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phthalylsulfathiazole   Click here for help

GtoPdb Ligand ID: 13907

Synonyms: sulfathalidine
Compound class: Synthetic organic
Comment: Phthalylsulfathiazole is a dihydrofolate reductase inhibitor with antibacterial activity.
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 3
Rotatable bonds 7
Topological polar surface area 158.61
Molecular weight 403.44
XLogP -0
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 C1=CC(=C(C=C1)C(=O)O)C(=O)NC2=CC=C(C=C2)S(=O)(=O)NC3=NC=CS3
Isomeric SMILES C1=CC=C(C(=C1)C(=O)NC2=CC=C(C=C2)S(=O)(=O)NC3=NC=CS3)C(=O)O
InChI InChI=1S/C17H13N3O5S2/c21-15(13-3-1-2-4-14(13)16(22)23)19-11-5-7-12(8-6-11)27(24,25)20-17-18-9-10-26-17/h1-10H,(H,18,20)(H,19,21)(H,22,23)
InChI Key PBMSWVPMRUJMPE-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
IUPAC Name Click here for help
2-[[4-(1,3-thiazol-2-ylsulfamoyl)phenyl]carbamoyl]benzoic acid
International Nonproprietary Names Click here for help
INN number INN
4175 phthalylsulfathiazole
Synonyms Click here for help
sulfathalidine
Database Links Click here for help
Specialist databases
Antibiotic DB Antibiotic DB Database logo Phthalylsulfathiazole
Other databases
CAS Registry No. 85-73-4 (source: Scifinder)
ChEBI CHEBI:9336
ChEMBL Ligand CHEMBL1524273
DrugBank Ligand DB13248
DrugCentral Ligand 2158
GtoPdb PubChem SID 513757592
PubChem CID 4806
Search Google for chemical match using the InChIKey PBMSWVPMRUJMPE-UHFFFAOYSA-N
Search Google for chemicals with the same backbone PBMSWVPMRUJMPE
Search PubMed clinical trials phthalylsulfathiazole
Search PubMed titles phthalylsulfathiazole
Search PubMed titles/abstracts phthalylsulfathiazole
UniChem Compound Search for chemical match using the InChIKey PBMSWVPMRUJMPE-UHFFFAOYSA-N
UniChem Connectivity Search for chemical match using the InChIKey PBMSWVPMRUJMPE-UHFFFAOYSA-N