Vestipitant

This drug entry is a stub and has not been fully annotated. It is scheduled to be annotated soon.

Identification

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Name
Vestipitant
Accession Number
DB11949
Type
Small Molecule
Groups
Investigational
Description

Vestipitant has been investigated for the treatment of Tinnitus.

Structure
Thumb
Synonyms
Not Available
External IDs
GW-597599 / Gw597599
Product Ingredients
IngredientUNIICASInChI Key
Vestipitant mesylateOWR424W90Q334476-64-1BHECXGHXWKHZOY-DXPOFMJKSA-N
Categories
UNII
S052TOI9BI
CAS number
334476-46-9
Weight
Average: 491.454
Monoisotopic: 491.180759546
Chemical Formula
C23H24F7N3O
InChI Key
SBBYBXSFWOLDDG-JLTOFOAXSA-N
InChI
InChI=1S/C23H24F7N3O/c1-13-8-18(24)4-5-19(13)20-12-31-6-7-33(20)21(34)32(3)14(2)15-9-16(22(25,26)27)11-17(10-15)23(28,29)30/h4-5,8-11,14,20,31H,6-7,12H2,1-3H3/t14-,20-/m1/s1
IUPAC Name
(2S)-N-[(1R)-1-[3,5-bis(trifluoromethyl)phenyl]ethyl]-2-(4-fluoro-2-methylphenyl)-N-methylpiperazine-1-carboxamide
SMILES
C[C@@H](N(C)C(=O)N1CCNC[C@@H]1C1=CC=C(F)C=C1C)C1=CC(=CC(=C1)C(F)(F)F)C(F)(F)F

Pharmacology

Indication
Not Available
Pharmacodynamics
Not Available
Mechanism of action
TargetActionsOrganism
USubstance-P receptorNot 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
Not Available
Food Interactions
Not Available

References

General References
Not Available
External Links
PubChem Compound
9832383
PubChem Substance
347828275
ChemSpider
8008111
BindingDB
50413891
ChEMBL
CHEMBL522987
Wikipedia
Vestipitant

Clinical Trials

Clinical Trials
PhaseStatusPurposeConditionsCount
1CompletedBasic SciencePost-Operative Nausea and Vomiting (PONV)1
2CompletedPreventionNausea and Vomiting, Postoperative / Post-Operative Nausea and Vomiting (PONV)1
2CompletedTreatmentDepressive Disorder and Anxiety Disorders / Social Anxiety Disorder (SAD)1
2CompletedTreatmentPost-Operative Nausea and Vomiting (PONV)1
2CompletedTreatmentPrimary Insomnia / Sleep Initiation and Maintenance Disorders1
2CompletedTreatmentPrimary Insomnia / Sleep disorders and disturbances1
2CompletedTreatmentSocial Anxiety Disorder (SAD) / Social Phobia1
2CompletedTreatmentTinnitus1

Pharmacoeconomics

Manufacturers
Not Available
Packagers
Not Available
Dosage forms
Not Available
Prices
Not Available
Patents
Not Available

Properties

State
Not Available
Experimental Properties
Not Available
Predicted Properties
PropertyValueSource
Water Solubility0.00434 mg/mLALOGPS
logP4.03ALOGPS
logP5.33ChemAxon
logS-5ALOGPS
pKa (Strongest Basic)7.45ChemAxon
Physiological Charge1ChemAxon
Hydrogen Acceptor Count2ChemAxon
Hydrogen Donor Count1ChemAxon
Polar Surface Area35.58 Å2ChemAxon
Rotatable Bond Count5ChemAxon
Refractivity114 m3·mol-1ChemAxon
Polarizability43.03 Å3ChemAxon
Number of Rings3ChemAxon
Bioavailability1ChemAxon
Rule of FiveNoChemAxon
Ghose FilterNoChemAxon
Veber's RuleYesChemAxon
MDDR-like RuleNoChemAxon
Predicted ADMET features
Not Available

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 phenylpiperazines. These are compounds containing a phenylpiperazine skeleton, which consists of a piperazine bound to a phenyl group.
Kingdom
Organic compounds
Super Class
Organoheterocyclic compounds
Class
Diazinanes
Sub Class
Piperazines
Direct Parent
Phenylpiperazines
Alternative Parents
Trifluoromethylbenzenes / Piperazine carboxamides / Toluenes / Fluorobenzenes / Aralkylamines / Aryl fluorides / Ureas / Dialkylamines / Azacyclic compounds / Organopnictogen compounds
show 5 more
Substituents
Phenylpiperazine / Trifluoromethylbenzene / Piperazine-1-carboxamide / Fluorobenzene / Aralkylamine / Toluene / Halobenzene / Aryl fluoride / Aryl halide / Monocyclic benzene moiety
show 19 more
Molecular Framework
Aromatic heteromonocyclic compounds
External Descriptors
Not Available

Targets

Kind
Protein
Organism
Humans
Pharmacological action
Unknown
General Function
Tachykinin receptor activity
Specific Function
This is a receptor for the tachykinin neuropeptide substance P. It is probably associated with G proteins that activate a phosphatidylinositol-calcium second messenger system. The rank order of aff...
Gene Name
TACR1
Uniprot ID
P25103
Uniprot Name
Substance-P receptor
Molecular Weight
46250.5 Da
References
  1. Di Fabio R, Alvaro G, Griffante C, Pizzi DA, Donati D, Mattioli M, Cimarosti Z, Guercio G, Marchioro C, Provera S, Zonzini L, Montanari D, Melotto S, Gerrard PA, Trist DG, Ratti E, Corsi M: Discovery and biological characterization of (2R,4S)-1'-acetyl-N-{(1R)-1-[3,5-bis(trifluoromethyl)phenyl]ethyl}-2-(4-fluoro-2- methylphenyl)-N-methyl-4,4'-bipiperidine-1-carboxamide as a new potent and selective neurokinin 1 (NK1) receptor antagonist clinical candidate. J Med Chem. 2011 Feb 24;54(4):1071-9. doi: 10.1021/jm1013264. Epub 2011 Jan 13. [PubMed:21229983]

Drug created on October 20, 2016 15:03 / Updated on June 04, 2019 07:29