Skip to main content
Free research Free research Free compound review with research home and workspace preview
Quick search ChEMBL 36
Compound Detail

CHEMBL389433

LIAROZOLE
🧪 Phase II
Enter ChEMBL ID:
Free Research Context This compound will appear in recent viewed items on the research home for this browser.
Research home View demo workspace
🧪 Phase II
Clc1cccc(C(c2ccc3[nH]cnc3c2)n2ccnc2)c1
ChEMBL ↗ Properties Compare Identifier

Basic Information

ChEMBL ID CHEMBL389433
Name LIAROZOLE
Phase Phase II
Structure Type MOL
InChI Key UGFHIPBXIWJXNA-UHFFFAOYSA-N

Known Names

Liarozol Liarozole
10
Targets
21
Activities
1
Assay Types
0
PK Parameters
20
Publications
2
Known Names
1
Indications

Molecular Properties

308.8
MW (Da)
4.05
ALogP
3
HBA
1
HBD
46.5
PSA (Ų)
0.62
QED
0
Ro5 Violations
3
Rot. Bonds

Drug Information

Molecule Type Small molecule
Chirality Racemic

Flags

Natural Product
USAN Stem -rozole
USAN Year 1993

Extended Properties

Molecular Formula C17H13ClN4
MW 308.77
Aromatic Rings 4
Heavy Atoms 22
NP-Likeness -1.49

Indications

Ichthyosis, Lamellar

Activity Summary

IC50 21 meas. best 8.64

Target Activity Profile

Target Type Best pChEMBL Mean pChEMBL Best (nM) # Data
1,25-dihydroxyvitamin D(3) 24-hydroxylase, mitochondrial
CHEMBL4521
 IC50 8.64 8.64 2.3 1
SH-SY5Y
CHEMBL614910
 IC50 8.64 8.64 2.3 1
Aromatase
CHEMBL1978
 IC50 8.3 7.825 5.0 2
Cytochrome P450 26B1
CHEMBL3713687
 IC50 7.75 7.75 18.0 2
Cytochrome P450 2C8
CHEMBL3721
 IC50 6.32 6.32 480.0 1
Cytochrome P450 26A1
CHEMBL5141
 IC50 6.27 5.6867 540.0 9
Cytochrome P450 3A4
CHEMBL340
 IC50 6.16 5.58 690.0 2
Cytochrome P450 2C9
CHEMBL3397
 IC50 5.79 5.79 1630.0 1
Cytochrome P450 2D6
CHEMBL289
 IC50 5.32 5.32 4760.0 1
Unchecked
CHEMBL612545
 IC50 5.22 5.22 6000.0 1

Activity Data Samples

Top measurements by pChEMBL value

Target Type Rel. Value Units pChEMBL Assay PubMed
1,25-dihydroxyvitamin D(3) 24-hydroxylase, mitochondrial IC50 = 2.3 nM 8.64 Inhibition of human MBP-tagged CYP24A1 expressed in Escherichia coli using 1,25(... 25148392
SH-SY5Y IC50 = 2.3 nM 8.64 Increase in CYP26A1 mRNA expression in human SH-SY5Y cells after 72 hrs by RT-PC... 21838328
Aromatase IC50 = 5.0 nM 8.3 Inhibition of human placental microsome CYP19 20413308
Cytochrome P450 26B1 IC50 = 18.0 nM 7.75 Inhibition of microsomal fraction of human CYP26B1 expressed in Sf9 cells using ... 26918322
Cytochrome P450 26B1 IC50 = 18.0 nM 7.75 Inhibition Assay: Eighteen compounds were tested as potential inhibitors of CYP2... -
Aromatase IC50 = 44.67 nM 7.35 Inhibition of human placental microsome CYP19 16279787
Cytochrome P450 2C8 IC50 = 480.0 nM 6.32 Inhibition Assay: Compounds were assessed for inhibition (IC50, n=2) of CYP2C8, ... -
Cytochrome P450 26A1 IC50 = 540.0 nM 6.27 Inhibition of CYP26A1 in human MCF7 cell microsomes using [3H]ATRA after 1 hr by... 21428449
Cytochrome P450 26A1 IC50 = 540.0 nM 6.27 Inhibition of human CYP26A1 assessed using [11,12-3H]ATRA as substrate by scinti... 21838328
Cytochrome P450 3A4 IC50 = 690.0 nM 6.16 Inhibition of CYP3A4 (unknown origin) incubated for 45 mins using NADPH by fluor... 26365710
Cytochrome P450 26A1 IC50 = 890.0 nM 6.05 Inhibition of CYP26A1 in ATRA-induced human HL60 cell microsomes incubated for 3... 26365710
Cytochrome P450 2C9 IC50 = 1630.0 nM 5.79 Inhibition Assay: Compounds were assessed for inhibition (IC50, n=2) of CYP2C8, ... -
Cytochrome P450 26A1 IC50 = 1900.0 nM 5.72 Inhibition of microsomal fraction of human CYP26A1 expressed in Sf9 cells using ... 26918322
Cytochrome P450 26A1 IC50 = 1900.0 nM 5.72 Inhibition Assay: Eighteen compounds were tested as potential inhibitors of CYP2... -
Cytochrome P450 26A1 IC50 = 2450.0 nM 5.61 Inhibition of CYP26A1 in ATRA-induced human HL60 cell microsomes incubated for 3... 25684424
Cytochrome P450 2D6 IC50 = 4760.0 nM 5.32 Inhibition of CYP2D6 (unknown origin) incubated for 45 mins using NADPH and ATRA... 26365710
Cytochrome P450 26A1 IC50 = 6000.0 nM 5.22 Potency towards cytochrome P 450 26 enzyme activity 15745819
Unchecked IC50 = 6000.0 nM 5.22 Inhibition of ATRA hydroxylase in Syrian golden hamster liver microsome assessed... 15615521
Cytochrome P450 26A1 IC50 = 7000.0 nM 5.16 Inhibition of CYP26A1 in human MCF7 cells assessed as all-trans retinoic acid me... 16279770
Cytochrome P450 26A1 IC50 = 7000.0 nM 5.16 Inhibition of CYP26A1 in human MCF7 cells 18722776

Literature References

PubMed DOI Target Context # Activities
23601821 10.1016/j.bmc.2013.03.044 NB-4 13
15646539 10.1016/s0399-8320(04)95062-2 Unchecked 11
15646539 10.1016/s0399-8320(04)95062-2 NON-PROTEIN TARGET 8
26365710 10.1016/j.bmc.2015.08.019 HL-60 4
15615521 10.1021/jm0401457 Cytochrome P450 26A1 3
21428449 10.1021/jm101583w SH-SY5Y 2
25684424 10.1016/j.bmc.2014.11.036 HL-60 2
25684424 10.1016/j.bmc.2014.11.036 NON-PROTEIN TARGET 2
- 10.6019/CHEMBL4651402 SARS-CoV-2 2
- 10.6019/CHEMBL4808148 Histone deacetylase 6 2
15615521 10.1021/jm0401457 Unchecked 2
15745819 10.1016/j.bmcl.2005.01.044 Cytochrome P450 26A1 1
21838328 10.1021/jm200695m Cytochrome P450 26A1 1
21838328 10.1021/jm200695m SH-SY5Y 1
21428449 10.1021/jm101583w Cytochrome P450 26A1 1
20413308 10.1016/j.bmcl.2010.03.113 Aromatase 1
18722776 10.1016/j.bmc.2007.06.048 Cytochrome P450 26A1 1
16279787 10.1021/jm058042r Aromatase 1
16279770 10.1021/jm0501681 Cytochrome P450 26A1 1
16279770 10.1021/jm0501681 Liver microsomes 1

Data from ChEMBL 36 via Core Engine