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Compound Detail

CHEMBL2181928

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C[C@@H]1CN(c2ccc3c(n2)NC(=O)CO3)[C@H](c2ccccc2)CO1
ChEMBL ↗ Properties Compare Identifier

Basic Information

ChEMBL ID CHEMBL2181928
Phase Preclinical
Structure Type MOL
InChI Key NDBQYPUELRHJBZ-OCCSQVGLSA-N
3
Targets
10
Activities
2
Assay Types
18
PK Parameters
20
Publications
0
Known Names

Molecular Properties

325.4
MW (Da)
2.38
ALogP
5
HBA
1
HBD
63.7
PSA (Ų)
0.92
QED
0
Ro5 Violations
2
Rot. Bonds

Drug Information

Molecule Type Small molecule
Availability Unknown
Chirality Unknown

Flags

First in Class Prodrug

Extended Properties

Molecular Formula C18H19N3O3
MW 325.37
Aromatic Rings 2
Heavy Atoms 24
NP-Likeness -0.69

Activity Summary

IC50 8 meas. best 8.49
Ki 2 meas. best 8.2

Target Activity Profile

Target Type Best pChEMBL Mean pChEMBL Best (nM) # Data
Mineralocorticoid receptor
CHEMBL3507
 IC50 8.49 8.49 3.2 1
Mineralocorticoid receptor
CHEMBL1994
 Ki 8.2 7.9 6.3 2
Mineralocorticoid receptor
CHEMBL1994
 IC50 7.6 7.3083 25.0 6
Glucocorticoid receptor
CHEMBL2034
 IC50 6.22 6.22 597.0 1

Pharmacokinetic Data

Parameter Value Units Species
AUC 13500.0 ng.hr.mL-1 Rattus norvegicus
AUC 9410.0 ng.hr.mL-1 Rattus norvegicus
AUC 2850.0 ng.hr.mL-1 Rattus norvegicus
CL 11.75 mL.min-1.g-1 Homo sapiens
CL 52.48 uL.min-1.(10^6cells)-1 Rattus norvegicus
CL 5.37 mL.min-1.kg-1 Canis lupus familiaris
CL 38.3 mL.min-1.g-1 Canis lupus familiaris
CL 141.0 mL.min-1.kg-1 Rattus norvegicus
CL 6.9 mL.min-1.g-1 Homo sapiens
CL 287.0 mL.min-1.g-1 Rattus norvegicus
F 65.0 % Canis lupus familiaris
F 4.0 % Rattus norvegicus
Fu 0.15 - Homo sapiens
Fu 0.136 - Canis lupus familiaris
Fu 0.15 - Rattus norvegicus
Fu 0.8 - Homo sapiens
T1/2 17.7 hr Canis lupus familiaris
T1/2 0.65 hr Rattus norvegicus

Activity Data Samples

Top measurements by pChEMBL value

Target Type Rel. Value Units pChEMBL Assay PubMed
Mineralocorticoid receptor IC50 = 3.2 nM 8.49 Antagonist activity at rat GAL4-DBD fused MR ligand binding domain transfected i... 29300474
Mineralocorticoid receptor Ki = 6.3 nM 8.2 Displacement of [3H]-aldosterone from human GST-tagged MR ligand binding domain ... 29300474
Mineralocorticoid receptor IC50 = 25.0 nM 7.6 Displacement of [3H]-aldosterone from human GST-tagged MR ligand binding domain ... 29300474
Mineralocorticoid receptor Ki = 25.12 nM 7.6 Displacement of [3H]-aldosterone to human mineralocorticoid receptor LBD by radi... 30596500
Mineralocorticoid receptor IC50 = 33.0 nM 7.48 Antagonist activity at human GAL4-DBD fused MR ligand binding domain transfected... 29300474
Mineralocorticoid receptor IC50 = 44.0 nM 7.36 Antagonist activity at mineralocorticoid receptor in human Huh7 cells by lucifer... 22866979
Mineralocorticoid receptor IC50 = 44.0 nM 7.36 Antagonist activity at human GAL4-DBD fused MR ligand binding domain transfected... 29300474
Mineralocorticoid receptor IC50 = 44.4 nM 7.35 Antagonist activity at Gal4-fused MR LBD (unknown origin) expressed in human Huh... 28051871
Mineralocorticoid receptor IC50 = 199.53 nM 6.7 Antagonist activity at gal4-fused human mineralocorticoid receptor LBD expressed... 30596500
Glucocorticoid receptor IC50 = 597.0 nM 6.22 Binding affinity to GR (unknown origin) expressed in human IM9 cells 29300474

Literature References

PubMed DOI Target Context # Activities
29300474 10.1021/acs.jmedchem.7b01515 Rattus norvegicus 10
29300474 10.1021/acs.jmedchem.7b01515 Mineralocorticoid receptor 5
- 10.6019/CHEMBL3301361 ADMET 4
29300474 10.1021/acs.jmedchem.7b01515 Liver 4
29300474 10.1021/acs.jmedchem.7b01515 Canis familiaris 4
30596500 10.1021/acs.jmedchem.8b01523 Mineralocorticoid receptor 3
29300474 10.1021/acs.jmedchem.7b01515 Plasma 3
29300474 10.1021/acs.jmedchem.7b01515 Glucocorticoid receptor 3
29300474 10.1021/acs.jmedchem.7b01515 Unchecked 2
29300474 10.1021/acs.jmedchem.7b01515 ADMET 2
29300474 10.1021/acs.jmedchem.7b01515 No relevant target 2
29300474 10.1021/acs.jmedchem.7b01515 Progesterone receptor 2
29300474 10.1021/acs.jmedchem.7b01515 Androgen receptor 2
29300474 10.1021/acs.jmedchem.7b01515 Voltage-gated inwardly rectifying potassium channel KCNH2 1
29300474 10.1021/acs.jmedchem.7b01515 Salmonella typhimurium 1
29300474 10.1021/acs.jmedchem.7b01515 MDCKII-LE 1
28051871 10.1021/acs.jmedchem.6b01065 Mineralocorticoid receptor 1
- 10.6019/CHEMBL3301361 No relevant target 1
29300474 10.1021/acs.jmedchem.7b01515 Estrogen receptor 1
30596500 10.1021/acs.jmedchem.8b01523 No relevant target 1

Data from ChEMBL 36 via Core Engine