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Compound Detail

CHEMBL104647

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COc1cc(CC(=O)OCC2=C[C@H]3[C@@H]4C(C)(C)[C@]4(OC(C)=O)[C@H](OC(=O)Cc4ccccc4)[C@@H](C)[C@]3(O)[C@@H]3C=C(C)C(=O)[C@@]3(O)C2)ccc1O

Basic Information

ChEMBL ID CHEMBL104647
Phase Preclinical
Structure Type MOL
InChI Key OGRGWTXWAZBJKF-JXWJAAHMSA-N
5
Targets
10
Activities
2
Assay Types
0
PK Parameters
6
Publications
0
Known Names

Molecular Properties

688.8
MW (Da)
3.80
ALogP
11
HBA
3
HBD
165.9
PSA (Ų)
0.20
QED
2
Ro5 Violations
9
Rot. Bonds

Drug Information

Molecule Type Small molecule
Availability Unknown
Chirality Unknown

Flags

First in Class Prodrug

Extended Properties

Molecular Formula C39H44O11
MW 688.77
Aromatic Rings 2
Heavy Atoms 50
NP-Likeness 2.00

Activity Summary

Ki 7 meas. best 10.27
EC50 3 meas. best 7.1

Target Activity Profile

Target Type Best pChEMBL Mean pChEMBL Best (nM) # Data
Transient receptor potential cation channel subfamily V member 1
CHEMBL5102
Ki 10.27 7.3967 0.1 3
Transient receptor potential cation channel subfamily V member 1
CHEMBL4794
Ki 9.92 7.535 0.1 4
Human immunodeficiency virus 2
CHEMBL380
EC50 7.1 7.1 80.0 1
Human immunodeficiency virus 1
CHEMBL378
EC50 6.12 6.12 750.0 1
NON-PROTEIN TARGET
CHEMBL3879801
EC50 5.77 5.77 1700.0 1

Activity Data Samples

Top measurements by pChEMBL value

Target Type Rel. Value Units pChEMBL Assay PubMed
Transient receptor potential cation channel subfamily V member 1 Ki = 0.054 nM 10.27 Inhibitory constant for RTX binding to rat spinal cord 8759633
Transient receptor potential cation channel subfamily V member 1 Ki = 0.12 nM 9.92 Inhibitory constant for RTX binding to porcine spinal cord 8759633
Transient receptor potential cation channel subfamily V member 1 Ki = 0.45 nM 9.35 Inhibitory constant for RTX binding to human spinal cord 8759633
Human immunodeficiency virus 2 EC50 = 80.0 nM 7.1 Antiviral activity against HIV2 ROD infected in MT4 cells assessed as cell viabi... 25970561
Transient receptor potential cation channel subfamily V member 1 Ki = 600.0 nM 6.22 Displacement of [3H]RTX binding from Vanilloid receptor of rat dorsal Root Gangl... 8759633
Human immunodeficiency virus 1 EC50 = 750.0 nM 6.12 Antiviral activity against HIV1 3B infected in MT4 cells assessed as cell viabil... 25970561
NON-PROTEIN TARGET EC50 = 1700.0 nM 5.77 Antiviral activity against chikungunya virus Indian ocean strain 899 infected in... 25970561
Transient receptor potential cation channel subfamily V member 1 Ki = 2000.0 nM 5.7 Inhibition of [3H]- RTX binding to vanilloid receptor of rat urinary bladder 8759633
Transient receptor potential cation channel subfamily V member 1 Ki = 2100.0 nM 5.68 Inhibition of [3H]- RTX binding to Vanilloid receptors from pig spinal cord 8759633
Transient receptor potential cation channel subfamily V member 1 Ki = 6400.0 nM 5.19 Inhibition of [3H]- RTX binding to Vanilloid receptors from human spinal cord 8759633

Literature References

PubMed DOI Target Context # Activities
8759633 10.1021/jm960063l Transient receptor potential cation channel subfamily V member 1 8
25970561 10.1021/acs.jnatprod.5b00073 Unchecked 3
8759633 10.1021/jm960063l Rattus norvegicus 1
25970561 10.1021/acs.jnatprod.5b00073 NON-PROTEIN TARGET 1
25970561 10.1021/acs.jnatprod.5b00073 Human immunodeficiency virus 1 1
25970561 10.1021/acs.jnatprod.5b00073 Human immunodeficiency virus 2 1

Data from ChEMBL 36 via Core Engine