Skip to main content
Free research Free research Free compound review with research home and workspace preview
Quick search ChEMBL 36
Compound Detail

CHEMBL63560

(R)-BICALUTAMIDE
Enter ChEMBL ID:
Free Research Context This compound will appear in recent viewed items on the research home for this browser.
Research home View demo workspace
C[C@](O)(CS(=O)(=O)c1ccc(F)cc1)C(=O)Nc1ccc(C#N)c(C(F)(F)F)c1
ChEMBL ↗ Properties Compare Identifier

Basic Information

ChEMBL ID CHEMBL63560
Name (R)-BICALUTAMIDE
Phase Preclinical
Structure Type MOL
InChI Key LKJPYSCBVHEWIU-KRWDZBQOSA-N
11
Targets
58
Activities
2
Assay Types
7
PK Parameters
20
Publications
0
Known Names

Molecular Properties

430.4
MW (Da)
2.88
ALogP
5
HBA
2
HBD
107.3
PSA (Ų)
0.56
QED
0
Ro5 Violations
5
Rot. Bonds

Drug Information

Molecule Type Small molecule
Availability Unknown
Chirality Unknown

Flags

First in Class Prodrug

Extended Properties

Molecular Formula C18H14F4N2O4S
MW 430.38
Aromatic Rings 2
Heavy Atoms 29
NP-Likeness -1.64

Activity Summary

IC50 44 meas. best 6.92
Ki 14 meas. best 8.0

Target Activity Profile

Target Type Best pChEMBL Mean pChEMBL Best (nM) # Data
Androgen receptor
CHEMBL1871
 Ki 8.0 6.682 10.0 10
Androgen receptor
CHEMBL3072
 Ki 7.96 7.5375 11.0 4
Androgen receptor
CHEMBL1871
 IC50 6.92 6.2785 120.2 13
SC-3
CHEMBL614897
 IC50 6.85 6.85 140.0 1
Androgen receptor
CHEMBL3072
 IC50 6.31 6.205 490.0 2
LNCaP
CHEMBL612518
 IC50 6.06 4.6343 870.0 7
Cytochrome P450 2C19
CHEMBL3622
 IC50 6.0 6.0 1000.0 1
VCaP
CHEMBL4296508
 IC50 5.22 4.474 5960.0 5
Unchecked
CHEMBL612545
 IC50 4.5 4.5 31290.0 1
CWR22R
CHEMBL612657
 IC50 4.43 4.345 37400.0 6
DU-145
CHEMBL613508
 IC50 4.38 4.3425 41172.0 4
NON-PROTEIN TARGET
CHEMBL3879801
 IC50 4.34 4.315 45410.0 2
PC-3
CHEMBL390
 IC50 4.22 4.125 59830.0 2

Pharmacokinetic Data

Parameter Value Units Species
CL 86300.0 mL.min-1.g-1 Mus musculus
T1/2 140.0 hr Homo sapiens
T1/2 100.8 hr Mus musculus
T1/2 3.567 hr Homo sapiens
T1/2 3.567 hr Not specified
T1/2 3.567 hr Homo sapiens
T1/2 10.04 hr Mus musculus

Activity Data Samples

Top measurements by pChEMBL value

Target Type Rel. Value Units pChEMBL Assay PubMed
Androgen receptor Ki = 10.0 nM 8.0 Displacement of [3H]testosterone from human recombinant androgen receptor T877A ... 18571420
Androgen receptor Ki = 11.0 nM 7.96 Binding Affinity towards Rat Androgen Receptor was determined using [3H]- mibole... 10691684
Androgen receptor Ki = 10.96 nM 7.96 Inhibition of [3H]mibolerone binding to cytosolic androgen receptor of rat ventr... 15715462
Androgen receptor Ki = 11.0 nM 7.96 Binding affinity to rat androgen receptor by competitive inhibition assay 18805694
Androgen receptor Ki = 11.0 nM 7.96 Binding affinity to Androgen receptor (unknown origin) 35786895
Androgen receptor Ki = 70.0 nM 7.16 Binding affinity to human AR 17887661
Androgen receptor IC50 = 120.23 nM 6.92 Displacement of [3H]R1881 from wild type human androgen receptor expressed in CO... 22746350
Androgen receptor IC50 = 128.0 nM 6.89 Antagonist activity at human androgen receptor by luciferase reporter gene assay 17887661
SC-3 IC50 = 140.0 nM 6.85 Growth inhibition of mouse SC3 cells after 3 days by WST-8 assay 20521823
Androgen receptor Ki = 151.0 nM 6.82 Binding affinity to human AR 17267219
Androgen receptor IC50 = 162.0 nM 6.79 Antagonist activity at human AR 17267219
Androgen receptor IC50 = 248.0 nM 6.61 Human Androgen Receptor (hAR) Ligand Binding Domain (LBD) Affinity Assay: Method... -
Androgen receptor IC50 = 248.0 nM 6.61 Antagonist activity at human androgen receptor expressed in HEK293 cells assesse... 30525603
Androgen receptor IC50 = 248.0 nM 6.61 Antagonist activity at CMV-tagged full length wild type human AR expressed in HE... 36825758
Androgen receptor IC50 = 248.0 nM 6.61 Human Androgen Receptor (hAR) Ligand Binding Domain (LBD) Affinity Assay: Method... -
Androgen receptor IC50 = 270.0 nM 6.57 Antagonist activity at wild type human recombinant androgen receptor assessed as... 18571420
Androgen receptor IC50 = 350.0 nM 6.46 Anti-androgenic activity at androgen receptor (unknown origin) expressed in HEK2... 34767912
Androgen receptor IC50 = 490.0 nM 6.31 Antagonist activity at GAL4 DBD-fused androgen receptor LBD (unknown origin) tra... 27301368
Androgen receptor IC50 = 490.0 nM 6.31 Antagonist activity at rat androgen receptor fused with DNA-binding domain of GA... 27131065
Androgen receptor Ki = 509.0 nM 6.29 Displacement of [3H]-mibolerone from recombinant wild-type GST-tagged androgen r... 30525603

Literature References

PubMed DOI Target Context # Activities
- 10.6019/CHEMBL3885881 Rattus norvegicus 514
27131065 10.1016/j.ejmech.2016.04.052 Androgen receptor 12
27131065 10.1016/j.ejmech.2016.04.052 ADMET 7
17887661 10.1021/jm070231h Androgen receptor 5
25121586 10.1021/jm5005122 LNCaP 5
17267219 10.1016/j.bmcl.2007.01.001 Androgen receptor 5
28162857 10.1016/j.bmcl.2017.01.065 Androgen receptor 5
27131065 10.1016/j.ejmech.2016.04.052 HepG2 4
36825758 10.1021/acs.jmedchem.2c01858 Androgen receptor 4
27131065 10.1016/j.ejmech.2016.04.052 DU-145 4
25121586 10.1021/jm5005122 Androgen receptor 4
27131065 10.1016/j.ejmech.2016.04.052 VCaP 4
27131065 10.1016/j.ejmech.2016.04.052 CWR22R 4
27131065 10.1016/j.ejmech.2016.04.052 LNCaP 4
27301368 10.1016/j.bmcl.2016.06.001 Androgen receptor 3
18571420 10.1016/j.bmc.2008.05.063 Androgen receptor 3
25121586 10.1021/jm5005122 NON-PROTEIN TARGET 3
31288149 10.1016/j.ejmech.2019.07.001 ADMET 3
24900495 10.1021/ml3000269 Androgen receptor 3
22746350 10.1021/jm300233k Androgen receptor 3

Data from ChEMBL 36 via Core Engine