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Compound Detail

CHEMBL457076

BENZYL FERULATE
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COc1cc(/C=C/C(=O)OCc2ccccc2)ccc1O
ChEMBL ↗ Properties Compare Identifier

Basic Information

ChEMBL ID CHEMBL457076
Name BENZYL FERULATE
Phase Preclinical
Structure Type MOL
InChI Key DZAPHTCUSDTZAT-CSKARUKUSA-N
13
Targets
14
Activities
2
Assay Types
0
PK Parameters
20
Publications
0
Known Names

Molecular Properties

284.3
MW (Da)
3.16
ALogP
4
HBA
1
HBD
55.8
PSA (Ų)
0.68
QED
0
Ro5 Violations
5
Rot. Bonds

Drug Information

Molecule Type Small molecule
Availability Unknown
Chirality Unknown

Flags

Natural Product First in Class Prodrug

Extended Properties

Molecular Formula C17H16O4
MW 284.31
Aromatic Rings 2
Heavy Atoms 21
NP-Likeness 0.43

Activity Summary

Ki 9 meas. best 6.38
EC50 5 meas. best 4.33

Target Activity Profile

Target Type Best pChEMBL Mean pChEMBL Best (nM) # Data
Carbonic anhydrase 6
CHEMBL3025
 Ki 6.38 6.38 420.0 1
Carbonic anhydrase 7
CHEMBL2326
 Ki 6.2 6.2 630.0 1
Carbonic anhydrase 5B, mitochondrial
CHEMBL3969
 Ki 6.18 6.18 660.0 1
Carbonic anhydrase 14
CHEMBL3510
 Ki 6.11 6.11 780.0 1
Carbonic anhydrase 5A, mitochondrial
CHEMBL4789
 Ki 6.06 6.06 880.0 1
Carbonic anhydrase 13
CHEMBL2186
 Ki 6.03 6.03 940.0 1
Carbonic anhydrase 9
CHEMBL3594
 Ki 5.99 5.99 1030.0 1
Carbonic anhydrase 12
CHEMBL3242
 Ki 5.05 5.05 8890.0 1
Carbonic anhydrase 4
CHEMBL3729
 Ki 4.4 4.4 39500.0 1
NON-PROTEIN TARGET
CHEMBL3879801
 EC50 4.33 4.265 46400.0 2
HT-1080
CHEMBL614580
 EC50 4.33 4.33 46700.0 1
HeLa
CHEMBL399
 EC50 4.29 4.29 51100.0 1
A549
CHEMBL392
 EC50 4.03 4.03 92800.0 1

Activity Data Samples

Top measurements by pChEMBL value

Target Type Rel. Value Units pChEMBL Assay PubMed
Carbonic anhydrase 6 Ki = 420.0 nM 6.38 Inhibition of human carbonic anhydrase 6 preincubated for 15 mins by stopped-flo... 26498394
Carbonic anhydrase 7 Ki = 630.0 nM 6.2 Inhibition of human carbonic anhydrase 7 preincubated for 15 mins by stopped-flo... 26498394
Carbonic anhydrase 5B, mitochondrial Ki = 660.0 nM 6.18 Inhibition of human carbonic anhydrase 5B preincubated for 15 mins by stopped-fl... 26498394
Carbonic anhydrase 14 Ki = 780.0 nM 6.11 Inhibition of human carbonic anhydrase 14 preincubated for 15 mins by stopped-fl... 26498394
Carbonic anhydrase 5A, mitochondrial Ki = 880.0 nM 6.06 Inhibition of human carbonic anhydrase 5A preincubated for 15 mins by stopped-fl... 26498394
Carbonic anhydrase 13 Ki = 940.0 nM 6.03 Inhibition of mouse carbonic anhydrase 13 preincubated for 15 mins by stopped-fl... 26498394
Carbonic anhydrase 9 Ki = 1030.0 nM 5.99 Inhibition of human catalytic domain of carbonic anhydrase 9 preincubated for 15... 26498394
Carbonic anhydrase 12 Ki = 8890.0 nM 5.05 Inhibition of human catalytic domain of carbonic anhydrase 12 preincubated for 1... 26498394
Carbonic anhydrase 4 Ki = 39500.0 nM 4.4 Inhibition of human carbonic anhydrase 4 preincubated for 15 mins by stopped-flo... 26498394
HT-1080 EC50 = 46700.0 nM 4.33 Antiproliferative activity against human HT1080 cells after 72 hrs by MTT assay 12027739
NON-PROTEIN TARGET EC50 = 46400.0 nM 4.33 Antiproliferative activity against mouse 26-L5 cells after 72 hrs by MTT assay 12027739
HeLa EC50 = 51100.0 nM 4.29 Antiproliferative activity against human HeLa cells after 72 hrs by MTT assay 12027739
NON-PROTEIN TARGET EC50 = 63700.0 nM 4.2 Antiproliferative activity against mouse B16-BL6 cells after 72 hrs by MTT assay 12027739
A549 EC50 = 92800.0 nM 4.03 Antiproliferative activity against human A549 cells after 72 hrs by MTT assay 12027739

Literature References

PubMed DOI Target Context # Activities
24928402 10.1016/j.bmcl.2014.05.065 No relevant target 3
12027739 10.1021/np010486c NON-PROTEIN TARGET 2
24928402 10.1016/j.bmcl.2014.05.065 Unchecked 2
26498394 10.1016/j.bmc.2015.10.014 Carbonic anhydrase 3 1
26498394 10.1016/j.bmc.2015.10.014 Carbonic anhydrase 14 1
26498394 10.1016/j.bmc.2015.10.014 Carbonic anhydrase 12 1
26498394 10.1016/j.bmc.2015.10.014 Carbonic anhydrase 9 1
26498394 10.1016/j.bmc.2015.10.014 Carbonic anhydrase 7 1
26498394 10.1016/j.bmc.2015.10.014 Carbonic anhydrase 6 1
26498394 10.1016/j.bmc.2015.10.014 Carbonic anhydrase 5B, mitochondrial 1
26498394 10.1016/j.bmc.2015.10.014 Carbonic anhydrase 5A, mitochondrial 1
26498394 10.1016/j.bmc.2015.10.014 Carbonic anhydrase 4 1
26498394 10.1016/j.bmc.2015.10.014 Carbonic anhydrase 1 1
26498394 10.1016/j.bmc.2015.10.014 Carbonic anhydrase 2 1
1593279 10.1021/np50081a003 Influenza A virus H3N2 1
20307087 10.1021/np900772m PANC-1 1
12027739 10.1021/np010486c HeLa 1
12027739 10.1021/np010486c A549 1
12027739 10.1021/np010486c HT-1080 1
1593279 10.1021/np50081a003 ADMET 1

Data from ChEMBL 36 via Core Engine