data_SMI # _chem_comp.id SMI _chem_comp.name SPECTINOMYCIN _chem_comp.type NON-POLYMER _chem_comp.pdbx_type HETAD _chem_comp.formula "C14 H26 N2 O8" _chem_comp.mon_nstd_parent_comp_id ? _chem_comp.pdbx_synonyms "(2R,4aR,5aR,6S,7S,8R,9S,9aR,10aS)-2-methyl-6,8-bis(methylamino)hexahydro-2H-pyrano[2,3-b][1,4]benzodioxine-4,4,4a,7,9(3H,10aH)-pentol" _chem_comp.pdbx_formal_charge 0 _chem_comp.pdbx_initial_date 2009-06-30 _chem_comp.pdbx_modified_date 2021-03-13 _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 350.365 _chem_comp.one_letter_code ? _chem_comp.three_letter_code SMI _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 3I0O _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 SMI O1 O1 O 0 1 N N N 34.560 -6.903 15.733 1.913 1.640 -0.708 O1 SMI 1 SMI C2 C2 C 0 1 N N R 34.703 -5.801 14.799 3.227 1.327 -1.171 C2 SMI 2 SMI C2M C2M C 0 1 N N N 34.121 -6.222 13.455 3.394 1.824 -2.609 C2M SMI 3 SMI C3 C3 C 0 1 N N N 36.220 -5.406 14.653 3.432 -0.190 -1.127 C3 SMI 4 SMI C4 C4 C 0 1 N N N 36.682 -5.035 16.042 3.214 -0.681 0.307 C4 SMI 5 SMI C5 C5 C 0 1 N N R 36.550 -6.318 16.830 1.818 -0.269 0.775 C5 SMI 6 SMI O5 O5 O 0 1 N N N 37.021 -6.009 18.143 1.646 -0.646 2.143 O5 SMI 7 SMI C6 C6 C 0 1 N N S 35.087 -6.594 17.054 1.656 1.247 0.642 C6 SMI 8 SMI O1B O1B O 0 1 N N N 37.309 -7.406 16.317 0.829 -0.929 -0.020 O1B SMI 9 SMI O2B O2B O 0 1 N N N 34.835 -7.850 17.710 0.312 1.610 0.984 O2B SMI 10 SMI C7 C7 C 0 1 N N R 37.143 -8.522 17.160 -0.507 -0.563 0.331 C7 SMI 11 SMI C8 C8 C 0 1 N N S 38.014 -9.677 16.629 -1.513 -1.269 -0.578 C8 SMI 12 SMI N8 N8 N 0 1 N N N 39.409 -9.179 16.627 -1.355 -2.724 -0.448 N8 SMI 13 SMI C8M C8M C 0 1 N N N 40.336 -10.197 16.120 -1.826 -3.414 -1.656 C8M SMI 14 SMI C9 C9 C 0 1 N N S 37.844 -10.892 17.596 -2.931 -0.868 -0.163 C9 SMI 15 SMI O9 O9 O 0 1 N N N 38.266 -10.510 18.917 -3.159 -1.263 1.191 O9 SMI 16 SMI C10 C10 C 0 1 N N R 36.346 -11.326 17.649 -3.097 0.647 -0.285 C10 SMI 17 SMI N10 N10 N 0 1 N N N 36.142 -12.366 18.521 -4.455 1.025 0.130 N10 SMI 18 SMI C1M C1M C 0 1 N N N 36.886 -13.580 18.164 -5.406 0.871 -0.978 C1M SMI 19 SMI C11 C11 C 0 1 N N S 35.502 -10.140 18.115 -2.076 1.355 0.610 C11 SMI 20 SMI O11 O11 O 0 1 N N N 34.151 -10.539 18.135 -2.229 2.770 0.483 O11 SMI 21 SMI C12 C12 C 0 1 N N R 35.660 -8.939 17.198 -0.667 0.952 0.176 C12 SMI 22 SMI O4A O4A O 0 1 N N N 38.042 -4.595 16.128 3.330 -2.105 0.347 O4A SMI 23 SMI O4B O4B O 0 1 N N N 35.859 -3.958 16.245 4.198 -0.098 1.165 O4B SMI 24 SMI H2 H2 H 0 1 N N N 34.160 -4.920 15.171 3.964 1.812 -0.531 H2 SMI 25 SMI H2M H2M H 0 1 N N N 33.029 -6.323 13.543 3.245 2.904 -2.640 H2M SMI 26 SMI H2MA H2MA H 0 0 N N N 34.358 -5.460 12.698 4.397 1.585 -2.962 H2MA SMI 27 SMI H2MB H2MB H 0 0 N N N 34.555 -7.187 13.154 2.658 1.338 -3.249 H2MB SMI 28 SMI H3 H3 H 0 1 N N N 36.806 -6.250 14.260 2.715 -0.674 -1.791 H3 SMI 29 SMI H3A H3A H 0 1 N N N 36.355 -4.574 13.947 4.446 -0.431 -1.446 H3A SMI 30 SMI HO5 HO5 H 0 1 N N N 37.968 -5.940 18.132 0.781 -0.415 2.509 HO5 SMI 31 SMI H6 H6 H 0 1 N N N 34.678 -5.744 17.620 2.357 1.750 1.309 H6 SMI 32 SMI H7 H7 H 0 1 N N N 37.454 -8.268 18.184 -0.700 -0.844 1.367 H7 SMI 33 SMI H8 H8 H 0 1 N N N 37.732 -10.001 15.616 -1.338 -0.973 -1.613 H8 SMI 34 SMI HN8 HN8 H 0 1 N N N 39.463 -8.371 16.041 -0.398 -2.967 -0.242 HN8 SMI 35 SMI H8M H8M H 0 1 N N N 40.568 -9.990 15.065 -1.698 -4.489 -1.533 H8M SMI 36 SMI H8MA H8MA H 0 0 N N N 41.264 -10.174 16.711 -2.881 -3.189 -1.815 H8MA SMI 37 SMI H8MB H8MB H 0 0 N N N 39.871 -11.190 16.204 -1.249 -3.075 -2.516 H8MB SMI 38 SMI H9 H9 H 0 1 N N N 38.455 -11.731 17.231 -3.652 -1.365 -0.811 H9 SMI 39 SMI HO9 HO9 H 0 1 N N N 39.212 -10.426 18.936 -4.040 -1.041 1.523 HO9 SMI 40 SMI H10 H10 H 0 1 N N N 36.058 -11.656 16.640 -2.940 0.947 -1.321 H10 SMI 41 SMI HN10 HN10 H 0 0 N N N 36.439 -12.074 19.430 -4.748 0.491 0.935 HN10 SMI 42 SMI H1M H1M H 0 1 N N N 37.072 -13.591 17.080 -6.386 1.236 -0.670 H1M SMI 43 SMI H1MA H1MA H 0 0 N N N 37.846 -13.593 18.701 -5.059 1.444 -1.838 H1MA SMI 44 SMI H1MB H1MB H 0 0 N N N 36.297 -14.466 18.444 -5.480 -0.182 -1.250 H1MB SMI 45 SMI H11 H11 H 0 1 N N N 35.841 -9.839 19.117 -2.237 1.063 1.648 H11 SMI 46 SMI HO11 HO11 H 0 0 N N N 33.860 -10.629 19.035 -3.072 3.106 0.816 HO11 SMI 47 SMI H12 H12 H 0 1 N N N 35.338 -9.188 16.176 -0.519 1.228 -0.868 H12 SMI 48 SMI HO4A HO4A H 0 0 N N N 38.400 -4.498 15.253 4.191 -2.438 0.059 HO4A SMI 49 SMI HO4B HO4B H 0 0 N N N 35.669 -3.875 17.172 5.109 -0.316 0.924 HO4B SMI 50 # # 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 SMI C2 O1 SING N N 1 SMI O1 C6 SING N N 2 SMI C2M C2 SING N N 3 SMI C3 C2 SING N N 4 SMI C2 H2 SING N N 5 SMI C2M H2M SING N N 6 SMI C2M H2MA SING N N 7 SMI C2M H2MB SING N N 8 SMI C3 C4 SING N N 9 SMI C3 H3 SING N N 10 SMI C3 H3A SING N N 11 SMI C4 O4A SING N N 12 SMI C4 O4B SING N N 13 SMI C4 C5 SING N N 14 SMI O1B C5 SING N N 15 SMI C5 C6 SING N N 16 SMI C5 O5 SING N N 17 SMI O5 HO5 SING N N 18 SMI C6 O2B SING N N 19 SMI C6 H6 SING N N 20 SMI O1B C7 SING N N 21 SMI C12 O2B SING N N 22 SMI C8 C7 SING N N 23 SMI C7 C12 SING N N 24 SMI C7 H7 SING N N 25 SMI N8 C8 SING N N 26 SMI C8 C9 SING N N 27 SMI C8 H8 SING N N 28 SMI C8M N8 SING N N 29 SMI N8 HN8 SING N N 30 SMI C8M H8M SING N N 31 SMI C8M H8MA SING N N 32 SMI C8M H8MB SING N N 33 SMI C9 C10 SING N N 34 SMI C9 O9 SING N N 35 SMI C9 H9 SING N N 36 SMI O9 HO9 SING N N 37 SMI C10 C11 SING N N 38 SMI C10 N10 SING N N 39 SMI C10 H10 SING N N 40 SMI C1M N10 SING N N 41 SMI N10 HN10 SING N N 42 SMI C1M H1M SING N N 43 SMI C1M H1MA SING N N 44 SMI C1M H1MB SING N N 45 SMI C12 C11 SING N N 46 SMI C11 O11 SING N N 47 SMI C11 H11 SING N N 48 SMI O11 HO11 SING N N 49 SMI C12 H12 SING N N 50 SMI O4A HO4A SING N N 51 SMI O4B HO4B SING N N 52 # # 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 SMI SMILES ACDLabs 10.04 "O1C3C(OC2(O)C1OC(C)CC2(O)O)C(NC)C(O)C(NC)C3O" SMI SMILES_CANONICAL CACTVS 3.341 "CN[C@@H]1[C@H](O)[C@H](NC)[C@H]2O[C@]3(O)[C@@H](O[C@H](C)CC3(O)O)O[C@@H]2[C@H]1O" SMI SMILES CACTVS 3.341 "CN[CH]1[CH](O)[CH](NC)[CH]2O[C]3(O)[CH](O[CH](C)CC3(O)O)O[CH]2[CH]1O" SMI SMILES_CANONICAL "OpenEye OEToolkits" 1.5.0 "C[C@@H]1CC([C@]2([C@@H](O1)O[C@@H]3[C@H]([C@@H]([C@@H]([C@@H]([C@H]3O2)NC)O)NC)O)O)(O)O" SMI SMILES "OpenEye OEToolkits" 1.5.0 "CC1CC(C2(C(O1)OC3C(C(C(C(C3O2)NC)O)NC)O)O)(O)O" SMI InChI InChI 1.03 "InChI=1S/C14H26N2O8/c1-5-4-13(19,20)14(21)12(22-5)23-11-9(18)6(15-2)8(17)7(16-3)10(11)24-14/h5-12,15-21H,4H2,1-3H3/t5-,6-,7+,8+,9+,10-,11-,12+,14-/m1/s1" SMI InChIKey InChI 1.03 JEBSYFSDBYNEEU-GOZOPVAMSA-N # _pdbx_chem_comp_identifier.comp_id SMI _pdbx_chem_comp_identifier.type "SYSTEMATIC NAME" _pdbx_chem_comp_identifier.program ACDLabs _pdbx_chem_comp_identifier.program_version 10.04 _pdbx_chem_comp_identifier.identifier "(2R,4aR,5aR,6S,7S,8R,9S,9aR,10aS)-2-methyl-6,8-bis(methylamino)hexahydro-2H-pyrano[2,3-b][1,4]benzodioxine-4,4,4a,7,9(3H,10aH)-pentol" # # loop_ _pdbx_chem_comp_audit.comp_id _pdbx_chem_comp_audit.action_type _pdbx_chem_comp_audit.date _pdbx_chem_comp_audit.processing_site SMI "Create component" 2009-06-30 RCSB SMI "Modify descriptor" 2011-06-04 RCSB SMI "Modify synonyms" 2021-03-13 RCSB # _pdbx_chem_comp_synonyms.ordinal 1 _pdbx_chem_comp_synonyms.comp_id SMI _pdbx_chem_comp_synonyms.name "(2R,4aR,5aR,6S,7S,8R,9S,9aR,10aS)-2-methyl-6,8-bis(methylamino)hexahydro-2H-pyrano[2,3-b][1,4]benzodioxine-4,4,4a,7,9(3H,10aH)-pentol" _pdbx_chem_comp_synonyms.provenance PDB _pdbx_chem_comp_synonyms.type ? ##