Cyclic adenosine-inosine monophosphate

Cyclic adenosine-inosine monophosphate (cAIMP, CL-592) is an experimental antiviral drug. It is the best studied of a range of related analogues which act as agonists of the Stimulator of interferon genes (STING) receptor which mediates interferon production by the immune system. It shows broad spectrum antiviral activity against a range of viruses including SARS-CoV-2 and enterovirus 68, and in studies on mice prevented the development of arthritis following infection with Chikungunya virus.^[1][2][3][4]

Cyclic adenosine-inosine monophosphate

Identifiers
IUPAC name 9-[(1S,6R,8R,9R,10S,15R,17R,18R)-17-(6-aminopurin-9-yl)-3,9,12,18-tetrahydroxy-3,12-dioxo-2,4,7,11,13,16-hexaoxa-3λ5,12λ5-diphosphatricyclo[13.3.0.06,10]octadecan-8-yl]-1H-purin-6-one
CAS Number	1507367-51-2
PubChem CID	136247207
ChEMBL	ChEMBL4776666
Chemical and physical data
Formula	C20H23N9O13P2
Molar mass	659.402 g·mol−1
3D model (JSmol)	Interactive image
SMILES C1[C@@H]2[C@H]([C@H]([C@@H](O2)N3C=NC4=C3N=CNC4=O)O)OP(=O)(OC[C@@H]5[C@H]([C@H]([C@@H](O5)N6C=NC7=C(N=CN=C76)N)O)OP(=O)(O1)O)O
InChI InChI=1S/C20H23N9O13P2/c21-15-9-16(23-3-22-15)28(5-26-9)19-11(30)13-7(39-19)1-37-44(35,36)42-14-8(2-38-43(33,34)41-13)40-20(12(14)31)29-6-27-10-17(29)24-4-25-18(10)32/h3-8,11-14,19-20,30-31H,1-2H2,(H,33,34)(H,35,36)(H2,21,22,23)(H,24,25,32)/t7-,8-,11-,12-,13-,14-,19-,20-/m1/s1 Key:SBNULQXUGGEMOY-XPWFQUROSA-N

See also

• Tilorone