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Details

Stereochemistry ACHIRAL
Molecular Formula C20H24FN3O3.CH4O3S
Molecular Weight 469.527
Optical Activity NONE
Defined Stereocenters 0 / 0
E/Z Centers 0
Charge 0

SHOW SMILES / InChI
Structure of CP-615003 MESYLATE

SMILES

CS(O)(=O)=O.CCCNCCOC1=C(F)C=C(NC(=O)C2=CNC3=C2C(=O)CCC3)C=C1

InChI

InChIKey=NSTGLBIBNVKDGW-UHFFFAOYSA-N
InChI=1S/C20H24FN3O3.CH4O3S/c1-2-8-22-9-10-27-18-7-6-13(11-15(18)21)24-20(26)14-12-23-16-4-3-5-17(25)19(14)16;1-5(2,3)4/h6-7,11-12,22-23H,2-5,8-10H2,1H3,(H,24,26);1H3,(H,2,3,4)

HIDE SMILES / InChI

Molecular Formula CH4O3S
Molecular Weight 96.106
Charge 0
Count
Stereochemistry ACHIRAL
Additional Stereochemistry No
Defined Stereocenters 0 / 0
E/Z Centers 0
Optical Activity NONE

Molecular Formula C20H24FN3O3
Molecular Weight 373.4213
Charge 0
Count
Stereochemistry ACHIRAL
Additional Stereochemistry No
Defined Stereocenters 0 / 0
E/Z Centers 0
Optical Activity NONE

Description
Curator's Comment: description was created based on several sources, including: https://www.sec.gov/Archives/edgar/data/849043/000084904301500010/0000849043-01-500010.txt | http://www.evaluategroup.com/Universal/View.aspx?type=Story&id=21165 | http://adisinsight.springer.com/drugs/800011480 | https://www.ncbi.nlm.nih.gov/pubmed/12871032

The investigational psychopharmacologic drug candidate CP 615003 (NGD 91-3) is a potent subtype-selective partial agonist at the GABA-A receptor complex. It was designed to be fast acting without causing the sedation, memory impairment, addiction or potentiation of effects of alcohol associated with conventional anti-anxiety medication. Tissue distribution studies conducted during early clinical development of CP 615003 suggested limited brain penetration. In the Phase II clinical study, subjects tested at the high dose of NGD 91-3 showed a trend toward efficacy that did not achieve statistical significance.

Originator

Curator's Comment: http://www.evaluategroup.com/Universal/View.aspx?type=Story&id=21171 # Neurogen Corporation; Pfizer

Approval Year

Cmax

Cmax

ValueDoseCo-administeredAnalytePopulation
34.6 ng/mL
100 mg 2 times / day steady-state, oral
dose: 100 mg
route of administration: Oral
experiment type: STEADY-STATE
co-administered:
CP-900,725 plasma
Homo sapiens
population: HEALTHY
age: ADULT
sex: UNKNOWN
food status: UNKNOWN
173 ng/mL
100 mg 2 times / day steady-state, oral
dose: 100 mg
route of administration: Oral
experiment type: STEADY-STATE
co-administered:
CP-615,003 plasma
Homo sapiens
population: HEALTHY
age: ADULT
sex: UNKNOWN
food status: UNKNOWN
AUC

AUC

ValueDoseCo-administeredAnalytePopulation
277 ng × h/mL
100 mg 2 times / day steady-state, oral
dose: 100 mg
route of administration: Oral
experiment type: STEADY-STATE
co-administered:
CP-900,725 plasma
Homo sapiens
population: HEALTHY
age: ADULT
sex: UNKNOWN
food status: UNKNOWN
1052 ng × h/mL
100 mg 2 times / day steady-state, oral
dose: 100 mg
route of administration: Oral
experiment type: STEADY-STATE
co-administered:
CP-615,003 plasma
Homo sapiens
population: HEALTHY
age: ADULT
sex: UNKNOWN
food status: UNKNOWN
Doses

Doses

DosePopulationAdverse events​
100 mg 2 times / day steady-state, oral (unknown)
Studied dose
Dose: 100 mg, 2 times / day
Route: oral
Route: steady-state
Dose: 100 mg, 2 times / day
Sources:
healthy
n = 6
Health Status: healthy
Sex: M+F
Food Status: UNKNOWN
Population Size: 6
Sources:
PubMed

PubMed

TitleDatePubMed
Metabolism and disposition of a gamma-aminobutyric acid type A receptor partial agonist in humans.
2008 Apr
Patents

Sample Use Guides

100 mg b.i.d.
Route of Administration: Oral
The apparent permeabilities (Papp values) of CP 615003 in the absorptive direction (A to B) across parental MDCK cells were 2,8*10^6 cm/s, indicating at least moderate transcellular permeability.
Substance Class Chemical
Created
by admin
on Fri Dec 15 15:56:39 UTC 2023
Edited
by admin
on Fri Dec 15 15:56:39 UTC 2023
Record UNII
6RC4EJ63I1
Record Status Validated (UNII)
Record Version
  • Download
Name Type Language
CP-615003 MESYLATE
Code English
N-(3-FLUORO-4-(2-(PROPYLAMINO)ETHOXY)PHENYL)-4,5,6,7-TETRAHYDRO-4-OXO-1H-INDOLE-3-CARBOXAMIDE MESILATE
Systematic Name English
N-(3-FLUORO-4-(2-(PROPYLAMINO)ETHOXY)PHENYL)-4,5,6,7-TETRAHYDRO-4-OXO-1H-INDOLE-3-CARBOXAMIDE MESYLATE
Systematic Name English
1H-INDOLE-3-CARBOXAMIDE, N-(3-FLUORO-4-(2-(PROPYLAMINO)ETHOXY)PHENYL)-4,5,6,7-TETRAHYDRO-4-OXO-, COMPD. WITH METHANESULFONATE (1:1)
Systematic Name English
Code System Code Type Description
CAS
1259477-42-3
Created by admin on Fri Dec 15 15:56:39 UTC 2023 , Edited by admin on Fri Dec 15 15:56:39 UTC 2023
PRIMARY
FDA UNII
6RC4EJ63I1
Created by admin on Fri Dec 15 15:56:39 UTC 2023 , Edited by admin on Fri Dec 15 15:56:39 UTC 2023
PRIMARY
PUBCHEM
91826476
Created by admin on Fri Dec 15 15:56:39 UTC 2023 , Edited by admin on Fri Dec 15 15:56:39 UTC 2023
PRIMARY
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