GEMCITABINE

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Trade Names
Synonyms
Status
Molecule Category Free-form
ATC L01BC05
UNII B76N6SBZ8R
EPA CompTox DTXSID3040487

Structure

InChI Key SDUQYLNIPVEERB-QPPQHZFASA-N
Smiles Nc1ccn([C@@H]2O[C@H](CO)[C@@H](O)C2(F)F)c(=O)n1
InChI
InChI=1S/C9H11F2N3O4/c10-9(11)6(16)4(3-15)18-7(9)14-2-1-5(12)13-8(14)17/h1-2,4,6-7,15-16H,3H2,(H2,12,13,17)/t4-,6-,7-/m1/s1

Physicochemical Descriptors

Property Name Value
Molecular Formula C9H11F2N3O4
Molecular Weight 263.2
AlogP -1.29
Hydrogen Bond Acceptor 7.0
Hydrogen Bond Donor 3.0
Number of Rotational Bond 2.0
Polar Surface Area 110.6
Molecular species NEUTRAL
Aromatic Rings 1.0
Heavy Atoms 18.0

Pharmacology

Targets EC50(nM) IC50(nM) Kd(nM) Ki(nM) Inhibition(%)
Transporter Electrochemical transporter SLC superfamily of solute carriers SLC28 and SLC29 families of nucleoside transporters SLC29 Facilitative nucleoside transporter family
- 190 - - -
EC50(nM) IC50(nM) Kd(nM) Ki(nM) Inhibition(%)
Enterovirus C
- 300 - - -
Hepatitis C virus
12 58-170 - - -
Homo sapiens
0.03-104.9 0.36-900 - - 1-82
Human alphaherpesvirus 3
28-54 - - - -
Human betaherpesvirus 5
53 - - - -
Human herpesvirus 5
74 - - - -
Human immunodeficiency virus 1
16.3-27.5 - - - -
Human rhinovirus 1B
810 - - - -
Influenza A virus
68 - - - -
Mus musculus
- 6-260 - - -
Rattus norvegicus
- 504 - - -
Zika virus
10 - - - -

Related Entries

Cross References

Resources Reference
ChEBI 175901
ChEMBL CHEMBL888
DrugBank DB00441
DrugCentral 1283
FDA SRS B76N6SBZ8R
Human Metabolome Database HMDB0014584
Guide to Pharmacology 4793
KEGG C07650
PDB GEO
PharmGKB PA449748
PubChem 60750
SureChEMBL SCHEMBL4295
ZINC ZINC000018279854
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