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Compound Detail

CHEMBL463

AMINOHIPPURIC ACID
💊 Approved Drug
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💊 Approved Drug
Nc1ccc(C(=O)NCC(=O)O)cc1

Basic Information

ChEMBL ID CHEMBL463
Name AMINOHIPPURIC ACID
Phase Approved
Structure Type MOL
InChI Key HSMNQINEKMPTIC-UHFFFAOYSA-N

Known Names

Aminohippuric acid Aminohippuric acid, p- NSC-13064 P-aminohippuric acid Para-aminohippurate
3
Targets
14
Activities
2
Assay Types
0
PK Parameters
20
Publications
5
Known Names

Molecular Properties

194.2
MW (Da)
0.08
ALogP
3
HBA
3
HBD
92.4
PSA (Ų)
0.59
QED
0
Ro5 Violations
3
Rot. Bonds

Drug Information

Molecule Type Small molecule
First Approval 1982
Availability Discontinued
Chirality Achiral

Routes of Administration

Parenteral

Flags

Natural Product

Extended Properties

Molecular Formula C9H10N2O3
MW 194.19
Aromatic Rings 1
Heavy Atoms 14
NP-Likeness -0.60

ATC Classification

V04CH30
aminohippuric acid
Level 1: VARIOUS
Level 2: DIAGNOSTIC AGENTS

Activity Summary

Ki 10 meas. best 5.22
IC50 4 meas. best 5.06

Target Activity Profile

Target Type Best pChEMBL Mean pChEMBL Best (nM) # Data
Solute carrier family 22 member 6
CHEMBL1641347
Ki 5.22 5.22 6020.0 2
Solute carrier family 22 member 6
CHEMBL1641347
IC50 5.06 5.06 8800.0 1
Solute carrier family 22 member 6
CHEMBL5653
Ki 5.03 5.03 9332.5 2
Organic anion transporter 3
CHEMBL1641348
Ki 4.71 4.71 19600.0 1

Activity Data Samples

Top measurements by pChEMBL value

Literature References

PubMed DOI Target Context # Activities
22194678 10.1371/journal.pcbi.1002310 Hepatotoxicity 14
22190696 10.1124/dmd.111.042036 Solute carrier family 22 member 6 4
18952446 10.1016/j.bmc.2008.10.013 Peptidylglycine alpha-amidating monooxygenase 4
17553798 10.1074/jbc.m703467200 Solute carrier family 22 member 6 3
17553798 10.1074/jbc.m703467200 Solute carrier family 22 member 20 3
10508931 10.1016/s0014-5793(99)01221-1 Solute carrier organic anion transporter family member 1A3 2
2496229 10.1021/jm00125a017 Aldo-keto reductase family 1 member B1 2
14762099 10.1124/jpet.103.063370 Organic anion transporter 3 2
15100168 10.1124/dmd.32.5.479 Organic anion transporter 3 2
11160873 10.1124/mol.59.2.358 Organic cation/carnitine transporter 2 2
12837685 10.1152/ajprenal.00140.2003 Solute carrier family 22 member 6 2
- 10.6019/CHEMBL4495565 SARS-CoV-2 2
10525100 - Organic cation/carnitine transporter 2 2
- 10.6019/CHEMBL4808148 Histone deacetylase 6 2
37468498 10.1038/s41467-023-40064-9 Alpha-1A adrenergic receptor 2
37468498 10.1038/s41467-023-40064-9 Thromboxane A2 receptor 2
26948801 10.1016/j.drudis.2016.02.015 Homo sapiens 2
- 10.6019/CHEMBL4651402 SARS-CoV-2 2
33369426 10.1021/acs.jmedchem.0c01762 2-amino-3-carboxymuconate-6-semialdehyde decarboxylase 2
37468498 10.1038/s41467-023-40064-9 Prostaglandin G/H synthase 1 2

Data from ChEMBL 36 via Core Engine