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Compound Detail

CHEMBL3740727

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N=C(N)NCCC[C@H](NC(=O)c1nccs1)C(=O)N[C@@H](CCCCN)C(=O)N[C@@H](C(N)=O)c1ccc(OCc2ccc(C(F)(F)F)cc2)cc1

Basic Information

ChEMBL ID CHEMBL3740727
Phase Preclinical
Structure Type MOL
InChI Key AKRJOEANBCUPHB-CCDWMCETSA-N
9
Targets
215
Activities
3
Assay Types
1
PK Parameters
18
Publications
0
Known Names

Molecular Properties

719.8
MW (Da)
2.06
ALogP
9
HBA
8
HBD
240.4
PSA (Ų)
0.05
QED
2
Ro5 Violations
19
Rot. Bonds

Drug Information

Molecule Type Small molecule
Availability Unknown
Chirality Unknown

Flags

First in Class Prodrug

Extended Properties

Molecular Formula C32H40F3N9O5S
MW 719.79
Aromatic Rings 3
Heavy Atoms 50
NP-Likeness -0.55

Activity Summary

IC50 211 meas. best 7.75
EC50 2 meas. best 4.69
Ki 2 meas. best 7.92

Target Activity Profile

Target Type Best pChEMBL Mean pChEMBL Best (nM) # Data
Unchecked
CHEMBL612545
Ki 7.92 7.665 12.0 2
Unchecked
CHEMBL612545
IC50 7.75 7.6 18.0 3
Genome polyprotein
CHEMBL5980
IC50 6.19 5.6831 645.0 98
NS3
CHEMBL5705861
IC50 6.07 5.6627 851.0 11
NS3 protease
CHEMBL5705862
IC50 6.06 5.9829 865.0 7
NS3 protease
CHEMBL5705864
IC50 5.98 5.7714 1057.0 7
Nonstructural protein 3
CHEMBL4523954
IC50 5.83 5.4537 1472.0 78
NS3 protease
CHEMBL5705863
IC50 5.83 5.6886 1495.0 7
dengue virus type 2
CHEMBL613966
EC50 4.69 4.69 20350.0 1
West Nile virus
CHEMBL613730
EC50 4.63 4.63 23360.0 1

Pharmacokinetic Data

Parameter Value Units Species
T1/2 0.75 hr Rattus norvegicus

Activity Data Samples

Top measurements by pChEMBL value

Target Type Rel. Value Units pChEMBL Assay PubMed
Unchecked Ki = 12.0 nM 7.92 Inhibition of Dengue virus serotype-2 NS2B-NS3 protease using 2-Abz-Nle-Lys-Arg-... 26562070
Unchecked IC50 = 18.0 nM 7.75 Inhibition of Dengue virus serotype-2 NS2B-NS3 protease using 2-Abz-Nle-Lys-Arg-... 26562070
Unchecked IC50 = 18.0 nM 7.75 Inhibition of DENV2 pro 34601454
Unchecked Ki = 39.0 nM 7.41 Inhibition of West Nile virus NS2B-NS3 protease using 2-Abz-Gly-Leu-Lys-Arg-Gly-... 26562070
Unchecked IC50 = 50.0 nM 7.3 Inhibition of West Nile virus NS2B-NS3 protease using 2-Abz-Gly-Leu-Lys-Arg-Gly-... 26562070
Genome polyprotein IC50 = 645.0 nM 6.19 Functional biochemical assay to identify treatments for viral infectious disease... -
NS3 IC50 = 851.0 nM 6.07 Functional biochemical assay to identify treatments for viral infectious disease... -
NS3 protease IC50 = 865.0 nM 6.06 Functional biochemical assay to identify treatments for viral infectious disease... -
Genome polyprotein IC50 = 900.0 nM 6.05 Functional biochemical assay to identify treatments for viral infectious disease... -
NS3 protease IC50 = 920.0 nM 6.04 Functional biochemical assay to identify treatments for viral infectious disease... -
NS3 protease IC50 = 926.0 nM 6.03 Functional biochemical assay to identify treatments for viral infectious disease... -
Genome polyprotein IC50 = 924.0 nM 6.03 Functional biochemical assay to identify treatments for viral infectious disease... -
Genome polyprotein IC50 = 977.0 nM 6.01 Functional biochemical assay to identify treatments for viral infectious disease... -
NS3 protease IC50 = 1000.0 nM 6.0 Functional biochemical assay to identify treatments for viral infectious disease... -
Genome polyprotein IC50 = 1022.0 nM 5.99 Functional biochemical assay to identify treatments for viral infectious disease... -
NS3 protease IC50 = 1033.0 nM 5.99 Functional biochemical assay to identify treatments for viral infectious disease... -
NS3 protease IC50 = 1028.0 nM 5.99 Functional biochemical assay to identify treatments for viral infectious disease... -
NS3 protease IC50 = 1057.0 nM 5.98 Functional biochemical assay to identify treatments for viral infectious disease... -
NS3 IC50 = 1096.0 nM 5.96 Functional biochemical assay to identify treatments for viral infectious disease... -
Genome polyprotein IC50 = 1083.0 nM 5.96 Functional biochemical assay to identify treatments for viral infectious disease... -

Literature References

PubMed DOI Target Context # Activities
- 10.6019/CHEMBL5604063 Genome polyprotein 103
- 10.6019/CHEMBL5604062 Nonstructural protein 3 79
- 10.6019/CHEMBL5606460 Genome polyprotein 67
- 10.6019/CHEMBL5606458 Nonstructural protein 3 64
- 10.6019/CHEMBL5604061 NS3 11
26562070 10.1021/acs.jmedchem.5b01441 Unchecked 9
- 10.6019/CHEMBL5604064 NS3 protease 7
- 10.6019/CHEMBL5604065 NS3 protease 7
- 10.6019/CHEMBL5604066 NS3 protease 7
26562070 10.1021/acs.jmedchem.5b01441 ADMET 2
- 10.6019/CHEMBL5606459 NS3 2
26562070 10.1021/acs.jmedchem.5b01441 No relevant target 1
26562070 10.1021/acs.jmedchem.5b01441 Liver microsome 1
34601454 10.1016/j.bmc.2021.116415 Unchecked 1
26562070 10.1021/acs.jmedchem.5b01441 West Nile virus 1
26562070 10.1021/acs.jmedchem.5b01441 dengue virus type 2 1
26562070 10.1021/acs.jmedchem.5b01441 Trypsin 1
26562070 10.1021/acs.jmedchem.5b01441 Prothrombin 1

Data from ChEMBL 36 via Core Engine