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Details

Stereochemistry ABSOLUTE
Molecular Formula C23H25ClN2O4S
Molecular Weight 460.9755
Optical Activity UNSPECIFIED
Defined Stereocenters 1 / 1
E/Z Centers 2
Charge 0

SHOW SMILES / InChI
Structure of PONESIMOD

SMILES

CCC/N=C\1/N(c2ccccc2C)C(=O)/C(=C(\[H])/c3ccc(c(c3)Cl)OC[C@@]([H])(CO)O)/S1

InChI

InChIKey=LPAUOXUZGSBGDU-STDDISTJSA-N
InChI=1S/C23H25ClN2O4S/c1-3-10-25-23-26(19-7-5-4-6-15(19)2)22(29)21(31-23)12-16-8-9-20(18(24)11-16)30-14-17(28)13-27/h4-9,11-12,17,27-28H,3,10,13-14H2,1-2H3/b21-12-,25-23-/t17-/m1/s1

HIDE SMILES / InChI
Ponesimod is an experimental drug for the treatment of multiple sclerosis (MS) graft-versus-host disease and psoriasis. It acts on certain types of white blood cells (lymphocytes) which are involved in the autoimmune attack on myelin seen in multiple sclerosis (MS). Ponesimod is an orally active, reversible, and selective sphingosine-1-phosphate receptor (S1PR1) modulator. The drug is in phase II clinical trial for the treatment of graft-versus-host disease. In addition, the phase III clinical trial comparing ponesimod to teriflunomide in relapsing-remitting MS is ongoing.

Approval Year

Targets

Targets

PubMed

PubMed

TitleDatePubMed
Clinical pharmacology, efficacy, and safety aspects of sphingosine-1-phosphate receptor modulators.
2016 Aug
[Psoriatic arthritis : Drugs of the (near) future].
2017 Aug
Sphingosine 1-Phosphate Receptor Modulators for the Treatment of Multiple Sclerosis.
2017 Oct
S1P1 Modulator-Induced G αi Signaling and β-Arrestin Recruitment Are Both Necessary to Induce Rapid and Efficient Reduction of Blood Lymphocyte Count In Vivo.
2018 Feb
Modeling clinical efficacy of the S1P receptor modulator ponesimod in psoriasis.
2018 Feb
Modeling Tolerance Development for the Effect on Heart Rate of the Selective S1P1 Receptor Modulator Ponesimod.
2018 Jun
Ponesimod, a selective sphingosine 1-phosphate (S1P1) receptor modulator for autoimmune diseases: review of clinical pharmacokinetics and drug disposition.
2018 May
Discovery of super soft-drug modulators of sphingosine-1-phosphate receptor 1.
2018 Oct 15
Oral small molecules for psoriasis.
2018 Sep
Oral Therapies for Multiple Sclerosis.
2019 Jan 2
Cardiodynamic Interactions between Two S1P1 Receptor Modulators in an Experimental Clinical Setting: Different Pharmacokinetic Properties as an Opportunity to Mitigate First-Dose Heart Rate Effects.
2019 Jul 1
Therapeutic Potential of Ponesimod Alone and in Combination with Dimethyl Fumarate in Experimental Models of Multiple Sclerosis.
2019 Mar 1
Discovery of Soft-Drug Topical Tool Modulators of Sphingosine-1-phosphate Receptor 1 (S1PR1).
2019 Mar 14
Name Type Language
PONESIMOD
INN   USAN  
INN   USAN  
Official Name English
5-(3-CHLORO-4-(((2R)-2,3-DIHYDROXYPROPYL)OXY)BENZ-(Z)-YLIDENE)-2-((Z)-PROPYLIMINO)-3-(O-TOLYL)THIAZOLIDIN-4-ONE
Common Name English
(2Z,5Z)-5-(3-CHLORO-4-((2R)-2,3-DIHYDROXYPROPOXY)BENZYLIDENE)-3-(2-METHYLPHENYL)-2-(PROPYLIMINO)-1,3-THIAZOLIDIN-4-ONE
Systematic Name English
ACT-128800
Code English
PONESIMOD [USAN]
Common Name English
(2Z,5Z)-5-(3-CHLORO-4-((2R)-2,3-DIHYDROXYPROPOXY)PHENYLMETHYLIDENE)-3-(2-METHYLPHENYL)-2-(PROPYLIMINO)-1,3-THIAZOLIDIN-4-ONE
Systematic Name English
PONESIMOD [INN]
Common Name English
4-THIAZOLIDINONE, 5-((3-CHLORO-4-((2R)-2,3-DIHYDROXYPROPOXY)PHENYL)METHYLENE)-3-(2-METHYLPHENYL)-2-(PROPYLIMINO)-, (2Z,5Z)-
Systematic Name English
PONVORY
Brand Name English
Classification Tree Code System Code
NCI_THESAURUS C308
Created by admin on Fri Jun 25 22:17:43 UTC 2021 , Edited by admin on Fri Jun 25 22:17:43 UTC 2021
Code System Code Type Description
ChEMBL
CHEMBL1096146
Created by admin on Fri Jun 25 22:17:43 UTC 2021 , Edited by admin on Fri Jun 25 22:17:43 UTC 2021
PRIMARY
DRUG BANK
DB12016
Created by admin on Fri Jun 25 22:17:43 UTC 2021 , Edited by admin on Fri Jun 25 22:17:43 UTC 2021
PRIMARY
EPA CompTox
854107-55-4
Created by admin on Fri Jun 25 22:17:43 UTC 2021 , Edited by admin on Fri Jun 25 22:17:43 UTC 2021
PRIMARY
NCI_THESAURUS
C96534
Created by admin on Fri Jun 25 22:17:43 UTC 2021 , Edited by admin on Fri Jun 25 22:17:43 UTC 2021
PRIMARY
EVMPD
SUB182605
Created by admin on Fri Jun 25 22:17:43 UTC 2021 , Edited by admin on Fri Jun 25 22:17:43 UTC 2021
PRIMARY
ChEMBL
CHEMBL2108311
Created by admin on Fri Jun 25 22:17:43 UTC 2021 , Edited by admin on Fri Jun 25 22:17:43 UTC 2021
PRIMARY
FDA UNII
5G7AKV2MKP
Created by admin on Fri Jun 25 22:17:43 UTC 2021 , Edited by admin on Fri Jun 25 22:17:43 UTC 2021
PRIMARY
INN
9150
Created by admin on Fri Jun 25 22:17:43 UTC 2021 , Edited by admin on Fri Jun 25 22:17:43 UTC 2021
PRIMARY
CAS
854107-55-4
Created by admin on Fri Jun 25 22:17:43 UTC 2021 , Edited by admin on Fri Jun 25 22:17:43 UTC 2021
PRIMARY
MESH
C550169
Created by admin on Fri Jun 25 22:17:43 UTC 2021 , Edited by admin on Fri Jun 25 22:17:43 UTC 2021
PRIMARY