Lamivudine


Entry
D00353                      Drug                                   
Name
Lamivudine (JAN/USP/INN);
Epivir (TN)
  Abbr
3TC
Product
EPIVIR (GlaxoSmithKline LLC), EPIVIR (ViiV Healthcare Company)
  Generic
LAMIVUDINE (American Health Packaging), LAMIVUDINE (Apotex Corp.), LAMIVUDINE (Apotex Corp.), LAMIVUDINE (Aurobindo Pharma Limited), LAMIVUDINE (Aurobindo Pharma Limited), LAMIVUDINE (Camber Pharmaceuticals), LAMIVUDINE (Camber Pharmaceuticals), LAMIVUDINE (Camber Pharmaceuticals), LAMIVUDINE (Cipla USA), LAMIVUDINE (Golden State Medical Supply), LAMIVUDINE (Ingenus Pharmaceuticals), LAMIVUDINE (Lannett Company), LAMIVUDINE (Lupin Pharmaceuticals), LAMIVUDINE (Macleods Pharmaceuticals Limited), LAMIVUDINE (Major Pharmaceuticals), LAMIVUDINE (Prasco Laboratories), LAMIVUDINE (Rising Health), LAMIVUDINE (Strides Pharma Science Limited)
Formula
C8H11N3O3S
Exact mass
229.0521
Mol weight
229.2562
Structure
Simcomp
Class
Antiviral
 DG01890  Nucleoside reverse transcriptase inhibitor (NRTI)
 DG03107  Anti-HIV agent
  DG01656  HIV reverse transcriptase inhibitor
Transporter substrate
 DG02859  SLC22A6 substrate
Remark
Same as: C07065
Therapeutic category: 6250
ATC code: J05AF05
Product: D00353<JP/US>
Product (mixture): D07507<JP/US> D08775<JP/US> D10600<JP/US> D10838<US> D11392<US> D11395<US> D11396<US> D11522<JP/US>
Efficacy
Antiviral, Reverse transcriptase inhibitor
  Disease
HIV-1 infection [DS:H01563]
Hepatitis B [DS:H00412]
Target
HBV reverse transcriptase [KO:K21037]
HIV-1 reverse transcriptase [KO:K24802]
  Pathway
ko03230  Viral genome structure
ko03240  Viral replication
ko03250  Viral life cycle - HIV-1
ko05161  Hepatitis B
Metabolism
Transporter: SLC22A6 [HSA:9356]
Interaction
Structure map
map07044  Antiviral agents
map07053  Anti-HIV agents
Other map
map04976  Bile secretion
Brite
Anatomical Therapeutic Chemical (ATC) classification [BR:br08303]
 J ANTIINFECTIVES FOR SYSTEMIC USE
  J05 ANTIVIRALS FOR SYSTEMIC USE
   J05A DIRECT ACTING ANTIVIRALS
    J05AF Nucleoside and nucleotide reverse transcriptase inhibitors
     J05AF05 Lamivudine
      D00353  Lamivudine (JAN/USP/INN) <JP/US>
USP drug classification [BR:br08302]
 Antivirals
  Anti-hepatitis B (HBV) Agents
   Lamivudine
    D00353  Lamivudine (JAN/USP/INN)
  Anti-HIV Agents, Nucleoside and Nucleotide Reverse Transcriptase Inhibitors (NRTI)
   Lamivudine
    D00353  Lamivudine (JAN/USP/INN)
Therapeutic category of drugs in Japan [BR:br08301]
 6  Agents against pathologic organisms and parasites
  62  Chemotherapeutics
   625  Antivirals
    6250  Antivirals
     D00353  Lamivudine (JAN/USP/INN)
Drug groups [BR:br08330]
 Antiviral
  DG01890  Nucleoside reverse transcriptase inhibitor (NRTI)
   D00353  Lamivudine
  DG03107  Anti-HIV agent
   DG01656  HIV reverse transcriptase inhibitor
    D00353  Lamivudine
 Transporter substrate
  DG02859  SLC22A6 substrate
   D00353  Lamivudine
Drug classes [BR:br08332]
 Antiviral
  DG03107  Anti-HIV agent
   D00353  Lamivudine
Antimicrobials [BR:br08307]
 Antivirals
  Genome replication inhibitor
   HBV reverse transcriptase inhibitor
    D00353  Lamivudine (JAN/USP/INN) <JP/US>
Antimicrobials abbreviations [BR:br08327]
 Antivirals
  Genome replication inhibitor
   HBV reverse transcriptase inhibitor
    D00353  Lamivudine (JAN/USP/INN)
New drug approvals in Europe [br08329.html]
 European public assessment reports (EPAR) authorised medicine
  D00353
New drug approvals in Japan [br08318.html]
 Drugs with new active ingredients
  D00353
Drug metabolizing enzymes and transporters [br08309.html]
 Drug transporters
  D00353
Other DBs
CAS: 134678-17-4
PubChem: 7847419
ChEBI: 63577
PDB-CCD: 3TC[PDBj]
LigandBox: D00353
NIKKAJI: J457.051K
KCF data

ATOM        15
            1   C1y C    19.1100  -17.9200
            2   O2x O    17.9900  -17.0800
            3   C1x C    18.6900  -19.2500
            4   C1y C    16.8700  -17.9200
            5   S2x S    17.2900  -19.2500
            6   C1b C    15.6800  -17.2900
            7   O1a O    14.3500  -18.1300
            8   C8x C    20.3000  -15.8200
            9   N4y N    20.3000  -17.2200
            10  C8y C    21.4900  -17.9200
            11  N5x N    22.7500  -17.2200
            12  C8y C    22.7500  -15.8200
            13  C8x C    21.4900  -15.1200
            14  O5x O    21.4900  -19.3200
            15  N1a N    23.9400  -15.1200
BOND        16
            1     1   2 1
            2     1   3 1
            3     2   4 1
            4     3   5 1
            5     4   6 1 #Down
            6     6   7 1
            7     4   5 1
            8     8   9 1
            9     9  10 1
            10   10  11 1
            11   11  12 2
            12   12  13 1
            13    8  13 2
            14    1   9 1 #Down
            15   10  14 2
            16   12  15 1