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Compound Detail

CHEMBL14060

PHENOL
💊 Approved Drug
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💊 Approved Drug

Basic Information

ChEMBL ID CHEMBL14060
Name PHENOL
Phase Approved
Structure Type MOL
InChI Key ISWSIDIOOBJBQZ-UHFFFAOYSA-N
Therapeutic ✓ Yes

Known Names

2-allphenol Carbolicum acidum Chloraseptic ENT-1814 Liquefied phenol Liquified phenol NSC-36808 Phenic acid Phenol Phenol, liquified Phenol,liquified Phenylic alcohol +2 more
16
Targets
93
Activities
4
Assay Types
0
PK Parameters
20
Publications
14
Known Names
8
Indications

Molecular Properties

94.1
MW (Da)
1.39
ALogP
1
HBA
1
HBD
20.2
PSA (Ų)
0.51
QED
0
Ro5 Violations
0
Rot. Bonds

Drug Information

Molecule Type Small molecule
Availability Withdrawn
Chirality Achiral

Flags

Withdrawn Natural Product
USAN Year 1978

Extended Properties

Molecular Formula C6H6O
MW 94.11
Aromatic Rings 1
Heavy Atoms 7
NP-Likeness 0.42

Indications

Herpes Labialis Hypersensitivity Pruritus Varicose Veins Cytomegalovirus Infections Nephrotic Syndrome Back Pain Rhinitis, Allergic, Seasonal

ATC Classification

C05BB05
phenol
Level 1: CARDIOVASCULAR SYSTEM
Level 2: VASOPROTECTIVES
D08AE03
phenol
Level 1: DERMATOLOGICALS
Level 2: ANTISEPTICS AND DISINFECTANTS
N01BX03
phenol
Level 1: NERVOUS SYSTEM
Level 2: ANESTHETICS
R02AA19
phenol
Level 1: RESPIRATORY SYSTEM
Level 2: THROAT PREPARATIONS

Drug Warnings

Withdrawn
General Warning
benefits do not outweigh the risks
Country: Dominican Republic   Year: 1983

Activity Summary

Ki 76 meas. best 5.57
EC50 9 meas.
Kd 5 meas. best 5.42
IC50 3 meas. best 4.79

Target Activity Profile

Target Type Best pChEMBL Mean pChEMBL Best (nM) # Data
Carbonic anhydrase 3
CHEMBL2885
Ki 5.57 5.57 2700.0 4
Unchecked
CHEMBL612545
Kd 5.42 5.42 3800.0 1
Carbonic anhydrase 2
CHEMBL205
Ki 5.26 5.26 5500.0 11
Carbonic anhydrase 9
CHEMBL3594
Ki 5.06 5.06 8800.0 8
Carbonic anhydrase 12
CHEMBL3242
Ki 5.04 5.04 9200.0 7
Carbonic anhydrase 4
CHEMBL3729
Ki 5.02 5.02 9500.0 4
Carbonic anhydrase 1
CHEMBL261
Ki 5.0 4.991 10100.0 10
Carbonic anhydrase 15
CHEMBL5973
Ki 4.98 4.98 10500.0 3
Carbonic anhydrase 14
CHEMBL3510
Ki 4.94 4.94 11500.0 4
Carbonic anhydrase
CHEMBL1795125
Ki 4.86 4.86 13700.0 1
MIA PaCa-2
CHEMBL614725
IC50 4.79 4.785 16045.0 2
Carbonic anhydrase
CHEMBL5337
Ki 4.76 4.76 17300.0 1
Carbonic anhydrase 2
CHEMBL1697676
Ki 4.59 4.59 25900.0 1
Beta-carbonic anhydrase 1
CHEMBL5631
Ki 4.19 4.19 64000.0 1
Unchecked
CHEMBL612545
Ki 4.19 4.16 64000.0 3
PROBABLE TRANSMEMBRANE CARBONIC ANHYDRASE (CARBONATE DEHYDRATASE) (CARBONIC DEHYDRATASE)
CHEMBL5767
Ki 4.1 4.1 79000.0 1
Endolysin
CHEMBL5206
Kd 4.04 4.04 90900.0 2

Activity Data Samples

Top measurements by pChEMBL value

Target Type Rel. Value Units pChEMBL Assay PubMed
Carbonic anhydrase 3 Ki = 2700.0 nM 5.57 Inhibition of human CA3 by stopped-flow CO2 hydration assay 20185318
Carbonic anhydrase 3 Ki = 2700.0 nM 5.57 Inhibition of human carbonic anhydrase 3 by stopped flow CO2 hydration method 20590092
Carbonic anhydrase 3 Ki = 2700.0 nM 5.57 Inhibition of human carbonic anhydrase 3 after 15 mins by stopped flow CO2 hydra... 20674354
Carbonic anhydrase 3 Ki = 2700.0 nM 5.57 Inhibition of human carbonic anhydrase 3 preincubated for 15 mins by CO2 hydrati... 23010455
Unchecked Kd = 3800.0 nM 5.42 Agonist activity at GABAA assessed as enhancement of channel current 19520579
Carbonic anhydrase 2 Ki = 5500.0 nM 5.26 Inhibition of human CA2 by stopped-flow CO2 hydration assay 20185318
Carbonic anhydrase 2 Ki = 5500.0 nM 5.26 Inhibition of human recombinant carbonic anhydrase 2-mediated CO2 hydration prei... 24189056
Carbonic anhydrase 2 Ki = 5500.0 nM 5.26 Inhibition of human carbonic anhydrase 2 preincubated for 15 mins by CO2 hydrati... 23010455
Carbonic anhydrase 2 Ki = 5500.0 nM 5.26 Inhibition of human carbonic anhydrase 2 by stopped flow assay 23265903
Carbonic anhydrase 2 Ki = 5500.0 nM 5.26 Inhibition of human CA2 by stopped-flow assay 23265898
Carbonic anhydrase 2 Ki = 5500.0 nM 5.26 Inhibition of human recombinant alpha-carbonic anhydrase 2 after 15 mins by stop... 21332115
Carbonic anhydrase 2 Ki = 5500.0 nM 5.26 Inhibition of human carbonic anhydrase 2 preincubated for 15 mins by CO2 hydrati... 21282059
Carbonic anhydrase 2 Ki = 5500.0 nM 5.26 Inhibition of human carbonic anhydrase 2 after 15 mins by stopped flow CO2 hydra... 20674354
Carbonic anhydrase 2 Ki = 5500.0 nM 5.26 Inhibition of human carbonic anhydrase 2 by stopped flow CO2 hydration method 20590092
Carbonic anhydrase 2 Ki = 5500.0 nM 5.26 Inhibition of human erythrocytes CA2 using 4-nitrophenylacetate as substrate by ... 26073005
Carbonic anhydrase 2 Ki = 5500.0 nM 5.26 Inhibition of human carbonic anhydrase 2 incubated for 15 mins prior to testing ... 26520662
Carbonic anhydrase 9 Ki = 8800.0 nM 5.06 Inhibition of human carbonic anhydrase 9 preincubated for 15 mins by CO2 hydrati... 21282059
Carbonic anhydrase 9 Ki = 8800.0 nM 5.06 Inhibition of human carbonic anhydrase 9 by stopped flow CO2 hydration method 20590092
Carbonic anhydrase 9 Ki = 8800.0 nM 5.06 Inhibition of human carbonic anhydrase 9 after 15 mins by stopped flow CO2 hydra... 20674354
Carbonic anhydrase 9 Ki = 8800.0 nM 5.06 Inhibition of human carbonic anhydrase 9 preincubated for 15 mins by CO2 hydrati... 23010455

Literature References

Data from ChEMBL 36 via Core Engine