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Compound Detail

CHEMBL4558749

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CCC#CC[C@H](C)[C@H](O)/C=C/[C@H]1CCC(=O)N1CCCCCCC(=O)O
ChEMBL ↗ Properties Compare Identifier

Basic Information

ChEMBL ID CHEMBL4558749
Phase Preclinical
Structure Type MOL
InChI Key CBIUADIJQPJQEZ-VIDOSBHOSA-N
4
Targets
6
Activities
3
Assay Types
6
PK Parameters
15
Publications
0
Known Names

Molecular Properties

363.5
MW (Da)
3.37
ALogP
3
HBA
2
HBD
77.8
PSA (Ų)
0.34
QED
0
Ro5 Violations
11
Rot. Bonds

Drug Information

Molecule Type Unknown
Availability Unknown
Chirality Unknown

Flags

Natural Product First in Class Prodrug

Extended Properties

Molecular Formula C21H33NO4
MW 363.50
Aromatic Rings 0
Heavy Atoms 26
NP-Likeness 0.68

Activity Summary

Ki 3 meas. best 8.63
EC50 2 meas. best 9.32
IC50 1 meas. best 4.54

Target Activity Profile

Target Type Best pChEMBL Mean pChEMBL Best (nM) # Data
Prostaglandin E2 receptor EP4 subtype
CHEMBL1836
 EC50 9.32 8.51 0.5 2
Prostaglandin E2 receptor EP4 subtype
CHEMBL1836
 Ki 8.63 8.63 2.3 1
Prostaglandin E2 receptor EP3 subtype
CHEMBL3710
 Ki 6.06 6.06 880.0 1
Prostaglandin E2 receptor EP2 subtype
CHEMBL1881
 Ki 4.92 4.92 12173.0 1
Voltage-gated inwardly rectifying potassium channel KCNH2
CHEMBL240
 IC50 4.54 4.54 29000.0 1

Pharmacokinetic Data

Parameter Value Units Species
CL 8.2 mL.min-1.g-1 Homo sapiens
CL 115.5 mL.min-1.g-1 Homo sapiens
T1/2 2.0 hr Homo sapiens
T1/2 1.0 hr Homo sapiens
T1/2 1.925 hr Homo sapiens
T1/2 2.0 hr Homo sapiens

Activity Data Samples

Top measurements by pChEMBL value

Target Type Rel. Value Units pChEMBL Assay PubMed
Prostaglandin E2 receptor EP4 subtype EC50 = 0.476 nM 9.32 Agonist activity at human EP4 receptor expressed in HEK293T/17 cells assessed as... 30964292
Prostaglandin E2 receptor EP4 subtype Ki = 2.349 nM 8.63 Displacement of [3H]PGE2 from human recombinant EP4 receptor expressed in HEK293... 30964292
Prostaglandin E2 receptor EP4 subtype EC50 = 19.92 nM 7.7 Agonist activity at human EP4 receptor expressed in HEK293T/17 cells assessed as... 30964292
Prostaglandin E2 receptor EP3 subtype Ki = 880.0 nM 6.06 Displacement of [3H]PGE2 from human recombinant EP3 receptor expressed in HEK293... 30964292
Prostaglandin E2 receptor EP2 subtype Ki = 12173.0 nM 4.92 Displacement of [3H]PGE2 from human recombinant EP2 receptor expressed in HEK293... 30964292
Voltage-gated inwardly rectifying potassium channel KCNH2 IC50 = 29000.0 nM 4.54 Inhibition of human ERG expressed in CHOK1 cells assessed as reduction in tail c... 30964292

Literature References

PubMed DOI Target Context # Activities
30964292 10.1021/acs.jmedchem.9b00336 ADMET 29
30964292 10.1021/acs.jmedchem.9b00336 Prostaglandin E2 receptor EP2 subtype 5
30964292 10.1021/acs.jmedchem.9b00336 No relevant target 5
30964292 10.1021/acs.jmedchem.9b00336 Prostaglandin E2 receptor EP4 subtype 3
30964292 10.1021/acs.jmedchem.9b00336 Cytochrome P450 3A 2
30964292 10.1021/acs.jmedchem.9b00336 CHO-K1 2
30964292 10.1021/acs.jmedchem.9b00336 Cytochrome P450 2C8 1
30964292 10.1021/acs.jmedchem.9b00336 Cytochrome P450 2B6 1
30964292 10.1021/acs.jmedchem.9b00336 Cytochrome P450 2C19 1
30964292 10.1021/acs.jmedchem.9b00336 Cytochrome P450 1A 1
30964292 10.1021/acs.jmedchem.9b00336 Cytochrome P450 2D6 1
30964292 10.1021/acs.jmedchem.9b00336 Cytochrome P450 2C9 1
30964292 10.1021/acs.jmedchem.9b00336 Prostaglandin E2 receptor EP3 subtype 1
30964292 10.1021/acs.jmedchem.9b00336 Voltage-gated inwardly rectifying potassium channel KCNH2 1
30964292 10.1021/acs.jmedchem.9b00336 Unchecked 1

Data from ChEMBL 36 via Core Engine