data_IDE # _chem_comp.id IDE _chem_comp.name "(5R,6R,7S,8S)-3-(ANILINOMETHYL)-5,6,7,8-TETRAHYDRO-5-(HYDROXYMETHYL)-IMIDAZO[1,2-A]PYRIDINE-6,7,8-TRIOL" _chem_comp.type NON-POLYMER _chem_comp.pdbx_type HETAIN _chem_comp.formula "C15 H19 N3 O4" _chem_comp.mon_nstd_parent_comp_id ? _chem_comp.pdbx_synonyms "ANILINOMETHYL GLUCO-PHENYLIMIDAZOLE" _chem_comp.pdbx_formal_charge 0 _chem_comp.pdbx_initial_date 2005-05-11 _chem_comp.pdbx_modified_date 2021-03-01 _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 305.329 _chem_comp.one_letter_code ? _chem_comp.three_letter_code IDE _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 1X39 _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 IDE O6B O6B O 0 1 N N N 22.647 26.518 33.108 1.602 3.343 0.464 O6B IDE 1 IDE C6B C6B C 0 1 N N N 23.471 25.382 32.881 2.487 2.588 -0.365 C6B IDE 2 IDE C5B C5B C 0 1 N N R 23.913 24.809 34.233 2.792 1.246 0.304 C5B IDE 3 IDE C4B C4B C 0 1 N N R 22.755 24.162 35.028 3.831 0.483 -0.525 C4B IDE 4 IDE O4B O4B O 0 1 N N N 22.153 23.094 34.289 5.097 1.139 -0.423 O4B IDE 5 IDE C3B C3B C 0 1 N N S 23.222 23.627 36.400 3.955 -0.949 0.003 C3B IDE 6 IDE O3B O3B O 0 1 N N N 22.122 23.002 37.088 5.070 -1.592 -0.618 O3B IDE 7 IDE C2B C2B C 0 1 N N S 23.764 24.735 37.304 2.670 -1.721 -0.325 C2B IDE 8 IDE O2B O2B O 0 1 N N N 24.646 24.235 38.314 2.659 -2.961 0.385 O2B IDE 9 IDE N1B N1B N 0 1 Y N N 24.521 25.797 35.168 1.567 0.446 0.382 N1B IDE 10 IDE C8B C8B C 0 1 Y N N 25.230 26.916 34.728 0.318 0.861 0.728 C8B IDE 11 IDE C7B C7B C 0 1 Y N N 25.587 27.508 35.895 -0.485 -0.219 0.652 C7B IDE 12 IDE N2B N2B N 0 1 Y N N 25.121 26.808 36.979 0.261 -1.267 0.266 N2B IDE 13 IDE C1B C1B C 0 1 Y N N 24.469 25.762 36.503 1.491 -0.878 0.101 C1B IDE 14 IDE C7 C7 C 0 1 N N N 26.404 28.764 35.854 -1.963 -0.247 0.949 C7 IDE 15 IDE N1 N1 N 0 1 N N N 27.472 28.657 36.841 -2.714 -0.080 -0.298 N1 IDE 16 IDE C1 C1 C 0 1 Y N N 28.592 29.586 36.784 -4.111 -0.072 -0.276 C1 IDE 17 IDE C6 C6 C 0 1 Y N N 28.359 30.938 36.519 -4.825 0.086 -1.457 C6 IDE 18 IDE C5 C5 C 0 1 Y N N 29.431 31.832 36.466 -6.206 0.093 -1.431 C5 IDE 19 IDE C4 C4 C 0 1 Y N N 30.730 31.360 36.669 -6.877 -0.058 -0.232 C4 IDE 20 IDE C3 C3 C 0 1 Y N N 30.968 30.007 36.923 -6.170 -0.216 0.946 C3 IDE 21 IDE C2 C2 C 0 1 Y N N 29.896 29.120 36.986 -4.789 -0.228 0.927 C2 IDE 22 IDE H6B H6B H 0 1 N N N 22.373 26.873 32.270 1.436 4.179 0.007 H6B IDE 23 IDE H6B1 1H6B H 0 0 N N N 24.335 25.610 32.214 2.016 2.413 -1.333 H6B1 IDE 24 IDE H6B2 2H6B H 0 0 N N N 22.974 24.619 32.238 3.414 3.142 -0.507 H6B2 IDE 25 IDE H5B H5B H 0 1 N N N 24.676 24.059 33.918 3.180 1.418 1.307 H5B IDE 26 IDE H4B H4B H 0 1 N N N 22.002 24.967 35.198 3.517 0.460 -1.569 H4B IDE 27 IDE H3 H3 H 0 1 N N N 21.442 22.697 34.777 5.720 0.629 -0.958 H3 IDE 28 IDE H3B H3B H 0 1 N N N 24.038 22.897 36.193 4.101 -0.927 1.082 H3B IDE 29 IDE H2 H2 H 0 1 N N N 22.409 22.673 37.932 5.112 -2.488 -0.258 H2 IDE 30 IDE H2B H2B H 0 1 N N N 22.882 25.190 37.813 2.618 -1.910 -1.397 H2B IDE 31 IDE H1 H1 H 0 1 N N N 24.983 24.923 38.876 1.836 -3.411 0.149 H1 IDE 32 IDE H8B H8B H 0 1 N N N 25.455 27.253 33.702 0.027 1.862 1.010 H8B IDE 33 IDE H71 1H7 H 0 1 N N N 25.785 29.681 35.992 -2.224 -1.201 1.405 H71 IDE 34 IDE H72 2H7 H 0 1 N N N 26.788 28.991 34.832 -2.211 0.564 1.634 H72 IDE 35 IDE HN1 HN1 H 0 1 N N N 27.837 27.705 36.825 -2.242 0.026 -1.139 HN1 IDE 36 IDE H8 H8 H 0 1 N N N 27.330 31.299 36.352 -4.301 0.204 -2.394 H8 IDE 37 IDE H7 H7 H 0 1 N N N 29.253 32.902 36.266 -6.761 0.216 -2.349 H7 IDE 38 IDE H6 H6 H 0 1 N N N 31.578 32.064 36.628 -7.957 -0.052 -0.215 H6 IDE 39 IDE H5 H5 H 0 1 N N N 31.998 29.641 37.073 -6.697 -0.333 1.881 H5 IDE 40 IDE H4 H4 H 0 1 N N N 30.079 28.053 37.195 -4.237 -0.352 1.847 H4 IDE 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 IDE O6B C6B SING N N 1 IDE O6B H6B SING N N 2 IDE C6B C5B SING N N 3 IDE C6B H6B1 SING N N 4 IDE C6B H6B2 SING N N 5 IDE C5B C4B SING N N 6 IDE C5B N1B SING N N 7 IDE C5B H5B SING N N 8 IDE C4B O4B SING N N 9 IDE C4B C3B SING N N 10 IDE C4B H4B SING N N 11 IDE O4B H3 SING N N 12 IDE C3B O3B SING N N 13 IDE C3B C2B SING N N 14 IDE C3B H3B SING N N 15 IDE O3B H2 SING N N 16 IDE C2B O2B SING N N 17 IDE C2B C1B SING N N 18 IDE C2B H2B SING N N 19 IDE O2B H1 SING N N 20 IDE N1B C8B SING Y N 21 IDE N1B C1B SING Y N 22 IDE C8B C7B DOUB Y N 23 IDE C8B H8B SING N N 24 IDE C7B N2B SING Y N 25 IDE C7B C7 SING N N 26 IDE N2B C1B DOUB Y N 27 IDE C7 N1 SING N N 28 IDE C7 H71 SING N N 29 IDE C7 H72 SING N N 30 IDE N1 C1 SING N N 31 IDE N1 HN1 SING N N 32 IDE C1 C6 DOUB Y N 33 IDE C1 C2 SING Y N 34 IDE C6 C5 SING Y N 35 IDE C6 H8 SING N N 36 IDE C5 C4 DOUB Y N 37 IDE C5 H7 SING N N 38 IDE C4 C3 SING Y N 39 IDE C4 H6 SING N N 40 IDE C3 C2 DOUB Y N 41 IDE C3 H5 SING N N 42 IDE C2 H4 SING N N 43 # # 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 IDE SMILES ACDLabs 10.04 "OC2c1nc(cn1C(C(O)C2O)CO)CNc3ccccc3" IDE SMILES_CANONICAL CACTVS 3.341 "OC[C@@H]1[C@@H](O)[C@H](O)[C@@H](O)c2nc(CNc3ccccc3)cn12" IDE SMILES CACTVS 3.341 "OC[CH]1[CH](O)[CH](O)[CH](O)c2nc(CNc3ccccc3)cn12" IDE SMILES_CANONICAL "OpenEye OEToolkits" 1.5.0 "c1ccc(cc1)NCc2cn3c(n2)[C@@H]([C@H]([C@@H]([C@H]3CO)O)O)O" IDE SMILES "OpenEye OEToolkits" 1.5.0 "c1ccc(cc1)NCc2cn3c(n2)C(C(C(C3CO)O)O)O" IDE InChI InChI 1.03 "InChI=1S/C15H19N3O4/c19-8-11-12(20)13(21)14(22)15-17-10(7-18(11)15)6-16-9-4-2-1-3-5-9/h1-5,7,11-14,16,19-22H,6,8H2/t11-,12-,13+,14-/m1/s1" IDE InChIKey InChI 1.03 ADKWVGPRAQKVKB-YIYPIFLZSA-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 IDE "SYSTEMATIC NAME" ACDLabs 10.04 "(5R,6R,7S,8S)-5-(hydroxymethyl)-2-[(phenylamino)methyl]-5,6,7,8-tetrahydroimidazo[1,2-a]pyridine-6,7,8-triol" IDE "SYSTEMATIC NAME" "OpenEye OEToolkits" 1.5.0 "(5R,6R,7S,8S)-5-(hydroxymethyl)-2-(phenylazanylmethyl)-5,6,7,8-tetrahydroimidazo[2,1-f]pyridine-6,7,8-triol" # # loop_ _pdbx_chem_comp_audit.comp_id _pdbx_chem_comp_audit.action_type _pdbx_chem_comp_audit.date _pdbx_chem_comp_audit.processing_site IDE "Create component" 2005-05-11 RCSB IDE "Modify descriptor" 2011-06-04 RCSB IDE "Modify synonyms" 2021-03-01 PDBE # _pdbx_chem_comp_synonyms.ordinal 1 _pdbx_chem_comp_synonyms.comp_id IDE _pdbx_chem_comp_synonyms.name "ANILINOMETHYL GLUCO-PHENYLIMIDAZOLE" _pdbx_chem_comp_synonyms.provenance ? _pdbx_chem_comp_synonyms.type ? ##