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Compound Detail

CHEMBL4588223

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COc1ccccc1OCCNCC1COC(c2ccccc2)(c2ccccc2)OC1.O=C(O)C(=O)O

Basic Information

ChEMBL ID CHEMBL4588223
Phase Preclinical
Structure Type MOL
InChI Key KRDMUTPPUQEEPQ-UHFFFAOYSA-N
Parent Compound CHEMBL4594654
Active Moiety CHEMBL4594654
5
Targets
5
Activities
2
Assay Types
9
PK Parameters
9
Publications
0
Known Names

Molecular Properties

419.5
MW (Da)
4.23
ALogP
5
HBA
1
HBD
49.0
PSA (Ų)
0.53
QED
0
Ro5 Violations
9
Rot. Bonds

Drug Information

Molecule Type Unknown
Availability Unknown
Chirality Unknown

Flags

First in Class Prodrug

Extended Properties

Molecular Formula C28H31NO8
MW 509.56
Aromatic Rings 3
Heavy Atoms 31
NP-Likeness 0.08

Activity Summary

Ki 4 meas. best 8.79
IC50 1 meas. best 4.51

Target Activity Profile

Target Type Best pChEMBL Mean pChEMBL Best (nM) # Data
5-hydroxytryptamine receptor 1A
CHEMBL214
Ki 8.79 8.79 1.6 1
Alpha-1D adrenergic receptor
CHEMBL223
Ki 7.6 7.6 25.1 1
Alpha-1B adrenergic receptor
CHEMBL232
Ki 7.5 7.5 31.6 1
Alpha-1A adrenergic receptor
CHEMBL229
Ki 7.47 7.47 33.9 1
SH-SY5Y
CHEMBL614910
IC50 4.51 4.51 31200.0 1

Pharmacokinetic Data

Parameter Value Units Species
AUC 18.1 nmol/g.min Rattus norvegicus
AUC 7173.4 nmol/g.min Rattus norvegicus
Cmax 95.0 nM Rattus norvegicus
Cmax 157.9 nmol/g Rattus norvegicus
T1/2 1.71 hr Rattus norvegicus
T1/2 0.1033 hr Rattus norvegicus
T1/2 2.367 hr Rattus norvegicus
Tmax 0.5 hr Rattus norvegicus
Tmax 1.0 hr Rattus norvegicus

Activity Data Samples

Top measurements by pChEMBL value

Literature References

PubMed DOI Target Context # Activities
31112892 10.1016/j.ejmech.2019.05.024 ADMET 16
31112892 10.1016/j.ejmech.2019.05.024 Rattus norvegicus 10
31112892 10.1016/j.ejmech.2019.05.024 SH-SY5Y 7
31112892 10.1016/j.ejmech.2019.05.024 5-hydroxytryptamine receptor 1A 3
31112892 10.1016/j.ejmech.2019.05.024 Mus musculus 2
31112892 10.1016/j.ejmech.2019.05.024 Alpha-1A adrenergic receptor 2
31112892 10.1016/j.ejmech.2019.05.024 Alpha-1B adrenergic receptor 2
31112892 10.1016/j.ejmech.2019.05.024 Alpha-1D adrenergic receptor 2
31112892 10.1016/j.ejmech.2019.05.024 Unchecked 1

Data from ChEMBL 36 via Core Engine