data_3TC # _chem_comp.id 3TC _chem_comp.name "4-AMINO-1-[(2R,5S)-2-(HYDROXYMETHYL)-1,3-OXATHIOLAN-5-YL]PYRIMIDIN-2(1H)-ONE" _chem_comp.type NON-POLYMER _chem_comp.pdbx_type HETAIN _chem_comp.formula "C8 H11 N3 O3 S" _chem_comp.mon_nstd_parent_comp_id ? _chem_comp.pdbx_synonyms "(-)-L-2',3'-DIDEOXY-3'-THIACYTIDINE; LAMIVUDINE; EPIVIR" _chem_comp.pdbx_formal_charge 0 _chem_comp.pdbx_initial_date 2006-10-26 _chem_comp.pdbx_modified_date 2020-06-17 _chem_comp.pdbx_ambiguous_flag ? _chem_comp.pdbx_release_status REL _chem_comp.pdbx_replaced_by ? _chem_comp.pdbx_replaces ? _chem_comp.formula_weight 229.256 _chem_comp.one_letter_code ? _chem_comp.three_letter_code 3TC _chem_comp.pdbx_model_coordinates_details ? _chem_comp.pdbx_model_coordinates_missing_flag N _chem_comp.pdbx_ideal_coordinates_details ? _chem_comp.pdbx_ideal_coordinates_missing_flag N _chem_comp.pdbx_model_coordinates_db_code 2NOA _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 3TC O1 O1 O 0 1 N N N 38.535 93.737 91.881 3.425 -1.680 -1.471 O1 3TC 1 3TC C1 C1 C 0 1 Y N N 37.369 93.344 92.016 3.448 -1.063 -0.405 C1 3TC 2 3TC N2 N2 N 0 1 Y N N 36.997 92.079 91.723 4.565 -0.324 -0.053 N2 3TC 3 3TC C3 C3 C 0 1 Y N N 35.720 91.690 91.851 4.609 0.337 1.074 C3 3TC 4 3TC N3 N3 N 0 1 N N N 35.372 90.401 91.543 5.727 1.065 1.405 N3 3TC 5 3TC C5 C5 C 0 1 Y N N 34.755 92.612 92.279 3.469 0.327 2.029 C5 3TC 6 3TC C7 C7 C 0 1 Y N N 35.161 93.930 92.592 2.405 -0.389 1.672 C7 3TC 7 3TC N1 N1 N 0 1 Y N N 36.430 94.293 92.443 2.360 -1.084 0.485 N1 3TC 8 3TC C4 C4 C 0 1 N N S 36.937 95.645 92.746 1.169 -1.828 0.188 C4 3TC 9 3TC C6 C6 C 0 1 N N N 37.782 95.615 94.046 0.127 -0.964 -0.505 C6 3TC 10 3TC O2 O2 O 0 1 N N N 35.809 96.487 92.869 0.604 -2.304 1.415 O2 3TC 11 3TC C2 C2 C 0 1 N N R 35.764 97.230 94.096 -0.707 -2.810 1.130 C2 3TC 12 3TC S1 S1 S 0 1 N N N 36.683 96.260 95.241 -1.385 -1.918 -0.295 S1 3TC 13 3TC C8 C8 C 0 1 N N N 34.321 97.426 94.509 -1.578 -2.629 2.360 C8 3TC 14 3TC O3 O3 O 0 1 N N N 33.814 98.213 93.445 -1.637 -1.249 2.681 O3 3TC 15 3TC HN31 1HN3 H 0 0 N N N 36.180 89.893 91.244 6.259 0.773 2.190 HN31 3TC 16 3TC HN32 2HN3 H 0 0 N N N 34.448 90.024 91.608 5.954 1.851 0.846 HN32 3TC 17 3TC H5 H5 H 0 1 N N N 33.719 92.321 92.368 3.525 0.881 2.956 H5 3TC 18 3TC H7 H7 H 0 1 N N N 34.436 94.644 92.954 1.530 -0.450 2.309 H7 3TC 19 3TC H4 H4 H 0 1 N N N 37.597 96.021 91.950 1.468 -2.686 -0.427 H4 3TC 20 3TC H61 1H6 H 0 1 N N N 38.104 94.594 94.298 0.000 0.000 -0.000 H61 3TC 21 3TC H62 2H6 H 0 1 N N N 38.718 96.188 93.966 0.363 -0.783 -1.557 H62 3TC 22 3TC H2 H2 H 0 1 N N N 36.194 98.240 94.022 -0.623 -3.873 0.885 H2 3TC 23 3TC H81 1H8 H 0 1 N N N 34.235 97.938 95.479 -1.156 -3.173 3.208 H81 3TC 24 3TC H82 2H8 H 0 1 N N N 33.774 96.484 94.659 -2.591 -2.992 2.165 H82 3TC 25 3TC HO3 HO3 H 0 1 N N N 33.701 99.109 93.739 -0.766 -0.872 2.474 HO3 3TC 26 # # 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 3TC O1 C1 DOUB N N 1 3TC C1 N2 SING Y N 2 3TC C1 N1 SING Y N 3 3TC N2 C3 DOUB Y N 4 3TC C3 N3 SING N N 5 3TC C3 C5 SING Y N 6 3TC N3 HN31 SING N N 7 3TC N3 HN32 SING N N 8 3TC C5 C7 DOUB Y N 9 3TC C5 H5 SING N N 10 3TC C7 N1 SING Y N 11 3TC C7 H7 SING N N 12 3TC N1 C4 SING N N 13 3TC C4 O2 SING N N 14 3TC C4 C6 SING N N 15 3TC C4 H4 SING N N 16 3TC C6 S1 SING N N 17 3TC C6 H61 SING N N 18 3TC C6 H62 SING N N 19 3TC O2 C2 SING N N 20 3TC C2 C8 SING N N 21 3TC C2 S1 SING N N 22 3TC C2 H2 SING N N 23 3TC C8 O3 SING N N 24 3TC C8 H81 SING N N 25 3TC C8 H82 SING N N 26 3TC O3 HO3 SING N N 27 # # 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 3TC SMILES ACDLabs 10.04 "O=C1N=C(N)C=CN1C2OC(SC2)CO" 3TC SMILES_CANONICAL CACTVS 3.341 "NC1=NC(=O)N(C=C1)[C@@H]2CS[C@H](CO)O2" 3TC SMILES CACTVS 3.341 "NC1=NC(=O)N(C=C1)[CH]2CS[CH](CO)O2" 3TC SMILES_CANONICAL "OpenEye OEToolkits" 1.5.0 "C1[C@H](O[C@H](S1)CO)N2C=CC(=NC2=O)N" 3TC SMILES "OpenEye OEToolkits" 1.5.0 "C1C(OC(S1)CO)N2C=CC(=NC2=O)N" 3TC InChI InChI 1.03 "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" 3TC InChIKey InChI 1.03 JTEGQNOMFQHVDC-NKWVEPMBSA-N # # loop_ _pdbx_chem_comp_identifier.comp_id _pdbx_chem_comp_identifier.type _pdbx_chem_comp_identifier.program _pdbx_chem_comp_identifier.program_version _pdbx_chem_comp_identifier.identifier 3TC "SYSTEMATIC NAME" ACDLabs 10.04 "4-amino-1-[(2R,5S)-2-(hydroxymethyl)-1,3-oxathiolan-5-yl]pyrimidin-2(1H)-one" 3TC "SYSTEMATIC NAME" "OpenEye OEToolkits" 1.5.0 "4-amino-1-[(2R,5S)-2-(hydroxymethyl)-1,3-oxathiolan-5-yl]pyrimidin-2-one" # # loop_ _pdbx_chem_comp_audit.comp_id _pdbx_chem_comp_audit.action_type _pdbx_chem_comp_audit.date _pdbx_chem_comp_audit.processing_site 3TC "Create component" 2006-10-26 RCSB 3TC "Modify descriptor" 2011-06-04 RCSB 3TC "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 3TC "(-)-L-2',3'-DIDEOXY-3'-THIACYTIDINE" ? ? 2 3TC LAMIVUDINE ? ? 3 3TC EPIVIR ? ? ##