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Compound Detail

CHEMBL497834

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CC(C)CCC[C@@H](C)[C@H]1CC[C@H]2[C@@H]3[C@@H](O)C=C4C[C@@H](O)CC[C@]4(C)[C@H]3CC[C@]12C
ChEMBL ↗ Properties Compare Identifier

Basic Information

ChEMBL ID CHEMBL497834
Phase Preclinical
Structure Type MOL
InChI Key OYXZMSRRJOYLLO-KGZHIOMZSA-N
15
Targets
29
Activities
3
Assay Types
0
PK Parameters
20
Publications
0
Known Names

Molecular Properties

402.7
MW (Da)
6.36
ALogP
2
HBA
2
HBD
40.5
PSA (Ų)
0.53
QED
1
Ro5 Violations
5
Rot. Bonds

Drug Information

Molecule Type Small molecule
Availability Unknown
Chirality Unknown

Flags

Natural Product First in Class Prodrug

Extended Properties

Molecular Formula C27H46O2
MW 402.66
Aromatic Rings 0
Heavy Atoms 29
NP-Likeness 2.72

Activity Summary

IC50 25 meas. best 5.37
EC50 2 meas. best 5.47
Ki 2 meas. best 8.0

Target Activity Profile

Target Type Best pChEMBL Mean pChEMBL Best (nM) # Data
Nuclear receptor ROR-gamma
CHEMBL1741186
 Ki 8.0 8.0 10.0 1
Nuclear receptor ROR-alpha
CHEMBL5868
 Ki 7.92 7.92 12.0 1
NPC1-like intracellular cholesterol transporter 1
CHEMBL2027
 EC50 5.47 5.47 3400.0 1
LAMA-84
CHEMBL2366090
 IC50 5.37 5.3533 4300.0 3
HT-29
CHEMBL384
 IC50 5.19 5.1625 6400.0 4
MCF7
CHEMBL387
 IC50 5.06 5.06 8700.0 2
Unchecked
CHEMBL612545
 EC50 5.0 5.0 10000.0 1
A549
CHEMBL392
 IC50 4.87 4.87 13600.0 2
HepG2
CHEMBL395
 IC50 4.84 4.84 14600.0 2
ADMET
CHEMBL612558
 IC50 4.82 4.72 15000.0 4
C6
CHEMBL614657
 IC50 4.82 4.82 15000.0 1
SH-SY5Y
CHEMBL614910
 IC50 4.79 4.79 16400.0 1
NON-PROTEIN TARGET
CHEMBL3879801
 IC50 4.7 4.7 20000.0 1
BJ
CHEMBL614358
 IC50 4.7 4.7 20000.0 3
PC-3
CHEMBL390
 IC50 4.66 4.66 21900.0 2

Activity Data Samples

Top measurements by pChEMBL value

Target Type Rel. Value Units pChEMBL Assay PubMed
Nuclear receptor ROR-gamma Ki = 10.0 nM 8.0 Displacement of 25-[3H]hydroxycholesterol from GST-tagged ROR gamma ligand bindi... -
Nuclear receptor ROR-alpha Ki = 12.0 nM 7.92 Displacement of 25-[3H]hydroxycholesterol from GST-tagged ROR alpha ligand bindi... -
NPC1-like intracellular cholesterol transporter 1 EC50 = 3400.0 nM 5.47 Binding affinity to FLAG/tGFP-tagged NPC1 I1061T mutant (unknown origin) express... 24928400
LAMA-84 IC50 = 4300.0 nM 5.37 Cytotoxicity against human LAMA-84 cells after 48 hrs by Alamar blue assay 20931970
LAMA-84 IC50 = 4300.0 nM 5.37 Cytotoxicity against human LAMA-84 cells assessed as cell viability after 48 hrs... 21797280
LAMA-84 IC50 = 4800.0 nM 5.32 Cytotoxicity against human LAMA-84 cells after 48 hrs by Alamar Blue assay 19473028
HT-29 IC50 = 6400.0 nM 5.19 Cytotoxicity against human HT-29 cells after 48 hrs by Alamar Blue assay 19473028
HT-29 IC50 = 6900.0 nM 5.16 Cytotoxicity against human HT-29 cells after 48 hrs by Alamar blue assay 20931970
HT-29 IC50 = 6900.0 nM 5.16 Cytotoxicity against human HT-29 cells assessed as cell viability after 48 hrs b... 21797280
HT-29 IC50 = 7200.0 nM 5.14 Cytotoxicity against human HT-29 cells after 96 hrs by Alamar blue assay 20931970
MCF7 IC50 = 8700.0 nM 5.06 Cytotoxicity against human MCF7 cells after 48 hrs by Alamar blue assay 20931970
MCF7 IC50 = 8700.0 nM 5.06 Cytotoxicity against human MCF7 cells assessed as cell viability after 48 hrs by... 21797280
Unchecked EC50 = 10000.0 nM 5.0 Binding affinity to human GFP-tagged NPC1L1 L1072T/L1168I mutant expressed in HE... 23830695
A549 IC50 = 13600.0 nM 4.87 Cytotoxicity against human A549 cells assessed as cell viability after 48 hrs by... 21797280
A549 IC50 = 13600.0 nM 4.87 Cytotoxicity against human A549 cells after 48 hrs by Alamar blue assay 20931970
HepG2 IC50 = 14600.0 nM 4.84 Cytotoxicity against human HepG2 cells after 48 hrs by Alamar blue assay 20931970
HepG2 IC50 = 14600.0 nM 4.84 Cytotoxicity against human HepG2 cells assessed as cell viability after 48 hrs b... 21797280
C6 IC50 = 15000.0 nM 4.82 Growth inhibition of rat C6 cells after 24 hrs by trypan blue-based cell countin... 24211631
ADMET IC50 = 15000.0 nM 4.82 Growth inhibition of mouse 158N cells after 24 hrs by trypan blue-based cell cou... 24211631
SH-SY5Y IC50 = 16400.0 nM 4.79 Cytotoxicity against human SH-SY5Y cells assessed as cell viability after 48 hrs... 21797280

Literature References

PubMed DOI Target Context # Activities
24211631 10.1016/j.ejmech.2013.09.028 ADMET 4
24900386 10.1021/ml300192k Unchecked 3
20931970 10.1021/jm1007769 No relevant target 3
20931970 10.1021/jm1007769 HT-29 2
24211631 10.1016/j.ejmech.2013.09.028 NON-PROTEIN TARGET 2
20931970 10.1021/jm1007769 ADMET 2
24211631 10.1016/j.ejmech.2013.09.028 C6 2
21797280 10.1021/jm200803d HT-29 2
20931970 10.1021/jm1007769 BJ 1
21797280 10.1021/jm200803d MCF7 1
21797280 10.1021/jm200803d LAMA-84 1
21797280 10.1021/jm200803d SH-SY5Y 1
21797280 10.1021/jm200803d ADMET 1
20931970 10.1021/jm1007769 Unchecked 1
19473028 10.1021/jm9003973 LAMA-84 1
20931970 10.1021/jm1007769 HepG2 1
20931970 10.1021/jm1007769 PC-3 1
20931970 10.1021/jm1007769 A549 1
20931970 10.1021/jm1007769 LAMA-84 1
24928400 10.1016/j.bmcl.2014.05.064 NPC1-like intracellular cholesterol transporter 1 1

Data from ChEMBL 36 via Core Engine