RALTITREXED

Search structure
Synonyms:
Status: Approved
Entry Type: Small molecule
Molecule Category: UNKNOWN
ATC: L01BA03
UNII: FCB9EGG971

Structure
InChI Key IVTVGDXNLFLDRM-HNNXBMFYSA-N
Smile Cc1nc(=O)c2cc(CN(C)c3ccc(C(=O)N[C@@H](CCC(=O)O)C(=O)O)s3)ccc2[nH]1
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

Physicochemical Descriptors

Property Name Value
Molecular Formula C21H22N4O6S
Molecular Weight 458.5
AlogP 1.98
Hydrogen Bond Acceptor 7.0
Hydrogen Bond Donor 4.0
Number of Rotational Bond 9.0
Polar Surface Area 152.69
Molecular species ACID
Aromatic Rings 3.0
Heavy Atoms 32.0

Pharmacology

Action Mechanism of Action Reference
INHIBITOR Thymidylate synthase inhibitor PubMed PubMed
Primary Target
thymidylate synthetase
Targets EC50(nM) IC50(nM) Kd(nM) Ki(nM) Inhibition(%)
Enzyme Oxidoreductase
- 480-2300 - - -
Enzyme Transferase
- 260-8800 - 418 94
Membrane receptor
- 22-746 - - -
Transporter Electrochemical transporter SLC superfamily of solute carriers SLC19 family of vitamin transporters
- 6-6 - - -
Transporter Electrochemical transporter SLC superfamily of solute carriers SLC46 family of folate transporters
- 100-100 - - -

Indications

Mesh Heading Maximum Phase Mesh ID Reference
Mesothelioma 3 D008654 ClinicalTrials
Carcinoma, Squamous Cell 3 D002294 ClinicalTrials
Colorectal Neoplasms 3 D015179 ClinicalTrials
Colorectal Neoplasms 3 D015179 ClinicalTrials
Colorectal Neoplasms 3 D015179 ClinicalTrials
Rectal Neoplasms 2 D012004 ClinicalTrials
Pancreatic Neoplasms 2 D010190 ClinicalTrials
Esophageal Neoplasms 2 D004938 ClinicalTrials
Nasopharyngeal Neoplasms 2 D009303 ClinicalTrials
Stomach Neoplasms 2 D013274 ClinicalTrials
Esophageal Neoplasms 2 D004938 ClinicalTrials
Precursor Cell Lymphoblastic Leukemia-Lymphoma 1 D054198 ClinicalTrials

Related Entries

Scaffolds

Cross References

Resources Reference
CAS NUMBER 112887-68-0
ChEBI 5847
ChEMBL CHEMBL225071
DrugBank DB00293
DrugCentral 2353
EPA CompTox DTXSID0046482
FDA SRS FCB9EGG971
Human Metabolome Database HMDB0014438
Guide to Pharmacology 7403
KEGG C11372
PDB D16
PharmGKB PA131625240
PubChem 135400182
SureChEMBL SCHEMBL7438
ZINC ZINC000003832372
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