General Information of the Compound
Compound ID
CP0069893
Compound Name
Epivir
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Synonyms
DTHC
(+/-)-(Cis)-1-[2-(Hydroxymethyl)-1,3-oxathiolan-5-yl]cytosine
(+/-)-3TC
(+/-)-BCH-189
(+/-)-SddC
(-)-(2'R,5'S)-1-[2'-Hydroxymethyl-5'-(1,3-oxathiolanyl)]cytosine
(-)-1-((2R,5S)-2-(Hydroxymethyl)-1,3-oxathiolan-5-yl)cytosine
(-)-1-[(2R,5S)-2-(Hydroxymethyl)-1,3-oxathiolan-5-yl]cytosine
(-)-2'-Deoxy-3'-thiacytidine
(-)-BCH 189
(-)-BCH-189
(-)-NGPB-21
(-)-SddC
(-)-beta-L-2',3'-Dideoxy-3'-thiacytidine
(-)NGPB-21
(2R,cis)-4-amino-1-(2-hydroxymethyl-1,3-oxathiolan-5-yl)-(1H)-pyrimidin-2-one
134678-17-4
136891-12-8
2',3' Dideoxy 3' thiacytidine
2',3'-Dideoxy-3'-thiacytidine
2(1H)-Pyrimidinone, 4-amino-1-[2-(hydroxymethyl)-1,3-oxathiolan-5-yl], (+/-)-(Cis)
2(1H)-Pyrimidinone, 4-amino-1-[2-(hydroxymethyl)-1,3-oxathiolan-5-yl], (-)-(2R,5S)
2(1H)-Pyrimidinone, 4-amino-1-[2-(hydroxymethyl)-1,3-oxathiolan-5-yl], (-)-(2R,5S) & Galanthus Nivalis Agglutinin (GNA)
2(1H)-Pyrimidinone, 4-amino-1-[2-(hydroxymethyl)-1,3-oxathiolan-5-yl], (-)-(2R,5S) & Hippeastrum hybrid agglutinin(HHA)
3'-Thia-2',3'-dideoxycytidine
3TC
3TC & GNA
3TC & SST
3TC (AIDS INITIATIVE) (AIDS INITIATIVE)
3TC and NV-01
3TC, Zeffix, Heptovir, Epivir, Epivir-HBV, Lamivudine
4-Amino-1-((2R,5S)-2-(hydroxymethyl)-1,3-oxathiolan-5-yl)-2(1H)-pyrimidinone
4-amino-1-((2R,5S)-2-(hydroxymethyl)-1,3-oxathiolan-5-yl)pyrimidin-2(1H)-one
4-amino-1-[(2R,5S)-2-(hydroxymethyl)-1,3-oxathiolan-5-yl]pyrimidin-2(1H)-one
4-amino-1-[(2R,5S)-2-(hydroxymethyl)-1,3-oxathiolan-5-yl]pyrimidin-2-one
BCH 189
BCH-189
BCH-790
BCH189
Beta-L-(-)-2',3'-dideoxy-3'-thiacytidine & Sho-Saiko-To
Beta-L-2',3'-Dideoxy-3'-thiacytidine
Beta-L-3'-Thia-2',3'-dideoxycytidine
CIS-LAMIVUDINE
DRG-0126
Efavirenz/lamivudine/tenofovir fumarate
Epivir
Epivir (TN)
Epivir(TM)
Epivir-HBV
Epivir-HBV (TN)
GG-714
GR 109714X
GR-109714X
GR109714X
HHA & 3TC
HHA & Lamivudine
HSDB 7155
Hepitec
Heptivir
Heptodin
Heptovir
Heptovir (TN)
LMV
Lamivir
Lamivudine
Lamivudine & GNA
Lamivudine (JAN/USP/INN)
Lamivudine [USAN:BAN:INN]
Lamivudine [USAN:INN:BAN]
Lamivudine, (2S-cis)-Isomer
UNII-2T8Q726O95
Zeffix
Zeffix (TN)
Zefix
beta-L-2',3'-Dideoxy-3'-thiacytidine
beta-L-3'-Thia-2',3'-dideoxycytidine
lamivudine
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Structure
Formula
C8H11N3O3S
Molecular Weight
229.261
Canonical SMILES
Nc1ccn([C@@H]2CS[C@H](CO)O2)c(=O)n1
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InChI
InChI=1S/C8H11N3O3S/c9-5-1-2-11(8(13)10-5)6-4-15-7(3-12)14-6/h1-2,6-7,12H,3-4H2,(H2,9,10,13)/t6-,7+/m0/s1
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InChIKey
JTEGQNOMFQHVDC-NKWVEPMBSA-N
CAS
134678-17-4
480434-79-5
Physicochemical Property
logP
-0.5941
Rotatable Bonds
2
Heavy Atom Count
15
Polar Areas
90.37
Hydrogen Bond Donor Count
2
Hydrogen Bond Acceptor Count
7
Complexity
15

"RO5" indicates the cutoff set by lipinski's rule of five:

(1) Molecular weight less than 500 Dalton;

(2) xlogp less than 5;

(3) No more than 5 hbonddonor (Hydrogen Bond Donor Count);

(4) No more than 10 hbondacc (Hydrogen Bond Acceptor Count);

(5) No more than 10 rotbonds (Rotatable Bond Count).

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PubChem ID
CID: 60825
SID: 14798125
ChEMBL ID
CHEMBL141
DrugBank ID
DB00709
Map of Molecular Bioactivity Related to the Compound
Map of Molecular Bioactivity Related to the Compound

Compound
Cell Line
Protein

Bioactivity Value:

<= 0.1 μM
> 0.1 μM and <= 10 μM
> 10 μM
Imprecise Activity
Table of Molecular Bioactivities Related to the Compound
Protein ID: PT00295, Capsid protein
Cell-based Assay
Cell Line ID Cell Line Name Cell Line Organism
CL000499 HepDES19 Homo sapiens (Human)  1
1
EC50 = 370 nM
   TI
   LI
   LO
   TS
CL000628 HepAD38 Homo sapiens (Human)  1
1
EC50 > 10000 nM
   TI
   LI
   LO
   TS
CL000617 Hep-G2/2.2.15 Homo sapiens (Human)  2
1
IC50 < 100 nM
   TI
   LI
   LO
   TS
2
IC50 > 100000 nM
   TI
   LI
   LO
   TS
Cell Viability or Cytotoxicity Assay
Cell Line ID Cell Line Name Cell Line Organism
CL000057 Vero Chlorocebus sabaeus (Green monkey)  1
1
CC50 > 100000 nM
   TI
   LI
   LO
   TS
CL000063 Hep-G2 Homo sapiens (Human)  1
1
CC50 > 10000 nM
   TI
   LI
   LO
   TS
CL000108 CCRF-CEM Homo sapiens (Human)  1
1
CC50 > 100000 nM
   TI
   LI
   LO
   TS
CL000617 Hep-G2/2.2.15 Homo sapiens (Human)  1
1
CC50 > 100000 nM
   TI
   LI
   LO
   TS
Clinical Information about the Compound
Drug 1 ( Lamivudine )
Drug Name Lamivudine
Company Glaxo Smith Kline Pharmaceuticals
Indication
Chronic HBV infection
Approved
Human immunodeficiency virus infection
Approved
Human immunodeficiency virus-1 infection
Approved