ContaminantDB: Fiacitabine

Identification Taxonomy Biological Properties Physical Properties Toxicity Profile Spectra Concentrations Links References XML

Record Information

Version

1.0

Creation Date

2016-05-22 07:26:20 UTC

Update Date

2016-11-09 01:16:16 UTC

Accession Number

CHEM020800

Identification

Common Name

Fiacitabine

Class

Small Molecule

Description

Fiacitabine has been used in trials studying the treatment of HIV Infections and Cytomegalovirus Infections.

Contaminant Sources

ToxCast & Tox21 Chemicals

Contaminant Type

Not Available

Chemical Structure

MOL SDF PDB SMILES InChI

Synonyms

Value	Source
Fiacitabine monohydrochloride, 2-(14)C-labeled	MeSH
2'-Fluoro-5-iodo-aracytosine	MeSH
2'-Fluoro-5-iodo-1-beta-D-arabinofuranosylcytosine	MeSH
Fiacitabine, (alpha-D)-isomer	MeSH
FIAC	MeSH
1-(2-Fluoro-2-deoxy-beta-D-arabinofuranosyl)-5-iodocytosine	MeSH
2'-Deoxy-2'-fluoro-beta-arabinofuranosyl-5-iodocytosine	MeSH
Fiacitabine monohydrochloride	MeSH
Fiacitabine	MeSH

Chemical Formula

C₉H₁₁FIN₃O₄

Average Molecular Mass

371.107 g/mol

Monoisotopic Mass

370.978 g/mol

CAS Registry Number

69123-90-6

IUPAC Name

1-[(2R,3S,4R,5R)-3-fluoro-4-hydroxy-5-(hydroxymethyl)oxolan-2-yl]-4-imino-5-iodo-1,4-dihydropyrimidin-2-ol

Traditional Name

FIAC

SMILES

[H][C@]1(CO)O[C@@]([H])(N2C=C(I)C(=N)N=C2O)[C@@]([H])(F)[C@]1([H])O

InChI Identifier

InChI=1S/C9H11FIN3O4/c10-5-6(16)4(2-15)18-8(5)14-1-3(11)7(12)13-9(14)17/h1,4-6,8,15-16H,2H2,(H2,12,13,17)/t4-,5+,6-,8-/m1/s1

InChI Key

GIMSJJHKKXRFGV-BYPJNBLXSA-N

Chemical Taxonomy

Description

belongs to the class of organic compounds known as pyrimidine 2'-deoxyribonucleosides. Pyrimidine 2'-deoxyribonucleosides are compounds consisting of a pyrimidine linked to a ribose which lacks a hydroxyl group at position 2.

Kingdom

Organic compounds

Super Class

Nucleosides, nucleotides, and analogues

Class

Pyrimidine nucleosides

Sub Class

Pyrimidine 2'-deoxyribonucleosides

Direct Parent

Pyrimidine 2'-deoxyribonucleosides

Alternative Parents

Substituents

Pyrimidine 2'-deoxyribonucleoside
Aminopyrimidine
Halopyrimidine
Pyrimidone
Aryl halide
Aryl iodide
Hydropyrimidine
Imidolactam
Pyrimidine
Heteroaromatic compound
Tetrahydrofuran
Fluorohydrin
Halohydrin
Secondary alcohol
Oxacycle
Azacycle
Organoheterocyclic compound
Alkyl halide
Organooxygen compound
Organonitrogen compound
Organoiodide
Organofluoride
Organohalogen compound
Alkyl fluoride
Alcohol
Hydrocarbon derivative
Organic oxide
Organopnictogen compound
Organic oxygen compound
Organic nitrogen compound
Amine
Primary alcohol
Primary amine
Aromatic heteromonocyclic compound

Molecular Framework

Aromatic heteromonocyclic compounds

External Descriptors

Not Available

Biological Properties

Status

Detected and Not Quantified

Origin

Not Available

Cellular Locations

Not Available

Biofluid Locations

Not Available

Tissue Locations

Not Available

Pathways

Not Available

Applications

Not Available

Biological Roles

Not Available

Chemical Roles

Not Available

Physical Properties

State

Not Available

Appearance

Not Available

Experimental Properties

Property	Value
Melting Point	Not Available
Boiling Point	Not Available
Solubility	Not Available

Predicted Properties

Property	Value	Source
Water Solubility	0.47 g/L	ALOGPS
logP	0.25	ALOGPS
logP	0.057	ChemAxon
logS	-2.9	ALOGPS
pKa (Strongest Acidic)	5.22	ChemAxon
pKa (Strongest Basic)	0.89	ChemAxon
Physiological Charge	-1	ChemAxon
Hydrogen Acceptor Count	7	ChemAxon
Hydrogen Donor Count	4	ChemAxon
Polar Surface Area	109.37 Å²	ChemAxon
Rotatable Bond Count	2	ChemAxon
Refractivity	77.61 m³·mol⁻¹	ChemAxon
Polarizability	27.03 Å³	ChemAxon
Number of Rings	2	ChemAxon
Bioavailability	1	ChemAxon
Rule of Five	Yes	ChemAxon
Ghose Filter	Yes	ChemAxon
Veber's Rule	No	ChemAxon
MDDR-like Rule	No	ChemAxon

Spectra

Spectrum Type	Description	Splash Key	View
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - 10V, Positive	splash10-000i-0090000000-8ce9f26b0518ed0876f9	Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - 20V, Positive	splash10-000i-1090000000-2afc1918539ef17c3893	Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - 40V, Positive	splash10-0079-2490000000-9901fb044e32707bf1dd	Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - 10V, Negative	splash10-014i-0029000000-8834ccbb84af552ee8f7	Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - 20V, Negative	splash10-004r-0194000000-1a86b3ba65aad87eabc5	Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - 40V, Negative	splash10-0006-9320000000-4c1ca5a34de1ed7fa3dd	Spectrum

Toxicity Profile

Route of Exposure

Not Available

Mechanism of Toxicity

Not Available

Metabolism

Not Available

Toxicity Values

Not Available

Lethal Dose

Not Available

Carcinogenicity (IARC Classification)

Not Available

Uses/Sources

Not Available

Minimum Risk Level

Not Available

Health Effects

Not Available

Symptoms

Not Available

Treatment

Not Available

Concentrations

Not Available

External Links

DrugBank ID

DB12901

HMDB ID

Not Available

FooDB ID

Not Available

Phenol Explorer ID

Not Available

KNApSAcK ID

Not Available

BiGG ID

Not Available

BioCyc ID

Not Available

METLIN ID

Not Available

PDB ID

Not Available

Wikipedia Link

Not Available

Chemspider ID

Not Available

ChEBI ID

Not Available

PubChem Compound ID

50312

Kegg Compound ID

Not Available

YMDB ID

Not Available

ECMDB ID

Not Available

References

Synthesis Reference

Not Available

MSDS

Not Available

General References

Not Available

Fiacitabine (CHEM020800)

Structure for CHEM020800: Fiacitabine