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Compound Detail

CHEMBL377681

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N=C(N)c1ccc(CNC(=O)[C@@H]2C=CCN2C(=O)[C@@H](CC2CCCCC2)NCC(=O)O)cn1

Basic Information

ChEMBL ID CHEMBL377681
Phase Preclinical
Structure Type MOL
InChI Key DSEQCUGXKCOSSU-MOPGFXCFSA-N
5
Targets
6
Activities
1
Assay Types
5
PK Parameters
10
Publications
0
Known Names

Molecular Properties

456.6
MW (Da)
0.76
ALogP
6
HBA
5
HBD
161.5
PSA (Ų)
0.20
QED
0
Ro5 Violations
10
Rot. Bonds

Drug Information

Molecule Type Small molecule
Availability Unknown
Chirality Unknown

Flags

First in Class Prodrug

Extended Properties

Molecular Formula C23H32N6O4
MW 456.55
Aromatic Rings 1
Heavy Atoms 33
NP-Likeness -0.29

Activity Summary

IC50 6 meas. best 9.0

Target Activity Profile

Target Type Best pChEMBL Mean pChEMBL Best (nM) # Data
Prothrombin
CHEMBL204
IC50 9.0 8.87 1.0 2
Trypsin
CHEMBL2095204
IC50 8.32 8.32 4.8 1
Tissue-type plasminogen activator
CHEMBL1873
IC50 6.27 6.27 540.0 1
Coagulation factor X
CHEMBL244
IC50 5.86 5.86 1390.0 1
Plasminogen
CHEMBL1801
IC50 5.49 5.49 3270.0 1

Pharmacokinetic Data

Parameter Value Units Species
AUC 74.3 s Canis lupus familiaris
CL 8.333 mL.min-1.kg-1 Canis lupus familiaris
F 42.0 % Canis lupus familiaris
F 25.0 % Canis lupus familiaris
T1/2 3.0 hr Canis lupus familiaris

Activity Data Samples

Top measurements by pChEMBL value

Target Type Rel. Value Units pChEMBL Assay PubMed
Prothrombin IC50 = 1.0 nM 9.0 Inhibition of thrombin 16517159
Prothrombin IC50 = 1.8 nM 8.74 Inhibition of thrombin by chromogenic assay 16460939
Trypsin IC50 = 4.8 nM 8.32 Inhibition of trypsin 16517159
Tissue-type plasminogen activator IC50 = 540.0 nM 6.27 Inhibition of tPA 16517159
Coagulation factor X IC50 = 1390.0 nM 5.86 Inhibition of F10a 16517159
Plasminogen IC50 = 3270.0 nM 5.49 Inhibition of plasmin 16517159

Literature References

PubMed DOI Target Context # Activities
16517159 10.1016/j.bmcl.2006.02.040 Canis familiaris 3
16517159 10.1016/j.bmcl.2006.02.040 Rattus norvegicus 2
16460939 10.1016/j.bmcl.2006.01.046 Rattus norvegicus 2
16460939 10.1016/j.bmcl.2006.01.046 Canis familiaris 2
16517159 10.1016/j.bmcl.2006.02.040 Prothrombin 1
16517159 10.1016/j.bmcl.2006.02.040 Trypsin 1
16517159 10.1016/j.bmcl.2006.02.040 Tissue-type plasminogen activator 1
16517159 10.1016/j.bmcl.2006.02.040 Plasminogen 1
16517159 10.1016/j.bmcl.2006.02.040 Coagulation factor X 1
16460939 10.1016/j.bmcl.2006.01.046 Prothrombin 1

Data from ChEMBL 36 via Core Engine