4-HYDROXY-7-METHOXY-3-(1-PHENYL-PROPYL)-CHROMEN-2-ONE

Identification

Generic Name
4-HYDROXY-7-METHOXY-3-(1-PHENYL-PROPYL)-CHROMEN-2-ONE
DrugBank Accession Number
DB08663
Background

Not Available

Type
Small Molecule
Groups
Experimental
Structure
Weight
Average: 310.3438
Monoisotopic: 310.120509064
Chemical Formula
C19H18O4
Synonyms
Not Available

Pharmacology

Indication

Not Available

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Pharmacodynamics

Not Available

Mechanism of action
TargetActionsOrganism
UGag-Pol polyproteinNot AvailableHIV-2
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 4-hydroxycoumarins. These are coumarins that contain one or more hydroxyl groups attached to C4-position the coumarin skeleton.
Kingdom
Organic compounds
Super Class
Phenylpropanoids and polyketides
Class
Coumarins and derivatives
Sub Class
Hydroxycoumarins
Direct Parent
4-hydroxycoumarins
Alternative Parents
1-benzopyrans / Phenylpropanes / Anisoles / Pyranones and derivatives / Alkyl aryl ethers / Vinylogous acids / Heteroaromatic compounds / Lactones / Oxacyclic compounds / Organic oxides
show 1 more
Substituents
1-benzopyran / 4-hydroxycoumarin / Alkyl aryl ether / Anisole / Aromatic heteropolycyclic compound / Benzenoid / Benzopyran / Ether / Heteroaromatic compound / Hydrocarbon derivative
show 11 more
Molecular Framework
Aromatic heteropolycyclic compounds
External Descriptors
Not Available
Affected organisms
Not Available

Chemical Identifiers

UNII
Not Available
CAS number
Not Available
InChI Key
CCPGCKQLIHGSCJ-AWEZNQCLSA-N
InChI
InChI=1S/C19H18O4/c1-3-14(12-7-5-4-6-8-12)17-18(20)15-10-9-13(22-2)11-16(15)23-19(17)21/h4-11,14,20H,3H2,1-2H3/t14-/m0/s1
IUPAC Name
4-hydroxy-7-methoxy-3-[(1S)-1-phenylpropyl]-2H-chromen-2-one
SMILES
[H][C@](CC)(C1=CC=CC=C1)C1=C(O)C2=C(OC1=O)C=C(OC)C=C2

References

General References
Not Available
PubChem Compound
54736485
PubChem Substance
99445134
ChemSpider
25058337
ZINC
ZINC000100036950
PDBe Ligand
U03
PDB Entries
3upj

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 Solubility0.0296 mg/mLALOGPS
logP3.79ALOGPS
logP3.58Chemaxon
logS-4ALOGPS
pKa (Strongest Acidic)5.62Chemaxon
pKa (Strongest Basic)-4.8Chemaxon
Physiological Charge-1Chemaxon
Hydrogen Acceptor Count3Chemaxon
Hydrogen Donor Count1Chemaxon
Polar Surface Area55.76 Å2Chemaxon
Rotatable Bond Count4Chemaxon
Refractivity88.11 m3·mol-1Chemaxon
Polarizability33.2 Å3Chemaxon
Number of Rings3Chemaxon
Bioavailability1Chemaxon
Rule of FiveYesChemaxon
Ghose FilterYesChemaxon
Veber's RuleNoChemaxon
MDDR-like RuleNoChemaxon
Predicted ADMET Features
PropertyValueProbability
Human Intestinal Absorption+0.9146
Blood Brain Barrier+0.8395
Caco-2 permeable+0.8926
P-glycoprotein substrateSubstrate0.6118
P-glycoprotein inhibitor INon-inhibitor0.6999
P-glycoprotein inhibitor IINon-inhibitor0.5762
Renal organic cation transporterNon-inhibitor0.8701
CYP450 2C9 substrateNon-substrate0.7488
CYP450 2D6 substrateNon-substrate0.8713
CYP450 3A4 substrateNon-substrate0.5735
CYP450 1A2 substrateInhibitor0.6756
CYP450 2C9 inhibitorInhibitor0.7842
CYP450 2D6 inhibitorNon-inhibitor0.8315
CYP450 2C19 inhibitorInhibitor0.5902
CYP450 3A4 inhibitorNon-inhibitor0.7699
CYP450 inhibitory promiscuityHigh CYP Inhibitory Promiscuity0.6726
Ames testNon AMES toxic0.6623
CarcinogenicityNon-carcinogens0.9206
BiodegradationNot ready biodegradable0.7882
Rat acute toxicity3.6423 LD50, mol/kg Not applicable
hERG inhibition (predictor I)Weak inhibitor0.9373
hERG inhibition (predictor II)Non-inhibitor0.9314
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/MSsplash10-03di-1309000000-aed5f5bbc8269727e2ee
Predicted MS/MS Spectrum - 10V, Negative (Annotated)Predicted LC-MS/MSsplash10-03di-0921000000-25a7ebce4c31438b1c64
Predicted MS/MS Spectrum - 20V, Positive (Annotated)Predicted LC-MS/MSsplash10-03dl-7809000000-4feeb8b818e8710857c1
Predicted MS/MS Spectrum - 20V, Negative (Annotated)Predicted LC-MS/MSsplash10-06tf-1894000000-10acd6393f5fe6bf17b8
Predicted MS/MS Spectrum - 40V, Positive (Annotated)Predicted LC-MS/MSsplash10-00kf-9851000000-46b92fed121085a8fff8
Predicted MS/MS Spectrum - 40V, Negative (Annotated)Predicted LC-MS/MSsplash10-0f9f-9720000000-7f6d63ebd36c2a5babb5
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]-171.0255
predicted
DeepCCS 1.0 (2019)
[M+H]+173.38351
predicted
DeepCCS 1.0 (2019)
[M+Na]+180.10277
predicted
DeepCCS 1.0 (2019)

Targets

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Kind
Protein
Organism
HIV-2
Pharmacological action
Unknown
General Function
Zinc ion binding
Specific Function
Gag-Pol polyprotein: Mediates, with Gag polyrotein, the essential events in virion assembly, including binding the plasma membrane, making the protein-protein interactions necessary to create spher...
Gene Name
gag-pol
Uniprot ID
P04584
Uniprot Name
Gag-Pol polyprotein
Molecular Weight
164644.035 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]

Drug created at September 15, 2010 21:33 / Updated at June 12, 2020 16:52