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Compound Detail

CHEMBL298725

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COc1ccc(C(=O)/C(Cc2cc(OC)c(OC)c(OC)c2)=C(\C(=O)[O-])c2ccc3nsnc3c2)cc1F.[Na+]

Basic Information

ChEMBL ID CHEMBL298725
Phase Preclinical
Structure Type MOL
InChI Key RSGMPVJSBAIOBP-IJVOEZGUSA-M
Parent Compound CHEMBL1206706
Active Moiety CHEMBL1206706
4
Targets
4
Activities
2
Assay Types
21
PK Parameters
5
Publications
0
Known Names

Molecular Properties

538.5
MW (Da)
4.83
ALogP
9
HBA
1
HBD
117.1
PSA (Ų)
0.22
QED
1
Ro5 Violations
10
Rot. Bonds

Drug Information

Molecule Type Small molecule
Availability Unknown
Chirality Unknown

Flags

First in Class Prodrug

Extended Properties

Molecular Formula C27H22FN2NaO7S
MW 560.54
Aromatic Rings 4
Heavy Atoms 38
NP-Likeness -0.63

Activity Summary

IC50 2 meas. best 10.49
Kd 2 meas. best 9.5

Target Activity Profile

Target Type Best pChEMBL Mean pChEMBL Best (nM) # Data
Endothelin-1 receptor
CHEMBL4566
IC50 10.49 10.49 0.0 1
Rattus norvegicus
CHEMBL376
Kd 9.5 9.5 0.3 1
Endothelin receptor type B
CHEMBL3949
IC50 6.8 6.8 160.0 1
Oryctolagus cuniculus
CHEMBL374
Kd 6.0 6.0 1000.0 1

Pharmacokinetic Data

Parameter Value Units Species
AUC 2500.0 ng.hr.mL-1 Rattus norvegicus
AUC 15400.0 ng.hr.mL-1 Rattus norvegicus
AUC 1630.0 ng.hr.mL-1 Rattus norvegicus
AUC 21300.0 ng.hr.mL-1 Rattus norvegicus
AUC 3300.0 ng.hr.mL-1 Cercopithecidae
AUC 4260.0 ng.hr.mL-1 Cercopithecidae
CL 6.667 mL.min-1.kg-1 Rattus norvegicus
CL 1.667 mL.min-1.kg-1 Rattus norvegicus
CL 5.0 mL.min-1.kg-1 Cercopithecidae
Cmax 1875.41 nM Rattus norvegicus
Cmax 5867.61 nM Rattus norvegicus
Cmax 7111.69 nM Cercopithecidae
F -30.0 % Rattus norvegicus
F -70.0 % Rattus norvegicus
F -65.0 % Cercopithecidae
T1/2 1.6 hr Rattus norvegicus
T1/2 1.7 hr Rattus norvegicus
T1/2 1.0 hr Cercopithecidae
Tmax 0.5 hr Rattus norvegicus
Tmax 0.5 hr Rattus norvegicus
Tmax 0.5 hr Cercopithecidae

Activity Data Samples

Top measurements by pChEMBL value

Literature References

PubMed DOI Target Context # Activities
9873432 10.1016/s0960-894x(98)00301-1 Rattus norvegicus 35
9873432 10.1016/s0960-894x(98)00301-1 ADMET 8
9873432 10.1016/s0960-894x(98)00301-1 Endothelin-1 receptor 1
9873432 10.1016/s0960-894x(98)00301-1 Endothelin receptor type B 1
9873432 10.1016/s0960-894x(98)00301-1 Oryctolagus cuniculus 1

Data from ChEMBL 36 via Core Engine