NAV

2-(4-(2-((3-(5-(PYRIDIN-2-YLTHIO)THIAZOL-2-YL)UREIDO)METHYL)-1H-IMIDAZOL-4-YL)PHENOXY)ACETIC ACID

Identification

Generic Name
2-(4-(2-((3-(5-(PYRIDIN-2-YLTHIO)THIAZOL-2-YL)UREIDO)METHYL)-1H-IMIDAZOL-4-YL)PHENOXY)ACETIC ACID
DrugBank Accession Number
DB08657
Background

Not Available

Type
Small Molecule
Groups
Experimental
Structure
3D
Similar Structures
Weight
Average: 482.535
Monoisotopic: 482.083094474
Chemical Formula
C21H18N6O4S2
Synonyms
Not Available
Poor quality drug data slowing you down?
Unlock 38% more drug discovery time and eliminate decision-making doubts with this one-stop guide to quality drug data.
Download eBook
Poor quality drug data slowing you down?
Download eBook

Pharmacology

Indication

Not Available

Reduce drug development failure rates
Build, train, & validate machine-learning models
with evidence-based and structured datasets.
See how
Build, train, & validate predictive machine-learning models with structured datasets.
See how
Contraindications & Blackbox Warnings
Prevent Adverse Drug Events Today
Tap into our Clinical API for life-saving information on contraindications & blackbox warnings, population restrictions, harmful risks, & more.
Learn more
Avoid life-threatening adverse drug events with our Clinical API
Learn more
Pharmacodynamics

Not Available

Mechanism of action
TargetActionsOrganism
UTrans-2-enoyl-ACP reductase IINot AvailableStreptococcus pneumoniae
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
Improve decision support & research outcomes
With structured adverse effects data, including: blackbox warnings, adverse reactions, warning & precautions, & incidence rates. View sample adverse effects data in our new Data Library!
See the data
Improve decision support & research outcomes with our structured adverse effects data.
See a data sample
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 phenylimidazoles. These are polycyclic aromatic compounds containing a benzene ring linked to an imidazole ring through a CC or CN bond.
Kingdom
Organic compounds
Super Class
Organoheterocyclic compounds
Class
Azoles
Sub Class
Imidazoles
Direct Parent
Phenylimidazoles
Alternative Parents
Phenoxyacetic acid derivatives / Diarylthioethers / Phenoxy compounds / Phenol ethers / Imidazolyl carboxylic acids and derivatives / 2,5-disubstituted thiazoles / Alkyl aryl ethers / Pyridines and derivatives / Heteroaromatic compounds / Ureas
show 9 more
Substituents
2,5-disubstituted 1,3-thiazole / 4-phenylimidazole / 5-phenylimidazole / Alkyl aryl ether / Aromatic heteromonocyclic compound / Aryl thioether / Azacycle / Benzenoid / Carbonic acid derivative / Carbonyl group
show 24 more
Molecular Framework
Aromatic heteromonocyclic compounds
External Descriptors
Not Available
Affected organisms
Not Available

Chemical Identifiers

UNII
Not Available
CAS number
Not Available
InChI Key
SSXCWVOQWRUMGN-UHFFFAOYSA-N
InChI
InChI=1S/C21H18N6O4S2/c28-18(29)12-31-14-6-4-13(5-7-14)15-9-23-16(26-15)10-24-20(30)27-21-25-11-19(33-21)32-17-3-1-2-8-22-17/h1-9,11H,10,12H2,(H,23,26)(H,28,29)(H2,24,25,27,30)
IUPAC Name
2-(4-{2-[({[5-(pyridin-2-ylsulfanyl)-1,3-thiazol-2-yl]carbamoyl}amino)methyl]-1H-imidazol-4-yl}phenoxy)acetic acid
SMILES
OC(=O)COC1=CC=C(C=C1)C1=CNC(CNC(=O)NC2=NC=C(SC3=NC=CC=C3)S2)=N1

References

General References
Not Available
PubChem Compound
17758816
PubChem Substance
99445128
ChemSpider
21378486
ChEMBL
CHEMBL1206212
ZINC
ZINC000024952251
PDBe Ligand
TUI
PDB Entries
2z6j

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 Solubility0.00247 mg/mLALOGPS
logP2.71ALOGPS
logP1.75Chemaxon
logS-5.3ALOGPS
pKa (Strongest Acidic)3.58Chemaxon
pKa (Strongest Basic)5.19Chemaxon
Physiological Charge-1Chemaxon
Hydrogen Acceptor Count7Chemaxon
Hydrogen Donor Count4Chemaxon
Polar Surface Area142.12 Å2Chemaxon
Rotatable Bond Count9Chemaxon
Refractivity123.38 m3·mol-1Chemaxon
Polarizability49.17 Å3Chemaxon
Number of Rings4Chemaxon
Bioavailability1Chemaxon
Rule of FiveYesChemaxon
Ghose FilterNoChemaxon
Veber's RuleNoChemaxon
MDDR-like RuleYesChemaxon
Predicted ADMET Features
PropertyValueProbability
Human Intestinal Absorption-0.7982
Blood Brain Barrier+0.6025
Caco-2 permeable-0.6831
P-glycoprotein substrateSubstrate0.5647
P-glycoprotein inhibitor INon-inhibitor0.9121
P-glycoprotein inhibitor IINon-inhibitor0.9583
Renal organic cation transporterNon-inhibitor0.8378
CYP450 2C9 substrateNon-substrate0.7648
CYP450 2D6 substrateNon-substrate0.7981
CYP450 3A4 substrateNon-substrate0.6335
CYP450 1A2 substrateNon-inhibitor0.6526
CYP450 2C9 inhibitorNon-inhibitor0.5244
CYP450 2D6 inhibitorNon-inhibitor0.8233
CYP450 2C19 inhibitorNon-inhibitor0.5469
CYP450 3A4 inhibitorNon-inhibitor0.5595
CYP450 inhibitory promiscuityHigh CYP Inhibitory Promiscuity0.63
Ames testNon AMES toxic0.6085
CarcinogenicityNon-carcinogens0.8117
BiodegradationNot ready biodegradable0.9892
Rat acute toxicity2.3431 LD50, mol/kg Not applicable
hERG inhibition (predictor I)Weak inhibitor0.992
hERG inhibition (predictor II)Non-inhibitor0.7038
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/MSsplash10-001i-0000900000-da996edf2edb99ef71fc
Predicted MS/MS Spectrum - 10V, Negative (Annotated)Predicted LC-MS/MSsplash10-004i-9021200000-590b5b9838b20ec0e8b2
Predicted MS/MS Spectrum - 20V, Positive (Annotated)Predicted LC-MS/MSsplash10-00li-0010900000-030166c9074dda3e436a
Predicted MS/MS Spectrum - 20V, Negative (Annotated)Predicted LC-MS/MSsplash10-03di-3910100000-64d74f0bbde865b0f9fe
Predicted MS/MS Spectrum - 40V, Positive (Annotated)Predicted LC-MS/MSsplash10-05nb-0945800000-3194b6123e721b002d23
Predicted MS/MS Spectrum - 40V, Negative (Annotated)Predicted LC-MS/MSsplash10-01q9-2920000000-ad8dc70fb9628af2630d
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]-202.94075
predicted
DeepCCS 1.0 (2019)
[M+H]+205.29875
predicted
DeepCCS 1.0 (2019)
[M+Na]+211.39188
predicted
DeepCCS 1.0 (2019)

Targets

Build, predict & validate machine-learning models
Use our structured and evidence-based datasets to unlock new
insights and accelerate drug research.
Learn more
Use our structured and evidence-based datasets to unlock new insights and accelerate drug research.
Learn more
Details1. Trans-2-enoyl-ACP reductase II
Kind
Protein
Organism
Streptococcus pneumoniae
Pharmacological action
Unknown
General Function
Nucleotide binding
Specific Function
Not Available
Gene Name
fabK
Uniprot ID
Q9FBC5
Uniprot Name
Putative enoyl-(Acyl-carrier-protein) reductase II
Molecular Weight
34177.095 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