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Compound Detail

CHEMBL381709

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N=C(N)c1csc(CNC(=O)[C@@H]2C=CCN2C(=O)[C@@H](CC2CCCCC2)NCC(=O)O)n1

Basic Information

ChEMBL ID CHEMBL381709
Phase Preclinical
Structure Type MOL
InChI Key OVQWFZKRHDTPOD-ZBFHGGJFSA-N
5
Targets
5
Activities
1
Assay Types
3
PK Parameters
7
Publications
0
Known Names

Molecular Properties

462.6
MW (Da)
0.82
ALogP
7
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 C21H30N6O4S
MW 462.58
Aromatic Rings 1
Heavy Atoms 32
NP-Likeness -0.49

Activity Summary

IC50 5 meas. best 8.86

Target Activity Profile

Target Type Best pChEMBL Mean pChEMBL Best (nM) # Data
Prothrombin
CHEMBL204
IC50 8.86 8.86 1.4 1
Trypsin
CHEMBL2095204
IC50 7.68 7.68 21.0 1
Tissue-type plasminogen activator
CHEMBL1873
IC50 6.76 6.76 173.0 1
Plasminogen
CHEMBL1801
IC50 6.7 6.7 201.0 1
Coagulation factor X
CHEMBL244
IC50 6.0 6.0 995.0 1

Pharmacokinetic Data

Parameter Value Units Species
CL 8.333 mL.min-1.kg-1 Canis lupus familiaris
F 53.0 % Canis lupus familiaris
T1/2 2.0 hr Canis lupus familiaris

Activity Data Samples

Top measurements by pChEMBL value

Target Type Rel. Value Units pChEMBL Assay PubMed
Prothrombin IC50 = 1.39 nM 8.86 Inhibition of thrombin 16517159
Trypsin IC50 = 21.0 nM 7.68 Inhibition of trypsin 16517159
Tissue-type plasminogen activator IC50 = 173.0 nM 6.76 Inhibition of tPA 16517159
Plasminogen IC50 = 201.0 nM 6.7 Inhibition of plasmin 16517159
Coagulation factor X IC50 = 995.0 nM 6.0 Inhibition of F10a 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
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

Data from ChEMBL 36 via Core Engine