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Compound Detail

CHEMBL120432

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Cc1cc(-c2c(OCC[C@@H]3CCN3)c3cc(C(=O)Nc4ccncn4)c(Cl)cc3[nH]c2=O)cc(C)c1C
ChEMBL ↗ Properties Compare Identifier

Basic Information

ChEMBL ID CHEMBL120432
Phase Preclinical
Structure Type MOL
InChI Key XESORVDKNANWAB-IBGZPJMESA-N
3
Targets
17
Activities
2
Assay Types
6
PK Parameters
6
Publications
0
Known Names

Molecular Properties

518.0
MW (Da)
4.95
ALogP
6
HBA
3
HBD
109.0
PSA (Ų)
0.32
QED
1
Ro5 Violations
7
Rot. Bonds

Drug Information

Molecule Type Small molecule
Availability Unknown
Chirality Unknown

Flags

First in Class Prodrug

Extended Properties

Molecular Formula C28H28ClN5O3
MW 518.02
Aromatic Rings 4
Heavy Atoms 37
NP-Likeness -0.80

Activity Summary

IC50 14 meas. best 9.36
Ki 3 meas. best 9.4

Target Activity Profile

Target Type Best pChEMBL Mean pChEMBL Best (nM) # Data
Gonadotropin-releasing hormone receptor
CHEMBL1855
 Ki 9.4 9.4 0.4 1
Gonadotropin-releasing hormone receptor
CHEMBL1855
 IC50 9.36 8.626 0.4 10
Gonadotropin-releasing hormone receptor
CHEMBL5647
 Ki 9.3 9.3 0.5 1
Gonadotropin-releasing hormone receptor
CHEMBL3066
 IC50 8.4 7.9633 4.0 3
Gonadotropin-releasing hormone receptor
CHEMBL3066
 Ki 8.4 8.4 4.0 1
Gonadotropin-releasing hormone receptor
CHEMBL5647
 IC50 8.15 8.15 7.0 1

Pharmacokinetic Data

Parameter Value Units Species
AUC 303.0 ng.hr.mL-1 -
AUC 1324.0 ng.hr.mL-1 -
CL 30.0 mL.min-1.kg-1 -
CL 33.0 mL.min-1.kg-1 -
T1/2 9.5 hr -
T1/2 5.0 hr -

Activity Data Samples

Top measurements by pChEMBL value

Target Type Rel. Value Units pChEMBL Assay PubMed
Gonadotropin-releasing hormone receptor Ki = 0.4 nM 9.4 Binding affinity towards human gonadotropin-releasing hormone receptor 14505682
Gonadotropin-releasing hormone receptor IC50 = 0.44 nM 9.36 Inhibition of Human gonadotropin-releasing hormone receptor 15715483
Gonadotropin-releasing hormone receptor IC50 = 0.44 nM 9.36 Binding affinity towards human gonadotropin releasing hormone receptor expressed... 15482932
Gonadotropin-releasing hormone receptor IC50 = 0.44 nM 9.36 In vitro inhibition of binding to GnRH receptor in human 11300873
Gonadotropin-releasing hormone receptor IC50 = 0.5 nM 9.3 In vitro inhibition of gonadotropin-releasing hormone receptor in rhesus monkey 11300873
Gonadotropin-releasing hormone receptor Ki = 0.5 nM 9.3 Binding affinity at monkey GnRH receptor 18419112
Gonadotropin-releasing hormone receptor IC50 = 0.9 nM 9.05 Inhibition of GnRH-stimulated phosphatidyl inositol hydrolysis in CHO cells expr... 15482932
Gonadotropin-releasing hormone receptor IC50 = 1.0 nM 9.0 Functional antagonism at the human GnRH receptor (PI turnover) 11300873
Gonadotropin-releasing hormone receptor IC50 = 1.0 nM 9.0 Activity at human GnRH receptor by inositol phosphate functional assay 18419112
Gonadotropin-releasing hormone receptor Ki = 4.0 nM 8.4 Binding affinity towards rat Gonadotropin-releasing hormone receptor 14505682
Gonadotropin-releasing hormone receptor IC50 = 4.0 nM 8.4 Inhibition of Rat gonadotropin-releasing hormone receptor 15715483
Gonadotropin-releasing hormone receptor IC50 = 4.0 nM 8.4 In vitro inhibition of binding to GnRH receptor in rat 11300873
Gonadotropin-releasing hormone receptor IC50 = 7.0 nM 8.15 Activity at rhesus monkey GnRH receptor by inositol phosphate functional assay 18419112
Gonadotropin-releasing hormone receptor IC50 = 7.0 nM 8.15 Functional antagonism at the rhesus monkey gonadotropin-releasing hormone recept... 11300873
Gonadotropin-releasing hormone receptor IC50 = 60.0 nM 7.22 In vitro inhibition of binding to gonadotropin-releasing hormone receptor in dog 11300873
Gonadotropin-releasing hormone receptor IC50 = 81.0 nM 7.09 Functional antagonism at GnRH receptor in rat (PI turnover) 11300873
Gonadotropin-releasing hormone receptor IC50 = 350.0 nM 6.46 Functional antagonism at gonadotropin-releasing hormone receptor in dog (PI turn... 11300873

Literature References

PubMed DOI Target Context # Activities
11300873 10.1021/jm000275p Gonadotropin-releasing hormone receptor 8
11300873 10.1021/jm000275p ADMET 6
18419112 10.1021/jm701249f Gonadotropin-releasing hormone receptor 4
14505682 10.1016/s0960-894x(03)00746-7 Gonadotropin-releasing hormone receptor 2
15715483 10.1021/jm049218c Gonadotropin-releasing hormone receptor 2
15482932 10.1016/j.bmcl.2004.08.056 Gonadotropin-releasing hormone receptor 2

Data from ChEMBL 36 via Core Engine