data_A1A6A
# 
_chem_comp.id                                    A1A6A 
_chem_comp.name                                  "(2S)-phenyl{(3S)-3-[4-(5,6,7,8-tetrahydro-1,8-naphthyridin-2-yl)butoxy]pyrrolidin-1-yl}acetic acid" 
_chem_comp.type                                  non-polymer 
_chem_comp.pdbx_type                             HETAIN 
_chem_comp.formula                               "C24 H31 N3 O3" 
_chem_comp.mon_nstd_parent_comp_id               ? 
_chem_comp.pdbx_synonyms                         ? 
_chem_comp.pdbx_formal_charge                    0 
_chem_comp.pdbx_initial_date                     2024-09-11 
_chem_comp.pdbx_modified_date                    2024-11-08 
_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                        409.521 
_chem_comp.one_letter_code                       ? 
_chem_comp.three_letter_code                     A1A6A 
_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        9CZ7 
_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 
A1A6A C15  C1  C 0 1 Y N N N N N 13.880 -46.918 -23.889 5.407  1.198  0.367  C15  A1A6A 1  
A1A6A C17  C2  C 0 1 Y N N N N N 15.006 -45.764 -25.548 6.850  -0.589 0.101  C17  A1A6A 2  
A1A6A C18  C3  C 0 1 Y N N N N N 14.363 -46.502 -26.542 7.767  0.206  -0.572 C18  A1A6A 3  
A1A6A C19  C4  C 0 1 N N N N N N 14.658 -46.235 -28.054 9.065  -0.349 -1.093 C19  A1A6A 4  
A1A6A C21  C5  C 0 1 N N N N N N 16.480 -44.742 -27.211 8.206  -2.585 -0.410 C21  A1A6A 5  
A1A6A C20  C6  C 0 1 N N N N N N 15.416 -44.930 -28.257 9.420  -1.647 -0.367 C20  A1A6A 6  
A1A6A C13  C7  C 0 1 N N N N N N 12.074 -47.109 -22.085 2.946  0.898  0.326  C13  A1A6A 7  
A1A6A C14  C8  C 0 1 N N N N N N 13.601 -47.148 -22.377 4.099  1.731  0.890  C14  A1A6A 8  
A1A6A C12  C9  C 0 1 N N N N N N 11.693 -46.106 -20.973 1.618  1.440  0.858  C12  A1A6A 9  
A1A6A C11  C10 C 0 1 N N N N N N 10.140 -45.979 -20.827 0.465  0.606  0.294  C11  A1A6A 10 
A1A6A C23  C11 C 0 1 Y N N N N N 13.437 -47.487 -26.197 7.480  1.547  -0.768 C23  A1A6A 11 
A1A6A C02  C12 C 0 1 N N N N N N 5.578  -44.498 -15.760 -4.764 -1.697 0.484  C02  A1A6A 12 
A1A6A C04  C13 C 0 1 N N S N N N 5.846  -45.126 -17.101 -5.311 -0.341 0.851  C04  A1A6A 13 
A1A6A C06  C14 C 0 1 N N N N N N 7.627  -43.606 -17.743 -3.965 0.624  -0.926 C06  A1A6A 14 
A1A6A C07  C15 C 0 1 N N N N N N 8.737  -43.633 -18.527 -2.475 1.045  -0.977 C07  A1A6A 15 
A1A6A C08  C16 C 0 1 N N R N N N 8.616  -44.876 -19.397 -1.923 0.401  0.321  C08  A1A6A 16 
A1A6A C09  C17 C 0 1 N N N N N N 7.598  -45.802 -18.616 -3.100 0.544  1.309  C09  A1A6A 17 
A1A6A C24  C18 C 0 1 Y N N N N N 13.200 -47.689 -24.836 6.277  2.047  -0.288 C24  A1A6A 18 
A1A6A C25  C19 C 0 1 Y N N N N N 5.338  -46.601 -17.093 -6.589 -0.094 0.091  C25  A1A6A 19 
A1A6A C26  C20 C 0 1 Y N N N N N 5.881  -47.545 -16.220 -7.755 0.195  0.775  C26  A1A6A 20 
A1A6A C27  C21 C 0 1 Y N N N N N 5.408  -48.861 -16.233 -8.927 0.422  0.078  C27  A1A6A 21 
A1A6A C28  C22 C 0 1 Y N N N N N 4.392  -49.227 -17.112 -8.933 0.360  -1.303 C28  A1A6A 22 
A1A6A C29  C23 C 0 1 Y N N N N N 3.843  -48.285 -17.979 -7.767 0.072  -1.987 C29  A1A6A 23 
A1A6A C30  C24 C 0 1 Y N N N N N 4.318  -46.969 -17.968 -6.594 -0.149 -1.290 C30  A1A6A 24 
A1A6A N05  N1  N 0 1 N N N N N N 7.285  -45.046 -17.408 -4.328 0.694  0.506  N05  A1A6A 25 
A1A6A N16  N2  N 0 1 Y N N N N N 14.746 -45.993 -24.257 5.710  -0.073 0.544  N16  A1A6A 26 
A1A6A N22  N3  N 0 1 N N N N N N 15.982 -44.714 -25.872 7.111  -1.939 0.326  N22  A1A6A 27 
A1A6A O01  O1  O 0 1 N N N N N N 6.510  -44.402 -14.903 -5.495 -2.799 0.710  O01  A1A6A 28 
A1A6A O03  O2  O 0 1 N N N N N N 4.429  -44.068 -15.491 -3.667 -1.791 -0.013 O03  A1A6A 29 
A1A6A O10  O3  O 0 1 N N N N N N 9.846  -45.475 -19.511 -0.776 1.112  0.790  O10  A1A6A 30 
A1A6A H192 H1  H 0 0 N N N N N N 13.704 -46.182 -28.600 8.970  -0.548 -2.161 H192 A1A6A 31 
A1A6A H191 H2  H 0 0 N N N N N N 15.262 -47.064 -28.451 9.859  0.380  -0.931 H191 A1A6A 32 
A1A6A H211 H3  H 0 0 N N N N N N 17.198 -45.571 -27.295 7.906  -2.753 -1.444 H211 A1A6A 33 
A1A6A H212 H4  H 0 0 N N N N N N 16.994 -43.790 -27.408 8.458  -3.536 0.060  H212 A1A6A 34 
A1A6A H201 H5  H 0 0 N N N N N N 15.889 -44.942 -29.250 10.267 -2.123 -0.862 H201 A1A6A 35 
A1A6A H202 H6  H 0 0 N N N N N N 14.706 -44.092 -28.199 9.676  -1.428 0.670  H202 A1A6A 36 
A1A6A H131 H7  H 0 0 N N N N N N 11.751 -48.114 -21.775 2.954  0.957  -0.762 H131 A1A6A 37 
A1A6A H132 H8  H 0 0 N N N N N N 11.549 -46.824 -23.008 3.064  -0.141 0.635  H132 A1A6A 38 
A1A6A H142 H9  H 0 0 N N N N N N 14.100 -46.360 -21.794 4.092  1.672  1.978  H142 A1A6A 39 
A1A6A H141 H10 H 0 0 N N N N N N 14.000 -48.130 -22.082 3.981  2.770  0.582  H141 A1A6A 40 
A1A6A H122 H11 H 0 0 N N N N N N 12.111 -45.119 -21.222 1.610  1.380  1.946  H122 A1A6A 41 
A1A6A H121 H12 H 0 0 N N N N N N 12.115 -46.453 -20.018 1.500  2.478  0.549  H121 A1A6A 42 
A1A6A H111 H13 H 0 0 N N N N N N 9.673  -46.966 -20.960 0.472  0.665  -0.794 H111 A1A6A 43 
A1A6A H112 H14 H 0 0 N N N N N N 9.751  -45.284 -21.586 0.583  -0.433 0.602  H112 A1A6A 44 
A1A6A H231 H15 H 0 0 N N N N N N 12.926 -48.068 -26.950 8.176  2.190  -1.286 H231 A1A6A 45 
A1A6A H041 H16 H 0 0 N N N N N N 5.282  -44.575 -17.868 -5.513 -0.309 1.921  H041 A1A6A 46 
A1A6A H061 H17 H 0 0 N N N N N N 6.793  -43.136 -18.285 -4.575 1.317  -1.505 H061 A1A6A 47 
A1A6A H062 H18 H 0 0 N N N N N N 7.830  -43.042 -16.821 -4.088 -0.392 -1.299 H062 A1A6A 48 
A1A6A H072 H19 H 0 0 N N N N N N 8.781  -42.731 -19.155 -1.983 0.631  -1.858 H072 A1A6A 49 
A1A6A H071 H20 H 0 0 N N N N N N 9.642  -43.691 -17.904 -2.374 2.130  -0.949 H071 A1A6A 50 
A1A6A H081 H21 H 0 0 N N N N N N 8.188  -44.611 -20.375 -1.683 -0.650 0.159  H081 A1A6A 51 
A1A6A H092 H22 H 0 0 N N N N N N 6.691  -45.976 -19.214 -3.171 -0.346 1.933  H092 A1A6A 52 
A1A6A H091 H23 H 0 0 N N N N N N 8.062  -46.767 -18.364 -2.954 1.425  1.934  H091 A1A6A 53 
A1A6A H241 H24 H 0 0 N N N N N N 12.493 -48.440 -24.516 6.025  3.088  -0.426 H241 A1A6A 54 
A1A6A H261 H25 H 0 0 N N N N N N 6.666  -47.259 -15.535 -7.750 0.243  1.854  H261 A1A6A 55 
A1A6A H271 H26 H 0 0 N N N N N N 5.831  -49.593 -15.561 -9.838 0.647  0.612  H271 A1A6A 56 
A1A6A H281 H27 H 0 0 N N N N N N 4.029  -50.244 -17.122 -9.849 0.537  -1.847 H281 A1A6A 57 
A1A6A H291 H28 H 0 0 N N N N N N 3.053  -48.570 -18.658 -7.772 0.023  -3.066 H291 A1A6A 58 
A1A6A H301 H29 H 0 0 N N N N N N 3.893  -46.237 -18.639 -5.681 -0.370 -1.825 H301 A1A6A 59 
A1A6A H221 H31 H 0 0 N N N N N N 16.759 -44.811 -25.250 6.578  -2.445 0.960  H221 A1A6A 60 
A1A6A H1   H32 H 0 1 N N N N N N 6.177  -43.985 -14.117 -5.101 -3.646 0.458  H1   A1A6A 61 
# 
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 
A1A6A C02 O01  SING N N 1  
A1A6A O03 C02  DOUB N N 2  
A1A6A C04 C02  SING N N 3  
A1A6A C06 N05  SING N N 4  
A1A6A C07 C06  SING N N 5  
A1A6A C08 C07  SING N N 6  
A1A6A C09 C08  SING N N 7  
A1A6A O10 C08  SING N N 8  
A1A6A C11 O10  SING N N 9  
A1A6A C12 C11  SING N N 10 
A1A6A C13 C12  SING N N 11 
A1A6A C14 C13  SING N N 12 
A1A6A C15 C14  SING N N 13 
A1A6A N16 C15  DOUB Y N 14 
A1A6A C17 N16  SING Y N 15 
A1A6A C18 C17  DOUB Y N 16 
A1A6A C20 C19  SING N N 17 
A1A6A C21 C20  SING N N 18 
A1A6A N22 C21  SING N N 19 
A1A6A C19 C18  SING N N 20 
A1A6A C23 C18  SING Y N 21 
A1A6A C24 C23  DOUB Y N 22 
A1A6A N05 C04  SING N N 23 
A1A6A C25 C04  SING N N 24 
A1A6A C26 C25  DOUB Y N 25 
A1A6A C27 C26  SING Y N 26 
A1A6A C28 C27  DOUB Y N 27 
A1A6A C29 C28  SING Y N 28 
A1A6A C30 C29  DOUB Y N 29 
A1A6A N05 C09  SING N N 30 
A1A6A C15 C24  SING Y N 31 
A1A6A C17 N22  SING N N 32 
A1A6A C25 C30  SING Y N 33 
A1A6A C19 H192 SING N N 34 
A1A6A C19 H191 SING N N 35 
A1A6A C21 H211 SING N N 36 
A1A6A C21 H212 SING N N 37 
A1A6A C20 H201 SING N N 38 
A1A6A C20 H202 SING N N 39 
A1A6A C13 H131 SING N N 40 
A1A6A C13 H132 SING N N 41 
A1A6A C14 H142 SING N N 42 
A1A6A C14 H141 SING N N 43 
A1A6A C12 H122 SING N N 44 
A1A6A C12 H121 SING N N 45 
A1A6A C11 H111 SING N N 46 
A1A6A C11 H112 SING N N 47 
A1A6A C23 H231 SING N N 48 
A1A6A C04 H041 SING N N 49 
A1A6A C06 H061 SING N N 50 
A1A6A C06 H062 SING N N 51 
A1A6A C07 H072 SING N N 52 
A1A6A C07 H071 SING N N 53 
A1A6A C08 H081 SING N N 54 
A1A6A C09 H092 SING N N 55 
A1A6A C09 H091 SING N N 56 
A1A6A C24 H241 SING N N 57 
A1A6A C26 H261 SING N N 58 
A1A6A C27 H271 SING N N 59 
A1A6A C28 H281 SING N N 60 
A1A6A C29 H291 SING N N 61 
A1A6A C30 H301 SING N N 62 
A1A6A N22 H221 SING N N 63 
A1A6A O01 H1   SING N N 64 
# 
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 
A1A6A SMILES           ACDLabs              14.52 "OC(=O)C(c1ccccc1)N1CCC(OCCCCc2ccc3CCCNc3n2)C1"                                                                                                                                              
A1A6A InChI            InChI                1.06  "InChI=1S/C24H31N3O3/c28-24(29)22(18-7-2-1-3-8-18)27-15-13-21(17-27)30-16-5-4-10-20-12-11-19-9-6-14-25-23(19)26-20/h1-3,7-8,11-12,21-22H,4-6,9-10,13-17H2,(H,25,26)(H,28,29)/t21?,22-/m0/s1" 
A1A6A InChIKey         InChI                1.06  QINAXTDOZGVHAX-KEKNWZKVSA-N                                                                                                                                                                  
A1A6A SMILES_CANONICAL CACTVS               3.385 "OC(=O)[C@@H](N1CC[C@H](C1)OCCCCc2ccc3CCCNc3n2)c4ccccc4"                                                                                                                                     
A1A6A SMILES           CACTVS               3.385 "OC(=O)[CH](N1CC[CH](C1)OCCCCc2ccc3CCCNc3n2)c4ccccc4"                                                                                                                                        
A1A6A SMILES_CANONICAL "OpenEye OEToolkits" 2.0.7 "c1ccc(cc1)[C@@H](C(=O)O)N2CC[C@H](C2)OCCCCc3ccc4c(n3)NCCC4"                                                                                                                                 
A1A6A SMILES           "OpenEye OEToolkits" 2.0.7 "c1ccc(cc1)C(C(=O)O)N2CCC(C2)OCCCCc3ccc4c(n3)NCCC4"                                                                                                                                          
# 
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 
A1A6A "SYSTEMATIC NAME" ACDLabs              14.52 "(2S)-phenyl{(3S)-3-[4-(5,6,7,8-tetrahydro-1,8-naphthyridin-2-yl)butoxy]pyrrolidin-1-yl}acetic acid"              
A1A6A "SYSTEMATIC NAME" "OpenEye OEToolkits" 2.0.7 "(2~{S})-2-phenyl-2-[(3~{R})-3-[4-(5,6,7,8-tetrahydro-1,8-naphthyridin-2-yl)butoxy]pyrrolidin-1-yl]ethanoic acid" 
# 
loop_
_pdbx_chem_comp_audit.comp_id 
_pdbx_chem_comp_audit.action_type 
_pdbx_chem_comp_audit.date 
_pdbx_chem_comp_audit.processing_site 
A1A6A "Create component" 2024-09-11 RCSB 
A1A6A "Initial release"  2024-11-13 RCSB 
# 
