data_A1AD5
# 
_chem_comp.id                                    A1AD5 
_chem_comp.name                                  "methyl (2R,3R,3aS,5aR,9aS,9bS)-3-methyl-2-[(2S,6S)-6-methylpiperidin-2-yl]-1,2,3,3a,6,7,8,9,9a,9b-decahydro-3,5a-epoxycyclopenta[a]naphthalene-4-carboxylate" 
_chem_comp.type                                  non-polymer 
_chem_comp.pdbx_type                             HETAIN 
_chem_comp.formula                               "C22 H33 N O3" 
_chem_comp.mon_nstd_parent_comp_id               ? 
_chem_comp.pdbx_synonyms                         ? 
_chem_comp.pdbx_formal_charge                    0 
_chem_comp.pdbx_initial_date                     2024-02-05 
_chem_comp.pdbx_modified_date                    2025-04-30 
_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                        359.502 
_chem_comp.one_letter_code                       ? 
_chem_comp.three_letter_code                     A1AD5 
_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        8VVG 
_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 
A1AD5 C4  C1  C 0 1 N N N N N N 169.118 156.699 128.049 4.014  -0.617 -1.868 C4  A1AD5 1  
A1AD5 C3  C2  C 0 1 N N N N N N 170.157 156.828 129.162 5.151  -0.684 -0.844 C3  A1AD5 2  
A1AD5 O3  O1  O 0 1 N N N N N N 160.840 160.617 129.126 -3.970 -2.066 0.581  O3  A1AD5 3  
A1AD5 C2  C3  C 0 1 N N S N N N 169.873 158.036 130.043 4.719  0.031  0.438  C2  A1AD5 4  
A1AD5 O2  O2  O 0 1 N N N N N N 161.586 158.628 128.390 -4.669 -0.440 -0.761 O2  A1AD5 5  
A1AD5 C1  C4  C 0 1 N N N N N N 170.845 158.146 131.203 5.844  -0.051 1.472  C1  A1AD5 6  
A1AD5 O1  O3  O 0 1 N N N N N N 165.524 160.500 130.229 0.132  0.162  -1.078 O1  A1AD5 7  
A1AD5 C10 C5  C 0 1 N N S N N N 164.381 158.583 131.702 -0.693 0.166  1.614  C10 A1AD5 8  
A1AD5 C11 C6  C 0 1 N N N N N N 165.773 157.932 131.537 0.727  -0.389 1.913  C11 A1AD5 9  
A1AD5 C12 C7  C 0 1 N N S N N N 164.549 159.990 132.348 -0.480 1.482  0.848  C12 A1AD5 10 
A1AD5 C13 C8  C 0 1 N N R N N N 164.564 161.024 131.210 -0.701 1.235  -0.648 C13 A1AD5 11 
A1AD5 C14 C9  C 0 1 N N N N N N 163.199 160.978 130.559 -2.151 0.813  -0.832 C14 A1AD5 12 
A1AD5 C15 C10 C 0 1 N N N N N N 162.822 159.780 130.073 -2.428 -0.317 -0.140 C15 A1AD5 13 
A1AD5 C16 C11 C 0 1 N N N N N N 163.544 160.400 133.427 -1.467 2.545  1.328  C16 A1AD5 14 
A1AD5 C17 C12 C 0 1 N N N N N N 163.857 161.814 133.938 -1.214 3.843  0.555  C17 A1AD5 15 
A1AD5 C18 C13 C 0 1 N N N N N N 163.971 162.829 132.798 -1.405 3.603  -0.943 C18 A1AD5 16 
A1AD5 C19 C14 C 0 1 N N N N N N 164.976 162.386 131.723 -0.438 2.517  -1.425 C19 A1AD5 17 
A1AD5 C20 C15 C 0 1 N N N N N N 165.167 159.461 128.086 -0.180 -2.290 -1.233 C20 A1AD5 18 
A1AD5 C21 C16 C 0 1 N N N N N N 161.714 159.588 129.112 -3.759 -0.940 -0.130 C21 A1AD5 19 
A1AD5 C22 C17 C 0 1 N N N N N N 159.662 160.444 128.315 -5.309 -2.626 0.545  C22 A1AD5 20 
A1AD5 C5  C18 C 0 1 N N N N N N 167.697 156.742 128.616 2.757  -1.249 -1.265 C5  A1AD5 21 
A1AD5 C6  C19 C 0 1 N N S N N N 167.493 157.978 129.501 2.394  -0.518 0.030  C6  A1AD5 22 
A1AD5 C7  C20 C 0 1 N N R N N N 166.043 158.020 130.011 1.150  -1.160 0.646  C7  A1AD5 23 
A1AD5 C8  C21 C 0 1 N N R N N N 165.165 159.219 129.585 -0.046 -1.058 -0.336 C8  A1AD5 24 
A1AD5 C9  C22 C 0 1 N N S N N N 163.852 158.706 130.229 -1.254 -0.881 0.620  C9  A1AD5 25 
A1AD5 N1  N1  N 0 1 N N N N N N 168.502 157.940 130.564 3.513  -0.612 0.976  N1  A1AD5 26 
A1AD5 H1  H1  H 0 1 N N N N N N 169.268 155.743 127.526 3.813  0.424  -2.121 H1  A1AD5 27 
A1AD5 H2  H2  H 0 1 N N N N N N 169.247 157.529 127.339 4.301  -1.162 -2.767 H2  A1AD5 28 
A1AD5 H3  H3  H 0 1 N N N N N N 170.134 155.919 129.781 5.378  -1.726 -0.620 H3  A1AD5 29 
A1AD5 H4  H4  H 0 1 N N N N N N 171.154 156.939 128.711 6.037  -0.197 -1.251 H4  A1AD5 30 
A1AD5 H5  H5  H 0 1 N N N N N N 169.961 158.943 129.427 4.505  1.077  0.217  H5  A1AD5 31 
A1AD5 H6  H6  H 0 1 N N N N N N 170.598 159.032 131.807 6.762  0.349  1.041  H6  A1AD5 32 
A1AD5 H7  H7  H 0 1 N N N N N N 170.773 157.244 131.829 5.572  0.532  2.352  H7  A1AD5 33 
A1AD5 H8  H8  H 0 1 N N N N N N 171.870 158.242 130.815 5.999  -1.091 1.758  H8  A1AD5 34 
A1AD5 H9  H9  H 0 1 N N N N N N 163.715 157.949 132.305 -1.301 0.291  2.510  H9  A1AD5 35 
A1AD5 H10 H10 H 0 1 N N N N N N 165.758 156.885 131.873 1.420  0.431  2.103  H10 A1AD5 36 
A1AD5 H11 H11 H 0 1 N N N N N N 166.535 158.488 132.103 0.696  -1.061 2.770  H11 A1AD5 37 
A1AD5 H12 H12 H 0 1 N N N N N N 165.546 160.009 132.812 0.539  1.834  1.008  H12 A1AD5 38 
A1AD5 H13 H13 H 0 1 N N N N N N 162.567 161.851 130.489 -2.869 1.348  -1.438 H13 A1AD5 39 
A1AD5 H14 H14 H 0 1 N N N N N N 162.529 160.384 133.003 -2.486 2.205  1.147  H14 A1AD5 40 
A1AD5 H15 H15 H 0 1 N N N N N N 163.602 159.690 134.265 -1.323 2.721  2.394  H15 A1AD5 41 
A1AD5 H16 H16 H 0 1 N N N N N N 164.810 161.789 134.487 -1.915 4.607  0.891  H16 A1AD5 42 
A1AD5 H17 H17 H 0 1 N N N N N N 163.051 162.132 134.616 -0.194 4.181  0.739  H17 A1AD5 43 
A1AD5 H18 H18 H 0 1 N N N N N N 164.299 163.793 133.214 -2.431 3.285  -1.131 H18 A1AD5 44 
A1AD5 H19 H19 H 0 1 N N N N N N 162.982 162.949 132.331 -1.208 4.528  -1.486 H19 A1AD5 45 
A1AD5 H20 H20 H 0 1 N N N N N N 165.984 162.328 132.159 0.589  2.841  -1.255 H20 A1AD5 46 
A1AD5 H21 H21 H 0 1 N N N N N N 164.976 163.110 130.895 -0.593 2.336  -2.489 H21 A1AD5 47 
A1AD5 H22 H22 H 0 1 N N N N N N 164.526 160.324 127.852 -0.331 -3.175 -0.614 H22 A1AD5 48 
A1AD5 H23 H23 H 0 1 N N N N N N 166.194 159.666 127.749 -1.033 -2.164 -1.900 H23 A1AD5 49 
A1AD5 H24 H24 H 0 1 N N N N N N 164.783 158.569 127.570 0.728  -2.410 -1.824 H24 A1AD5 50 
A1AD5 H25 H25 H 0 1 N N N N N N 159.024 161.336 128.400 -5.342 -3.527 1.157  H25 A1AD5 51 
A1AD5 H26 H26 H 0 1 N N N N N N 159.957 160.303 127.265 -6.019 -1.896 0.935  H26 A1AD5 52 
A1AD5 H27 H27 H 0 1 N N N N N N 159.105 159.561 128.661 -5.572 -2.875 -0.483 H27 A1AD5 53 
A1AD5 H28 H28 H 0 1 N N N N N N 166.979 156.774 127.783 1.932  -1.166 -1.973 H28 A1AD5 54 
A1AD5 H29 H29 H 0 1 N N N N N N 167.522 155.837 129.217 2.947  -2.301 -1.048 H29 A1AD5 55 
A1AD5 H30 H30 H 0 1 N N N N N N 167.661 158.872 128.882 2.191  0.530  -0.190 H30 A1AD5 56 
A1AD5 H31 H31 H 0 1 N N N N N N 165.555 157.134 129.579 1.348  -2.203 0.891  H31 A1AD5 57 
A1AD5 H32 H32 H 0 1 N N N N N N 163.534 157.736 129.820 -1.514 -1.819 1.112  H32 A1AD5 58 
A1AD5 H33 H33 H 0 1 N N N N N N 168.341 158.706 131.186 3.263  -0.219 1.872  H33 A1AD5 59 
# 
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 
A1AD5 C4  C5  SING N N 1  
A1AD5 C4  C3  SING N N 2  
A1AD5 C20 C8  SING N N 3  
A1AD5 C22 O3  SING N N 4  
A1AD5 O2  C21 DOUB N N 5  
A1AD5 C5  C6  SING N N 6  
A1AD5 C21 O3  SING N N 7  
A1AD5 C21 C15 SING N N 8  
A1AD5 C3  C2  SING N N 9  
A1AD5 C6  C7  SING N N 10 
A1AD5 C6  N1  SING N N 11 
A1AD5 C8  C7  SING N N 12 
A1AD5 C8  C9  SING N N 13 
A1AD5 C8  O1  SING N N 14 
A1AD5 C7  C11 SING N N 15 
A1AD5 C2  N1  SING N N 16 
A1AD5 C2  C1  SING N N 17 
A1AD5 C15 C9  SING N N 18 
A1AD5 C15 C14 DOUB N N 19 
A1AD5 C9  C10 SING N N 20 
A1AD5 O1  C13 SING N N 21 
A1AD5 C14 C13 SING N N 22 
A1AD5 C13 C19 SING N N 23 
A1AD5 C13 C12 SING N N 24 
A1AD5 C11 C10 SING N N 25 
A1AD5 C10 C12 SING N N 26 
A1AD5 C19 C18 SING N N 27 
A1AD5 C12 C16 SING N N 28 
A1AD5 C18 C17 SING N N 29 
A1AD5 C16 C17 SING N N 30 
A1AD5 C4  H1  SING N N 31 
A1AD5 C4  H2  SING N N 32 
A1AD5 C3  H3  SING N N 33 
A1AD5 C3  H4  SING N N 34 
A1AD5 C2  H5  SING N N 35 
A1AD5 C1  H6  SING N N 36 
A1AD5 C1  H7  SING N N 37 
A1AD5 C1  H8  SING N N 38 
A1AD5 C10 H9  SING N N 39 
A1AD5 C11 H10 SING N N 40 
A1AD5 C11 H11 SING N N 41 
A1AD5 C12 H12 SING N N 42 
A1AD5 C14 H13 SING N N 43 
A1AD5 C16 H14 SING N N 44 
A1AD5 C16 H15 SING N N 45 
A1AD5 C17 H16 SING N N 46 
A1AD5 C17 H17 SING N N 47 
A1AD5 C18 H18 SING N N 48 
A1AD5 C18 H19 SING N N 49 
A1AD5 C19 H20 SING N N 50 
A1AD5 C19 H21 SING N N 51 
A1AD5 C20 H22 SING N N 52 
A1AD5 C20 H23 SING N N 53 
A1AD5 C20 H24 SING N N 54 
A1AD5 C22 H25 SING N N 55 
A1AD5 C22 H26 SING N N 56 
A1AD5 C22 H27 SING N N 57 
A1AD5 C5  H28 SING N N 58 
A1AD5 C5  H29 SING N N 59 
A1AD5 C6  H30 SING N N 60 
A1AD5 C7  H31 SING N N 61 
A1AD5 C9  H32 SING N N 62 
A1AD5 N1  H33 SING N N 63 
# 
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 
A1AD5 SMILES           ACDLabs              14.52   "O=C(OC)C1=CC23CCCCC3C3CC(C4CCCC(C)N4)C(C)(O2)C31"                                                                                                                             
A1AD5 InChI            InChI                1.06    "InChI=1S/C22H33NO3/c1-13-7-6-9-18(23-13)17-11-14-16-8-4-5-10-22(16)12-15(20(24)25-3)19(14)21(17,2)26-22/h12-14,16-19,23H,4-11H2,1-3H3/t13-,14-,16-,17+,18-,19-,21-,22-/m0/s1" 
A1AD5 InChIKey         InChI                1.06    ONZIOCUDSJAMDE-BFUJQBEZSA-N                                                                                                                                                    
A1AD5 SMILES_CANONICAL CACTVS               3.385   "COC(=O)C1=C[C@@]23CCCC[C@H]2[C@@H]4C[C@H]([C@@H]5CCC[C@H](C)N5)[C@](C)(O3)[C@H]14"                                                                                            
A1AD5 SMILES           CACTVS               3.385   "COC(=O)C1=C[C]23CCCC[CH]2[CH]4C[CH]([CH]5CCC[CH](C)N5)[C](C)(O3)[CH]14"                                                                                                       
A1AD5 SMILES_CANONICAL "OpenEye OEToolkits" 3.1.0.0 "C[C@H]1CCC[C@H](N1)[C@H]2C[C@H]3[C@@H]4CCCC[C@]45C=C([C@H]3[C@]2(O5)C)C(=O)OC"                                                                                                
A1AD5 SMILES           "OpenEye OEToolkits" 3.1.0.0 "CC1CCCC(N1)C2CC3C4CCCCC45C=C(C3C2(O5)C)C(=O)OC"                                                                                                                               
# 
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 
A1AD5 "SYSTEMATIC NAME" ACDLabs              14.52   "methyl (2R,3R,3aS,5aR,9aS,9bS)-3-methyl-2-[(2S,6S)-6-methylpiperidin-2-yl]-1,2,3,3a,6,7,8,9,9a,9b-decahydro-3,5a-epoxycyclopenta[a]naphthalene-4-carboxylate"             
A1AD5 "SYSTEMATIC NAME" "OpenEye OEToolkits" 3.1.0.0 "methyl (1~{R},6~{S},7~{S},9~{R},10~{R},11~{S})-10-methyl-9-[(2~{S},6~{S})-6-methylpiperidin-2-yl]-14-oxatetracyclo[8.3.1.0^{1,6}.0^{7,11}]tetradec-12-ene-12-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 
A1AD5 "Create component"   2024-02-05 RCSB 
A1AD5 "Modify coordinates" 2024-08-16 RCSB 
A1AD5 "Initial release"    2025-01-15 RCSB 
A1AD5 "Modify coordinates" 2025-04-30 RCSB 
# 
