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

CHEMBL3986871

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
COc1nc(N(C)C)ccc1-c1cc2c(C(=O)O)c[nH]c2cc1Cl
ChEMBL ↗ Properties Compare Identifier

Basic Information

ChEMBL ID CHEMBL3986871
Phase Preclinical
Structure Type MOL
InChI Key MJHBRTGGZYSCHJ-UHFFFAOYSA-N
4
Targets
8
Activities
3
Assay Types
16
PK Parameters
20
Publications
0
Known Names

Molecular Properties

345.8
MW (Da)
3.66
ALogP
4
HBA
2
HBD
78.5
PSA (Ų)
0.75
QED
0
Ro5 Violations
4
Rot. Bonds

Drug Information

Molecule Type Small molecule
Availability Unknown
Chirality Unknown

Flags

First in Class Prodrug

Extended Properties

Molecular Formula C17H16ClN3O3
MW 345.79
Aromatic Rings 3
Heavy Atoms 24
NP-Likeness -0.69

Activity Summary

EC50 5 meas. best 8.15
Kd 2 meas. best 7.87
IC50 1 meas. best 6.38

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 8.15 8.035 7.0 2
AMP-activated protein kinase, AMPK
CHEMBL2096907
 EC50 7.93 7.24 11.7 2
AMP-activated protein kinase (AMPK) alpha-1/beta-1/gamma-1
CHEMBL2111345
 Kd 7.87 7.86 13.6 2
AMPK alpha2/beta1/gamma1
CHEMBL3038455
 EC50 7.57 7.57 27.0 1
5'-AMP-activated protein kinase subunit beta-1
CHEMBL3847
 IC50 6.38 6.38 420.0 1

Pharmacokinetic Data

Parameter Value Units Species
AUC 254000.0 ng.hr.mL-1 Rattus norvegicus
AUC 160000.0 ng.hr.mL-1 Rattus norvegicus
AUC 15500.0 ng.hr.mL-1 Macaca fascicularis
AUC 31200.0 ng.hr.mL-1 Macaca fascicularis
CL 0.05 mL.min-1.kg-1 Rattus norvegicus
CL 0.05 mL.min-1.kg-1 Rattus norvegicus
CL 0.98 mL.min-1.kg-1 Macaca fascicularis
Cmax 29497.67 nM Rattus norvegicus
Cmax 7345.5 nM Macaca fascicularis
F 52.0 % Rattus norvegicus
F 67.0 % Macaca fascicularis
T1/2 27.2 hr Rattus norvegicus
T1/2 9.14 hr Macaca fascicularis
T1/2 0.02882 hr Homo sapiens
Tmax 5.5 hr Rattus norvegicus
Tmax 1.5 hr Macaca fascicularis

Activity Data Samples

Top measurements by pChEMBL value

Target Type Rel. Value Units pChEMBL Assay PubMed
AMP-activated protein kinase (AMPK) alpha-1/beta-1/gamma-1 EC50 = 7.0 nM 8.15 Activation of full-length recombinant N-terminal His-tagged human AMPKalpha1beta... 30036059
AMP-activated protein kinase, AMPK EC50 = 11.7 nM 7.93 33P-Based Assay: The biochemical EC50 (half-maximal concentration required for f... -
AMP-activated protein kinase (AMPK) alpha-1/beta-1/gamma-1 EC50 = 12.0 nM 7.92 Allosteric activation of human AMPK alpha1/beta1/gamma1 by TR-FRET assay 29466005
AMP-activated protein kinase (AMPK) alpha-1/beta-1/gamma-1 Kd = 13.6 nM 7.87 Binding affinity to Bap-tagged human AMPKalpha1beta1gamma1 expressed in Escheric... 30036059
AMP-activated protein kinase (AMPK) alpha-1/beta-1/gamma-1 Kd = 14.0 nM 7.85 Binding affinity to human BAP-tagged AMPK alpha1/beta1/gamma1 by SPR assay 29466005
AMPK alpha2/beta1/gamma1 EC50 = 27.0 nM 7.57 Activation of full-length recombinant N-terminal His-tagged human AMPKalpha2beta... 30036059
AMP-activated protein kinase, AMPK EC50 = 280.0 nM 6.55 Activation of AMPK in cryopreserved human hepatocytes assessed as increase in ph... 30036059
5'-AMP-activated protein kinase subunit beta-1 IC50 = 420.0 nM 6.38 Activation of recombinant AMPKbeta1 in cryopreserved human hepatocytes assessed ... 30036059

Literature References

PubMed DOI Target Context # Activities
29466005 10.1021/acs.jmedchem.7b01641 Rattus norvegicus 11
29466005 10.1021/acs.jmedchem.7b01641 Cynomolgus monkey 8
30036059 10.1021/acs.jmedchem.8b00807 AMP-activated protein kinase (AMPK) alpha-1/beta-1/gamma-1 6
29466005 10.1021/acs.jmedchem.7b01641 ADMET 3
29466005 10.1021/acs.jmedchem.7b01641 No relevant target 3
29466005 10.1021/acs.jmedchem.7b01641 AMP-activated protein kinase (AMPK) alpha-1/beta-1/gamma-1 3
30036059 10.1021/acs.jmedchem.8b00807 AMP-activated protein kinase, AMPK 2
30036059 10.1021/acs.jmedchem.8b00807 AMPK alpha2/beta2/gamma3 2
30036059 10.1021/acs.jmedchem.8b00807 AMPK alpha2/beta2/gamma1 2
30036059 10.1021/acs.jmedchem.8b00807 AMPK alpha1/beta2/gamma1 2
30036059 10.1021/acs.jmedchem.8b00807 AMPK alpha2/beta1/gamma1 2
30036059 10.1021/acs.jmedchem.8b00807 ADMET 2
29466005 10.1021/acs.jmedchem.7b01641 Organic anion transporter 3 2
29466005 10.1021/acs.jmedchem.7b01641 AMPK alpha2/beta1/gamma1 1
30036059 10.1021/acs.jmedchem.8b00807 Hepatocyte 1
29466005 10.1021/acs.jmedchem.7b01641 AMPK alpha2/beta2/gamma3 1
29466005 10.1021/acs.jmedchem.7b01641 AMPK alpha2/beta2/gamma1 1
29466005 10.1021/acs.jmedchem.7b01641 AMPK alpha1/beta2/gamma1 1
29466005 10.1021/acs.jmedchem.7b01641 Solute carrier family 22 member 6 1
30036059 10.1021/acs.jmedchem.8b00807 5'-AMP-activated protein kinase subunit beta-1 1

Data from ChEMBL 36 via Core Engine