data_F27
# 
_chem_comp.id                                    F27 
_chem_comp.name                                  "6-[2-(3-biphenyl-4-ylpropanoyl)-1,3-oxazol-5-yl]pyridine-2-carboxylic acid" 
_chem_comp.type                                  NON-POLYMER 
_chem_comp.pdbx_type                             HETAIN 
_chem_comp.formula                               "C24 H18 N2 O4" 
_chem_comp.mon_nstd_parent_comp_id               ? 
_chem_comp.pdbx_synonyms                         "6-(2-(3-(biphenyl-4-yl)propanoyl)oxazol-5-yl)picolinate" 
_chem_comp.pdbx_formal_charge                    0 
_chem_comp.pdbx_initial_date                     2009-10-20 
_chem_comp.pdbx_modified_date                    2024-09-27 
_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                        398.411 
_chem_comp.one_letter_code                       ? 
_chem_comp.three_letter_code                     F27 
_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        3K83 
_chem_comp.pdbx_subcomponent_list                ? 
_chem_comp.pdbx_processing_site                  RCSB 
_chem_comp.pdbx_pcm                              Y 
# 
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_backbone_atom_flag 
_chem_comp_atom.pdbx_n_terminal_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 
F27 C12  C12  C 0 1 N N N N N N 53.644 -0.072 -42.145 -0.983  0.946  -0.004 C12  F27 1  
F27 C13  C13  C 0 1 N N N N N N 52.514 -1.144 -42.018 0.358   1.634  -0.005 C13  F27 2  
F27 O14  O14  O 0 1 N N N N N N 51.526 -0.877 -41.010 0.419   2.846  -0.008 O14  F27 3  
F27 C15  C15  C 0 1 Y N N N N N 53.067 -2.535 -41.698 1.589   0.839  -0.004 C15  F27 4  
F27 N16  N16  N 0 1 Y N N N N N 52.738 -3.792 -42.063 1.649   -0.477 -0.007 N16  F27 5  
F27 C17  C17  C 0 1 Y N N N N N 53.593 -4.588 -41.461 2.924   -0.851 -0.006 C17  F27 6  
F27 C18  C18  C 0 1 Y N N N N N 54.432 -3.838 -40.734 3.693   0.293  -0.002 C18  F27 7  
F27 O19  O19  O 0 1 Y N N N N N 54.128 -2.535 -40.847 2.840   1.336  -0.006 O19  F27 8  
F27 C20  C20  C 0 1 Y N N N N N 55.529 -4.336 -39.916 5.169   0.362  0.002  C20  F27 9  
F27 N21  N21  N 0 1 Y N N N N N 55.571 -5.653 -39.677 5.878   -0.757 0.001  N21  F27 10 
F27 C22  C22  C 0 1 Y N N N N N 56.600 -6.139 -38.943 7.204   -0.737 0.004  C22  F27 11 
F27 C23  C23  C 0 1 Y N N N N N 57.620 -5.300 -38.435 7.898   0.472  0.009  C23  F27 12 
F27 C24  C24  C 0 1 Y N N N N N 57.560 -3.928 -38.701 7.186   1.663  0.009  C24  F27 13 
F27 C25  C25  C 0 1 Y N N N N N 56.497 -3.415 -39.470 5.804   1.609  0.000  C25  F27 14 
F27 C26  C26  C 0 1 N N N N N N 56.644 -7.640 -38.647 7.955   -2.013 0.003  C26  F27 15 
F27 O27  O27  O 0 1 N N N N N N 55.619 -8.323 -38.873 9.170   -2.003 0.006  O27  F27 16 
F27 O28  O28  O 0 1 N N N N N N 57.710 -8.139 -38.180 7.292   -3.185 -0.001 O28  F27 17 
F27 C29  C29  C 0 1 N N N N N N 53.039 1.373  -42.044 -2.095  1.997  -0.005 C29  F27 18 
F27 C30  C30  C 0 1 Y N N N N N 54.165 2.264  -41.546 -3.436  1.310  -0.003 C30  F27 19 
F27 C31  C31  C 0 1 Y N N N N N 55.042 3.071  -42.362 -4.047  0.988  -1.202 C31  F27 20 
F27 C32  C32  C 0 1 Y N N N N N 56.039 3.809  -41.677 -5.275  0.358  -1.206 C32  F27 21 
F27 C33  C33  C 0 1 Y N N N N N 56.218 3.762  -40.268 -5.899  0.047  0.000  C33  F27 22 
F27 C34  C34  C 0 1 Y N N N N N 55.347 2.956  -39.560 -5.279  0.373  1.205  C34  F27 23 
F27 C35  C35  C 0 1 Y N N N N N 54.345 2.227  -40.199 -4.049  0.998  1.197  C35  F27 24 
F27 C36  C36  C 0 1 Y N N N N N 57.308 4.562  -39.546 -7.220  -0.630 0.002  C36  F27 25 
F27 C37  C37  C 0 1 Y N N N N N 58.550 4.755  -40.115 -7.838  -0.962 -1.202 C37  F27 26 
F27 C38  C38  C 0 1 Y N N N N N 59.565 5.471  -39.492 -9.066  -1.592 -1.194 C38  F27 27 
F27 C39  C39  C 0 1 Y N N N N N 59.331 6.036  -38.245 -9.683  -1.893 0.006  C39  F27 28 
F27 C40  C40  C 0 1 Y N N N N N 58.083 5.854  -37.640 -9.075  -1.566 1.204  C40  F27 29 
F27 C41  C41  C 0 1 Y N N N N N 57.075 5.120  -38.293 -7.844  -0.942 1.209  C41  F27 30 
F27 H12  H12  H 0 1 N N N N N N 54.144 -0.187 -43.118 -1.072  0.322  -0.892 H12  F27 31 
F27 H12A H12A H 0 0 N N N N N N 54.372 -0.217 -41.333 -1.072  0.325  0.888  H12A F27 32 
F27 H17  H17  H 0 1 N N N N N N 53.616 -5.665 -41.539 3.290   -1.867 -0.007 H17  F27 33 
F27 H23  H23  H 0 1 N N N N N N 58.431 -5.712 -37.852 8.978   0.481  0.012  H23  F27 34 
F27 H24  H24  H 0 1 N N N N N N 58.324 -3.266 -38.319 7.701   2.613  0.013  H24  F27 35 
F27 H25  H25  H 0 1 N N N N N N 56.427 -2.364 -39.707 5.222   2.519  -0.004 H25  F27 36 
F27 HO28 HO28 H 0 0 N N N N N N 57.590 -9.071 -38.043 7.826   -3.992 -0.001 HO28 F27 37 
F27 H29  H29  H 0 1 N N N N N N 52.681 1.713  -43.027 -2.006  2.622  0.883  H29  F27 38 
F27 H29A H29A H 0 0 N N N N N N 52.191 1.391  -41.343 -2.006  2.619  -0.897 H29A F27 39 
F27 H31  H31  H 0 1 N N N N N N 54.943 3.110  -43.437 -3.562  1.230  -2.136 H31  F27 40 
F27 H32  H32  H 0 1 N N N N N N 56.697 4.440  -42.256 -5.752  0.108  -2.142 H32  F27 41 
F27 H34  H34  H 0 1 N N N N N N 55.445 2.889  -38.487 -5.759  0.134  2.142  H34  F27 42 
F27 H35  H35  H 0 1 N N N N N N 53.688 1.611  -39.603 -3.565  1.248  2.130  H35  F27 43 
F27 H37  H37  H 0 1 N N N N N N 58.742 4.330  -41.089 -7.356  -0.726 -2.140 H37  F27 44 
F27 H38  H38  H 0 1 N N N N N N 60.525 5.587  -39.972 -9.545  -1.849 -2.127 H38  F27 45 
F27 H39  H39  H 0 1 N N N N N N 60.102 6.608  -37.749 -10.644 -2.386 0.007  H39  F27 46 
F27 H40  H40  H 0 1 N N N N N N 57.892 6.279  -36.666 -9.562  -1.804 2.139  H40  F27 47 
F27 H41  H41  H 0 1 N N N N N N 56.114 4.989  -37.818 -7.368  -0.691 2.145  H41  F27 48 
# 
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 
F27 C12 C29  SING N N 1  
F27 C12 C13  SING N N 2  
F27 C12 H12  SING N N 3  
F27 C12 H12A SING N N 4  
F27 C13 C15  SING N N 5  
F27 C13 O14  DOUB N N 6  
F27 C15 O19  SING Y N 7  
F27 N16 C15  DOUB Y N 8  
F27 N16 C17  SING Y N 9  
F27 C17 C18  DOUB Y N 10 
F27 C17 H17  SING N N 11 
F27 C18 C20  SING Y N 12 
F27 O19 C18  SING Y N 13 
F27 C20 N21  DOUB Y N 14 
F27 C20 C25  SING Y N 15 
F27 N21 C22  SING Y N 16 
F27 C22 C26  SING N N 17 
F27 C22 C23  DOUB Y N 18 
F27 C23 H23  SING N N 19 
F27 C24 C23  SING Y N 20 
F27 C24 H24  SING N N 21 
F27 C25 C24  DOUB Y N 22 
F27 C25 H25  SING N N 23 
F27 C26 O28  SING N N 24 
F27 O27 C26  DOUB N N 25 
F27 O28 HO28 SING N N 26 
F27 C29 C30  SING N N 27 
F27 C29 H29  SING N N 28 
F27 C29 H29A SING N N 29 
F27 C30 C35  SING Y N 30 
F27 C31 C30  DOUB Y N 31 
F27 C31 C32  SING Y N 32 
F27 C31 H31  SING N N 33 
F27 C32 C33  DOUB Y N 34 
F27 C32 H32  SING N N 35 
F27 C33 C34  SING Y N 36 
F27 C33 C36  SING Y N 37 
F27 C34 H34  SING N N 38 
F27 C35 C34  DOUB Y N 39 
F27 C35 H35  SING N N 40 
F27 C36 C41  SING Y N 41 
F27 C37 C36  DOUB Y N 42 
F27 C37 C38  SING Y N 43 
F27 C37 H37  SING N N 44 
F27 C38 C39  DOUB Y N 45 
F27 C38 H38  SING N N 46 
F27 C39 C40  SING Y N 47 
F27 C39 H39  SING N N 48 
F27 C40 H40  SING N N 49 
F27 C41 C40  DOUB Y N 50 
F27 C41 H41  SING N N 51 
# 
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 
F27 SMILES           ACDLabs              11.02 "O=C(c1ncc(o1)c2nc(C(=O)O)ccc2)CCc4ccc(c3ccccc3)cc4"                                                                                                  
F27 SMILES_CANONICAL CACTVS               3.352 "OC(=O)c1cccc(n1)c2oc(nc2)C(=O)CCc3ccc(cc3)c4ccccc4"                                                                                                  
F27 SMILES           CACTVS               3.352 "OC(=O)c1cccc(n1)c2oc(nc2)C(=O)CCc3ccc(cc3)c4ccccc4"                                                                                                  
F27 SMILES_CANONICAL "OpenEye OEToolkits" 1.7.0 "c1ccc(cc1)c2ccc(cc2)CCC(=O)c3ncc(o3)c4cccc(n4)C(=O)O"                                                                                                
F27 SMILES           "OpenEye OEToolkits" 1.7.0 "c1ccc(cc1)c2ccc(cc2)CCC(=O)c3ncc(o3)c4cccc(n4)C(=O)O"                                                                                                
F27 InChI            InChI                1.03  "InChI=1S/C24H18N2O4/c27-21(14-11-16-9-12-18(13-10-16)17-5-2-1-3-6-17)23-25-15-22(30-23)19-7-4-8-20(26-19)24(28)29/h1-10,12-13,15H,11,14H2,(H,28,29)" 
F27 InChIKey         InChI                1.03  VGYASWDHSIVABN-UHFFFAOYSA-N                                                                                                                           
# 
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 
F27 "SYSTEMATIC NAME" ACDLabs              11.02 "6-{2-[3-(biphenyl-4-yl)propanoyl]-1,3-oxazol-5-yl}pyridine-2-carboxylic acid"  
F27 "SYSTEMATIC NAME" "OpenEye OEToolkits" 1.6.1 "6-[2-[3-(4-phenylphenyl)propanoyl]-1,3-oxazol-5-yl]pyridine-2-carboxylic 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 
F27 "Create component"     2009-10-20 RCSB 
F27 "Modify aromatic_flag" 2011-06-04 RCSB 
F27 "Modify descriptor"    2011-06-04 RCSB 
F27 "Modify synonyms"      2020-06-05 PDBE 
F27 "Modify PCM"           2024-09-27 PDBE 
# 
_pdbx_chem_comp_synonyms.ordinal      1 
_pdbx_chem_comp_synonyms.comp_id      F27 
_pdbx_chem_comp_synonyms.name         "6-(2-(3-(biphenyl-4-yl)propanoyl)oxazol-5-yl)picolinate" 
_pdbx_chem_comp_synonyms.provenance   ? 
_pdbx_chem_comp_synonyms.type         ? 
# 
_pdbx_chem_comp_pcm.pcm_id                             1 
_pdbx_chem_comp_pcm.comp_id                            F27 
_pdbx_chem_comp_pcm.modified_residue_id                SER 
_pdbx_chem_comp_pcm.type                               None 
_pdbx_chem_comp_pcm.category                           Lipid/lipid-like 
_pdbx_chem_comp_pcm.position                           "Amino-acid side chain" 
_pdbx_chem_comp_pcm.polypeptide_position               "Any position" 
_pdbx_chem_comp_pcm.comp_id_linking_atom               C13 
_pdbx_chem_comp_pcm.modified_residue_id_linking_atom   OG 
_pdbx_chem_comp_pcm.uniprot_specific_ptm_accession     ? 
_pdbx_chem_comp_pcm.uniprot_generic_ptm_accession      ? 
# 
