data_A1BNM
# 
_chem_comp.id                                    A1BNM 
_chem_comp.name                                  "methyl (1S,3R,4S,6S,8M)-2-[(1-ethyl-1H-pyrazol-4-yl)methyl]-8-(3-hydroxyphenyl)-3,4-dimethyl-2-azabicyclo[2.2.2]oct-7-ene-6-carboxylate" 
_chem_comp.type                                  non-polymer 
_chem_comp.pdbx_type                             HETAIN 
_chem_comp.formula                               "C23 H29 N3 O3" 
_chem_comp.mon_nstd_parent_comp_id               ? 
_chem_comp.pdbx_synonyms                         ? 
_chem_comp.pdbx_formal_charge                    0 
_chem_comp.pdbx_initial_date                     2025-01-06 
_chem_comp.pdbx_modified_date                    2025-02-07 
_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                        395.495 
_chem_comp.one_letter_code                       ? 
_chem_comp.three_letter_code                     A1BNM 
_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        9MQI 
_chem_comp.pdbx_subcomponent_list                ? 
_chem_comp.pdbx_processing_site                  RCSB 
_chem_comp.pdbx_pcm                              ? 
# 
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.pdbx_n_terminal_atom_flag 
_chem_comp_atom.pdbx_backbone_atom_flag 
_chem_comp_atom.pdbx_c_terminal_atom_flag 
_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 
A1BNM C01 C1  C 0 1 N N N N N N 140.464 142.115 188.064 0.760  1.865  2.339  C01 A1BNM 1  
A1BNM C02 C2  C 0 1 N N R N N N 140.972 141.423 186.788 0.272  0.415  2.302  C02 A1BNM 2  
A1BNM C04 C3  C 0 1 N N S N N N 139.422 140.894 184.785 -0.814 -0.569 0.356  C04 A1BNM 3  
A1BNM C05 C4  C 0 1 N N N N N N 139.282 142.404 184.667 0.369  -0.089 -0.473 C05 A1BNM 4  
A1BNM C06 C5  C 0 1 N N N N N N 140.206 143.246 185.020 1.522  -0.036 0.225  C06 A1BNM 5  
A1BNM C07 C6  C 0 1 N N S N N N 141.388 142.488 185.674 1.357  -0.472 1.676  C07 A1BNM 6  
A1BNM C08 C7  C 0 1 N N N N N N 141.818 141.585 184.444 0.837  -1.918 1.666  C08 A1BNM 7  
A1BNM C09 C8  C 0 1 N N S N N N 140.666 140.612 183.920 -0.476 -1.972 0.878  C09 A1BNM 8  
A1BNM C10 C9  C 0 1 N N N N N N 140.349 140.881 182.409 -0.327 -2.919 -0.284 C10 A1BNM 9  
A1BNM C12 C10 C 0 1 N N N N N N 142.222 140.097 181.181 0.101  -5.063 -1.232 C12 A1BNM 10 
A1BNM C14 C11 C 0 1 N N N N N N 142.500 143.485 186.106 2.676  -0.349 2.441  C14 A1BNM 11 
A1BNM C15 C12 C 0 1 Y N N N N N 140.045 144.796 185.120 2.810  0.394  -0.357 C15 A1BNM 12 
A1BNM C16 C13 C 0 1 Y N N N N N 139.941 145.515 183.907 3.866  -0.512 -0.470 C16 A1BNM 13 
A1BNM C17 C14 C 0 1 Y N N N N N 139.792 146.912 183.898 5.067  -0.106 -1.014 C17 A1BNM 14 
A1BNM C18 C15 C 0 1 Y N N N N N 139.732 147.641 185.083 5.230  1.196  -1.448 C18 A1BNM 15 
A1BNM C19 C16 C 0 1 Y N N N N N 139.823 146.982 186.329 4.186  2.105  -1.340 C19 A1BNM 16 
A1BNM C21 C17 C 0 1 Y N N N N N 139.970 145.557 186.312 2.974  1.706  -0.800 C21 A1BNM 17 
A1BNM C22 C18 C 0 1 N N N N N N 138.689 140.129 187.182 -1.409 1.665  1.077  C22 A1BNM 18 
A1BNM C23 C19 C 0 1 Y N N N N N 138.062 138.784 187.045 -2.811 1.569  0.531  C23 A1BNM 19 
A1BNM C24 C20 C 0 1 Y N N N N N 138.515 137.663 186.300 -3.149 1.326  -0.756 C24 A1BNM 20 
A1BNM C27 C21 C 0 1 Y N N N N N 136.853 138.298 187.620 -3.992 1.708  1.268  C27 A1BNM 21 
A1BNM C28 C22 C 0 1 N N N N N N 137.733 135.202 185.805 -5.289 1.092  -2.044 C28 A1BNM 22 
A1BNM C29 C23 C 0 1 N N N N N N 136.827 134.159 186.466 -6.267 -0.061 -1.806 C29 A1BNM 23 
A1BNM N03 N1  N 0 1 N N N N N N 139.882 140.394 186.203 -0.958 0.335  1.506  N03 A1BNM 24 
A1BNM N25 N2  N 0 1 Y N N N N N 137.618 136.613 186.448 -4.496 1.318  -0.833 N25 A1BNM 25 
A1BNM N26 N3  N 0 1 Y N N N N N 136.592 137.025 187.272 -5.003 1.560  0.450  N26 A1BNM 26 
A1BNM O11 O1  O 0 1 N N N N N N 141.373 141.198 181.553 -0.027 -4.209 -0.065 O11 A1BNM 27 
A1BNM O13 O2  O 0 1 N N N N N N 139.238 140.793 182.026 -0.477 -2.517 -1.414 O13 A1BNM 28 
A1BNM O20 O3  O 0 1 N N N N N N 139.772 147.634 187.515 4.351  3.384  -1.768 O20 A1BNM 29 
A1BNM H1  H1  H 0 1 N N N N N N 140.187 141.354 188.809 0.865  2.239  1.320  H1  A1BNM 30 
A1BNM H2  H2  H 0 1 N N N N N N 141.258 142.757 188.474 0.037  2.478  2.878  H2  A1BNM 31 
A1BNM H3  H3  H 0 1 N N N N N N 139.584 142.729 187.822 1.724  1.911  2.845  H3  A1BNM 32 
A1BNM H4  H4  H 0 1 N N N N N N 141.870 140.842 187.045 0.068  0.076  3.318  H4  A1BNM 33 
A1BNM H5  H5  H 0 1 N N N N N N 138.532 140.355 184.428 -1.725 -0.578 -0.242 H5  A1BNM 34 
A1BNM H6  H6  H 0 1 N N N N N N 138.360 142.799 184.266 0.293  0.184  -1.515 H6  A1BNM 35 
A1BNM H7  H7  H 0 1 N N N N N N 142.678 140.970 184.750 1.573  -2.567 1.191  H7  A1BNM 36 
A1BNM H8  H8  H 0 1 N N N N N N 142.116 142.246 183.617 0.664  -2.251 2.689  H8  A1BNM 37 
A1BNM H9  H9  H 0 1 N N N N N N 140.986 139.568 184.050 -1.277 -2.320 1.531  H9  A1BNM 38 
A1BNM H10 H10 H 0 1 N N N N N N 143.007 140.453 180.497 0.895  -4.683 -1.875 H10 A1BNM 39 
A1BNM H11 H11 H 0 1 N N N N N N 142.687 139.672 182.083 0.345  -6.077 -0.915 H11 A1BNM 40 
A1BNM H12 H12 H 0 1 N N N N N N 141.621 139.324 180.679 -0.840 -5.070 -1.783 H12 A1BNM 41 
A1BNM H13 H13 H 0 1 N N N N N N 142.146 144.082 186.960 3.011  0.688  2.424  H13 A1BNM 42 
A1BNM H14 H14 H 0 1 N N N N N N 143.401 142.925 186.398 2.529  -0.667 3.473  H14 A1BNM 43 
A1BNM H15 H15 H 0 1 N N N N N N 142.740 144.153 185.266 3.429  -0.982 1.970  H15 A1BNM 44 
A1BNM H16 H16 H 0 1 N N N N N N 139.977 144.980 182.969 3.742  -1.530 -0.132 H16 A1BNM 45 
A1BNM H17 H17 H 0 1 N N N N N N 139.723 147.431 182.953 5.883  -0.809 -1.101 H17 A1BNM 46 
A1BNM H18 H18 H 0 1 N N N N N N 139.615 148.714 185.049 6.173  1.508  -1.873 H18 A1BNM 47 
A1BNM H19 H19 H 0 1 N N N N N N 140.027 145.036 187.257 2.159  2.411  -0.720 H19 A1BNM 48 
A1BNM H20 H20 H 0 1 N N N N N N 139.061 140.231 188.212 -0.743 2.042  0.301  H20 A1BNM 49 
A1BNM H21 H21 H 0 1 N N N N N N 137.916 140.889 186.995 -1.397 2.345  1.928  H21 A1BNM 50 
A1BNM H22 H22 H 0 1 N N N N N N 139.418 137.632 185.709 -2.464 1.168  -1.576 H22 A1BNM 51 
A1BNM H23 H23 H 0 1 N N N N N N 136.216 138.886 188.264 -4.058 1.904  2.328  H23 A1BNM 52 
A1BNM H24 H24 H 0 1 N N N N N N 137.459 135.279 184.742 -4.626 0.840  -2.871 H24 A1BNM 53 
A1BNM H25 H25 H 0 1 N N N N N N 138.776 134.863 185.891 -5.846 1.997  -2.288 H25 A1BNM 54 
A1BNM H26 H26 H 0 1 N N N N N N 136.958 133.189 185.965 -5.709 -0.965 -1.563 H26 A1BNM 55 
A1BNM H27 H27 H 0 1 N N N N N N 137.095 134.062 187.528 -6.931 0.191  -0.979 H27 A1BNM 56 
A1BNM H28 H28 H 0 1 N N N N N N 135.778 134.478 186.380 -6.857 -0.229 -2.707 H28 A1BNM 57 
A1BNM H30 H30 H 0 1 N N N N N N 139.851 147.008 188.225 4.114  3.522  -2.695 H30 A1BNM 58 
# 
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 
A1BNM C12 O11 SING N N 1  
A1BNM O11 C10 SING N N 2  
A1BNM O13 C10 DOUB N N 3  
A1BNM C10 C09 SING N N 4  
A1BNM C17 C16 DOUB Y N 5  
A1BNM C17 C18 SING Y N 6  
A1BNM C16 C15 SING Y N 7  
A1BNM C09 C08 SING N N 8  
A1BNM C09 C04 SING N N 9  
A1BNM C08 C07 SING N N 10 
A1BNM C05 C04 SING N N 11 
A1BNM C05 C06 DOUB N N 12 
A1BNM C04 N03 SING N N 13 
A1BNM C06 C15 SING N N 14 
A1BNM C06 C07 SING N N 15 
A1BNM C18 C19 DOUB Y N 16 
A1BNM C15 C21 DOUB Y N 17 
A1BNM C07 C14 SING N N 18 
A1BNM C07 C02 SING N N 19 
A1BNM C28 N25 SING N N 20 
A1BNM C28 C29 SING N N 21 
A1BNM N03 C02 SING N N 22 
A1BNM N03 C22 SING N N 23 
A1BNM C24 N25 SING Y N 24 
A1BNM C24 C23 DOUB Y N 25 
A1BNM C21 C19 SING Y N 26 
A1BNM C19 O20 SING N N 27 
A1BNM N25 N26 SING Y N 28 
A1BNM C02 C01 SING N N 29 
A1BNM C23 C22 SING N N 30 
A1BNM C23 C27 SING Y N 31 
A1BNM N26 C27 DOUB Y N 32 
A1BNM C01 H1  SING N N 33 
A1BNM C01 H2  SING N N 34 
A1BNM C01 H3  SING N N 35 
A1BNM C02 H4  SING N N 36 
A1BNM C04 H5  SING N N 37 
A1BNM C05 H6  SING N N 38 
A1BNM C08 H7  SING N N 39 
A1BNM C08 H8  SING N N 40 
A1BNM C09 H9  SING N N 41 
A1BNM C12 H10 SING N N 42 
A1BNM C12 H11 SING N N 43 
A1BNM C12 H12 SING N N 44 
A1BNM C14 H13 SING N N 45 
A1BNM C14 H14 SING N N 46 
A1BNM C14 H15 SING N N 47 
A1BNM C16 H16 SING N N 48 
A1BNM C17 H17 SING N N 49 
A1BNM C18 H18 SING N N 50 
A1BNM C21 H19 SING N N 51 
A1BNM C22 H20 SING N N 52 
A1BNM C22 H21 SING N N 53 
A1BNM C24 H22 SING N N 54 
A1BNM C27 H23 SING N N 55 
A1BNM C28 H24 SING N N 56 
A1BNM C28 H25 SING N N 57 
A1BNM C29 H26 SING N N 58 
A1BNM C29 H27 SING N N 59 
A1BNM C29 H28 SING N N 60 
A1BNM O20 H30 SING N N 61 
# 
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 
A1BNM SMILES           ACDLabs              14.52   "CCn1cc(CN2C3C=C(c4cccc(O)c4)C(C)(CC3C(=O)OC)C2C)cn1"                                                                                                                            
A1BNM InChI            InChI                1.06    "InChI=1S/C23H29N3O3/c1-5-25-13-16(12-24-25)14-26-15(2)23(3)11-19(22(28)29-4)21(26)10-20(23)17-7-6-8-18(27)9-17/h6-10,12-13,15,19,21,27H,5,11,14H2,1-4H3/t15-,19+,21+,23-/m1/s1" 
A1BNM InChIKey         InChI                1.06    UYTUIDYFDZPUBD-LQIDWMMKSA-N                                                                                                                                                      
A1BNM SMILES_CANONICAL CACTVS               3.385   "CCn1cc(CN2[C@H](C)[C@@]3(C)C[C@@H]([C@@H]2C=C3c4cccc(O)c4)C(=O)OC)cn1"                                                                                                          
A1BNM SMILES           CACTVS               3.385   "CCn1cc(CN2[CH](C)[C]3(C)C[CH]([CH]2C=C3c4cccc(O)c4)C(=O)OC)cn1"                                                                                                                 
A1BNM SMILES_CANONICAL "OpenEye OEToolkits" 3.1.0.0 "CCn1cc(cn1)CN2[C@@H]([C@]3(C[C@@H]([C@@H]2C=C3c4cccc(c4)O)C(=O)OC)C)C"                                                                                                          
A1BNM SMILES           "OpenEye OEToolkits" 3.1.0.0 "CCn1cc(cn1)CN2C(C3(CC(C2C=C3c4cccc(c4)O)C(=O)OC)C)C"                                                                                                                            
# 
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 
A1BNM "SYSTEMATIC NAME" ACDLabs              14.52   "methyl (1S,3R,4S,6S,8M)-2-[(1-ethyl-1H-pyrazol-4-yl)methyl]-8-(3-hydroxyphenyl)-3,4-dimethyl-2-azabicyclo[2.2.2]oct-7-ene-6-carboxylate"      
A1BNM "SYSTEMATIC NAME" "OpenEye OEToolkits" 3.1.0.0 "methyl (1~{S},3~{R},4~{S},6~{S})-2-[(1-ethylpyrazol-4-yl)methyl]-8-(3-hydroxyphenyl)-3,4-dimethyl-2-azabicyclo[2.2.2]oct-7-ene-6-carboxylate" 
# 
loop_
_pdbx_chem_comp_audit.comp_id 
_pdbx_chem_comp_audit.action_type 
_pdbx_chem_comp_audit.date 
_pdbx_chem_comp_audit.processing_site 
A1BNM "Create component" 2025-01-06 RCSB 
A1BNM "Initial release"  2025-02-12 RCSB 
# 
