balsalazide   Click here for help

GtoPdb Ligand ID: 11569

Synonyms: Colazal® | Colazide® | Giazo®
Approved drug
balsalazide is an approved drug (UK (1997), FDA (2000),)
Compound class: Synthetic organic
Comment: Balsalazide is a prodrug of the anti-inflammatory drug mesalazine.

balsalazide is commercially available from our sponsors

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 Chemistry Development Kit (CDK) (Willighagen EL et al. Journal of Cheminformatics vol. 9:33. 2017, doi:10.1186/s13321-017-0220-4; https://cdk.github.io/). 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 8
Hydrogen bond donors 4
Rotatable bonds 8
Topological polar surface area 148.65
Molecular weight 357.1
XLogP 2.72
No. Lipinski's rules broken 0

Generated using the Chemistry Development Kit (CDK) (Willighagen EL et al. Journal of Cheminformatics vol. 9:33. 2017, doi:10.1186/s13321-017-0220-4; https://cdk.github.io/)
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.

Generated using the Chemistry Development Kit (CDK) (Willighagen EL et al. Journal of Cheminformatics vol. 9:33. 2017, doi:10.1186/s13321-017-0220-4; https://cdk.github.io/)

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Canonical SMILES OC(=O)CCNC(=O)c1ccc(cc1)N=Nc1ccc(c(c1)C(=O)O)O
Isomeric SMILES OC(=O)CCNC(=O)c1ccc(cc1)N=Nc1ccc(c(c1)C(=O)O)O
InChI InChI=1S/C17H15N3O6/c21-14-6-5-12(9-13(14)17(25)26)20-19-11-3-1-10(2-4-11)16(24)18-8-7-15(22)23/h1-6,9,21H,7-8H2,(H,18,24)(H,22,23)(H,25,26)
InChI Key IPOKCKJONYRRHP-UHFFFAOYSA-N

Generated using the Chemistry Development Kit (CDK) (Willighagen EL et al. Journal of Cheminformatics vol. 9:33. 2017, doi:10.1186/s13321-017-0220-4; https://cdk.github.io/)
Classification Click here for help
Compound class Synthetic organic
Approved drug? Yes. UK (1997)  |  FDA (2000)
Is prodrug? Yes
Active form mesalazine
IUPAC Name Click here for help
5-[[4-(2-carboxyethylcarbamoyl)phenyl]diazenyl]-2-hydroxybenzoic acid
International Nonproprietary Names Click here for help
INN number INN
5221 balsalazide
Synonyms Click here for help
Colazal® | Colazide® | Giazo®
Database Links Click here for help
CAS Registry No. 80573-04-2 (source: WHO INN record)
ChEMBL Ligand CHEMBL1208641
DrugBank Ligand DB01014
GtoPdb PubChem SID 441604941
PubChem CID 54585
Search Google for chemical match using the InChIKey IPOKCKJONYRRHP-UHFFFAOYSA-N
Search Google for chemicals with the same backbone IPOKCKJONYRRHP
Search PubMed clinical trials balsalazide
Search PubMed titles balsalazide
Search PubMed titles/abstracts balsalazide
UniChem Compound Search for chemical match using the InChIKey IPOKCKJONYRRHP-UHFFFAOYSA-N
UniChem Connectivity Search for chemical match using the InChIKey IPOKCKJONYRRHP-UHFFFAOYSA-N

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MedChemExpress
Balsalazide (links to external site)
Cat. No. HY-B0667
(Same CID)