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Compound Detail

CHEMBL383322

RESIQUIMOD
🧪 Phase II
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🧪 Phase II
CCOCc1nc2c(N)nc3ccccc3c2n1CC(C)(C)O
ChEMBL ↗ Properties Compare Identifier

Basic Information

ChEMBL ID CHEMBL383322
Name RESIQUIMOD
Phase Phase II
Structure Type MOL
InChI Key BXNMTOQRYBFHNZ-UHFFFAOYSA-N

Known Names

CD-11301 CD11301 R-848 R848 Resiquimod S-28463
4
Targets
35
Activities
2
Assay Types
4
PK Parameters
20
Publications
6
Known Names
12
Indications
2
Mechanisms

Molecular Properties

314.4
MW (Da)
2.47
ALogP
6
HBA
2
HBD
86.2
PSA (Ų)
0.76
QED
0
Ro5 Violations
5
Rot. Bonds

Drug Information

Molecule Type Small molecule
Chirality Achiral

Flags

Natural Product
USAN Stem -imod

Extended Properties

Molecular Formula C17H22N4O2
MW 314.39
Aromatic Rings 3
Heavy Atoms 23
NP-Likeness -0.62

Mechanism of Action

Mechanism Action Type Target Direct Efficacy
Toll-like receptor 8 agonist AGONIST Toll-like receptor 8 ✓ ✓
Toll-like receptor 7 agonist AGONIST Toll-like receptor 7 ✓ ✓

Indications

Astrocytoma Keratosis, Actinic Lymphoma, T-Cell, Cutaneous Melanoma Melanoma Melanoma Oligodendroglioma Paraganglioma Carcinoma, Basal Cell Hepatitis B, Chronic Influenza, Human Neoplasms

Activity Summary

EC50 34 meas. best 7.62
IC50 1 meas. best 5.69

Target Activity Profile

Target Type Best pChEMBL Mean pChEMBL Best (nM) # Data
Hepatitis C virus
CHEMBL379
 EC50 7.62 7.6 24.0 2
Toll-like receptor 7
CHEMBL5936
 EC50 7.12 6.2189 75.0 19
Toll-like receptor 8
CHEMBL5805
 EC50 6.32 5.4285 480.0 13
Oxidized purine nucleoside triphosphate hydrolase
CHEMBL3708265
 IC50 5.69 5.69 2056.0 1

Pharmacokinetic Data

Parameter Value Units Species
CL 3.0 mL.min-1.g-1 Homo sapiens
Cmax 3756.48 nM Mustela putorius furo
Cmax - - Mustela putorius furo
t1/2 - - Homo sapiens

Activity Data Samples

Top measurements by pChEMBL value

Target Type Rel. Value Units pChEMBL Assay PubMed
Hepatitis C virus EC50 = 24.0 nM 7.62 Antiviral activity against HCV infected human Huh7 replicon cells treated for 48... 17548497
Hepatitis C virus EC50 = 26.5 nM 7.58 Antiviral activity against HCV infected human Huh7 replicon cells treated for 48... 17548497
Toll-like receptor 7 EC50 = 75.0 nM 7.12 Agonist activity at human TLR7 expressed in HEK293 cells incubated for 6 to 16 h... 34048243
Toll-like receptor 7 EC50 = 250.0 nM 6.6 Agonist activity at human TLR7 expressed in HEK-Blue cells assessed as induction... 31784317
Toll-like receptor 7 EC50 = 260.1 nM 6.58 Agonist activity at human TLR7 expressed in HEK293 cells coexpressing pNiFty2-SE... 20232824
Toll-like receptor 7 EC50 = 310.0 nM 6.51 Agonist activity at human TLR7 in HEK-Blue hTLR7 cells assessed as increase in i... 38741265
Toll-like receptor 7 EC50 = 330.0 nM 6.48 HEK-Blue TLR7 reporter assay: Engineered human embryonic kidney blue cells (HEK-... -
Toll-like receptor 7 EC50 = 420.0 nM 6.38 TLR7 Agonist Activity Assay: Engineered human embryonic kidney blue cells (HEK-B... -
Toll-like receptor 7 EC50 = 420.0 nM 6.38 TLR7 Agonist Activity Assay: Engineered human embryonic kidney blue cells (HEK-B... -
Toll-like receptor 7 EC50 = 420.0 nM 6.38 TLR7 Agonist Activity Assay: Engineered human embryonic kidney blue cells (HEK-B... -
Toll-like receptor 7 EC50 = 420.0 nM 6.38 TLR7 Agonist Activity Assay: Engineered human embryonic kidney blue cells (HEK-B... -
Toll-like receptor 8 EC50 = 480.0 nM 6.32 Agonist activity at human TLR8 expressed in HEK293 cells incubated for 6 to 16 h... 34048243
Toll-like receptor 7 EC50 = 616.0 nM 6.21 Agonist activity at TLR7 in human Ramos-blue cells assessed as increase in NFkap... 37849530
Toll-like receptor 7 EC50 = 760.0 nM 6.12 Reporter Assay: For TLR8 and TLR7 activity testing, HEK-Blue human TLR8 or TLR7 ... -
Toll-like receptor 7 EC50 = 750.0 nM 6.12 Agonist activity at human TLR7 expressed in HEK293 cells assessed as induction o... 32001135
Toll-like receptor 7 EC50 = 1259.0 nM 5.9 Agonist activity at TLR7 in human PBMC assessed as induction of IN-12 stimulatio... 26878898
Toll-like receptor 7 EC50 = 1340.0 nM 5.87 Agonist activity at human TLR7 expressed in HEK cells after 8 to 12 hrs by NFkap... 29152046
Toll-like receptor 7 EC50 = 1400.0 nM 5.85 Agonist activity at human TLR7 transfected in HEK cells assessed as NFkappaB ind... 22837811
Toll-like receptor 8 EC50 = 1500.0 nM 5.82 Agonist activity in TLR8 (unknown origin) expressed in HEK293 cells assessed as ... 32203790
Toll-like receptor 7 EC50 = 1500.0 nM 5.82 Activation of TLR7 (unknown origin) 32203790

Literature References

PubMed DOI Target Context # Activities
34048243 10.1021/acs.jmedchem.1c00179 ADMET 14
34048243 10.1021/acs.jmedchem.1c00179 TLR7 and TLR8 12
31784317 10.1016/j.bmcl.2019.126788 Toll-like receptor 7/8 12
17548497 10.1128/aac.00268-07 PBMC 10
34048243 10.1021/acs.jmedchem.1c00179 CT26 8
17548497 10.1128/aac.00268-07 Hepatitis C virus 6
38741265 10.1021/acs.jmedchem.4c00464 Mus musculus 6
32001135 10.1016/j.bmcl.2020.126984 Toll-like receptor 8 5
20232824 10.1021/jm100070n PBMC 5
16539397 10.1021/jm051089s Splenocyte 5
24383475 10.1021/jm4004957 TLR7 and TLR8 5
20232824 10.1021/jm100070n Rattus norvegicus 4
- 10.6019/CHEMBL4495565 SARS-CoV-2 4
22837811 10.1021/ml300079e Unchecked 4
34527180 10.1021/acsmedchemlett.1c00267 ADMET 4
19299126 10.1016/j.bmcl.2009.02.095 Toll-like receptor 7 4
16539397 10.1021/jm051089s Mustela putorius furo 4
- 10.6019/CHEMBL3301361 No relevant target 3
16539397 10.1021/jm051089s Cynomolgus monkey 3
32001135 10.1016/j.bmcl.2020.126984 Toll-like receptor 7 2

Data from ChEMBL 36 via Core Engine