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Compound Detail

CHEMBL1823865

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O=C(NC1CCCCC1)N1CCN(c2nc(-c3ccc4ccccc4n3)no2)CC1
ChEMBL ↗ Properties Compare Identifier

Basic Information

ChEMBL ID CHEMBL1823865
Phase Preclinical
Structure Type MOL
InChI Key JYXOBNUYKRNJJO-UHFFFAOYSA-N
2
Targets
3
Activities
1
Assay Types
8
PK Parameters
9
Publications
0
Known Names

Molecular Properties

406.5
MW (Da)
3.45
ALogP
6
HBA
1
HBD
87.4
PSA (Ų)
0.72
QED
0
Ro5 Violations
3
Rot. Bonds

Drug Information

Molecule Type Small molecule
Availability Unknown
Chirality Unknown

Flags

First in Class Prodrug

Extended Properties

Molecular Formula C22H26N6O2
MW 406.49
Aromatic Rings 3
Heavy Atoms 30
NP-Likeness -1.68

Activity Summary

IC50 3 meas. best 7.35

Target Activity Profile

Target Type Best pChEMBL Mean pChEMBL Best (nM) # Data
Protein smoothened
CHEMBL5971
 IC50 7.35 7.05 45.0 2
Shh Light II
CHEMBL3430862
 IC50 7.28 7.28 53.0 1

Pharmacokinetic Data

Parameter Value Units Species
CL 189.0 mL.min-1.g-1 Rattus norvegicus
CL 54.0 mL.min-1.g-1 Canis lupus familiaris
CL 60.0 mL.min-1.g-1 Homo sapiens
CL 54.0 mL.min-1.kg-1 Rattus norvegicus
CL 16.0 mL.min-1.kg-1 Canis lupus familiaris
F 24.0 % Rattus norvegicus
T1/2 1.4 hr Canis lupus familiaris
T1/2 1.1 hr Rattus norvegicus

Activity Data Samples

Top measurements by pChEMBL value

Target Type Rel. Value Units pChEMBL Assay PubMed
Protein smoothened IC50 = 45.0 nM 7.35 Displacement of Bodipy-labelled cyclopamine from Smo expressed in COS-1 cells in... 21803580
Shh Light II IC50 = 53.0 nM 7.28 Inhibition of Shh signaling in mouse Shh-light2 cells by Gli-dependent firefly l... 21803580
Protein smoothened IC50 = 180.0 nM 6.75 Inhibition of of Bodipy-labelled cyclopamine binding to Smo expressed in COS-1 c... 21803580

Literature References

PubMed DOI Target Context # Activities
21803580 10.1016/j.bmcl.2011.07.031 Rattus norvegicus 3
21803580 10.1016/j.bmcl.2011.07.031 Protein smoothened 2
21803580 10.1016/j.bmcl.2011.07.031 Liver microsomes 2
21803580 10.1016/j.bmcl.2011.07.031 Canis familiaris 2
21803580 10.1016/j.bmcl.2011.07.031 ADMET 2
21803580 10.1016/j.bmcl.2011.07.031 Shh Light II 1
21803580 10.1016/j.bmcl.2011.07.031 Liver 1
21803580 10.1016/j.bmcl.2011.07.031 No relevant target 1
21803580 10.1016/j.bmcl.2011.07.031 Transcriptional regulator ERG 1

Data from ChEMBL 36 via Core Engine