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Compound Detail

CHEMBL435167

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CCNC(=O)Nc1ccc(-c2sc3c(c2CN(C)Cc2ccccc2)c(=O)n(-c2ccccc2)c(=O)n3Cc2c(F)cccc2F)cc1

Basic Information

ChEMBL ID CHEMBL435167
Phase Preclinical
Structure Type MOL
InChI Key QXPNCZJTKXSGQY-UHFFFAOYSA-N
2
Targets
20
Activities
2
Assay Types
3
PK Parameters
4
Publications
0
Known Names

Molecular Properties

665.8
MW (Da)
6.98
ALogP
7
HBA
2
HBD
88.4
PSA (Ų)
0.17
QED
2
Ro5 Violations
10
Rot. Bonds

Drug Information

Molecule Type Small molecule
Availability Unknown
Chirality Unknown

Flags

First in Class Prodrug

Extended Properties

Molecular Formula C37H33F2N5O3S
MW 665.77
Aromatic Rings 6
Heavy Atoms 48
NP-Likeness -1.63

Activity Summary

IC50 19 meas. best 10.15
Ki 1 meas. best 9.4

Target Activity Profile

Target Type Best pChEMBL Mean pChEMBL Best (nM) # Data
Gonadotropin-releasing hormone receptor
CHEMBL1855
IC50 10.15 8.3544 0.1 18
Gonadotropin-releasing hormone receptor
CHEMBL1855
Ki 9.4 9.4 0.4 1
Gonadotropin-releasing hormone receptor
CHEMBL3066
IC50 6.7 6.7 200.0 1

Pharmacokinetic Data

Parameter Value Units Species
AUC 179.76 ng.hr.mL-1 Macaca fascicularis
Cmax 63.0 nM Macaca fascicularis
Tmax 3.0 hr Macaca fascicularis

Activity Data Samples

Top measurements by pChEMBL value

Target Type Rel. Value Units pChEMBL Assay PubMed
Gonadotropin-releasing hormone receptor IC50 = 0.07 nM 10.15 Tested for inhibition of arachidonic acid(AA) release from CHO cells in Human 12502365
Gonadotropin-releasing hormone receptor IC50 = 0.1 nM 10.0 Antagonist concentration required to inhibit specific binding of [125I]leuprorel... 12502365
Gonadotropin-releasing hormone receptor IC50 = 0.3 nM 9.52 Tested for antagonist concentration required to inhibit specific binding of [125... 12502365
Gonadotropin-releasing hormone receptor IC50 = 0.31 nM 9.51 Displacement of [His5, D-Tyr6]GnRH from GnRHR Y290L mutant expressed in COS7 cel... 17034124
Gonadotropin-releasing hormone receptor Ki = 0.4 nM 9.4 Binding affinity towards human gonadotropin-releasing hormone receptor 14505682
Gonadotropin-releasing hormone receptor IC50 = 0.9 nM 9.05 Displacement of [125I]-His5, D-Tyr6]GnRH from GnRHR F272L mutant expressed in CO... 17034124
Gonadotropin-releasing hormone receptor IC50 = 1.0 nM 9.0 Displacement of [His5, D-Tyr6]GnRH from GnRHR N27A mutant expressed in COS7 cell... 17034124
Gonadotropin-releasing hormone receptor IC50 = 1.1 nM 8.96 Displacement of [His5, D-Tyr6]GnRH from GnRHR Q208E mutant expressed in COS7 cel... 17034124
Gonadotropin-releasing hormone receptor IC50 = 2.1 nM 8.68 Displacement of [His5, D-Tyr6]GnRH from GnRHR L300A mutant expressed in COS7 cel... 17034124
Gonadotropin-releasing hormone receptor IC50 = 7.0 nM 8.15 Tested for inhibition of arachidonic acid(AA) release from CHO cells in Monkey 12502365
Gonadotropin-releasing hormone receptor IC50 = 9.0 nM 8.05 Displacement of [His5, D-Tyr6]GnRH from GnRHR F309L mutant expressed in COS-7 ce... 17034124
Gonadotropin-releasing hormone receptor IC50 = 23.0 nM 7.64 Displacement of [His5, D-Tyr6]GnRH from GnRHR F313L mutant expressed in COS7 cel... 17034124
Gonadotropin-releasing hormone receptor IC50 = 26.0 nM 7.58 Displacement of [His5, D-Tyr6]GnRH from GnRHR M24I mutant expressed in COS7 cell... 17034124
Gonadotropin-releasing hormone receptor IC50 = 28.0 nM 7.55 Displacement of [His5, D-Tyr6]GnRH from GnRHR F309Q mutant expressed in COS7 cel... 17034124
Gonadotropin-releasing hormone receptor IC50 = 40.0 nM 7.4 Displacement of [His5, D-Tyr6]GnRH from GnRHR Y284L mutant expressed in COS7 cel... 17034124
Gonadotropin-releasing hormone receptor IC50 = 40.0 nM 7.4 Displacement of [His5, D-Tyr6]GnRH from GnRHR H306A mutant expressed in COS7 cel... 17034124
Gonadotropin-releasing hormone receptor IC50 = 50.0 nM 7.3 Displacement of [His5, D-Tyr6]GnRH from GnRHR D302N mutant expressed in COS7 cel... 17034124
Gonadotropin-releasing hormone receptor IC50 = 60.0 nM 7.22 Displacement of [His5, D-Tyr6]GnRH from GnRHR D302A mutant expressed in COS7 cel... 17034124
Gonadotropin-releasing hormone receptor IC50 = 60.0 nM 7.22 Displacement of [His5, D-Tyr6]GnRH from GnRHR H306E mutant expressed in COS7 cel... 17034124
Gonadotropin-releasing hormone receptor IC50 = 200.0 nM 6.7 Tested for antagonist concentration required to inhibit specific binding of [125... 12502365

Literature References

PubMed DOI Target Context # Activities
17034124 10.1021/jm060580w Gonadotropin-releasing hormone receptor 27
12502365 10.1021/jm020180i Gonadotropin-releasing hormone receptor 5
12502365 10.1021/jm020180i Cynomolgus monkey 3
14505682 10.1016/s0960-894x(03)00746-7 Gonadotropin-releasing hormone receptor 1

Data from ChEMBL 36 via Core Engine