data_A1D8M
# 
_chem_comp.id                                    A1D8M 
_chem_comp.name                                  "4-[5-[(1~{R})-1-(4-cyclopropylcarbonylphenoxy)propyl]-1,2,4-oxadiazol-3-yl]-2-fluoranyl-~{N}-[(2~{R})-1-oxidanylpropan-2-yl]benzamide" 
_chem_comp.type                                  non-polymer 
_chem_comp.pdbx_type                             HETAIN 
_chem_comp.formula                               "C25 H26 F N3 O5" 
_chem_comp.mon_nstd_parent_comp_id               ? 
_chem_comp.pdbx_synonyms                         Firuglipel 
_chem_comp.pdbx_formal_charge                    0 
_chem_comp.pdbx_initial_date                     2024-06-04 
_chem_comp.pdbx_modified_date                    2024-06-14 
_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                        467.489 
_chem_comp.one_letter_code                       ? 
_chem_comp.three_letter_code                     A1D8M 
_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        8ZR5 
_chem_comp.pdbx_subcomponent_list                ? 
_chem_comp.pdbx_processing_site                  PDBC 
# 
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 
A1D8M C13  C1  C 0 1 N N N N N N 164.869 175.605 139.967 9.078   -3.435 0.201  C13  A1D8M 1  
A1D8M C15  C2  C 0 1 Y N N N N N 168.160 172.536 136.261 4.722   0.175  -0.562 C15  A1D8M 2  
A1D8M C20  C3  C 0 1 Y N N N N N 174.423 168.263 131.503 -3.521  1.224  0.560  C20  A1D8M 3  
A1D8M C21  C4  C 0 1 Y N N N N N 175.255 167.792 130.467 -4.773  0.653  0.537  C21  A1D8M 4  
A1D8M C22  C5  C 0 1 Y N N N N N 175.683 168.662 129.441 -4.982  -0.547 -0.148 C22  A1D8M 5  
A1D8M C26  C6  C 0 1 N N R N N N 178.475 166.734 127.724 -8.684  -1.170 0.437  C26  A1D8M 6  
A1D8M C28  C7  C 0 1 N N N N N N 179.838 166.505 128.414 -9.477  -0.711 1.661  C28  A1D8M 7  
A1D8M C01  C8  C 0 1 N N N N N N 169.996 173.233 132.199 4.082   2.353  -2.462 C01  A1D8M 8  
A1D8M C02  C9  C 0 1 N N N N N N 170.919 173.720 133.328 2.652   2.526  -1.944 C02  A1D8M 9  
A1D8M C03  C10 C 0 1 N N R N N N 171.308 172.628 134.363 2.394   1.522  -0.818 C03  A1D8M 10 
A1D8M O04  O1  O 0 1 N N N N N N 170.155 172.134 135.051 3.239   1.825  0.294  O04  A1D8M 11 
A1D8M C05  C11 C 0 1 Y N N N N N 169.456 172.953 135.913 4.372   1.089  0.425  C05  A1D8M 12 
A1D8M C06  C12 C 0 1 Y N N N N N 169.944 174.172 136.446 5.177   1.252  1.547  C06  A1D8M 13 
A1D8M C07  C13 C 0 1 Y N N N N N 169.120 174.974 137.261 6.323   0.512  1.684  C07  A1D8M 14 
A1D8M C08  C14 C 0 1 Y N N N N N 167.800 174.577 137.566 6.681   -0.410 0.693  C08  A1D8M 15 
A1D8M C09  C15 C 0 1 N N N N N N 166.926 175.473 138.379 7.907   -1.207 0.836  C09  A1D8M 16 
A1D8M O10  O2  O 0 1 N N N N N N 167.270 176.600 138.725 8.611   -1.066 1.813  O10  A1D8M 17 
A1D8M C11  C16 C 0 1 N N N N N N 165.571 174.951 138.793 8.290   -2.198 -0.233 C11  A1D8M 18 
A1D8M C12  C17 C 0 1 N N N N N N 165.487 174.239 140.122 9.774   -2.321 -0.583 C12  A1D8M 19 
A1D8M C14  C18 C 0 1 Y N N N N N 167.331 173.339 137.068 5.866   -0.571 -0.434 C14  A1D8M 20 
A1D8M C16  C19 C 0 1 Y N N N N N 171.943 171.435 133.711 0.951   1.607  -0.390 C16  A1D8M 21 
A1D8M N17  N1  N 0 1 Y N N N N N 172.839 171.448 132.724 0.006   0.745  -0.668 N17  A1D8M 22 
A1D8M C18  C20 C 0 1 Y N N N N N 173.098 170.121 132.599 -1.111  1.227  -0.077 C18  A1D8M 23 
A1D8M C19  C21 C 0 1 Y N N N N N 173.999 169.611 131.542 -2.458  0.606  -0.100 C19  A1D8M 24 
A1D8M C23  C22 C 0 1 N N N N N N 176.509 168.147 128.299 -6.325  -1.160 -0.175 C23  A1D8M 25 
A1D8M O24  O3  O 0 1 N N N N N N 176.251 168.462 127.134 -6.505  -2.204 -0.771 O24  A1D8M 26 
A1D8M N25  N2  N 0 1 N N N N N N 177.534 167.353 128.652 -7.351  -0.562 0.463  N25  A1D8M 27 
A1D8M C27  C23 C 0 1 N N N N N N 177.886 165.420 127.181 -9.416  -0.741 -0.836 C27  A1D8M 28 
A1D8M O29  O4  O 0 1 N N N N N N 180.899 166.996 127.624 -9.703  0.697  1.582  O29  A1D8M 29 
A1D8M C30  C24 C 0 1 Y N N N N N 175.268 170.011 129.473 -3.916  -1.167 -0.809 C30  A1D8M 30 
A1D8M F31  F1  F 0 1 N N N N N N 175.640 170.875 128.496 -4.114  -2.327 -1.473 F31  A1D8M 31 
A1D8M C32  C25 C 0 1 Y N N N N N 174.444 170.471 130.514 -2.660  -0.593 -0.779 C32  A1D8M 32 
A1D8M N33  N3  N 0 1 Y N N N N N 172.478 169.312 133.447 -0.780  2.343  0.519  N33  A1D8M 33 
A1D8M O34  O5  O 0 1 Y N N N N N 171.714 170.197 134.222 0.398   2.574  0.348  O34  A1D8M 34 
A1D8M H132 H1  H 0 0 N N N N N N 165.323 176.474 140.465 9.320   -3.532 1.260  H132 A1D8M 35 
A1D8M H131 H2  H 0 0 N N N N N N 163.775 175.716 139.961 8.877   -4.370 -0.323 H131 A1D8M 36 
A1D8M HC15 H3  H 0 0 N N N N N N 167.794 171.585 135.904 4.091   0.049  -1.429 HC15 A1D8M 37 
A1D8M HC20 H4  H 0 0 N N N N N N 174.104 167.583 132.279 -3.362  2.153  1.086  HC20 A1D8M 38 
A1D8M HC21 H5  H 0 0 N N N N N N 175.567 166.758 130.458 -5.595  1.132  1.048  HC21 A1D8M 39 
A1D8M HC26 H6  H 0 0 N N N N N N 178.636 167.411 126.872 -8.588  -2.256 0.452  HC26 A1D8M 40 
A1D8M H282 H7  H 0 0 N N N N N N 179.981 165.427 128.577 -10.435 -1.232 1.690  H282 A1D8M 41 
A1D8M H281 H8  H 0 0 N N N N N N 179.842 167.026 129.383 -8.914  -0.939 2.566  H281 A1D8M 42 
A1D8M H011 H9  H 0 0 N N N N N N 169.775 174.069 131.519 4.266   3.068  -3.264 H011 A1D8M 43 
A1D8M H013 H10 H 0 0 N N N N N N 170.494 172.427 131.640 4.787   2.529  -1.650 H013 A1D8M 44 
A1D8M H012 H11 H 0 0 N N N N N N 169.058 172.854 132.630 4.210   1.340  -2.843 H012 A1D8M 45 
A1D8M H021 H12 H 0 0 N N N N N N 171.843 174.106 132.873 2.524   3.539  -1.563 H021 A1D8M 46 
A1D8M H022 H13 H 0 0 N N N N N N 170.407 174.533 133.863 1.947   2.350  -2.756 H022 A1D8M 47 
A1D8M HC03 H14 H 0 0 N N N N N N 172.017 173.066 135.081 2.609   0.514  -1.173 HC03 A1D8M 48 
A1D8M HC06 H15 H 0 0 N N N N N N 170.953 174.488 136.226 4.900   1.963  2.311  HC06 A1D8M 49 
A1D8M HC07 H16 H 0 0 N N N N N N 169.503 175.903 137.657 6.948   0.639  2.556  HC07 A1D8M 50 
A1D8M HC11 H17 H 0 0 N N N N N N 164.926 174.568 137.989 7.569   -2.319 -1.042 HC11 A1D8M 51 
A1D8M H122 H18 H 0 0 N N N N N N 164.843 173.354 140.231 10.473  -1.685 -0.041 H122 A1D8M 52 
A1D8M H121 H19 H 0 0 N N N N N N 166.392 174.112 140.735 10.030  -2.523 -1.623 H121 A1D8M 53 
A1D8M HC14 H20 H 0 0 N N N N N N 166.331 173.008 137.308 6.135   -1.284 -1.199 HC14 A1D8M 54 
A1D8M HN25 H21 H 0 0 N N N N N N 177.662 167.172 129.627 -7.207  0.271  0.939  HN25 A1D8M 55 
A1D8M H272 H22 H 0 0 N N N N N N 176.919 165.623 126.698 -9.511  0.345  -0.851 H272 A1D8M 56 
A1D8M H271 H23 H 0 0 N N N N N N 178.578 164.984 126.446 -8.850  -1.068 -1.709 H271 A1D8M 57 
A1D8M H273 H24 H 0 0 N N N N N N 177.740 164.713 128.011 -10.407 -1.193 -0.855 H273 A1D8M 58 
A1D8M HO29 H25 H 0 0 N N N N N N 181.724 166.843 128.070 -10.202 1.058  2.328  HO29 A1D8M 59 
A1D8M HC32 H26 H 0 0 N N N N N N 174.143 171.508 130.528 -1.836  -1.070 -1.289 HC32 A1D8M 60 
# 
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 
A1D8M O24 C23  DOUB N N 1  
A1D8M C27 C26  SING N N 2  
A1D8M O29 C28  SING N N 3  
A1D8M C26 C28  SING N N 4  
A1D8M C26 N25  SING N N 5  
A1D8M C23 N25  SING N N 6  
A1D8M C23 C22  SING N N 7  
A1D8M F31 C30  SING N N 8  
A1D8M C22 C30  DOUB Y N 9  
A1D8M C22 C21  SING Y N 10 
A1D8M C30 C32  SING Y N 11 
A1D8M C21 C20  DOUB Y N 12 
A1D8M C32 C19  DOUB Y N 13 
A1D8M C20 C19  SING Y N 14 
A1D8M C19 C18  SING N N 15 
A1D8M C01 C02  SING N N 16 
A1D8M C18 N17  SING Y N 17 
A1D8M C18 N33  DOUB Y N 18 
A1D8M N17 C16  DOUB Y N 19 
A1D8M C02 C03  SING N N 20 
A1D8M N33 O34  SING Y N 21 
A1D8M C16 O34  SING Y N 22 
A1D8M C16 C03  SING N N 23 
A1D8M C03 O04  SING N N 24 
A1D8M O04 C05  SING N N 25 
A1D8M C05 C15  DOUB Y N 26 
A1D8M C05 C06  SING Y N 27 
A1D8M C15 C14  SING Y N 28 
A1D8M C06 C07  DOUB Y N 29 
A1D8M C14 C08  DOUB Y N 30 
A1D8M C07 C08  SING Y N 31 
A1D8M C08 C09  SING N N 32 
A1D8M C09 O10  DOUB N N 33 
A1D8M C09 C11  SING N N 34 
A1D8M C11 C13  SING N N 35 
A1D8M C11 C12  SING N N 36 
A1D8M C13 C12  SING N N 37 
A1D8M C13 H132 SING N N 38 
A1D8M C13 H131 SING N N 39 
A1D8M C15 HC15 SING N N 40 
A1D8M C20 HC20 SING N N 41 
A1D8M C21 HC21 SING N N 42 
A1D8M C26 HC26 SING N N 43 
A1D8M C28 H282 SING N N 44 
A1D8M C28 H281 SING N N 45 
A1D8M C01 H011 SING N N 46 
A1D8M C01 H013 SING N N 47 
A1D8M C01 H012 SING N N 48 
A1D8M C02 H021 SING N N 49 
A1D8M C02 H022 SING N N 50 
A1D8M C03 HC03 SING N N 51 
A1D8M C06 HC06 SING N N 52 
A1D8M C07 HC07 SING N N 53 
A1D8M C11 HC11 SING N N 54 
A1D8M C12 H122 SING N N 55 
A1D8M C12 H121 SING N N 56 
A1D8M C14 HC14 SING N N 57 
A1D8M N25 HN25 SING N N 58 
A1D8M C27 H272 SING N N 59 
A1D8M C27 H271 SING N N 60 
A1D8M C27 H273 SING N N 61 
A1D8M O29 HO29 SING N N 62 
A1D8M C32 HC32 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 
A1D8M InChI            InChI                1.06  "InChI=1S/C25H26FN3O5/c1-3-21(33-18-9-6-16(7-10-18)22(31)15-4-5-15)25-28-23(29-34-25)17-8-11-19(20(26)12-17)24(32)27-14(2)13-30/h6-12,14-15,21,30H,3-5,13H2,1-2H3,(H,27,32)/t14-,21-/m1/s1" 
A1D8M InChIKey         InChI                1.06  LRXRIKVDAVVQCP-SPLOXXLWSA-N                                                                                                                                                                 
A1D8M SMILES_CANONICAL CACTVS               3.385 "CC[C@@H](Oc1ccc(cc1)C(=O)C2CC2)c3onc(n3)c4ccc(C(=O)N[C@H](C)CO)c(F)c4"                                                                                                                     
A1D8M SMILES           CACTVS               3.385 "CC[CH](Oc1ccc(cc1)C(=O)C2CC2)c3onc(n3)c4ccc(C(=O)N[CH](C)CO)c(F)c4"                                                                                                                        
A1D8M SMILES_CANONICAL "OpenEye OEToolkits" 2.0.7 "CC[C@H](c1nc(no1)c2ccc(c(c2)F)C(=O)N[C@H](C)CO)Oc3ccc(cc3)C(=O)C4CC4"                                                                                                                      
A1D8M SMILES           "OpenEye OEToolkits" 2.0.7 "CCC(c1nc(no1)c2ccc(c(c2)F)C(=O)NC(C)CO)Oc3ccc(cc3)C(=O)C4CC4"                                                                                                                              
# 
_pdbx_chem_comp_identifier.comp_id           A1D8M 
_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        "4-[5-[(1~{R})-1-(4-cyclopropylcarbonylphenoxy)propyl]-1,2,4-oxadiazol-3-yl]-2-fluoranyl-~{N}-[(2~{R})-1-oxidanylpropan-2-yl]benzamide" 
# 
loop_
_pdbx_chem_comp_audit.comp_id 
_pdbx_chem_comp_audit.action_type 
_pdbx_chem_comp_audit.date 
_pdbx_chem_comp_audit.processing_site 
A1D8M "Create component" 2024-06-04 PDBC 
A1D8M "Initial release"  2024-06-19 RCSB 
# 
_pdbx_chem_comp_synonyms.ordinal      1 
_pdbx_chem_comp_synonyms.comp_id      A1D8M 
_pdbx_chem_comp_synonyms.name         Firuglipel 
_pdbx_chem_comp_synonyms.provenance   PUBCHEM 
_pdbx_chem_comp_synonyms.type         ? 
# 
