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Compound Detail

CHEMBL2059865

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Cc1ccc(-c2ncc[nH]2)cc1NC(=O)c1ccc(OCc2ccccn2)cc1

Basic Information

ChEMBL ID CHEMBL2059865
Phase Preclinical
Structure Type MOL
InChI Key KMSKKYBHDQYHMC-UHFFFAOYSA-N
3
Targets
6
Activities
2
Assay Types
7
PK Parameters
19
Publications
0
Known Names

Molecular Properties

384.4
MW (Da)
4.61
ALogP
4
HBA
2
HBD
79.9
PSA (Ų)
0.51
QED
0
Ro5 Violations
6
Rot. Bonds

Drug Information

Molecule Type Small molecule
Availability Unknown
Chirality Unknown

Flags

First in Class Prodrug

Extended Properties

Molecular Formula C23H20N4O2
MW 384.44
Aromatic Rings 4
Heavy Atoms 29
NP-Likeness -1.81

Activity Summary

EC50 4 meas. best 7.89
IC50 2 meas. best 8.62

Target Activity Profile

Target Type Best pChEMBL Mean pChEMBL Best (nM) # Data
Protein smoothened
CHEMBL5971
IC50 8.62 8.62 2.4 1
Protein smoothened
CHEMBL5971
EC50 7.89 7.39 13.0 2
Protein smoothened
CHEMBL6080
EC50 7.89 7.82 13.0 2
Mitogen-activated protein kinase 14
CHEMBL260
IC50 5.57 5.57 2700.0 1

Pharmacokinetic Data

Parameter Value Units Species
AUC 12535.0 ng.hr.mL-1 Mus musculus
CL 8.3 mL.min-1.kg-1 Mus musculus
F 83.0 % Mus musculus
Fu 0.056 - Homo sapiens
Fu 0.06 - Homo sapiens
Fu 0.04 - Mus musculus
T1/2 1.0 hr Mus musculus

Activity Data Samples

Top measurements by pChEMBL value

Literature References

PubMed DOI Target Context # Activities
22704236 10.1016/j.bmcl.2012.04.104 Mus musculus 5
31862310 10.1016/j.bmc.2019.115227 Protein smoothened 4
31862310 10.1016/j.bmc.2019.115227 Mus musculus 3
31862310 10.1016/j.bmc.2019.115227 ADMET 3
- 10.6019/CHEMBL4495565 SARS-CoV-2 2
- 10.6019/CHEMBL4808148 Histone deacetylase 6 2
31862310 10.1016/j.bmc.2019.115227 No relevant target 2
22704236 10.1016/j.bmcl.2012.04.104 Protein smoothened 2
- 10.6019/CHEMBL3301361 ADMET 2
22704236 10.1016/j.bmcl.2012.04.104 Mitogen-activated protein kinase 14 2
- 10.6019/CHEMBL4495564 Replicase polyprotein 1ab 1
- 10.21203/rs.3.rs-23951/v1 SARS-CoV-2 1
- 10.6019/CHEMBL3301361 No relevant target 1
22704236 10.1016/j.bmcl.2012.04.104 Plasma 1
22704236 10.1016/j.bmcl.2012.04.104 No relevant target 1
31862310 10.1016/j.bmc.2019.115227 Unchecked 1
31862310 10.1016/j.bmc.2019.115227 NCI-H460 1
31862310 10.1016/j.bmc.2019.115227 COLO 205 1
31862310 10.1016/j.bmc.2019.115227 HT-29 1

Data from ChEMBL 36 via Core Engine