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Compound Detail

CHEMBL206205

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N=C(N)c1coc(CNC(=O)[C@@H]2C=CCN2C(=O)[C@@H](CC2CCCCC2)NCC(=O)O)c1

Basic Information

ChEMBL ID CHEMBL206205
Phase Preclinical
Structure Type MOL
InChI Key CROZVKXDALXCPS-MSOLQXFVSA-N
5
Targets
5
Activities
1
Assay Types
0
PK Parameters
6
Publications
0
Known Names

Molecular Properties

445.5
MW (Da)
0.96
ALogP
6
HBA
5
HBD
161.8
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 C22H31N5O5
MW 445.52
Aromatic Rings 1
Heavy Atoms 32
NP-Likeness 0.03

Activity Summary

IC50 5 meas. best 8.89

Target Activity Profile

Target Type Best pChEMBL Mean pChEMBL Best (nM) # Data
Prothrombin
CHEMBL204
IC50 8.89 8.89 1.3 1
Trypsin
CHEMBL2095204
IC50 8.72 8.72 1.9 1
Tissue-type plasminogen activator
CHEMBL1873
IC50 6.9 6.9 125.0 1
Coagulation factor X
CHEMBL244
IC50 6.6 6.6 251.0 1
Plasminogen
CHEMBL1801
IC50 5.83 5.83 1470.0 1

Activity Data Samples

Top measurements by pChEMBL value

Target Type Rel. Value Units pChEMBL Assay PubMed
Prothrombin IC50 = 1.29 nM 8.89 Inhibition of thrombin 16517159
Trypsin IC50 = 1.9 nM 8.72 Inhibition of trypsin 16517159
Tissue-type plasminogen activator IC50 = 125.0 nM 6.9 Inhibition of tPA 16517159
Coagulation factor X IC50 = 251.0 nM 6.6 Inhibition of F10a 16517159
Plasminogen IC50 = 1470.0 nM 5.83 Inhibition of plasmin 16517159

Literature References

PubMed DOI Target Context # Activities
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