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Compound Detail

CHEMBL5400213

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Cc1cn(C2=CCC3C4CC=C5C[C@@H](NC(=O)c6ccc(F)cc6)CC[C@]5(C)C4CC[C@]23C)cn1

Basic Information

ChEMBL ID CHEMBL5400213
Phase Preclinical
Structure Type MOL
InChI Key JHVKBJJTUMIPIT-QQKFYDJZSA-N
10
Targets
15
Activities
2
Assay Types
3
PK Parameters
17
Publications
0
Known Names

Molecular Properties

473.6
MW (Da)
6.54
ALogP
3
HBA
1
HBD
46.9
PSA (Ų)
0.51
QED
1
Ro5 Violations
3
Rot. Bonds

Drug Information

Availability Unknown
Chirality Unknown

Flags

First in Class Prodrug

Extended Properties

Molecular Formula C30H36FN3O
MW 473.64
Aromatic Rings 2
Heavy Atoms 35
NP-Likeness 0.32

Activity Summary

IC50 14 meas. best 7.1
EC50 1 meas. best 5.89

Target Activity Profile

Target Type Best pChEMBL Mean pChEMBL Best (nM) # Data
Androgen receptor
CHEMBL1871
IC50 7.1 6.715 79.8 4
Steroid 17-alpha-hydroxylase/17,20 lyase
CHEMBL3522
IC50 7.0 7.0 100.0 1
Estrogen receptor
CHEMBL206
IC50 6.99 6.99 103.0 1
LNCaP
CHEMBL612518
IC50 6.33 6.33 472.8 1
Estrogen receptor beta
CHEMBL242
IC50 6.3 6.3 498.0 1
Cytochrome P450 3A4
CHEMBL340
IC50 6.09 5.995 810.0 2
Androgen receptor
CHEMBL1871
EC50 5.89 5.89 1280.0 1
Cytochrome P450 2C19
CHEMBL3622
IC50 5.39 5.39 4100.0 1
Cytochrome P450 1A2
CHEMBL3356
IC50 4.6 4.6 25000.0 1
Cytochrome P450 2C9
CHEMBL3397
IC50 4.51 4.51 30800.0 1
Cytochrome P450 2D6
CHEMBL289
IC50 4.3 4.3 50000.0 1

Pharmacokinetic Data

Parameter Value Units Species
Cmax 13577.82 nM Rattus norvegicus
T1/2 3.28 hr Rattus norvegicus
Tmax 4.0 hr Rattus norvegicus

Activity Data Samples

Top measurements by pChEMBL value

Target Type Rel. Value Units pChEMBL Assay PubMed
Androgen receptor IC50 = 79.75 nM 7.1 Antagonist activity at androgen receptor T877A mutant expressed in HEK293 cells ... 37458396
Steroid 17-alpha-hydroxylase/17,20 lyase IC50 = 100.0 nM 7.0 Inhibition of recombinant human CYP17A1 using progesterone as substrate incubate... 37458396
Estrogen receptor IC50 = 103.0 nM 6.99 Antagonist activity at ERalpha (unknown origin) 37458396
Androgen receptor IC50 = 120.5 nM 6.92 Antagonist activity at wild type androgen receptor expressed in HEK293 cells ass... 37458396
Androgen receptor IC50 = 371.3 nM 6.43 Antagonist activity at androgen receptor W741L mutant expressed in HEK293 cells ... 37458396
Androgen receptor IC50 = 389.8 nM 6.41 Antagonist activity at androgen receptor F876L mutant expressed in HEK293 cells ... 37458396
LNCaP IC50 = 472.8 nM 6.33 Antiproliferative activity against human LNCaP cells incubated for 6 days by Cel... 37458396
Estrogen receptor beta IC50 = 498.0 nM 6.3 Antagonist activity at ERbeta (unknown origin) 37458396
Cytochrome P450 3A4 IC50 = 810.0 nM 6.09 Inhibition of CYP3A4 (unknown origin) using testosterone as substrate 37458396
Cytochrome P450 3A4 IC50 = 1250.0 nM 5.9 Inhibition of CYP3A4 (unknown origin) using midazolam substrate 37458396
Androgen receptor EC50 = 1280.0 nM 5.89 Induction of androgen receptor degradation in human LNCaP cells incubated for 24... 37458396
Cytochrome P450 2C19 IC50 = 4100.0 nM 5.39 Inhibition of CYP2C19 (unknown origin) 37458396
Cytochrome P450 1A2 IC50 = 25000.0 nM 4.6 Inhibition of CYP1A2 (unknown origin) 37458396
Cytochrome P450 2C9 IC50 = 30800.0 nM 4.51 Inhibition of CYP2C9 (unknown origin) 37458396
Cytochrome P450 2D6 IC50 = 50000.0 nM 4.3 Inhibition of CYP2D6 (unknown origin) 37458396

Literature References

PubMed DOI Target Context # Activities
37458396 10.1021/acs.jmedchem.3c00880 ADMET 19
37458396 10.1021/acs.jmedchem.3c00880 Androgen receptor 18
37458396 10.1021/acs.jmedchem.3c00880 Unchecked 6
37458396 10.1021/acs.jmedchem.3c00880 Cytochrome P450 3A4 2
37458396 10.1021/acs.jmedchem.3c00880 LNCaP C4-2B 2
37458396 10.1021/acs.jmedchem.3c00880 Glucocorticoid receptor 1
37458396 10.1021/acs.jmedchem.3c00880 GABA-A receptor; anion channel 1
37458396 10.1021/acs.jmedchem.3c00880 Cytochrome P450 2D6 1
37458396 10.1021/acs.jmedchem.3c00880 Cytochrome P450 2C9 1
37458396 10.1021/acs.jmedchem.3c00880 Cytochrome P450 2C19 1
37458396 10.1021/acs.jmedchem.3c00880 Cytochrome P450 1A2 1
37458396 10.1021/acs.jmedchem.3c00880 Estrogen receptor 1
37458396 10.1021/acs.jmedchem.3c00880 Estrogen receptor beta 1
37458396 10.1021/acs.jmedchem.3c00880 LNCaP 1
37458396 10.1021/acs.jmedchem.3c00880 Progesterone receptor 1
37458396 10.1021/acs.jmedchem.3c00880 Steroid 17-alpha-hydroxylase/17,20 lyase 1
37458396 10.1021/acs.jmedchem.3c00880 Voltage-gated inwardly rectifying potassium channel KCNH2 1

Data from ChEMBL 36 via Core Engine