data_GM4
# 
_chem_comp.id                                    GM4 
_chem_comp.name                                  "(2S,6S,11S)-6,11-dimethyl-3-(3-methylbut-2-en-1-yl)-1,2,3,4,5,6-hexahydro-2,6-methano-3-benzazocin-8-ol" 
_chem_comp.type                                  NON-POLYMER 
_chem_comp.pdbx_type                             HETAIN 
_chem_comp.formula                               "C19 H27 N O" 
_chem_comp.mon_nstd_parent_comp_id               ? 
_chem_comp.pdbx_synonyms                         ? 
_chem_comp.pdbx_formal_charge                    0 
_chem_comp.pdbx_initial_date                     2018-05-29 
_chem_comp.pdbx_modified_date                    2018-10-12 
_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                        285.424 
_chem_comp.one_letter_code                       ? 
_chem_comp.three_letter_code                     GM4 
_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        6DK1 
_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 
GM4 C02 C1  C 0 1 N N S 12.327 39.001 -34.590 0.286  2.056  0.447  C02 GM4 1  
GM4 C04 C2  C 0 1 N N N 9.888  39.854 -34.694 0.124  -0.078 1.728  C04 GM4 2  
GM4 C05 C3  C 0 1 Y N N 9.684  39.026 -33.289 1.354  -0.496 0.968  C05 GM4 3  
GM4 C06 C4  C 0 1 Y N N 10.697 38.149 -32.831 1.835  0.200  -0.117 C06 GM4 4  
GM4 C11 C5  C 0 1 Y N N 8.506  39.189 -32.553 2.019  -1.639 1.399  C11 GM4 5  
GM4 C12 C6  C 0 1 N N S 12.009 37.935 -33.620 1.133  1.422  -0.661 C12 GM4 6  
GM4 C13 C7  C 0 1 N N N 13.164 37.736 -32.636 2.150  2.429  -1.203 C13 GM4 7  
GM4 C14 C8  C 0 1 N N N 11.831 36.705 -34.404 0.179  0.947  -1.771 C14 GM4 8  
GM4 C15 C9  C 0 1 N N N 10.789 36.872 -35.546 -0.728 -0.135 -1.174 C15 GM4 9  
GM4 C01 C10 C 0 1 N N N 12.719 40.355 -33.806 1.196  2.557  1.570  C01 GM4 10 
GM4 C03 C11 C 0 1 N N S 11.198 39.274 -35.517 -0.665 0.990  0.990  C03 GM4 11 
GM4 C07 C12 C 0 1 Y N N 10.516 37.439 -31.634 2.987  -0.226 -0.761 C07 GM4 12 
GM4 C08 C13 C 0 1 Y N N 9.343  37.606 -30.900 3.652  -1.361 -0.329 C08 GM4 13 
GM4 C10 C14 C 0 1 Y N N 8.333  38.478 -31.364 3.159  -2.072 0.757  C10 GM4 14 
GM4 C17 C15 C 0 1 N N N 9.820  38.241 -36.886 -2.446 -0.554 0.477  C17 GM4 15 
GM4 C18 C16 C 0 1 N N N 9.991  39.132 -38.117 -3.490 -0.874 -0.562 C18 GM4 16 
GM4 C19 C17 C 0 1 N N N 8.934  39.595 -38.761 -4.760 -0.716 -0.283 C19 GM4 17 
GM4 C20 C18 C 0 1 N N N 7.523  39.245 -38.283 -5.186 -0.352 1.116  C20 GM4 18 
GM4 C21 C19 C 0 1 N N N 9.114  40.488 -39.990 -5.796 -0.901 -1.362 C21 GM4 19 
GM4 N16 N1  N 0 1 N N N 10.853 38.098 -36.293 -1.502 0.433  -0.065 N16 GM4 20 
GM4 O09 O1  O 0 1 N N N 9.164  36.891 -29.711 4.779  -1.777 -0.964 O09 GM4 21 
GM4 H1  H1  H 0 1 N N N 13.205 38.698 -35.179 -0.288 2.889  0.040  H1  GM4 22 
GM4 H2  H2  H 0 1 N N N 10.044 40.919 -34.468 -0.513 -0.949 1.879  H2  GM4 23 
GM4 H3  H3  H 0 1 N N N 8.988  39.739 -35.317 0.424  0.314  2.700  H3  GM4 24 
GM4 H4  H4  H 0 1 N N N 7.735  39.860 -32.902 1.639  -2.193 2.244  H4  GM4 25 
GM4 H5  H5  H 0 1 N N N 12.906 36.939 -31.924 2.807  2.752  -0.396 H5  GM4 26 
GM4 H6  H6  H 0 1 N N N 14.072 37.454 -33.189 2.742  1.960  -1.989 H6  GM4 27 
GM4 H7  H7  H 0 1 N N N 13.344 38.673 -32.088 1.624  3.293  -1.611 H7  GM4 28 
GM4 H8  H8  H 0 1 N N N 11.491 35.904 -33.731 -0.426 1.783  -2.122 H8  GM4 29 
GM4 H9  H9  H 0 1 N N N 12.798 36.426 -34.847 0.753  0.533  -2.600 H9  GM4 30 
GM4 H10 H10 H 0 1 N N N 9.787  36.805 -35.098 -1.410 -0.502 -1.942 H10 GM4 31 
GM4 H11 H11 H 0 1 N N N 10.931 36.041 -36.253 -0.117 -0.959 -0.807 H11 GM4 32 
GM4 H12 H12 H 0 1 N N N 13.555 40.153 -33.120 1.887  3.301  1.174  H12 GM4 33 
GM4 H13 H13 H 0 1 N N N 13.019 41.125 -34.532 0.589  3.007  2.356  H13 GM4 34 
GM4 H14 H14 H 0 1 N N N 11.851 40.710 -33.232 1.760  1.720  1.981  H14 GM4 35 
GM4 H15 H15 H 0 1 N N N 11.507 40.073 -36.208 -1.330 1.470  1.708  H15 GM4 36 
GM4 H16 H16 H 0 1 N N N 11.283 36.765 -31.283 3.367  0.331  -1.605 H16 GM4 37 
GM4 H17 H17 H 0 1 N N N 7.422  38.595 -30.796 3.668  -2.961 1.097  H17 GM4 38 
GM4 H18 H18 H 0 1 N N N 9.083  38.702 -36.212 -2.929 -0.144 1.364  H18 GM4 39 
GM4 H19 H19 H 0 1 N N N 9.455  37.255 -37.208 -1.908 -1.463 0.743  H19 GM4 40 
GM4 H20 H20 H 0 1 N N N 10.983 39.385 -38.463 -3.191 -1.232 -1.535 H20 GM4 41 
GM4 H21 H21 H 0 1 N N N 7.586  38.600 -37.394 -5.133 0.730  1.241  H21 GM4 42 
GM4 H22 H22 H 0 1 N N N 6.983  40.169 -38.028 -6.209 -0.687 1.284  H22 GM4 43 
GM4 H23 H23 H 0 1 N N N 6.986  38.715 -39.083 -4.523 -0.833 1.834  H23 GM4 44 
GM4 H24 H24 H 0 1 N N N 10.187 40.632 -40.185 -5.975 0.052  -1.860 H24 GM4 45 
GM4 H25 H25 H 0 1 N N N 8.644  40.010 -40.862 -5.438 -1.630 -2.089 H25 GM4 46 
GM4 H26 H26 H 0 1 N N N 8.641  41.464 -39.807 -6.725 -1.258 -0.916 H26 GM4 47 
GM4 H28 H28 H 0 1 N N N 8.322  37.112 -29.332 5.595  -1.403 -0.602 H28 GM4 48 
# 
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 
GM4 C21 C19 SING N N 1  
GM4 C19 C20 SING N N 2  
GM4 C19 C18 DOUB N N 3  
GM4 C18 C17 SING N N 4  
GM4 C17 N16 SING N N 5  
GM4 N16 C15 SING N N 6  
GM4 N16 C03 SING N N 7  
GM4 C15 C14 SING N N 8  
GM4 C03 C04 SING N N 9  
GM4 C03 C02 SING N N 10 
GM4 C04 C05 SING N N 11 
GM4 C02 C01 SING N N 12 
GM4 C02 C12 SING N N 13 
GM4 C14 C12 SING N N 14 
GM4 C12 C06 SING N N 15 
GM4 C12 C13 SING N N 16 
GM4 C05 C06 DOUB Y N 17 
GM4 C05 C11 SING Y N 18 
GM4 C06 C07 SING Y N 19 
GM4 C11 C10 DOUB Y N 20 
GM4 C07 C08 DOUB Y N 21 
GM4 C10 C08 SING Y N 22 
GM4 C08 O09 SING N N 23 
GM4 C02 H1  SING N N 24 
GM4 C04 H2  SING N N 25 
GM4 C04 H3  SING N N 26 
GM4 C11 H4  SING N N 27 
GM4 C13 H5  SING N N 28 
GM4 C13 H6  SING N N 29 
GM4 C13 H7  SING N N 30 
GM4 C14 H8  SING N N 31 
GM4 C14 H9  SING N N 32 
GM4 C15 H10 SING N N 33 
GM4 C15 H11 SING N N 34 
GM4 C01 H12 SING N N 35 
GM4 C01 H13 SING N N 36 
GM4 C01 H14 SING N N 37 
GM4 C03 H15 SING N N 38 
GM4 C07 H16 SING N N 39 
GM4 C10 H17 SING N N 40 
GM4 C17 H18 SING N N 41 
GM4 C17 H19 SING N N 42 
GM4 C18 H20 SING N N 43 
GM4 C20 H21 SING N N 44 
GM4 C20 H22 SING N N 45 
GM4 C20 H23 SING N N 46 
GM4 C21 H24 SING N N 47 
GM4 C21 H25 SING N N 48 
GM4 C21 H26 SING N N 49 
GM4 O09 H28 SING N N 50 
# 
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 
GM4 SMILES           ACDLabs              12.01 "C1(C)C2(c3c(CC1N(CC2)C[C@H]=C(C)C)ccc(c3)O)C"                                                                                        
GM4 InChI            InChI                1.03  "InChI=1S/C19H27NO/c1-13(2)7-9-20-10-8-19(4)14(3)18(20)11-15-5-6-16(21)12-17(15)19/h5-7,12,14,18,21H,8-11H2,1-4H3/t14-,18+,19+/m1/s1" 
GM4 InChIKey         InChI                1.03  VOKSWYLNZZRQPF-CCKFTAQKSA-N                                                                                                           
GM4 SMILES_CANONICAL CACTVS               3.385 "C[C@@H]1[C@@H]2Cc3ccc(O)cc3[C@@]1(C)CCN2CC=C(C)C"                                                                                    
GM4 SMILES           CACTVS               3.385 "C[CH]1[CH]2Cc3ccc(O)cc3[C]1(C)CCN2CC=C(C)C"                                                                                          
GM4 SMILES_CANONICAL "OpenEye OEToolkits" 2.0.6 "C[C@@H]1[C@@H]2Cc3ccc(cc3[C@]1(CCN2CC=C(C)C)C)O"                                                                                     
GM4 SMILES           "OpenEye OEToolkits" 2.0.6 "CC1C2Cc3ccc(cc3C1(CCN2CC=C(C)C)C)O"                                                                                                  
# 
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 
GM4 "SYSTEMATIC NAME" ACDLabs              12.01 "(2S,6S,11S)-6,11-dimethyl-3-(3-methylbut-2-en-1-yl)-1,2,3,4,5,6-hexahydro-2,6-methano-3-benzazocin-8-ol"             
GM4 "SYSTEMATIC NAME" "OpenEye OEToolkits" 2.0.6 "(1~{S},9~{S},13~{S})-1,13-dimethyl-10-(3-methylbut-2-enyl)-10-azatricyclo[7.3.1.0^{2,7}]trideca-2(7),3,5-trien-4-ol" 
# 
loop_
_pdbx_chem_comp_audit.comp_id 
_pdbx_chem_comp_audit.action_type 
_pdbx_chem_comp_audit.date 
_pdbx_chem_comp_audit.processing_site 
GM4 "Create component" 2018-05-29 RCSB 
GM4 "Initial release"  2018-10-17 RCSB 
# 
