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Compound Detail

CHEMBL4285743

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O=C(c1ccc(-c2cccc(NS(=O)(=O)c3ccccc3OC(F)(F)F)c2)s1)c1cc(F)c(F)c(O)c1F

Basic Information

ChEMBL ID CHEMBL4285743
Phase Preclinical
Structure Type MOL
InChI Key RKOXKEAQCMCSPB-UHFFFAOYSA-N
4
Targets
13
Activities
1
Assay Types
10
PK Parameters
20
Publications
0
Known Names

Molecular Properties

573.5
MW (Da)
6.47
ALogP
6
HBA
2
HBD
92.7
PSA (Ų)
0.15
QED
2
Ro5 Violations
7
Rot. Bonds

Drug Information

Molecule Type Small molecule
Availability Unknown
Chirality Unknown

Flags

First in Class Prodrug

Extended Properties

Molecular Formula C24H13F6NO5S2
MW 573.49
Aromatic Rings 4
Heavy Atoms 38
NP-Likeness -1.37

Activity Summary

IC50 13 meas. best 8.7

Target Activity Profile

Target Type Best pChEMBL Mean pChEMBL Best (nM) # Data
17-beta-hydroxysteroid dehydrogenase type 2
CHEMBL2789
IC50 8.7 8.684 2.0 5
17-beta-hydroxysteroid dehydrogenase type 1
CHEMBL3181
IC50 8.22 8.22 6.0 3
Estradiol 17-beta-dehydrogenase 2
CHEMBL1914270
IC50 7.61 7.6025 24.5 4
17-beta-hydroxysteroid dehydrogenase type 1
CHEMBL1914269
IC50 5.75 5.75 1764.0 1

Pharmacokinetic Data

Parameter Value Units Species
AUC 434.0 ng.hr.mL-1 Mus musculus
Cmax 252.0 nM Mus musculus
T1/2 1.0 hr Homo sapiens
T1/2 0.7667 hr Mus musculus
T1/2 0.7667 hr Mus musculus
T1/2 1.0 hr Homo sapiens
T1/2 1.0 hr Homo sapiens
T1/2 0.7667 hr Mus musculus
T1/2 1.0 hr Homo sapiens
Tmax 2.0 hr Mus musculus

Activity Data Samples

Top measurements by pChEMBL value

Target Type Rel. Value Units pChEMBL Assay PubMed
17-beta-hydroxysteroid dehydrogenase type 2 IC50 = 2.0 nM 8.7 Inhibition of human placental microsomal fraction 17beta-HSD2 using [3H]-E2 as s... 30480443
17-beta-hydroxysteroid dehydrogenase type 2 IC50 = 2.0 nM 8.7 Inhibition of human placental microsomal fraction 17beta-HSD2 using [3H]-E2 as s... 31343176
17-beta-hydroxysteroid dehydrogenase type 2 IC50 = 2.0 nM 8.7 Inhibition of human placental microsomal fraction 17beta-HSD2 using [3H]-E2 as s... 31176098
17-beta-hydroxysteroid dehydrogenase type 2 IC50 = 2.0 nM 8.7 Inhibition of human placental microsomal fraction 17beta-HSD2 using [3H]-E2 as s... 30645111
17-beta-hydroxysteroid dehydrogenase type 2 IC50 = 2.4 nM 8.62 Inhibition of 17beta-HSD2 in human using MDA-MB-231 cells using [3H]-E2 as subst... 30645111
17-beta-hydroxysteroid dehydrogenase type 1 IC50 = 6.0 nM 8.22 Inhibition of human placental cytosolic 17beta-HSD1 using [3H]-E1 as substrate a... 30480443
17-beta-hydroxysteroid dehydrogenase type 1 IC50 = 6.0 nM 8.22 Inhibition of human placental cytosolic fraction 17beta-HSD1 using [3H]-E1 as su... 31176098
17-beta-hydroxysteroid dehydrogenase type 1 IC50 = 6.0 nM 8.22 Inhibition of human placental cytosolic fraction 17beta-HSD1 using [3H]-E1 as su... 30645111
Estradiol 17-beta-dehydrogenase 2 IC50 = 24.5 nM 7.61 Inhibition of mouse liver homogenate 17beta-HSD2 using [3H]-E2 as substrate in p... 30645111
Estradiol 17-beta-dehydrogenase 2 IC50 = 25.0 nM 7.6 Inhibition of mouse microsomal fraction 17beta-HSD2 using [3H]-E2 as substrate a... 30480443
Estradiol 17-beta-dehydrogenase 2 IC50 = 25.0 nM 7.6 Inhibition of mouse liver homogenate 17beta-HSD2 using [3H]-E2 as substrate in p... 31343176
Estradiol 17-beta-dehydrogenase 2 IC50 = 25.0 nM 7.6 Inhibition of mouse liver homogenate 17beta-HSD2 using [3H]-E2 as substrate in p... 31176098
17-beta-hydroxysteroid dehydrogenase type 1 IC50 = 1764.0 nM 5.75 Inhibition of recombinant mouse 17beta-HSD1 expressed in HEK293 cells using [3H]... 30645111

Literature References

PubMed DOI Target Context # Activities
30645111 10.1021/acs.jmedchem.8b01493 Mus musculus 16
30645111 10.1021/acs.jmedchem.8b01493 ADMET 15
30645111 10.1021/acs.jmedchem.8b01493 Unchecked 5
30645111 10.1021/acs.jmedchem.8b01493 17-beta-hydroxysteroid dehydrogenase type 1 3
30480443 10.1021/acs.jmedchem.8b01373 ADMET 3
30480443 10.1021/acs.jmedchem.8b01373 Mus musculus 3
31343176 10.1021/acs.jmedchem.9b00932 ADMET 3
30480443 10.1021/acs.jmedchem.8b01373 17-beta-hydroxysteroid dehydrogenase type 1 2
30645111 10.1021/acs.jmedchem.8b01493 17-beta-hydroxysteroid dehydrogenase type 2 2
30480443 10.1021/acs.jmedchem.8b01373 Estradiol 17-beta-dehydrogenase 2 2
31343176 10.1021/acs.jmedchem.9b00932 Estradiol 17-beta-dehydrogenase 2 1
31343176 10.1021/acs.jmedchem.9b00932 Unchecked 1
31343176 10.1021/acs.jmedchem.9b00932 No relevant target 1
31176098 10.1016/j.ejmech.2019.05.084 17-beta-hydroxysteroid dehydrogenase type 2 1
31176098 10.1016/j.ejmech.2019.05.084 17-beta-hydroxysteroid dehydrogenase type 1 1
31176098 10.1016/j.ejmech.2019.05.084 Unchecked 1
31176098 10.1016/j.ejmech.2019.05.084 Estradiol 17-beta-dehydrogenase 2 1
31343176 10.1021/acs.jmedchem.9b00932 17-beta-hydroxysteroid dehydrogenase type 2 1
30480443 10.1021/acs.jmedchem.8b01373 No relevant target 1
30480443 10.1021/acs.jmedchem.8b01373 Unchecked 1

Data from ChEMBL 36 via Core Engine