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Compound Detail

CHEMBL5559571

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COc1cc(F)c(O[C@H]2CC[C@@](C)(C(=O)O)CC2)cc1C(=O)N[C@@H]1[C@H]2CC[C@H](C2)[C@@H]1C(=O)NCC1(C)CCC1
ChEMBL ↗ Properties Compare Identifier

Basic Information

ChEMBL ID CHEMBL5559571
Phase Preclinical
Structure Type MOL
InChI Key LYUYYIGCZIZIGF-UNBDJWOASA-N
10
Targets
20
Activities
3
Assay Types
14
PK Parameters
20
Publications
0
Known Names

Molecular Properties

544.7
MW (Da)
4.70
ALogP
5
HBA
3
HBD
114.0
PSA (Ų)
0.42
QED
1
Ro5 Violations
9
Rot. Bonds

Drug Information

Availability Unknown
Chirality Unknown

Flags

First in Class Prodrug

Extended Properties

Molecular Formula C30H41FN2O6
MW 544.66
Aromatic Rings 1
Heavy Atoms 39
NP-Likeness 0.01

Activity Summary

EC50 14 meas. best 10.48
IC50 4 meas. best 5.15
Ki 2 meas. best 4.9

Target Activity Profile

Target Type Best pChEMBL Mean pChEMBL Best (nM) # Data
Relaxin receptor 1
CHEMBL1293316
 EC50 10.48 8.44 0.0 11
Unchecked
CHEMBL612545
 EC50 7.4 7.4 39.8 1
Relaxin receptor 1
CHEMBL3714701
 EC50 6.3 6.3 501.2 1
Relaxin receptor 1
CHEMBL4739859
 EC50 5.31 5.31 4897.8 1
Bile salt export pump
CHEMBL6020
 IC50 5.15 5.15 7100.0 1
Gastrin/cholecystokinin type B receptor
CHEMBL298
 Ki 4.9 4.9 12589.2 1
Thromboxane A2 receptor
CHEMBL2069
 IC50 4.6 4.6 25118.9 1
Gamma-aminobutyric acid receptor subunit beta-1
CHEMBL4558
 Ki 4.5 4.5 31622.8 1
Alpha-1B adrenergic receptor
CHEMBL232
 IC50 4.3 4.3 50118.7 1
Somatostatin receptor type 4
CHEMBL1853
 IC50 4.1 4.1 79432.8 1

Pharmacokinetic Data

Parameter Value Units Species
AUC 1170.0 uM.hr Rattus norvegicus
AUC 463.0 uM.hr Rattus norvegicus
AUC 283.0 uM.hr Macaca fascicularis
CL 29.0 mL.min-1.g-1 Homo sapiens
CL 44.0 mL.min-1.g-1 Homo sapiens
CL 21.0 mL.min-1.kg-1 Rattus norvegicus
CL 9.1 mL.min-1.kg-1 Macaca fascicularis
Cmax 146000.0 nM Rattus norvegicus
Cmax 61000.0 nM Rattus norvegicus
Cmax 62000.0 nM Macaca fascicularis
F 47.0 % Rattus norvegicus
F 12.0 % Macaca fascicularis
T1/2 4.6 hr Rattus norvegicus
T1/2 4.7 hr Macaca fascicularis

Activity Data Samples

Top measurements by pChEMBL value

Target Type Rel. Value Units pChEMBL Assay PubMed
Relaxin receptor 1 EC50 = 0.033 nM 10.48 Agonist activity at human RXFP1 expressed in HEK293 cells assessed as modulation... 38502782
Relaxin receptor 1 EC50 = 0.3162 nM 9.5 Agonist activity at human RXFP1 expressed in CHO-K1 cells assessed as dynamic ma... 38502782
Relaxin receptor 1 EC50 = 0.3162 nM 9.5 Agonist activity at human RXFP1 expressed in CHO-K1 cells assessed as dynamic ma... 38502782
Relaxin receptor 1 EC50 = 0.3162 nM 9.5 Agonist activity at human RXFP1 expressed in CHO-K1 cells assessed as dynamic ma... 38502782
Relaxin receptor 1 EC50 = 1.66 nM 8.78 Agonist activity at human RXFP1 expressed in HEK293 cells assessed as cAMP produ... 38502782
Relaxin receptor 1 EC50 = 15.85 nM 7.8 Agonist activity at human RXFP1 expressed in CHO cells assessed as increase in c... 38502782
Relaxin receptor 1 EC50 = 15.85 nM 7.8 Agonist activity at human RXFP1 expressed in HEK293 cells assessed as cGMP produ... 38502782
Relaxin receptor 1 EC50 = 15.85 nM 7.8 Agonist activity at human RXFP1 expressed in HEK293 cells co-expressing G-alphas... 38502782
Unchecked EC50 = 39.81 nM 7.4 Agonist activity at Cynomolgus monkey RXFP1 expressed in HEK293 cells assessed a... 38502782
Relaxin receptor 1 EC50 = 50.12 nM 7.3 Agonist activity at human RXFP1 expressed in HEK293 cells assessed as ERK phosph... 38502782
Relaxin receptor 1 EC50 = 63.1 nM 7.2 Agonist activity at human RXFP1 expressed in HEK293 cells co-expressing G-alphaz... 38502782
Relaxin receptor 1 EC50 = 66.07 nM 7.18 Agonist activity at human RXFP1 expressed in HEK293 cells coexpressing GRK2 asse... 38502782
Relaxin receptor 1 EC50 = 501.19 nM 6.3 Agonist activity at mouse RXFP1 expressed in CHO-K1 cells assessed as increase i... 38502782
Relaxin receptor 1 EC50 = 4897.79 nM 5.31 Agonist activity at rat RXFP1 expressed in CHO-K1 cells assessed as increase in ... 38502782
Bile salt export pump IC50 = 7100.0 nM 5.15 Inhibition of human BSEP assessed as biliary excretion of bile salts by membrane... 38502782
Gastrin/cholecystokinin type B receptor Ki = 12589.25 nM 4.9 Antagonist activity at human CCKBR 38502782
Thromboxane A2 receptor IC50 = 25118.86 nM 4.6 Inhibition of human TXA2 38502782
Gamma-aminobutyric acid receptor subunit beta-1 Ki = 31622.78 nM 4.5 Inhibition of human Gabrb1 38502782
Alpha-1B adrenergic receptor IC50 = 50118.72 nM 4.3 Inhibition of human ADRA1B 38502782
Somatostatin receptor type 4 IC50 = 79432.82 nM 4.1 Inhibition of human SSTR4 38502782

Literature References

PubMed DOI Target Context # Activities
38502782 10.1021/acs.jmedchem.3c02184 Relaxin receptor 1 33
38502782 10.1021/acs.jmedchem.3c02184 ADMET 27
38502782 10.1021/acs.jmedchem.3c02184 Unchecked 8
38502782 10.1021/acs.jmedchem.3c02184 Rattus norvegicus 3
38502782 10.1021/acs.jmedchem.3c02184 Cynomolgus monkey 3
38502782 10.1021/acs.jmedchem.3c02184 HepG2 2
38502782 10.1021/acs.jmedchem.3c02184 No relevant target 2
38502782 10.1021/acs.jmedchem.3c02184 Sodium channel protein type 5 subunit alpha 1
38502782 10.1021/acs.jmedchem.3c02184 A-type voltage-gated potassium channel KCND3 1
38502782 10.1021/acs.jmedchem.3c02184 Voltage-gated potassium channel 1
38502782 10.1021/acs.jmedchem.3c02184 Gastrin/cholecystokinin type B receptor 1
38502782 10.1021/acs.jmedchem.3c02184 Thromboxane A2 receptor 1
38502782 10.1021/acs.jmedchem.3c02184 Gamma-aminobutyric acid receptor subunit beta-1 1
38502782 10.1021/acs.jmedchem.3c02184 Alpha-1B adrenergic receptor 1
38502782 10.1021/acs.jmedchem.3c02184 Somatostatin receptor type 4 1
38502782 10.1021/acs.jmedchem.3c02184 Translocator protein 1
38502782 10.1021/acs.jmedchem.3c02184 Voltage-gated inwardly rectifying potassium channel KCNH2 1
38502782 10.1021/acs.jmedchem.3c02184 Leucine-rich repeat-containing G-protein coupled receptor 4 1
38502782 10.1021/acs.jmedchem.3c02184 Leucine-rich repeat-containing G-protein coupled receptor 5 1
38502782 10.1021/acs.jmedchem.3c02184 Bile salt export pump 1

Data from ChEMBL 36 via Core Engine