data_A1B3B
# 
_chem_comp.id                                    A1B3B 
_chem_comp.name                                  "N-[(3S,4S)-4-(3-chloro-5-fluorophenyl)-1-(1,6-naphthyridine-8-carbonyl)piperidin-3-yl]-N~2~-(trifluoroacetyl)-D-valinamide" 
_chem_comp.type                                  non-polymer 
_chem_comp.pdbx_type                             HETAIN 
_chem_comp.formula                               "C27 H26 Cl F4 N5 O3" 
_chem_comp.mon_nstd_parent_comp_id               ? 
_chem_comp.pdbx_synonyms                         ? 
_chem_comp.pdbx_formal_charge                    0 
_chem_comp.pdbx_initial_date                     2025-03-21 
_chem_comp.pdbx_modified_date                    2025-10-17 
_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                        579.974 
_chem_comp.one_letter_code                       ? 
_chem_comp.three_letter_code                     A1B3B 
_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        9NU6 
_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 
A1B3B C4   C1  C  0 1 Y N N N N N -12.840 0.664   -17.307 2.943  -3.228 0.744  C4   A1B3B 1  
A1B3B C5   C2  C  0 1 Y N N N N N -10.936 2.169   -16.849 3.956  -3.368 -1.423 C5   A1B3B 2  
A1B3B C6   C3  C  0 1 Y N N N N N -13.539 -8.431  -15.612 -5.689 -1.064 -2.329 C6   A1B3B 3  
A1B3B C7   C4  C  0 1 Y N N N N N -10.302 -7.679  -13.104 -4.895 1.819  0.514  C7   A1B3B 4  
A1B3B C8   C5  C  0 1 Y N N N N N -11.229 -5.593  -12.573 -3.805 0.228  1.795  C8   A1B3B 5  
A1B3B C10  C6  C  0 1 Y N N N N N -12.328 -5.812  -13.406 -4.042 -0.783 0.875  C10  A1B3B 6  
A1B3B C13  C7  C  0 1 Y N N N N N -10.421 1.265   -15.928 2.721  -3.160 -2.012 C13  A1B3B 7  
A1B3B C15  C8  C  0 1 N N N N N N -13.389 -4.753  -13.470 -3.563 -2.156 1.121  C15  A1B3B 8  
A1B3B C17  C9  C  0 1 N N N N N N -9.930  -5.651  -19.706 1.918  4.252  0.481  C17  A1B3B 9  
A1B3B C20  C10 C  0 1 N N N N N N -12.772 -4.093  -15.811 -1.348 -1.245 1.626  C20  A1B3B 10 
A1B3B C21  C11 C  0 1 N N S N N N -13.075 -1.541  -16.138 0.488  -2.825 1.016  C21  A1B3B 11 
A1B3B C22  C12 C  0 1 N N S N N N -12.091 -2.756  -16.157 -0.126 -1.454 0.725  C22  A1B3B 12 
A1B3B C24  C13 C  0 1 N N N N N N -9.010  -0.919  -18.717 2.851  1.341  -1.684 C24  A1B3B 13 
A1B3B C26  C14 C  0 1 N N N N N N -8.518  -2.323  -18.991 3.118  1.373  -0.178 C26  A1B3B 14 
A1B3B C1   C15 C  0 1 Y N N N N N -12.558 -9.408  -15.507 -6.142 0.231  -2.563 C1   A1B3B 15 
A1B3B C2   C16 C  0 1 Y N N N N N -11.463 -9.194  -14.667 -5.901 1.216  -1.646 C2   A1B3B 16 
A1B3B C3   C17 C  0 1 Y N N N N N -11.138 0.078   -15.714 1.597  -2.990 -1.221 C3   A1B3B 17 
A1B3B C9   C18 C  0 1 Y N N N N N -11.386 -7.979  -13.954 -5.190 0.875  -0.481 C9   A1B3B 18 
A1B3B C11  C19 C  0 1 Y N N N N N -12.327 -0.237  -16.392 1.710  -3.020 0.156  C11  A1B3B 19 
A1B3B C12  C20 C  0 1 Y N N N N N -12.431 -7.021  -14.116 -4.758 -0.464 -0.309 C12  A1B3B 20 
A1B3B C14  C21 C  0 1 Y N N N N N -12.131 1.849   -17.507 4.067  -3.402 -0.044 C14  A1B3B 21 
A1B3B C16  C22 C  0 1 N N N N N N -10.220 -3.409  -17.518 0.772  0.783  0.368  C16  A1B3B 22 
A1B3B C18  C23 C  0 1 N N N N N N -13.918 -1.486  -14.818 -0.534 -3.921 0.705  C18  A1B3B 23 
A1B3B C19  C24 C  0 1 N N N N N N -14.551 -2.840  -14.510 -1.760 -3.739 1.606  C19  A1B3B 24 
A1B3B C23  C25 C  0 1 N N N N N N -7.863  -2.372  -20.355 4.251  2.357  0.119  C23  A1B3B 25 
A1B3B C25  C26 C  0 1 N N R N N N -9.658  -3.337  -18.907 1.851  1.817  0.556  C25  A1B3B 26 
A1B3B C27  C27 C  0 1 N N N N N N -9.232  -6.943  -20.009 1.451  5.572  -0.077 C27  A1B3B 27 
A1B3B N28  N1  N  0 1 Y N N N N N -10.231 -6.510  -12.422 -4.227 1.464  1.589  N28  A1B3B 28 
A1B3B N29  N2  N  0 1 Y N N N N N -13.495 -7.257  -14.925 -5.025 -1.377 -1.239 N29  A1B3B 29 
A1B3B N30  N3  N  0 1 N N N N N N -13.550 -3.941  -14.567 -2.272 -2.372 1.439  N30  A1B3B 30 
A1B3B N31  N4  N  0 1 N N N N N N -11.469 -2.857  -17.455 0.864  -0.408 0.993  N31  A1B3B 31 
A1B3B N32  N5  N  0 1 N N N N N N -9.116  -4.657  -19.222 1.398  3.100  0.013  N32  A1B3B 32 
A1B3B O33  O1  O  0 1 N N N N N N -14.092 -4.654  -12.474 -4.334 -3.092 1.038  O33  A1B3B 33 
A1B3B O34  O2  O  0 1 N N N N N N -9.648  -3.943  -16.568 -0.179 1.021  -0.347 O34  A1B3B 34 
A1B3B O35  O3  O  0 1 N N N N N N -11.140 -5.572  -19.861 2.761  4.227  1.352  O35  A1B3B 35 
A1B3B F36  F1  F  0 1 N N N N N N -9.252  1.551   -15.256 2.612  -3.121 -3.358 F36  A1B3B 36 
A1B3B F37  F2  F  0 1 N N N N N N -9.083  -7.067  -21.360 1.714  5.616  -1.451 F37  A1B3B 37 
A1B3B F38  F3  F  0 1 N N N N N N -9.969  -7.972  -19.447 0.076  5.709  0.139  F38  A1B3B 38 
A1B3B F39  F4  F  0 1 N N N N N N -7.938  -7.040  -19.609 2.130  6.615  0.561  F39  A1B3B 39 
A1B3B CL40 CL1 CL 0 0 N N N N N N -12.779 2.960   -18.623 5.615  -3.663 0.696  CL40 A1B3B 40 
A1B3B H1   H1  H  0 1 N N N N N N -13.753 0.459   -17.846 3.031  -3.251 1.821  H1   A1B3B 41 
A1B3B H2   H2  H  0 1 N N N N N N -10.426 3.099   -17.053 4.833  -3.500 -2.039 H2   A1B3B 42 
A1B3B H3   H3  H  0 1 N N N N N N -14.376 -8.611  -16.270 -5.891 -1.833 -3.060 H3   A1B3B 43 
A1B3B H4   H4  H  0 1 N N N N N N -9.506  -8.401  -12.993 -5.218 2.843  0.396  H4   A1B3B 44 
A1B3B H5   H5  H  0 1 N N N N N N -11.167 -4.663  -12.028 -3.261 0.001  2.700  H5   A1B3B 45 
A1B3B H6   H6  H  0 1 N N N N N N -13.445 -4.385  -16.631 -1.030 -1.201 2.668  H6   A1B3B 46 
A1B3B H7   H7  H  0 1 N N N N N N -12.006 -4.870  -15.672 -1.847 -0.314 1.357  H7   A1B3B 47 
A1B3B H8   H8  H  0 1 N N N N N N -13.783 -1.685  -16.968 0.771  -2.881 2.067  H8   A1B3B 48 
A1B3B H9   H9  H  0 1 N N N N N N -11.315 -2.567  -15.400 -0.433 -1.407 -0.320 H9   A1B3B 49 
A1B3B H10  H10 H  0 1 N N N N N N -9.486  -0.884  -17.726 1.991  0.703  -1.887 H10  A1B3B 50 
A1B3B H11  H11 H  0 1 N N N N N N -8.160  -0.222  -18.740 2.645  2.351  -2.037 H11  A1B3B 51 
A1B3B H12  H12 H  0 1 N N N N N N -9.742  -0.631  -19.486 3.726  0.947  -2.200 H12  A1B3B 52 
A1B3B H13  H13 H  0 1 N N N N N N -7.766  -2.584  -18.232 3.404  0.377  0.162  H13  A1B3B 53 
A1B3B H14  H14 H  0 1 N N N N N N -12.641 -10.326 -16.070 -6.685 0.458  -3.469 H14  A1B3B 54 
A1B3B H15  H15 H  0 1 N N N N N N -10.691 -9.943  -14.565 -6.245 2.226  -1.812 H15  A1B3B 55 
A1B3B H16  H16 H  0 1 N N N N N N -10.757 -0.629  -14.992 0.633  -2.828 -1.681 H16  A1B3B 56 
A1B3B H17  H17 H  0 1 N N N N N N -13.260 -1.199  -13.984 -0.837 -3.850 -0.340 H17  A1B3B 57 
A1B3B H18  H18 H  0 1 N N N N N N -14.714 -0.735  -14.932 -0.088 -4.898 0.890  H18  A1B3B 58 
A1B3B H19  H19 H  0 1 N N N N N N -14.989 -2.808  -13.501 -2.532 -4.455 1.321  H19  A1B3B 59 
A1B3B H20  H20 H  0 1 N N N N N N -15.343 -3.039  -15.247 -1.477 -3.902 2.645  H20  A1B3B 60 
A1B3B H21  H21 H  0 1 N N N N N N -7.046  -1.637  -20.397 4.442  2.379  1.192  H21  A1B3B 61 
A1B3B H22  H22 H  0 1 N N N N N N -7.458  -3.380  -20.531 5.154  2.040  -0.404 H22  A1B3B 62 
A1B3B H23  H23 H  0 1 N N N N N N -8.609  -2.136  -21.128 3.966  3.353  -0.221 H23  A1B3B 63 
A1B3B H24  H24 H  0 1 N N N N N N -10.450 -3.064  -19.620 2.067  1.929  1.618  H24  A1B3B 64 
A1B3B H25  H25 H  0 1 N N N N N N -11.935 -2.535  -18.279 1.585  -0.572 1.620  H25  A1B3B 65 
A1B3B H26  H26 H  0 1 N N N N N N -8.142  -4.838  -19.084 0.723  3.121  -0.684 H26  A1B3B 66 
# 
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 
A1B3B F37  C27 SING N N 1  
A1B3B C23  C26 SING N N 2  
A1B3B C27  C17 SING N N 3  
A1B3B C27  F39 SING N N 4  
A1B3B C27  F38 SING N N 5  
A1B3B O35  C17 DOUB N N 6  
A1B3B C17  N32 SING N N 7  
A1B3B N32  C25 SING N N 8  
A1B3B C26  C25 SING N N 9  
A1B3B C26  C24 SING N N 10 
A1B3B C25  C16 SING N N 11 
A1B3B CL40 C14 SING N N 12 
A1B3B C16  N31 SING N N 13 
A1B3B C16  O34 DOUB N N 14 
A1B3B C14  C4  DOUB Y N 15 
A1B3B C14  C5  SING Y N 16 
A1B3B N31  C22 SING N N 17 
A1B3B C4   C11 SING Y N 18 
A1B3B C5   C13 DOUB Y N 19 
A1B3B C11  C21 SING N N 20 
A1B3B C11  C3  DOUB Y N 21 
A1B3B C22  C21 SING N N 22 
A1B3B C22  C20 SING N N 23 
A1B3B C21  C18 SING N N 24 
A1B3B C13  C3  SING Y N 25 
A1B3B C13  F36 SING N N 26 
A1B3B C20  N30 SING N N 27 
A1B3B C6   C1  SING Y N 28 
A1B3B C6   N29 DOUB Y N 29 
A1B3B C1   C2  DOUB Y N 30 
A1B3B N29  C12 SING Y N 31 
A1B3B C18  C19 SING N N 32 
A1B3B C2   C9  SING Y N 33 
A1B3B N30  C19 SING N N 34 
A1B3B N30  C15 SING N N 35 
A1B3B C12  C9  DOUB Y N 36 
A1B3B C12  C10 SING Y N 37 
A1B3B C9   C7  SING Y N 38 
A1B3B C15  C10 SING N N 39 
A1B3B C15  O33 DOUB N N 40 
A1B3B C10  C8  DOUB Y N 41 
A1B3B C7   N28 DOUB Y N 42 
A1B3B C8   N28 SING Y N 43 
A1B3B C4   H1  SING N N 44 
A1B3B C5   H2  SING N N 45 
A1B3B C6   H3  SING N N 46 
A1B3B C7   H4  SING N N 47 
A1B3B C8   H5  SING N N 48 
A1B3B C20  H6  SING N N 49 
A1B3B C20  H7  SING N N 50 
A1B3B C21  H8  SING N N 51 
A1B3B C22  H9  SING N N 52 
A1B3B C24  H10 SING N N 53 
A1B3B C24  H11 SING N N 54 
A1B3B C24  H12 SING N N 55 
A1B3B C26  H13 SING N N 56 
A1B3B C1   H14 SING N N 57 
A1B3B C2   H15 SING N N 58 
A1B3B C3   H16 SING N N 59 
A1B3B C18  H17 SING N N 60 
A1B3B C18  H18 SING N N 61 
A1B3B C19  H19 SING N N 62 
A1B3B C19  H20 SING N N 63 
A1B3B C23  H21 SING N N 64 
A1B3B C23  H22 SING N N 65 
A1B3B C23  H23 SING N N 66 
A1B3B C25  H24 SING N N 67 
A1B3B N31  H25 SING N N 68 
A1B3B N32  H26 SING N N 69 
# 
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 
A1B3B SMILES           ACDLabs              14.52   "O=C(c1cncc2cccnc21)N1CCC(C(NC(=O)C(NC(=O)C(F)(F)F)C(C)C)C1)c1cc(F)cc(Cl)c1"                                                                                                                                                        
A1B3B InChI            InChI                1.06    "InChI=1S/C27H26ClF4N5O3/c1-14(2)22(36-26(40)27(30,31)32)24(38)35-21-13-37(7-5-19(21)16-8-17(28)10-18(29)9-16)25(39)20-12-33-11-15-4-3-6-34-23(15)20/h3-4,6,8-12,14,19,21-22H,5,7,13H2,1-2H3,(H,35,38)(H,36,40)/t19-,21+,22+/m0/s1" 
A1B3B InChIKey         InChI                1.06    SZDAKPLAFVWDHB-KSEOMHKRSA-N                                                                                                                                                                                                         
A1B3B SMILES_CANONICAL CACTVS               3.385   "CC(C)[C@@H](NC(=O)C(F)(F)F)C(=O)N[C@@H]1CN(CC[C@H]1c2cc(F)cc(Cl)c2)C(=O)c3cncc4cccnc34"                                                                                                                                            
A1B3B SMILES           CACTVS               3.385   "CC(C)[CH](NC(=O)C(F)(F)F)C(=O)N[CH]1CN(CC[CH]1c2cc(F)cc(Cl)c2)C(=O)c3cncc4cccnc34"                                                                                                                                                 
A1B3B SMILES_CANONICAL "OpenEye OEToolkits" 3.1.0.0 "CC(C)[C@H](C(=O)N[C@@H]1CN(CC[C@H]1c2cc(cc(c2)Cl)F)C(=O)c3cncc4c3nccc4)NC(=O)C(F)(F)F"                                                                                                                                             
A1B3B SMILES           "OpenEye OEToolkits" 3.1.0.0 "CC(C)C(C(=O)NC1CN(CCC1c2cc(cc(c2)Cl)F)C(=O)c3cncc4c3nccc4)NC(=O)C(F)(F)F"                                                                                                                                                          
# 
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 
A1B3B "SYSTEMATIC NAME" ACDLabs              14.52   "N-[(3S,4S)-4-(3-chloro-5-fluorophenyl)-1-(1,6-naphthyridine-8-carbonyl)piperidin-3-yl]-N~2~-(trifluoroacetyl)-D-valinamide"                                                
A1B3B "SYSTEMATIC NAME" "OpenEye OEToolkits" 3.1.0.0 "(2~{R})-~{N}-[(3~{S},4~{S})-4-(3-chloranyl-5-fluoranyl-phenyl)-1-(1,6-naphthyridin-8-ylcarbonyl)piperidin-3-yl]-3-methyl-2-[2,2,2-tris(fluoranyl)ethanoylamino]butanamide" 
# 
loop_
_pdbx_chem_comp_audit.comp_id 
_pdbx_chem_comp_audit.action_type 
_pdbx_chem_comp_audit.date 
_pdbx_chem_comp_audit.processing_site 
A1B3B "Create component" 2025-03-21 RCSB 
A1B3B "Initial release"  2025-10-22 RCSB 
# 
