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Details

Stereochemistry ABSOLUTE
Molecular Formula C23H25ClN2O4S
Molecular Weight 460.974
Optical Activity UNSPECIFIED
Defined Stereocenters 1 / 1
E/Z Centers 2
Charge 0

SHOW SMILES / InChI
Structure of PONESIMOD

SMILES

CCC\N=C1/S\C(=C/C2=CC=C(OC[C@H](O)CO)C(Cl)=C2)C(=O)N1C3=CC=CC=C3C

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
S1P(1) Modulator-Induced G (α)(i) 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 S1P(1) Receptor Modulator Ponesimod.
2018 Jun
Discovery of super soft-drug modulators of sphingosine-1-phosphate receptor 1.
2018 Oct 15
Oral Therapies for Multiple Sclerosis.
2019 Jan 2
Cardiodynamic Interactions between Two S1P(1) 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
PONESIMOD [ORANGE BOOK]
Common 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
Ponesimod [WHO-DD]
Common Name English
Classification Tree Code System Code
NCI_THESAURUS C308
Created by admin on Sat Dec 16 17:58:25 GMT 2023 , Edited by admin on Sat Dec 16 17:58:25 GMT 2023
Code System Code Type Description
ChEMBL
CHEMBL1096146
Created by admin on Sat Dec 16 17:58:25 GMT 2023 , Edited by admin on Sat Dec 16 17:58:25 GMT 2023
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DRUG BANK
DB12016
Created by admin on Sat Dec 16 17:58:25 GMT 2023 , Edited by admin on Sat Dec 16 17:58:25 GMT 2023
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EPA CompTox
DTXSID50234631
Created by admin on Sat Dec 16 17:58:25 GMT 2023 , Edited by admin on Sat Dec 16 17:58:25 GMT 2023
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WIKIPEDIA
Ponesimod
Created by admin on Sat Dec 16 17:58:25 GMT 2023 , Edited by admin on Sat Dec 16 17:58:25 GMT 2023
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NCI_THESAURUS
C96534
Created by admin on Sat Dec 16 17:58:25 GMT 2023 , Edited by admin on Sat Dec 16 17:58:25 GMT 2023
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EVMPD
SUB182605
Created by admin on Sat Dec 16 17:58:25 GMT 2023 , Edited by admin on Sat Dec 16 17:58:25 GMT 2023
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RXCUI
2532300
Created by admin on Sat Dec 16 17:58:25 GMT 2023 , Edited by admin on Sat Dec 16 17:58:25 GMT 2023
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ChEMBL
CHEMBL2108311
Created by admin on Sat Dec 16 17:58:25 GMT 2023 , Edited by admin on Sat Dec 16 17:58:25 GMT 2023
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SMS_ID
100000169012
Created by admin on Sat Dec 16 17:58:25 GMT 2023 , Edited by admin on Sat Dec 16 17:58:25 GMT 2023
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FDA UNII
5G7AKV2MKP
Created by admin on Sat Dec 16 17:58:25 GMT 2023 , Edited by admin on Sat Dec 16 17:58:25 GMT 2023
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USAN
CD-143
Created by admin on Sat Dec 16 17:58:25 GMT 2023 , Edited by admin on Sat Dec 16 17:58:25 GMT 2023
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INN
9150
Created by admin on Sat Dec 16 17:58:25 GMT 2023 , Edited by admin on Sat Dec 16 17:58:25 GMT 2023
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CAS
854107-55-4
Created by admin on Sat Dec 16 17:58:25 GMT 2023 , Edited by admin on Sat Dec 16 17:58:25 GMT 2023
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DAILYMED
5G7AKV2MKP
Created by admin on Sat Dec 16 17:58:25 GMT 2023 , Edited by admin on Sat Dec 16 17:58:25 GMT 2023
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MESH
C550169
Created by admin on Sat Dec 16 17:58:25 GMT 2023 , Edited by admin on Sat Dec 16 17:58:25 GMT 2023
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