JR14a   Click here for help

GtoPdb Ligand ID: 10595

Immunopharmacology Ligand
Compound class: Synthetic organic
Comment: JR14a is reported as an antagonist of the Complement C3a receptor (C3aR) [1]. It is orally active, and elicits anti-inflammatory effects in vitro and in vivo. It is a more potent antagonist than SB290157.
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2D Structure
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Physico-chemical Properties
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Hydrogen bond acceptors 7
Hydrogen bond donors 5
Rotatable bonds 12
Topological polar surface area 156.54
Molecular weight 532.11
XLogP 2.6
No. Lipinski's rules broken 1
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Canonical SMILES O=C(c1sc(cc1C)C(c1ccc(cc1)Cl)c1ccc(cc1)Cl)NC(C(=O)O)CCCNC(=N)N
Isomeric SMILES O=C(c1sc(cc1C)C(c1ccc(cc1)Cl)c1ccc(cc1)Cl)N[C@H](C(=O)O)CCCNC(=N)N
InChI InChI=1S/C25H26Cl2N4O3S/c1-14-13-20(21(15-4-8-17(26)9-5-15)16-6-10-18(27)11-7-16)35-22(14)23(32)31-19(24(33)34)3-2-12-30-25(28)29/h4-11,13,19,21H,2-3,12H2,1H3,(H,31,32)(H,33,34)(H4,28,29,30)/t19-/m0/s1
Classification Click here for help
Compound class Synthetic organic
IUPAC Name Click here for help
5-(Bis(4-chlorophenyl)methyl)-3-methylthiophene-2-carbonyl)-l-arginine hydrochloride
Database Links Click here for help
Specialist databases
GPCRdb Ligand JR14a
Other databases
GtoPdb PubChem SID 404859042
PubChem CID 145996525
Search Google for chemical match using the InChIKey OHRIKWUZKGNQKQ-IBGZPJMESA-N
Search Google for chemicals with the same backbone OHRIKWUZKGNQKQ
UniChem Compound Search for chemical match using the InChIKey OHRIKWUZKGNQKQ-IBGZPJMESA-N
UniChem Connectivity Search for chemical match using the InChIKey OHRIKWUZKGNQKQ-IBGZPJMESA-N