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

CHEMBL2137199

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
OC(c1ccc(-c2ccc(CN3CCN(Cc4ccncc4)CC3)cc2)c(F)c1)(C(F)(F)F)C(F)(F)F
ChEMBL ↗ Properties Compare Identifier

Basic Information

ChEMBL ID CHEMBL2137199
Phase Preclinical
Structure Type MOL
InChI Key KVHKWAZUPPBMLL-UHFFFAOYSA-N
6
Targets
20
Activities
3
Assay Types
3
PK Parameters
20
Publications
0
Known Names

Molecular Properties

527.5
MW (Da)
5.52
ALogP
4
HBA
1
HBD
39.6
PSA (Ų)
0.43
QED
2
Ro5 Violations
6
Rot. Bonds

Drug Information

Molecule Type Small molecule
Availability Unknown
Chirality Unknown

Flags

First in Class Prodrug

Extended Properties

Molecular Formula C26H24F7N3O
MW 527.48
Aromatic Rings 3
Heavy Atoms 37
NP-Likeness -0.76

Activity Summary

IC50 17 meas. best 6.96
Ki 2 meas. best 6.98
EC50 1 meas. best 6.5

Target Activity Profile

Target Type Best pChEMBL Mean pChEMBL Best (nM) # Data
Nuclear receptor ROR-gamma
CHEMBL1741186
 Ki 6.98 6.98 105.0 2
Nuclear receptor ROR-gamma
CHEMBL1741186
 IC50 6.96 6.3911 110.0 9
Nuclear receptor ROR-gamma
CHEMBL1741186
 EC50 6.5 6.5 320.0 1
LNCaP C4-2B
CHEMBL4296461
 IC50 5.27 5.135 5380.0 2
LNCaP
CHEMBL612518
 IC50 5.27 5.22 5380.0 2
CWR22R
CHEMBL612657
 IC50 5.19 5.09 6420.0 2
PC-3
CHEMBL390
 IC50 4.61 4.61 24820.0 1
DU-145
CHEMBL613508
 IC50 4.34 4.34 45690.0 1

Pharmacokinetic Data

Parameter Value Units Species
CL 8.71 uL.min-1.(10^6cells)-1 Homo sapiens
CL 12.3 uL.min-1.(10^6cells)-1 Rattus norvegicus
CL 48.98 mL.min-1.g-1 Homo sapiens

Activity Data Samples

Top measurements by pChEMBL value

Target Type Rel. Value Units pChEMBL Assay PubMed
Nuclear receptor ROR-gamma Ki = 105.0 nM 6.98 Binding affinity to RORc (unknown origin) by radioligand binding assay 24502334
Nuclear receptor ROR-gamma Ki = 105.0 nM 6.98 Displacement of [3H]T0901317 from GST-tagged ROR gamma ligand binding domain (un... -
Nuclear receptor ROR-gamma IC50 = 110.0 nM 6.96 Inhibition of Gal4-RORgamma-LBD (180 to 507 residues) (unknown origin) expressed... 27043267
Nuclear receptor ROR-gamma IC50 = 150.0 nM 6.82 Displacement of [3H]T0901317 from human RoRc expressed in HepG2 cells by scintil... 24502334
Nuclear receptor ROR-gamma IC50 = 320.0 nM 6.5 Inhibition of human GAL4-fused RORgamma transfected in HEK293 cells co-transfect... 30010338
Nuclear receptor ROR-gamma EC50 = 320.0 nM 6.5 Agonist activity at RoRc-LBD (unknown origin) expressed in HEK293 cells assessed... 24502334
Nuclear receptor ROR-gamma IC50 = 320.0 nM 6.5 Affinity On-target Cellular interaction: (Reporter gene assay (HEK293T cells)) E... -
Nuclear receptor ROR-gamma IC50 = 320.0 nM 6.5 Inhibition of GAL4-fused ROR gamma (unknown origin) expressed in HEK293T cells a... -
Nuclear receptor ROR-gamma IC50 = 420.0 nM 6.38 Antagonist activity at full-length RORgamma (unknown origin) expressed in 293T c... 24704616
Nuclear receptor ROR-gamma IC50 = 430.0 nM 6.37 Antagonist activity at Gal4-fused RORgamma (unknown origin) expressed in 293T ce... 24704616
Nuclear receptor ROR-gamma IC50 = 910.0 nM 6.04 Displacement of N-terminal biotinylated SRC1-4 coactivator peptide from N-termin... 27043267
Nuclear receptor ROR-gamma IC50 = 3540.0 nM 5.45 Antagonist activity at human His6-tagged RORgamma ligand binding domain (262 to ... 24704616
LNCaP IC50 = 5380.0 nM 5.27 Antiproliferative activity against human LNCaP cells assessed as cell viability ... 34121397
LNCaP C4-2B IC50 = 5380.0 nM 5.27 Antiproliferative activity against human LNCaP C4-2B cells assessed as cell viab... 34121397
CWR22R IC50 = 6420.0 nM 5.19 Antiproliferative activity against human 22Rv1 cells measured after 96 hrs by ce... 30964293
LNCaP IC50 = 6790.0 nM 5.17 Antiproliferative activity against human LNCAP cells measured after 96 hrs by ce... 30964293
LNCaP C4-2B IC50 = 10060.0 nM 5.0 Antiproliferative activity against human C4-2B cells measured after 96 hrs by ce... 30964293
CWR22R IC50 = 10130.0 nM 4.99 Antiproliferative activity against human 22Rv1 cells assessed as cell viability ... 34121397
PC-3 IC50 = 24820.0 nM 4.61 Antiproliferative activity against human PC3 cells measured after 72 hrs by cell... 30964293
DU-145 IC50 = 45690.0 nM 4.34 Antiproliferative activity against human DU145 cells measured after 72 hrs by ce... 30964293

Literature References

PubMed DOI Target Context # Activities
- 10.6019/CHEMBL5303300 HEK-293T 304
- 10.6019/CHEMBL5303300 Fibroblast 304
- 10.6019/CHEMBL5303300 U2OS 304
- 10.6019/CHEMBL5303304 HEK-293T 9
- 10.6019/CHEMBL5303304 Fibroblast 9
- 10.6019/CHEMBL5303304 U2OS 8
27043267 10.1016/j.ejmech.2016.03.052 Nuclear receptor ROR-gamma 5
24704616 10.1016/j.ejmech.2014.03.065 Nuclear receptor ROR-gamma 5
- 10.6019/CHEMBL3301361 ADMET 4
- 10.6019/CHEMBL5724696 TERT-RPE1 4
- 10.1039/C3MD00005B Nuclear receptor ROR-gamma 4
24502334 10.1021/jm401901d Nuclear receptor ROR-gamma 3
- 10.6019/CHEMBL3301361 No relevant target 3
- 10.6019/CHEMBL4495565 SARS-CoV-2 2
- 10.6019/CHEMBL4808148 Histone deacetylase 6 2
- 10.21203/rs.3.rs-23951/v1 SARS-CoV-2 1
30964293 10.1021/acs.jmedchem.9b00327 LNCaP 1
30964293 10.1021/acs.jmedchem.9b00327 LNCaP C4-2B 1
30964293 10.1021/acs.jmedchem.9b00327 DU-145 1
30964293 10.1021/acs.jmedchem.9b00327 PC-3 1

Data from ChEMBL 36 via Core Engine