JNJ-27390467

Identification

Name
JNJ-27390467
Accession Number
DB06962
Type
Small Molecule
Groups
Experimental
Description

JNJ-27390467 is a potent, nonpeptide inhibitor of human mast cell tryptase.

Structure
Thumb
Synonyms
Not Available
External IDs
JNJ-27390467
Categories
Not Available
UNII
B700BD3K5Y
CAS number
1025795-11-2
Weight
Average: 412.4804
Monoisotopic: 412.178692644
Chemical Formula
C26H24N2O3
InChI Key
YKTUSHSSKIWDRY-UHFFFAOYSA-N
InChI
InChI=1S/C26H24N2O3/c27-17-20-7-10-23-22(16-20)26(18-30-23)12-14-28(15-13-26)25(29)24-11-9-21(31-24)8-6-19-4-2-1-3-5-19/h1-5,7,9-11,16H,12-15,17-18,27H2
IUPAC Name
1-{1'-[5-(2-phenylethynyl)furan-2-carbonyl]-2H-spiro[1-benzofuran-3,4'-piperidin]-5-yl}methanamine
SMILES
NCC1=CC=C2OCC3(CCN(CC3)C(=O)C3=CC=C(O3)C#CC3=CC=CC=C3)C2=C1

Pharmacology

Indication
Not Available
Pharmacodynamics
Not Available
Mechanism of action
TargetActionsOrganism
UTryptase beta-2Not 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
24180717
PubChem Substance
99443433
ChemSpider
22376201
BindingDB
50374176
ChEMBL
CHEMBL255590
ZINC
ZINC000024953575
PDBe Ligand
2FF
PDB Entries
2za5

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 Solubility0.0204 mg/mLALOGPS
logP3.49ALOGPS
logP3.15ChemAxon
logS-4.3ALOGPS
pKa (Strongest Basic)9.26ChemAxon
Physiological Charge1ChemAxon
Hydrogen Acceptor Count3ChemAxon
Hydrogen Donor Count1ChemAxon
Polar Surface Area68.7 Å2ChemAxon
Rotatable Bond Count4ChemAxon
Refractivity114.75 m3·mol-1ChemAxon
Polarizability45.93 Å3ChemAxon
Number of Rings5ChemAxon
Bioavailability1ChemAxon
Rule of FiveYesChemAxon
Ghose FilterYesChemAxon
Veber's RuleNoChemAxon
MDDR-like RuleNoChemAxon
Predicted ADMET features
PropertyValueProbability
Human Intestinal Absorption+0.9955
Blood Brain Barrier+0.9934
Caco-2 permeable-0.5446
P-glycoprotein substrateSubstrate0.6588
P-glycoprotein inhibitor INon-inhibitor0.6711
P-glycoprotein inhibitor IINon-inhibitor0.5101
Renal organic cation transporterNon-inhibitor0.5782
CYP450 2C9 substrateNon-substrate0.8848
CYP450 2D6 substrateNon-substrate0.6251
CYP450 3A4 substrateSubstrate0.5171
CYP450 1A2 substrateNon-inhibitor0.5487
CYP450 2C9 inhibitorNon-inhibitor0.8179
CYP450 2D6 inhibitorInhibitor0.6726
CYP450 2C19 inhibitorNon-inhibitor0.6196
CYP450 3A4 inhibitorInhibitor0.5433
CYP450 inhibitory promiscuityHigh CYP Inhibitory Promiscuity0.7687
Ames testNon AMES toxic0.6948
CarcinogenicityNon-carcinogens0.8947
BiodegradationNot ready biodegradable0.982
Rat acute toxicity2.8691 LD50, mol/kg Not applicable
hERG inhibition (predictor I)Weak inhibitor0.9601
hERG inhibition (predictor II)Inhibitor0.6171
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 benzofurans. These are organic compounds containing a benzene ring fused to a furan. Furan is a five-membered aromatic ring with four carbon atoms and one oxygen atom.
Kingdom
Organic compounds
Super Class
Organoheterocyclic compounds
Class
Benzofurans
Sub Class
Not Available
Direct Parent
Benzofurans
Alternative Parents
N-acylpiperidines / Coumarans / 2-heteroaryl carboxamides / Furoic acid and derivatives / Alkyl aryl ethers / Aralkylamines / Benzene and substituted derivatives / Tertiary carboxylic acid amides / Heteroaromatic compounds / Amino acids and derivatives
show 6 more
Substituents
Benzofuran / Coumaran / N-acyl-piperidine / 2-heteroaryl carboxamide / Furoic acid or derivatives / Alkyl aryl ether / Aralkylamine / Monocyclic benzene moiety / Benzenoid / Piperidine
show 20 more
Molecular Framework
Aromatic heteropolycyclic compounds
External Descriptors
Not Available

Targets

Kind
Protein
Organism
Humans
Pharmacological action
Unknown
General Function
Serine-type peptidase activity
Specific Function
Tryptase is the major neutral protease present in mast cells and is secreted upon the coupled activation-degranulation response of this cell type. May play a role in innate immunity.
Gene Name
TPSB2
Uniprot ID
P20231
Uniprot Name
Tryptase beta-2
Molecular Weight
30514.93 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 15:18 / Updated on March 01, 2020 19:49

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