Compound Detail
CHEMBL4249790
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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(Cl)c(-c3ccc(C4(O)CCC4)cc3)cc12
Basic Information
| ChEMBL ID | CHEMBL4249790 |
| Phase | Preclinical |
| Structure Type | MOL |
| InChI Key | LTLTUJCGZGVBTO-DCIKREJASA-N |
4
Targets
5
Activities
3
Assay Types
17
PK Parameters
12
Publications
0
Known Names
Molecular Properties
517.9
MW (Da)
1.91
ALogP
8
HBA
6
HBD
169.5
PSA (Ų)
0.28
QED
2
Ro5 Violations
5
Rot. Bonds
Drug Information
| Molecule Type | Small molecule |
| Availability | Unknown |
| Chirality | Unknown |
Activity Summary
EC50 3 meas. best 7.42
IC50 1 meas. best 4.96
Kd 1 meas. best 6.95
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 | 7.42 | 7.42 | 38.1 | 1 |
| AMP-activated protein kinase (AMPK) alpha-1/beta-1/gamma-1 CHEMBL2111345 | Kd | 6.95 | 6.95 | 112.9 | 1 |
| AMPK alpha2/beta1/gamma1 CHEMBL3038455 | EC50 | 6.56 | 6.56 | 275.0 | 1 |
| AMP-activated protein kinase, AMPK CHEMBL2096907 | EC50 | 5.49 | 5.49 | 3270.0 | 1 |
| 5'-AMP-activated protein kinase subunit beta-1 CHEMBL3847 | IC50 | 4.96 | 4.96 | 11000.0 | 1 |
Pharmacokinetic Data
| Parameter | Value | Units | Species |
|---|---|---|---|
| AUC | 101.0 | ng.hr.mL-1 | Rattus norvegicus |
| AUC | 8850.0 | ng.hr.mL-1 | Rattus norvegicus |
| AUC | 303.0 | ng.hr.mL-1 | Macaca fascicularis |
| AUC | 1750.0 | ng.hr.mL-1 | Macaca fascicularis |
| CL | 0.99 | mL.min-1.kg-1 | Rattus norvegicus |
| CL | 9.85 | mL.min-1.kg-1 | Macaca fascicularis |
| Fu | 0.0018 | - | Rattus norvegicus |
| Fu | 0.028 | - | Macaca mulatta |
| Fu | 0.019 | - | Homo sapiens |
| T1/2 | 21.0 | hr | - |
| T1/2 | 0.0055 | hr | Homo sapiens |
| T1/2 | 6.667 | hr | Homo sapiens |
| T1/2 | 6.96 | hr | Rattus norvegicus |
| T1/2 | 18.0 | hr | Macaca fascicularis |
| T1/2 | 4.0 | hr | Rattus norvegicus |
| T1/2 | 4.0 | hr | Homo sapiens |
| T1/2 | 4.0 | hr | Macaca mulatta |
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 | = | 38.1 | nM | 7.42 | Activation of full-length recombinant N-terminal His-tagged human AMPKalpha1beta... | 30036059 |
| AMP-activated protein kinase (AMPK) alpha-1/beta-1/gamma-1 | Kd | = | 112.9 | nM | 6.95 | Binding affinity to Bap-tagged human AMPKalpha1beta1gamma1 expressed in Escheric... | 30036059 |
| AMPK alpha2/beta1/gamma1 | EC50 | = | 275.0 | nM | 6.56 | Activation of full-length recombinant N-terminal His-tagged human AMPKalpha2beta... | 30036059 |
| AMP-activated protein kinase, AMPK | EC50 | = | 3270.0 | nM | 5.49 | Activation of AMPK in cryopreserved human hepatocytes assessed as increase in ph... | 30036059 |
| 5'-AMP-activated protein kinase subunit beta-1 | IC50 | = | 11000.0 | nM | 4.96 | Activation of recombinant AMPKbeta1 in cryopreserved human hepatocytes assessed ... | 30036059 |
Literature References
| PubMed | DOI | Target Context | # Activities |
|---|---|---|---|
| 30036059 | 10.1021/acs.jmedchem.8b00807 | ADMET | 11 |
| 30036059 | 10.1021/acs.jmedchem.8b00807 | AMP-activated protein kinase (AMPK) alpha-1/beta-1/gamma-1 | 6 |
| 30036059 | 10.1021/acs.jmedchem.8b00807 | Rattus norvegicus | 5 |
| 30036059 | 10.1021/acs.jmedchem.8b00807 | Hepatocyte | 5 |
| 30036059 | 10.1021/acs.jmedchem.8b00807 | Cynomolgus monkey | 5 |
| 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 | AMP-activated protein kinase, AMPK | 2 |
| 30036059 | 10.1021/acs.jmedchem.8b00807 | 5'-AMP-activated protein kinase subunit beta-1 | 1 |
Data from ChEMBL 36 via Core Engine