SUNEPITRON HYDROCHLORIDE

Details

Stereochemistry	ABSOLUTE
Molecular Formula	C17H23N5O2.ClH
Molecular Weight	365.858
Optical Activity	UNSPECIFIED
Defined Stereocenters	2 / 2
E/Z Centers	0
Charge	0

SHOW SMILES / InChI

Structure Search

SMILES

Cl.[H][C@@]12CC[C@H](CN3C(=O)CCC3=O)CN1CCN(C2)C4=NC=CC=N4

InChI

InChIKey=HWGPYTRJVVMHGT-IODNYQNNSA-N

InChI=1S/C17H23N5O2.ClH/c23-15-4-5-16(24)22(15)11-13-2-3-14-12-21(9-8-20(14)10-13)17-18-6-1-7-19-17;/h1,6-7,13-14H,2-5,8-12H2;1H/t13-,14-;/m0./s1

HIDE SMILES / InChI

Description
Sources: https://www.ncbi.nlm.nih.gov/pubmed/9571226
Curator's Comment: Description was created based on several sources, including: http://en.pharmacodia.com/web/drug/1_8718.html

Sunepitron (CP-93,393) is an anxiolytic drug with highly selective serotonin 5-hydroxytryptamine 1A autoreceptor agonist, alpha2-adrenergic antagonist, and dopamine D2 agonist properties. Sunepitron hydrochloride had been in Phase III clinical trials by Pfizer for the treatment of anxiety disorder and depression. However, this research has been discontinued.

CNS Activity

Originator

Approval Year

Targets

Primary Target	Pharmacology	Condition	Potency
Adrenergic receptor alpha-2 113 Target ID: CHEMBL2095158 Sources: http://www.axonmedchem.com/product/1519 \| https://www.ncbi.nlm.nih.gov/pubmed/9571226 \| http://adisinsight.springer.com/drugs/800004255	Antagonist 2778
Serotonin 1a (5-HT1a) receptor 172 Target ID: CHEMBL214 Sources: http://www.axonmedchem.com/product/1519 \| https://www.ncbi.nlm.nih.gov/pubmed/9571226 \| http://adisinsight.springer.com/drugs/800004255	Agonist 2678		92.0 nM [Ki]

Conditions

Condition	Modality	Targets	Highest Phase	Product
Anxiety 267 Sources: http://adisinsight.springer.com/drugs/800004255	Primary		Phase III 656	Unknown Approved Use Unknown
Major depressive disorder 173 Sources: http://adisinsight.springer.com/drugs/800004255	Primary		Withdrawn	Unknown Approved Use Unknown

C_max

Value	Dose	Co-administered	Analyte	Population
1.02 ng/mL EXPERIMENT https://pubmed.ncbi.nlm.nih.gov/9571226/	5 mg single, oral dose: 5 mg route of administration: Oral experiment type: SINGLE co-administered:		SUNEPITRON plasma	Homo sapiens population: HEALTHY age: ADULT sex: MALE food status: FASTED
10.92 ng/mL EXPERIMENT https://pubmed.ncbi.nlm.nih.gov/9571226/	5 mg single, oral dose: 5 mg route of administration: Oral experiment type: SINGLE co-administered:		SUNEPITRON plasma	Homo sapiens population: HEALTHY age: ADULT sex: MALE food status: FASTED

AUC

Value	Dose	Co-administered	Analyte	Population
2.36 ng × h/mL EXPERIMENT https://pubmed.ncbi.nlm.nih.gov/9571226/	5 mg single, oral dose: 5 mg route of administration: Oral experiment type: SINGLE co-administered:		SUNEPITRON plasma	Homo sapiens population: HEALTHY age: ADULT sex: MALE food status: FASTED
87.33 ng × h/mL EXPERIMENT https://pubmed.ncbi.nlm.nih.gov/9571226/	5 mg single, oral dose: 5 mg route of administration: Oral experiment type: SINGLE co-administered:		SUNEPITRON plasma	Homo sapiens population: HEALTHY age: ADULT sex: MALE food status: FASTED

T_1/2

Value	Dose	Co-administered	Analyte	Population
0.9 h EXPERIMENT https://pubmed.ncbi.nlm.nih.gov/9571226/	5 mg single, oral dose: 5 mg route of administration: Oral experiment type: SINGLE co-administered:		SUNEPITRON plasma	Homo sapiens population: HEALTHY age: ADULT sex: MALE food status: FASTED
4.1 h EXPERIMENT https://pubmed.ncbi.nlm.nih.gov/9571226/	5 mg single, oral dose: 5 mg route of administration: Oral experiment type: SINGLE co-administered:		SUNEPITRON plasma	Homo sapiens population: HEALTHY age: ADULT sex: MALE food status: FASTED

Doses

Dose	Population	Adverse events
5 mg single, oral Dose: 5 mg Route: oral Route: single Dose: 5 mg Sources: https://pubmed.ncbi.nlm.nih.gov/9571226/	healthy n = 6 Health Status: healthy Sex: M Food Status: UNKNOWN Population Size: 6 Sources: https://pubmed.ncbi.nlm.nih.gov/9571226/	Sources: https://pubmed.ncbi.nlm.nih.gov/9571226/

Overview

CYP3A4	CYP2C9	CYP2D6	hERG
		substrate 1217

OverviewOther

Other Inhibitor	Other Substrate	Other Inducer

Drug as victim

Target	Modality	Activity	Metabolite	Clinical evidence
CYP2D6 1217	substrate 3367 Sources: https://pubmed.ncbi.nlm.nih.gov/9571226/	major

Sourcing

Vendor/Aggregator	ID	URL
Axon MedChem	1519	https://www.axonmedchem.com/product/1519
BOC Sciences	148408-65-5	http://www.bocsci.com/description.asp?cas=148408-65-5
Compound Cloud	183092
Compound Cloud	6918176
MolPort	MolPort-042-665-705	https://www.molport.com/shop/molecule-link/MolPort-042-665-705
MuseChem	I009649	https://www.musechem.com/product/I009649.html
Tetrahedron	TS77820	http://www.thsci.com/search.do?q=TS77820
eMolecules	110068823	https://orderbb.emolecules.com/search/#?query=110068823
eMolecules	271446115	https://orderbb.emolecules.com/search/#?query=271446115
eMolecules	301236505	https://orderbb.emolecules.com/search/#?query=301236505
eMolecules	301236761	https://orderbb.emolecules.com/search/#?query=301236761
eMolecules	50580280	https://orderbb.emolecules.com/search/#?query=50580280
mcule	MCULE-1128895085	https://mcule.com/MCULE-1128895085/
mcule	MCULE-2945972636	https://mcule.com/MCULE-2945972636/

PubMed

Title	Date	PubMed
Metabolism and excretion of a new antianxiety drug candidate, CP-93,393, in cynomolgus monkeys: identification of the novel pyrimidine ring cleaved metabolites.	1997 Dec	9394030
Metabolism and excretion of a new anxiolytic drug candidate, CP-93, 393, in healthy male volunteers.	1998 May	9571226
Assay and purity evaluation of sunepitron hydrochloride by reversed-phase liquid chromatography using a reference standard composite.	1998 Nov	10096837
Psychopharmacology of depression in the next millennium.	1999 Jul	18438295

Patents

Sample Use Guides

In Vivo Use Guide

The excretion, biotransformation, and pharmacokinetics of Sunepitron (CP-93,393) were investigated in six healthy male volunteers after oral administration of a 5-mg dose of [14C]CP-93,393.

Route of Administration: Oral

In Vitro Use Guide

Unknown

Name

Type

Language

SUNEPITRON HYDROCHLORIDE

Official Name

English

N-((7S,9AS)-OCTAHYDRO-2-(2-PYRIMIDINYL)-2H-PYRIDO(1,2-A)PYRAZIN-7-YL)METHYL)SUCCINIMIDE MONOHYDROCHLORIDE

Common Name

English

CP-93393-1

Code

English

SUNEPITRON HYDROCHLORIDE [USAN]

Common Name

English

CP-93,393-1

Code

English

Classification Tree Code System Code

NCI_THESAURUS

C47794