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Compound Detail

CHEMBL4213248

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N=C(N)NC(=O)c1nc(-c2cc3ccccc3o2)c(N2CCCCCC2)nc1N
ChEMBL ↗ Properties Compare Identifier

Basic Information

ChEMBL ID CHEMBL4213248
Phase Preclinical
Structure Type MOL
InChI Key FSPGYSVEHLETQR-UHFFFAOYSA-N
9
Targets
10
Activities
2
Assay Types
17
PK Parameters
20
Publications
0
Known Names

Molecular Properties

393.4
MW (Da)
2.48
ALogP
7
HBA
4
HBD
147.2
PSA (Ų)
0.39
QED
0
Ro5 Violations
3
Rot. Bonds

Drug Information

Molecule Type Small molecule
Availability Unknown
Chirality Unknown

Flags

First in Class Prodrug

Extended Properties

Molecular Formula C20H23N7O2
MW 393.45
Aromatic Rings 3
Heavy Atoms 29
NP-Likeness -0.43

Activity Summary

IC50 7 meas. best 6.28
Ki 3 meas. best 6.74

Target Activity Profile

Target Type Best pChEMBL Mean pChEMBL Best (nM) # Data
Urokinase-type plasminogen activator
CHEMBL3286
 Ki 6.74 6.74 183.0 1
Urokinase-type plasminogen activator
CHEMBL3286
 IC50 6.28 6.28 530.0 1
Urokinase-type plasminogen activator
CHEMBL1075311
 Ki 5.74 5.74 1802.0 1
HEK293
CHEMBL614818
 IC50 5.51 5.51 3100.0 1
HT-1080
CHEMBL614580
 IC50 5.34 5.34 4600.0 1
Unchecked
CHEMBL612545
 Ki 5.1 5.1 8015.0 1
MDA-MB-231
CHEMBL400
 IC50 4.96 4.96 10900.0 1
Plasma kallikrein
CHEMBL2000
 IC50 4.95 4.95 11300.0 1
HepG2
CHEMBL395
 IC50 4.9 4.9 12700.0 1
Coagulation factor XI
CHEMBL2820
 IC50 4.51 4.51 31000.0 1

Pharmacokinetic Data

Parameter Value Units Species
AUC 629.52 ng.hr.mL-1 Mus musculus
AUC 1141.0 ng.hr.mL-1 Rattus norvegicus
CL 26.0 mL.min-1.g-1 Homo sapiens
CL 888.0 mL.min-1.g-1 Homo sapiens
CL 73.0 mL.min-1.g-1 Mus musculus
CL 888.0 mL.min-1.g-1 Mus musculus
CL 71.0 mL.min-1.kg-1 Mus musculus
CL 53.0 mL.min-1.kg-1 Mus musculus
CL 56.9 mL.min-1.kg-1 Rattus norvegicus
CL 39.5 mL.min-1.kg-1 Rattus norvegicus
CL 0.01 mL.min-1.kg-1 Rattus norvegicus
CL 39.5 mL.min-1.kg-1 Rattus norvegicus
F 5.0 % Mus musculus
T1/2 1.133 hr Homo sapiens
T1/2 0.4 hr Mus musculus
T1/2 1.7 hr Mus musculus
T1/2 7.0 hr Rattus norvegicus

Activity Data Samples

Top measurements by pChEMBL value

Target Type Rel. Value Units pChEMBL Assay PubMed
Urokinase-type plasminogen activator Ki = 183.0 nM 6.74 Inhibition of human kidney uPA using Z-Gly-Gly-Arg-AMC as substrate measured ove... 30130401
Urokinase-type plasminogen activator IC50 = 530.0 nM 6.28 Inhibition of human kidney uPA using chromogenic H-D-Ile-L-Pro-L-Arg-p-nitoranil... 30130401
Urokinase-type plasminogen activator Ki = 1802.0 nM 5.74 Inhibition of mouse uPA using Z-Gly-Gly-Arg-AMC as substrate after 15 mins by fl... 30130401
HEK293 IC50 = 3100.0 nM 5.51 Cytotoxicity against HEK293 cells assessed as reduction in cell viability after ... 30130401
HT-1080 IC50 = 4600.0 nM 5.34 Cytotoxicity against human HT1080 cells assessed as reduction in cell viability ... 30130401
Unchecked Ki = 8015.0 nM 5.1 Inhibition of human uPA H99Y mutant using pyroGlu-Gly-Arg-pNA as substrate by ab... 34898192
MDA-MB-231 IC50 = 10900.0 nM 4.96 Cytotoxicity against human MDA-MB-231 cells assessed as reduction in cell viabil... 30130401
Plasma kallikrein IC50 = 11300.0 nM 4.95 Inhibition of human plasma kallikrein using chromogenic L-pyroGlu-L-Pro-L-Arg-p-... 30130401
HepG2 IC50 = 12700.0 nM 4.9 Cytotoxicity against human HepG2 cells assessed as reduction in cell viability a... 30130401
Coagulation factor XI IC50 = 31000.0 nM 4.51 Inhibition of factor 11a (unknown origin) using chromogenic L-pyroGlu-L-Pro-L-Ar... 30130401

Literature References

PubMed DOI Target Context # Activities
33799173 10.1016/j.bmc.2021.116116 ADMET 33
30130401 10.1021/acs.jmedchem.8b00838 Unchecked 12
30130401 10.1021/acs.jmedchem.8b00838 Rattus norvegicus 4
33799173 10.1016/j.bmc.2021.116116 No relevant target 3
30130401 10.1021/acs.jmedchem.8b00838 Urokinase-type plasminogen activator 3
34898192 10.1021/acs.jmedchem.1c01423 Unchecked 2
30130401 10.1021/acs.jmedchem.8b00838 Trypsin 2
30130401 10.1021/acs.jmedchem.8b00838 Plasma kallikrein 2
30130401 10.1021/acs.jmedchem.8b00838 HT-1080 2
30130401 10.1021/acs.jmedchem.8b00838 Prothrombin 1
30130401 10.1021/acs.jmedchem.8b00838 Amiloride-sensitive sodium channel subunit beta 1
30130401 10.1021/acs.jmedchem.8b00838 Amiloride-sensitive sodium channel subunit alpha 1
30130401 10.1021/acs.jmedchem.8b00838 HEK293 1
30130401 10.1021/acs.jmedchem.8b00838 Tissue-type plasminogen activator 1
30130401 10.1021/acs.jmedchem.8b00838 Plasminogen 1
30130401 10.1021/acs.jmedchem.8b00838 Coagulation factor XI 1
30130401 10.1021/acs.jmedchem.8b00838 Coagulation factor X 1
30130401 10.1021/acs.jmedchem.8b00838 Vitamin K-dependent protein C 1
30130401 10.1021/acs.jmedchem.8b00838 MDA-MB-231 1
30130401 10.1021/acs.jmedchem.8b00838 HepG2 1

Data from ChEMBL 36 via Core Engine