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Compound Detail

CHEMBL3716726

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COc1cc(OCc2nc(N3CCOCC3)sc2C)c2cc(-c3cn4nc(OC)sc4n3)oc2c1
ChEMBL ↗ Properties Compare Identifier

Basic Information

ChEMBL ID CHEMBL3716726
Phase Preclinical
Structure Type MOL
InChI Key MINMDCMSHDBHKG-UHFFFAOYSA-N
5
Targets
19
Activities
3
Assay Types
23
PK Parameters
20
Publications
0
Known Names

Molecular Properties

513.6
MW (Da)
4.40
ALogP
12
HBA
0
HBD
96.4
PSA (Ų)
0.31
QED
2
Ro5 Violations
7
Rot. Bonds

Drug Information

Molecule Type Small molecule
Availability Unknown
Chirality Unknown

Flags

First in Class Prodrug

Extended Properties

Molecular Formula C23H23N5O5S2
MW 513.60
Aromatic Rings 5
Heavy Atoms 35
NP-Likeness -1.27

Activity Summary

IC50 13 meas. best 9.4
EC50 4 meas. best 9.37
Kd 2 meas. best 10.15

Target Activity Profile

Target Type Best pChEMBL Mean pChEMBL Best (nM) # Data
Proteinase-activated receptor 4
CHEMBL4691
 Kd 10.15 10.08 0.1 2
Proteinase-activated receptor 4
CHEMBL4691
 IC50 9.4 8.6363 0.4 8
Proteinase-activated receptor 4
CHEMBL4691
 EC50 9.37 9.0575 0.4 4
Unchecked
CHEMBL612545
 IC50 8.68 8.22 2.1 2
Prothrombin
CHEMBL204
 IC50 8.12 8.12 7.6 1
Plasma
CHEMBL613424
 IC50 8.12 8.12 7.6 1
Mus musculus
CHEMBL375
 IC50 8.11 8.11 7.8 1

Pharmacokinetic Data

Parameter Value Units Species
AUC 12172.32 ng.hr.mL-1 Rattus norvegicus
CL 125.0 mL.min-1.g-1 Homo sapiens
CL 2.6 mL.min-1.kg-1 Rattus norvegicus
CL 4.1 mL.min-1.kg-1 Canis lupus familiaris
CL 19.0 mL.min-1.kg-1 Macaca fascicularis
F 21.0 % Rattus norvegicus
F 19.0 % Canis lupus familiaris
F 26.0 % Macaca fascicularis
T1/2 0.185 hr Homo sapiens
T1/2 4.0 hr Homo sapiens
T1/2 4.0 hr Macaca fascicularis
T1/2 0.185 hr Homo sapiens
T1/2 0.1833 hr Homo sapiens
T1/2 0.2667 hr Rattus norvegicus
T1/2 8.0 hr Rattus norvegicus
T1/2 0.1833 hr Homo sapiens
T1/2 0.2667 hr Rattus norvegicus
T1/2 0.1267 hr Canis lupus familiaris
T1/2 0.09333 hr Macaca mulatta
T1/2 8.0 hr Rattus norvegicus
T1/2 27.0 hr Canis lupus familiaris
T1/2 21.0 hr Macaca fascicularis
T1/2 4.0 hr Homo sapiens

Activity Data Samples

Top measurements by pChEMBL value

Target Type Rel. Value Units pChEMBL Assay PubMed
Proteinase-activated receptor 4 Kd = 0.07 nM 10.15 Binding affinity to PAR4 (unknown origin) assessed as association constant 35729784
Proteinase-activated receptor 4 Kd = 0.098 nM 10.01 Binding affinity to PAR4 (unknown origin) assessed as saturation binding 35729784
Proteinase-activated receptor 4 IC50 = 0.4 nM 9.4 Antagonist activity at full length human PAR4 expressed in HEK293 cells assessed... 35729784
Proteinase-activated receptor 4 EC50 = 0.43 nM 9.37 FLIPR Assay: Briefly, HEK293 EBNA PAR4 clone 20664.1J cells were plated 24 hrs. ... -
Proteinase-activated receptor 4 EC50 = 0.43 nM 9.37 PAR4 FLIPR assay: The activity of the PAR4 antagonists of the present invention ... -
Proteinase-activated receptor 4 EC50 = 0.43 nM 9.37 Antagonist activity against human PAR4 expressed in HEK293 cells assessed as red... -
Proteinase-activated receptor 4 IC50 = 0.56 nM 9.25 Inhibition of human PAR4 expressed in HEK293 cells assessed as Ala-(L-4-F-Phe)-P... 33049608
Proteinase-activated receptor 4 IC50 = 0.7 nM 9.15 Antagonist activity at human PAR4 expressed in Ga15-HEK293 cells assessed as red... 34391031
Proteinase-activated receptor 4 IC50 = 1.0 nM 9.0 Antagonist activity at PAR4 (unknown origin) 38385264
Unchecked IC50 = 2.1 nM 8.68 Antagonist activity at PAR4 in cynomolgus monkey whole blood assessed as inhibit... 33049608
Proteinase-activated receptor 4 IC50 = 7.3 nM 8.14 Antagonist activity at PAR4 in human platelet-rich plasma assessed as inhibition... 33049608
Proteinase-activated receptor 4 EC50 = 7.6 nM 8.12 PRP Assay: Briefly, PRP or washed platelet suspension (100 μl) was pre-incubated... -
Proteinase-activated receptor 4 IC50 = 7.6 nM 8.12 Antagonist activity against PAR4 in human platelet rich plasma assessed as inhib... -
Plasma IC50 = 7.6 nM 8.12 Antiplatelet activity in human platelet-rich plasma assessed as inhibition of ga... 35729784
Prothrombin IC50 = 7.6 nM 8.12 Platelet Aggregation (PRP) Assay : The ability of the compounds of the current i... -
Mus musculus IC50 = 7.8 nM 8.11 Antiplatelet activity in ICR mouse platelet rich plasma assessed as inhibition o... 30503410
Proteinase-activated receptor 4 IC50 = 9.5 nM 8.02 Antagonist activity at PAR4 in human whole blood assessed as inhibition of Ala-(... 33049608
Proteinase-activated receptor 4 IC50 = 9.7 nM 8.01 Antagonist activity at PAR4 in human platelet-rich plasma assessed as inhibition... 34391031
Unchecked IC50 = 17.5 nM 7.76 Antiplatelet activity against PAR4 agonist peptide-induced human platelet assess... 35729784

Literature References

PubMed DOI Target Context # Activities
35729784 10.1021/acs.jmedchem.2c00359 ADMET 25
35729784 10.1021/acs.jmedchem.2c00359 Unchecked 7
35729784 10.1021/acs.jmedchem.2c00359 Proteinase-activated receptor 4 5
33049608 10.1016/j.ejmech.2020.112893 Cynomolgus monkey 5
30503410 10.1016/j.bmc.2018.11.024 ADMET 3
35729784 10.1021/acs.jmedchem.2c00359 Cynomolgus monkey 3
33049608 10.1016/j.ejmech.2020.112893 Proteinase-activated receptor 4 3
33049608 10.1016/j.ejmech.2020.112893 ADMET 2
34391031 10.1016/j.ejmech.2021.113764 Proteinase-activated receptor 4 2
34391031 10.1016/j.ejmech.2021.113764 ADMET 2
33049608 10.1016/j.ejmech.2020.112893 Unchecked 2
34391031 10.1016/j.ejmech.2021.113764 Proteinase-activated receptor 1 1
34391031 10.1016/j.ejmech.2021.113764 Proteinase-activated receptor 2 1
33049608 10.1016/j.ejmech.2020.112893 Proteinase-activated receptor 1 1
35729784 10.1021/acs.jmedchem.2c00359 Plasma 1
35729784 10.1021/acs.jmedchem.2c00359 Cytochrome P450 2B6 1
35729784 10.1021/acs.jmedchem.2c00359 Cytochrome P450 2C8 1
35729784 10.1021/acs.jmedchem.2c00359 Cytochrome P450 2C9 1
35729784 10.1021/acs.jmedchem.2c00359 Cytochrome P450 2C19 1
38552183 10.1021/acs.jmedchem.3c02099 ADMET 1

Data from ChEMBL 36 via Core Engine