Metabolite 3'-azido-3'-deoxy-5'- O-beta-D-glucopyranuronosylthymidine

Name

3'-azido-3'-deoxy-5'- O-beta-D-glucopyranuronosylthymidine

Description

Not Available

Structure

Similar Structures

Synonyms

Not Available

UNII

Not Available

CAS number

Not Available

Weight

Average: 443.3654
Monoisotopic: 443.128841917

Chemical Formula

C₁₆H₂₁N₅O₁₀

InChI Key

NFXAJWJJNLWLOV-OTQDERTISA-N

InChI

InChI=1S/C16H21N5O10/c1-5-3-21(16(28)18-13(5)25)8-2-6(19-20-17)7(30-8)4-29-15-11(24)9(22)10(23)12(31-15)14(26)27/h3,6-12,15,22-24H,2,4H2,1H3,(H,26,27)(H,18,25,28)/t6?,7-,8?,9+,10+,11-,12+,15?/m1/s1

IUPAC Name

(2S,3S,4S,5R)-6-{[(2S)-3-azido-5-(4-hydroxy-5-methyl-2-oxo-1,2-dihydropyrimidin-1-yl)oxolan-2-yl]methoxy}-3,4,5-trihydroxyoxane-2-carboxylic acid

SMILES

CC1=CN(C2CC(N=[N+]=[N-])[C@@H](COC3O[C@@H]([C@@H](O)[C@H](O)[C@H]3O)C(O)=O)O2)C(=O)N=C1O

Reactions

Zidovudine

3'-azido-3'-deoxy-5'- O-beta-D-glucopyranuronosylthymidine

Spectra

Spectrum	Spectrum Type	Splash Key
Predicted GC-MS Spectrum - GC-MS	Predicted GC-MS	splash10-004r-9458300000-d7297b3a0acbd428ddb4

Chromatographic Properties

Collision Cross Sections (CCS)

Adduct	CCS Value (Å²)	Source type	Source
[M-H]-	209.3041678	predicted	DarkChem Lite v0.1.0
[M-H]-	213.1852678	predicted	DarkChem Lite v0.1.0
[M-H]-	186.00203	predicted	DeepCCS 1.0 (2019)
[M+H]+	212.2703678	predicted	DarkChem Lite v0.1.0
[M+H]+	213.9738678	predicted	DarkChem Lite v0.1.0
[M+H]+	187.82693	predicted	DeepCCS 1.0 (2019)
[M+Na]+	209.5998678	predicted	DarkChem Lite v0.1.0
[M+Na]+	212.7743678	predicted	DarkChem Lite v0.1.0
[M+Na]+	193.43275	predicted	DeepCCS 1.0 (2019)

External Links

Human Metabolome Database: HMDB0060752
ChemSpider: 94832
ChEBI: 190913

Predicted Properties

Property	Value	Source
Water Solubility	27.5 mg/mL	ALOGPS
logP	-0.36	ALOGPS
logP	-1.4	Chemaxon
logS	-1.2	ALOGPS
pKa (Strongest Acidic)	3.24	Chemaxon
pKa (Strongest Basic)	-2.1	Chemaxon
Physiological Charge	-1	Chemaxon
Hydrogen Acceptor Count	13	Chemaxon
Hydrogen Donor Count	5	Chemaxon
Polar Surface Area	208.01 Å²	Chemaxon
Rotatable Bond Count	6	Chemaxon
Refractivity	94.31 m³·mol^-1	Chemaxon
Polarizability	40.98 Å³	Chemaxon
Number of Rings	3	Chemaxon
Bioavailability	0	Chemaxon
Rule of Five	No	Chemaxon
Ghose Filter	No	Chemaxon
Veber's Rule	No	Chemaxon
MDDR-like Rule	Yes	Chemaxon

Metabolite 3'-azido-3'-deoxy-5'- O-beta-D-glucopyranuronosylthymidine

Structure for 3'-azido-3'-deoxy-5'- O-beta-D-glucopyranuronosylthymidine

Collision Cross Sections (CCS)