General Information
Drug ID
DR00175
Drug Name
Zalcitabine
Synonyms
1-(2,3-Dideoxy-beta-D-ribofuranosyl)cytosine; 2',3'-DIDEOXYCYTIDINE; 2',3'-Dideoxycytidine & Interferon-alpha; 2',3'-Dideoxycytidine & Nanoparticles (from human serum albumin or polyhexylcyanoacrylate); 2',3'-Dideoxycytidine & sCD4(soluble recombinant protein); 2,3-dideoxycytidine; 3'-Azido-3'-deoxythymidine/2',3'-Dideoxycytidine; 4-amino-1-[(2R,5S)-5-(hydroxymethyl)oxolan-2-yl]pyrimidin-2-one; 4-amino-1-[(2R,5S)-5-(hydroxymethyl)tetrahydrofuran-2-yl]pyrimidin-2(1H)-one; Beta-D-2',3'-Dideoxycytidine; Beta-D-2',3'-Dideoxycytidine & Granulocyte-macrophage colony-stimulating factor; Beta-D-DDC; Cytidine, 2',3'-dideoxy & Interferon alpha; Cytidine, 2',3'-dideoxy-& Colony-stimulating factor; D 5782; DDC (DDC); DS-4152 & ddC; DdC; DdC & GM-CSF; DdC & IFN-alpha; DdC & Interferon alpha; DdC & NP (from PHCA or HSA); DdC & sCD4; DdC (Antiviral); DdCyd; Dideoxycytidine; HIVID; Hivid (TN); Hivid(TM); Hivid, Dideoxycytidine, NSC 606170, Zalcitabine; Interferon AD + ddC; KS-1130; Lecithinized superoxide dismutase & .beta.-D-2',3'-Dideoxycytidine; PC-SOD & ddC; Ro 24-2027/000; Ro-24-2027/000; SRI-7707; Sulfated polysaccharide-peptidoglycan DS-4152 & 2',3'-Dideoxycytidine; Zalcitabine (JAN/USP/INN); Zalcitabine [USAN:INN:BAN]; Zalcitibine
Drug Type
Small molecular drug
Indication Human immunodeficiency virus infection [ICD11:1C62.Z] Approved [1]
Therapeutic Class
Anti-HIV Agents
Structure
3D MOL 2D MOL
Formula
C9H13N3O3
Canonical SMILES
C1CC(OC1CO)N2C=CC(=NC2=O)N
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
InChIKey
WREGKURFCTUGRC-POYBYMJQSA-N
CAS Number
CAS 7481-89-2
Pharmaceutical Properties Molecular Weight 211.22 Topological Polar Surface Area 88.2
Heavy Atom Count 15 Rotatable Bond Count 2
Hydrogen Bond Donor Count 2 Hydrogen Bond Acceptor Count 3
XLogP
-1.3
PubChem CID
24066
PubChem SID
11467065 ,11468185 ,11486840 ,11504751 ,11528334 ,11532889 ,14797711 ,15171927 ,17389522 ,17404923 ,22391526 ,22431601 ,24278377 ,24862834 ,25819962 ,26719633 ,26752752 ,26752753 ,29291163 ,3259589 ,46386814 ,46488030 ,46507879 ,47216920 ,47216921 ,47589142 ,48185139 ,48334652 ,48416706 ,48422195 ,48422429 ,48423540 ,48424478 ,49681781 ,49693297 ,49699414 ,49734166 ,50105404 ,50105405 ,595891 ,596441 ,596607 ,596679 ,601537 ,602107 ,7847478 ,7980904 ,8167576 ,878108 ,9416
ChEBI ID
CHEBI:10101
TTD Drug ID
D0Z9QR
DT(s) Transporting This Drug MRP8 Transporter Info Multidrug resistance-associated protein 8 Substrate [2]
OAT1 Transporter Info Organic anion transporter 1 Substrate [3]
References
1 Zalcitabine was approved by FDA. The official website of the U.S. Food and Drug Administration. (2019)
2 MRP8, ATP-binding cassette C11 (ABCC11), is a cyclic nucleotide efflux pump and a resistance factor for fluoropyrimidines 2',3'-dideoxycytidine and 9'-(2'-phosphonylmethoxyethyl)adenine. J Biol Chem. 2003 Aug 8;278(32):29509-14.
3 Interaction of zalcitabine with human organic anion transporter 1. Pharmazie. 2006 May;61(5):491-2.

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