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Compound Detail

CHEMBL424

SALICYLIC ACID
🧪 Phase III
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🧪 Phase III
O=C(O)c1ccccc1O

Basic Information

ChEMBL ID CHEMBL424
Name SALICYLIC ACID
Phase Phase III
Structure Type MOL
InChI Key YGSDEFSMJLZEOE-UHFFFAOYSA-N
Therapeutic ✓ Yes

Known Names

2-hydroxybenzoic acid Acnisal Bazuka Compound v Compound w Cuplex verruca Dr. scholl's callus removers Duofilm Edinburgh Erytex FEMA NO. 3985 Freezone +18 more
16
Targets
53
Activities
3
Assay Types
21
PK Parameters
20
Publications
30
Known Names
20
Indications

Molecular Properties

138.1
MW (Da)
1.09
ALogP
2
HBA
2
HBD
57.5
PSA (Ų)
0.61
QED
0
Ro5 Violations
1
Rot. Bonds

Drug Information

Molecule Type Small molecule
Chirality Achiral

Flags

Natural Product
USAN Stem sal-

Extended Properties

Molecular Formula C7H6O3
MW 138.12
Aromatic Rings 1
Heavy Atoms 10
NP-Likeness 0.14

Indications

Acne Vulgaris Callosities Dandruff Dermatitis, Seborrheic Eye Diseases Inflammation Pruritus Psoriasis Skin Diseases Skin Neoplasms Sunburn Warts Acute Coronary Syndrome Cardiovascular Diseases Headache Keratosis, Actinic Pharyngitis Stroke Thrombophilia Thrombosis

ATC Classification

D01AE12
salicylic acid
Level 1: DERMATOLOGICALS
Level 2: ANTIFUNGALS FOR DERMATOLOGICAL USE
S01BC08
salicylic acid
Level 1: SENSORY ORGANS
Level 2: OPHTHALMOLOGICALS

Activity Summary

Ki 35 meas. best 9.8
IC50 16 meas. best 6.7
Kd 2 meas. best 6.0

Target Activity Profile

Target Type Best pChEMBL Mean pChEMBL Best (nM) # Data
Nicotinate phosphoribosyltransferase
CHEMBL4523354
Ki 9.8 9.8 0.2 1
Mus musculus
CHEMBL375
IC50 6.7 6.7 200.0 1
High mobility group protein B1
CHEMBL2311236
Kd 6.0 6.0 1000.0 2
Unchecked
CHEMBL612545
Ki 5.18 5.18 6600.0 1
Carbonic anhydrase 2
CHEMBL205
Ki 5.15 5.15 7100.0 3
Carbonic anhydrase 15
CHEMBL5973
Ki 5.14 5.14 7200.0 1
Carbonic anhydrase 12
CHEMBL3242
Ki 5.06 5.06 8800.0 1
Carbonic anhydrase 1
CHEMBL261
Ki 5.0 5.0 9900.0 3
Carbonic anhydrase 4
CHEMBL3729
Ki 4.96 4.96 11100.0 1
Carbonic anhydrase 6
CHEMBL3025
Ki 4.92 4.92 11900.0 1
Solute carrier family 22 member 20
CHEMBL5269
Ki 4.36 4.36 43651.6 2
Carbonic anhydrase 14
CHEMBL3510
Ki 4.3 4.3 49800.0 1
Carbonic anhydrase 13
CHEMBL2186
Ki 4.17 4.17 67000.0 1
Carbonic anhydrase 9
CHEMBL3594
Ki 4.1 4.1 78700.0 2
Carbonic anhydrase 7
CHEMBL2326
Ki 4.09 4.09 82100.0 1
Tyrosinase
CHEMBL3318
IC50 4.0 4.0 100000.0 1

Pharmacokinetic Data

Parameter Value Units Species
AUC 99916.67 ng.hr.mL-1 Homo sapiens
AUC 103333.33 ng.hr.mL-1 Homo sapiens
AUC 263183.33 ng.hr.mL-1 Homo sapiens
AUC 265566.67 ng.hr.mL-1 Homo sapiens
Cmax 121633.36 nM Homo sapiens
Cmax 246886.77 nM Homo sapiens
F 80.0 % Homo sapiens
F 100.0 % Homo sapiens
F 100.0 % Homo sapiens
Fu 0.28 - Rattus norvegicus
Fu 0.63 - Rattus norvegicus
T1/2 17.6 hr Homo sapiens
T1/2 0.001333 hr Homo sapiens
T1/2 2.683 hr Homo sapiens
T1/2 2.75 hr Homo sapiens
T1/2 3.0 hr Homo sapiens
Tlag 4.0 min Homo sapiens
Tlag 3.0 min Homo sapiens
Tmax 2.5 hr Homo sapiens
Tmax 3.0 hr Homo sapiens
Vd 1.0 L.kg-1 Rattus norvegicus

Activity Data Samples

Top measurements by pChEMBL value

Target Type Rel. Value Units pChEMBL Assay PubMed
Nicotinate phosphoribosyltransferase Ki = 0.16 nM 9.8 Inhibition of NAPRT (unknown origin) -
Mus musculus IC50 = 200.0 nM 6.7 Antihemorrhagic activity in ddY mouse assessed as inhibition of Protobothrops fl... 22047800
High mobility group protein B1 Kd = 1000.0 nM 6.0 Binding affinity to recombinant HMGB1 box A (unknown origin) 29268019
High mobility group protein B1 Kd = 1000.0 nM 6.0 Binding affinity to recombinant HMGB1 box B (unknown origin) 29268019
Unchecked Ki = 6600.0 nM 5.18 Inhibition of Malassezia globosa recombinant beta-carbonic anhydrase preincubate... 28343756
Carbonic anhydrase 2 Ki = 7120.0 nM 5.15 Inhibition of human carbonic anhydrase 2 by stopped-flow CO2 hydrase assay 18501600
Carbonic anhydrase 2 Ki = 7100.0 nM 5.15 Inhibition of human carbonic anhydrase 2 by stopped-flow CO2 hydration assay 18579385
Carbonic anhydrase 2 Ki = 7100.0 nM 5.15 Inhibition of human carbonic anhydrase 2 incubated for 15 mins prior to testing ... 26520662
Carbonic anhydrase 15 Ki = 7200.0 nM 5.14 Inhibition of mouse recombinant carbonic anhydrase 15 by stopped-flow CO2 hydras... 18501600
Carbonic anhydrase 12 Ki = 8800.0 nM 5.06 Inhibition of human carbonic anhydrase 12 catalytic domain by stopped-flow CO2 h... 18579385
Carbonic anhydrase 1 Ki = 9920.0 nM 5.0 Inhibition of human carbonic anhydrase 1 by stopped-flow CO2 hydrase assay 18501600
Carbonic anhydrase 1 Ki = 9900.0 nM 5.0 Inhibition of human carbonic anhydrase 1 incubated for 15 mins prior to testing ... 26520662
Carbonic anhydrase 1 Ki = 9900.0 nM 5.0 Inhibition of human carbonic anhydrase 1 by stopped-flow CO2 hydration assay 18579385
Carbonic anhydrase 4 Ki = 11100.0 nM 4.96 Inhibition of human carbonic anhydrase 4 by stopped-flow CO2 hydration assay 18579385
Carbonic anhydrase 6 Ki = 11900.0 nM 4.92 Inhibition of human carbonic anhydrase 6 by stopped-flow CO2 hydration assay 18579385
Solute carrier family 22 member 20 Ki = 43651.58 nM 4.36 Inhibition of mouse Oat6-mediated [3H]ES uptake in Xenopus oocytes after 1 hr 17553798
Solute carrier family 22 member 20 Ki = 44000.0 nM 4.36 Inhibition of mouse Oat6-mediated [3H]ES uptake in Xenopus oocytes after 1 hr 17553798
Carbonic anhydrase 14 Ki = 49800.0 nM 4.3 Inhibition of human carbonic anhydrase 14 by stopped-flow CO2 hydration assay 18579385
Carbonic anhydrase 13 Ki = 67000.0 nM 4.17 Inhibition of mouse carbonic anhydrase 13 by stopped-flow CO2 hydration assay 18579385
Carbonic anhydrase 9 Ki = 78700.0 nM 4.1 Inhibition of human carbonic anhydrase 9 catalytic domain by stopped-flow CO2 hy... 18579385

Literature References

PubMed DOI Target Context # Activities
- 10.6019/CHEMBL3885881 Rattus norvegicus 405
17606680 10.1128/aac.01481-06 Escherichia coli 24
- 10.1016/j.cropro.2009.07.010 Curcuma longa 10
16789751 10.1021/jm060230+ ADMET 10
- 10.1016/j.cropro.2008.11.004 Gossypium barbadense 8
3599019 10.1021/jm00390a002 No relevant target 6
13215 10.1021/jm00211a010 No relevant target 6
- 10.1016/j.cropro.2009.07.010 Pythium aphanidermatum 6
- 10.1016/j.cropro.2009.02.005 Phytophthora capsici 5
- 10.1016/j.cropro.2012.09.015 Lasiodiplodia theobromae 5
28341401 10.1016/j.bmc.2017.03.024 Pendrin 5
- 10.1016/j.cropro.2005.11.008 Rhizoctonia solani 5
17418579 10.1016/j.bmc.2007.03.040 ADMET 5
20879794 10.1021/jf102525e No relevant target 4
19223628 10.1128/aac.01293-08 Staphylococcus aureus 4
- 10.1016/j.cropro.2012.09.015 Neofusicoccum ribis 4
6802973 10.1021/jm00345a016 No relevant target 4
20869876 10.1016/j.bmc.2010.08.052 Albumin 4
19764786 10.1021/jm901036q Plasma 4
3097317 10.1021/jm00161a033 Aldo-keto reductase family 1 member B1 4

Data from ChEMBL 36 via Core Engine