data_A1APO
# 
_chem_comp.id                                    A1APO 
_chem_comp.name                                  "(1S,2S)-N-[(6P)-8-amino-6-(4-methylpyridin-3-yl)isoquinolin-3-yl]-2-cyanocyclopropane-1-carboxamide" 
_chem_comp.type                                  non-polymer 
_chem_comp.pdbx_type                             HETAIN 
_chem_comp.formula                               "C20 H17 N5 O" 
_chem_comp.mon_nstd_parent_comp_id               ? 
_chem_comp.pdbx_synonyms                         ? 
_chem_comp.pdbx_formal_charge                    0 
_chem_comp.pdbx_initial_date                     2024-04-24 
_chem_comp.pdbx_modified_date                    2024-09-27 
_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                        343.382 
_chem_comp.one_letter_code                       ? 
_chem_comp.three_letter_code                     A1APO 
_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        9BIK 
_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 
A1APO C4   C1  C 0 1 Y N N N N N 18.352 8.879  3.581  6.817  1.875  0.027  C4   A1APO 1  
A1APO C6   C2  C 0 1 Y N N N N N 17.411 8.173  1.585  4.712  1.680  -0.891 C6   A1APO 2  
A1APO C7   C3  C 0 1 Y N N N N N 18.249 8.990  0.831  4.404  0.613  -0.051 C7   A1APO 3  
A1APO C8   C4  C 0 1 Y N N N N N 18.129 8.992  -0.578 3.078  -0.047 -0.125 C8   A1APO 4  
A1APO C10  C5  C 0 1 Y N N N N N 19.095 8.764  -2.834 0.675  0.098  -0.162 C10  A1APO 5  
A1APO C15  C6  C 0 1 Y N N N N N 17.855 8.972  -3.400 0.596  -1.317 -0.268 C15  A1APO 6  
A1APO C17  C7  C 0 1 Y N N N N N 16.865 9.197  -1.164 3.002  -1.444 -0.224 C17  A1APO 7  
A1APO C20  C8  C 0 1 N N N N N N 22.421 7.838  -5.664 -4.092 0.201  -0.147 C20  A1APO 8  
A1APO C22  C9  C 0 1 N N S N N N 23.442 7.640  -6.804 -5.381 0.967  -0.000 C22  A1APO 9  
A1APO C24  C10 C 0 1 N N S N N N 24.151 6.275  -6.806 -6.682 0.162  0.029  C24  A1APO 10 
A1APO C1   C11 C 0 1 N N N N N N 20.152 10.746 0.788  5.080  -0.980 1.791  C1   A1APO 11 
A1APO C11  C12 C 0 1 Y N N N N N 20.218 8.547  -3.699 -0.524 0.832  -0.132 C11  A1APO 12 
A1APO C12  C13 C 0 1 Y N N N N N 20.010 8.571  -5.084 -1.718 0.146  -0.207 C12  A1APO 13 
A1APO C14  C14 C 0 1 Y N N N N N 17.719 8.972  -4.829 -0.667 -1.918 -0.338 C14  A1APO 14 
A1APO C16  C15 C 0 1 Y N N N N N 16.711 9.194  -2.560 1.783  -2.080 -0.295 C16  A1APO 15 
A1APO C2   C16 C 0 1 Y N N N N N 19.177 9.795  1.524  5.367  0.171  0.862  C2   A1APO 16 
A1APO C23  C17 C 0 1 N N N N N N 24.921 7.542  -6.427 -6.327 0.997  -1.203 C23  A1APO 17 
A1APO C25  C18 C 0 1 N N N N N N 24.389 5.678  -8.201 -7.767 0.655  0.893  C25  A1APO 18 
A1APO C3   C19 C 0 1 Y N N N N N 19.232 9.732  2.916  6.587  0.823  0.895  C3   A1APO 19 
A1APO C9   C20 C 0 1 Y N N N N N 19.246 8.762  -1.404 1.928  0.722  -0.091 C9   A1APO 20 
A1APO N13  N1  N 0 1 Y N N N N N 18.790 8.771  -5.607 -1.753 -1.180 -0.305 N13  A1APO 21 
A1APO N18  N2  N 0 1 N N N N N N 15.387 9.417  -3.156 1.722  -3.467 -0.392 N18  A1APO 22 
A1APO N19  N3  N 0 1 N N N N N N 21.099 8.346  -6.031 -2.917 0.859  -0.178 N19  A1APO 23 
A1APO N26  N4  N 0 1 N N N N N N 24.548 5.224  -9.233 -8.604 1.035  1.560  N26  A1APO 24 
A1APO N5   N5  N 0 1 Y N N N N N 17.477 8.129  2.912  5.890  2.266  -0.826 N5   A1APO 25 
A1APO O21  O1  O 0 1 N N N N N N 22.713 7.588  -4.540 -4.113 -1.008 -0.236 O21  A1APO 26 
A1APO H41  H1  H 0 1 N N N N N N 18.380 8.825  4.659  7.768  2.386  0.051  H41  A1APO 27 
A1APO H61  H2  H 0 1 N N N N N N 16.685 7.556  1.076  3.979  2.029  -1.603 H61  A1APO 28 
A1APO H171 H3  H 0 0 N N N N N N 16.004 9.358  -0.532 3.911  -2.027 -0.244 H171 A1APO 29 
A1APO H221 H4  H 0 0 N N N N N N 23.196 8.082  -7.781 -5.329 1.861  0.621  H221 A1APO 30 
A1APO H241 H5  H 0 0 N N N N N N 23.898 5.576  -5.995 -6.606 -0.921 -0.058 H241 A1APO 31 
A1APO H11  H6  H 0 1 N N N N N N 21.083 10.209 0.555  5.374  -1.915 1.314  H11  A1APO 32 
A1APO H13  H7  H 0 1 N N N N N N 19.687 11.097 -0.145 5.645  -0.851 2.714  H13  A1APO 33 
A1APO H12  H8  H 0 1 N N N N N N 20.378 11.609 1.432  4.014  -1.007 2.018  H12  A1APO 34 
A1APO H111 H9  H 0 0 N N N N N N 21.202 8.369  -3.292 -0.510 1.909  -0.053 H111 A1APO 35 
A1APO H141 H10 H 0 0 N N N N N N 16.750 9.135  -5.278 -0.748 -2.992 -0.419 H141 A1APO 36 
A1APO H231 H11 H 0 0 N N N N N N 25.688 7.942  -7.106 -6.896 1.911  -1.374 H231 A1APO 37 
A1APO H232 H12 H 0 0 N N N N N N 25.234 7.703  -5.385 -6.016 0.462  -2.101 H232 A1APO 38 
A1APO H31  H13 H 0 1 N N N N N N 19.941 10.331 3.467  7.352  0.514  1.592  H31  A1APO 39 
A1APO H91  H14 H 0 1 N N N N N N 20.216 8.584  -0.964 1.995  1.796  -0.010 H91  A1APO 40 
A1APO H182 H15 H 0 0 N N N N N N 14.713 9.553  -2.430 2.540  -3.989 -0.410 H182 A1APO 41 
A1APO H181 H16 H 0 0 N N N N N N 15.417 10.229 -3.739 0.862  -3.912 -0.442 H181 A1APO 42 
A1APO H191 H17 H 0 0 N N N N N N 20.930 8.553  -6.995 -2.904 1.829  -0.181 H191 A1APO 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 
A1APO C2  C1   SING N N 1  
A1APO C3  C2   DOUB Y N 2  
A1APO C4  C3   SING Y N 3  
A1APO N5  C4   DOUB Y N 4  
A1APO C6  N5   SING Y N 5  
A1APO C7  C6   DOUB Y N 6  
A1APO C8  C7   SING N N 7  
A1APO C9  C8   DOUB Y N 8  
A1APO C10 C9   SING Y N 9  
A1APO C11 C10  DOUB Y N 10 
A1APO C12 C11  SING Y N 11 
A1APO C14 N13  SING Y N 12 
A1APO C15 C14  DOUB Y N 13 
A1APO C16 C15  SING Y N 14 
A1APO C17 C16  DOUB Y N 15 
A1APO N18 C16  SING N N 16 
A1APO N13 C12  DOUB Y N 17 
A1APO N19 C12  SING N N 18 
A1APO C20 N19  SING N N 19 
A1APO O21 C20  DOUB N N 20 
A1APO C22 C20  SING N N 21 
A1APO C23 C22  SING N N 22 
A1APO C24 C23  SING N N 23 
A1APO C25 C24  SING N N 24 
A1APO N26 C25  TRIP N N 25 
A1APO C2  C7   SING Y N 26 
A1APO C8  C17  SING Y N 27 
A1APO C10 C15  SING Y N 28 
A1APO C22 C24  SING N N 29 
A1APO C4  H41  SING N N 30 
A1APO C6  H61  SING N N 31 
A1APO C17 H171 SING N N 32 
A1APO C22 H221 SING N N 33 
A1APO C24 H241 SING N N 34 
A1APO C1  H11  SING N N 35 
A1APO C1  H13  SING N N 36 
A1APO C1  H12  SING N N 37 
A1APO C11 H111 SING N N 38 
A1APO C14 H141 SING N N 39 
A1APO C23 H231 SING N N 40 
A1APO C23 H232 SING N N 41 
A1APO C3  H31  SING N N 42 
A1APO C9  H91  SING N N 43 
A1APO N18 H182 SING N N 44 
A1APO N18 H181 SING N N 45 
A1APO N19 H191 SING N N 46 
# 
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 
A1APO SMILES           ACDLabs              12.01 "N#CC1CC1C(=O)Nc1cc2cc(cc(N)c2cn1)c1cnccc1C"                                                                                                                       
A1APO InChI            InChI                1.06  "InChI=1S/C20H17N5O/c1-11-2-3-23-9-16(11)12-4-13-7-19(24-10-17(13)18(22)6-12)25-20(26)15-5-14(15)8-21/h2-4,6-7,9-10,14-15H,5,22H2,1H3,(H,24,25,26)/t14-,15+/m1/s1" 
A1APO InChIKey         InChI                1.06  DKSAUTCUJKILFS-CABCVRRESA-N                                                                                                                                        
A1APO SMILES_CANONICAL CACTVS               3.385 "Cc1ccncc1c2cc(N)c3cnc(NC(=O)[C@H]4C[C@@H]4C#N)cc3c2"                                                                                                              
A1APO SMILES           CACTVS               3.385 "Cc1ccncc1c2cc(N)c3cnc(NC(=O)[CH]4C[CH]4C#N)cc3c2"                                                                                                                 
A1APO SMILES_CANONICAL "OpenEye OEToolkits" 2.0.7 "Cc1ccncc1c2cc3cc(ncc3c(c2)N)NC(=O)[C@H]4C[C@@H]4C#N"                                                                                                              
A1APO SMILES           "OpenEye OEToolkits" 2.0.7 "Cc1ccncc1c2cc3cc(ncc3c(c2)N)NC(=O)C4CC4C#N"                                                                                                                       
# 
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 
A1APO "SYSTEMATIC NAME" ACDLabs              12.01 "(1S,2S)-N-[(6P)-8-amino-6-(4-methylpyridin-3-yl)isoquinolin-3-yl]-2-cyanocyclopropane-1-carboxamide"       
A1APO "SYSTEMATIC NAME" "OpenEye OEToolkits" 2.0.7 "(1~{S},2~{S})-~{N}-[8-azanyl-6-(4-methylpyridin-3-yl)isoquinolin-3-yl]-2-cyano-cyclopropane-1-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 
A1APO "Create component" 2024-04-24 RCSB 
A1APO "Initial release"  2024-10-02 RCSB 
# 
