Details of the Drug

General Information of Drug (ID: DMXQCBU)

Drug Name
Valtorcitabine
Synonyms Epcitabine; Torcitabine; LDC-300; NV-02C; L-2-deoxycytidine; Val-L-dC; Beta-L-2`-deoxycytidine; L-dC prodrug, Idenix/Novartis; L-dC, Idenix/Novartis
Indication
Disease Entry ICD 11 Status REF
Hepatitis virus infection 1E50-1E51 Discontinued in Phase 2 [1]
Drug Type
Small molecular drug
Structure
3D MOL 2D MOL
#Ro5 Violations (Lipinski): 0 Molecular Weight (mw) 326.35
Logarithm of the Partition Coefficient (xlogp) -0.9
Rotatable Bond Count (rotbonds) 6
Hydrogen Bond Donor Count (hbonddonor) 3
Hydrogen Bond Acceptor Count (hbondacc) 6
Chemical Identifiers
Formula
C14H22N4O5
IUPAC Name
[(2S,3R,5S)-5-(4-amino-2-oxopyrimidin-1-yl)-2-(hydroxymethyl)oxolan-3-yl] (2S)-2-amino-3-methylbutanoate
Canonical SMILES
CC(C)[C@@H](C(=O)O[C@@H]1C[C@H](O[C@H]1CO)N2C=CC(=NC2=O)N)N
InChI
InChI=1S/C14H22N4O5/c1-7(2)12(16)13(20)23-8-5-11(22-9(8)6-19)18-4-3-10(15)17-14(18)21/h3-4,7-9,11-12,19H,5-6,16H2,1-2H3,(H2,15,17,21)/t8-,9+,11+,12+/m1/s1
InChIKey
VFCYZPOEGWLYRM-QCZKYFFMSA-N
Cross-matching ID
PubChem CID
9927346
CAS Number
380886-95-3
UNII
D5YQG6AQXP
DrugBank ID
DB06187
TTD ID
D0X3LD

Molecular Interaction Atlas of This Drug


Drug Therapeutic Target (DTT)
DTT Name DTT ID UniProt ID MOA REF
Hepatitis B virus Polymerase (HBV P) TTT4SY6 Q67889_HBV Inhibitor [2]
Molecular Interaction Atlas (MIA) Jump to Detail Molecular Interaction Atlas of This Drug

References

1 Trusted, scientifically sound profiles of drug programs, clinical trials, safety reports, and company deals, written by scientists. Springer. 2015. Adis Insight (drug id 800013710)
2 Prodrugs of nucleoside analogues for improved oral absorption and tissue targeting. J Pharm Sci. 2008 Mar;97(3):1109-34.