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BDBM50138406 3TC Triphosphate::CHEMBL1230::LAMIVUDINE::Lamivudine triphosphate::[(2R,5S)-5-(4-amino-2-oxopyrimidin-1(2H)-yl)-1,3-oxathiolan-2-yl]methyl tetrahydrogen triphosphate::[[[5-(4-amino-2-oxo-1H-pyrimidin-1-yl)-1,3-oxathiolan-2-yl]methoxy-hydroxy-phosphoryl]oxy-hydroxy-phosphoryl]oxyphosphonic acid

SMILES: Nc1ccn([C@@H]2CS[C@H](COP(O)(=O)OP(O)(=O)OP(O)(O)=O)O2)c(=O)n1

InChI Key: InChIKey=YLEQMGZZMCJKCN-NKWVEPMBSA-N

Data: 1 KI  1 IC50  8 Kd

PDB links: 8 PDB IDs match this monomer.

Find this compound or compounds like it in BindingDB or PDB:
   Substructure
Similarity at least:  must be >=0.5
Exact match

Activity Spreadsheet -- Enzyme Inhibition Constant Data from BindingDB

Found 10 hits for monomerid = 50138406   
Target/Host
(Institution)
LigandTarget/Host
Links
Ligand
Links
Trg + Lig
Links
Ki
nM
ΔG°
kcal/mole
IC50
nM
Kd
nM
EC50/IC50
nM
koff
s-1
kon
M-1s-1
pHTemp
°C
Human immunodeficiency virus type 1 reverse transcriptase


(Human immunodeficiency virus 1)
BDBM50138406
PNG
(3TC Triphosphate | CHEMBL1230 | LAMIVUDINE | Lamiv...)
Show SMILES Nc1ccn([C@@H]2CS[C@H](COP(O)(=O)OP(O)(=O)OP(O)(O)=O)O2)c(=O)n1
Show InChI InChI=1S/C8H14N3O12P3S/c9-5-1-2-11(8(12)10-5)6-4-27-7(21-6)3-20-25(16,17)23-26(18,19)22-24(13,14)15/h1-2,6-7H,3-4H2,(H,16,17)(H,18,19)(H2,9,10,12)(H2,13,14,15)/t6-,7+/m0/s1
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Article
PubMed
188n/an/an/an/an/an/an/an/a



Biota, Inc.

Curated by ChEMBL


Assay Description
Inhibitory constant against HIV-1 reverse transcriptase


J Med Chem 48: 2695-700 (2005)


Article DOI: 10.1021/jm040101y
BindingDB Entry DOI: 10.7270/Q2G73FG5
More data for this
Ligand-Target Pair
3D
3D Structure (crystal)
Reverse transcriptase


(Human immunodeficiency virus 1)
BDBM50138406
PNG
(3TC Triphosphate | CHEMBL1230 | LAMIVUDINE | Lamiv...)
Show SMILES Nc1ccn([C@@H]2CS[C@H](COP(O)(=O)OP(O)(=O)OP(O)(O)=O)O2)c(=O)n1
Show InChI InChI=1S/C8H14N3O12P3S/c9-5-1-2-11(8(12)10-5)6-4-27-7(21-6)3-20-25(16,17)23-26(18,19)22-24(13,14)15/h1-2,6-7H,3-4H2,(H,16,17)(H,18,19)(H2,9,10,12)(H2,13,14,15)/t6-,7+/m0/s1
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PubMed
n/an/a 15n/an/an/an/an/an/a



Idenix an MSD Company

Curated by ChEMBL


Assay Description
Inhibition of full-length wild-type HIV1 reverse transcriptase expressed in Escherichia coli BL21(DE3) pre-incubated for 30 mins before addition of t...


J Med Chem 61: 9218-9228 (2018)


BindingDB Entry DOI: 10.7270/Q2NC63TK
More data for this
Ligand-Target Pair
Reverse transcriptase


(Human immunodeficiency virus 1)
BDBM50138406
PNG
(3TC Triphosphate | CHEMBL1230 | LAMIVUDINE | Lamiv...)
Show SMILES Nc1ccn([C@@H]2CS[C@H](COP(O)(=O)OP(O)(=O)OP(O)(O)=O)O2)c(=O)n1
Show InChI InChI=1S/C8H14N3O12P3S/c9-5-1-2-11(8(12)10-5)6-4-27-7(21-6)3-20-25(16,17)23-26(18,19)22-24(13,14)15/h1-2,6-7H,3-4H2,(H,16,17)(H,18,19)(H2,9,10,12)(H2,13,14,15)/t6-,7+/m0/s1
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PubMed
n/an/an/a 370n/an/an/an/an/a



University of Pittsburgh School of Medicine

Curated by ChEMBL


Assay Description
Binding affinity to HIV1 reverse transcriptase


Antimicrob Agents Chemother 53: 3715-9 (2009)


BindingDB Entry DOI: 10.7270/Q2KD21R2
More data for this
Ligand-Target Pair
Reverse transcriptase


(Human immunodeficiency virus 1)
BDBM50138406
PNG
(3TC Triphosphate | CHEMBL1230 | LAMIVUDINE | Lamiv...)
Show SMILES Nc1ccn([C@@H]2CS[C@H](COP(O)(=O)OP(O)(=O)OP(O)(O)=O)O2)c(=O)n1
Show InChI InChI=1S/C8H14N3O12P3S/c9-5-1-2-11(8(12)10-5)6-4-27-7(21-6)3-20-25(16,17)23-26(18,19)22-24(13,14)15/h1-2,6-7H,3-4H2,(H,16,17)(H,18,19)(H2,9,10,12)(H2,13,14,15)/t6-,7+/m0/s1
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n/an/an/a 130n/an/an/an/an/a



Veterans Affairs Medical Center

Curated by ChEMBL


Assay Description
Binding affinity to HIV1 reverse transcriptase assessed as L-3'-azido-NTP incorporation in nascent DNA


Eur J Med Chem 46: 3832-44 (2011)


BindingDB Entry DOI: 10.7270/Q2RN3BQP
More data for this
Ligand-Target Pair
Reverse transcriptase


(Human immunodeficiency virus 1)
BDBM50138406
PNG
(3TC Triphosphate | CHEMBL1230 | LAMIVUDINE | Lamiv...)
Show SMILES Nc1ccn([C@@H]2CS[C@H](COP(O)(=O)OP(O)(=O)OP(O)(O)=O)O2)c(=O)n1
Show InChI InChI=1S/C8H14N3O12P3S/c9-5-1-2-11(8(12)10-5)6-4-27-7(21-6)3-20-25(16,17)23-26(18,19)22-24(13,14)15/h1-2,6-7H,3-4H2,(H,16,17)(H,18,19)(H2,9,10,12)(H2,13,14,15)/t6-,7+/m0/s1
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n/an/an/a 370n/an/an/an/an/a



University of Pittsburgh School of Medicine

Curated by ChEMBL


Assay Description
Binding affinity to wild type HIV1 LAI reverse transcriptase


Antimicrob Agents Chemother 52: 157-63 (2008)


BindingDB Entry DOI: 10.7270/Q2CV4MK7
More data for this
Ligand-Target Pair
Reverse Transcriptase


(Human immunodeficiency virus 1)
BDBM50138406
PNG
(3TC Triphosphate | CHEMBL1230 | LAMIVUDINE | Lamiv...)
Show SMILES Nc1ccn([C@@H]2CS[C@H](COP(O)(=O)OP(O)(=O)OP(O)(O)=O)O2)c(=O)n1
Show InChI InChI=1S/C8H14N3O12P3S/c9-5-1-2-11(8(12)10-5)6-4-27-7(21-6)3-20-25(16,17)23-26(18,19)22-24(13,14)15/h1-2,6-7H,3-4H2,(H,16,17)(H,18,19)(H2,9,10,12)(H2,13,14,15)/t6-,7+/m0/s1
PDB
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n/an/an/a 9.80E+3n/an/an/an/an/a



University of Pittsburgh School of Medicine

Curated by ChEMBL


Assay Description
Binding affinity to HIV1 LAI reverse transcriptase M41L/L210W/T215Y/M184V mutant


Antimicrob Agents Chemother 52: 157-63 (2008)


BindingDB Entry DOI: 10.7270/Q2CV4MK7
More data for this
Ligand-Target Pair
Reverse Transcriptase


(Human immunodeficiency virus 1)
BDBM50138406
PNG
(3TC Triphosphate | CHEMBL1230 | LAMIVUDINE | Lamiv...)
Show SMILES Nc1ccn([C@@H]2CS[C@H](COP(O)(=O)OP(O)(=O)OP(O)(O)=O)O2)c(=O)n1
Show InChI InChI=1S/C8H14N3O12P3S/c9-5-1-2-11(8(12)10-5)6-4-27-7(21-6)3-20-25(16,17)23-26(18,19)22-24(13,14)15/h1-2,6-7H,3-4H2,(H,16,17)(H,18,19)(H2,9,10,12)(H2,13,14,15)/t6-,7+/m0/s1
PDB
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PubMed
n/an/an/a 430n/an/an/an/an/a



University of Pittsburgh School of Medicine

Curated by ChEMBL


Assay Description
Binding affinity to HIV1 LAI reverse transcriptase M41L/L210W/T215Y mutant


Antimicrob Agents Chemother 52: 157-63 (2008)


BindingDB Entry DOI: 10.7270/Q2CV4MK7
More data for this
Ligand-Target Pair
Reverse Transcriptase


(Human immunodeficiency virus 1)
BDBM50138406
PNG
(3TC Triphosphate | CHEMBL1230 | LAMIVUDINE | Lamiv...)
Show SMILES Nc1ccn([C@@H]2CS[C@H](COP(O)(=O)OP(O)(=O)OP(O)(O)=O)O2)c(=O)n1
Show InChI InChI=1S/C8H14N3O12P3S/c9-5-1-2-11(8(12)10-5)6-4-27-7(21-6)3-20-25(16,17)23-26(18,19)22-24(13,14)15/h1-2,6-7H,3-4H2,(H,16,17)(H,18,19)(H2,9,10,12)(H2,13,14,15)/t6-,7+/m0/s1
PDB
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n/an/an/a 1.80E+4n/an/an/an/an/a



Veterans Affairs Medical Center

Curated by ChEMBL


Assay Description
Binding affinity to HIV1 reverse transcriptase M184V mutant assessed as L-3'-azido-NTP incorporation in nascent DNA


Eur J Med Chem 46: 3832-44 (2011)


BindingDB Entry DOI: 10.7270/Q2RN3BQP
More data for this
Ligand-Target Pair
Human immunodeficiency virus type 1 reverse transcriptase


(Human immunodeficiency virus 1)
BDBM50138406
PNG
(3TC Triphosphate | CHEMBL1230 | LAMIVUDINE | Lamiv...)
Show SMILES Nc1ccn([C@@H]2CS[C@H](COP(O)(=O)OP(O)(=O)OP(O)(O)=O)O2)c(=O)n1
Show InChI InChI=1S/C8H14N3O12P3S/c9-5-1-2-11(8(12)10-5)6-4-27-7(21-6)3-20-25(16,17)23-26(18,19)22-24(13,14)15/h1-2,6-7H,3-4H2,(H,16,17)(H,18,19)(H2,9,10,12)(H2,13,14,15)/t6-,7+/m0/s1
PDB
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UniProtKB/TrEMBL

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Article
PubMed
n/an/an/a 1.50E+4n/an/an/an/an/a



The University of Georgia

Curated by ChEMBL


Assay Description
Equilibrium binding constant at the active site of HIV-1 reverse transcriptase


Bioorg Med Chem Lett 14: 437-40 (2003)


Article DOI: 10.1016/j.bmcl.2003.10.042
BindingDB Entry DOI: 10.7270/Q2RX9BGK
More data for this
Ligand-Target Pair
3D
3D Structure (crystal)
Reverse Transcriptase


(Human immunodeficiency virus 1)
BDBM50138406
PNG
(3TC Triphosphate | CHEMBL1230 | LAMIVUDINE | Lamiv...)
Show SMILES Nc1ccn([C@@H]2CS[C@H](COP(O)(=O)OP(O)(=O)OP(O)(O)=O)O2)c(=O)n1
Show InChI InChI=1S/C8H14N3O12P3S/c9-5-1-2-11(8(12)10-5)6-4-27-7(21-6)3-20-25(16,17)23-26(18,19)22-24(13,14)15/h1-2,6-7H,3-4H2,(H,16,17)(H,18,19)(H2,9,10,12)(H2,13,14,15)/t6-,7+/m0/s1
PDB
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UniProtKB/TrEMBL

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PDB
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Similars

PubMed
n/an/an/a 8.20E+3n/an/an/an/an/a



University of Pittsburgh School of Medicine

Curated by ChEMBL


Assay Description
Binding affinity to HIV1 LAI reverse transcriptase M184V mutant


Antimicrob Agents Chemother 52: 157-63 (2008)


BindingDB Entry DOI: 10.7270/Q2CV4MK7
More data for this
Ligand-Target Pair