raltitrexed   Click here for help

GtoPdb Ligand ID: 7403

Synonyms: ICI-D-1694 | Tomudex® | ZD1694
Approved drug PDB Ligand
raltitrexed is an approved drug (EMA (2009))
Compound class: Synthetic organic
Comment: Raltitrexed is an antimetabolite drug.
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Ligand Activity Visualisation Charts

These are box plot that provide a unique visualisation, summarising all the activity data for a ligand taken from ChEMBL and GtoPdb across multiple targets and species. Click on a plot to see the median, interquartile range, low and high data points. A value of zero indicates that no data are available. A separate chart is created for each target, and where possible the algorithm tries to merge ChEMBL and GtoPdb targets by matching them on name and UniProt accession, for each available species. However, please note that inconsistency in naming of targets may lead to data for the same target being reported across multiple charts.

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View interactive charts of activity data across species
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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Click here for structure editor
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 9
Hydrogen bond donors 4
Rotatable bonds 10
Topological polar surface area 180.93
Molecular weight 458.13
XLogP 2.42
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 OC(=O)CCC(C(=O)O)NC(=O)c1ccc(s1)N(Cc1ccc2c(c1)c(=O)nc([nH]2)C)C
Isomeric SMILES OC(=O)CC[C@@H](C(=O)O)NC(=O)c1ccc(s1)N(Cc1ccc2c(c1)c(=O)nc([nH]2)C)C
InChI InChI=1S/C21H22N4O6S/c1-11-22-14-4-3-12(9-13(14)19(28)23-11)10-25(2)17-7-6-16(32-17)20(29)24-15(21(30)31)5-8-18(26)27/h3-4,6-7,9,15H,5,8,10H2,1-2H3,(H,24,29)(H,26,27)(H,30,31)(H,22,23,28)/t15-/m0/s1
InChI Key IVTVGDXNLFLDRM-HNNXBMFYSA-N
Classification Click here for help
Compound class Synthetic organic
Approved drug? Yes (EMA (2009))
IUPAC Name Click here for help
(2S)-2-[[5-[methyl-[(2-methyl-4-oxo-1H-quinazolin-6-yl)methyl]amino]thiophene-2-carbonyl]amino]pentanedioic acid
International Nonproprietary Names Click here for help
INN number INN
7319 raltitrexed
Synonyms Click here for help
ICI-D-1694 | Tomudex® | ZD1694
Database Links Click here for help
CAS Registry No. 112887-68-0
ChEMBL Ligand CHEMBL225071
DrugBank Ligand DB00293
DrugCentral Ligand 2353
GtoPdb PubChem SID 178103975
PubChem CID 135400182
RCSB PDB Ligand D16
Search Google for chemical match using the InChIKey IVTVGDXNLFLDRM-HNNXBMFYSA-N
Search Google for chemicals with the same backbone IVTVGDXNLFLDRM
Search PubMed clinical trials raltitrexed
Search PubMed titles raltitrexed
Search PubMed titles/abstracts raltitrexed
SynPHARM 79619 (in complex with thymidylate synthetase)
79620 (in complex with thymidylate synthetase)
UniChem Compound Search for chemical match using the InChIKey IVTVGDXNLFLDRM-HNNXBMFYSA-N
UniChem Connectivity Search for chemical match using the InChIKey IVTVGDXNLFLDRM-HNNXBMFYSA-N
Wikipedia Raltitrexed