
Uniprot ID
P10845
Uniprot Name
Botulinum neurotoxin type A
Molecular Weight
149452.615 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]
Kind
Protein
Organism
Clostridium botulinum
Pharmacological action
Unknown
General Function
Zinc ion binding
Specific Function
Not Available
Gene Name
bont/a
Uniprot ID
Q7B8V4
Uniprot Name
BoNT/A
Molecular Weight
149424.555 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 15:26 / Updated on March 01, 2020 20:05

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