7-[(3-CHLOROBENZYL)OXY]-4-[(METHYLAMINO)METHYL]-2H-CHROMEN-2-ONE

Identification

Name
7-[(3-CHLOROBENZYL)OXY]-4-[(METHYLAMINO)METHYL]-2H-CHROMEN-2-ONE
Accession Number
DB07513
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: 329.778
Monoisotopic: 329.08187109
Chemical Formula
C18H16ClNO3
InChI Key
JMGUSOLCNQVZCT-UHFFFAOYSA-N
InChI
InChI=1S/C18H16ClNO3/c1-20-10-13-8-18(21)23-17-9-15(5-6-16(13)17)22-11-12-3-2-4-14(19)7-12/h2-9,20H,10-11H2,1H3
IUPAC Name
7-[(3-chlorophenyl)methoxy]-4-[(methylamino)methyl]-2H-chromen-2-one
SMILES
CNCC1=CC(=O)OC2=C1C=CC(OCC1=CC=CC(Cl)=C1)=C2

Pharmacology

Indication
Not Available
Structured Indications
Not Available
Pharmacodynamics
Not Available
Mechanism of action
TargetActionsOrganism
UAmine oxidase [flavin-containing] BNot 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
11616886
PubChem Substance
99443984
ChemSpider
9791635
BindingDB
19188
ChEMBL
CHEMBL239507
HET
C18
PDB Entries
2v61

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 Solubility0.0037 mg/mLALOGPS
logP3.49ALOGPS
logP3.3ChemAxon
logS-5ALOGPS
pKa (Strongest Basic)8.82ChemAxon
Physiological Charge1ChemAxon
Hydrogen Acceptor Count3ChemAxon
Hydrogen Donor Count1ChemAxon
Polar Surface Area47.56 Å2ChemAxon
Rotatable Bond Count5ChemAxon
Refractivity89.92 m3·mol-1ChemAxon
Polarizability34.67 Å3ChemAxon
Number of Rings3ChemAxon
Bioavailability1ChemAxon
Rule of FiveYesChemAxon
Ghose FilterYesChemAxon
Veber's RuleNoChemAxon
MDDR-like RuleNoChemAxon
Predicted ADMET features
PropertyValueProbability
Human Intestinal Absorption+0.9966
Blood Brain Barrier+0.9224
Caco-2 permeable+0.6764
P-glycoprotein substrateSubstrate0.6227
P-glycoprotein inhibitor INon-inhibitor0.5372
P-glycoprotein inhibitor IIInhibitor0.6143
Renal organic cation transporterNon-inhibitor0.627
CYP450 2C9 substrateNon-substrate0.8134
CYP450 2D6 substrateNon-substrate0.7275
CYP450 3A4 substrateNon-substrate0.5716
CYP450 1A2 substrateInhibitor0.8026
CYP450 2C9 inhibitorNon-inhibitor0.5548
CYP450 2D6 inhibitorNon-inhibitor0.5088
CYP450 2C19 inhibitorInhibitor0.6871
CYP450 3A4 inhibitorNon-inhibitor0.7527
CYP450 inhibitory promiscuityHigh CYP Inhibitory Promiscuity0.8151
Ames testNon AMES toxic0.6664
CarcinogenicityNon-carcinogens0.8537
BiodegradationNot ready biodegradable0.8862
Rat acute toxicity2.6461 LD50, mol/kg Not applicable
hERG inhibition (predictor I)Weak inhibitor0.5459
hERG inhibition (predictor II)Non-inhibitor0.7374
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 coumarins and derivatives. These are polycyclic aromatic compounds containing a 1-benzopyran moiety with a ketone group at the C2 carbon atom (1-benzopyran-2-one).
Kingdom
Organic compounds
Super Class
Phenylpropanoids and polyketides
Class
Coumarins and derivatives
Sub Class
Not Available
Direct Parent
Coumarins and derivatives
Alternative Parents
1-benzopyrans / Pyranones and derivatives / Chlorobenzenes / Aralkylamines / Alkyl aryl ethers / Aryl chlorides / Heteroaromatic compounds / Lactones / Oxacyclic compounds / Dialkylamines
show 4 more
Substituents
Coumarin / Benzopyran / 1-benzopyran / Alkyl aryl ether / Chlorobenzene / Aralkylamine / Halobenzene / Pyranone / Aryl chloride / Aryl halide
show 21 more
Molecular Framework
Aromatic heteropolycyclic compounds
External Descriptors
Not Available

Targets

Kind
Protein
Organism
Human
Pharmacological action
Unknown
General Function
Primary amine oxidase activity
Specific Function
Catalyzes the oxidative deamination of biogenic and xenobiotic amines and has important functions in the metabolism of neuroactive and vasoactive amines in the central nervous system and peripheral...
Gene Name
MAOB
Uniprot ID
P27338
Uniprot Name
Amine oxidase [flavin-containing] B
Molecular Weight
58762.475 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 15:23 / Updated on December 01, 2017 15:52