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evofosfamide   Click here for help

GtoPdb Ligand ID: 8695

Synonyms: compound 3b [2] | TH-302
Compound class: Synthetic organic
Comment: Evofosfamide is a hypoxia-activated prodrug being investigated as an antineoplastic therapeutic (compound 3b in [2]). This compound is related to ifosfamide. Being developed by Threshold Pharmaceuticals.

evofosfamide 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 5
Hydrogen bond donors 2
Rotatable bonds 10
Topological polar surface area 121.13
Molecular weight 446.93
XLogP 1.15
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 BrCCNP(=O)(NCCBr)OCc1cnc(n1C)[N+](=O)[O-]
Isomeric SMILES BrCCNP(=O)(NCCBr)OCc1cnc(n1C)[N+](=O)[O-]
InChI InChI=1S/C9H16Br2N5O4P/c1-15-8(6-12-9(15)16(17)18)7-20-21(19,13-4-2-10)14-5-3-11/h6H,2-5,7H2,1H3,(H2,13,14,19)
InChI Key UGJWRPJDTDGERK-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-bromo-N-[(2-bromoethylamino)-[(3-methyl-2-nitroimidazol-4-yl)methoxy]phosphoryl]ethanamine
International Nonproprietary Names Click here for help
INN number INN
9811 evofosfamide
Synonyms Click here for help
compound 3b [2] | TH-302
Database Links Click here for help
CAS Registry No. 918633-87-1 (source: PubChem)
ChEMBL Ligand CHEMBL260046
GtoPdb PubChem SID 252166895
PubChem CID 11984561
Search Google for chemical match using the InChIKey UGJWRPJDTDGERK-UHFFFAOYSA-N
Search Google for chemicals with the same backbone UGJWRPJDTDGERK
Search PubMed clinical trials evofosfamide
Search PubMed titles evofosfamide
Search PubMed titles/abstracts evofosfamide
UniChem Compound Search for chemical match using the InChIKey UGJWRPJDTDGERK-UHFFFAOYSA-N
UniChem Connectivity Search for chemical match using the InChIKey UGJWRPJDTDGERK-UHFFFAOYSA-N

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MedChemExpress
Evofosfamide (links to external site)
Cat. No. HY-10535