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Compound Detail

CHEMBL1650654

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Nc1cccc(-c2c(O)ccc3cc(-c4cccc(O)c4)ccc23)c1

Basic Information

ChEMBL ID CHEMBL1650654
Phase Preclinical
Structure Type MOL
InChI Key DMEBSJDKEXDYPF-UHFFFAOYSA-N
8
Targets
8
Activities
1
Assay Types
6
PK Parameters
14
Publications
0
Known Names

Molecular Properties

327.4
MW (Da)
5.17
ALogP
3
HBA
3
HBD
66.5
PSA (Ų)
0.45
QED
1
Ro5 Violations
2
Rot. Bonds

Drug Information

Molecule Type Small molecule
Availability Unknown
Chirality Unknown

Flags

First in Class Prodrug

Extended Properties

Molecular Formula C22H17NO2
MW 327.38
Aromatic Rings 4
Heavy Atoms 25
NP-Likeness 0.38

Activity Summary

IC50 8 meas. best 7.28

Target Activity Profile

Target Type Best pChEMBL Mean pChEMBL Best (nM) # Data
17-beta-hydroxysteroid dehydrogenase type 1
CHEMBL3181
IC50 7.28 7.28 53.0 1
Cytochrome P450 2C19
CHEMBL3622
IC50 6.17 6.17 680.0 1
Cytochrome P450 3A4
CHEMBL340
IC50 5.97 5.97 1070.0 1
Cytochrome P450 2C9
CHEMBL3397
IC50 5.9 5.9 1250.0 1
17-beta-hydroxysteroid dehydrogenase type 2
CHEMBL2789
IC50 5.75 5.75 1757.0 1
Cytochrome P450 1A2
CHEMBL3356
IC50 4.98 4.98 10450.0 1
Cytochrome P450 2B6
CHEMBL4729
IC50 4.98 4.98 10400.0 1
Cytochrome P450 2D6
CHEMBL289
IC50 4.4 4.4 40000.0 1

Pharmacokinetic Data

Parameter Value Units Species
AUC 337.0 ng.hr.mL-1 Rattus norvegicus
CL 93.0 uL/min Rattus norvegicus
Cmax 134.4 nM Rattus norvegicus
T1/2 0.8333 hr Rattus norvegicus
T1/2 1.6 hr Rattus norvegicus
Tmax 2.0 hr Rattus norvegicus

Activity Data Samples

Top measurements by pChEMBL value

Literature References

PubMed DOI Target Context # Activities
21189020 10.1021/jm1009082 Rattus norvegicus 6
21189020 10.1021/jm1009082 17-beta-hydroxysteroid dehydrogenase type 1 4
21189020 10.1021/jm1009082 17-beta-hydroxysteroid dehydrogenase type 2 3
21189020 10.1021/jm1009082 Liver microsomes 2
21189020 10.1021/jm1009082 Caco-2 1
21189020 10.1021/jm1009082 Estrogen receptor beta 1
21189020 10.1021/jm1009082 Estrogen receptor 1
21189020 10.1021/jm1009082 Unchecked 1
21189020 10.1021/jm1009082 Cytochrome P450 1A2 1
21189020 10.1021/jm1009082 Cytochrome P450 2B6 1
21189020 10.1021/jm1009082 Cytochrome P450 2C9 1
21189020 10.1021/jm1009082 Cytochrome P450 2C19 1
21189020 10.1021/jm1009082 Cytochrome P450 2D6 1
21189020 10.1021/jm1009082 Cytochrome P450 3A4 1

Data from ChEMBL 36 via Core Engine