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Compound Detail

CHEMBL25193

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CC(C)Cc1ccc([C@H](C)Oc2ccc(C(=O)c3cn(CCCC(=O)O)c4ccccc34)cc2)cc1

Basic Information

ChEMBL ID CHEMBL25193
Phase Preclinical
Structure Type MOL
InChI Key SMSOYFGWXDACGL-QFIPXVFZSA-N
3
Targets
3
Activities
1
Assay Types
9
PK Parameters
8
Publications
0
Known Names

Molecular Properties

483.6
MW (Da)
7.08
ALogP
4
HBA
1
HBD
68.5
PSA (Ų)
0.23
QED
1
Ro5 Violations
11
Rot. Bonds

Drug Information

Molecule Type Small molecule
Availability Unknown
Chirality Unknown

Flags

First in Class Prodrug

Extended Properties

Molecular Formula C31H33NO4
MW 483.61
Aromatic Rings 4
Heavy Atoms 36
NP-Likeness -0.75

Activity Summary

IC50 3 meas. best 9.0

Target Activity Profile

Target Type Best pChEMBL Mean pChEMBL Best (nM) # Data
Steroid 5-alpha-reductase
CHEMBL2096664
IC50 9.0 9.0 1.0 1
3-oxo-5-alpha-steroid 4-dehydrogenase 2
CHEMBL1856
IC50 8.4 8.4 4.0 1
3-oxo-5-alpha-steroid 4-dehydrogenase 1
CHEMBL1787
IC50 7.4 7.4 40.0 1

Pharmacokinetic Data

Parameter Value Units Species
CL 11.0 mL.min-1.kg-1 Rattus norvegicus
CL 2.4 mL.min-1.kg-1 Canis lupus familiaris
F 56.0 % Rattus norvegicus
F 86.0 % Canis lupus familiaris
T1/2 3.7 hr Rattus norvegicus
T1/2 1.9 hr Canis lupus familiaris
T1/2 10.0 hr Canis lupus familiaris
Vd 3.6 L.kg-1 Rattus norvegicus
Vd 0.9 L.kg-1 Canis lupus familiaris

Activity Data Samples

Top measurements by pChEMBL value

Literature References

PubMed DOI Target Context # Activities
- 10.1016/S0960-894X(96)00261-2 Canis familiaris 5
- 10.1016/S0960-894X(96)00261-2 Rattus norvegicus 4
9135028 10.1021/jm960697s Steroid 5-alpha-reductase 1
9135028 10.1021/jm960697s 3-oxo-5-alpha-steroid 4-dehydrogenase 1 1
9135028 10.1021/jm960697s 3-oxo-5-alpha-steroid 4-dehydrogenase 2 1
- 10.1016/S0960-894X(96)00261-2 Steroid 5-alpha-reductase 1
- 10.1016/S0960-894X(96)00261-2 3-oxo-5-alpha-steroid 4-dehydrogenase 1 1
- 10.1016/S0960-894X(96)00261-2 3-oxo-5-alpha-steroid 4-dehydrogenase 2 1

Data from ChEMBL 36 via Core Engine