Compound Detail

CHEMBL66381

4-CYANOPHENOL

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N#Cc1ccc(O)cc1

ChEMBL ↗ Properties Compare Identifier

Basic Information

ChEMBL ID	CHEMBL66381
Name	4-CYANOPHENOL
Phase	Preclinical
Structure Type	MOL
InChI Key	CVNOWLNNPYYEOH-UHFFFAOYSA-N

SR-1C14

Targets

Activities

Assay Types

PK Parameters

Publications

Known Names

119.1

MW (Da)

1.26

ALogP

HBA

HBD

44.0

PSA (Å²)

0.56

QED

Ro5 Violations

Rot. Bonds

Natural Product First in Class Prodrug

Ki 16 meas. best 6.97

IC50 2 meas. best 4.25

Target	Type	Best pChEMBL	Mean pChEMBL	Best (nM)	# Data
Carbonic anhydrase 2 CHEMBL205	Ki	6.97	6.97	108.0	2
Unchecked CHEMBL612545	Ki	6.16	6.16	700.0	1
Carbonic anhydrase 3 CHEMBL2885	Ki	5.17	5.17	6700.0	1
Carbonic anhydrase 12 CHEMBL3242	Ki	5.04	5.04	9200.0	1
Carbonic anhydrase 6 CHEMBL3025	Ki	4.86	4.86	13700.0	1
Carbonic anhydrase 14 CHEMBL3510	Ki	4.54	4.54	29100.0	1
Carbonic anhydrase 13 CHEMBL2186	Ki	4.35	4.35	45000.0	1
Carbonic anhydrase 9 CHEMBL3594	Ki	4.25	4.25	56000.0	1
MIA PaCa-2 CHEMBL614725	IC50	4.25	4.19	56830.0	2

Top measurements by pChEMBL value

Target	Type	Rel.	Value	Units	pChEMBL	Assay	PubMed
Carbonic anhydrase 2	Ki	=	108.0	nM	6.97	Inhibition of human carbonic anhydrase 2 by stopped-flow CO2 hydrase assay	18501600
Carbonic anhydrase 2	Ki	=	108.0	nM	6.97	Inhibition of human carbonic anhydrase 2 by stopped-flow CO2 hydration assay	18579385
Unchecked	Ki	=	700.0	nM	6.16	Inhibition of Malassezia globosa recombinant beta-carbonic anhydrase preincubate...	28343756
Carbonic anhydrase 3	Ki	=	6700.0	nM	5.17	Inhibition of human carbonic anhydrase 3 by stopped-flow CO2 hydration assay	18579385
Carbonic anhydrase 12	Ki	=	9200.0	nM	5.04	Inhibition of human carbonic anhydrase 12 catalytic domain by stopped-flow CO2 h...	18579385
Carbonic anhydrase 6	Ki	=	13700.0	nM	4.86	Inhibition of human carbonic anhydrase 6 by stopped-flow CO2 hydration assay	18579385
Carbonic anhydrase 14	Ki	=	29100.0	nM	4.54	Inhibition of human carbonic anhydrase 14 by stopped-flow CO2 hydration assay	18579385
Carbonic anhydrase 13	Ki	=	45000.0	nM	4.35	Inhibition of mouse carbonic anhydrase 13 by stopped-flow CO2 hydration assay	18579385
MIA PaCa-2	IC50	=	56830.0	nM	4.25	Cytotoxicity against human MIA PaCa2 cells after 4 hrs by MTT assay	17944451
Carbonic anhydrase 9	Ki	=	56000.0	nM	4.25	Inhibition of human carbonic anhydrase 9 catalytic domain by stopped-flow CO2 hy...	18579385
MIA PaCa-2	IC50	=	73339.0	nM	4.13	Cytotoxicity against human MIA PaCa2 cells after 72 hrs by MTT assay	17944451

PubMed	DOI	Target Context	# Activities
17418579	10.1016/j.bmc.2007.03.040	ADMET	5
28343756	10.1016/j.bmc.2017.03.026	Unchecked	3
16279782	10.1021/jm050567w	L1210	3
17944451	10.1021/jm070396q	MIA PaCa-2	2
18579385	10.1016/j.bmc.2008.06.013	Carbonic anhydrase 14	1
18579385	10.1016/j.bmc.2008.06.013	Carbonic anhydrase 2	1
18579385	10.1016/j.bmc.2008.06.013	Carbonic anhydrase 3	1
18579385	10.1016/j.bmc.2008.06.013	Carbonic anhydrase 4	1
18579385	10.1016/j.bmc.2008.06.013	Carbonic anhydrase 5A, mitochondrial	1
18579385	10.1016/j.bmc.2008.06.013	Carbonic anhydrase 5B, mitochondrial	1
18579385	10.1016/j.bmc.2008.06.013	Carbonic anhydrase 6	1
18579385	10.1016/j.bmc.2008.06.013	Carbonic anhydrase 7	1
18579385	10.1016/j.bmc.2008.06.013	Carbonic anhydrase 9	1
18579385	10.1016/j.bmc.2008.06.013	Carbonic anhydrase 12	1
9873499	10.1016/s0960-894x(98)00378-3	Phospholipase A2, major isoenzyme	1
18579385	10.1016/j.bmc.2008.06.013	Carbonic anhydrase 13	1
18501600	10.1016/j.bmcl.2008.04.077	Carbonic anhydrase 15	1
18501600	10.1016/j.bmcl.2008.04.077	Carbonic anhydrase 2	1
18501600	10.1016/j.bmcl.2008.04.077	Carbonic anhydrase 1	1
17418579	10.1016/j.bmc.2007.03.040	No relevant target	1

Data from ChEMBL 36 via Core Engine