CP-122721

Identification

Logo pink
Are you a
new drug developer?
Contact us to learn more about our customized products and solutions.
Name
CP-122721
Accession Number
DB05421
Type
Small Molecule
Groups
Investigational
Description

CP-122721, neurokinin 1 (NK1) antagonist is developed by Pfizer to treat depression, emesis, and inflammatory diseases including asthma and irritable bowel syndrome.

Structure
Thumb
Synonyms
Not Available
External IDs
(+)-CP-122,721 / CP-122,721
Categories
Not Available
UNII
R7OYP6N58F
CAS number
Not Available
Weight
Average: 380.404
Monoisotopic: 380.171162605
Chemical Formula
C20H23F3N2O2
InChI Key
ZIWFCOIGUNPHPM-HKUYNNGSSA-N
InChI
InChI=1S/C20H23F3N2O2/c1-26-18-10-9-16(27-20(21,22)23)12-15(18)13-25-17-8-5-11-24-19(17)14-6-3-2-4-7-14/h2-4,6-7,9-10,12,17,19,24-25H,5,8,11,13H2,1H3/t17-,19-/m0/s1
IUPAC Name
(2S,3S)-N-{[2-methoxy-5-(trifluoromethoxy)phenyl]methyl}-2-phenylpiperidin-3-amine
SMILES
COC1=CC=C(OC(F)(F)F)C=C1CN[C@H]1CCCN[C@H]1C1=CC=CC=C1

Pharmacology

Indication

Investigated for use/treatment in asthma, depression, and irritable bowel syndrome (IBS).

Pharmacodynamics
Not Available
Mechanism of action

CP-122721 interacts with high affinity at the human NK1 receptor expressed in IM-9 cells.

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
  1. Obach RS, Margolis JM, Logman MJ: In vitro metabolism of CP-122,721 ((2S,3S)-2-phenyl-3-[(5-trifluoromethoxy-2-methoxy)benzylamino]piperidine), a non-peptide antagonist of the substance P receptor. Drug Metab Pharmacokinet. 2007 Oct;22(5):336-49. [PubMed:17965517]
External Links
PubChem Compound
9821217
PubChem Substance
347827729
ChemSpider
7996966
BindingDB
50067935
ChEMBL
CHEMBL319118

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 Solubility0.00152 mg/mLALOGPS
logP2.77ALOGPS
logP4.69ChemAxon
logS-5.4ALOGPS
pKa (Strongest Basic)9.04ChemAxon
Physiological Charge1ChemAxon
Hydrogen Acceptor Count4ChemAxon
Hydrogen Donor Count2ChemAxon
Polar Surface Area42.52 Å2ChemAxon
Rotatable Bond Count7ChemAxon
Refractivity93.06 m3·mol-1ChemAxon
Polarizability37 Å3ChemAxon
Number of Rings3ChemAxon
Bioavailability1ChemAxon
Rule of FiveYesChemAxon
Ghose FilterYesChemAxon
Veber's RuleNoChemAxon
MDDR-like RuleYesChemAxon
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 phenylpiperidines. These are compounds containing a phenylpiperidine skeleton, which consists of a piperidine bound to a phenyl group.
Kingdom
Organic compounds
Super Class
Organoheterocyclic compounds
Class
Piperidines
Sub Class
Phenylpiperidines
Direct Parent
Phenylpiperidines
Alternative Parents
Phenylmethylamines / Phenoxy compounds / Methoxybenzenes / Benzylamines / Anisoles / Aralkylamines / Aminopiperidines / Alkyl aryl ethers / Trihalomethanes / Dialkylamines
show 5 more
Substituents
Phenylpiperidine / Phenoxy compound / Anisole / Benzylamine / Phenol ether / Phenylmethylamine / Methoxybenzene / Alkyl aryl ether / 3-aminopiperidine / Aralkylamine
show 20 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

Drug created on November 18, 2007 11:24 / Updated on June 04, 2019 06:16