phenazopyridine   Click here for help

GtoPdb Ligand ID: 7616

Synonyms: NC-150 | Pyridium® | W-1655
Approved drug
phenazopyridine is an approved drug
Compound class: Synthetic organic
Comment: This ligand is also represented on ChEMBL by the entry with ID CHEMBL1242.
2D Structure
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2D Structure

An image of the ligand's 2D structure. For small molecules with SMILES these are drawn using the NCI/CADD Chemical Identifier Resolver. Click on the image to access the chemical structure search tool with the ligand pre-loaded in the structure editor. For other types of ligands, e.g. longer nucleotides and peptides, a manually drawn representation of the molecule may be provided.

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Physico-chemical Properties
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Physico-chemical Properties

Calculated molecular properties are available for small molecules and natural products (not peptides). Properties were generated using the CDK toolkit. All properties were selected to enable the prediction of the Lipinski Rule-of-Five profile or ‘druglikeness’ for each ligand. For more info on each category see the help pages.

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Hydrogen bond acceptors 5
Hydrogen bond donors 2
Rotatable bonds 2
Topological polar surface area 89.65
Molecular weight 213.1
XLogP 2.71
No. Lipinski's rules broken 0
SMILES / InChI / InChIKey
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SMILES / InChI / InChIKey

SMILES (Simplified Molecular Input Line Entry Specification) A specification for unambiguously describing the structure of chemical molecules using short ASCII strings. Canonical SMILES specify a unique representation of the 2D structure without chiral or isotopic specifications. Isomeric SMILES include chiral specification and isotopes.

Standard InChI (IUPAC International Chemical Identifier) and InChIKey InChI is a non-proprietary, standard, textual identifier for chemical substances designed to facilitate linking of information and database searching. An InChIKey is a simplified version of a full InChI, designed for easier web searching.

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Canonical SMILES Nc1ccc(c(n1)N)N=Nc1ccccc1
Isomeric SMILES Nc1ccc(c(n1)N)N=Nc1ccccc1
InChI InChI=1S/C11H11N5/c12-10-7-6-9(11(13)14-10)16-15-8-4-2-1-3-5-8/h1-7H,(H4,12,13,14)
InChI Key QPFYXYFORQJZEC-UHFFFAOYSA-N
Classification Click here for help
Compound class Synthetic organic
Approved drug? Yes
IUPAC Name Click here for help
3-phenyldiazenylpyridine-2,6-diamine
International Nonproprietary Names Click here for help
INN number INN
357 phenazopyridine
Synonyms Click here for help
NC-150 | Pyridium® | W-1655
Database Links Click here for help
CAS Registry No. 94-78-0
ChEBI CHEBI:71416
ChEMBL Ligand CHEMBL1625467
DrugBank Ligand DB01438
GtoPdb PubChem SID 223365951
PubChem CID 4756
Search Google for chemical match using the InChIKey QPFYXYFORQJZEC-UHFFFAOYSA-N
Search Google for chemicals with the same backbone QPFYXYFORQJZEC
Search PubMed clinical trials phenazopyridine
Search PubMed titles phenazopyridine
Search PubMed titles/abstracts phenazopyridine
UniChem Compound Search for chemical match using the InChIKey QPFYXYFORQJZEC-UHFFFAOYSA-N
UniChem Connectivity Search for chemical match using the InChIKey QPFYXYFORQJZEC-UHFFFAOYSA-N
Wikipedia Phenazopyridine