U.S. Department of Health & Human Services Divider Arrow National Institutes of Health Divider Arrow NCATS

Details

Stereochemistry ABSOLUTE
Molecular Formula C23H29N7O6
Molecular Weight 499.5197
Optical Activity UNSPECIFIED
Defined Stereocenters 4 / 4
E/Z Centers 0
Charge 0

SHOW SMILES / InChI
Structure of EVODENOSON

SMILES

COC(=O)N1CCC(CC#CC2=NC(N)=C3N=CN([C@@H]4O[C@@H]([C@@H](O)[C@H]4O)C(=O)NC5CC5)C3=N2)CC1

InChI

InChIKey=SQJXTUJMBYVDBB-RQXXJAGISA-N
InChI=1S/C23H29N7O6/c1-35-23(34)29-9-7-12(8-10-29)3-2-4-14-27-19(24)15-20(28-14)30(11-25-15)22-17(32)16(31)18(36-22)21(33)26-13-5-6-13/h11-13,16-18,22,31-32H,3,5-10H2,1H3,(H,26,33)(H2,24,27,28)/t16-,17+,18-,22+/m0/s1

HIDE SMILES / InChI

Molecular Formula C23H29N7O6
Molecular Weight 499.5197
Charge 0
Count
Stereochemistry ABSOLUTE
Additional Stereochemistry No
Defined Stereocenters 4 / 4
E/Z Centers 0
Optical Activity UNSPECIFIED

Evodenoson (ATL-313) is an agonist of adenosine A2A receptor. It exerts anti-inflammatory activity through activation of adenosine A2A receptors on CD4+ T cells and neutrophils. Evodenoson demonstrates efficacy in animal models of sepsis, myocardial infarction, allograft rejection and enteritis.

Approval Year

PubMed

PubMed

TitleDatePubMed
Activation of adenosine 2A receptors attenuates allograft rejection and alloantigen recognition.
2007 Apr 1
Adenosine A2A receptor activation on CD4+ T lymphocytes and neutrophils attenuates lung ischemia-reperfusion injury.
2010 Feb
Multi-Inhibitory Effects of A2A Adenosine Receptor Signaling on Neutrophil Adhesion Under Flow.
2015 Oct 15
Substance Class Chemical
Created
by admin
on Thu Jul 06 12:19:12 UTC 2023
Edited
by admin
on Thu Jul 06 12:19:12 UTC 2023
Record UNII
HZ03U10J2Z
Record Status Validated (UNII)
Record Version
  • Download
Name Type Language
EVODENOSON
INN   USAN   WHO-DD  
INN   USAN  
Official Name English
Evodenoson [WHO-DD]
Common Name English
EVODENOSON [USAN]
Common Name English
METHYL 4-(3-(6-AMINO-9-(N-CYCLOPROPYL-.BETA.-D-RIBOFURANOSYLURONAMIDE)-9H-PURIN-2-YL)PROP-2-YN-1-YL(PIPERIDINE-1-CARBOXYLATE
Common Name English
1-PIPERIDINECARBOXYLIC ACID, 4-(3-(6-AMINO-9-(N-CYCLOPROPYL-.BETA.-DRIBOFURANURONAMIDOSYL)- 9H-PURIN-2-YL)-2-PROPYN-1-YL)-, METHYL ESTER
Common Name English
1-PIPERIDINECARBOXYLIC ACID, 4-(3-(6-AMINO-9-(N-CYCLOPROPYL-.BETA.-D-RIBOFURANURONAMIDOSYL)-9H-PURIN-2-YL)-2-PROPYNYL)-, METHYL ESTER
Common Name English
ATL-313
Code English
evodenoson [INN]
Common Name English
ATL313
Code English
METHYL 4-(3-(6-AMINO-9-(N-CYCLOPROPYL-.BETA.-D-RIBOFURANOSYLURONAMIDE)-9H-PURIN-2-YL)PROP- 2-YNYL)PIPERIDINE-1-CARBOXYLATE
Common Name English
DE-112
Code English
Code System Code Type Description
INN
9675
Created by admin on Thu Jul 06 12:19:12 UTC 2023 , Edited by admin on Thu Jul 06 12:19:12 UTC 2023
PRIMARY
EPA CompTox
DTXSID40233476
Created by admin on Thu Jul 06 12:19:12 UTC 2023 , Edited by admin on Thu Jul 06 12:19:12 UTC 2023
PRIMARY
FDA UNII
HZ03U10J2Z
Created by admin on Thu Jul 06 12:19:12 UTC 2023 , Edited by admin on Thu Jul 06 12:19:12 UTC 2023
PRIMARY
CAS
844873-47-8
Created by admin on Thu Jul 06 12:19:12 UTC 2023 , Edited by admin on Thu Jul 06 12:19:12 UTC 2023
PRIMARY
USAN
ZZ-41
Created by admin on Thu Jul 06 12:19:12 UTC 2023 , Edited by admin on Thu Jul 06 12:19:12 UTC 2023
PRIMARY
DRUG BANK
DB12295
Created by admin on Thu Jul 06 12:19:12 UTC 2023 , Edited by admin on Thu Jul 06 12:19:12 UTC 2023
PRIMARY
PUBCHEM
11627443
Created by admin on Thu Jul 06 12:19:12 UTC 2023 , Edited by admin on Thu Jul 06 12:19:12 UTC 2023
PRIMARY
NCI_THESAURUS
C169974
Created by admin on Thu Jul 06 12:19:12 UTC 2023 , Edited by admin on Thu Jul 06 12:19:12 UTC 2023
PRIMARY
SMS_ID
300000034187
Created by admin on Thu Jul 06 12:19:12 UTC 2023 , Edited by admin on Thu Jul 06 12:19:12 UTC 2023
PRIMARY
ChEMBL
CHEMBL1950651
Created by admin on Thu Jul 06 12:19:12 UTC 2023 , Edited by admin on Thu Jul 06 12:19:12 UTC 2023
PRIMARY
Related Record Type Details
TARGET -> AGONIST
Related Record Type Details
ACTIVE MOIETY