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Compound Detail

CHEMBL521674

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CCn1cnc(CN2CCN(c3cccc4[nH]c(-c5ccc(C(C)(C)C)cc5)nc34)CC2)c1C
ChEMBL ↗ Properties Compare Identifier

Basic Information

ChEMBL ID CHEMBL521674
Phase Preclinical
Structure Type MOL
InChI Key IDBJLYFVNIELJW-UHFFFAOYSA-N
3
Targets
8
Activities
1
Assay Types
15
PK Parameters
16
Publications
0
Known Names

Molecular Properties

456.6
MW (Da)
5.37
ALogP
5
HBA
1
HBD
53.0
PSA (Ų)
0.44
QED
1
Ro5 Violations
5
Rot. Bonds

Drug Information

Molecule Type Small molecule
Availability Unknown
Chirality Unknown

Flags

First in Class Prodrug

Extended Properties

Molecular Formula C28H36N6
MW 456.64
Aromatic Rings 4
Heavy Atoms 34
NP-Likeness -1.35

Activity Summary

IC50 8 meas. best 8.24

Target Activity Profile

Target Type Best pChEMBL Mean pChEMBL Best (nM) # Data
Gonadotropin-releasing hormone receptor
CHEMBL1855
 IC50 8.24 8.015 5.8 4
Gonadotropin-releasing hormone receptor
CHEMBL3066
 IC50 7.62 7.3133 24.0 3
Unchecked
CHEMBL612545
 IC50 6.7 6.7 200.0 1

Pharmacokinetic Data

Parameter Value Units Species
AUC 3444.0 ng.hr.mL-1 Rattus norvegicus
AUC 124.0 ng.hr.mL-1 Rattus norvegicus
AUC 3444.0 ng.hr.mL-1 Rattus norvegicus
CL 134.0 mL.min-1.kg-1 Rattus norvegicus
CL 134.0 mL.min-1.kg-1 Rattus norvegicus
Cmax 1002.98 nM Rattus norvegicus
Cmax 1167.22 nM Rattus norvegicus
F 93.0 % Rattus norvegicus
F 93.0 % Rattus norvegicus
T1/2 3.7 hr Rattus norvegicus
T1/2 0.3 hr Rattus norvegicus
T1/2 0.35 hr Rattus norvegicus
T1/2 0.35 hr Rattus norvegicus
T1/2 0.4 hr Rattus norvegicus
T1/2 2.2 hr Rattus norvegicus

Activity Data Samples

Top measurements by pChEMBL value

Target Type Rel. Value Units pChEMBL Assay PubMed
Gonadotropin-releasing hormone receptor IC50 = 5.8 nM 8.24 Displacement of [125I]D-Trp6-GnRH from human recombinant GNRH receptor by scinti... 20236823
Gonadotropin-releasing hormone receptor IC50 = 7.0 nM 8.15 Displacement of [125I]-(D-Trp6)-GnRH from human GnRH receptor 19251413
Gonadotropin-releasing hormone receptor IC50 = 14.0 nM 7.85 Antagonist activity at human recombinant GnRH receptor expressed in HEK293 cells... 19251413
Gonadotropin-releasing hormone receptor IC50 = 15.0 nM 7.82 Antagonist activity at human recombinant GNRH receptor assessed as inhibition of... 20236823
Gonadotropin-releasing hormone receptor IC50 = 24.0 nM 7.62 Displacement of [125I]-(D-Trp6)-GnRH from rat GnRH receptor 19251413
Gonadotropin-releasing hormone receptor IC50 = 24.0 nM 7.62 Displacement of [125I]D-Trp6-GnRH from rat recombinant GNRH receptor by scintill... 20236823
Unchecked IC50 = 200.0 nM 6.7 Reduction in leutinizing hormone release in (D-Trp6)-GnRH-stimulated rat primary... 19251413
Gonadotropin-releasing hormone receptor IC50 = 200.0 nM 6.7 Antagonist activity at GNRH receptor in rat pituitary cells assessed as inhibiti... 20236823

Literature References

PubMed DOI Target Context # Activities
19251413 10.1016/j.bmcl.2009.02.043 Rattus norvegicus 12
20236823 10.1016/j.bmcl.2010.02.099 Rattus norvegicus 9
20236823 10.1016/j.bmcl.2010.02.099 Gonadotropin-releasing hormone receptor 4
19251413 10.1016/j.bmcl.2009.02.043 Gonadotropin-releasing hormone receptor 3
19251413 10.1016/j.bmcl.2009.02.043 Cytochrome P450 2C9 1
19251413 10.1016/j.bmcl.2009.02.043 Cytochrome P450 2D6 1
19251413 10.1016/j.bmcl.2009.02.043 Cytochrome P450 3A4 1
19251413 10.1016/j.bmcl.2009.02.043 Liver microsomes 1
19251413 10.1016/j.bmcl.2009.02.043 No relevant target 1
19251413 10.1016/j.bmcl.2009.02.043 Unchecked 1
20236823 10.1016/j.bmcl.2010.02.099 No relevant target 1
20236823 10.1016/j.bmcl.2010.02.099 ADMET 1
20236823 10.1016/j.bmcl.2010.02.099 Liver microsomes 1
20236823 10.1016/j.bmcl.2010.02.099 Cytochrome P450 2C9 1
20236823 10.1016/j.bmcl.2010.02.099 Cytochrome P450 2D6 1
20236823 10.1016/j.bmcl.2010.02.099 Cytochrome P450 3A4 1

Data from ChEMBL 36 via Core Engine