data_MOI # _chem_comp.id MOI _chem_comp.name "(7R,7AS,12BS)-3-METHYL-2,3,4,4A,7,7A-HEXAHYDRO-1H-4,12-METHANO[1]BENZOFURO[3,2-E]ISOQUINOLINE-7,9-DIOL" _chem_comp.type NON-POLYMER _chem_comp.pdbx_type HETAD _chem_comp.formula "C17 H19 N O3" _chem_comp.mon_nstd_parent_comp_id ? _chem_comp.pdbx_synonyms "MORPHINE; (5A,6A)-7,8-DIDEHYDRO-4,5-EPOXY-17-METHYLMORPHINIAN-3,6-DIOL; MORPHIUM; MORPHIA; DOLCONTIN; DUROMORPH; MORPHINA; NEPENTHE" _chem_comp.pdbx_formal_charge 0 _chem_comp.pdbx_initial_date 2003-07-29 _chem_comp.pdbx_modified_date 2020-05-27 _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 285.338 _chem_comp.one_letter_code ? _chem_comp.three_letter_code MOI _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 1Q0Y _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 MOI C1 C1 C 0 1 Y N N 52.889 56.876 6.111 2.226 1.347 0.486 C1 MOI 1 MOI C2 C2 C 0 1 N N N 52.593 58.125 8.458 0.894 1.389 -1.697 C2 MOI 2 MOI C3 C3 C 0 1 Y N N 53.292 57.147 7.454 1.192 0.901 -0.317 C3 MOI 3 MOI C4 C4 C 0 1 Y N N 54.490 56.543 7.888 0.379 -0.056 0.238 C4 MOI 4 MOI C5 C5 C 0 1 N N S 55.140 56.671 9.260 -0.792 -0.742 -0.417 C5 MOI 5 MOI C6 C6 C 0 1 N N R 54.939 58.162 9.737 -1.371 0.210 -1.436 C6 MOI 6 MOI C7 C7 C 0 1 N N N 54.484 55.671 10.281 -0.270 -1.980 -1.152 C7 MOI 7 MOI C8 C8 C 0 1 N N N 53.040 56.011 10.627 0.799 -1.490 -2.140 C8 MOI 8 MOI C9 C9 C 0 1 N N N 51.423 57.620 11.253 1.361 -0.069 -3.928 C9 MOI 9 MOI C10 C10 C 0 1 Y N N 53.702 56.051 5.280 2.370 0.852 1.773 C10 MOI 10 MOI C11 C11 C 0 1 Y N N 54.940 55.471 5.745 1.503 -0.080 2.339 C11 MOI 11 MOI C12 C12 C 0 1 Y N N 55.291 55.759 7.082 0.451 -0.536 1.539 C12 MOI 12 MOI C13 C13 C 0 1 N N R 56.598 56.227 8.951 -1.636 -1.073 0.806 C13 MOI 13 MOI C14 C14 C 0 1 N N S 57.583 57.425 8.728 -2.281 0.194 1.380 C14 MOI 14 MOI C15 C15 C 0 1 N N N 56.904 58.746 8.285 -2.533 1.265 0.421 C15 MOI 15 MOI C16 C16 C 0 1 N N N 55.671 59.094 8.739 -2.135 1.317 -0.810 C16 MOI 16 MOI C17 C17 C 0 1 N N R 53.354 58.377 9.880 -0.251 0.650 -2.366 C17 MOI 17 MOI N1 N1 N 0 1 N N N 52.862 57.438 10.978 0.244 -0.527 -3.091 N1 MOI 18 MOI O1 O1 O 0 1 N N N 55.707 54.704 4.926 1.673 -0.526 3.613 O1 MOI 19 MOI O2 O2 O 0 1 N N N 58.577 57.099 7.773 -1.375 0.680 2.372 O2 MOI 20 MOI O3 O3 O 0 1 N N N 56.453 55.336 7.749 -0.566 -1.398 1.768 O3 MOI 21 MOI H1 H1 H 0 1 N N N 51.951 57.303 5.716 2.923 2.082 0.110 H1 MOI 22 MOI H21 1H2 H 0 1 N N N 52.401 59.102 7.957 0.645 2.449 -1.646 H21 MOI 23 MOI H22 2H2 H 0 1 N N N 51.548 57.784 8.647 1.788 1.272 -2.310 H22 MOI 24 MOI H6 H6 H 0 1 N N N 55.387 58.404 10.728 -2.076 -0.363 -2.039 H6 MOI 25 MOI H71 1H7 H 0 1 N N N 54.563 54.622 9.911 -1.084 -2.463 -1.694 H71 MOI 26 MOI H72 2H7 H 0 1 N N N 55.102 55.590 11.205 0.170 -2.678 -0.441 H72 MOI 27 MOI H81 1H8 H 0 1 N N N 52.349 55.710 9.804 1.197 -2.344 -2.688 H81 MOI 28 MOI H82 2H8 H 0 1 N N N 52.654 55.347 11.436 1.608 -1.016 -1.584 H82 MOI 29 MOI H91 1H9 H 0 1 N N N 51.288 58.694 11.517 2.226 0.139 -3.297 H91 MOI 30 MOI H92 2H9 H 0 1 N N N 50.766 57.284 10.416 1.617 -0.844 -4.650 H92 MOI 31 MOI H93 3H9 H 0 1 N N N 51.028 56.920 12.026 1.070 0.838 -4.457 H93 MOI 32 MOI H10 H10 H 0 1 N N N 53.363 55.856 4.248 3.197 1.209 2.368 H10 MOI 33 MOI H13 H13 H 0 1 N N N 57.067 55.697 9.812 -2.346 -1.884 0.641 H13 MOI 34 MOI H14 H14 H 0 1 N N N 58.031 57.600 9.733 -3.222 -0.056 1.870 H14 MOI 35 MOI H15 H15 H 0 1 N N N 57.329 59.494 7.595 -3.130 2.094 0.773 H15 MOI 36 MOI H16 H16 H 0 1 N N N 55.297 60.049 8.333 -2.366 2.192 -1.399 H16 MOI 37 MOI H17 H17 H 0 1 N N N 53.122 59.430 10.160 -0.696 1.323 -3.099 H17 MOI 38 MOI HO1 HO1 H 0 1 N N N 56.521 54.322 5.231 2.244 -1.305 3.562 HO1 MOI 39 MOI HO2 HO2 H 0 1 N N N 59.174 57.825 7.637 -1.803 1.437 2.795 HO2 MOI 40 # 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 MOI C1 C3 SING Y N 1 MOI C1 C10 DOUB Y N 2 MOI C1 H1 SING N N 3 MOI C2 C3 SING N N 4 MOI C2 C17 SING N N 5 MOI C2 H21 SING N N 6 MOI C2 H22 SING N N 7 MOI C3 C4 DOUB Y N 8 MOI C4 C5 SING N N 9 MOI C4 C12 SING Y N 10 MOI C5 C6 SING N N 11 MOI C5 C7 SING N N 12 MOI C5 C13 SING N N 13 MOI C6 C16 SING N N 14 MOI C6 C17 SING N N 15 MOI C6 H6 SING N N 16 MOI C7 C8 SING N N 17 MOI C7 H71 SING N N 18 MOI C7 H72 SING N N 19 MOI C8 N1 SING N N 20 MOI C8 H81 SING N N 21 MOI C8 H82 SING N N 22 MOI C9 N1 SING N N 23 MOI C9 H91 SING N N 24 MOI C9 H92 SING N N 25 MOI C9 H93 SING N N 26 MOI C10 C11 SING Y N 27 MOI C10 H10 SING N N 28 MOI C11 C12 DOUB Y N 29 MOI C11 O1 SING N N 30 MOI C12 O3 SING N N 31 MOI C13 C14 SING N N 32 MOI C13 O3 SING N N 33 MOI C13 H13 SING N N 34 MOI C14 C15 SING N N 35 MOI C14 O2 SING N N 36 MOI C14 H14 SING N N 37 MOI C15 C16 DOUB N N 38 MOI C15 H15 SING N N 39 MOI C16 H16 SING N N 40 MOI C17 N1 SING N N 41 MOI C17 H17 SING N N 42 MOI O1 HO1 SING N N 43 MOI O2 HO2 SING N N 44 # 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 MOI SMILES ACDLabs 10.04 "OC2C=CC5C4N(CCC51c3c(OC12)c(O)ccc3C4)C" MOI SMILES_CANONICAL CACTVS 3.341 "CN1CC[C@]23[C@H]4Oc5c(O)ccc(C[C@@H]1[C@@H]2C=C[C@@H]4O)c35" MOI SMILES CACTVS 3.341 "CN1CC[C]23[CH]4Oc5c(O)ccc(C[CH]1[CH]2C=C[CH]4O)c35" MOI SMILES_CANONICAL "OpenEye OEToolkits" 1.5.0 "C[N@]1CC[C@]23c4c5ccc(c4O[C@H]2[C@H](C=C[C@H]3[C@H]1C5)O)O" MOI SMILES "OpenEye OEToolkits" 1.5.0 "CN1CCC23c4c5ccc(c4OC2C(C=CC3C1C5)O)O" MOI InChI InChI 1.03 "InChI=1S/C17H19NO3/c1-18-7-6-17-10-3-5-13(20)16(17)21-15-12(19)4-2-9(14(15)17)8-11(10)18/h2-5,10-11,13,16,19-20H,6-8H2,1H3/t10-,11+,13-,16-,17-/m0/s1" MOI InChIKey InChI 1.03 BQJCRHHNABKAKU-KBQPJGBKSA-N # _pdbx_chem_comp_identifier.comp_id MOI _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 "(5alpha,6beta)-17-methyl-7,8-didehydro-4,5-epoxymorphinan-3,6-diol" # loop_ _pdbx_chem_comp_audit.comp_id _pdbx_chem_comp_audit.action_type _pdbx_chem_comp_audit.date _pdbx_chem_comp_audit.processing_site MOI "Create component" 2003-07-29 RCSB MOI "Modify descriptor" 2011-06-04 RCSB MOI "Modify synonyms" 2020-05-27 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 MOI MORPHINE ? ? 2 MOI "(5A,6A)-7,8-DIDEHYDRO-4,5-EPOXY-17-METHYLMORPHINIAN-3,6-DIOL" ? ? 3 MOI MORPHIUM ? ? 4 MOI MORPHIA ? ? 5 MOI DOLCONTIN ? ? 6 MOI DUROMORPH ? ? 7 MOI MORPHINA ? ? 8 MOI NEPENTHE ? ? #