NAV

1-[1'-(3-phenylacryloyl)spiro[1-benzofuran-3,4'-piperidin]-5-yl]methanamine

Identification

Generic Name
1-[1'-(3-phenylacryloyl)spiro[1-benzofuran-3,4'-piperidin]-5-yl]methanamine
DrugBank Accession Number
DB06849
Background

Not Available

Type
Small Molecule
Groups
Experimental
Structure
3D
Similar Structures
Weight
Average: 348.4382
Monoisotopic: 348.183778022
Chemical Formula
C22H24N2O2
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
UTryptase alpha/beta-1Not 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 cinnamic acids and derivatives. These are organic aromatic compounds containing a benzene and a carboxylic acid group (or a derivative thereof) forming 3-phenylprop-2-enoic acid.
Kingdom
Organic compounds
Super Class
Phenylpropanoids and polyketides
Class
Cinnamic acids and derivatives
Sub Class
Not Available
Direct Parent
Cinnamic acids and derivatives
Alternative Parents
N-acylpiperidines / Coumarans / Benzofurans / Styrenes / Aralkylamines / Alkyl aryl ethers / Tertiary carboxylic acid amides / Amino acids and derivatives / Oxacyclic compounds / Azacyclic compounds
show 5 more
Substituents
Alkyl aryl ether / Amine / Amino acid or derivatives / Aralkylamine / Aromatic heteropolycyclic compound / Azacycle / Benzenoid / Benzofuran / Carbonyl group / Carboxamide group
show 20 more
Molecular Framework
Aromatic heteropolycyclic compounds
External Descriptors
Not Available
Affected organisms
Not Available

Chemical Identifiers

UNII
Not Available
CAS number
Not Available
InChI Key
RQWYWHUKHYFIPB-VQHVLOKHSA-N
InChI
InChI=1S/C22H24N2O2/c23-15-18-6-8-20-19(14-18)22(16-26-20)10-12-24(13-11-22)21(25)9-7-17-4-2-1-3-5-17/h1-9,14H,10-13,15-16,23H2/b9-7+
IUPAC Name
(2E)-1-[5-(aminomethyl)-2H-spiro[1-benzofuran-3,4'-piperidin]-1'-yl]-3-phenylprop-2-en-1-one
SMILES
NCC1=CC2=C(OCC22CCN(CC2)C(=O)\C=C\C2=CC=CC=C2)C=C1

References

General References
Not Available
PubChem Compound
25113124
PubChem Substance
99443320
ChemSpider
25057952
ZINC
ZINC000039023241
PDBe Ligand
11N
PDB Entries
2zec

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 Solubility0.0138 mg/mLALOGPS
logP2.91ALOGPS
logP2.55Chemaxon
logS-4.4ALOGPS
pKa (Strongest Basic)9.26Chemaxon
Physiological Charge1Chemaxon
Hydrogen Acceptor Count3Chemaxon
Hydrogen Donor Count1Chemaxon
Polar Surface Area55.56 Å2Chemaxon
Rotatable Bond Count3Chemaxon
Refractivity104.39 m3·mol-1Chemaxon
Polarizability39.29 Å3Chemaxon
Number of Rings4Chemaxon
Bioavailability1Chemaxon
Rule of FiveYesChemaxon
Ghose FilterYesChemaxon
Veber's RuleNoChemaxon
MDDR-like RuleNoChemaxon
Predicted ADMET Features
PropertyValueProbability
Human Intestinal Absorption+1.0
Blood Brain Barrier+0.9986
Caco-2 permeable-0.5053
P-glycoprotein substrateSubstrate0.648
P-glycoprotein inhibitor INon-inhibitor0.5051
P-glycoprotein inhibitor IIInhibitor0.7348
Renal organic cation transporterInhibitor0.606
CYP450 2C9 substrateNon-substrate0.8819
CYP450 2D6 substrateNon-substrate0.5311
CYP450 3A4 substrateSubstrate0.5349
CYP450 1A2 substrateNon-inhibitor0.7278
CYP450 2C9 inhibitorNon-inhibitor0.9204
CYP450 2D6 inhibitorInhibitor0.5508
CYP450 2C19 inhibitorNon-inhibitor0.8378
CYP450 3A4 inhibitorNon-inhibitor0.5446
CYP450 inhibitory promiscuityHigh CYP Inhibitory Promiscuity0.5699
Ames testNon AMES toxic0.7365
CarcinogenicityNon-carcinogens0.898
BiodegradationNot ready biodegradable0.9653
Rat acute toxicity3.1169 LD50, mol/kg Not applicable
hERG inhibition (predictor I)Weak inhibitor0.8473
hERG inhibition (predictor II)Inhibitor0.6043
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/MSsplash10-0002-0009000000-15146ab89f3ec5f90e7f
Predicted MS/MS Spectrum - 10V, Negative (Annotated)Predicted LC-MS/MSsplash10-0002-0009000000-bfbbd24cae03a364bb9b
Predicted MS/MS Spectrum - 20V, Positive (Annotated)Predicted LC-MS/MSsplash10-0002-0109000000-34dcbeb539750d645204
Predicted MS/MS Spectrum - 20V, Negative (Annotated)Predicted LC-MS/MSsplash10-0002-0479000000-30946f43f2e464f48bce
Predicted MS/MS Spectrum - 40V, Positive (Annotated)Predicted LC-MS/MSsplash10-0k92-2934000000-96b0a1508c6438e344c0
Predicted MS/MS Spectrum - 40V, Negative (Annotated)Predicted LC-MS/MSsplash10-00di-0938000000-98ff83c7367d2bbe99d9
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]-183.03897
predicted
DeepCCS 1.0 (2019)
[M+H]+185.39697
predicted
DeepCCS 1.0 (2019)
[M+Na]+192.36533
predicted
DeepCCS 1.0 (2019)

Targets

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Details1. Tryptase alpha/beta-1
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. Isoform 2 clea...
Gene Name
TPSAB1
Uniprot ID
Q15661
Uniprot Name
Tryptase alpha/beta-1
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 21:17 / Updated at June 12, 2020 16:52