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Compound Detail

CHEMBL2111553

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Cc1nc2ccc(NC(=O)Nc3ccnc4cccnc34)cc2o1.Cl

Basic Information

ChEMBL ID CHEMBL2111553
Phase Preclinical
Structure Type MOL
InChI Key BKZHSJNLPPAJKB-UHFFFAOYSA-N
Parent Compound CHEMBL291536
Active Moiety CHEMBL291536
4
Targets
6
Activities
2
Assay Types
4
PK Parameters
14
Publications
0
Known Names

Molecular Properties

319.3
MW (Da)
3.72
ALogP
5
HBA
2
HBD
92.9
PSA (Ų)
0.59
QED
0
Ro5 Violations
2
Rot. Bonds

Drug Information

Molecule Type Small molecule
Availability Unknown
Chirality Unknown

Flags

First in Class Prodrug

Extended Properties

Molecular Formula C17H14ClN5O2
MW 355.79
Aromatic Rings 4
Heavy Atoms 24
NP-Likeness -1.77

Activity Summary

Ki 4 meas. best 7.55
IC50 2 meas. best 7.4

Target Activity Profile

Target Type Best pChEMBL Mean pChEMBL Best (nM) # Data
Orexin/Hypocretin receptor type 1
CHEMBL5113
Ki 7.55 7.55 28.0 1
Orexin/Hypocretin receptor type 1
CHEMBL5113
IC50 7.4 6.7 40.0 2
Adenosine receptor A2a
CHEMBL251
Ki 6.17 6.17 670.0 1
5-hydroxytryptamine receptor 2C
CHEMBL225
Ki 5.92 5.92 1200.0 1
Orexin receptor type 2
CHEMBL4792
Ki 5.77 5.77 1704.0 1

Pharmacokinetic Data

Parameter Value Units Species
Ke 45.0 nM Homo sapiens
Ke 10000.0 nM Homo sapiens
Ke 10000.0 nM Homo sapiens
Ke 32.0 nM Homo sapiens

Activity Data Samples

Top measurements by pChEMBL value

Literature References

PubMed DOI Target Context # Activities
23031594 10.1016/j.bmcl.2012.08.109 No relevant target 2
23891187 10.1016/j.bmcl.2013.06.057 Unchecked 2
24944734 10.1021/ml4004759 Cannabinoid CB1 receptor/orexin receptor 1 complex 2
19199652 10.1021/jm801296d Orexin/Hypocretin receptor type 1 1
19199652 10.1021/jm801296d Unchecked 1
23031594 10.1016/j.bmcl.2012.08.109 Orexin/Hypocretin receptor type 1 1
23891187 10.1016/j.bmcl.2013.06.057 5-hydroxytryptamine receptor 2C 1
23891187 10.1016/j.bmcl.2013.06.057 Adenosine receptor A2a 1
23891187 10.1016/j.bmcl.2013.06.057 Orexin receptor type 2 1
23891187 10.1016/j.bmcl.2013.06.057 Orexin/Hypocretin receptor type 1 1
23941044 10.1021/jm400720h Unchecked 1
23941044 10.1021/jm400720h Orexin/Hypocretin receptor type 1 1
24944734 10.1021/ml4004759 Orexin/Hypocretin receptor type 1 1
24944734 10.1021/ml4004759 Cannabinoid receptor 1 1

Data from ChEMBL 36 via Core Engine