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Compound Detail

CHEMBL2203469

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C=CC(=O)NCCCC[C@H](NC(=O)OCc1ccccc1)C(=O)N1CCN(c2ccccc2Cl)CC1

Basic Information

ChEMBL ID CHEMBL2203469
Phase Preclinical
Structure Type MOL
InChI Key KYVYJVRZPFRADU-QHCPKHFHSA-N
4
Targets
5
Activities
2
Assay Types
4
PK Parameters
12
Publications
0
Known Names

Molecular Properties

513.0
MW (Da)
3.76
ALogP
5
HBA
2
HBD
91.0
PSA (Ų)
0.35
QED
1
Ro5 Violations
11
Rot. Bonds

Drug Information

Molecule Type Small molecule
Availability Unknown
Chirality Unknown

Flags

First in Class Prodrug

Extended Properties

Molecular Formula C27H33ClN4O4
MW 513.04
Aromatic Rings 2
Heavy Atoms 36
NP-Likeness -0.91

Activity Summary

IC50 4 meas. best 7.21
Ki 1 meas. best 4.76

Target Activity Profile

Target Type Best pChEMBL Mean pChEMBL Best (nM) # Data
Protein-glutamine gamma-glutamyltransferase
CHEMBL2730
IC50 7.21 7.21 62.0 1
Protein-glutamine gamma-glutamyltransferase K
CHEMBL2810
IC50 4.89 4.89 12900.0 1
Protein-glutamine gamma-glutamyltransferase
CHEMBL2730
Ki 4.76 4.76 17400.0 1
Coagulation factor XIII A chain
CHEMBL4530
IC50 4.17 4.17 67000.0 1
Protein-glutamine gamma-glutamyltransferase 6
CHEMBL2079852
IC50 4.16 4.16 69000.0 1

Pharmacokinetic Data

Parameter Value Units Species
CL 1386.0 mL.min-1.g-1 Homo sapiens
CL 1386.0 mL.min-1.g-1 Mus musculus
T1/2 8.0 hr Homo sapiens
T1/2 8.0 hr Mus musculus

Activity Data Samples

Top measurements by pChEMBL value

Literature References

PubMed DOI Target Context # Activities
28858494 10.1021/acs.jmedchem.7b01070 Protein-glutamine gamma-glutamyltransferase 3
24900424 10.1021/ml300241m MDCK 2
24900424 10.1021/ml300241m Plasma 2
24900424 10.1021/ml300241m Liver microsomes 1
24900424 10.1021/ml300241m Liver 1
24900424 10.1021/ml300241m No relevant target 1
24900424 10.1021/ml300241m Unchecked 1
24900424 10.1021/ml300241m Protein-glutamine gamma-glutamyltransferase 6 1
24900424 10.1021/ml300241m Coagulation factor XIII A chain 1
24900424 10.1021/ml300241m Protein-glutamine gamma-glutamyltransferase E 1
24900424 10.1021/ml300241m Protein-glutamine gamma-glutamyltransferase K 1
24900424 10.1021/ml300241m Protein-glutamine gamma-glutamyltransferase 1

Data from ChEMBL 36 via Core Engine