data_OIN # _chem_comp.id OIN _chem_comp.name "(1R,5S)-8-METHYL-8-AZABICYCLO[3.2.1]OCT-3-YL (2R)-3-HYDROXY-2-PHENYLPROPANOATE" _chem_comp.type NON-POLYMER _chem_comp.pdbx_type HETAD _chem_comp.formula "C17 H23 N O3" _chem_comp.mon_nstd_parent_comp_id ? _chem_comp.pdbx_synonyms ATROPINE _chem_comp.pdbx_formal_charge 0 _chem_comp.pdbx_initial_date 2004-06-01 _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 289.369 _chem_comp.one_letter_code ? _chem_comp.three_letter_code OIN _chem_comp.pdbx_model_coordinates_details ? _chem_comp.pdbx_model_coordinates_missing_flag Y _chem_comp.pdbx_ideal_coordinates_details ? _chem_comp.pdbx_ideal_coordinates_missing_flag N _chem_comp.pdbx_model_coordinates_db_code 1TH6 _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 OIN C10 C10 C 0 1 N N N 49.016 40.469 7.981 -0.580 -2.182 2.025 C10 OIN 1 OIN N N N 0 1 N N N 49.927 40.073 9.065 0.174 -1.114 2.677 N OIN 2 OIN C11 C11 C 0 1 N N S 51.286 40.365 9.016 1.158 -0.480 1.780 C11 OIN 3 OIN C17 C17 C 0 1 N N N 51.715 40.094 10.416 0.330 0.487 0.925 C17 OIN 4 OIN C16 C16 C 0 1 N N N 50.939 38.787 10.586 -0.889 0.820 1.789 C16 OIN 5 OIN C15 C15 C 0 1 N N R 50.295 38.751 9.240 -0.677 0.021 3.080 C15 OIN 6 OIN C14 C14 C 0 1 N N N 50.818 37.893 8.122 0.131 0.819 4.123 C14 OIN 7 OIN C13 C13 C 0 1 N N N 52.067 38.533 7.586 1.471 1.323 3.569 C13 OIN 8 OIN C12 C12 C 0 1 N N N 52.175 40.039 7.839 2.155 0.266 2.688 C12 OIN 9 OIN O2 O2 O 0 1 N N N 52.951 37.694 6.755 2.320 1.686 4.650 O2 OIN 10 OIN C7 C7 C 0 1 N N N 52.318 36.460 6.234 3.546 2.194 4.306 C7 OIN 11 OIN O3 O3 O 0 1 N N N 51.597 36.566 5.248 3.944 2.350 3.158 O3 OIN 12 OIN C9 C9 C 0 1 N N S 52.579 35.085 6.853 4.340 2.530 5.565 C9 OIN 13 OIN C8 C8 C 0 1 N N N 52.412 33.977 5.821 5.696 3.146 5.192 C8 OIN 14 OIN OH OH O 0 1 N N N 53.362 34.065 4.773 6.483 2.184 4.497 OH OIN 15 OIN C6 C6 C 0 1 Y N N 51.740 34.819 8.066 4.487 1.309 6.459 C6 OIN 16 OIN C5 C5 C 0 1 Y N N 52.366 34.483 9.261 4.584 1.488 7.824 C5 OIN 17 OIN C4 C4 C 0 1 Y N N 51.624 34.258 10.411 4.718 0.368 8.645 C4 OIN 18 OIN C3 C3 C 0 1 Y N N 50.245 34.359 10.381 4.754 -0.908 8.083 C3 OIN 19 OIN C2 C2 C 0 1 Y N N 49.611 34.697 9.200 4.654 -1.064 6.700 C2 OIN 20 OIN C1 C1 C 0 1 Y N N ? ? ? 4.519 0.056 5.880 C1 OIN 21 OIN H101 1H10 H 0 0 N N N 49.421 40.059 7.026 -0.856 -2.947 2.755 H101 OIN 22 OIN H102 2H10 H 0 0 N N N 47.927 40.235 8.020 0.023 -2.646 1.240 H102 OIN 23 OIN H103 3H10 H 0 0 N N N 49.125 41.568 7.826 -1.492 -1.781 1.575 H103 OIN 24 OIN H11 H11 H 0 1 N N N 51.459 41.413 8.678 1.704 -1.208 1.169 H11 OIN 25 OIN H171 1H17 H 0 0 N N N 51.535 40.896 11.169 -0.003 -0.005 0.004 H171 OIN 26 OIN H172 2H17 H 0 0 N N N 52.811 40.067 10.618 0.887 1.385 0.639 H172 OIN 27 OIN H161 1H16 H 0 0 N N N 50.260 38.720 11.468 -0.986 1.896 1.965 H161 OIN 28 OIN H162 2H16 H 0 0 N N N 51.530 37.889 10.882 -1.798 0.484 1.276 H162 OIN 29 OIN H15 H15 H 0 1 N N N 49.424 38.057 9.187 -1.624 -0.299 3.529 H15 OIN 30 OIN H141 1H14 H 0 0 N N N 50.056 37.707 7.330 -0.454 1.675 4.482 H141 OIN 31 OIN H142 2H14 H 0 0 N N N 50.976 36.833 8.431 0.309 0.193 5.009 H142 OIN 32 OIN H13 H13 H 0 1 N N N 53.145 38.607 7.862 1.301 2.231 2.979 H13 OIN 33 OIN H121 1H12 H 0 0 N N N 53.227 40.382 7.980 2.687 -0.455 3.324 H121 OIN 34 OIN H122 2H12 H 0 0 N N N 51.942 40.650 6.936 2.931 0.751 2.083 H122 OIN 35 OIN H9 H9 H 0 1 N N N 53.640 35.093 7.197 3.751 3.279 6.113 H9 OIN 36 OIN H81 1H8 H 0 1 N N N 51.372 33.956 5.419 6.253 3.470 6.078 H81 OIN 37 OIN H82 2H8 H 0 1 N N N 52.438 32.972 6.303 5.570 4.004 4.522 H82 OIN 38 OIN HOH HOH H 0 1 N N N 53.258 33.374 4.129 7.325 2.119 4.974 HOH OIN 39 OIN H5 H5 H 0 1 N N N 53.465 34.394 9.297 4.557 2.479 8.271 H5 OIN 40 OIN H4 H4 H 0 1 N N N 52.133 33.997 11.354 4.796 0.490 9.721 H4 OIN 41 OIN H3 H3 H 0 1 N N N 49.654 34.171 11.293 4.858 -1.780 8.722 H3 OIN 42 OIN H2 H2 H 0 1 N N N 50.500 35.333 9.346 4.681 -2.058 6.263 H2 OIN 43 OIN H1 H1 H 0 1 N N N -0.901 -0.618 -0.153 4.443 -0.075 4.804 H1 OIN 44 # # 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 OIN C10 N SING N N 1 OIN C10 H101 SING N N 2 OIN C10 H102 SING N N 3 OIN C10 H103 SING N N 4 OIN N C11 SING N N 5 OIN N C15 SING N N 6 OIN C11 C17 SING N N 7 OIN C11 C12 SING N N 8 OIN C11 H11 SING N N 9 OIN C17 C16 SING N N 10 OIN C17 H171 SING N N 11 OIN C17 H172 SING N N 12 OIN C16 C15 SING N N 13 OIN C16 H161 SING N N 14 OIN C16 H162 SING N N 15 OIN C15 C14 SING N N 16 OIN C15 H15 SING N N 17 OIN C14 C13 SING N N 18 OIN C14 H141 SING N N 19 OIN C14 H142 SING N N 20 OIN C13 C12 SING N N 21 OIN C13 O2 SING N N 22 OIN C13 H13 SING N N 23 OIN C12 H121 SING N N 24 OIN C12 H122 SING N N 25 OIN O2 C7 SING N N 26 OIN C7 O3 DOUB N N 27 OIN C7 C9 SING N N 28 OIN C9 C8 SING N N 29 OIN C9 C6 SING N N 30 OIN C9 H9 SING N N 31 OIN C8 OH SING N N 32 OIN C8 H81 SING N N 33 OIN C8 H82 SING N N 34 OIN OH HOH SING N N 35 OIN C6 C5 DOUB Y N 36 OIN C6 C1 SING Y N 37 OIN C5 C4 SING Y N 38 OIN C5 H5 SING N N 39 OIN C4 C3 DOUB Y N 40 OIN C4 H4 SING N N 41 OIN C3 C2 SING Y N 42 OIN C3 H3 SING N N 43 OIN C2 C1 DOUB Y N 44 OIN C2 H2 SING N N 45 OIN C1 H1 SING N N 46 # # 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 OIN SMILES ACDLabs 10.04 "O=C(OC2CC1N(C)C(CC1)C2)C(c3ccccc3)CO" OIN SMILES_CANONICAL CACTVS 3.341 "CN1[C@H]2CC[C@@H]1CC(C2)OC(=O)[C@H](CO)c3ccccc3" OIN SMILES CACTVS 3.341 "CN1[CH]2CC[CH]1CC(C2)OC(=O)[CH](CO)c3ccccc3" OIN SMILES_CANONICAL "OpenEye OEToolkits" 1.5.0 "CN1[C@H]2CC[C@@H]1CC(C2)OC(=O)[C@H](CO)c3ccccc3" OIN SMILES "OpenEye OEToolkits" 1.5.0 "CN1C2CCC1CC(C2)OC(=O)C(CO)c3ccccc3" OIN InChI InChI 1.03 "InChI=1S/C17H23NO3/c1-18-13-7-8-14(18)10-15(9-13)21-17(20)16(11-19)12-5-3-2-4-6-12/h2-6,13-16,19H,7-11H2,1H3/t13-,14+,15-,16-/m1/s1" OIN InChIKey InChI 1.03 RKUNBYITZUJHSG-QKPAOTATSA-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 OIN "SYSTEMATIC NAME" ACDLabs 10.04 "(3-exo)-8-methyl-8-azabicyclo[3.2.1]oct-3-yl (2S)-3-hydroxy-2-phenylpropanoate" OIN "SYSTEMATIC NAME" "OpenEye OEToolkits" 1.5.0 "[(1S,5R)-8-methyl-8-azabicyclo[3.2.1]octan-3-yl] (2S)-3-hydroxy-2-phenyl-propanoate" # # loop_ _pdbx_chem_comp_audit.comp_id _pdbx_chem_comp_audit.action_type _pdbx_chem_comp_audit.date _pdbx_chem_comp_audit.processing_site OIN "Create component" 2004-06-01 RCSB OIN "Modify descriptor" 2011-06-04 RCSB OIN "Modify synonyms" 2021-03-01 PDBE # _pdbx_chem_comp_synonyms.ordinal 1 _pdbx_chem_comp_synonyms.comp_id OIN _pdbx_chem_comp_synonyms.name ATROPINE _pdbx_chem_comp_synonyms.provenance ? _pdbx_chem_comp_synonyms.type ? ##