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

CHEMBL1142

4-AMINOPHENOL
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

Basic Information

ChEMBL ID CHEMBL1142
Name 4-AMINOPHENOL
Phase Preclinical
Structure Type MOL
InChI Key PLIKAWJENQZMHA-UHFFFAOYSA-N
6
Targets
25
Activities
3
Assay Types
0
PK Parameters
20
Publications
0
Known Names

Molecular Properties

109.1
MW (Da)
0.97
ALogP
2
HBA
2
HBD
46.2
PSA (Ų)
0.38
QED
0
Ro5 Violations
0
Rot. Bonds

Drug Information

Molecule Type Small molecule
Availability Unknown
Chirality Unknown

Flags

Natural Product First in Class Prodrug

Extended Properties

Molecular Formula C6H7NO
MW 109.13
Aromatic Rings 1
Heavy Atoms 8
NP-Likeness 0.57

Activity Summary

Ki 16 meas. best 5.02
IC50 7 meas. best 4.38
EC50 2 meas. best 4.73

Target Activity Profile

Target Type Best pChEMBL Mean pChEMBL Best (nM) # Data
Carbonic anhydrase 3
CHEMBL2885
 Ki 5.02 5.02 9500.0 1
Carbonic anhydrase 14
CHEMBL3510
 Ki 5.0 5.0 10100.0 1
Unchecked
CHEMBL612545
 EC50 4.73 4.73 18530.0 1
No relevant target
CHEMBL2362975
 EC50 4.7 4.7 20000.0 1
Carbonic anhydrase 6
CHEMBL3025
 Ki 4.63 4.63 23500.0 1
Unchecked
CHEMBL612545
 Ki 4.5 4.5 32000.0 1
MIA PaCa-2
CHEMBL614725
 IC50 4.38 4.375 41979.0 2
Unchecked
CHEMBL612545
 IC50 4.32 4.15 47656.0 5

Activity Data Samples

Top measurements by pChEMBL value

Target Type Rel. Value Units pChEMBL Assay PubMed
Carbonic anhydrase 3 Ki = 9500.0 nM 5.02 Inhibition of human carbonic anhydrase 3 by stopped-flow CO2 hydration assay 18579385
Carbonic anhydrase 14 Ki = 10100.0 nM 5.0 Inhibition of human carbonic anhydrase 14 by stopped-flow CO2 hydration assay 18579385
Unchecked EC50 = 18530.0 nM 4.73 PUBCHEM_BIOASSAY: A cytotoxicity screen of small molecule inhibitors of the PhoP... -
No relevant target EC50 = 20000.0 nM 4.7 Antioxidant activity assessed as DPPH radical scavenging activity incubated for ... 28527406
Carbonic anhydrase 6 Ki = 23500.0 nM 4.63 Inhibition of human carbonic anhydrase 6 by stopped-flow CO2 hydration assay 18579385
Unchecked Ki = 32000.0 nM 4.5 Inhibition of Malassezia globosa recombinant beta-carbonic anhydrase preincubate... 28343756
MIA PaCa-2 IC50 = 41979.0 nM 4.38 Cytotoxicity against human MIA PaCa2 cells after 4 hrs by MTT assay 17944451
MIA PaCa-2 IC50 = 42250.0 nM 4.37 Cytotoxicity against human MIA PaCa2 cells after 72 hrs by MTT assay 17944451
Unchecked IC50 = 47656.0 nM 4.32 PUBCHEM_BIOASSAY: A screen for inhibitors of the PhoP region in Salmonella Typhi... -
Unchecked IC50 = 70570.0 nM 4.15 PUBCHEM_BIOASSAY: A counter screen for small molecule screen for inhibitors of t... -
Unchecked IC50 = 70980.0 nM 4.15 PUBCHEM_BIOASSAY: A small molecule screen for inhibitors of the PhoP region in S... -
Unchecked IC50 = 83000.0 nM 4.08 Inhibition of fibril formation of amyloid beta (1-40) catalytic domain containin... 20149667
Unchecked IC50 = 90000.0 nM 4.05 Inhibition of amyloid beta (1-40) fibril formation by thioflavin T formation ass... 20149667

Literature References

PubMed DOI Target Context # Activities
33257173 10.1016/j.ejmech.2020.113042 Mus musculus 6
218007 10.1021/jm00187a016 Rattus norvegicus 5
33257173 10.1016/j.ejmech.2020.113042 ADMET 5
6802973 10.1021/jm00345a016 No relevant target 3
28343756 10.1016/j.bmc.2017.03.026 Unchecked 3
36403421 10.1016/j.ejmech.2022.114935 Phosphoserine phosphatase SerB2 3
10836148 10.1146/annurev.pharmtox.40.1.581 UDP-glucuronosyltransferase 2B17 2
6802973 10.1021/jm00345a016 Bacillus subtilis 2
20149667 10.1016/j.bmc.2010.01.002 Unchecked 2
17944451 10.1021/jm070396q MIA PaCa-2 2
18579385 10.1016/j.bmc.2008.06.013 Carbonic anhydrase 12 1
18579385 10.1016/j.bmc.2008.06.013 Carbonic anhydrase 7 1
18579385 10.1016/j.bmc.2008.06.013 Carbonic anhydrase 6 1
18579385 10.1016/j.bmc.2008.06.013 Carbonic anhydrase 5B, mitochondrial 1
18579385 10.1016/j.bmc.2008.06.013 Carbonic anhydrase 5A, mitochondrial 1
18579385 10.1016/j.bmc.2008.06.013 Carbonic anhydrase 14 1
18501600 10.1016/j.bmcl.2008.04.077 Carbonic anhydrase 15 1
18579385 10.1016/j.bmc.2008.06.013 Carbonic anhydrase 2 1
18579385 10.1016/j.bmc.2008.06.013 Carbonic anhydrase 1 1
18501600 10.1016/j.bmcl.2008.04.077 Carbonic anhydrase 2 1

Data from ChEMBL 36 via Core Engine