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Compound Detail

CHEMBL324290

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COc1cc(/C=C/c2ccc(N)cc2)cc(OC)c1
ChEMBL ↗ Properties Compare Identifier

Basic Information

ChEMBL ID CHEMBL324290
Phase Preclinical
Structure Type MOL
InChI Key LGVZJSLFOMGJOS-ONEGZZNKSA-N
6
Targets
8
Activities
1
Assay Types
0
PK Parameters
11
Publications
0
Known Names

Molecular Properties

255.3
MW (Da)
3.46
ALogP
3
HBA
1
HBD
44.5
PSA (Ų)
0.67
QED
0
Ro5 Violations
4
Rot. Bonds

Drug Information

Molecule Type Small molecule
Availability Unknown
Chirality Unknown

Flags

First in Class Prodrug

Extended Properties

Molecular Formula C16H17NO2
MW 255.32
Aromatic Rings 2
Heavy Atoms 19
NP-Likeness 0.09

Activity Summary

IC50 8 meas. best 6.51

Target Activity Profile

Target Type Best pChEMBL Mean pChEMBL Best (nM) # Data
Aromatase
CHEMBL1978
 IC50 6.51 6.37 309.7 2
Ribosyldihydronicotinamide dehydrogenase [quinone]
CHEMBL3959
 IC50 5.77 5.77 1700.0 1
HL-60
CHEMBL383
 IC50 5.4 5.4 4000.0 1
HT-29
CHEMBL384
 IC50 4.9 4.9 12700.0 1
Caco-2
CHEMBL614058
 IC50 4.71 4.71 19570.0 1
NON-PROTEIN TARGET
CHEMBL3879801
 IC50 4.39 4.29 40890.0 2

Activity Data Samples

Top measurements by pChEMBL value

Target Type Rel. Value Units pChEMBL Assay PubMed
Aromatase IC50 = 309.74 nM 6.51 Inhibition of human aromatase using ASD as substrate pre-incubated for 5 mins fo... 28622580
Aromatase IC50 = 590.0 nM 6.23 Inhibition of human aromatase preincubated with NADP+ for 10 mins before substra... 20558073
Ribosyldihydronicotinamide dehydrogenase [quinone] IC50 = 1700.0 nM 5.77 Inhibition of human quinone reductase 2 expressed in Escherichia coli BL21(DE3) ... 20558073
HL-60 IC50 = 4000.0 nM 5.4 In vitro inhibitory concentration against proliferation of HL60 cells 12877593
HT-29 IC50 = 12700.0 nM 4.9 Cytotoxicity against human HT-29 cells after 3 days by [3H]thymidine incorporati... 20627379
Caco-2 IC50 = 19570.0 nM 4.71 Cytotoxicity against human Caco-2 cells after 3 days by [3H]thymidine incorporat... 20627379
NON-PROTEIN TARGET IC50 = 40890.0 nM 4.39 Antiproliferative activity against human CNE1 cells after 72 hrs by MTT assay 18952444
NON-PROTEIN TARGET IC50 = 65210.0 nM 4.19 Antiproliferative activity against human CNE2 cells after 72 hrs by MTT assay 18952444

Literature References

PubMed DOI Target Context # Activities
20627379 10.1016/j.ejmech.2010.05.019 HT-29 9
20558073 10.1016/j.bmc.2010.05.042 Aromatase 4
27426305 10.1016/j.bmcl.2016.07.018 ADMET 4
27426305 10.1016/j.bmcl.2016.07.018 Thymocyte 4
12877593 10.1021/jm030785u HL-60 2
18952444 10.1016/j.bmc.2008.10.022 NON-PROTEIN TARGET 2
20558073 10.1016/j.bmc.2010.05.042 Ribosyldihydronicotinamide dehydrogenase [quinone] 1
20627379 10.1016/j.ejmech.2010.05.019 Caco-2 1
20627379 10.1016/j.ejmech.2010.05.019 Mus musculus 1
20627379 10.1016/j.ejmech.2010.05.019 Serum 1
28622580 10.1016/j.ejmech.2017.05.041 Aromatase 1

Data from ChEMBL 36 via Core Engine