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Compound Detail

CHEMBL108202

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N[C@@H](C(=O)N1CCC[C@H]1C(=O)NCc1cc(Cl)ccc1OCC(=O)NC1CC1)C1CCCCC1

Basic Information

ChEMBL ID CHEMBL108202
Phase Preclinical
Structure Type MOL
InChI Key QTRLBFOGRYRBHO-NZQKXSOJSA-N
5
Targets
7
Activities
1
Assay Types
14
PK Parameters
17
Publications
0
Known Names

Molecular Properties

491.0
MW (Da)
2.51
ALogP
5
HBA
3
HBD
113.8
PSA (Ų)
0.49
QED
0
Ro5 Violations
9
Rot. Bonds

Drug Information

Molecule Type Small molecule
Availability Unknown
Chirality Unknown

Flags

First in Class Prodrug

Extended Properties

Molecular Formula C25H35ClN4O4
MW 491.03
Aromatic Rings 1
Heavy Atoms 34
NP-Likeness -1.23

Activity Summary

Ki 7 meas. best 9.21

Target Activity Profile

Target Type Best pChEMBL Mean pChEMBL Best (nM) # Data
Prothrombin
CHEMBL204
Ki 9.21 9.21 0.6 2
Serine protease 1
CHEMBL209
Ki 4.75 4.75 18000.0 1
Tissue-type plasminogen activator
CHEMBL1873
Ki 4.44 4.44 36000.0 1
Chymotrypsinogen A
CHEMBL3314
Ki 4.17 4.17 67000.0 1
Plasma kallikrein
CHEMBL2000
Ki 4.1 4.1 79000.0 1

Pharmacokinetic Data

Parameter Value Units Species
AUC 4409.45 ng.hr.mL-1 Rattus norvegicus
AUC 1571.3 ng.hr.mL-1 Rattus norvegicus
AUC 206.23 ng.hr.mL-1 Macaca fascicularis
AUC 716.9 ng.hr.mL-1 Macaca fascicularis
CL 4e-05 mL.min-1.kg-1 Macaca fascicularis
F 20.0 % Rattus norvegicus
F - % Canis lupus familiaris
F 34.0 % Macaca fascicularis
F 34.0 % Macaca fascicularis
F 20.0 % Rattus norvegicus
F 34.0 % Macaca fascicularis
Fu 0.12 - Homo sapiens
T1/2 1.133 hr Rattus norvegicus
T1/2 0.5833 hr Macaca fascicularis

Activity Data Samples

Top measurements by pChEMBL value

Literature References

PubMed DOI Target Context # Activities
9703466 10.1021/jm9801713 Rattus norvegicus 5
9703466 10.1021/jm9801713 Cynomolgus monkey 4
9703466 10.1021/jm9801713 ADMET 4
9703466 10.1021/jm9801713 NON-PROTEIN TARGET 2
21295466 10.1016/j.bmcl.2010.12.108 Cynomolgus monkey 1
9703466 10.1021/jm9801713 Prothrombin 1
21295466 10.1016/j.bmcl.2010.12.108 Rattus norvegicus 1
21295466 10.1016/j.bmcl.2010.12.108 NON-PROTEIN TARGET 1
21295466 10.1016/j.bmcl.2010.12.108 Prothrombin 1
21295466 10.1016/j.bmcl.2010.12.108 Plasma 1
9703466 10.1021/jm9801713 Homo sapiens 1
9703466 10.1021/jm9801713 No relevant target 1
9703466 10.1021/jm9801713 Chymotrypsinogen A 1
9703466 10.1021/jm9801713 Plasma kallikrein 1
9703466 10.1021/jm9801713 Plasminogen 1
9703466 10.1021/jm9801713 Tissue-type plasminogen activator 1
9703466 10.1021/jm9801713 Serine protease 1 1

Data from ChEMBL 36 via Core Engine