data_3QB # _chem_comp.id 3QB _chem_comp.name LINCOMYCIN _chem_comp.type NON-POLYMER _chem_comp.pdbx_type HETAIN _chem_comp.formula "C18 H34 N2 O6 S" _chem_comp.mon_nstd_parent_comp_id ? _chem_comp.pdbx_synonyms "methyl (5R)-5-[(1R,2R)-2-hydroxy-1-{[(4R)-1-methyl-4-propyl-L-prolyl]amino}propyl]-1-thio-beta-L-arabinopyranoside" _chem_comp.pdbx_formal_charge 0 _chem_comp.pdbx_initial_date 2014-10-07 _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 406.537 _chem_comp.one_letter_code ? _chem_comp.three_letter_code 3QB _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 4WH5 _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 3QB C4 C1 C 0 1 N N R -22.598 -12.065 -16.729 -2.015 0.163 -0.154 C4 3QB 1 3QB C14 C2 C 0 1 N N N -19.988 -6.925 -12.986 5.068 -1.186 -0.117 C14 3QB 2 3QB C5 C3 C 0 1 N N R -24.360 -13.529 -17.558 -4.392 0.436 -0.307 C5 3QB 3 3QB C6 C4 C 0 1 N N N -23.132 -14.057 -20.140 -4.411 3.135 0.575 C6 3QB 4 3QB C11 C5 C 0 1 N N S -20.122 -8.817 -14.198 2.753 -0.800 0.176 C11 3QB 5 3QB C7 C6 C 0 1 N N R -21.307 -12.030 -15.998 -0.717 0.372 -0.937 C7 3QB 6 3QB C8 C7 C 0 1 N N R -20.139 -12.580 -16.844 -0.588 1.846 -1.326 C8 3QB 7 3QB C9 C8 C 0 1 N N N -20.105 -14.110 -16.786 -0.420 2.694 -0.064 C9 3QB 8 3QB C10 C9 C 0 1 N N N -20.782 -10.156 -14.360 1.579 -0.402 -0.681 C10 3QB 9 3QB C12 C10 C 0 1 N N N -18.822 -8.915 -13.469 3.481 0.457 0.685 C12 3QB 10 3QB C13 C11 C 0 1 N N R -18.756 -7.701 -12.635 4.925 0.334 0.147 C13 3QB 11 3QB N1 N1 N 0 1 N N N -20.909 -10.679 -15.731 0.424 -0.015 -0.104 N1 3QB 12 3QB N2 N2 N 0 1 N N N -20.939 -7.911 -13.432 3.727 -1.569 -0.629 N2 3QB 13 3QB C3 C12 C 0 1 N N R -23.607 -11.174 -16.103 -2.159 -1.318 0.209 C3 3QB 14 3QB C18 C13 C 0 1 N N N -15.298 -8.087 -13.683 8.364 1.127 1.687 C18 3QB 15 3QB C17 C14 C 0 1 N N N -16.221 -7.560 -12.581 7.353 0.663 0.636 C17 3QB 16 3QB C16 C15 C 0 1 N N N -17.532 -6.943 -12.986 5.936 0.798 1.197 C16 3QB 17 3QB C15 C16 C 0 1 N N N -22.196 -7.161 -13.608 3.503 -3.014 -0.488 C15 3QB 18 3QB O9 O1 O 0 1 N N N -21.479 -10.653 -13.444 1.674 -0.430 -1.890 O9 3QB 19 3QB O8 O2 O 0 1 N N N -20.264 -12.193 -18.037 0.552 2.017 -2.171 O8 3QB 20 3QB O5 O3 O 0 1 N N N -23.120 -13.470 -16.875 -3.126 0.566 -0.956 O5 3QB 21 3QB O7 O4 O 0 1 N N N -23.680 -11.488 -14.724 -2.140 -2.105 -0.984 O7 3QB 22 3QB C2 C17 C 0 1 N N S -24.947 -11.293 -16.687 -3.489 -1.529 0.940 C2 3QB 23 3QB O6 O5 O 0 1 N N N -25.890 -10.568 -15.873 -3.666 -2.919 1.217 O6 3QB 24 3QB C1 C18 C 0 1 N N R -25.392 -12.693 -16.853 -4.633 -1.033 0.049 C1 3QB 25 3QB O4 O6 O 0 1 N N N -26.577 -12.740 -17.570 -5.872 -1.158 0.750 O4 3QB 26 3QB S1 S1 S 0 1 N N N -24.147 -12.927 -19.243 -4.401 1.435 1.207 S1 3QB 27 3QB H1 H1 H 0 1 N N N -22.410 -11.684 -17.744 -1.989 0.759 0.758 H1 3QB 28 3QB H2 H2 H 0 1 N N N -19.774 -6.204 -13.789 5.835 -1.375 -0.868 H2 3QB 29 3QB H3 H3 H 0 1 N N N -20.371 -6.390 -12.105 5.296 -1.717 0.807 H3 3QB 30 3QB H4 H4 H 0 1 N N N -24.716 -14.567 -17.642 -5.181 0.781 -0.975 H4 3QB 31 3QB H5 H5 H 0 1 N N N -22.999 -13.693 -21.170 -3.521 3.302 -0.032 H5 3QB 32 3QB H6 H6 H 0 1 N N N -22.150 -14.137 -19.650 -5.301 3.290 -0.035 H6 3QB 33 3QB H7 H7 H 0 1 N N N -23.613 -15.046 -20.160 -4.417 3.834 1.411 H7 3QB 34 3QB H8 H8 H 0 1 N N N -19.938 -8.392 -15.196 2.413 -1.400 1.020 H8 3QB 35 3QB H9 H9 H 0 1 N N N -21.384 -12.608 -15.065 -0.734 -0.242 -1.838 H9 3QB 36 3QB H10 H10 H 0 1 N N N -19.205 -12.210 -16.396 -1.485 2.161 -1.859 H10 3QB 37 3QB H11 H11 H 0 1 N N N -19.996 -14.435 -15.741 0.478 2.378 0.468 H11 3QB 38 3QB H12 H12 H 0 1 N N N -21.041 -14.513 -17.200 -0.328 3.744 -0.341 H12 3QB 39 3QB H13 H13 H 0 1 N N N -19.254 -14.480 -17.376 -1.289 2.563 0.580 H13 3QB 40 3QB H14 H14 H 0 1 N N N -18.799 -9.817 -12.840 3.006 1.355 0.291 H14 3QB 41 3QB H15 H15 H 0 1 N N N -17.982 -8.942 -14.179 3.484 0.477 1.775 H15 3QB 42 3QB H16 H16 H 0 1 N N N -18.758 -7.962 -11.566 5.041 0.899 -0.778 H16 3QB 43 3QB H17 H17 H 0 1 N N N -20.711 -10.072 -16.501 0.349 0.007 0.863 H17 3QB 44 3QB H19 H19 H 0 1 N N N -23.267 -10.134 -16.219 -1.335 -1.616 0.856 H19 3QB 45 3QB H20 H20 H 0 1 N N N -14.387 -8.504 -13.230 8.171 2.170 1.941 H20 3QB 46 3QB H21 H21 H 0 1 N N N -15.817 -8.872 -14.252 8.267 0.512 2.581 H21 3QB 47 3QB H22 H22 H 0 1 N N N -15.027 -7.263 -14.359 9.373 1.031 1.287 H22 3QB 48 3QB H23 H23 H 0 1 N N N -16.450 -8.405 -11.916 7.450 1.279 -0.258 H23 3QB 49 3QB H24 H24 H 0 1 N N N -15.660 -6.796 -12.023 7.545 -0.379 0.382 H24 3QB 50 3QB H25 H25 H 0 1 N N N -17.519 -6.817 -14.079 5.743 1.840 1.452 H25 3QB 51 3QB H26 H26 H 0 1 N N N -17.600 -5.957 -12.504 5.839 0.182 2.092 H26 3QB 52 3QB H27 H27 H 0 1 N N N -22.411 -6.585 -12.696 2.497 -3.260 -0.828 H27 3QB 53 3QB H28 H28 H 0 1 N N N -22.096 -6.473 -14.461 4.232 -3.555 -1.090 H28 3QB 54 3QB H29 H29 H 0 1 N N N -23.019 -7.865 -13.799 3.613 -3.298 0.558 H29 3QB 55 3QB H30 H30 H 0 1 N N N -20.284 -11.244 -18.062 0.475 1.579 -3.030 H30 3QB 56 3QB H31 H31 H 0 1 N N N -22.892 -11.185 -14.288 -2.227 -3.056 -0.828 H31 3QB 57 3QB H32 H32 H 0 1 N N N -24.924 -10.828 -17.684 -3.484 -0.968 1.875 H32 3QB 58 3QB H33 H33 H 0 1 N N N -25.597 -9.670 -15.771 -4.490 -3.126 1.680 H33 3QB 59 3QB H34 H34 H 0 1 N N N -25.551 -13.124 -15.854 -4.668 -1.629 -0.863 H34 3QB 60 3QB H35 H35 H 0 1 N N N -27.235 -12.214 -17.131 -6.641 -0.858 0.247 H35 3QB 61 # # 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 3QB C6 S1 SING N N 1 3QB S1 C5 SING N N 2 3QB O8 C8 SING N N 3 3QB O4 C1 SING N N 4 3QB C5 O5 SING N N 5 3QB C5 C1 SING N N 6 3QB O5 C4 SING N N 7 3QB C1 C2 SING N N 8 3QB C8 C9 SING N N 9 3QB C8 C7 SING N N 10 3QB C4 C3 SING N N 11 3QB C4 C7 SING N N 12 3QB C2 C3 SING N N 13 3QB C2 O6 SING N N 14 3QB C3 O7 SING N N 15 3QB C7 N1 SING N N 16 3QB N1 C10 SING N N 17 3QB C10 C11 SING N N 18 3QB C10 O9 DOUB N N 19 3QB C11 C12 SING N N 20 3QB C11 N2 SING N N 21 3QB C18 C17 SING N N 22 3QB C15 N2 SING N N 23 3QB C12 C13 SING N N 24 3QB N2 C14 SING N N 25 3QB C16 C13 SING N N 26 3QB C16 C17 SING N N 27 3QB C14 C13 SING N N 28 3QB C4 H1 SING N N 29 3QB C14 H2 SING N N 30 3QB C14 H3 SING N N 31 3QB C5 H4 SING N N 32 3QB C6 H5 SING N N 33 3QB C6 H6 SING N N 34 3QB C6 H7 SING N N 35 3QB C11 H8 SING N N 36 3QB C7 H9 SING N N 37 3QB C8 H10 SING N N 38 3QB C9 H11 SING N N 39 3QB C9 H12 SING N N 40 3QB C9 H13 SING N N 41 3QB C12 H14 SING N N 42 3QB C12 H15 SING N N 43 3QB C13 H16 SING N N 44 3QB N1 H17 SING N N 45 3QB C3 H19 SING N N 46 3QB C18 H20 SING N N 47 3QB C18 H21 SING N N 48 3QB C18 H22 SING N N 49 3QB C17 H23 SING N N 50 3QB C17 H24 SING N N 51 3QB C16 H25 SING N N 52 3QB C16 H26 SING N N 53 3QB C15 H27 SING N N 54 3QB C15 H28 SING N N 55 3QB C15 H29 SING N N 56 3QB O8 H30 SING N N 57 3QB O7 H31 SING N N 58 3QB C2 H32 SING N N 59 3QB O6 H33 SING N N 60 3QB C1 H34 SING N N 61 3QB O4 H35 SING N N 62 # # 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 3QB SMILES ACDLabs 12.01 "O=C(NC(C1OC(SC)C(O)C(O)C1O)C(O)C)C2N(C)CC(CCC)C2" 3QB InChI InChI 1.03 "InChI=1S/C18H34N2O6S/c1-5-6-10-7-11(20(3)8-10)17(25)19-12(9(2)21)16-14(23)13(22)15(24)18(26-16)27-4/h9-16,18,21-24H,5-8H2,1-4H3,(H,19,25)/t9-,10-,11+,12-,13+,14-,15-,16-,18-/m1/s1" 3QB InChIKey InChI 1.03 OJMMVQQUTAEWLP-KIDUDLJLSA-N 3QB SMILES_CANONICAL CACTVS 3.385 "CCC[C@@H]1C[C@H](N(C)C1)C(=O)N[C@H]([C@@H](C)O)[C@H]2O[C@H](SC)[C@H](O)[C@@H](O)[C@H]2O" 3QB SMILES CACTVS 3.385 "CCC[CH]1C[CH](N(C)C1)C(=O)N[CH]([CH](C)O)[CH]2O[CH](SC)[CH](O)[CH](O)[CH]2O" 3QB SMILES_CANONICAL "OpenEye OEToolkits" 1.9.2 "CCC[C@@H]1C[C@H](N(C1)C)C(=O)N[C@@H]([C@@H]2[C@@H]([C@@H]([C@H]([C@H](O2)SC)O)O)O)[C@@H](C)O" 3QB SMILES "OpenEye OEToolkits" 1.9.2 "CCCC1CC(N(C1)C)C(=O)NC(C2C(C(C(C(O2)SC)O)O)O)C(C)O" # # 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 3QB "SYSTEMATIC NAME" ACDLabs 12.01 "methyl (5R)-5-[(1R,2R)-2-hydroxy-1-{[(4R)-1-methyl-4-propyl-L-prolyl]amino}propyl]-1-thio-beta-L-arabinopyranoside" 3QB "SYSTEMATIC NAME" "OpenEye OEToolkits" 1.9.2 "(2S,4R)-1-methyl-N-[(1R,2R)-1-[(2R,3R,4S,5R,6R)-6-methylsulfanyl-3,4,5-tris(oxidanyl)oxan-2-yl]-2-oxidanyl-propyl]-4-propyl-pyrrolidine-2-carboxamide" # # loop_ _pdbx_chem_comp_audit.comp_id _pdbx_chem_comp_audit.action_type _pdbx_chem_comp_audit.date _pdbx_chem_comp_audit.processing_site 3QB "Create component" 2014-10-07 RCSB 3QB "Initial release" 2014-11-05 RCSB 3QB "Modify synonyms" 2014-11-06 RCSB 3QB "Modify synonyms" 2020-06-05 PDBE # _pdbx_chem_comp_synonyms.ordinal 1 _pdbx_chem_comp_synonyms.comp_id 3QB _pdbx_chem_comp_synonyms.name "methyl (5R)-5-[(1R,2R)-2-hydroxy-1-{[(4R)-1-methyl-4-propyl-L-prolyl]amino}propyl]-1-thio-beta-L-arabinopyranoside" _pdbx_chem_comp_synonyms.provenance ? _pdbx_chem_comp_synonyms.type ? ##