NAV

JNJ-27390467

Identification

Generic Name
JNJ-27390467
DrugBank Accession Number
DB06962
Background

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

Type
Small Molecule
Groups
Experimental
Structure
3D
Similar Structures
Weight
Average: 412.4804
Monoisotopic: 412.178692644
Chemical Formula
C26H24N2O3
Synonyms
Not Available
External IDs
  • JNJ-27390467
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Pharmacology

Indication

Not Available

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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

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 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
2-heteroaryl carboxamide / Alkyl aryl ether / Amine / Amino acid or derivatives / Aralkylamine / Aromatic heteropolycyclic compound / Azacycle / Benzenoid / Benzofuran / Carboxamide group
show 20 more
Molecular Framework
Aromatic heteropolycyclic compounds
External Descriptors
Not Available
Affected organisms
Not Available

Chemical Identifiers

UNII
B700BD3K5Y
CAS number
1025795-11-2
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

References

General References
Not Available
PubChem Compound
24180717
PubChem Substance
99443433
ChemSpider
22376201
BindingDB
50374176
ChEMBL
CHEMBL255590
ZINC
ZINC000024953575
PDBe Ligand
2FF
PDB Entries
2za5

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 Solubility0.0204 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/MSsplash10-03di-0002900000-7d58401426946e809f67
Predicted MS/MS Spectrum - 10V, Negative (Annotated)Predicted LC-MS/MSsplash10-03di-0002900000-e1124e103bc3e7fdaf5f
Predicted MS/MS Spectrum - 20V, Positive (Annotated)Predicted LC-MS/MSsplash10-03dj-0005900000-55759e76f49254e64ad7
Predicted MS/MS Spectrum - 20V, Negative (Annotated)Predicted LC-MS/MSsplash10-03di-0003900000-a1daf8099d062c75e459
Predicted MS/MS Spectrum - 40V, Positive (Annotated)Predicted LC-MS/MSsplash10-0r01-1965400000-7dcff5a12293302844a5
Predicted MS/MS Spectrum - 40V, Negative (Annotated)Predicted LC-MS/MSsplash10-0006-0639000000-3e1d2e14641d5e90f1df
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]-197.56998
predicted
DeepCCS 1.0 (2019)
[M+H]+199.92798
predicted
DeepCCS 1.0 (2019)
[M+Na]+206.16249
predicted
DeepCCS 1.0 (2019)

Targets

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Details1. Tryptase beta-2
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. [Article]

Drug created at September 15, 2010 21:18 / Updated at June 12, 2020 16:52