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Compound Detail

CHEMBL20210

RUPINTRIVIR
🧪 Phase II
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🧪 Phase II
CCOC(=O)/C=C/[C@H](C[C@@H]1CCNC1=O)NC(=O)[C@@H](CC(=O)[C@@H](NC(=O)c1cc(C)on1)C(C)C)Cc1ccc(F)cc1
ChEMBL ↗ Properties Compare Identifier

Basic Information

ChEMBL ID CHEMBL20210
Name RUPINTRIVIR
Phase Phase II
Structure Type MOL
InChI Key CAYJBRBGZBCZKO-BHGBQCOSSA-N

Known Names

AG-7088 AG7088 Rupintrivir
16
Targets
74
Activities
2
Assay Types
10
PK Parameters
20
Publications
3
Known Names

Molecular Properties

598.7
MW (Da)
2.82
ALogP
8
HBA
3
HBD
156.7
PSA (Ų)
0.21
QED
1
Ro5 Violations
15
Rot. Bonds

Drug Information

Molecule Type Small molecule
Chirality Single Enantiomer
USAN Stem -vir
USAN Year 2002

Extended Properties

Molecular Formula C31H39FN4O7
MW 598.67
Aromatic Rings 2
Heavy Atoms 43
NP-Likeness -0.26

Activity Summary

EC50 68 meas. best 8.7
IC50 6 meas. best 7.64

Target Activity Profile

Target Type Best pChEMBL Mean pChEMBL Best (nM) # Data
rhinovirus A16
CHEMBL613769
 EC50 8.7 7.6257 2.0 7
Human rhinovirus A protease
CHEMBL2857
 EC50 8.3 8.3 5.0 2
HeLa
CHEMBL399
 EC50 8.3 8.3 5.0 1
NON-PROTEIN TARGET
CHEMBL3879801
 EC50 8.25 8.05 5.7 2
Enterovirus A71
CHEMBL612436
 EC50 8.05 7.838 9.0 5
rhinovirus A2
CHEMBL612678
 EC50 7.92 7.3614 12.0 7
rhinovirus B14
CHEMBL613759
 EC50 7.89 7.1147 13.0 15
Echovirus E9
CHEMBL613552
 EC50 7.82 7.82 15.0 1
Human rhinovirus sp.
CHEMBL612470
 EC50 7.72 7.505 19.0 2
Human rhinovirus A protease
CHEMBL2857
 IC50 7.64 7.64 23.0 1
Unchecked
CHEMBL612545
 EC50 7.64 7.64 23.0 1
rhinovirus A39
CHEMBL612527
 EC50 7.62 7.2433 24.0 3
Echovirus E6
CHEMBL612779
 EC50 7.37 7.37 43.0 1
rhinovirus A21
CHEMBL612371
 EC50 7.02 6.555 95.0 2
Enterovirus
CHEMBL613749
 EC50 6.57 6.1783 270.0 18
Unchecked
CHEMBL612545
 IC50 5.8 5.6733 1600.0 3
Enterovirus A71
CHEMBL612436
 IC50 5.73 5.73 1870.0 1
SARS-CoV-2
CHEMBL4303835
 EC50 5.73 5.73 1870.0 1
Coxsackievirus B3
CHEMBL613554
 IC50 5.18 5.18 6600.0 1

Pharmacokinetic Data

Parameter Value Units Species
AUC 1.497 ng.hr.mL-1 Mus musculus
CL 40.74 uL.min-1.(10^6cells)-1 Homo sapiens
CL 104.71 mL.min-1.g-1 Homo sapiens
CL 150.0 uL.min-1.(10^6cells)-1 Rattus norvegicus
T1/2 0.03333 hr -
T1/2 1.0 hr Canis lupus familiaris
T1/2 1.0 hr Homo sapiens
T1/2 1.0 hr -
T1/2 1.0 hr -
T1/2 0.5 hr -

Activity Data Samples

Top measurements by pChEMBL value

Target Type Rel. Value Units pChEMBL Assay PubMed
rhinovirus A16 EC50 = 2.0 nM 8.7 Antiviral activity against Human rhinovirus 16 infected in human HeLa cells asse... 38784463
Human rhinovirus A protease EC50 = 5.0 nM 8.3 Effective concentration against human rhinovirus 3C protease. 10669559
Human rhinovirus A protease EC50 = 5.0 nM 8.3 Increased percentage of formazan production in drug treated virus infected cells... 10197965
HeLa EC50 = 5.0 nM 8.3 Anti viral activity against human rhinovirus (HRV) in H1HeLa cells 11591501
rhinovirus A16 EC50 = 5.0 nM 8.3 Antiviral activity against 7 times N-(4'-(Trifluoromethyl)-2-((3-(trifluoromethy... 38784463
NON-PROTEIN TARGET EC50 = 5.65 nM 8.25 Antiviral activity against Coxsackievirus A16 assessed as reduction in viral rep... 27776325
Enterovirus A71 EC50 = 9.0 nM 8.05 Antiviral activity against Enterovirus 71/Shenzhen/120F1/09 infected in human RD... 27234148
Enterovirus A71 EC50 = 9.0 nM 8.05 Antiviral activity against human Enterovirus 71 BrCr infected in human RD cells ... 36455356
rhinovirus A2 EC50 = 12.0 nM 7.92 Antiviral activity against human rhinovirus 2 assessed as reduction in viral inf... 27265257
rhinovirus B14 EC50 = 13.0 nM 7.89 Antiviral activity against Human rhinovirus 14 infected in H1-HeLa cells assesse... 33609656
rhinovirus B14 EC50 = 14.0 nM 7.85 Antiviral activity against HRV14 with 3C protease T129A mutation infected in hum... 17908951
rhinovirus A16 EC50 = 14.0 nM 7.85 Antiviral activity against 7 times rupintrivir passaged resistance model of Huma... 38784463
Enterovirus A71 EC50 = 14.0 nM 7.85 Antiviral activity against Enterovirus A71 695F infected in human muscular rhabd... 31184893
NON-PROTEIN TARGET EC50 = 14.0 nM 7.85 Antiviral activity against human rhinovirus 17 assessed as reduction in viral in... 27265257
rhinovirus A16 EC50 = 14.0 nM 7.85 Antiviral activity against human rhinovirus 16 assessed as reduction in viral in... 27265257
Enterovirus A71 EC50 = 14.0 nM 7.85 Antiviral activity against EV71 26564266
rhinovirus B14 EC50 = 14.0 nM 7.85 Antiviral activity against HRV14 with 3C protease Y139H mutation infected in hum... 17908951
rhinovirus B14 EC50 = 14.0 nM 7.85 Antiviral activity against HRV14 with 3C protease T131A mutation infected in hum... 17908951
rhinovirus B14 EC50 = 15.0 nM 7.82 Antiviral activity against HRV14 with 3C protease T143P mutation infected in hum... 17908951
Echovirus E9 EC50 = 15.0 nM 7.82 Antiviral activity against Human echovirus 9 18583140

Literature References

PubMed DOI Target Context # Activities
17908951 10.1128/aac.00905-07 rhinovirus B14 44
17908951 10.1128/aac.00905-07 rhinovirus A2 26
19015331 10.1128/aac.00841-08 Enterovirus 18
17908951 10.1128/aac.00905-07 rhinovirus A39 17
17908951 10.1128/aac.00905-07 Human rhinovirus sp. 12
24900468 10.1021/ml2002955 Human rhinovirus sp. 9
10197965 10.1021/jm9805384 Human rhinovirus A protease 6
- 10.6019/CHEMBL3301361 ADMET 4
10197965 10.1021/jm9805384 ADMET 4
38784463 10.1039/d3md00686g rhinovirus A16 3
38389877 10.1039/d3md00630a ADMET 3
39032404 10.1016/j.ejmech.2024.116690 ADMET 3
- 10.6019/CHEMBL4651402 SARS-CoV-2 2
- 10.6019/CHEMBL4513161 Pseudomonas aeruginosa 2
38389877 10.1039/d3md00630a rhinovirus B14 2
11591501 10.1016/s0960-894x(01)00542-x HeLa 2
11591501 10.1016/s0960-894x(01)00542-x Homo sapiens 2
31184893 10.1021/acs.jmedchem.9b00387 Enterovirus A71 2
27776325 10.1016/j.ejmech.2016.10.019 Unchecked 2
10669559 10.1021/jm990412m Human rhinovirus A protease 2

Data from ChEMBL 36 via Core Engine