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Compound Detail

CHEMBL4246000

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O=C(O[C@@H]1O[C@H](C(=O)O)[C@@H](O)[C@H](O)[C@H]1O)c1c[nH]c2cc(F)c(-c3ccc([C@@H]4CCCCO4)cc3)c(F)c12

Basic Information

ChEMBL ID CHEMBL4246000
Phase Preclinical
Structure Type MOL
InChI Key GZCJKJJWOUAGMR-WBTGXFMPSA-N
2
Targets
3
Activities
2
Assay Types
2
PK Parameters
8
Publications
0
Known Names

Molecular Properties

533.5
MW (Da)
2.40
ALogP
8
HBA
5
HBD
158.5
PSA (Ų)
0.31
QED
1
Ro5 Violations
5
Rot. Bonds

Drug Information

Molecule Type Small molecule
Availability Unknown
Chirality Unknown

Flags

First in Class Prodrug

Extended Properties

Molecular Formula C26H25F2NO9
MW 533.48
Aromatic Rings 3
Heavy Atoms 38
NP-Likeness 0.67

Activity Summary

EC50 2 meas. best 7.23
Kd 1 meas. best 6.7

Target Activity Profile

Target Type Best pChEMBL Mean pChEMBL Best (nM) # Data
AMP-activated protein kinase (AMPK) alpha-1/beta-1/gamma-1
CHEMBL2111345
EC50 7.23 7.23 59.0 1
AMP-activated protein kinase (AMPK) alpha-1/beta-1/gamma-1
CHEMBL2111345
Kd 6.7 6.7 197.8 1
AMPK alpha2/beta1/gamma1
CHEMBL3038455
EC50 6.48 6.48 332.0 1

Pharmacokinetic Data

Parameter Value Units Species
T1/2 21.0 hr -
T1/2 0.00425 hr Homo sapiens

Activity Data Samples

Top measurements by pChEMBL value

Literature References

PubMed DOI Target Context # Activities
30036059 10.1021/acs.jmedchem.8b00807 AMP-activated protein kinase (AMPK) alpha-1/beta-1/gamma-1 6
30036059 10.1021/acs.jmedchem.8b00807 ADMET 2
30036059 10.1021/acs.jmedchem.8b00807 No relevant target 2
30036059 10.1021/acs.jmedchem.8b00807 AMPK alpha2/beta1/gamma1 2
30036059 10.1021/acs.jmedchem.8b00807 AMPK alpha1/beta2/gamma1 2
30036059 10.1021/acs.jmedchem.8b00807 AMPK alpha2/beta2/gamma1 2
30036059 10.1021/acs.jmedchem.8b00807 AMPK alpha2/beta2/gamma3 2
30036059 10.1021/acs.jmedchem.8b00807 Hepatocyte 1

Data from ChEMBL 36 via Core Engine