Details of the Drug

General Information of Drug (ID: DMC1HRA)

Drug Name
Thiarabine
Synonyms
THIARABINE; 26599-17-7; UNII-YCO2764D5Z; YCO2764D5Z; Thio-Cytarabine; 4'-Thioaracytidine; 4'-Thio-ara-C; T-araC; OSI 7836; 4'-Thio-1- beta-D-arabinofuranosylcytosine; cytidine, 4'-thio-arabino-; AC1L524F; SCHEMBL1955046; CHEMBL1631221; 4-Amino-1-(4-thio-beta-D-arabinofuranosyl)-2(1H)-pyrimidinone; ZINC17378676; 2(1H)-Pyrimidinone, 4-amino-1-(4-thio-beta-D-arabinofuranosyl)-; SB18955; KB-81109; HY-16496; LS-193593; CS-0006364
Indication
Disease Entry ICD 11 Status REF
Solid tumour/cancer 2A00-2F9Z Phase 1 [1]
Drug Type
Small molecular drug
Structure
3D MOL 2D MOL
#Ro5 Violations (Lipinski): 0 Molecular Weight (mw) 259.279
Logarithm of the Partition Coefficient (xlogp) -1.3
Rotatable Bond Count (rotbonds) 2
Hydrogen Bond Donor Count (hbonddonor) 4
Hydrogen Bond Acceptor Count (hbondacc) 5
Chemical Identifiers
Formula
C9H13N3O4S
IUPAC Name
4-amino-1-[(2R,3S,4S,5R)-3,4-dihydroxy-5-(hydroxymethyl)thiolan-2-yl]pyrimidin-2-one
Canonical SMILES
C1=CN(C(=O)N=C1N)[C@H]2[C@H]([C@@H]([C@H](S2)CO)O)O
InChI
InChI=1S/C9H13N3O4S/c10-5-1-2-12(9(16)11-5)8-7(15)6(14)4(3-13)17-8/h1-2,4,6-8,13-15H,3H2,(H2,10,11,16)/t4-,6-,7+,8-/m1/s1
InChIKey
GAKJJSAXUFZQTL-CCXZUQQUSA-N
Cross-matching ID
PubChem CID
168566
CAS Number
26599-17-7
UNII
YCO2764D5Z
DrugBank ID
DB05837
TTD ID
D0X3CD

Molecular Interaction Atlas of This Drug


Drug Therapeutic Target (DTT)
DTT Name DTT ID UniProt ID MOA REF
Human Deoxyribonucleic acid (hDNA) TTUTN1I NOUNIPROTAC Inhibitor [2]
Molecular Interaction Atlas (MIA) Jump to Detail Molecular Interaction Atlas of This Drug

References

1 ClinicalTrials.gov (NCT01139151) 4'-Thio-araC (Thiarabine) in Advanced Hematologic Malignancies. U.S. National Institutes of Health.
2 Enzymology of Purine and Pyrimidine Antimetabolites Used in the Treatment of Cancer. Chem Rev. 2009 July; 109(7): 2880-2893.