General Information
Drug ID
DR00096
Drug Name
Trifluridine
Synonyms
1-[(2R,4S,5R)-4-hydroxy-5-(hydroxymethyl)oxolan-2-yl]-5-(trifluoromethyl)pyrimidine-2,4-dione; 2'-Deoxy-5-(trifluoromethyl)uridine; 2'-Deoxy-5-trifluoromethyluridine; 5-(Trifluoromethyl)-2'-deoxyuridine; 5-(Trifluoromethyl)deoxyuridine; 5-Trifluoro-2'-deoxythymidine; 5-Trifluoromethyl-2'-deoxyuridine; 5-Trifluoromethyl-2-deoxyuridine; 5-Trifluorothymidine; Alpha,alpha,alpha-Trifluorothymidine; CF3dUrd; F3DThd; F3T; F3TDR; Fluridine; HS-0007; TFDU; TRIFLUOROTHYMIDINE; Trifluoridine; Trifluoromethyldeoxyuridine; Trifluorothymine deoxyriboside; Trifluridina; Trifluridina [INN-Spanish]; Trifluridine (USP/INN);Viroptic, Trifluorothymidine, Trifluridine; Trifluridine [USAN:INN]; Trifluridinum; Trifluridinum [INN-Latin]; Virophta; Viroptic; Viroptic (TN)
Drug Type
Small molecular drug
Indication Herpes simplex virus infection [ICD11:1F00] Approved [1]
Therapeutic Class
Antiviral Agents
Structure
3D MOL 2D MOL
Formula
C10H11F3N2O5
Canonical SMILES
C1C(C(OC1N2C=C(C(=O)NC2=O)C(F)(F)F)CO)O
InChI
InChI=1S/C10H11F3N2O5/c11-10(12,13)4-2-15(9(19)14-8(4)18)7-1-5(17)6(3-16)20-7/h2,5-7,16-17H,1,3H2,(H,14,18,19)/t5-,6+,7+/m0/s1
InChIKey
VSQQQLOSPVPRAZ-RRKCRQDMSA-N
CAS Number
CAS 70-00-8
Pharmaceutical Properties Molecular Weight 296.2 Topological Polar Surface Area 99.1
Heavy Atom Count 20 Rotatable Bond Count 2
Hydrogen Bond Donor Count 3 Hydrogen Bond Acceptor Count 8
XLogP
-0.5
PubChem CID
6256
PubChem SID
103321204 ,104023317 ,104253375 ,104311541 ,118048237 ,12014784 ,12149237 ,124757493 ,124800643 ,125164297 ,126667216 ,129521334 ,131404691 ,134223275 ,134338045 ,134971818 ,135681084 ,135692274 ,136369804 ,137000771 ,137005241 ,137213977 ,144205964 ,14751529 ,14849367 ,152058901 ,160963778 ,163835390 ,170464911 ,172092201 ,172919625 ,174483143 ,175266936 ,175612130 ,176484794 ,179116934 ,24900027 ,29225252 ,46506192 ,50054714 ,56422883 ,57323294 ,626314 ,77174799 ,7847457 ,7980831 ,8139891 ,8153936 ,87560183 ,93815015
ChEBI ID
CHEBI:75179
TTD Drug ID
D05RHI
DT(s) Transporting This Drug CNT1 Transporter Info Concentrative nucleoside transporter 1 Substrate [2]
ENT1 Transporter Info Equilibrative nucleoside transporter 1 Substrate [2]
ENT2 Transporter Info Equilibrative nucleoside transporter 2 Substrate [2]
OAT1 Transporter Info Organic anion transporter 1 Substrate [3]
References
1 Trifluridine was approved by FDA. The official website of the U.S. Food and Drug Administration. (2019)
2 Lonsurf, INN-trifluridine/tipiracil.
3 Rat multispecific organic anion transporter 1 (rOAT1) transports zidovudine, acyclovir, and other antiviral nucleoside analogs. J Pharmacol Exp Ther. 2000 Sep;294(3):844-9.

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