data_AKQ
# 
_chem_comp.id                                    AKQ 
_chem_comp.name                                  "(2S,4R)-1-acetyl-4-((5-chloropyrimidin-2-yl)amino)-2-methyl-1,2,3,4-tetrahydroquinoline-6-carboxamide" 
_chem_comp.type                                  non-polymer 
_chem_comp.pdbx_type                             HETAIN 
_chem_comp.formula                               "C17 H18 Cl N5 O2" 
_chem_comp.mon_nstd_parent_comp_id               ? 
_chem_comp.pdbx_synonyms                         "(2S,4R)-4-[(5-chloranylpyrimidin-2-yl)amino]-1-ethanoyl-2-methyl-3,4-dihydro-2H-quinoline-6-carboxamide" 
_chem_comp.pdbx_formal_charge                    0 
_chem_comp.pdbx_initial_date                     2021-11-30 
_chem_comp.pdbx_modified_date                    2022-12-09 
_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                        359.810 
_chem_comp.one_letter_code                       ? 
_chem_comp.three_letter_code                     AKQ 
_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        7QDL 
_chem_comp.pdbx_subcomponent_list                ? 
_chem_comp.pdbx_processing_site                  PDBE 
# 
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.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 
AKQ C10  C1  C  0 1 N N R 13.956 5.681 8.193  -0.583 -1.431 0.031  C10  AKQ 1  
AKQ N12  N1  N  0 1 N N N 14.706 4.952 7.189  0.503  -1.621 -0.933 N12  AKQ 2  
AKQ C20  C2  C  0 1 Y N N 14.089 2.722 4.552  3.305  -0.717 1.067  C20  AKQ 3  
AKQ C24  C3  C  0 1 Y N N 14.484 3.673 9.624  -0.008 0.986  -0.052 C24  AKQ 4  
AKQ C26  C4  C  0 1 Y N N 14.523 3.032 10.857 -0.351 2.339  -0.038 C26  AKQ 5  
AKQ C01  C5  C  0 1 N N N 14.890 8.671 10.375 -4.146 -2.875 0.196  C01  AKQ 6  
AKQ C05  C6  C  0 1 N N S 13.867 7.864 9.580  -2.968 -1.955 0.523  C05  AKQ 7  
AKQ C07  C7  C  0 1 N N N 14.464 7.114 8.362  -1.767 -2.314 -0.362 C07  AKQ 8  
AKQ C14  C8  C  0 1 Y N N 14.084 4.056 6.398  1.813  -1.372 -0.559 C14  AKQ 9  
AKQ N15  N2  N  0 1 Y N N 12.878 3.626 6.822  2.783  -1.549 -1.443 N15  AKQ 10 
AKQ C16  C9  C  0 1 Y N N 12.278 2.701 6.063  4.045  -1.320 -1.118 C16  AKQ 11 
AKQ C18  C10 C  0 1 Y N N 12.858 2.223 4.911  4.345  -0.891 0.166  C18  AKQ 12 
AKQ CL19 CL1 CL 0 0 N N N 12.059 1.008 3.947  5.987  -0.578 0.636  CL19 AKQ 13 
AKQ N22  N3  N  0 1 Y N N 14.727 3.647 5.287  2.066  -0.964 0.676  N22  AKQ 14 
AKQ C23  C11 C  0 1 Y N N 13.984 4.968 9.509  -0.989 0.020  0.045  C23  AKQ 15 
AKQ C27  C12 C  0 1 Y N N 14.067 3.719 11.991 -1.692 2.715  0.072  C27  AKQ 16 
AKQ C29  C13 C  0 1 Y N N 13.590 5.012 11.876 -2.667 1.748  0.167  C29  AKQ 17 
AKQ C31  C14 C  0 1 Y N N 13.546 5.663 10.641 -2.321 0.399  0.152  C31  AKQ 18 
AKQ N32  N4  N  0 1 N N N 13.089 6.970 10.468 -3.333 -0.560 0.241  N32  AKQ 19 
AKQ C33  C15 C  0 1 N N N 11.878 7.455 10.970 -4.623 -0.212 0.071  C33  AKQ 20 
AKQ C34  C16 C  0 1 N N N 11.011 6.556 11.810 -5.721 -1.123 0.557  C34  AKQ 21 
AKQ O38  O1  O  0 1 N N N 11.574 8.605 10.718 -4.902 0.836  -0.473 O38  AKQ 22 
AKQ C39  C17 C  0 1 N N N 15.019 1.643 11.048 0.700  3.370  -0.141 C39  AKQ 23 
AKQ N40  N5  N  0 1 N N N 15.836 1.146 10.144 0.367  4.676  -0.128 N40  AKQ 24 
AKQ O43  O2  O  0 1 N N N 14.665 1.005 12.049 1.867  3.041  -0.237 O43  AKQ 25 
AKQ H1   H1  H  0 1 N N N 12.907 5.741 7.866  -0.234 -1.717 1.023  H1   AKQ 26 
AKQ H2   H2  H  0 1 N N N 15.428 4.457 7.672  0.306  -1.921 -1.834 H2   AKQ 27 
AKQ H3   H3  H  0 1 N N N 14.557 2.358 3.650  3.505  -0.388 2.076  H3   AKQ 28 
AKQ H4   H4  H  0 1 N N N 14.846 3.161 8.745  1.029  0.694  -0.137 H4   AKQ 29 
AKQ H5   H5  H  0 1 N N N 14.389 9.170 11.218 -4.471 -2.699 -0.829 H5   AKQ 30 
AKQ H6   H6  H  0 1 N N N 15.670 7.997 10.759 -3.836 -3.914 0.306  H6   AKQ 31 
AKQ H7   H7  H  0 1 N N N 15.349 9.427 9.721  -4.969 -2.667 0.879  H7   AKQ 32 
AKQ H8   H8  H  0 1 N N N 13.156 8.594 9.166  -2.697 -2.061 1.574  H8   AKQ 33 
AKQ H9   H9  H  0 1 N N N 15.557 7.080 8.481  -2.020 -2.141 -1.408 H9   AKQ 34 
AKQ H10  H10 H  0 1 N N N 14.211 7.678 7.452  -1.506 -3.362 -0.216 H10  AKQ 35 
AKQ H11  H11 H  0 1 N N N 11.313 2.320 6.363  4.832  -1.467 -1.843 H11  AKQ 36 
AKQ H12  H12 H  0 1 N N N 14.088 3.237 12.957 -1.963 3.760  0.084  H12  AKQ 37 
AKQ H13  H13 H  0 1 N N N 13.244 5.529 12.759 -3.704 2.037  0.254  H13  AKQ 38 
AKQ H14  H14 H  0 1 N N N 10.113 7.105 12.128 -5.554 -1.366 1.606  H14  AKQ 39 
AKQ H15  H15 H  0 1 N N N 10.713 5.677 11.219 -6.683 -0.624 0.448  H15  AKQ 40 
AKQ H16  H16 H  0 1 N N N 11.574 6.228 12.697 -5.718 -2.040 -0.032 H16  AKQ 41 
AKQ H17  H17 H  0 1 N N N 16.196 0.219 10.251 -0.564 4.938  -0.052 H17  AKQ 42 
AKQ H18  H18 H  0 1 N N N 16.097 1.695 9.350  1.058  5.353  -0.196 H18  AKQ 43 
# 
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 
AKQ CL19 C18 SING N N 1  
AKQ C20  C18 DOUB Y N 2  
AKQ C20  N22 SING Y N 3  
AKQ C18  C16 SING Y N 4  
AKQ N22  C14 DOUB Y N 5  
AKQ C16  N15 DOUB Y N 6  
AKQ C14  N15 SING Y N 7  
AKQ C14  N12 SING N N 8  
AKQ N12  C10 SING N N 9  
AKQ C10  C07 SING N N 10 
AKQ C10  C23 SING N N 11 
AKQ C07  C05 SING N N 12 
AKQ C23  C24 DOUB Y N 13 
AKQ C23  C31 SING Y N 14 
AKQ C05  C01 SING N N 15 
AKQ C05  N32 SING N N 16 
AKQ C24  C26 SING Y N 17 
AKQ N40  C39 SING N N 18 
AKQ N32  C31 SING N N 19 
AKQ N32  C33 SING N N 20 
AKQ C31  C29 DOUB Y N 21 
AKQ O38  C33 DOUB N N 22 
AKQ C26  C39 SING N N 23 
AKQ C26  C27 DOUB Y N 24 
AKQ C33  C34 SING N N 25 
AKQ C39  O43 DOUB N N 26 
AKQ C29  C27 SING Y N 27 
AKQ C10  H1  SING N N 28 
AKQ N12  H2  SING N N 29 
AKQ C20  H3  SING N N 30 
AKQ C24  H4  SING N N 31 
AKQ C01  H5  SING N N 32 
AKQ C01  H6  SING N N 33 
AKQ C01  H7  SING N N 34 
AKQ C05  H8  SING N N 35 
AKQ C07  H9  SING N N 36 
AKQ C07  H10 SING N N 37 
AKQ C16  H11 SING N N 38 
AKQ C27  H12 SING N N 39 
AKQ C29  H13 SING N N 40 
AKQ C34  H14 SING N N 41 
AKQ C34  H15 SING N N 42 
AKQ C34  H16 SING N N 43 
AKQ N40  H17 SING N N 44 
AKQ N40  H18 SING N N 45 
# 
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 
AKQ InChI            InChI                1.06  "InChI=1S/C17H18ClN5O2/c1-9-5-14(22-17-20-7-12(18)8-21-17)13-6-11(16(19)25)3-4-15(13)23(9)10(2)24/h3-4,6-9,14H,5H2,1-2H3,(H2,19,25)(H,20,21,22)/t9-,14+/m0/s1" 
AKQ InChIKey         InChI                1.06  KNBYFXZNSOENGW-LKFCYVNXSA-N                                                                                                                                    
AKQ SMILES_CANONICAL CACTVS               3.385 "C[C@H]1C[C@@H](Nc2ncc(Cl)cn2)c3cc(ccc3N1C(C)=O)C(N)=O"                                                                                                        
AKQ SMILES           CACTVS               3.385 "C[CH]1C[CH](Nc2ncc(Cl)cn2)c3cc(ccc3N1C(C)=O)C(N)=O"                                                                                                           
AKQ SMILES_CANONICAL "OpenEye OEToolkits" 2.0.7 "C[C@H]1C[C@H](c2cc(ccc2N1C(=O)C)C(=O)N)Nc3ncc(cn3)Cl"                                                                                                         
AKQ SMILES           "OpenEye OEToolkits" 2.0.7 "CC1CC(c2cc(ccc2N1C(=O)C)C(=O)N)Nc3ncc(cn3)Cl"                                                                                                                 
# 
_pdbx_chem_comp_identifier.comp_id           AKQ 
_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        "(2~{S},4~{R})-4-[(5-chloranylpyrimidin-2-yl)amino]-1-ethanoyl-2-methyl-3,4-dihydro-2~{H}-quinoline-6-carboxamide" 
# 
_pdbx_chem_comp_synonyms.ordinal      1 
_pdbx_chem_comp_synonyms.comp_id      AKQ 
_pdbx_chem_comp_synonyms.name         "(2S,4R)-4-[(5-chloranylpyrimidin-2-yl)amino]-1-ethanoyl-2-methyl-3,4-dihydro-2H-quinoline-6-carboxamide" 
_pdbx_chem_comp_synonyms.provenance   PDB 
_pdbx_chem_comp_synonyms.type         ? 
# 
loop_
_pdbx_chem_comp_audit.comp_id 
_pdbx_chem_comp_audit.action_type 
_pdbx_chem_comp_audit.date 
_pdbx_chem_comp_audit.processing_site 
AKQ "Create component"  2021-11-30 PDBE 
AKQ "Modify descriptor" 2022-08-22 RCSB 
AKQ "Initial release"   2022-12-14 RCSB 
# 
