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Compound Detail

CHEMBL342850

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NCCCC[C@H](NC(=O)[C@@H]1CCCN1C(=O)[C@H](N)Cc1ccccc1)C(=O)c1nccs1

Basic Information

ChEMBL ID CHEMBL342850
Phase Preclinical
Structure Type BOTH
InChI Key FMWCHLNJNPJODN-QYZOEREBSA-N
2
Targets
4
Activities
2
Assay Types
0
PK Parameters
5
Publications
0
Known Names

Molecular Properties

457.6
MW (Da)
1.50
ALogP
7
HBA
3
HBD
131.4
PSA (Ų)
0.35
QED
0
Ro5 Violations
11
Rot. Bonds

Drug Information

Molecule Type Protein
Availability Unknown
Chirality Unknown

Flags

First in Class Prodrug

Extended Properties

Molecular Formula C23H31N5O3S
MW 457.60
Aromatic Rings 2
Heavy Atoms 32
NP-Likeness -0.37

Activity Summary

IC50 2 meas. best 6.58
Ki 2 meas. best 6.84

Target Activity Profile

Target Type Best pChEMBL Mean pChEMBL Best (nM) # Data
Prothrombin
CHEMBL204
Ki 6.84 6.83 146.0 2
Prothrombin
CHEMBL204
IC50 6.58 6.58 260.0 1
Serine protease 1
CHEMBL3769
IC50 5.92 5.92 1200.0 1

Activity Data Samples

Top measurements by pChEMBL value

Target Type Rel. Value Units pChEMBL Assay PubMed
Prothrombin Ki = 146.0 nM 6.84 Inhibitory activity against thrombin. 12238922
Prothrombin Ki = 150.0 nM 6.82 Inhibition of human alpha-thrombin 18053726
Prothrombin IC50 = 260.0 nM 6.58 Inhibition of thrombin -
Serine protease 1 IC50 = 1200.0 nM 5.92 Inhibition of trypsin -

Literature References

PubMed DOI Target Context # Activities
12238922 10.1021/jm011110z Prothrombin 1
- 10.1016/S0960-894X(97)00057-7 Prothrombin 1
- 10.1016/S0960-894X(97)00057-7 Serine protease 1 1
- 10.1016/S0960-894X(97)00057-7 Unchecked 1
18053726 10.1016/j.bmc.2007.11.015 Prothrombin 1

Data from ChEMBL 36 via Core Engine