NAV

5-bromo-N-(3-chloro-2-(4-(prop-2-ynyl)piperazin-1-yl)phenyl)furan-2-carboxamide

Identification

Generic Name
5-bromo-N-(3-chloro-2-(4-(prop-2-ynyl)piperazin-1-yl)phenyl)furan-2-carboxamide
DrugBank Accession Number
DB08021
Background

Not Available

Type
Small Molecule
Groups
Experimental
Structure
3D
Similar Structures
Weight
Average: 422.703
Monoisotopic: 421.019267157
Chemical Formula
C18H17BrClN3O2
Synonyms
Not Available
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Pharmacology

Indication

Not Available

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Contraindications & Blackbox Warnings
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Pharmacodynamics

Not Available

Mechanism of action
TargetActionsOrganism
UMitogen-activated protein kinase 10Not 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 2-furanilides. These are aromatic heterocyclic compounds contaning a furan ring that is substituted at the 2-position with an anilide.
Kingdom
Organic compounds
Super Class
Benzenoids
Class
Benzene and substituted derivatives
Sub Class
Anilides
Direct Parent
2-furanilides
Alternative Parents
Phenylpiperazines / N-arylpiperazines / Dialkylarylamines / Furoic acid and derivatives / 2-heteroaryl carboxamides / Aniline and substituted anilines / Chlorobenzenes / N-alkylpiperazines / Aryl chlorides / Aryl bromides
show 13 more
Substituents
1,4-diazinane / 2-furanilide / 2-heteroaryl carboxamide / Acetylide / Amine / Amino acid or derivatives / Aniline or substituted anilines / Aromatic heteromonocyclic compound / Aryl bromide / Aryl chloride
show 30 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
MEFJFXHHHNDHEN-UHFFFAOYSA-N
InChI
InChI=1S/C18H17BrClN3O2/c1-2-8-22-9-11-23(12-10-22)17-13(20)4-3-5-14(17)21-18(24)15-6-7-16(19)25-15/h1,3-7H,8-12H2,(H,21,24)
IUPAC Name
5-bromo-N-{3-chloro-2-[4-(prop-2-yn-1-yl)piperazin-1-yl]phenyl}furan-2-carboxamide
SMILES
ClC1=C(N2CCN(CC#C)CC2)C(NC(=O)C2=CC=C(Br)O2)=CC=C1

References

General References
Not Available
PubChem Compound
44224261
PubChem Substance
99444492
ChemSpider
25059019
BindingDB
32460
ChEMBL
CHEMBL1233749
ZINC
ZINC000039258074
PDBe Ligand
JK3
PDB Entries
3fv8

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 Solubility0.0688 mg/mLALOGPS
logP3.5ALOGPS
logP3.38Chemaxon
logS-3.8ALOGPS
pKa (Strongest Acidic)13.22Chemaxon
pKa (Strongest Basic)5.95Chemaxon
Physiological Charge0Chemaxon
Hydrogen Acceptor Count3Chemaxon
Hydrogen Donor Count1Chemaxon
Polar Surface Area48.72 Å2Chemaxon
Rotatable Bond Count4Chemaxon
Refractivity104.25 m3·mol-1Chemaxon
Polarizability39.23 Å3Chemaxon
Number of Rings3Chemaxon
Bioavailability1Chemaxon
Rule of FiveYesChemaxon
Ghose FilterYesChemaxon
Veber's RuleNoChemaxon
MDDR-like RuleNoChemaxon
Predicted ADMET Features
PropertyValueProbability
Human Intestinal Absorption+0.9788
Blood Brain Barrier+0.9815
Caco-2 permeable-0.5958
P-glycoprotein substrateSubstrate0.5865
P-glycoprotein inhibitor IInhibitor0.806
P-glycoprotein inhibitor IIInhibitor0.9057
Renal organic cation transporterInhibitor0.5
CYP450 2C9 substrateNon-substrate0.8417
CYP450 2D6 substrateNon-substrate0.7355
CYP450 3A4 substrateSubstrate0.6734
CYP450 1A2 substrateInhibitor0.7813
CYP450 2C9 inhibitorInhibitor0.8251
CYP450 2D6 inhibitorNon-inhibitor0.6288
CYP450 2C19 inhibitorInhibitor0.9056
CYP450 3A4 inhibitorInhibitor0.5768
CYP450 inhibitory promiscuityHigh CYP Inhibitory Promiscuity0.9812
Ames testNon AMES toxic0.707
CarcinogenicityNon-carcinogens0.8628
BiodegradationNot ready biodegradable1.0
Rat acute toxicity2.7387 LD50, mol/kg Not applicable
hERG inhibition (predictor I)Weak inhibitor0.7869
hERG inhibition (predictor II)Inhibitor0.8596
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/MSsplash10-00di-0020900000-7f51f51030883988fd62
Predicted MS/MS Spectrum - 20V, Positive (Annotated)Predicted LC-MS/MSsplash10-00di-0015900000-d4407206a114d5ad3d5f
Predicted MS/MS Spectrum - 10V, Negative (Annotated)Predicted LC-MS/MSsplash10-00di-6140900000-a5b30c19707e12db6c0b
Predicted MS/MS Spectrum - 20V, Negative (Annotated)Predicted LC-MS/MSsplash10-001l-9244200000-94a020b7bdcd22d28deb
Predicted MS/MS Spectrum - 40V, Positive (Annotated)Predicted LC-MS/MSsplash10-0wmi-0429300000-30aa46c3486e5815705c
Predicted MS/MS Spectrum - 40V, Negative (Annotated)Predicted LC-MS/MSsplash10-003i-9084200000-7e1c95b9ce8eeaf19c72
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]-182.70876
predicted
DeepCCS 1.0 (2019)
[M+H]+185.06676
predicted
DeepCCS 1.0 (2019)
[M+Na]+192.13652
predicted
DeepCCS 1.0 (2019)

Targets

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Details1. Mitogen-activated protein kinase 10
Kind
Protein
Organism
Humans
Pharmacological action
Unknown
General Function
Map kinase kinase activity
Specific Function
Serine/threonine-protein kinase involved in various processes such as neuronal proliferation, differentiation, migration and programmed cell death. Extracellular stimuli such as proinflammatory cyt...
Gene Name
MAPK10
Uniprot ID
P53779
Uniprot Name
Mitogen-activated protein kinase 10
Molecular Weight
52585.015 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 21:27 / Updated at June 12, 2020 16:52