data_A1AUF
# 
_chem_comp.id                                    A1AUF 
_chem_comp.name                                  "N-[4-chloro-3-(morpholin-4-yl)phenyl]-N~2~-[3-(hydroxymethyl)quinolin-6-yl]-L-alaninamide" 
_chem_comp.type                                  non-polymer 
_chem_comp.pdbx_type                             HETAIN 
_chem_comp.formula                               "C23 H25 Cl N4 O3" 
_chem_comp.mon_nstd_parent_comp_id               ? 
_chem_comp.pdbx_synonyms                         ? 
_chem_comp.pdbx_formal_charge                    0 
_chem_comp.pdbx_initial_date                     2024-06-05 
_chem_comp.pdbx_modified_date                    2024-09-13 
_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                        440.923 
_chem_comp.one_letter_code                       ? 
_chem_comp.three_letter_code                     A1AUF 
_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        9C4M 
_chem_comp.pdbx_subcomponent_list                ? 
_chem_comp.pdbx_processing_site                  RCSB 
# 
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 
A1AUF C4   C1  C  0 1 N N N N N N 118.446 5.589 63.746 -0.178 0.059  -0.165 C4   A1AUF 1  
A1AUF C14  C2  C  0 1 N N N N N N 122.271 4.641 68.564 -6.430 -1.269 -0.865 C14  A1AUF 2  
A1AUF C11  C3  C  0 1 Y N N N N N 122.023 5.754 66.367 -4.894 0.371  -0.133 C11  A1AUF 3  
A1AUF C7   C4  C  0 1 Y N N N N N 120.410 6.698 64.823 -2.523 0.268  -0.507 C7   A1AUF 4  
A1AUF C8   C5  C  0 1 Y N N N N N 121.030 7.936 64.944 -2.497 1.643  -0.700 C8   A1AUF 5  
A1AUF C9   C6  C  0 1 Y N N N N N 122.138 8.087 65.757 -3.665 2.378  -0.616 C9   A1AUF 6  
A1AUF C10  C7  C  0 1 Y N N N N N 122.622 7.012 66.472 -4.861 1.748  -0.328 C10  A1AUF 7  
A1AUF C12  C8  C  0 1 Y N N N N N 120.923 5.609 65.523 -3.723 -0.368 -0.223 C12  A1AUF 8  
A1AUF CL19 CL1 CL 0 0 N N N N N N 123.975 7.266 67.522 -6.324 2.675  -0.210 CL19 A1AUF 9  
A1AUF C1   C9  C  0 1 N N N N N N 116.132 6.535 63.636 0.880  -1.997 0.732  C1   A1AUF 10 
A1AUF C2   C10 C  0 1 N N S N N N 117.254 5.884 62.835 1.078  -0.774 -0.166 C2   A1AUF 11 
A1AUF O5   O1  O  0 1 N N N N N N 118.652 4.446 64.153 -0.142 1.210  0.216  O5   A1AUF 12 
A1AUF N6   N1  N  0 1 N N N N N N 119.229 6.649 64.038 -1.340 -0.474 -0.592 N6   A1AUF 13 
A1AUF N13  N2  N  0 1 N N N N N N 122.531 4.669 67.122 -6.103 -0.266 0.158  N13  A1AUF 14 
A1AUF C15  C11 C  0 1 N N N N N N 123.240 3.685 69.226 -7.787 -1.899 -0.540 C15  A1AUF 15 
A1AUF O16  O2  O  0 1 N N N N N N 123.152 2.380 68.664 -7.744 -2.460 0.775  O16  A1AUF 16 
A1AUF C17  C12 C  0 1 N N N N N N 123.448 2.435 67.277 -7.429 -1.510 1.796  C17  A1AUF 17 
A1AUF C18  C13 C  0 1 N N N N N N 122.485 3.325 66.543 -6.068 -0.877 1.495  C18  A1AUF 18 
A1AUF N20  N3  N  0 1 N N N N N N 116.803 4.625 62.293 2.195  0.027  0.340  N20  A1AUF 19 
A1AUF C21  C14 C  0 1 Y N N N N N 117.434 3.932 61.254 3.504  -0.289 -0.029 C21  A1AUF 20 
A1AUF C22  C15 C  0 1 Y N N N N N 116.972 2.648 60.956 3.743  -1.373 -0.882 C22  A1AUF 21 
A1AUF C23  C16 C  0 1 Y N N N N N 117.609 1.868 60.040 5.006  -1.704 -1.258 C23  A1AUF 22 
A1AUF C24  C17 C  0 1 Y N N N N N 118.738 2.353 59.342 6.098  -0.952 -0.789 C24  A1AUF 23 
A1AUF C25  C18 C  0 1 Y N N N N N 119.154 3.686 59.555 5.864  0.146  0.076  C25  A1AUF 24 
A1AUF C26  C19 C  0 1 Y N N N N N 118.488 4.462 60.534 4.550  0.471  0.447  C26  A1AUF 25 
A1AUF C27  C20 C  0 1 Y N N N N N 120.277 4.127 58.827 6.962  0.894  0.543  C27  A1AUF 26 
A1AUF C28  C21 C  0 1 Y N N N N N 120.972 3.279 58.006 8.213  0.524  0.138  C28  A1AUF 27 
A1AUF C29  C22 C  0 1 Y N N N N N 120.501 1.978 57.897 8.373  -0.567 -0.714 C29  A1AUF 28 
A1AUF N30  N4  N  0 1 Y N N N N N 119.433 1.503 58.513 7.349  -1.264 -1.142 N30  A1AUF 29 
A1AUF C31  C23 C  0 1 N N N N N N 122.258 3.700 57.338 9.418  1.294  0.611  C31  A1AUF 30 
A1AUF O32  O3  O  0 1 N N N N N N 122.308 5.080 56.969 9.903  0.721  1.827  O32  A1AUF 31 
A1AUF H41  H1  H  0 1 N N N N N N 122.406 5.650 68.982 -6.476 -0.790 -1.843 H41  A1AUF 32 
A1AUF H40  H2  H  0 1 N N N N N N 121.240 4.304 68.745 -5.663 -2.044 -0.875 H40  A1AUF 33 
A1AUF H37  H3  H  0 1 N N N N N N 120.644 8.785 64.400 -1.563 2.139  -0.921 H37  A1AUF 34 
A1AUF H38  H4  H  0 1 N N N N N N 122.625 9.048 65.832 -3.642 3.447  -0.766 H38  A1AUF 35 
A1AUF H39  H5  H  0 1 N N N N N N 120.462 4.639 65.410 -3.746 -1.438 -0.072 H39  A1AUF 36 
A1AUF H35  H6  H  0 1 N N N N N N 116.482 7.494 64.046 0.661  -1.671 1.748  H35  A1AUF 37 
A1AUF H34  H7  H  0 1 N N N N N N 115.267 6.711 62.979 0.048  -2.593 0.355  H34  A1AUF 38 
A1AUF H33  H8  H  0 1 N N N N N N 115.837 5.870 64.461 1.788  -2.600 0.731  H33  A1AUF 39 
A1AUF H3   H9  H  0 1 N N N N N N 117.570 6.562 62.028 1.296  -1.101 -1.183 H3   A1AUF 40 
A1AUF H36  H10 H  0 1 N N N N N N 118.936 7.521 63.647 -1.356 -1.372 -0.960 H36  A1AUF 41 
A1AUF H43  H11 H  0 1 N N N N N N 124.264 4.064 69.091 -8.563 -1.134 -0.584 H43  A1AUF 42 
A1AUF H42  H12 H  0 1 N N N N N N 123.008 3.628 70.300 -8.008 -2.683 -1.265 H42  A1AUF 43 
A1AUF H44  H13 H  0 1 N N N N N N 123.387 1.420 66.858 -8.194 -0.734 1.820  H44  A1AUF 44 
A1AUF H45  H14 H  0 1 N N N N N N 124.468 2.826 67.144 -7.391 -2.014 2.762  H45  A1AUF 45 
A1AUF H47  H15 H  0 1 N N N N N N 121.467 2.920 66.635 -5.295 -1.645 1.524  H47  A1AUF 46 
A1AUF H46  H16 H  0 1 N N N N N N 122.766 3.373 65.480 -5.850 -0.112 2.239  H46  A1AUF 47 
A1AUF H48  H17 H  0 1 N N N N N N 115.869 4.789 61.977 2.026  0.777  0.932  H48  A1AUF 48 
A1AUF H49  H18 H  0 1 N N N N N N 116.096 2.268 61.460 2.910  -1.955 -1.248 H49  A1AUF 49 
A1AUF H50  H19 H  0 1 N N N N N N 117.248 0.869 59.845 5.171  -2.543 -1.918 H50  A1AUF 50 
A1AUF H51  H20 H  0 1 N N N N N N 118.806 5.477 60.720 4.361  1.307  1.105  H51  A1AUF 51 
A1AUF H52  H21 H  0 1 N N N N N N 120.596 5.155 58.918 6.819  1.737  1.203  H52  A1AUF 52 
A1AUF H53  H22 H  0 1 N N N N N N 121.050 1.301 57.259 9.368  -0.848 -1.026 H53  A1AUF 53 
A1AUF H55  H23 H  0 1 N N N N N N 122.387 3.096 56.428 10.199 1.250  -0.148 H55  A1AUF 54 
A1AUF H54  H24 H  0 1 N N N N N N 123.088 3.499 58.032 9.139  2.334  0.785  H54  A1AUF 55 
A1AUF H56  H25 H  0 1 N N N N N N 123.143 5.268 56.557 10.680 1.168  2.191  H56  A1AUF 56 
# 
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 
A1AUF O32 C31  SING N N 1  
A1AUF C31 C28  SING N N 2  
A1AUF C29 C28  DOUB Y N 3  
A1AUF C29 N30  SING Y N 4  
A1AUF C28 C27  SING Y N 5  
A1AUF N30 C24  DOUB Y N 6  
A1AUF C27 C25  DOUB Y N 7  
A1AUF C24 C25  SING Y N 8  
A1AUF C24 C23  SING Y N 9  
A1AUF C25 C26  SING Y N 10 
A1AUF C23 C22  DOUB Y N 11 
A1AUF C26 C21  DOUB Y N 12 
A1AUF C22 C21  SING Y N 13 
A1AUF C21 N20  SING N N 14 
A1AUF N20 C2   SING N N 15 
A1AUF C2  C1   SING N N 16 
A1AUF C2  C4   SING N N 17 
A1AUF C4  N6   SING N N 18 
A1AUF C4  O5   DOUB N N 19 
A1AUF N6  C7   SING N N 20 
A1AUF C7  C8   DOUB Y N 21 
A1AUF C7  C12  SING Y N 22 
A1AUF C8  C9   SING Y N 23 
A1AUF C12 C11  DOUB Y N 24 
A1AUF C9  C10  DOUB Y N 25 
A1AUF C11 C10  SING Y N 26 
A1AUF C11 N13  SING N N 27 
A1AUF C10 CL19 SING N N 28 
A1AUF C18 N13  SING N N 29 
A1AUF C18 C17  SING N N 30 
A1AUF N13 C14  SING N N 31 
A1AUF C17 O16  SING N N 32 
A1AUF C14 C15  SING N N 33 
A1AUF O16 C15  SING N N 34 
A1AUF C14 H41  SING N N 35 
A1AUF C14 H40  SING N N 36 
A1AUF C8  H37  SING N N 37 
A1AUF C9  H38  SING N N 38 
A1AUF C12 H39  SING N N 39 
A1AUF C1  H35  SING N N 40 
A1AUF C1  H34  SING N N 41 
A1AUF C1  H33  SING N N 42 
A1AUF C2  H3   SING N N 43 
A1AUF N6  H36  SING N N 44 
A1AUF C15 H43  SING N N 45 
A1AUF C15 H42  SING N N 46 
A1AUF C17 H44  SING N N 47 
A1AUF C17 H45  SING N N 48 
A1AUF C18 H47  SING N N 49 
A1AUF C18 H46  SING N N 50 
A1AUF N20 H48  SING N N 51 
A1AUF C22 H49  SING N N 52 
A1AUF C23 H50  SING N N 53 
A1AUF C26 H51  SING N N 54 
A1AUF C27 H52  SING N N 55 
A1AUF C29 H53  SING N N 56 
A1AUF C31 H55  SING N N 57 
A1AUF C31 H54  SING N N 58 
A1AUF O32 H56  SING N N 59 
# 
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 
A1AUF SMILES           ACDLabs              12.01 "OCc1cc2cc(ccc2nc1)NC(C)C(=O)Nc1cc(c(Cl)cc1)N1CCOCC1"                                                                                                                           
A1AUF InChI            InChI                1.06  "InChI=1S/C23H25ClN4O3/c1-15(26-18-3-5-21-17(11-18)10-16(14-29)13-25-21)23(30)27-19-2-4-20(24)22(12-19)28-6-8-31-9-7-28/h2-5,10-13,15,26,29H,6-9,14H2,1H3,(H,27,30)/t15-/m0/s1" 
A1AUF InChIKey         InChI                1.06  VDBAUTDBXIRAKX-HNNXBMFYSA-N                                                                                                                                                     
A1AUF SMILES_CANONICAL CACTVS               3.385 "C[C@H](Nc1ccc2ncc(CO)cc2c1)C(=O)Nc3ccc(Cl)c(c3)N4CCOCC4"                                                                                                                       
A1AUF SMILES           CACTVS               3.385 "C[CH](Nc1ccc2ncc(CO)cc2c1)C(=O)Nc3ccc(Cl)c(c3)N4CCOCC4"                                                                                                                        
A1AUF SMILES_CANONICAL "OpenEye OEToolkits" 2.0.7 "C[C@@H](C(=O)Nc1ccc(c(c1)N2CCOCC2)Cl)Nc3ccc4c(c3)cc(cn4)CO"                                                                                                                    
A1AUF SMILES           "OpenEye OEToolkits" 2.0.7 "CC(C(=O)Nc1ccc(c(c1)N2CCOCC2)Cl)Nc3ccc4c(c3)cc(cn4)CO"                                                                                                                         
# 
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 
A1AUF "SYSTEMATIC NAME" ACDLabs              12.01 "N-[4-chloro-3-(morpholin-4-yl)phenyl]-N~2~-[3-(hydroxymethyl)quinolin-6-yl]-L-alaninamide"               
A1AUF "SYSTEMATIC NAME" "OpenEye OEToolkits" 2.0.7 "(2~{S})-~{N}-(4-chloranyl-3-morpholin-4-yl-phenyl)-2-[[3-(hydroxymethyl)quinolin-6-yl]amino]propanamide" 
# 
loop_
_pdbx_chem_comp_audit.comp_id 
_pdbx_chem_comp_audit.action_type 
_pdbx_chem_comp_audit.date 
_pdbx_chem_comp_audit.processing_site 
A1AUF "Create component" 2024-06-05 RCSB 
A1AUF "Initial release"  2024-09-18 RCSB 
# 
