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Compound Detail

CHEMBL515919

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COc1ccc(NC(=O)c2ccc(C(=N)N(C)C)cc2F)c(C(=O)Nc2ccc(Cl)cn2)c1

Basic Information

ChEMBL ID CHEMBL515919
Phase Preclinical
Structure Type MOL
InChI Key LMFPOQCLAWEMKA-UHFFFAOYSA-N
3
Targets
5
Activities
2
Assay Types
16
PK Parameters
11
Publications
0
Known Names

Molecular Properties

469.9
MW (Da)
4.27
ALogP
5
HBA
3
HBD
107.4
PSA (Ų)
0.37
QED
0
Ro5 Violations
6
Rot. Bonds

Drug Information

Molecule Type Small molecule
Availability Unknown
Chirality Unknown

Flags

First in Class Prodrug

Extended Properties

Molecular Formula C23H21ClFN5O3
MW 469.90
Aromatic Rings 3
Heavy Atoms 33
NP-Likeness -1.68

Activity Summary

IC50 3 meas. best 9.15
Ki 2 meas. best 9.98

Target Activity Profile

Target Type Best pChEMBL Mean pChEMBL Best (nM) # Data
Coagulation factor X
CHEMBL244
Ki 9.98 9.98 0.1 1
Coagulation factor X
CHEMBL244
IC50 9.15 9.15 0.7 1
Voltage-gated inwardly rectifying potassium channel KCNH2
CHEMBL240
Ki 5.68 5.68 2100.0 1
Voltage-gated inwardly rectifying potassium channel KCNH2
CHEMBL240
IC50 5.38 5.38 4200.0 1
Unchecked
CHEMBL612545
IC50 5.14 5.14 7200.0 1

Pharmacokinetic Data

Parameter Value Units Species
AUC 1500.0 ng.hr.mL-1 Canis lupus familiaris
AUC 6170.0 ng.hr.mL-1 Macaca fascicularis
AUC 770.0 ng.hr.mL-1 Rattus norvegicus
CL 24.6 mL.min-1.kg-1 Canis lupus familiaris
CL 16.2 mL.min-1.kg-1 Macaca fascicularis
CL 57.5 mL.min-1.kg-1 Rattus norvegicus
F 88.9 % Canis lupus familiaris
F 77.6 % Macaca fascicularis
F 48.6 % Rattus norvegicus
Fu 0.634 - Homo sapiens
T1/2 7.9 hr Canis lupus familiaris
T1/2 11.4 hr Macaca fascicularis
T1/2 5.5 hr Rattus norvegicus
Vd 16.8 L.kg-1 Canis lupus familiaris
Vd 16.3 L.kg-1 Macaca fascicularis
Vd 26.5 L.kg-1 Rattus norvegicus

Activity Data Samples

Top measurements by pChEMBL value

Literature References

PubMed DOI Target Context # Activities
19297154 10.1016/j.bmcl.2009.02.111 Canis familiaris 5
19297154 10.1016/j.bmcl.2009.02.111 Cynomolgus monkey 5
19297154 10.1016/j.bmcl.2009.02.111 Rattus norvegicus 5
19297154 10.1016/j.bmcl.2009.02.111 Plasma 3
19297154 10.1016/j.bmcl.2009.02.111 Coagulation factor X 2
19297154 10.1016/j.bmcl.2009.02.111 Voltage-gated inwardly rectifying potassium channel KCNH2 2
19297154 10.1016/j.bmcl.2009.02.111 Unchecked 2
19297154 10.1016/j.bmcl.2009.02.111 Prothrombin 1
19297154 10.1016/j.bmcl.2009.02.111 Tissue-type plasminogen activator 1
19297154 10.1016/j.bmcl.2009.02.111 Vitamin K-dependent protein C 1
19297154 10.1016/j.bmcl.2009.02.111 Plasminogen 1

Data from ChEMBL 36 via Core Engine