data_A1A6H
# 
_chem_comp.id                                    A1A6H 
_chem_comp.name                                  "(2S)-{5-fluoro-2-[(2S)-oxan-2-yl]phenyl}{(3R)-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                               "C29 H38 F N3 O4" 
_chem_comp.mon_nstd_parent_comp_id               ? 
_chem_comp.pdbx_synonyms                         ? 
_chem_comp.pdbx_formal_charge                    0 
_chem_comp.pdbx_initial_date                     2024-09-12 
_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                        511.628 
_chem_comp.one_letter_code                       ? 
_chem_comp.three_letter_code                     A1A6H 
_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        9CZD 
_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 
A1A6H C10 C1  C 0 1 Y N N N N N 4.064  -48.669 -17.795 7.026   -0.552 1.003  C10 A1A6H 1  
A1A6H C13 C2  C 0 1 N N N N N N 2.232  -46.971 -18.900 6.364   1.520  -1.526 C13 A1A6H 2  
A1A6H C12 C3  C 0 1 N N S N N N 3.649  -46.446 -18.828 5.821   1.340  -0.105 C12 A1A6H 3  
A1A6H C11 C4  C 0 1 Y N N N N N 4.380  -47.331 -17.841 5.926   -0.109 0.293  C11 A1A6H 4  
A1A6H O17 O1  O 0 1 N N N N N N 4.239  -46.569 -20.048 6.586   2.140  0.799  O17 A1A6H 5  
A1A6H C16 C5  C 0 1 N N N N N N 3.691  -45.660 -20.918 6.534   3.542  0.525  C16 A1A6H 6  
A1A6H C15 C6  C 0 1 N N N N N N 2.239  -46.003 -21.220 7.105   3.809  -0.870 C15 A1A6H 7  
A1A6H C14 C7  C 0 1 N N N N N N 1.441  -46.188 -19.937 6.310   3.004  -1.901 C14 A1A6H 8  
A1A6H C24 C8  C 0 1 N N N N N N 11.781 -46.195 -20.521 -3.048  1.465  0.302  C24 A1A6H 9  
A1A6H C23 C9  C 0 1 N N N N N N 10.345 -45.706 -20.633 -1.976  0.375  0.248  C23 A1A6H 10 
A1A6H C25 C10 C 0 1 N N N N N N 12.282 -46.622 -21.893 -4.433  0.816  0.358  C25 A1A6H 11 
A1A6H C27 C11 C 0 1 Y N N N N N 14.072 -47.005 -23.411 -6.869  1.267  0.468  C27 A1A6H 12 
A1A6H C20 C12 C 0 1 N N N N N N 8.796  -43.983 -18.504 0.979   -0.202 1.558  C20 A1A6H 13 
A1A6H C19 C13 C 0 1 N N N N N N 7.524  -43.833 -17.674 2.432   -0.626 1.229  C19 A1A6H 14 
A1A6H N18 N1  N 0 1 N N N N N N 7.151  -45.233 -17.349 2.819   0.216  0.077  N18 A1A6H 15 
A1A6H C02 C14 C 0 1 N N N N N N 5.421  -44.702 -15.679 2.998   -1.690 -1.420 C02 A1A6H 16 
A1A6H C04 C15 C 0 1 N N S N N N 5.691  -45.334 -17.035 3.723   -0.510 -0.825 C04 A1A6H 17 
A1A6H C05 C16 C 0 1 Y N N N N N 5.323  -46.810 -16.986 4.922   -0.994 -0.051 C05 A1A6H 18 
A1A6H C06 C17 C 0 1 Y N N N N N 5.963  -47.642 -16.098 5.017   -2.324 0.314  C06 A1A6H 19 
A1A6H C07 C18 C 0 1 Y N N N N N 5.644  -48.984 -16.066 6.119   -2.769 1.025  C07 A1A6H 20 
A1A6H C09 C19 C 0 1 Y N N N N N 4.702  -49.509 -16.907 7.124   -1.882 1.369  C09 A1A6H 21 
A1A6H C21 C20 C 0 1 N N R N N N 8.555  -45.229 -19.337 0.396   0.045  0.142  C21 A1A6H 22 
A1A6H C26 C21 C 0 1 N N N N N N 13.741 -47.075 -21.941 -5.505  1.906  0.412  C26 A1A6H 23 
A1A6H C29 C22 C 0 1 Y N N N N N 15.153 -46.074 -25.184 -8.412  -0.182 -0.460 C29 A1A6H 24 
A1A6H C30 C23 C 0 1 Y N N N N N 14.521 -46.915 -26.062 -9.328  0.094  0.546  C30 A1A6H 25 
A1A6H C31 C24 C 0 1 Y N N N N N 13.615 -47.842 -25.597 -8.988  1.000  1.536  C31 A1A6H 26 
A1A6H C32 C25 C 0 1 Y N N N N N 13.394 -47.871 -24.236 -7.734  1.595  1.492  C32 A1A6H 27 
A1A6H C33 C26 C 0 1 N N N N N N 14.842 -46.813 -27.542 -10.681 -0.564 0.588  C33 A1A6H 28 
A1A6H C34 C27 C 0 1 N N N N N N 14.997 -45.365 -27.982 -11.053 -1.109 -0.791 C34 A1A6H 29 
A1A6H C35 C28 C 0 1 N N N N N N 15.693 -44.465 -26.963 -9.891  -1.962 -1.316 C35 A1A6H 30 
A1A6H C37 C29 C 0 1 N N N N N N 7.512  -46.027 -18.563 1.594   0.637  -0.629 C37 A1A6H 31 
A1A6H F08 F1  F 0 1 N N N N N N 6.286  -49.829 -15.153 6.213   -4.069 1.382  F08 A1A6H 32 
A1A6H N28 N2  N 0 1 Y N N N N N 14.922 -46.120 -23.880 -7.223  0.406  -0.466 N28 A1A6H 33 
A1A6H N36 N3  N 0 1 N N N N N N 16.127 -45.100 -25.692 -8.727  -1.077 -1.481 N36 A1A6H 34 
A1A6H O01 O2  O 0 1 N N N N N N 4.332  -44.558 -15.264 1.969   -2.080 -0.923 O01 A1A6H 35 
A1A6H O03 O3  O 0 1 N N N N N N 6.310  -44.339 -15.022 3.497   -2.307 -2.503 O03 A1A6H 36 
A1A6H O22 O4  O 0 1 N N N N N N 9.726  -45.935 -19.432 -0.683  0.980  0.196  O22 A1A6H 37 
A1A6H H1  H1  H 0 1 N N N N N N 3.310  -49.065 -18.460 7.812   0.140  1.268  H1  A1A6H 38 
A1A6H H2  H2  H 0 1 N N N N N N 1.752  -46.861 -17.916 7.395   1.170  -1.569 H2  A1A6H 39 
A1A6H H3  H3  H 0 1 N N N N N N 2.251  -48.034 -19.182 5.755   0.944  -2.223 H3  A1A6H 40 
A1A6H H4  H4  H 0 1 N N N N N N 3.646  -45.406 -18.469 4.777   1.652  -0.073 H4  A1A6H 41 
A1A6H H5  H5  H 0 1 N N N N N N 4.265  -45.668 -21.856 5.500   3.882  0.566  H5  A1A6H 42 
A1A6H H6  H6  H 0 1 N N N N N N 3.738  -44.657 -20.468 7.123   4.079  1.269  H6  A1A6H 43 
A1A6H H7  H7  H 0 1 N N N N N N 1.792  -45.187 -21.807 7.026   4.872  -1.098 H7  A1A6H 44 
A1A6H H8  H8  H 0 1 N N N N N N 2.204  -46.935 -21.802 8.152   3.506  -0.899 H8  A1A6H 45 
A1A6H H9  H9  H 0 1 N N N N N N 1.191  -45.199 -19.525 6.746   3.146  -2.890 H9  A1A6H 46 
A1A6H H10 H10 H 0 1 N N N N N N 0.514  -46.734 -20.167 5.273   3.341  -1.907 H10 A1A6H 47 
A1A6H H11 H11 H 0 1 N N N N N N 11.824 -47.052 -19.833 -2.898  2.078  1.191  H11 A1A6H 48 
A1A6H H12 H12 H 0 1 N N N N N N 12.415 -45.383 -20.136 -2.976  2.090  -0.588 H12 A1A6H 49 
A1A6H H13 H13 H 0 1 N N N N N N 10.334 -44.630 -20.860 -2.049  -0.251 1.138  H13 A1A6H 50 
A1A6H H14 H14 H 0 1 N N N N N N 9.825  -46.255 -21.432 -2.126  -0.239 -0.641 H14 A1A6H 51 
A1A6H H15 H15 H 0 1 N N N N N N 12.168 -45.769 -22.578 -4.583  0.203  -0.530 H15 A1A6H 52 
A1A6H H16 H16 H 0 1 N N N N N N 11.655 -47.457 -22.240 -4.505  0.191  1.248  H16 A1A6H 53 
A1A6H H17 H17 H 0 1 N N N N N N 9.673  -44.113 -17.853 0.444   -1.005 2.066  H17 A1A6H 54 
A1A6H H18 H18 H 0 1 N N N N N N 8.946  -43.105 -19.150 0.963   0.712  2.152  H18 A1A6H 55 
A1A6H H19 H19 H 0 1 N N N N N N 7.719  -43.256 -16.758 3.086   -0.429 2.079  H19 A1A6H 56 
A1A6H H20 H20 H 0 1 N N N N N N 6.731  -43.341 -18.256 2.467   -1.681 0.958  H20 A1A6H 57 
A1A6H H22 H22 H 0 1 N N N N N N 5.099  -44.826 -17.810 4.051   0.156  -1.623 H22 A1A6H 58 
A1A6H H23 H23 H 0 1 N N N N N N 6.712  -47.247 -15.428 4.232   -3.015 0.045  H23 A1A6H 59 
A1A6H H24 H24 H 0 1 N N N N N N 4.462  -50.562 -16.876 7.985   -2.228 1.920  H24 A1A6H 60 
A1A6H H25 H25 H 0 1 N N N N N N 8.156  -44.950 -20.323 0.072   -0.893 -0.310 H25 A1A6H 61 
A1A6H H26 H26 H 0 1 N N N N N N 13.849 -48.101 -21.560 -5.355  2.520  1.301  H26 A1A6H 62 
A1A6H H27 H27 H 0 1 N N N N N N 14.384 -46.399 -21.359 -5.432  2.532  -0.477 H27 A1A6H 63 
A1A6H H28 H28 H 0 1 N N N N N N 13.101 -48.515 -26.267 -9.682  1.237  2.329  H28 A1A6H 64 
A1A6H H29 H29 H 0 1 N N N N N N 12.688 -48.574 -23.818 -7.439  2.305  2.250  H29 A1A6H 65 
A1A6H H30 H30 H 0 1 N N N N N N 14.026 -47.276 -28.117 -10.660 -1.384 1.306  H30 A1A6H 66 
A1A6H H31 H31 H 0 1 N N N N N N 15.781 -47.349 -27.741 -11.428 0.167  0.897  H31 A1A6H 67 
A1A6H H32 H32 H 0 1 N N N N N N 15.584 -45.349 -28.912 -11.950 -1.722 -0.712 H32 A1A6H 68 
A1A6H H33 H33 H 0 1 N N N N N N 13.995 -44.955 -28.174 -11.235 -0.279 -1.475 H33 A1A6H 69 
A1A6H H34 H34 H 0 1 N N N N N N 16.587 -44.045 -27.447 -9.663  -2.754 -0.603 H34 A1A6H 70 
A1A6H H35 H35 H 0 1 N N N N N N 14.997 -43.652 -26.708 -10.159 -2.398 -2.279 H35 A1A6H 71 
A1A6H H36 H36 H 0 1 N N N N N N 6.620  -46.185 -19.187 1.528   1.725  -0.639 H36 A1A6H 72 
A1A6H H37 H37 H 0 1 N N N N N N 7.929  -47.001 -18.265 1.604   0.254  -1.649 H37 A1A6H 73 
A1A6H H38 H38 H 0 1 N N N N N N 16.996 -45.569 -25.849 -8.184  -1.122 -2.283 H38 A1A6H 74 
A1A6H H39 H39 H 0 1 N N N N N N 5.976  -43.967 -14.214 2.997   -3.059 -2.849 H39 A1A6H 75 
# 
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 
A1A6H C34 C33 SING N N 1  
A1A6H C34 C35 SING N N 2  
A1A6H C33 C30 SING N N 3  
A1A6H C35 N36 SING N N 4  
A1A6H C30 C31 DOUB Y N 5  
A1A6H C30 C29 SING Y N 6  
A1A6H N36 C29 SING N N 7  
A1A6H C31 C32 SING Y N 8  
A1A6H C29 N28 DOUB Y N 9  
A1A6H C32 C27 DOUB Y N 10 
A1A6H N28 C27 SING Y N 11 
A1A6H C27 C26 SING N N 12 
A1A6H C26 C25 SING N N 13 
A1A6H C25 C24 SING N N 14 
A1A6H C15 C16 SING N N 15 
A1A6H C15 C14 SING N N 16 
A1A6H C16 O17 SING N N 17 
A1A6H C23 C24 SING N N 18 
A1A6H C23 O22 SING N N 19 
A1A6H O17 C12 SING N N 20 
A1A6H C14 C13 SING N N 21 
A1A6H O22 C21 SING N N 22 
A1A6H C21 C37 SING N N 23 
A1A6H C21 C20 SING N N 24 
A1A6H C13 C12 SING N N 25 
A1A6H C12 C11 SING N N 26 
A1A6H C37 N18 SING N N 27 
A1A6H C20 C19 SING N N 28 
A1A6H C11 C10 DOUB Y N 29 
A1A6H C11 C05 SING Y N 30 
A1A6H C10 C09 SING Y N 31 
A1A6H C19 N18 SING N N 32 
A1A6H N18 C04 SING N N 33 
A1A6H C04 C05 SING N N 34 
A1A6H C04 C02 SING N N 35 
A1A6H C05 C06 DOUB Y N 36 
A1A6H C09 C07 DOUB Y N 37 
A1A6H C06 C07 SING Y N 38 
A1A6H C07 F08 SING N N 39 
A1A6H C02 O01 DOUB N N 40 
A1A6H C02 O03 SING N N 41 
A1A6H C10 H1  SING N N 42 
A1A6H C13 H2  SING N N 43 
A1A6H C13 H3  SING N N 44 
A1A6H C12 H4  SING N N 45 
A1A6H C16 H5  SING N N 46 
A1A6H C16 H6  SING N N 47 
A1A6H C15 H7  SING N N 48 
A1A6H C15 H8  SING N N 49 
A1A6H C14 H9  SING N N 50 
A1A6H C14 H10 SING N N 51 
A1A6H C24 H11 SING N N 52 
A1A6H C24 H12 SING N N 53 
A1A6H C23 H13 SING N N 54 
A1A6H C23 H14 SING N N 55 
A1A6H C25 H15 SING N N 56 
A1A6H C25 H16 SING N N 57 
A1A6H C20 H17 SING N N 58 
A1A6H C20 H18 SING N N 59 
A1A6H C19 H19 SING N N 60 
A1A6H C19 H20 SING N N 61 
A1A6H C04 H22 SING N N 62 
A1A6H C06 H23 SING N N 63 
A1A6H C09 H24 SING N N 64 
A1A6H C21 H25 SING N N 65 
A1A6H C26 H26 SING N N 66 
A1A6H C26 H27 SING N N 67 
A1A6H C31 H28 SING N N 68 
A1A6H C32 H29 SING N N 69 
A1A6H C33 H30 SING N N 70 
A1A6H C33 H31 SING N N 71 
A1A6H C34 H32 SING N N 72 
A1A6H C34 H33 SING N N 73 
A1A6H C35 H34 SING N N 74 
A1A6H C35 H35 SING N N 75 
A1A6H C37 H36 SING N N 76 
A1A6H C37 H37 SING N N 77 
A1A6H N36 H38 SING N N 78 
A1A6H O03 H39 SING N N 79 
# 
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 
A1A6H SMILES           ACDLabs              14.52 "O=C(O)C(c1cc(F)ccc1C1CCCCO1)N1CCC(OCCCCc2ccc3CCCNc3n2)C1"                                                                                                                                                           
A1A6H InChI            InChI                1.06  "InChI=1S/C29H38FN3O4/c30-21-10-12-24(26-8-2-4-17-37-26)25(18-21)27(29(34)35)33-15-13-23(19-33)36-16-3-1-7-22-11-9-20-6-5-14-31-28(20)32-22/h9-12,18,23,26-27H,1-8,13-17,19H2,(H,31,32)(H,34,35)/t23-,26+,27+/m1/s1" 
A1A6H InChIKey         InChI                1.06  MWFFPXLWFCYACI-NPAAKHOSSA-N                                                                                                                                                                                          
A1A6H SMILES_CANONICAL CACTVS               3.385 "OC(=O)[C@@H](N1CC[C@H](C1)OCCCCc2ccc3CCCNc3n2)c4cc(F)ccc4[C@@H]5CCCCO5"                                                                                                                                             
A1A6H SMILES           CACTVS               3.385 "OC(=O)[CH](N1CC[CH](C1)OCCCCc2ccc3CCCNc3n2)c4cc(F)ccc4[CH]5CCCCO5"                                                                                                                                                  
A1A6H SMILES_CANONICAL "OpenEye OEToolkits" 2.0.7 "c1cc(c(cc1F)[C@@H](C(=O)O)N2CC[C@H](C2)OCCCCc3ccc4c(n3)NCCC4)[C@@H]5CCCCO5"                                                                                                                                         
A1A6H SMILES           "OpenEye OEToolkits" 2.0.7 "c1cc(c(cc1F)C(C(=O)O)N2CCC(C2)OCCCCc3ccc4c(n3)NCCC4)C5CCCCO5"                                                                                                                                                       
# 
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 
A1A6H "SYSTEMATIC NAME" ACDLabs              14.52 "(2S)-{5-fluoro-2-[(2S)-oxan-2-yl]phenyl}{(3R)-3-[4-(5,6,7,8-tetrahydro-1,8-naphthyridin-2-yl)butoxy]pyrrolidin-1-yl}acetic acid"                    
A1A6H "SYSTEMATIC NAME" "OpenEye OEToolkits" 2.0.7 "(2~{S})-2-[5-fluoranyl-2-[(2~{S})-oxan-2-yl]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 
A1A6H "Create component" 2024-09-12 RCSB 
A1A6H "Initial release"  2024-11-13 RCSB 
# 
