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Compound Detail

CHEMBL4473654

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N=C(N)NC(=O)c1nc(-c2cc3ccccc3o2)c(N)nc1N
ChEMBL ↗ Properties Compare Identifier

Basic Information

ChEMBL ID CHEMBL4473654
Phase Preclinical
Structure Type MOL
InChI Key ZKLNPUKNSARQMG-UHFFFAOYSA-N
9
Targets
11
Activities
2
Assay Types
17
PK Parameters
20
Publications
0
Known Names

Molecular Properties

311.3
MW (Da)
0.68
ALogP
7
HBA
5
HBD
169.9
PSA (Ų)
0.34
QED
0
Ro5 Violations
2
Rot. Bonds

Drug Information

Molecule Type Unknown
Availability Unknown
Chirality Unknown

Flags

First in Class Prodrug

Extended Properties

Molecular Formula C14H13N7O2
MW 311.31
Aromatic Rings 3
Heavy Atoms 23
NP-Likeness -0.12

Activity Summary

IC50 10 meas. best 6.37
Ki 1 meas. best 6.52

Target Activity Profile

Target Type Best pChEMBL Mean pChEMBL Best (nM) # Data
Urokinase-type plasminogen activator
CHEMBL3286
 Ki 6.52 6.52 302.0 1
Urokinase-type plasminogen activator
CHEMBL3286
 IC50 6.37 6.37 430.0 2
MDA-MB-231
CHEMBL400
 IC50 5.55 5.55 2800.0 1
HT-1080
CHEMBL614580
 IC50 5.52 5.52 3000.0 1
HEK293
CHEMBL614818
 IC50 5.44 5.44 3600.0 1
Voltage-gated inwardly rectifying potassium channel KCNH2
CHEMBL240
 IC50 5.16 5.16 6900.0 1
Urokinase-type plasminogen activator
CHEMBL1075311
 IC50 4.85 4.85 14200.0 1
Sodium channel protein type 5 subunit alpha
CHEMBL1980
 IC50 4.66 4.66 22000.0 1
Unchecked
CHEMBL612545
 IC50 4.66 4.66 22000.0 1
HepG2
CHEMBL395
 IC50 4.51 4.51 30800.0 1

Pharmacokinetic Data

Parameter Value Units Species
AUC 498.1 ng.hr.mL-1 Mus musculus
AUC 498.1 ng.hr.mL-1 Rattus norvegicus
CL 53.0 mL.min-1.g-1 Homo sapiens
CL 84.0 mL.min-1.g-1 Homo sapiens
CL 106.0 mL.min-1.g-1 Mus musculus
CL 167.0 mL.min-1.g-1 Mus musculus
CL 114.0 mL.min-1.kg-1 Mus musculus
CL 60.0 mL.min-1.kg-1 Mus musculus
CL 87.7 mL.min-1.kg-1 Rattus norvegicus
CL 44.7 mL.min-1.kg-1 Rattus norvegicus
CL 5.6 mL.min-1.kg-1 Rattus norvegicus
CL 39.1 mL.min-1.kg-1 Rattus norvegicus
F 5.0 % Mus musculus
T1/2 0.55 hr Homo sapiens
T1/2 0.2667 hr Mus musculus
T1/2 0.73 hr Mus musculus
T1/2 4.9 hr Rattus norvegicus

Activity Data Samples

Top measurements by pChEMBL value

Target Type Rel. Value Units pChEMBL Assay PubMed
Urokinase-type plasminogen activator Ki = 302.0 nM 6.52 Inhibition of human kidney uPA using fluorogenic Z-Pyr-Gly-Arg-MCA as substrate ... 31679971
Urokinase-type plasminogen activator IC50 = 430.0 nM 6.37 Inhibition of human uPA 31679971
Urokinase-type plasminogen activator IC50 = 430.0 nM 6.37 Inhibition of human kidney uPA using chromogenic H-D-Ile-L-propyl-L-arginine-p-n... 31679971
MDA-MB-231 IC50 = 2800.0 nM 5.55 Cytotoxicity against human MDA-MB-231 cells measured after 48 hrs by MTS assay 31679971
HT-1080 IC50 = 3000.0 nM 5.52 Cytotoxicity against human HT1080 cells measured after 48 hrs by MTS assay 31679971
HEK293 IC50 = 3600.0 nM 5.44 Cytotoxicity against human HEK293 cells measured after 48 hrs by MTS assay 31679971
Voltage-gated inwardly rectifying potassium channel KCNH2 IC50 = 6900.0 nM 5.16 Inhibition of recombinant human ERG expressed in CHO cells incubated for 12 mins... 33799173
Urokinase-type plasminogen activator IC50 = 14200.0 nM 4.85 Inhibition of mouse uPA 31679971
Sodium channel protein type 5 subunit alpha IC50 = 22000.0 nM 4.66 Inhibition of recombinant human Nav1.5alpha expressed in HEK293 cells incubated ... 33799173
Unchecked IC50 = 22000.0 nM 4.66 Inhibition of Cav1.2beta (unknown origin) expressed in HEK293 cells incubated fo... 33799173
HepG2 IC50 = 30800.0 nM 4.51 Cytotoxicity against human HepG2 cells measured after 48 hrs by MTS assay 31679971

Literature References

PubMed DOI Target Context # Activities
33799173 10.1016/j.bmc.2021.116116 ADMET 32
31679971 10.1016/j.bmcl.2019.126753 Urokinase-type plasminogen activator 4
31679971 10.1016/j.bmcl.2019.126753 Rattus norvegicus 3
33799173 10.1016/j.bmc.2021.116116 No relevant target 3
31679971 10.1016/j.bmcl.2019.126753 HT-1080 2
31679971 10.1016/j.bmcl.2019.126753 Coagulation factor X 1
35612311 10.1021/acs.jmedchem.2c00227 Mycobacterium tuberculosis 1
33799173 10.1016/j.bmc.2021.116116 Sodium channel protein type 5 subunit alpha 1
33799173 10.1016/j.bmc.2021.116116 Voltage-gated inwardly rectifying potassium channel KCNH2 1
31679971 10.1016/j.bmcl.2019.126753 Tissue-type plasminogen activator 1
31679971 10.1016/j.bmcl.2019.126753 Plasminogen 1
31679971 10.1016/j.bmcl.2019.126753 Prothrombin 1
31679971 10.1016/j.bmcl.2019.126753 Trypsin 1
31679971 10.1016/j.bmcl.2019.126753 Plasma kallikrein 1
31679971 10.1016/j.bmcl.2019.126753 Coagulation factor XI 1
31679971 10.1016/j.bmcl.2019.126753 Vitamin K-dependent protein C 1
31679971 10.1016/j.bmcl.2019.126753 MDA-MB-231 1
31679971 10.1016/j.bmcl.2019.126753 HepG2 1
31679971 10.1016/j.bmcl.2019.126753 HEK293 1
31679971 10.1016/j.bmcl.2019.126753 Unchecked 1

Data from ChEMBL 36 via Core Engine