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Compound Detail

CHEMBL3623127

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CCS(=O)(=O)N[C@@H]1C[C@]2(C)O[C@]1(C)[C@@H]1C(=O)N(c3ccc(C#N)c(C(F)(F)F)c3)C(=O)[C@@H]12

Basic Information

ChEMBL ID CHEMBL3623127
Phase Preclinical
Structure Type MOL
InChI Key HYNANJUKEMCYEQ-GVYRHCHYSA-N
2
Targets
3
Activities
2
Assay Types
19
PK Parameters
17
Publications
0
Known Names

Molecular Properties

471.5
MW (Da)
1.94
ALogP
6
HBA
1
HBD
116.6
PSA (Ų)
0.67
QED
0
Ro5 Violations
4
Rot. Bonds

Drug Information

Molecule Type Small molecule
Availability Unknown
Chirality Unknown

Flags

First in Class Prodrug

Extended Properties

Molecular Formula C20H20F3N3O5S
MW 471.46
Aromatic Rings 1
Heavy Atoms 32
NP-Likeness -0.86

Activity Summary

IC50 2 meas. best 7.8
Ki 1 meas. best 8.77

Target Activity Profile

Target Type Best pChEMBL Mean pChEMBL Best (nM) # Data
Androgen receptor
CHEMBL1871
Ki 8.77 8.77 1.7 1
Androgen receptor
CHEMBL1871
IC50 7.8 7.8 16.0 1
LNCaP
CHEMBL612518
IC50 6.82 6.82 153.0 1

Pharmacokinetic Data

Parameter Value Units Species
AUC 18434.09 ng.hr.mL-1 Mus musculus
AUC 34935.19 ng.hr.mL-1 Mus musculus
AUC 14945.28 ng.hr.mL-1 Rattus norvegicus
AUC 19094.13 ng.hr.mL-1 Rattus norvegicus
AUC 48136.07 ng.hr.mL-1 Canis lupus familiaris
AUC 75527.89 ng.hr.mL-1 Canis lupus familiaris
CL 4.5 mL.min-1.kg-1 Mus musculus
CL 6.5 mL.min-1.kg-1 Rattus norvegicus
CL 0.35 mL.min-1.kg-1 Canis lupus familiaris
F 94.7 % Mus musculus
F 63.9 % Rattus norvegicus
F 79.0 % Canis lupus familiaris
Fu 0.148 - Mus musculus
Fu 0.106 - Rattus norvegicus
Fu 0.165 - Canis lupus familiaris
Fu 0.104 - Homo sapiens
T1/2 2.4 hr Mus musculus
T1/2 3.7 hr Rattus norvegicus
T1/2 21.8 hr Canis lupus familiaris

Activity Data Samples

Top measurements by pChEMBL value

Literature References

PubMed DOI Target Context # Activities
26288692 10.1021/acsmedchemlett.5b00173 Rattus norvegicus 7
26288692 10.1021/acsmedchemlett.5b00173 Plasma 6
26288692 10.1021/acsmedchemlett.5b00173 Canis familiaris 5
26288692 10.1021/acsmedchemlett.5b00173 Mus musculus 5
26288692 10.1021/acsmedchemlett.5b00173 NON-PROTEIN TARGET 3
26288692 10.1021/acsmedchemlett.5b00173 Hepatocyte 3
26288692 10.1021/acsmedchemlett.5b00173 ADMET 2
26288692 10.1021/acsmedchemlett.5b00173 Androgen receptor 2
26288692 10.1021/acsmedchemlett.5b00173 Cytochrome P450 2C8 1
26288692 10.1021/acsmedchemlett.5b00173 Cytochrome P450 2C9 1
26288692 10.1021/acsmedchemlett.5b00173 Cytochrome P450 2D6 1
26288692 10.1021/acsmedchemlett.5b00173 Cytochrome P450 3A4 1
26288692 10.1021/acsmedchemlett.5b00173 Nuclear receptor subfamily 1 group I member 2 1
26288692 10.1021/acsmedchemlett.5b00173 Voltage-gated inwardly rectifying potassium channel KCNH2 1
26288692 10.1021/acsmedchemlett.5b00173 Cytochrome P450 2B6 1
26288692 10.1021/acsmedchemlett.5b00173 Cytochrome P450 1A2 1
26288692 10.1021/acsmedchemlett.5b00173 LNCaP 1

Data from ChEMBL 36 via Core Engine