Home > Compound List > Compound details
152128-78-4 molecular structure
click picture or here to close

(2S,3S,4S,5R,6R)-6-{[(2R,5S)-5-(4-amino-5-fluoro-2-oxo-1,2-dihydropyrimidin-1-yl)-1,3-oxathiolan-2-yl]methoxy}-3,4,5-trihydroxyoxane-2-carboxylic acid

ChemBase ID: 167991
Molecular Formular: C14H18FN3O9S
Molecular Mass: 423.3708232
Monoisotopic Mass: 423.07477839
SMILES and InChIs

SMILES:
S1C[C@H](O[C@H]1CO[C@@H]1O[C@H]([C@H]([C@@H]([C@@H]1O)O)O)C(=O)O)n1c(=O)nc(c(c1)F)N
Canonical SMILES:
OC(=O)[C@@H]1O[C@@H](OC[C@H]2SC[C@H](O2)n2cc(F)c(nc2=O)N)[C@H]([C@H]([C@@H]1O)O)O
InChI:
InChI=1S/C14H18FN3O9S/c15-4-1-18(14(24)17-11(4)16)5-3-28-6(26-5)2-25-13-9(21)7(19)8(20)10(27-13)12(22)23/h1,5-10,13,19-21H,2-3H2,(H,22,23)(H2,16,17,24)/t5-,6+,7-,8-,9+,10-,13+/m0/s1
InChIKey:
KLILDKWVMCMYID-ANAKBQEJSA-N

Cite this record

CBID:167991 http://www.chembase.cn/molecule-167991.html

Collapse All Expand All

NAMES AND DATABASE IDS

NAMES AND DATABASE IDS

Names Database IDs
IUPAC name
(2S,3S,4S,5R,6R)-6-{[(2R,5S)-5-(4-amino-5-fluoro-2-oxo-1,2-dihydropyrimidin-1-yl)-1,3-oxathiolan-2-yl]methoxy}-3,4,5-trihydroxyoxane-2-carboxylic acid
IUPAC Traditional name
(2S,3S,4S,5R,6R)-6-{[(2R,5S)-5-(4-amino-5-fluoro-2-oxopyrimidin-1-yl)-1,3-oxathiolan-2-yl]methoxy}-3,4,5-trihydroxyoxane-2-carboxylic acid
Synonyms
(2R-cis)-[5-(4-Amino-5-fluoro-2-oxo-1(2H)-pyrimidinyl)-1,3-oxathiolan-2-yl]methyl β-D-Glucopyranosiduronic Acid
Emtricitabine O-β-D-Glucuronide
CAS Number
152128-78-4
PubChem SID
162262123
PubChem CID
10364982

DATA SOURCES

DATA SOURCES

All Sources Commercial Sources Non-commercial Sources
Data Source Data ID
TRC E525025 external link Add to cart
PubChem 10364982 external link
Data Source Data ID Price
TRC
E525025 external link Add to cart Please log in.
Data Source Data ID
PubChem 10364982 external link

CALCULATED PROPERTIES

CALCULATED PROPERTIES

JChem
Acid pKa 3.3002532  H Acceptors 11 
H Donor LogD (pH = 5.5) -4.528841 
LogD (pH = 7.4) -5.7722793  Log P -2.3462257 
Molar Refractivity 87.6481 cm3 Polarizability 35.04363 Å3
Polar Surface Area 184.37 Å2 Rotatable Bonds
Lipinski's Rule of Five false 

PROPERTIES

PROPERTIES

Safety Information Product Information Bioassay(PubChem)
MSDS Link
Download expand Show data source
Certificate of Analysis
Download expand Show data source

DETAILS

DETAILS

TRC TRC
Toronto Research Chemicals - E525025 external link
A metabolite of (-)-Emtricitabine (E525000).

REFERENCES

REFERENCES

From Suppliers Google Scholar IconGoogle Scholar PubMed iconPubMed Google Books IconGoogle Books
  • • Schinazi, R.F., et al.: Antimicrob. Ag. Chemother., 36, 2423 (1992)
  • • Shockeor, J.P., et al.: Xenobioica, 26, 189 (1992)
  • • Feng, J.Y., et al.: FASEB J., 13, 1511 (1992)
  • • Molina, J.-M., et al.: J. Infec. Dis., 182, 599 (1992)
  • Searching...Please wait...

PATENTS

PATENTS

PubChem iconPubChem Patent Google Patent Search IconGoogle Patent

INTERNET

INTERNET

Baidu iconBaidu google iconGoogle