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Compound Detail

CHEMBL2298601

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CCN(CC)C(=O)[C@H]1CC[C@H]2[C@@H]3CC[C@H]4N(C)C(=O)CC[C@]4(C)[C@H]3CC[C@]12C
ChEMBL ↗ Properties Compare Identifier

Basic Information

ChEMBL ID CHEMBL2298601
Phase Preclinical
Structure Type MOL
InChI Key GNWBLLYJQXKPIP-ZOGIJGBBSA-N
6
Targets
16
Activities
2
Assay Types
0
PK Parameters
18
Publications
0
Known Names

Molecular Properties

388.6
MW (Da)
4.33
ALogP
2
HBA
0
HBD
40.6
PSA (Ų)
0.72
QED
0
Ro5 Violations
3
Rot. Bonds

Drug Information

Molecule Type Small molecule
Availability Unknown
Chirality Unknown

Flags

First in Class Prodrug

Extended Properties

Molecular Formula C24H40N2O2
MW 388.60
Aromatic Rings 0
Heavy Atoms 28
NP-Likeness 0.90

Activity Summary

IC50 10 meas. best 9.64
Ki 6 meas. best 8.7

Target Activity Profile

Target Type Best pChEMBL Mean pChEMBL Best (nM) # Data
3-oxo-5-alpha-steroid 4-dehydrogenase 2
CHEMBL1856
 IC50 9.64 8.64 0.2 4
3-oxo-5-alpha-steroid 4-dehydrogenase 1
CHEMBL1787
 IC50 8.77 8.575 1.7 2
3-oxo-5-alpha-steroid 4-dehydrogenase 2
CHEMBL1856
 Ki 8.7 8.7 2.0 1
3-oxo-5-alpha-steroid 4-dehydrogenase 1
CHEMBL1787
 Ki 8.52 8.41 3.0 2
Steroid 5-alpha-reductase
CHEMBL2096664
 Ki 8.3 8.3 5.0 1
Unchecked
CHEMBL612545
 Ki 8.14 7.92 7.3 2
Steroid 5-alpha-reductase
CHEMBL2096664
 IC50 8.02 7.99 9.5 2
Androgen receptor
CHEMBL3056
 IC50 6.33 6.33 463.0 1
Androgen receptor
CHEMBL3072
 IC50 5.55 5.55 2800.0 1

Activity Data Samples

Top measurements by pChEMBL value

Target Type Rel. Value Units pChEMBL Assay PubMed
3-oxo-5-alpha-steroid 4-dehydrogenase 2 IC50 = 0.23 nM 9.64 In vitro inhibitory activity against human type 2 5-alpha reductase 8057283
3-oxo-5-alpha-steroid 4-dehydrogenase 1 IC50 = 1.7 nM 8.77 Inhibitory concentration was tested on human 5-alpha reductase 1 isozyme 9135028
3-oxo-5-alpha-steroid 4-dehydrogenase 2 IC50 = 1.9 nM 8.72 Inhibition of human 5-alpha reductase 2 isozyme. 9135028
3-oxo-5-alpha-steroid 4-dehydrogenase 2 Ki = 2.0 nM 8.7 Inhibition of type-2 human steroid 5-alpha-reductase. -
3-oxo-5-alpha-steroid 4-dehydrogenase 1 Ki = 3.0 nM 8.52 Inhibition of type-1 human steroid 5-alpha-reductase -
3-oxo-5-alpha-steroid 4-dehydrogenase 1 IC50 = 4.14 nM 8.38 In vitro inhibition of human steroid 5-alpha-reductase type I in Du-145 cells 7707319
Steroid 5-alpha-reductase Ki = 5.0 nM 8.3 Apparent inhibitory constant value for rat prostatic steroid 5alpha reductase wa... 3783591
3-oxo-5-alpha-steroid 4-dehydrogenase 1 Ki = 5.0 nM 8.3 In vitro inhibitory activity against human type 1 5-alpha reductase 8057283
Unchecked Ki = 7.3 nM 8.14 Compound was evaluated for in vitro inhibition of Testosterone 5 alpha-Reductase... 4009607
3-oxo-5-alpha-steroid 4-dehydrogenase 2 IC50 = 7.48 nM 8.13 In vitro inhibition of human steroid 5-alpha-reductase type 2 in SW-13-transfect... 7707319
3-oxo-5-alpha-steroid 4-dehydrogenase 2 IC50 = 8.6 nM 8.07 Inhibitory activity against human prostatic Steroid 5-alpha-reductase -
Steroid 5-alpha-reductase IC50 = 9.5 nM 8.02 Inhibition of rat 5-alpha reductase isozyme. 9135028
Steroid 5-alpha-reductase IC50 = 11.0 nM 7.96 In vitro inhibitory activity against rat prostatic steroid 5-alpha-reductase 3783591
Unchecked Ki = 20.0 nM 7.7 In vitro inhibitory activity against human adrenal 3-beta hydroxy-delta 5-teroid... 8057283
Androgen receptor IC50 = 463.0 nM 6.33 In vitro inhibition of DHT (dihydrotestosterone) on proliferation of androgen-se... 7707319
Androgen receptor IC50 = 2800.0 nM 5.55 In vitro antagonist activity against rat prostatic androgen receptor (AR) 3783591

Literature References

PubMed DOI Target Context # Activities
- 10.1007/s00044-012-0456-5 Unchecked 2
4009607 10.1021/jm00383a026 Unchecked 2
3783591 10.1021/jm00161a028 Steroid 5-alpha-reductase 2
3783591 10.1021/jm00161a028 Androgen receptor 1
7707319 10.1021/jm00007a013 Androgen receptor 1
7707319 10.1021/jm00007a013 3-oxo-5-alpha-steroid 4-dehydrogenase 2 1
7707319 10.1021/jm00007a013 3-oxo-5-alpha-steroid 4-dehydrogenase 1 1
6502599 10.1021/jm00378a028 3-oxo-5-alpha-steroid 4-dehydrogenase 1 1
8057283 10.1021/jm00041a014 Unchecked 1
8057283 10.1021/jm00041a014 3-oxo-5-alpha-steroid 4-dehydrogenase 2 1
8057283 10.1021/jm00041a014 3-oxo-5-alpha-steroid 4-dehydrogenase 1 1
9135028 10.1021/jm960697s Steroid 5-alpha-reductase 1
3783591 10.1021/jm00161a028 3-oxo-5-alpha-steroid 4-dehydrogenase 2 1
- 10.1016/0960-894X(96)00054-6 3-oxo-5-alpha-steroid 4-dehydrogenase 2 1
- 10.1016/0960-894X(96)00054-6 3-oxo-5-alpha-steroid 4-dehydrogenase 1 1
- 10.1016/S0960-894X(01)80861-1 3-oxo-5-alpha-steroid 4-dehydrogenase 2 1
9135028 10.1021/jm960697s 3-oxo-5-alpha-steroid 4-dehydrogenase 2 1
9135028 10.1021/jm960697s 3-oxo-5-alpha-steroid 4-dehydrogenase 1 1

Data from ChEMBL 36 via Core Engine