zalcitabine   

GtoPdb Ligand ID: 4828

Synonyms: dideoxycytidine (DDC) | Hivid® | Ro-242027000/Ro-24-2027-000
zalcitabine is an approved drug (FDA (1992))
Compound class: Synthetic organic
Comment: zalcitabine is a nucleoside analog reverse transcriptase inhibitor (NARTI) antiretroviral drug. Chemically it is an is an analogue of pyrimidine and is a derivative of endogenous deoxycytidine.
2D Structure
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Physico-chemical Properties
Hydrogen bond acceptors 5
Hydrogen bond donors 2
Rotatable bonds 2
Topological polar surface area 90.37
Molecular weight 211.1
XLogP 0.22
No. Lipinski's rules broken 0
SMILES / InChI / InChIKey
Canonical SMILES Nc1ccn(c(=O)n1)C1CCC(O1)CO
Isomeric SMILES Nc1ccn(c(=O)n1)[C@H]1CC[C@H](O1)CO
InChI InChI=1S/C9H13N3O3/c10-7-3-4-12(9(14)11-7)8-2-1-6(5-13)15-8/h3-4,6,8,13H,1-2,5H2,(H2,10,11,14)/t6-,8+/m0/s1
InChI Key WREGKURFCTUGRC-POYBYMJQSA-N
Classification
Compound class Synthetic organic
Approved drug? Yes (FDA (1992))
IUPAC Name
4-amino-1-[(2R,5S)-5-(hydroxymethyl)oxolan-2-yl]-1,2-dihydropyrimidin-2-one
International Nonproprietary Names
INN number INN
6871 zalcitabine
Synonyms
dideoxycytidine (DDC) | Hivid® | Ro-242027000/Ro-24-2027-000
Comments
zalcitabine is a nucleoside analog reverse transcriptase inhibitor (NARTI) antiretroviral drug. Chemically it is an is an analogue of pyrimidine and is a derivative of endogenous deoxycytidine.
Database Links
CAS Registry No. 7481-89-2 (source: Scifinder)
ChEMBL Ligand CHEMBL853
DrugBank Ligand DB00943
DrugCentral Ligand 2856
GtoPdb PubChem SID 178101530
PubChem CID 24066
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Wikipedia Zalcitabine