ACT-1014-6470   Click here for help

GtoPdb Ligand ID: 12326

Synonyms: example 172 [WO2019137927A1] [2] | Ic-58 [2]
Immunopharmacology Ligand
Compound class: Synthetic organic
Comment: ACT-1014-6470 is a novel, orally available small molecule anatgonist of the complement factor 5a receptor 1 (C5a1 receptor) [4]. It was designed for anti-inflammatory activity, for application in autoimmune diseases. ACT-1014-6470 selectively targets C5a-mediated receptor signalling, in contrast to the clinically used anti-C5 monoclonals eculizumab and ravulizumab that prevent C5a (anaphylatoxin) and C5b production. The principal effect of both strategies is to block further activation of complement-mediated inflammation. One suggested benefit of the small-molecule approach is that it does not alter C5b-mediated membrane attack complex (MAC) formation, which means that the bactericidal activity of the complement system remains intact.

n.b. Avacopan (CCX-168) was the first C5a1 receptor antagonist to be approved by the FDA (2021).
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2D Structure
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Physico-chemical Properties
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Hydrogen bond acceptors 5
Hydrogen bond donors 0
Rotatable bonds 7
Topological polar surface area 44.61
Molecular weight 565.23
XLogP 7.03
No. Lipinski's rules broken 1
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Canonical SMILES O=C1N(Cc2c(N1Cc1ccccc1C(F)(F)F)nn(c2)CC(F)(F)C)C1CCN(CC1)c1c(C)cccc1F
Isomeric SMILES FC(Cn1nc2N(C(=O)N(Cc2c1)C1CCN(CC1)c1c(cccc1C)F)Cc1c(cccc1)C(F)(F)F)(C)F
InChI InChI=1S/C28H29F6N5O/c1-18-6-5-9-23(29)24(18)36-12-10-21(11-13-36)38-16-20-14-37(17-27(2,30)31)35-25(20)39(26(38)40)15-19-7-3-4-8-22(19)28(32,33)34/h3-9,14,21H,10-13,15-17H2,1-2H3
Classification Click here for help
Compound class Synthetic organic
IUPAC Name Click here for help
Synonyms Click here for help
example 172 [WO2019137927A1] [2] | Ic-58 [2]
Database Links Click here for help
Specialist databases
GPCRdb Ligand ACT-1014-6470
Other databases
GtoPdb PubChem SID 479821117
PubChem CID 142620206
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