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                                                       ? ? 
# 
