Structure

InChI Key ODKNJVUHOIMIIZ-RRKCRQDMSA-N
Smiles O=c1[nH]c(=O)n([C@H]2C[C@H](O)[C@@H](CO)O2)cc1F
InChI
InChI=1S/C9H11FN2O5/c10-4-2-12(9(16)11-8(4)15)7-1-5(14)6(3-13)17-7/h2,5-7,13-14H,1,3H2,(H,11,15,16)/t5-,6+,7+/m0/s1

Physicochemical Descriptors

Property Name Value
Molecular Formula C9H11FN2O5
Molecular Weight 246.19
AlogP -1.68
Hydrogen Bond Acceptor 6.0
Hydrogen Bond Donor 3.0
Number of Rotational Bond 2.0
Polar Surface Area 104.55
Molecular species NEUTRAL
Aromatic Rings 1.0
Heavy Atoms 17.0

Metabolites Network

visNetwork

Bioactivity

Mechanism of Action Action Reference
Thymidylate synthase inhibitor INHIBITOR PubMed PubMed PubMed PubMed
Protein: Thymidylate synthase

Description: Thymidylate synthase

Organism : Homo sapiens

P04818 ENSG00000176890
Assay Description Organism Bioactivity Reference
Inhibitory concentration of compound rwas calculated on 3T3 cells by [3H]Thd incorporation Mus musculus 500.0 nM
Inhibitory concentration of compound was calculated on 3T3 cells by using clonal assay Mus musculus 600.0 nM
Tested for cytotoxicity against antigen positive 791T osteosarcoma cells having only 3-5% antigen expression Homo sapiens 0.8 ug.mL-1
Compound was tested for its inhibitory effect on the growth of AZ-521 tumor cell line from stomach. Homo sapiens 50.0 nM
Tested for cytotoxicity against C170 colorectal carcinoma cell line by [75Se]selenomethionine uptake assay, in vitro Homo sapiens 0.1 ug.mL-1 Tested for cytotoxicity against C170 colorectal carcinoma cell line by [75Se]selenomethionine uptake assay, in vitro Homo sapiens 400.0 nM
In vitro cytotoxicity of compounds were determined on Inhibition of human leukemia cell line(CCRF-CEM). Homo sapiens 2.0 nM
Tested in vitro for the inhibition of cell growth of human T lymphoblastoid CCRF-CEM cell line (ATCC CCL 119) Homo sapiens 500.0 nM
Evaluated for the inhibition of tumor cell growth of Human T-Lymphocyte cells (CEM/0) Homo sapiens 0.0003 ug.mL-1
Compound was tested for its inhibitory effect on the growth of COLO 320DM tumor cell line from colon. Homo sapiens 650.0 nM
Compound was tested for its inhibitory effect on the growth of DLD-1 tumor cell line from colon. Homo sapiens 92.0 nM
Evaluated for the inhibition of tumor cell growth of murine mammary carcinoma malignant tumor cell line (FM3A/0) Mus musculus 0.0008 ug.mL-1
Compound was tested for its inhibitory effect on the growth of HCT-15 tumor cell line from colon. Homo sapiens 49.0 nM
Compound was tested for its inhibitory effect on the growth of HT1080 sarcoma tumor cell line. Homo sapiens 120.0 nM
Cytotoxic concentration in prostate specific antigen (PSA) producing human LNCaP cells Homo sapiens 69.2 nM
Cytotoxic concentration in non prostate specific antigen (PSA) producing human TSU cells Homo sapiens 58.0 nM
Compound was tested for its inhibitory effect on the growth of KKLS tumor cell line from stomach. Homo sapiens 760.0 nM
Growth inhibition in L1210 mouse leukemia cells after 2 hr treatment Mus musculus 45.0 nM
Growth inhibition in L1210 mouse leukemia cells after 24 h treatment Mus musculus 4.1 nM
Growth inhibition in L1210 mouse leukemia cells after 48 hr treatment Mus musculus 0.64 nM
Growth inhibition in L1210 mouse leukemia cells after 8 h treatment Mus musculus 23.0 nM

Related Entries

Cross References

Resources Reference
ChEBI 60761
ChEMBL CHEMBL917
DrugBank DB00322
DrugCentral 1184
FDA SRS 039LU44I5M
Human Metabolome Database HMDB0014467
Guide to Pharmacology 4801
KEGG C11736
PubChem 5790
SureChEMBL SCHEMBL4424
ZINC ZINC000003813010