NAV

5-{3-[3-(2,4-DICHLORO-BENZOYL)-UREIDO]-2-METHYL-PHENOXY}-PENTANOIC ACID

Identification

Generic Name
5-{3-[3-(2,4-DICHLORO-BENZOYL)-UREIDO]-2-METHYL-PHENOXY}-PENTANOIC ACID
DrugBank Accession Number
DB04645
Background

Not Available

Type
Small Molecule
Groups
Experimental
Structure
3D
Similar Structures
Weight
Average: 439.289
Monoisotopic: 438.074927174
Chemical Formula
C20H20Cl2N2O5
Synonyms
Not Available
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Pharmacology

Indication

Not Available

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Pharmacodynamics

Not Available

Mechanism of action
TargetActionsOrganism
UGlycogen phosphorylase, muscle formNot AvailableHumans
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 n-benzoyl-n'-phenylureas. These are n-acyl-phenylureas that have the acyl group substituted by a phenyl group.
Kingdom
Organic compounds
Super Class
Benzenoids
Class
Benzene and substituted derivatives
Sub Class
N-phenylureas
Direct Parent
N-benzoyl-N'-phenylureas
Alternative Parents
2-halobenzoic acids and derivatives / 4-halobenzoic acids and derivatives / Phenoxy compounds / Phenol ethers / Benzoyl derivatives / Dichlorobenzenes / Toluenes / Alkyl aryl ethers / Aryl chlorides / Vinylogous halides
show 9 more
Substituents
1,3-dichlorobenzene / 2-halobenzoic acid or derivatives / 4-halobenzoic acid or derivatives / Alkyl aryl ether / Aromatic homomonocyclic compound / Aryl chloride / Aryl halide / Benzoic acid or derivatives / Benzoyl / Carbonic acid derivative
show 23 more
Molecular Framework
Aromatic homomonocyclic compounds
External Descriptors
Not Available
Affected organisms
Not Available

Chemical Identifiers

UNII
Not Available
CAS number
Not Available
InChI Key
NJJIFGCFUDDBSP-UHFFFAOYSA-N
InChI
InChI=1S/C20H20Cl2N2O5/c1-12-16(5-4-6-17(12)29-10-3-2-7-18(25)26)23-20(28)24-19(27)14-9-8-13(21)11-15(14)22/h4-6,8-9,11H,2-3,7,10H2,1H3,(H,25,26)(H2,23,24,27,28)
IUPAC Name
5-(3-{[(2,4-dichlorobenzoyl)carbamoyl]amino}-2-methylphenoxy)pentanoic acid
SMILES
CC1=C(NC(=O)NC(=O)C2=CC=C(Cl)C=C2Cl)C=CC=C1OCCCCC(O)=O

References

General References
Not Available
PubChem Compound
5326887
PubChem Substance
46507045
ChemSpider
4484179
ZINC
ZINC000012504448
PDBe Ligand
BN5
PDB Entries
1wv1

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 Solubility0.000836 mg/mLALOGPS
logP4.23ALOGPS
logP4.73Chemaxon
logS-5.7ALOGPS
pKa (Strongest Acidic)4.19Chemaxon
pKa (Strongest Basic)-4.8Chemaxon
Physiological Charge-1Chemaxon
Hydrogen Acceptor Count5Chemaxon
Hydrogen Donor Count3Chemaxon
Polar Surface Area104.73 Å2Chemaxon
Rotatable Bond Count8Chemaxon
Refractivity111.09 m3·mol-1Chemaxon
Polarizability44.26 Å3Chemaxon
Number of Rings2Chemaxon
Bioavailability1Chemaxon
Rule of FiveYesChemaxon
Ghose FilterYesChemaxon
Veber's RuleNoChemaxon
MDDR-like RuleNoChemaxon
Predicted ADMET Features
PropertyValueProbability
Human Intestinal Absorption-0.5803
Blood Brain Barrier+0.8513
Caco-2 permeable-0.6224
P-glycoprotein substrateSubstrate0.5178
P-glycoprotein inhibitor INon-inhibitor0.8012
P-glycoprotein inhibitor IINon-inhibitor0.8761
Renal organic cation transporterNon-inhibitor0.8803
CYP450 2C9 substrateNon-substrate0.5746
CYP450 2D6 substrateNon-substrate0.8145
CYP450 3A4 substrateSubstrate0.5265
CYP450 1A2 substrateNon-inhibitor0.5706
CYP450 2C9 inhibitorInhibitor0.5
CYP450 2D6 inhibitorNon-inhibitor0.894
CYP450 2C19 inhibitorInhibitor0.7253
CYP450 3A4 inhibitorNon-inhibitor0.7687
CYP450 inhibitory promiscuityHigh CYP Inhibitory Promiscuity0.6771
Ames testNon AMES toxic0.7985
CarcinogenicityNon-carcinogens0.8726
BiodegradationNot ready biodegradable0.8224
Rat acute toxicity2.2811 LD50, mol/kg Not applicable
hERG inhibition (predictor I)Weak inhibitor0.8566
hERG inhibition (predictor II)Non-inhibitor0.6423
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/MSsplash10-00dr-0539500000-6ad751955de4a7846d48
Predicted MS/MS Spectrum - 10V, Negative (Annotated)Predicted LC-MS/MSsplash10-0f6x-9360000000-bfe99a61a76fb2f59f45
Predicted MS/MS Spectrum - 20V, Negative (Annotated)Predicted LC-MS/MSsplash10-000b-2911000000-7b654aa8c1c071752bd0
Predicted MS/MS Spectrum - 20V, Positive (Annotated)Predicted LC-MS/MSsplash10-00b9-3926000000-7efdd3661d3db3d5f3eb
Predicted MS/MS Spectrum - 40V, Negative (Annotated)Predicted LC-MS/MSsplash10-001i-9100000000-bdfd26244ba7582e9aa1
Predicted MS/MS Spectrum - 40V, Positive (Annotated)Predicted LC-MS/MSsplash10-006t-1921000000-23ec2307f0128ba1773a
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]-192.76094
predicted
DeepCCS 1.0 (2019)
[M+H]+195.11894
predicted
DeepCCS 1.0 (2019)
[M+Na]+202.10783
predicted
DeepCCS 1.0 (2019)

Targets

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Details1. Glycogen phosphorylase, muscle form
Kind
Protein
Organism
Humans
Pharmacological action
Unknown
General Function
Pyridoxal phosphate binding
Specific Function
Phosphorylase is an important allosteric enzyme in carbohydrate metabolism. Enzymes from different sources differ in their regulatory mechanisms and in their natural substrates. However, all known ...
Gene Name
PYGM
Uniprot ID
P11217
Uniprot Name
Glycogen phosphorylase, muscle form
Molecular Weight
97091.265 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 11, 2007 17:49 / Updated at June 12, 2020 16:52