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Compound Detail

CHEMBL3318147

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CSCC[C@@H]1NC(=O)CNC(=O)[C@H](CCC(=O)O)NC(=O)[C@@H]2CSSC[C@H](NC(=O)[C@@H](N)Cc3ccc(O)cc3)C(=O)N[C@@H](CCC(N)=O)C(=O)N[C@@H](CCCCN)C(=O)N[C@@H](Cc3c[nH]c4ccccc34)C(=O)N[C@@H](CCSC)C(=O)N[C@@H](Cc3c[nH]c4ccccc34)C(=O)N[C@@H]([C@@H](C)O)C(=O)N[C@H]3CSSC[C@H](NC(=O)[C@H](C(C)C)NC1=O)C(=O)N[C@@H](CCCNC(=N)N)C(=O)N[C@@H](CC(C)C)C(=O)N[C@@H](Cc1c[nH]c4ccccc14)C(=O)N[C@H](C(=O)N[C@@H](CCCCN)C(=O)N[C@@H](CCCCN)C(=O)N[C@@H](CCCCN)C(=O)N[C@@H](CC(C)C)C(=O)N[C@@H](Cc1c[nH]c4ccccc14)C(N)=O)CSSC[C@H](NC(=O)[C@H](CCCCN)NC(=O)[C@H](CCCNC(=N)N)NC(=O)[C@H](CCC(=O)O)NC(=O)[C@H](CO)NC(=O)[C@H](CC(=O)O)NC3=O)C(=O)N2

Basic Information

ChEMBL ID CHEMBL3318147
Phase Preclinical
Structure Type BOTH
InChI Key VRUSWBLOISBSSJ-ZJDFQAAZSA-N
10
Targets
12
Activities
2
Assay Types
1
PK Parameters
14
Publications
0
Known Names

Molecular Properties

3825.7
MW (Da)

Drug Information

Molecule Type Protein
Availability Unknown
Chirality Unknown

Flags

First in Class Prodrug

Extended Properties

Molecular Formula C168H251N47O40S8
MW 3825.68

Activity Summary

IC50 11 meas. best 9.64
EC50 1 meas. best 7.25

Target Activity Profile

Target Type Best pChEMBL Mean pChEMBL Best (nM) # Data
Sodium channel protein type 9 subunit alpha
CHEMBL4296
IC50 9.64 8.5233 0.2 3
Sodium channel protein type 9 subunit alpha
CHEMBL3312
IC50 8.89 8.89 1.3 1
Sodium channel protein type 2 subunit alpha
CHEMBL3399
IC50 8.1 8.1 8.0 1
Voltage-gated inwardly rectifying potassium channel KCNH2
CHEMBL240
IC50 7.66 7.66 22.0 1
Rattus norvegicus
CHEMBL376
EC50 7.25 7.25 56.0 1
Sodium channel protein type 8 subunit alpha
CHEMBL5202
IC50 7.12 7.12 75.0 1
Sodium channel protein type 4 subunit alpha
CHEMBL2072
IC50 7.03 7.03 93.0 1
Sodium channel protein type 5 subunit alpha
CHEMBL1980
IC50 6.75 6.75 180.0 1
Voltage-dependent L-type calcium channel subunit alpha-1C
CHEMBL1940
IC50 5.85 5.85 1400.0 1
Sodium channel protein type 2 subunit alpha
CHEMBL4187
IC50 5.82 5.82 1500.0 1

Pharmacokinetic Data

Parameter Value Units Species
T1/2 3.0 hr Rattus norvegicus

Activity Data Samples

Top measurements by pChEMBL value

Target Type Rel. Value Units pChEMBL Assay PubMed
Sodium channel protein type 9 subunit alpha IC50 = 0.23 nM 9.64 Inhibition of human Nav1.7 expressed in HEK-293 cells at -130 to -110 mV holding... 25026046
Sodium channel protein type 9 subunit alpha IC50 = 1.3 nM 8.89 Inhibition of rat Nav1.7 stably expressed in cells with train pulses to -20 mV a... 34931831
Sodium channel protein type 9 subunit alpha IC50 = 2.7 nM 8.57 Inhibition of human Nav1.7 stably expressed in cells with train pulses to -20 mV... 34931831
Sodium channel protein type 2 subunit alpha IC50 = 8.0 nM 8.1 Inhibition of rat Nav1.7 expressed in HEK-293 cells at -130 to -110 mV holding p... 25026046
Voltage-gated inwardly rectifying potassium channel KCNH2 IC50 = 22.0 nM 7.66 Inhibition of human ERG by PatchXpress assay 34931831
Sodium channel protein type 9 subunit alpha IC50 = 44.0 nM 7.36 Inhibition of human Nav1.7 stably expressed in cells with train pulses to -20 mV... 34931831
Rattus norvegicus EC50 = 56.0 nM 7.25 Antinociceptive activity against Sprague-Dawley rat model of thermal stimuli ind... 34931831
Sodium channel protein type 8 subunit alpha IC50 = 75.0 nM 7.12 Inhibition of human Nav1.6 stably expressed in cells with train pulses to -20 mV... 34931831
Sodium channel protein type 4 subunit alpha IC50 = 93.0 nM 7.03 Inhibition of human Nav1.4 stably expressed in cells with train pulses to -20 mV... 34931831
Sodium channel protein type 5 subunit alpha IC50 = 180.0 nM 6.75 Inhibition of human Nav1.5 by PatchXpress assay 34931831
Voltage-dependent L-type calcium channel subunit alpha-1C IC50 = 1400.0 nM 5.85 Inhibition of human Cav1.2 stably expressed in HEK293 cells incubated for 30 min... 34931831
Sodium channel protein type 2 subunit alpha IC50 = 1500.0 nM 5.82 Inhibition of human Nav1.2 stably expressed in cells with train pulses to -20 mV... 34931831

Literature References

PubMed DOI Target Context # Activities
34931831 10.1021/acs.jmedchem.1c01570 Sodium channel protein type 9 subunit alpha 3
25026046 10.1021/jm500687u No relevant target 2
34931831 10.1021/acs.jmedchem.1c01570 Unchecked 2
34931831 10.1021/acs.jmedchem.1c01570 Rattus norvegicus 2
25026046 10.1021/jm500687u Sodium channel protein type 9 subunit alpha 1
25026046 10.1021/jm500687u Sodium channel protein type 2 subunit alpha 1
25026046 10.1021/jm500687u Unchecked 1
34931831 10.1021/acs.jmedchem.1c01570 Sodium channel protein type 4 subunit alpha 1
34931831 10.1021/acs.jmedchem.1c01570 Sodium channel protein type 8 subunit alpha 1
34931831 10.1021/acs.jmedchem.1c01570 Sodium channel protein type 2 subunit alpha 1
34931831 10.1021/acs.jmedchem.1c01570 Voltage-dependent L-type calcium channel subunit alpha-1C 1
34931831 10.1021/acs.jmedchem.1c01570 Voltage-gated inwardly rectifying potassium channel KCNH2 1
34931831 10.1021/acs.jmedchem.1c01570 Sodium channel protein type 5 subunit alpha 1
34931831 10.1021/acs.jmedchem.1c01570 ADMET 1

Data from ChEMBL 36 via Core Engine