data_A1CER
# 
_chem_comp.id                                    A1CER 
_chem_comp.name                                  "(3M)-2'-chloro-N-{5-[(1S,2S)-2-(4-cyanophenyl)cyclopropyl]-1,3,4-thiadiazol-2-yl}-5'-methoxy[3,4'-bipyridine]-4-carboxamide" 
_chem_comp.type                                  non-polymer 
_chem_comp.pdbx_type                             HETAIN 
_chem_comp.formula                               "C24 H17 Cl N6 O2 S" 
_chem_comp.mon_nstd_parent_comp_id               ? 
_chem_comp.pdbx_synonyms                         ? 
_chem_comp.pdbx_formal_charge                    0 
_chem_comp.pdbx_initial_date                     2025-05-30 
_chem_comp.pdbx_modified_date                    2025-09-12 
_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                        488.949 
_chem_comp.one_letter_code                       ? 
_chem_comp.three_letter_code                     A1CER 
_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        9OSW 
_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 
A1CER C01  C1  C  0 1 N N N N N N 176.542 149.866 129.250 3.733   0.205  3.426  C01  A1CER 1  
A1CER C03  C2  C  0 1 Y N N N N N 176.544 147.479 129.009 4.402   0.619  1.183  C03  A1CER 2  
A1CER C04  C3  C  0 1 Y N N N N N 176.887 147.317 130.351 4.473   1.966  1.501  C04  A1CER 3  
A1CER C06  C4  C  0 1 Y N N N N N 177.362 145.078 130.032 5.141   2.512  -0.641 C06  A1CER 4  
A1CER C08  C5  C  0 1 Y N N N N N 177.038 145.155 128.682 5.098   1.192  -1.044 C08  A1CER 5  
A1CER C09  C6  C  0 1 Y N N N N N 176.618 146.376 128.154 4.721   0.212  -0.121 C09  A1CER 6  
A1CER C10  C7  C  0 1 Y N N N N N 176.254 146.476 126.654 4.661   -1.216 -0.509 C10  A1CER 7  
A1CER C11  C8  C  0 1 Y N N N N N 175.171 145.737 126.196 5.819   -1.903 -0.872 C11  A1CER 8  
A1CER C13  C9  C  0 1 Y N N N N N 175.441 146.506 124.042 4.636   -3.850 -1.237 C13  A1CER 9  
A1CER C14  C10 C  0 1 Y N N N N N 176.535 147.278 124.415 3.440   -3.255 -0.888 C14  A1CER 10 
A1CER C15  C11 C  0 1 Y N N N N N 176.956 147.272 125.741 3.434   -1.908 -0.513 C15  A1CER 11 
A1CER C16  C12 C  0 1 N N N N N N 178.179 148.126 126.101 2.176   -1.230 -0.131 C16  A1CER 12 
A1CER C19  C13 C  0 1 Y N N N N N 180.277 148.471 127.503 -0.168  -1.274 0.218  C19  A1CER 13 
A1CER C22  C14 C  0 1 Y N N N N N 182.114 150.057 127.865 -2.427  -0.454 0.794  C22  A1CER 14 
A1CER C24  C15 C  0 1 N N S N N N 183.092 151.232 127.945 -3.873  -0.158 1.099  C24  A1CER 15 
A1CER C25  C16 C  0 1 N N N N N N 182.314 151.513 129.228 -4.198  1.194  1.737  C25  A1CER 16 
A1CER C26  C17 C  0 1 N N S N N N 183.797 151.875 129.142 -4.561  0.932  0.274  C26  A1CER 17 
A1CER C27  C18 C  0 1 Y N N N N N 184.762 153.017 128.756 -6.018  0.738  -0.058 C27  A1CER 18 
A1CER C28  C19 C  0 1 Y N N N N N 185.157 153.217 127.434 -6.948  0.628  0.961  C28  A1CER 19 
A1CER C29  C20 C  0 1 Y N N N N N 186.036 154.248 127.121 -8.283  0.451  0.664  C29  A1CER 20 
A1CER C30  C21 C  0 1 Y N N N N N 186.529 155.072 128.129 -8.696  0.383  -0.669 C30  A1CER 21 
A1CER C31  C22 C  0 1 Y N N N N N 186.141 154.868 129.447 -7.752  0.495  -1.692 C31  A1CER 22 
A1CER C32  C23 C  0 1 Y N N N N N 185.261 153.841 129.761 -6.420  0.677  -1.381 C32  A1CER 23 
A1CER C33  C24 C  0 1 N N N N N N 187.497 156.207 127.795 -10.080 0.199  -0.984 C33  A1CER 24 
A1CER N05  N1  N  0 1 Y N N N N N 177.281 146.139 130.814 4.833   2.855  0.596  N05  A1CER 25 
A1CER N12  N2  N  0 1 Y N N N N N 174.798 145.769 124.928 5.768   -3.172 -1.216 N12  A1CER 26 
A1CER N18  N3  N  0 1 N N N N N N 179.084 147.714 127.162 1.013   -1.911 -0.141 N18  A1CER 27 
A1CER N20  N4  N  0 1 Y N N N N N 181.319 147.876 128.145 -0.290  -0.030 0.582  N20  A1CER 28 
A1CER N21  N5  N  0 1 Y N N N N N 182.428 148.827 128.362 -1.445  0.384  0.875  N21  A1CER 29 
A1CER N34  N6  N  0 1 N N N N N N 188.215 157.049 127.551 -11.179 0.052  -1.234 N34  A1CER 30 
A1CER O02  O1  O  0 1 N N N N N N 176.121 148.734 128.514 4.036   -0.292 2.121  O02  A1CER 31 
A1CER O17  O2  O  0 1 N N N N N N 178.396 149.110 125.492 2.192   -0.058 0.192  O17  A1CER 32 
A1CER S23  S1  S  0 1 Y N N N N N 180.621 150.042 127.187 -1.775  -2.003 0.255  S23  A1CER 33 
A1CER CL07 CL1 CL 0 0 N N N N N N 177.898 143.522 130.719 5.606   3.739  -1.778 CL07 A1CER 34 
A1CER H011 H1  H  0 0 N N N N N N 176.155 150.779 128.773 3.455   -0.625 4.076  H011 A1CER 35 
A1CER H012 H2  H  0 0 N N N N N N 176.157 149.798 130.278 4.609   0.709  3.835  H012 A1CER 36 
A1CER H013 H3  H  0 0 N N N N N N 177.641 149.901 129.271 2.904   0.910  3.363  H013 A1CER 37 
A1CER H041 H4  H  0 0 N N N N N N 176.831 148.162 131.021 4.230   2.292  2.501  H041 A1CER 38 
A1CER H081 H5  H  0 0 N N N N N N 177.110 144.282 128.051 5.352   0.920  -2.058 H081 A1CER 39 
A1CER H111 H6  H  0 0 N N N N N N 174.620 145.122 126.892 6.768   -1.388 -0.870 H111 A1CER 40 
A1CER H131 H7  H  0 0 N N N N N N 175.113 146.509 123.013 4.646   -4.890 -1.527 H131 A1CER 41 
A1CER H141 H8  H  0 0 N N N N N N 177.054 147.877 123.682 2.520   -3.821 -0.909 H141 A1CER 42 
A1CER H241 H9  H  0 0 N N N N N N 182.864 151.984 127.175 -4.475  -1.015 1.401  H241 A1CER 43 
A1CER H251 H10 H  0 0 N N N N N N 181.554 152.308 129.247 -5.014  1.226  2.459  H251 A1CER 44 
A1CER H252 H11 H  0 0 N N N N N N 181.988 150.679 129.867 -3.366  1.869  1.937  H252 A1CER 45 
A1CER H261 H12 H  0 0 N N N N N N 184.375 151.098 129.663 -3.967  1.435  -0.490 H261 A1CER 46 
A1CER H281 H13 H  0 0 N N N N N N 184.781 152.572 126.654 -6.627  0.681  1.990  H281 A1CER 47 
A1CER H291 H14 H  0 0 N N N N N N 186.336 154.409 126.096 -9.008  0.365  1.460  H291 A1CER 48 
A1CER H311 H15 H  0 0 N N N N N N 186.524 155.508 130.228 -8.064  0.443  -2.724 H311 A1CER 49 
A1CER H321 H16 H  0 0 N N N N N N 184.963 153.681 130.787 -5.690  0.768  -2.171 H321 A1CER 50 
A1CER H181 H17 H  0 0 N N N N N N 178.878 146.881 127.675 1.001   -2.846 -0.399 H181 A1CER 51 
# 
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 
A1CER C13 C14  DOUB Y N 1  
A1CER C13 N12  SING Y N 2  
A1CER C14 C15  SING Y N 3  
A1CER N12 C11  DOUB Y N 4  
A1CER O17 C16  DOUB N N 5  
A1CER C15 C16  SING N N 6  
A1CER C15 C10  DOUB Y N 7  
A1CER C16 N18  SING N N 8  
A1CER C11 C10  SING Y N 9  
A1CER C10 C09  SING N N 10 
A1CER C29 C28  DOUB Y N 11 
A1CER C29 C30  SING Y N 12 
A1CER N18 C19  SING N N 13 
A1CER S23 C19  SING Y N 14 
A1CER S23 C22  SING Y N 15 
A1CER C28 C27  SING Y N 16 
A1CER C19 N20  DOUB Y N 17 
A1CER N34 C33  TRIP N N 18 
A1CER C33 C30  SING N N 19 
A1CER C22 C24  SING N N 20 
A1CER C22 N21  DOUB Y N 21 
A1CER C24 C26  SING N N 22 
A1CER C24 C25  SING N N 23 
A1CER C30 C31  DOUB Y N 24 
A1CER N20 N21  SING Y N 25 
A1CER C09 C08  DOUB Y N 26 
A1CER C09 C03  SING Y N 27 
A1CER O02 C03  SING N N 28 
A1CER O02 C01  SING N N 29 
A1CER C08 C06  SING Y N 30 
A1CER C27 C26  SING N N 31 
A1CER C27 C32  DOUB Y N 32 
A1CER C03 C04  DOUB Y N 33 
A1CER C26 C25  SING N N 34 
A1CER C31 C32  SING Y N 35 
A1CER C06 CL07 SING N N 36 
A1CER C06 N05  DOUB Y N 37 
A1CER C04 N05  SING Y N 38 
A1CER C01 H011 SING N N 39 
A1CER C01 H012 SING N N 40 
A1CER C01 H013 SING N N 41 
A1CER C04 H041 SING N N 42 
A1CER C08 H081 SING N N 43 
A1CER C11 H111 SING N N 44 
A1CER C13 H131 SING N N 45 
A1CER C14 H141 SING N N 46 
A1CER C24 H241 SING N N 47 
A1CER C25 H251 SING N N 48 
A1CER C25 H252 SING N N 49 
A1CER C26 H261 SING N N 50 
A1CER C28 H281 SING N N 51 
A1CER C29 H291 SING N N 52 
A1CER C31 H311 SING N N 53 
A1CER C32 H321 SING N N 54 
A1CER N18 H181 SING N N 55 
# 
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 
A1CER SMILES           ACDLabs              14.52   "O=C(Nc1nnc(s1)C1CC1c1ccc(C#N)cc1)c1ccncc1c1cc(Cl)ncc1OC"                                                                                                                                     
A1CER InChI            InChI                1.06    "InChI=1S/C24H17ClN6O2S/c1-33-20-12-28-21(25)9-17(20)19-11-27-7-6-15(19)22(32)29-24-31-30-23(34-24)18-8-16(18)14-4-2-13(10-26)3-5-14/h2-7,9,11-12,16,18H,8H2,1H3,(H,29,31,32)/t16-,18+/m1/s1" 
A1CER InChIKey         InChI                1.06    NNLVUZZKRCTPAP-AEFFLSMTSA-N                                                                                                                                                                   
A1CER SMILES_CANONICAL CACTVS               3.385   "COc1cnc(Cl)cc1c2cnccc2C(=O)Nc3sc(nn3)[C@H]4C[C@@H]4c5ccc(cc5)C#N"                                                                                                                            
A1CER SMILES           CACTVS               3.385   "COc1cnc(Cl)cc1c2cnccc2C(=O)Nc3sc(nn3)[CH]4C[CH]4c5ccc(cc5)C#N"                                                                                                                               
A1CER SMILES_CANONICAL "OpenEye OEToolkits" 3.1.0.0 "COc1cnc(cc1c2cnccc2C(=O)Nc3nnc(s3)[C@H]4C[C@@H]4c5ccc(cc5)C#N)Cl"                                                                                                                            
A1CER SMILES           "OpenEye OEToolkits" 3.1.0.0 "COc1cnc(cc1c2cnccc2C(=O)Nc3nnc(s3)C4CC4c5ccc(cc5)C#N)Cl"                                                                                                                                     
# 
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 
A1CER "SYSTEMATIC NAME" ACDLabs              14.52   "(3M)-2'-chloro-N-{5-[(1S,2S)-2-(4-cyanophenyl)cyclopropyl]-1,3,4-thiadiazol-2-yl}-5'-methoxy[3,4'-bipyridine]-4-carboxamide"              
A1CER "SYSTEMATIC NAME" "OpenEye OEToolkits" 3.1.0.0 "3-(2-chloranyl-5-methoxy-pyridin-4-yl)-~{N}-[5-[(1~{S},2~{S})-2-(4-cyanophenyl)cyclopropyl]-1,3,4-thiadiazol-2-yl]pyridine-4-carboxamide" 
# 
loop_
_pdbx_chem_comp_audit.comp_id 
_pdbx_chem_comp_audit.action_type 
_pdbx_chem_comp_audit.date 
_pdbx_chem_comp_audit.processing_site 
A1CER "Create component" 2025-05-30 RCSB 
A1CER "Initial release"  2025-09-17 RCSB 
# 
