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

Identification

Logo pink
Are you a
new drug developer?
Contact us to learn more about our customized products and solutions.
Logo pink
Stay in the know!
As part of our commitment to providing the most up-to-date drug information, we will be releasing #DrugBankUpdates with our newly added curated drug pages.
#DrugBankUpdates
Name
5-bromo-N-(3-chloro-2-(4-(prop-2-ynyl)piperazin-1-yl)phenyl)furan-2-carboxamide
Accession Number
DB08021
Type
Small Molecule
Groups
Experimental
Description
Not Available
Structure
Thumb
Synonyms
Not Available
Categories
Not Available
UNII
Not Available
CAS number
Not Available
Weight
Average: 422.703
Monoisotopic: 421.019267157
Chemical Formula
C18H17BrClN3O2
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

Pharmacology

Indication
Not Available
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
Toxicity
Not Available
Affected organisms
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

References

General References
Not Available
External Links
PubChem Compound
44224261
PubChem Substance
99444492
ChemSpider
25059019
BindingDB
32460
ChEMBL
CHEMBL1233749
HET
JK3
PDB Entries
3fv8

Clinical Trials

Clinical Trials
Not Available

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)9.56ChemAxon
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
Polarizability39.19 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/MSNot Available
Predicted MS/MS Spectrum - 20V, Positive (Annotated)Predicted LC-MS/MSNot Available
Predicted MS/MS Spectrum - 40V, Positive (Annotated)Predicted LC-MS/MSNot Available
Predicted MS/MS Spectrum - 10V, Negative (Annotated)Predicted LC-MS/MSNot Available
Predicted MS/MS Spectrum - 20V, Negative (Annotated)Predicted LC-MS/MSNot Available
Predicted MS/MS Spectrum - 40V, Negative (Annotated)Predicted LC-MS/MSNot Available

Taxonomy

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
2-furanilide / Phenylpiperazine / N-arylpiperazine / 2-heteroaryl carboxamide / Furoic acid or derivatives / Tertiary aliphatic/aromatic amine / Aniline or substituted anilines / Dialkylarylamine / Chlorobenzene / Halobenzene
show 30 more
Molecular Framework
Aromatic heteromonocyclic compounds
External Descriptors
Not Available

Targets

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. [PubMed:10592235]

Drug created on September 15, 2010 15:27 / Updated on December 02, 2019 08:00