Compound Detail

CHEMBL1169

AMINOSALICYLIC ACID

💊 Approved Drug

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💊 Approved Drug

Nc1ccc(C(=O)O)c(O)c1

ChEMBL ↗ Properties Compare Identifier

Basic Information

ChEMBL ID	CHEMBL1169
Name	AMINOSALICYLIC ACID
Phase	Approved
Structure Type	MOL
InChI Key	WUBBRNOQWQTFEX-UHFFFAOYSA-N
Therapeutic	✓ Yes

Known Names

4-aminosalicylic acid Aminosalicylate Aminosalicylic acid Aminosalicylic acid component of neopasalate Aminosalicylic acid resin complex Benzoic acid, 4-amino-2-hydroxy- Granupas Granupas (previously para-aminosalicylic acid lucane) NSC-2083 P-aminosalicylic acid Para-aminosalicylic acid Parasal +3 more

Targets

Activities

Assay Types

PK Parameters

Publications

Known Names

Indications

Mechanisms

Molecular Properties

153.1

MW (Da)

0.67

ALogP

HBA

HBD

83.5

PSA (Å²)

0.52

QED

Ro5 Violations

Rot. Bonds

Drug Information

Molecule Type	Small molecule
First Approval	1950
Availability	Prescription
Chirality	Achiral

Routes of Administration

Oral

Flags

Natural Product

USAN Stem

-sal-

Extended Properties

Molecular Formula	C7H7NO3
MW	153.14
Aromatic Rings	1
Heavy Atoms	11
NP-Likeness	0.24

Mechanism of Action

Mechanism	Action Type	Target	Direct	Efficacy
Dihydrofolate reductase inhibitor	INHIBITOR	Dihydrofolate reductase	✓	✓

Indications

Tuberculosis Tuberculosis, Pulmonary Colitis, Ulcerative Crohn Disease Osteomyelitis

ATC Classification

J04AA01

4-aminosalicylic acid

Level 1: ANTIINFECTIVES FOR SYSTEMIC USE

Level 2: ANTIMYCOBACTERIALS

Activity Summary

IC50 5 meas.

Kd 4 meas. best 2.92

Ki 2 meas.

Target Activity Profile

Target	Type	Best pChEMBL	Mean pChEMBL	Best (nM)	# Data
Tyrosine-protein phosphatase non-receptor type 1 CHEMBL335	Kd	2.92	2.92	1200000.0	3

Pharmacokinetic Data

Parameter	Value	Units	Species
AUC	380.0	ng.hr.mL-1	Mus musculus
AUC	3400.0	ng.hr.mL-1	Mus musculus

Activity Data Samples

Top measurements by pChEMBL value

Target	Type	Rel.	Value	Units	pChEMBL	Assay	PubMed
Tyrosine-protein phosphatase non-receptor type 1	Kd	=	1200000.0	nM	2.92	Dissociation constant for Protein-tyrosine phosphatase 1B	15214773
Tyrosine-protein phosphatase non-receptor type 1	Kd	=	1200000.0	nM	2.92	Dissociation constant against protein tyrosine phosphatase PTB1B receptor was de...	13678400
Tyrosine-protein phosphatase non-receptor type 1	Kd	=	1200000.0	nM	2.92	Binding affinity to N-terminal GST-fused human PTP1B (1 to 288 residues) express...	32539387

Literature References

PubMed	DOI	Target Context	# Activities
-	10.6019/CHEMBL3885881	Rattus norvegicus	277
19237648	10.1128/aac.01197-08	Mycobacterium tuberculosis	21
32940035	10.1021/acs.jmedchem.0c01541	No relevant target	15
38547240	10.1021/acs.jmedchem.3c02304	Mus musculus	13
15646539	10.1016/s0399-8320(04)95062-2	Unchecked	11
20805400	10.1128/aac.00738-10	Mycobacterium tuberculosis	10
37423128	10.1016/j.ejmech.2023.115617	Mycobacterium tuberculosis	8
15646539	10.1016/s0399-8320(04)95062-2	NON-PROTEIN TARGET	8
35219151	10.1016/j.ejmech.2022.114201	Mycobacterium tuberculosis	7
28337336	10.1039/C6MD00236F	Unchecked	7
24953953	10.1016/j.bmc.2014.05.064	Mycobacterium kansasii	6
28126437	10.1016/j.bmc.2017.01.016	Mycobacterium kansasii	6
25593095	10.1016/j.bmc.2014.12.019	Mycobacterium kansasii	6
21855181	10.1016/j.ejmech.2011.07.052	Mycobacterium kansasii	6
20937542	10.1016/j.ejmech.2010.09.040	Mycobacterium kansasii	6
24369840	10.1016/j.bmc.2013.12.016	Mycobacterium kansasii	6
31401536	10.1016/j.ejmech.2019.111578	Mycobacterium kansasii	6
31401536	10.1016/j.ejmech.2019.111578	Unchecked	5
18472188	10.1016/j.ejmech.2008.03.035	Rattus norvegicus	5
28337336	10.1039/C6MD00236F	Mycobacterium tuberculosis	4

Data from ChEMBL 36 via Core Engine