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Compound Detail

CHEMBL5194101

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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)Nc1ccc(F)c(S(F)(F)(F)(F)F)c1

Basic Information

ChEMBL ID CHEMBL5194101
Phase Preclinical
Structure Type MOL
InChI Key CDRWWKJURUZOFS-XOGKYOQESA-N
8
Targets
22
Activities
2
Assay Types
5
PK Parameters
16
Publications
0
Known Names

Molecular Properties

682.7
MW (Da)
7.83
ALogP
5
HBA
3
HBD
114.0
PSA (Ų)
0.23
QED
2
Ro5 Violations
9
Rot. Bonds

Drug Information

Availability Unknown
Chirality Unknown

Flags

First in Class Prodrug

Extended Properties

Molecular Formula C30H33F7N2O6S
MW 682.66
Aromatic Rings 2
Heavy Atoms 46
NP-Likeness -0.21

Activity Summary

EC50 16 meas. best 10.8
IC50 6 meas. best 4.82

Target Activity Profile

Target Type Best pChEMBL Mean pChEMBL Best (nM) # Data
Relaxin receptor 1
CHEMBL1293316
EC50 10.8 9.735 0.0 12
Relaxin receptor 1
CHEMBL4739859
EC50 6.7 6.7 199.5 1
THP-1
CHEMBL614245
IC50 4.82 4.82 15000.0 1
Leucine-rich repeat-containing G-protein coupled receptor 4
CHEMBL6067594
EC50 4.8 4.8 16000.0 1
HepG2
CHEMBL395
IC50 4.77 4.4567 17000.0 3
Sodium channel protein type 5 subunit alpha
CHEMBL1980
IC50 4.68 4.68 21000.0 1
Bile salt export pump
CHEMBL6020
IC50 4.64 4.64 23000.0 1
Lutropin-choriogonadotropic hormone receptor
CHEMBL1854
EC50 4.34 4.34 46000.0 1

Pharmacokinetic Data

Parameter Value Units Species
CL 38.0 mL.min-1.kg-1 Rattus norvegicus
CL 61.0 mL.min-1.g-1 Homo sapiens
F 11.0 % Rattus norvegicus
Fu 0.0015 - Rattus norvegicus
T1/2 2.9 hr Rattus norvegicus

Activity Data Samples

Top measurements by pChEMBL value

Target Type Rel. Value Units pChEMBL Assay PubMed
Relaxin receptor 1 EC50 = 0.016 nM 10.8 Agonist activity at human RXFP1 expressed in HEK293 cells assessed as modulation... 38502782
Relaxin receptor 1 EC50 = 0.01995 nM 10.7 Agonist activity at human RXFP1 expressed in CHO-K1 cells assessed as dynamic ma... 38502782
Relaxin receptor 1 EC50 = 0.02512 nM 10.6 Agonist activity at human RXFP1 expressed in CHO-K1 cells assessed as dynamic ma... 38502782
Relaxin receptor 1 EC50 = 0.02512 nM 10.6 Agonist activity at human RXFP1 expressed in CHO-K1 cells assessed as dynamic ma... 38502782
Relaxin receptor 1 EC50 = 0.03162 nM 10.5 Agonist activity at human RXFP1 expressed in HEK293 cells assessed as cAMP produ... 38502782
Relaxin receptor 1 EC50 = 0.3162 nM 9.5 Agonist activity at human RXFP1 expressed in HEK293 cells co-expressing G-alphas... 38502782
Relaxin receptor 1 EC50 = 0.3981 nM 9.4 Agonist activity at human RXFP1 expressed in T-Rex-CHO-K1 cells assessed as stim... 38502780
Relaxin receptor 1 EC50 = 0.3981 nM 9.4 Agonist activity at human RXFP1 expressed in CHO cells assessed as increase in c... 38502782
Relaxin receptor 1 EC50 = 0.3981 nM 9.4 Agonist activity at human RXFP1 expressed in HEK293 cells assessed as cGMP produ... 38502782
Relaxin receptor 1 EC50 = 1.514 nM 8.82 Agonist activity at human RXFP1 expressed in HEK293 cells coexpressing GRK2 asse... 38502782
Relaxin receptor 1 EC50 = 2.512 nM 8.6 Agonist activity at human RXFP1 expressed in HEK293 cells co-expressing G-alphaz... 38502782
Relaxin receptor 1 EC50 = 3.162 nM 8.5 Agonist activity at human RXFP1 expressed in HEK293 cells assessed as ERK phosph... 38502782
Relaxin receptor 1 EC50 = 199.53 nM 6.7 Agonist activity at rat RXFP1 expressed in T-Rex-CHO-K1 cells assessed as stimul... 38502780
THP-1 IC50 = 15000.0 nM 4.82 Cytotoxicity against human THP-1 cells assessed as reduction of cell viability i... 38502780
Leucine-rich repeat-containing G-protein coupled receptor 4 EC50 = 16000.0 nM 4.8 Agonist activity at LGR4 (unknown origin) by arrestin technology based assay 38502780
HepG2 IC50 = 17000.0 nM 4.77 Cytotoxicity against human HepG2 cells cultured as C3a spheroids assessed as red... 38502780
Sodium channel protein type 5 subunit alpha IC50 = 21000.0 nM 4.68 Inhibition of human Nav1.5 by automated electrophysiology recording 38502780
Bile salt export pump IC50 = 23000.0 nM 4.64 Inhibition of BSEP (unknown origin) by membrane vesicle assay 38502780
HepG2 IC50 = 37000.0 nM 4.43 Cytotoxicity against human HepG2 cells cultured under galactose condition assess... 38502780
Lutropin-choriogonadotropic hormone receptor EC50 = 46000.0 nM 4.34 Agonist activity at LSHR (unknown origin) by arrestin technology based assay 38502780

Literature References

PubMed DOI Target Context # Activities
38502782 10.1021/acs.jmedchem.3c02184 Relaxin receptor 1 29
38502780 10.1021/acs.jmedchem.3c02183 ADMET 12
38502780 10.1021/acs.jmedchem.3c02183 Relaxin receptor 1 10
38502782 10.1021/acs.jmedchem.3c02184 ADMET 6
38502780 10.1021/acs.jmedchem.3c02183 No relevant target 3
38502780 10.1021/acs.jmedchem.3c02183 HepG2 3
38502780 10.1021/acs.jmedchem.3c02183 Unchecked 3
38502782 10.1021/acs.jmedchem.3c02184 No relevant target 2
35978692 10.1021/acsmedchemlett.2c00321 Relaxin receptor 1 1
38502780 10.1021/acs.jmedchem.3c02183 THP-1 1
38502780 10.1021/acs.jmedchem.3c02183 Bile salt export pump 1
38502780 10.1021/acs.jmedchem.3c02183 Voltage-gated inwardly rectifying potassium channel KCNH2 1
38502780 10.1021/acs.jmedchem.3c02183 Sodium channel protein type 5 subunit alpha 1
38502780 10.1021/acs.jmedchem.3c02183 A-type voltage-gated potassium channel KCND3 1
38502780 10.1021/acs.jmedchem.3c02183 Leucine-rich repeat-containing G-protein coupled receptor 4 1
38502780 10.1021/acs.jmedchem.3c02183 Lutropin-choriogonadotropic hormone receptor 1

Data from ChEMBL 36 via Core Engine