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Compound Detail

CHEMBL539088

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Cl.NCCCC[C@H](NC(=O)c1ccc(F)cc1)C(=O)c1noc(Cc2ccc(OCCc3ccc(Cl)c(Cl)c3)cc2)n1

Basic Information

ChEMBL ID CHEMBL539088
Phase Preclinical
Structure Type MOL
InChI Key MDNFGYZWOYCKLC-SNYZSRNZSA-N
Parent Compound CHEMBL1189622
Active Moiety CHEMBL1189622
3
Targets
4
Activities
1
Assay Types
8
PK Parameters
5
Publications
0
Known Names

Molecular Properties

599.5
MW (Da)
5.84
ALogP
7
HBA
2
HBD
120.3
PSA (Ų)
0.14
QED
2
Ro5 Violations
14
Rot. Bonds

Drug Information

Molecule Type Small molecule
Availability Unknown
Chirality Unknown

Flags

First in Class Prodrug

Extended Properties

Molecular Formula C30H30Cl3FN4O4
MW 635.95
Aromatic Rings 4
Heavy Atoms 41
NP-Likeness -0.91

Activity Summary

Ki 4 meas. best 8.6

Target Activity Profile

Target Type Best pChEMBL Mean pChEMBL Best (nM) # Data
Tryptase beta-1
CHEMBL2617
Ki 8.6 7.5 2.5 2
Tryptase
CHEMBL4749
Ki 6.44 6.44 365.0 1
Trypsin
CHEMBL2095204
Ki 5.96 5.96 1100.0 1

Pharmacokinetic Data

Parameter Value Units Species
AUC 179.85 ng.hr.mL-1 Rattus norvegicus
CL 45.0 mL.min-1.kg-1 Rattus norvegicus
Cmax 1010.0 nM Rattus norvegicus
F 9.0 % Rattus norvegicus
MRT 2.883 hr Rattus norvegicus
T1/2 2.25 hr Rattus norvegicus
T1/2 2.9 hr Rattus norvegicus
Vd 0.457 L.kg-1 Rattus norvegicus

Activity Data Samples

Top measurements by pChEMBL value

Target Type Rel. Value Units pChEMBL Assay PubMed
Tryptase beta-1 Ki = 2.5 nM 8.6 Inhibition of human B tryptase 16644215
Tryptase Ki = 365.0 nM 6.44 Inhibition of mouse tryptase 16644215
Tryptase beta-1 Ki = 400.0 nM 6.4 Inhibition of monkey tryptase 16644215
Trypsin Ki = 1100.0 nM 5.96 Inhibition of trypsin 16644215

Literature References

PubMed DOI Target Context # Activities
16644215 10.1016/j.bmcl.2006.04.013 Rattus norvegicus 10
16644215 10.1016/j.bmcl.2006.04.013 Tryptase beta-1 2
16644215 10.1016/j.bmcl.2006.04.013 Tryptase 1
16644215 10.1016/j.bmcl.2006.04.013 Unchecked 1
16644215 10.1016/j.bmcl.2006.04.013 Trypsin 1

Data from ChEMBL 36 via Core Engine