1-Naphthoxyacetic acid

Identification

Generic Name
1-Naphthoxyacetic acid
DrugBank Accession Number
DB08286
Background

Not Available

Type
Small Molecule
Groups
Experimental
Structure
Weight
Average: 202.206
Monoisotopic: 202.062994186
Chemical Formula
C12H10O3
Synonyms
  • (1-naphthalenyloxy)acetic acid
  • (1-naphthyloxy)acetic acid
  • 1-naphthyloxyacetic acid
External IDs
  • NSC-9847

Pharmacology

Indication

Not Available

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Pharmacodynamics

Not Available

Mechanism of action
TargetActionsOrganism
UGag-Pol polyproteinNot Available
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
Chemical TaxonomyProvided by Classyfire
Description
This compound belongs to the class of organic compounds known as phenoxyacetic acid derivatives. These are compounds containing an anisole where the methane group is linked to an acetic acid or a derivative.
Kingdom
Organic compounds
Super Class
Benzenoids
Class
Benzene and substituted derivatives
Sub Class
Phenoxyacetic acid derivatives
Direct Parent
Phenoxyacetic acid derivatives
Alternative Parents
Naphthalenes / Alkyl aryl ethers / Monocarboxylic acids and derivatives / Carboxylic acids / Organic oxides / Hydrocarbon derivatives / Carbonyl compounds
Substituents
Alkyl aryl ether / Aromatic homopolycyclic compound / Carbonyl group / Carboxylic acid / Carboxylic acid derivative / Ether / Hydrocarbon derivative / Monocarboxylic acid or derivatives / Naphthalene / Organic oxide
Molecular Framework
Aromatic homopolycyclic compounds
External Descriptors
naphthyloxyacetic acid (CHEBI:44588)
Affected organisms
Not Available

Chemical Identifiers

UNII
9QI2464POA
CAS number
2976-75-2
InChI Key
GHRYSOFWKRRLMI-UHFFFAOYSA-N
InChI
InChI=1S/C12H10O3/c13-12(14)8-15-11-7-3-5-9-4-1-2-6-10(9)11/h1-7H,8H2,(H,13,14)
IUPAC Name
2-(naphthalen-1-yloxy)acetic acid
SMILES
OC(=O)COC1=CC=CC2=CC=CC=C12

References

General References
Not Available
PubChem Compound
76313
PubChem Substance
99444757
ChemSpider
68790
ChEBI
44588
ChEMBL
CHEMBL1234781
ZINC
ZINC000000038389
PDBe Ligand
NOA
PDB Entries
5rug

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 Solubility0.237 mg/mLALOGPS
logP2.65ALOGPS
logP2.28Chemaxon
logS-2.9ALOGPS
pKa (Strongest Acidic)4.05Chemaxon
pKa (Strongest Basic)-4.9Chemaxon
Physiological Charge-1Chemaxon
Hydrogen Acceptor Count3Chemaxon
Hydrogen Donor Count1Chemaxon
Polar Surface Area46.53 Å2Chemaxon
Rotatable Bond Count3Chemaxon
Refractivity55.06 m3·mol-1Chemaxon
Polarizability20.59 Å3Chemaxon
Number of Rings2Chemaxon
Bioavailability1Chemaxon
Rule of FiveYesChemaxon
Ghose FilterYesChemaxon
Veber's RuleNoChemaxon
MDDR-like RuleNoChemaxon
Predicted ADMET Features
PropertyValueProbability
Human Intestinal Absorption+0.9932
Blood Brain Barrier+0.7567
Caco-2 permeable+0.7126
P-glycoprotein substrateNon-substrate0.591
P-glycoprotein inhibitor INon-inhibitor0.6411
P-glycoprotein inhibitor IINon-inhibitor0.6798
Renal organic cation transporterNon-inhibitor0.8452
CYP450 2C9 substrateNon-substrate0.8016
CYP450 2D6 substrateNon-substrate0.8988
CYP450 3A4 substrateNon-substrate0.6364
CYP450 1A2 substrateInhibitor0.6932
CYP450 2C9 inhibitorNon-inhibitor0.9313
CYP450 2D6 inhibitorNon-inhibitor0.9406
CYP450 2C19 inhibitorNon-inhibitor0.7806
CYP450 3A4 inhibitorNon-inhibitor0.9618
CYP450 inhibitory promiscuityLow CYP Inhibitory Promiscuity0.8268
Ames testNon AMES toxic0.9132
CarcinogenicityNon-carcinogens0.8974
BiodegradationNot ready biodegradable0.6001
Rat acute toxicity2.4965 LD50, mol/kg Not applicable
hERG inhibition (predictor I)Weak inhibitor0.9705
hERG inhibition (predictor II)Non-inhibitor0.8252
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-MSsplash10-0v00-2920000000-598def8e213e9211d7ec
Predicted MS/MS Spectrum - 10V, Positive (Annotated)Predicted LC-MS/MSsplash10-0udi-0190000000-c3293479348bf25fb057
Predicted MS/MS Spectrum - 10V, Negative (Annotated)Predicted LC-MS/MSsplash10-0pb9-0950000000-0fca259136194e6c37a1
Predicted MS/MS Spectrum - 20V, Positive (Annotated)Predicted LC-MS/MSsplash10-0k96-9630000000-f8bdba51e356c74ac11e
Predicted MS/MS Spectrum - 20V, Negative (Annotated)Predicted LC-MS/MSsplash10-0pdi-0940000000-91b9c55119fe991fde96
Predicted MS/MS Spectrum - 40V, Positive (Annotated)Predicted LC-MS/MSsplash10-0udi-5900000000-71f3d2ecf68e20fe63ab
Predicted MS/MS Spectrum - 40V, Negative (Annotated)Predicted LC-MS/MSsplash10-004i-0900000000-b8e4c358c23dcb2c82af
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]-149.924392
predicted
DarkChem Lite v0.1.0
[M-H]-137.36751
predicted
DeepCCS 1.0 (2019)
[M+H]+150.507692
predicted
DarkChem Lite v0.1.0
[M+H]+140.35297
predicted
DeepCCS 1.0 (2019)
[M+Na]+150.117592
predicted
DarkChem Lite v0.1.0
[M+Na]+149.4517
predicted
DeepCCS 1.0 (2019)

Targets

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Kind
Protein
Organism
Not Available
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
P04585
Uniprot Name
Gag-Pol polyprotein
Molecular Weight
162041.05 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]
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 21:30 / Updated at June 12, 2020 16:52