data_1RZ # _chem_comp.id 1RZ _chem_comp.name "Lamivudine Triphosphate" _chem_comp.type NON-POLYMER _chem_comp.pdbx_type HETAIN _chem_comp.formula "C8 H14 N3 O12 P3 S" _chem_comp.mon_nstd_parent_comp_id ? _chem_comp.pdbx_synonyms ;Lamivudine-5'-triphosphate; 3TC Triphosphate; [[(2R,5S)-5-(4-azanyl-2-oxidanylidene-pyrimidin-1-yl)-1,3-oxathiolan-2-yl]methoxy-oxidanyl-phosphoryl] phosphono hydrogen phosphate ; _chem_comp.pdbx_formal_charge 0 _chem_comp.pdbx_initial_date 2013-05-14 _chem_comp.pdbx_modified_date 2020-06-17 _chem_comp.pdbx_ambiguous_flag N _chem_comp.pdbx_release_status REL _chem_comp.pdbx_replaced_by ? _chem_comp.pdbx_replaces ? _chem_comp.formula_weight 469.196 _chem_comp.one_letter_code ? _chem_comp.three_letter_code 1RZ _chem_comp.pdbx_model_coordinates_details ? _chem_comp.pdbx_model_coordinates_missing_flag N _chem_comp.pdbx_ideal_coordinates_details Corina _chem_comp.pdbx_ideal_coordinates_missing_flag N _chem_comp.pdbx_model_coordinates_db_code 4K4H _chem_comp.pdbx_subcomponent_list ? _chem_comp.pdbx_processing_site RCSB # # loop_ _chem_comp_atom.comp_id _chem_comp_atom.atom_id _chem_comp_atom.alt_atom_id _chem_comp_atom.type_symbol _chem_comp_atom.charge _chem_comp_atom.pdbx_align _chem_comp_atom.pdbx_aromatic_flag _chem_comp_atom.pdbx_leaving_atom_flag _chem_comp_atom.pdbx_stereo_config _chem_comp_atom.model_Cartn_x _chem_comp_atom.model_Cartn_y _chem_comp_atom.model_Cartn_z _chem_comp_atom.pdbx_model_Cartn_x_ideal _chem_comp_atom.pdbx_model_Cartn_y_ideal _chem_comp_atom.pdbx_model_Cartn_z_ideal _chem_comp_atom.pdbx_component_atom_id _chem_comp_atom.pdbx_component_comp_id _chem_comp_atom.pdbx_ordinal 1RZ O3G O3G O 0 1 N N N -35.430 25.381 8.303 -4.149 -2.618 1.862 O3G 1RZ 1 1RZ PG PG P 0 1 N N N -34.441 24.377 7.748 -4.567 -1.447 0.839 PG 1RZ 2 1RZ O1G O1G O 0 1 N N N -33.714 24.801 6.520 -5.391 -0.443 1.550 O1G 1RZ 3 1RZ PB PB P 0 1 N N N -33.022 23.071 9.883 -2.945 0.681 -0.436 PB 1RZ 4 1RZ O2B O2B O 0 1 N N N -34.325 22.521 10.393 -3.634 1.753 0.317 O2B 1RZ 5 1RZ O1B O1B O 0 1 N N N -32.009 23.591 10.867 -3.485 0.658 -1.953 O1B 1RZ 6 1RZ O3A O3A O 0 1 N N N -32.218 22.032 8.951 -1.359 0.958 -0.435 O3A 1RZ 7 1RZ PA PA P 0 1 N N N -32.512 20.451 8.733 -0.455 2.282 -0.583 PA 1RZ 8 1RZ O1A O1A O 0 1 N N N -31.690 20.033 7.529 -1.016 3.359 0.263 O1A 1RZ 9 1RZ O2A O2A O 0 1 N N N -33.994 20.176 8.740 -0.446 2.757 -2.121 O2A 1RZ 10 1RZ "O5'" "O5'" O 0 1 N N N -31.799 19.857 10.050 1.050 1.960 -0.112 "O5'" 1RZ 11 1RZ "C5'" "C5'" C 0 1 N N N -32.373 19.883 11.344 2.070 2.957 -0.026 "C5'" 1RZ 12 1RZ "C4'" "C4'" C 0 1 N N R -31.765 18.738 12.156 3.373 2.315 0.451 "C4'" 1RZ 13 1RZ "O4'" "O4'" O 0 1 N N N -30.356 18.882 12.170 3.803 1.290 -0.464 "O4'" 1RZ 14 1RZ "S3'" "S3'" S 0 1 N N N -32.172 17.176 11.421 3.105 1.374 2.011 "S3'" 1RZ 15 1RZ "C2'" "C2'" C 0 1 N N N -30.686 16.509 12.059 4.459 0.176 1.652 "C2'" 1RZ 16 1RZ "C1'" "C1'" C 0 1 N N S -29.688 17.641 12.168 4.406 0.141 0.105 "C1'" 1RZ 17 1RZ N1 N1 N 0 1 N N N -28.763 17.567 11.041 3.649 -1.042 -0.312 N1 1RZ 18 1RZ C2 C2 C 0 1 N N N -27.559 17.034 11.248 4.077 -2.269 0.040 C2 1RZ 19 1RZ O2 O2 O 0 1 N N N -27.210 16.623 12.488 5.094 -2.382 0.705 O2 1RZ 20 1RZ N3 N3 N 0 1 N N N -26.653 16.935 10.262 3.408 -3.361 -0.325 N3 1RZ 21 1RZ C4 C4 C 0 1 N N N -26.963 17.331 9.014 2.300 -3.267 -1.048 C4 1RZ 22 1RZ N4 N4 N 0 1 N N N -26.041 17.208 8.037 1.617 -4.402 -1.419 N4 1RZ 23 1RZ C5 C5 C 0 1 N N N -28.233 17.863 8.751 1.825 -1.996 -1.433 C5 1RZ 24 1RZ C6 C6 C 0 1 N N N -29.127 17.962 9.807 2.513 -0.895 -1.049 C6 1RZ 25 1RZ O3B O3B O 0 1 N N N -33.309 24.313 8.894 -3.242 -0.740 0.261 O3B 1RZ 26 1RZ O2C O2C O 0 1 N N N -35.044 22.990 7.679 -5.416 -2.074 -0.377 O2C 1RZ 27 1RZ H1 H1 H 0 1 N N N -35.432 26.159 7.757 -4.899 -3.088 2.250 H1 1RZ 28 1RZ H2 H2 H 0 1 N N N -32.348 23.498 11.750 -3.076 -0.022 -2.506 H2 1RZ 29 1RZ H3 H3 H 0 1 N N N -34.240 19.745 7.930 -0.090 2.099 -2.734 H3 1RZ 30 1RZ H4 H4 H 0 1 N N N -32.152 20.844 11.831 2.224 3.405 -1.008 H4 1RZ 31 1RZ H5 H5 H 0 1 N N N -33.463 19.751 11.271 1.764 3.729 0.681 H5 1RZ 32 1RZ H6 H6 H 0 1 N N N -32.183 18.736 13.174 4.150 3.069 0.580 H6 1RZ 33 1RZ H7 H7 H 0 1 N N N -30.867 16.071 13.052 5.420 0.551 2.004 H7 1RZ 34 1RZ H8 H8 H 0 1 N N N -30.301 15.733 11.381 4.241 -0.804 2.076 H8 1RZ 35 1RZ H9 H9 H 0 1 N N N -29.125 17.519 13.105 5.423 0.054 -0.278 H9 1RZ 36 1RZ H10 H10 H 0 1 N N N -25.140 16.826 8.245 1.946 -5.275 -1.152 H10 1RZ 37 1RZ H11 H11 H 0 1 N N N -26.258 17.498 7.105 0.807 -4.330 -1.947 H11 1RZ 38 1RZ H12 H12 H 0 1 N N N -28.507 18.186 7.757 0.924 -1.903 -2.022 H12 1RZ 39 1RZ H13 H13 H 0 1 N N N -30.118 18.357 9.638 2.169 0.089 -1.332 H13 1RZ 40 1RZ H14 H14 H 0 1 N N N -34.853 22.603 6.833 -4.937 -2.740 -0.888 H14 1RZ 41 # # loop_ _chem_comp_bond.comp_id _chem_comp_bond.atom_id_1 _chem_comp_bond.atom_id_2 _chem_comp_bond.value_order _chem_comp_bond.pdbx_aromatic_flag _chem_comp_bond.pdbx_stereo_config _chem_comp_bond.pdbx_ordinal 1RZ O1G PG DOUB N N 1 1RZ O1A PA DOUB N N 2 1RZ O2C PG SING N N 3 1RZ PG O3G SING N N 4 1RZ PG O3B SING N N 5 1RZ N4 C4 SING N N 6 1RZ PA O2A SING N N 7 1RZ PA O3A SING N N 8 1RZ PA "O5'" SING N N 9 1RZ C5 C4 SING N N 10 1RZ C5 C6 DOUB N N 11 1RZ O3B PB SING N N 12 1RZ O3A PB SING N N 13 1RZ C4 N3 DOUB N N 14 1RZ C6 N1 SING N N 15 1RZ PB O2B DOUB N N 16 1RZ PB O1B SING N N 17 1RZ "O5'" "C5'" SING N N 18 1RZ N3 C2 SING N N 19 1RZ N1 C2 SING N N 20 1RZ N1 "C1'" SING N N 21 1RZ C2 O2 DOUB N N 22 1RZ "C5'" "C4'" SING N N 23 1RZ "S3'" "C2'" SING N N 24 1RZ "S3'" "C4'" SING N N 25 1RZ "C2'" "C1'" SING N N 26 1RZ "C4'" "O4'" SING N N 27 1RZ "C1'" "O4'" SING N N 28 1RZ O3G H1 SING N N 29 1RZ O1B H2 SING N N 30 1RZ O2A H3 SING N N 31 1RZ "C5'" H4 SING N N 32 1RZ "C5'" H5 SING N N 33 1RZ "C4'" H6 SING N N 34 1RZ "C2'" H7 SING N N 35 1RZ "C2'" H8 SING N N 36 1RZ "C1'" H9 SING N N 37 1RZ N4 H10 SING N N 38 1RZ N4 H11 SING N N 39 1RZ C5 H12 SING N N 40 1RZ C6 H13 SING N N 41 1RZ O2C H14 SING N N 42 # # loop_ _pdbx_chem_comp_descriptor.comp_id _pdbx_chem_comp_descriptor.type _pdbx_chem_comp_descriptor.program _pdbx_chem_comp_descriptor.program_version _pdbx_chem_comp_descriptor.descriptor 1RZ InChI InChI 1.03 "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" 1RZ InChIKey InChI 1.03 YLEQMGZZMCJKCN-NKWVEPMBSA-N 1RZ SMILES_CANONICAL CACTVS 3.385 "NC1=NC(=O)N(C=C1)[C@@H]2CS[C@H](CO[P](O)(=O)O[P](O)(=O)O[P](O)(O)=O)O2" 1RZ SMILES CACTVS 3.385 "NC1=NC(=O)N(C=C1)[CH]2CS[CH](CO[P](O)(=O)O[P](O)(=O)O[P](O)(O)=O)O2" 1RZ SMILES_CANONICAL "OpenEye OEToolkits" 1.7.6 "C1[C@H](O[C@H](S1)COP(=O)(O)OP(=O)(O)OP(=O)(O)O)N2C=CC(=NC2=O)N" 1RZ SMILES "OpenEye OEToolkits" 1.7.6 "C1C(OC(S1)COP(=O)(O)OP(=O)(O)OP(=O)(O)O)N2C=CC(=NC2=O)N" # _pdbx_chem_comp_identifier.comp_id 1RZ _pdbx_chem_comp_identifier.type "SYSTEMATIC NAME" _pdbx_chem_comp_identifier.program "OpenEye OEToolkits" _pdbx_chem_comp_identifier.program_version 1.7.6 _pdbx_chem_comp_identifier.identifier "[[(2R,5S)-5-(4-azanyl-2-oxidanylidene-pyrimidin-1-yl)-1,3-oxathiolan-2-yl]methoxy-oxidanyl-phosphoryl] phosphono hydrogen phosphate" # # loop_ _pdbx_chem_comp_audit.comp_id _pdbx_chem_comp_audit.action_type _pdbx_chem_comp_audit.date _pdbx_chem_comp_audit.processing_site 1RZ "Create component" 2013-05-14 RCSB 1RZ "Initial release" 2014-07-16 RCSB 1RZ "Modify name" 2019-07-11 RCSB 1RZ "Modify synonyms" 2020-06-05 PDBE # # loop_ _pdbx_chem_comp_synonyms.ordinal _pdbx_chem_comp_synonyms.comp_id _pdbx_chem_comp_synonyms.name _pdbx_chem_comp_synonyms.provenance _pdbx_chem_comp_synonyms.type 1 1RZ "Lamivudine-5'-triphosphate" ? ? 2 1RZ "3TC Triphosphate" ? ? 3 1RZ "[[(2R,5S)-5-(4-azanyl-2-oxidanylidene-pyrimidin-1-yl)-1,3-oxathiolan-2-yl]methoxy-oxidanyl-phosphoryl] phosphono hydrogen phosphate" ? ? ##