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Compound Detail

CHEMBL1242

PHENAZOPYRIDINE
💊 Approved Drug
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💊 Approved Drug
Nc1ccc(/N=N/c2ccccc2)c(N)n1

Basic Information

ChEMBL ID CHEMBL1242
Name PHENAZOPYRIDINE
Phase Approved
Structure Type MOL
InChI Key QPFYXYFORQJZEC-FOCLMDBBSA-N
Therapeutic ✓ Yes

Known Names

Fenazopiridina NSC-145895 Phenazopyridine
3
Targets
3
Activities
2
Assay Types
0
PK Parameters
20
Publications
3
Known Names
3
Indications

Molecular Properties

213.2
MW (Da)
2.66
ALogP
5
HBA
2
HBD
89.7
PSA (Ų)
0.75
QED
0
Ro5 Violations
2
Rot. Bonds

Drug Information

Molecule Type Small molecule
First Approval 1987
Availability Withdrawn
Chirality Achiral

Routes of Administration

Oral

Flags

Withdrawn Natural Product
USAN Year 1961

Extended Properties

Molecular Formula C11H11N5
MW 213.24
Aromatic Rings 2
Heavy Atoms 16
NP-Likeness -0.56

Indications

Dysuria Pain Urinary Retention

ATC Classification

G04BX06
phenazopyridine
Level 1: GENITO URINARY SYSTEM AND SEX HORMONES
Level 2: UROLOGICALS

Drug Warnings

Withdrawn
carcinogenicity
unacceptable benefit to risk ratio (carcinogenic potential)
Country: Greece   Year: 1984

Activity Summary

EC50 2 meas. best 5.72
IC50 1 meas. best 4.55

Target Activity Profile

Target Type Best pChEMBL Mean pChEMBL Best (nM) # Data
Human coronavirus OC43
CHEMBL5209665
EC50 5.72 5.72 1900.0 1
Unchecked
CHEMBL612545
EC50 5.7 5.7 2020.0 1
SARS-CoV-2
CHEMBL4303835
IC50 4.55 4.55 28000.0 1

Activity Data Samples

Top measurements by pChEMBL value

Literature References

PubMed DOI Target Context # Activities
- 10.5281/zenodo.13943903 ADMET 88
31158845 10.1038/s41586-019-1291-3 ADMET 81
15646539 10.1016/s0399-8320(04)95062-2 Unchecked 11
15646539 10.1016/s0399-8320(04)95062-2 NON-PROTEIN TARGET 8
32845145 10.1021/acs.jmedchem.0c00626 Unchecked 3
31158845 10.1038/s41586-019-1291-3 SGNH hydrolase-type esterase domain-containing protein 3
- 10.6019/CHEMBL4808148 Histone deacetylase 6 3
31158845 10.1038/s41586-019-1291-3 Flavodoxin 3
37468498 10.1038/s41467-023-40064-9 Alpha-2A adrenergic receptor 3
37468498 10.1038/s41467-023-40064-9 5-hydroxytryptamine receptor 2B 3
37468498 10.1038/s41467-023-40064-9 Gamma-aminobutyric acid receptor subunit alpha-1 3
31158845 10.1038/s41586-019-1291-3 General stress protein 3
37468498 10.1038/s41467-023-40064-9 Alpha-1A adrenergic receptor 3
37468498 10.1038/s41467-023-40064-9 Muscarinic acetylcholine receptor M2 3
37468498 10.1038/s41467-023-40064-9 D(1A) dopamine receptor 3
37468498 10.1038/s41467-023-40064-9 Cannabinoid receptor 1 2
37468498 10.1038/s41467-023-40064-9 Amine oxidase [flavin-containing] A 2
37468498 10.1038/s41467-023-40064-9 Prostaglandin G/H synthase 1 2
37468498 10.1038/s41467-023-40064-9 Gamma-aminobutyric acid receptor subunit alpha-1/alpha-2/beta-2/gamma-2 2
37468498 10.1038/s41467-023-40064-9 cGMP-inhibited 3',5'-cyclic phosphodiesterase 3A 2

Data from ChEMBL 36 via Core Engine