CLADRIBINE

/static/temp/default.svg Search structure
Trade Names
Synonyms
Status
Molecule Category UNKNOWN
ATC L01BB04 L04AA40
UNII 47M74X9YT5
EPA CompTox DTXSID8022828

Structure

InChI Key PTOAARAWEBMLNO-KVQBGUIXSA-N
Smiles Nc1nc(Cl)nc2c1ncn2[C@H]1C[C@H](O)[C@@H](CO)O1
InChI
InChI=1S/C10H12ClN5O3/c11-10-14-8(12)7-9(15-10)16(3-13-7)6-1-4(18)5(2-17)19-6/h3-6,17-18H,1-2H2,(H2,12,14,15)/t4-,5+,6+/m0/s1

Physicochemical Descriptors

Property Name Value
Molecular Formula C10H12ClN5O3
Molecular Weight 285.69
AlogP -0.3
Hydrogen Bond Acceptor 8.0
Hydrogen Bond Donor 3.0
Number of Rotational Bond 2.0
Polar Surface Area 119.31
Molecular species NEUTRAL
Aromatic Rings 2.0
Heavy Atoms 19.0

Bioactivity

Mechanism of Action Action Reference
DNA inhibitor INHIBITOR DailyMed
Targets EC50(nM) IC50(nM) Kd(nM) Ki(nM) Inhibition(%)
Enzyme Phosphodiesterase Phosphodiesterase 2 Phosphodiesterase 2A
- - - - 8
Membrane receptor Family A G protein-coupled receptor Small molecule receptor (family A GPCR) Nucleotide-like receptor (family A GPCR) Adenosine receptor
- - - 20400 -
Assay Description Organism Bioactivity Reference
Compound was tested for cytotoxicity against CCRF-CEM cell lines Homo sapiens 3.0 nM
Compound was tested for cytotoxicity against HEp-2 cell lines Homo sapiens 30.0 nM
Compound was tested for cytotoxicity against L1210 cell lines Mus musculus 70.0 nM
Inhibition of RNA synthesis in human CCRF-CEM assessed as assessed as BrdU incorporation after 24 by flow cytometry Homo sapiens 44.77 %
Inhibition of DNA synthesis in human CCRF-CEM assessed as assessed as BrdU incorporation after 24 by flow cytometry Homo sapiens 9.54 %
Inhibition of [3H]adenine binding to adenine 1 receptor in rat brain cortical membrane at 100 uM by liquid scintillation counting Rattus norvegicus 9.0 %
PUBCHEM_BIOASSAY: Dose response confirmation of uHTS of chemical inhibitors of both B-cell and T-cell specific antigen receptor-induced NF-kB activation in a Jurkat cell line using a luminescence assay. (Class of assay: confirmatory) [Related pubchem assays (depositor defined):AID435003, AID435022, AID465, AID489029] Homo sapiens 660.0 nM
Cytotoxicity against human paclitaxel resistant K562 cells after 3 days by MTT assay Homo sapiens 170.0 nM
Cytotoxicity against human BV173 cells after 3 days by MTT assay Homo sapiens 0.8 nM
Cytotoxicity against human CEM-DNR-bulk cells after 3 days by MTT assay Homo sapiens 352.0 nM
Cytotoxicity against mouse L1210 cells after 3 days by MTT assay Mus musculus 393.0 nM
Cytotoxicity against mouse EL4 cells after 3 days by MTT assay Mus musculus 848.0 nM
Cytotoxicity against human BT549 cells after 3 days by MTT assay Homo sapiens 123.0 nM
Cytotoxicity against mouse CT26 cells after 3 days by MTT assay Mus musculus 131.0 nM
Cytotoxicity against human MES-SA cells after 3 days by MTT assay Homo sapiens 165.0 nM
Cytotoxicity against mouse P388D1 cells after 3 days by MTT assay Mus musculus 285.0 nM
Cytotoxicity against human CCRF-CEM cells after 72 hrs by MTT assay Homo sapiens 0.5 nM
Cytotoxicity against human Raji cells after 72 hrs by MTT assay Homo sapiens 9.0 nM
Cytotoxicity against human HCT116 cells after 72 hrs by SRB assay Homo sapiens 300.0 nM
Cytotoxicity against human T47D cells after 72 hrs by SRB assay Homo sapiens 700.0 nM
Antiproliferative activity against human KG1 cells assessed as cell growth inhibition after 48 hrs by MTT assay Homo sapiens 200.0 nM
Cytotoxicity against human HCT116 cells assessed as growth inhibition after 72 hrs by SRB assay Homo sapiens 300.0 nM
Inhibition of recombinant human PDE2A catalytic domain (580 to 919 residues) expressed in Escherichia coli BL21 (Codonplus) at 1 uM using [3H]cGMP as substrate after 15 mins by liquid scintillation counting method relative to control Homo sapiens 7.91 %
Antiproliferative activity against human HuH7 cells after 72 hrs by SRB assay Homo sapiens 400.0 nM
Antiproliferative activity against human HCT116 cells after 72 hrs by SRB assay Homo sapiens 100.0 nM
Antiproliferative activity against human HepG2 cells after 72 hrs by SRB assay Homo sapiens 40.0 nM
Antiproliferative activity against human Mahlavu cells after 72 hrs by SRB assay Homo sapiens 100.0 nM
Antiproliferative activity against human FOCUS cells after 72 hrs by SRB assay Homo sapiens 400.0 nM
Antibacterial activity against Staphylococcus aureus MRSA ATCC 43300 (CO-ADD:GP_020); MIC in CAMBH media, using NBS plates, by OD(600) Staphylococcus aureus subsp. aureus 6.87 %
Antibacterial activity against Escherichia coli ATCC 25922 (CO-ADD:GN_001); MIC in CAMBH media using NBS plates, by OD(600) Escherichia coli 14.09 %
Antibacterial activity against Klebsiella pneumoniae MDR ATCC 70063 (CO-ADD:GN_003); MIC in CAMBH media using NBS plates, by OD(600) Klebsiella pneumoniae 16.3 %
Antibacterial activity against Pseudomonas aeruginosa ATCC 27853 (CO-ADD:GN_042); MIC in CAMBH media using NBS plates, by OD(600) Pseudomonas aeruginosa 16.28 %
Antibacterial activity against Acinetobacter baumannii ATCC 19606 (CO-ADD:GN_034); MIC in CAMBH media using NBS plates, by OD600 Acinetobacter baumannii 27.7 %
Antifungal activity against Candida albicans ATCC 90028 (CO-ADD:FG_001); MIC in YNB media using NBS plates, by OD630 Candida albicans 1.93 %
Antifungal activity against Cryptococcus neoformans H99 ATCC 208821 (CO-ADD:FG_002); MIC in YNB media using NBS plates, by Resazurin OD(600-570) Cryptococcus neoformans -8.92 %

Related Entries

Cross References

Resources Reference
ChEBI 567361
ChEMBL CHEMBL1619
DrugBank DB00242
DrugCentral 667
FDA SRS 47M74X9YT5
Human Metabolome Database HMDB0014387
Guide to Pharmacology 4799
PDB CL9
PharmGKB PA449027
PubChem 20279
SureChEMBL SCHEMBL3775
ZINC ZINC000003798064
CONTENTS