data_A1D5J
# 
_chem_comp.id                                    A1D5J 
_chem_comp.name                                  Ambrisentan 
_chem_comp.type                                  non-polymer 
_chem_comp.pdbx_type                             HETAIN 
_chem_comp.formula                               "C22 H22 N2 O4" 
_chem_comp.mon_nstd_parent_comp_id               ? 
_chem_comp.pdbx_synonyms                         ? 
_chem_comp.pdbx_formal_charge                    0 
_chem_comp.pdbx_initial_date                     2024-01-19 
_chem_comp.pdbx_modified_date                    2024-11-11 
_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                        378.421 
_chem_comp.one_letter_code                       ? 
_chem_comp.three_letter_code                     A1D5J 
_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        8XVK 
_chem_comp.pdbx_subcomponent_list                ? 
_chem_comp.pdbx_processing_site                  PDBC 
_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 
A1D5J C1  C1  C 0 1 N N N N N N 154.694 150.855 162.197 -3.538 2.328  2.340  C1  A1D5J 1  
A1D5J C10 C2  C 0 1 Y N N N N N 156.491 152.016 168.260 3.801  0.283  -0.346 C10 A1D5J 2  
A1D5J C11 C3  C 0 1 Y N N N N N 156.839 153.356 168.207 4.860  0.932  0.261  C11 A1D5J 3  
A1D5J C12 C4  C 0 1 Y N N N N N 156.268 154.254 169.078 4.634  1.761  1.344  C12 A1D5J 4  
A1D5J C13 C5  C 0 1 Y N N N N N 155.350 153.825 170.005 3.348  1.941  1.820  C13 A1D5J 5  
A1D5J C14 C6  C 0 1 Y N N N N N 154.993 152.487 170.068 2.289  1.291  1.214  C14 A1D5J 6  
A1D5J C15 C7  C 0 1 Y N N N N N 153.669 149.975 169.644 1.146  -1.582 0.119  C15 A1D5J 7  
A1D5J C16 C8  C 0 1 Y N N N N N 152.651 150.083 168.692 0.287  -1.696 1.197  C16 A1D5J 8  
A1D5J C17 C9  C 0 1 Y N N N N N 151.320 149.989 169.064 0.086  -2.928 1.792  C17 A1D5J 9  
A1D5J C18 C10 C 0 1 Y N N N N N 150.982 149.779 170.381 0.742  -4.044 1.310  C18 A1D5J 10 
A1D5J C19 C11 C 0 1 Y N N N N N 151.964 149.662 171.334 1.600  -3.930 0.232  C19 A1D5J 11 
A1D5J C2  C12 C 0 1 Y N N N N N 155.352 150.159 163.351 -3.462 1.304  1.237  C2  A1D5J 12 
A1D5J C20 C13 C 0 1 Y N N N N N 153.298 149.756 170.974 1.802  -2.699 -0.363 C20 A1D5J 13 
A1D5J C21 C14 C 0 1 N N N N N N 157.303 149.363 170.143 0.626  -1.114 -2.642 C21 A1D5J 14 
A1D5J C22 C15 C 0 1 N N N N N N 158.130 147.796 164.227 -5.700 -1.045 -0.689 C22 A1D5J 15 
A1D5J C3  C16 C 0 1 Y N N N N N 156.429 149.318 163.172 -4.602 0.638  0.818  C3  A1D5J 16 
A1D5J C4  C17 C 0 1 Y N N N N N 156.958 148.730 164.300 -4.487 -0.296 -0.200 C4  A1D5J 17 
A1D5J C5  C18 C 0 1 Y N N N N N 155.421 149.784 165.580 -2.229 0.131  -0.311 C5  A1D5J 18 
A1D5J C6  C19 C 0 1 N N S N N N 155.464 149.321 167.917 0.095  0.606  -0.388 C6  A1D5J 19 
A1D5J C7  C20 C 0 1 N N N N N N 154.984 147.867 167.938 0.250  1.881  -1.176 C7  A1D5J 20 
A1D5J C8  C21 C 0 1 N N N N N N 155.154 150.073 169.268 1.360  -0.241 -0.534 C8  A1D5J 21 
A1D5J C9  C22 C 0 1 Y N N N N N 155.556 151.554 169.192 2.516  0.462  0.131  C9  A1D5J 22 
A1D5J N1  N1  N 0 1 Y N N N N N 156.460 148.959 165.500 -3.299 -0.522 -0.736 N1  A1D5J 23 
A1D5J N2  N2  N 0 1 Y N N N N N 154.847 150.393 164.547 -2.305 1.033  0.655  N2  A1D5J 24 
A1D5J O1  O1  O 0 1 N N N N N N 154.902 150.027 166.792 -1.028 -0.126 -0.882 O1  A1D5J 25 
A1D5J O2  O2  O 0 1 N N N N N N 155.426 147.100 168.817 1.105  2.828  -0.759 O2  A1D5J 26 
A1D5J O3  O3  O 0 1 N N N N N N 154.160 147.497 167.078 -0.395 2.051  -2.183 O3  A1D5J 27 
A1D5J O4  O4  O 0 1 N N N N N N 155.891 149.447 170.312 1.651  -0.428 -1.921 O4  A1D5J 28 
A1D5J H1  H1  H 0 1 N N N N N N 153.861 151.472 162.566 -3.735 3.310  1.911  H1  A1D5J 29 
A1D5J H2  H2  H 0 1 N N N N N N 155.429 151.497 161.689 -4.343 2.064  3.026  H2  A1D5J 30 
A1D5J H3  H3  H 0 1 N N N N N N 154.309 150.107 161.489 -2.592 2.351  2.881  H3  A1D5J 31 
A1D5J H4  H4  H 0 1 N N N N N N 156.948 151.319 167.573 3.977  -0.361 -1.195 H4  A1D5J 32 
A1D5J H5  H5  H 0 1 N N N N N N 157.561 153.696 167.479 5.864  0.792  -0.112 H5  A1D5J 33 
A1D5J H6  H6  H 0 1 N N N N N N 156.542 155.298 169.033 5.461  2.268  1.818  H6  A1D5J 34 
A1D5J H7  H7  H 0 1 N N N N N N 154.904 154.533 170.688 3.172  2.588  2.666  H7  A1D5J 35 
A1D5J H8  H8  H 0 1 N N N N N N 154.271 152.161 170.803 1.285  1.431  1.586  H8  A1D5J 36 
A1D5J H9  H9  H 0 1 N N N N N N 152.905 150.242 167.654 -0.226 -0.824 1.573  H9  A1D5J 37 
A1D5J H10 H10 H 0 1 N N N N N N 150.545 150.081 168.318 -0.584 -3.017 2.635  H10 A1D5J 38 
A1D5J H11 H11 H 0 1 N N N N N N 149.943 149.706 170.666 0.585  -5.006 1.776  H11 A1D5J 39 
A1D5J H12 H12 H 0 1 N N N N N N 151.695 149.496 172.367 2.112  -4.803 -0.145 H12 A1D5J 40 
A1D5J H13 H13 H 0 1 N N N N N N 154.062 149.659 171.731 2.473  -2.610 -1.205 H13 A1D5J 41 
A1D5J H14 H14 H 0 1 N N N N N N 157.748 148.861 171.015 0.364  -2.032 -2.116 H14 A1D5J 42 
A1D5J H15 H15 H 0 1 N N N N N N 157.530 148.788 169.233 -0.254 -0.475 -2.719 H15 A1D5J 43 
A1D5J H16 H16 H 0 1 N N N N N N 157.722 150.376 170.050 0.986  -1.358 -3.642 H16 A1D5J 44 
A1D5J H17 H17 H 0 1 N N N N N N 158.384 147.446 165.238 -6.166 -0.489 -1.503 H17 A1D5J 45 
A1D5J H18 H18 H 0 1 N N N N N N 157.873 146.934 163.595 -5.399 -2.029 -1.047 H18 A1D5J 46 
A1D5J H19 H19 H 0 1 N N N N N N 158.993 148.324 163.794 -6.412 -1.158 0.129  H19 A1D5J 47 
A1D5J H20 H20 H 0 1 N N N N N N 156.840 149.128 162.191 -5.560 0.842  1.273  H20 A1D5J 48 
A1D5J H21 H21 H 0 1 N N N N N N 156.558 149.304 167.806 -0.062 0.846  0.664  H21 A1D5J 49 
A1D5J H22 H22 H 0 1 N N N N N N 155.039 146.239 168.710 1.171  3.629  -1.298 H22 A1D5J 50 
# 
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 
A1D5J C1  C2  SING N N 1  
A1D5J C3  C2  DOUB Y N 2  
A1D5J C3  C4  SING Y N 3  
A1D5J C2  N2  SING Y N 4  
A1D5J C22 C4  SING N N 5  
A1D5J C4  N1  DOUB Y N 6  
A1D5J N2  C5  DOUB Y N 7  
A1D5J N1  C5  SING Y N 8  
A1D5J C5  O1  SING N N 9  
A1D5J O1  C6  SING N N 10 
A1D5J O3  C7  DOUB N N 11 
A1D5J C6  C7  SING N N 12 
A1D5J C6  C8  SING N N 13 
A1D5J C7  O2  SING N N 14 
A1D5J C11 C10 DOUB Y N 15 
A1D5J C11 C12 SING Y N 16 
A1D5J C10 C9  SING Y N 17 
A1D5J C16 C17 DOUB Y N 18 
A1D5J C16 C15 SING Y N 19 
A1D5J C17 C18 SING Y N 20 
A1D5J C12 C13 DOUB Y N 21 
A1D5J C9  C8  SING N N 22 
A1D5J C9  C14 DOUB Y N 23 
A1D5J C8  C15 SING N N 24 
A1D5J C8  O4  SING N N 25 
A1D5J C15 C20 DOUB Y N 26 
A1D5J C13 C14 SING Y N 27 
A1D5J C21 O4  SING N N 28 
A1D5J C18 C19 DOUB Y N 29 
A1D5J C20 C19 SING Y N 30 
A1D5J C1  H1  SING N N 31 
A1D5J C1  H2  SING N N 32 
A1D5J C1  H3  SING N N 33 
A1D5J C10 H4  SING N N 34 
A1D5J C11 H5  SING N N 35 
A1D5J C12 H6  SING N N 36 
A1D5J C13 H7  SING N N 37 
A1D5J C14 H8  SING N N 38 
A1D5J C16 H9  SING N N 39 
A1D5J C17 H10 SING N N 40 
A1D5J C18 H11 SING N N 41 
A1D5J C19 H12 SING N N 42 
A1D5J C20 H13 SING N N 43 
A1D5J C21 H14 SING N N 44 
A1D5J C21 H15 SING N N 45 
A1D5J C21 H16 SING N N 46 
A1D5J C22 H17 SING N N 47 
A1D5J C22 H18 SING N N 48 
A1D5J C22 H19 SING N N 49 
A1D5J C3  H20 SING N N 50 
A1D5J C6  H21 SING N N 51 
A1D5J O2  H22 SING N N 52 
# 
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 
A1D5J InChI            InChI                1.06  "InChI=1S/C22H22N2O4/c1-15-14-16(2)24-21(23-15)28-19(20(25)26)22(27-3,17-10-6-4-7-11-17)18-12-8-5-9-13-18/h4-14,19H,1-3H3,(H,25,26)/t19-/m1/s1" 
A1D5J InChIKey         InChI                1.06  OUJTZYPIHDYQMC-LJQANCHMSA-N                                                                                                                     
A1D5J SMILES_CANONICAL CACTVS               3.385 "COC([C@H](Oc1nc(C)cc(C)n1)C(O)=O)(c2ccccc2)c3ccccc3"                                                                                           
A1D5J SMILES           CACTVS               3.385 "COC([CH](Oc1nc(C)cc(C)n1)C(O)=O)(c2ccccc2)c3ccccc3"                                                                                            
A1D5J SMILES_CANONICAL "OpenEye OEToolkits" 2.0.7 "Cc1cc(nc(n1)O[C@H](C(=O)O)C(c2ccccc2)(c3ccccc3)OC)C"                                                                                           
A1D5J SMILES           "OpenEye OEToolkits" 2.0.7 "Cc1cc(nc(n1)OC(C(=O)O)C(c2ccccc2)(c3ccccc3)OC)C"                                                                                               
# 
_pdbx_chem_comp_identifier.comp_id           A1D5J 
_pdbx_chem_comp_identifier.type              "SYSTEMATIC NAME" 
_pdbx_chem_comp_identifier.program           "OpenEye OEToolkits" 
_pdbx_chem_comp_identifier.program_version   2.0.7 
_pdbx_chem_comp_identifier.identifier        "(2~{S})-2-(4,6-dimethylpyrimidin-2-yl)oxy-3-methoxy-3,3-diphenyl-propanoic 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 
A1D5J "Create component" 2024-01-19 PDBC 
A1D5J "Initial release"  2024-08-28 RCSB 
A1D5J "Modify name"      2024-11-11 PDBC 
# 
