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Compound Detail

CHEMBL541

BENZOIC ACID
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O=C(O)c1ccccc1

Basic Information

ChEMBL ID CHEMBL541
Name BENZOIC ACID
Phase Preclinical
Structure Type MOL
InChI Key WPYMKLBDIGXBTP-UHFFFAOYSA-N
Therapeutic ✓ Yes

Known Names

Acidum benzoicum Benzoic acid Benzoic acid (e 210) Benzoicum acidum Dracylic acid E-210 E210 FEMA NO. 2131 INS NO.210 INS-210 Menno-florades NSC-149 +2 more
5
Targets
28
Activities
3
Assay Types
0
PK Parameters
20
Publications
14
Known Names
1
Indications
1
Mechanisms

Molecular Properties

122.1
MW (Da)
1.38
ALogP
1
HBA
1
HBD
37.3
PSA (Ų)
0.61
QED
0
Ro5 Violations
1
Rot. Bonds

Drug Information

Molecule Type Small molecule
Chirality Achiral

Flags

Natural Product

Extended Properties

Molecular Formula C7H6O2
MW 122.12
Aromatic Rings 1
Heavy Atoms 9
NP-Likeness -0.15

Mechanism of Action

Mechanism Action Type Target Direct Efficacy
Unknown - -

Indications

Urinary Tract Infections

Activity Summary

Ki 13 meas. best 8.72
IC50 12 meas. best 6.7
Kd 3 meas. best 5.66

Target Activity Profile

Target Type Best pChEMBL Mean pChEMBL Best (nM) # Data
Nicotinate phosphoribosyltransferase
CHEMBL4523354
Ki 8.72 8.72 1.9 1
Mus musculus
CHEMBL375
IC50 6.7 6.7 200.0 1
D-amino-acid oxidase
CHEMBL5485
Ki 5.7 4.904 2000.0 5
D-amino-acid oxidase
CHEMBL5485
IC50 5.68 4.73 2089.3 3
D-amino-acid oxidase
CHEMBL5485
Kd 5.66 5.45 2200.0 3
Mushroom tyrosinase
CHEMBL6066154
Ki 5.34 5.34 4600.0 1
Solute carrier family 22 member 20
CHEMBL5269
Ki 4.86 4.86 13800.0 2

Activity Data Samples

Top measurements by pChEMBL value

Target Type Rel. Value Units pChEMBL Assay PubMed
Nicotinate phosphoribosyltransferase Ki = 1.9 nM 8.72 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
D-amino-acid oxidase Ki = 2000.0 nM 5.7 Competitive inhibition of human recombinant DAAO by Michaelis-Menten plot analys... 23631755
D-amino-acid oxidase IC50 = 2089.3 nM 5.68 Competitive inhibition of human recombinant DAAO after 1 hr by coupled enzyme as... 23631755
D-amino-acid oxidase Kd = 2200.0 nM 5.66 Binding affinity to human recombinant DAAO at 492 nm spectral modification by sp... 23631755
D-amino-acid oxidase Kd = 2300.0 nM 5.64 Binding affinity to human recombinant DAAO by stopped flow spectrophotometric an... 23631755
Mushroom tyrosinase Ki = 4600.0 nM 5.34 Competitive inhibition of White button mushroom tyrosinase using L-DOPA as subst... 32787103
D-amino-acid oxidase Ki = 7000.0 nM 5.16 Inhibition of human recombinant DAO expressed in Escherichia coli BL21(DE3) by o... 23391306
D-amino-acid oxidase Kd = 9000.0 nM 5.05 Binding affinity to human recombinant DAAO at 442 nm spectral modification by sp... 23631755
D-amino-acid oxidase Ki = 10900.0 nM 4.96 Inhibition of human recombinant N-terminal His-tagged DAO expressed in Escherich... 23391306
Solute carrier family 22 member 20 Ki = 13803.84 nM 4.86 Inhibition of mouse Oat6-mediated [3H]ES uptake in Xenopus oocytes after 1 hr 17553798
Solute carrier family 22 member 20 Ki = 13800.0 nM 4.86 Inhibition of mouse Oat6-mediated [3H]ES uptake in Xenopus oocytes after 1 hr 17553798
D-amino-acid oxidase Ki = 37500.0 nM 4.43 Inhibition of human recombinant N-terminal His-tagged DAO Y224A mutant expressed... 23391306
D-amino-acid oxidase IC50 = 46900.0 nM 4.33 Inhibition of human recombinant N-terminal His-tagged DAO expressed in Escherich... 23391306
D-amino-acid oxidase Ki = 54000.0 nM 4.27 Inhibition of human recombinant N-terminal His-tagged DAO Y224F mutant expressed... 23391306
D-amino-acid oxidase IC50 = 65700.0 nM 4.18 Inhibition of human recombinant N-terminal His-tagged DAO expressed in Escherich... 23391306

Literature References

PubMed DOI Target Context # Activities
- 10.6019/CHEMBL3885881 Rattus norvegicus 270
21780738 10.1021/jf201611b Heterodera zeae 36
36796127 10.1016/j.bmc.2023.117203 No relevant target 13
23391306 10.1021/jm3017865 D-amino-acid oxidase 11
12083872 10.1021/jf020088v Saccharomyces cerevisiae 10
20715837 10.1021/jf101827v Lolium rigidum 9
20715837 10.1021/jf101827v Radish 9
18505250 10.1021/jm800030e Curvularia lunata 7
13215 10.1021/jm00211a010 No relevant target 6
3599019 10.1021/jm00390a002 No relevant target 6
1560438 10.1021/jm00085a012 Rattus norvegicus 5
23631755 10.1021/jm4002583 D-amino-acid oxidase 5
- 10.1016/j.cropro.2012.09.015 Lasiodiplodia theobromae 4
- 10.1016/j.cropro.2012.09.015 Neofusicoccum ribis 4
27507110 10.1016/j.bmc.2016.07.060 Tyrosinase 4
24249037 10.1007/s11095-013-1232-z No relevant target 4
- 10.1016/j.cropro.2012.09.015 Botryosphaeria dothidea 4
- 10.1016/j.cropro.2012.09.015 Diplodia seriata 3
894678 10.1021/jm00218a017 No relevant target 3
33711444 10.1016/j.bmcl.2021.127919 MCF7 3

Data from ChEMBL 36 via Core Engine