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Compound Detail

CHEMBL4472296

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C[C@]1(c2ccc(Cl)cc2Cl)OC[C@@H](COc2ccc(N3CCN(c4ccc(NC(=O)NN)cc4)CC3)cc2)O1

Basic Information

ChEMBL ID CHEMBL4472296
Phase Preclinical
Structure Type MOL
InChI Key IOWOXOWWWSDVKI-YWEHKCAJSA-N
1
Targets
1
Activities
1
Assay Types
2
PK Parameters
7
Publications
0
Known Names

Molecular Properties

572.5
MW (Da)
4.98
ALogP
7
HBA
3
HBD
101.3
PSA (Ų)
0.21
QED
1
Ro5 Violations
7
Rot. Bonds

Drug Information

Molecule Type Unknown
Availability Unknown
Chirality Unknown

Flags

First in Class Prodrug

Extended Properties

Molecular Formula C28H31Cl2N5O4
MW 572.49
Aromatic Rings 3
Heavy Atoms 39
NP-Likeness -0.80

Activity Summary

IC50 1 meas. best 8.05

Target Activity Profile

Target Type Best pChEMBL Mean pChEMBL Best (nM) # Data
Protein smoothened
CHEMBL6080
IC50 8.05 8.05 9.0 1

Pharmacokinetic Data

Parameter Value Units Species
CL 60400.0 mL.min-1.g-1 Homo sapiens
T1/2 0.1917 hr Homo sapiens

Activity Data Samples

Top measurements by pChEMBL value

Target Type Rel. Value Units pChEMBL Assay PubMed
Protein smoothened IC50 = 9.0 nM 8.05 Inhibition of smo-mediated hedgehog signaling pathway in mouse ASZ001 cells asse... 30896941

Literature References

PubMed DOI Target Context # Activities
30896941 10.1021/acs.jmedchem.8b01283 ADMET 2
30896941 10.1021/acs.jmedchem.8b01283 Unchecked 1
30896941 10.1021/acs.jmedchem.8b01283 Protein smoothened 1
30896941 10.1021/acs.jmedchem.8b01283 Medulloblastoma cell 1
30896941 10.1021/acs.jmedchem.8b01283 No relevant target 1
30896941 10.1021/acs.jmedchem.8b01283 Cytochrome P450 3A4 1
30896941 10.1021/acs.jmedchem.8b01283 Voltage-gated inwardly rectifying potassium channel KCNH2 1

Data from ChEMBL 36 via Core Engine