data_A1AKR
# 
_chem_comp.id                                    A1AKR 
_chem_comp.name                                  "3-[4-(cyclopropylcarbamamido)benzamido]-1-methyl-1H-pyrrolo[2,3-b]pyridine-2-carboxylic acid" 
_chem_comp.type                                  non-polymer 
_chem_comp.pdbx_type                             HETAIN 
_chem_comp.formula                               "C20 H19 N5 O4" 
_chem_comp.mon_nstd_parent_comp_id               ? 
_chem_comp.pdbx_synonyms                         ? 
_chem_comp.pdbx_formal_charge                    0 
_chem_comp.pdbx_initial_date                     2024-04-04 
_chem_comp.pdbx_modified_date                    2024-05-10 
_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                        393.396 
_chem_comp.one_letter_code                       ? 
_chem_comp.three_letter_code                     A1AKR 
_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        7GZI 
_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 
A1AKR N1  N1  N 0 1 N N N N N N -3.747  14.785 -1.841 -1.703 0.399  0.524  N1  A1AKR 1  
A1AKR N3  N2  N 0 1 N N N N N N -8.129  15.266 5.686  6.909  0.228  0.249  N3  A1AKR 2  
A1AKR C4  C1  C 0 1 N N N N N N -5.092  14.811 -1.600 -0.803 -0.519 0.120  C4  A1AKR 3  
A1AKR C5  C2  C 0 1 Y N N N N N -5.517  15.016 -0.184 0.637  -0.290 0.349  C5  A1AKR 4  
A1AKR C6  C3  C 0 1 Y N N N N N -6.867  14.835 0.095  1.572  -1.240 -0.070 C6  A1AKR 5  
A1AKR C7  C4  C 0 1 Y N N N N N -7.342  14.934 1.392  2.915  -1.023 0.145  C7  A1AKR 6  
A1AKR C8  C5  C 0 1 Y N N N N N -6.472  15.221 2.437  3.341  0.140  0.779  C8  A1AKR 7  
A1AKR C10 C6  C 0 1 N N N N N N -9.267  15.650 6.522  7.890  -0.227 -0.739 C10 A1AKR 8  
A1AKR C13 C7  C 0 1 Y N N N N N -5.124  15.449 2.156  2.412  1.088  1.197  C13 A1AKR 9  
A1AKR C15 C8  C 0 1 Y N N N N N -3.545  14.424 -4.390 -3.787 -1.026 0.150  C15 A1AKR 10 
A1AKR C17 C9  C 0 1 Y N N N N N -4.768  14.469 -6.451 -4.419 -3.324 0.213  C17 A1AKR 11 
A1AKR O3  O1  O 0 1 N N N N N N -8.979  16.118 3.767  5.239  -0.705 -0.880 O3  A1AKR 12 
A1AKR C9  C10 C 0 1 N N N N N N -8.071  15.541 4.367  5.603  -0.063 0.087  C9  A1AKR 13 
A1AKR C12 C11 C 0 1 N N N N N N -10.527 14.887 6.385  8.964  0.769  -1.179 C12 A1AKR 14 
A1AKR C11 C12 C 0 1 N N N N N N -9.696  14.738 7.606  9.335  -0.404 -0.270 C11 A1AKR 15 
A1AKR N2  N3  N 0 1 N N N N N N -6.893  15.144 3.787  4.701  0.356  0.996  N2  A1AKR 16 
A1AKR C14 C13 C 0 1 Y N N N N N -4.654  15.339 0.860  1.069  0.880  0.980  C14 A1AKR 17 
A1AKR O2  O2  O 0 1 N N N N N N -5.919  14.699 -2.497 -1.176 -1.535 -0.434 O2  A1AKR 18 
A1AKR C3  C14 C 0 1 Y N N N N N -3.056  14.501 -3.044 -3.048 0.236  0.213  C3  A1AKR 19 
A1AKR C1  C15 C 0 1 Y N N N N N -1.738  14.089 -3.034 -3.950 1.234  -0.098 C1  A1AKR 20 
A1AKR C2  C16 C 0 1 N N N N N N -0.832  13.949 -1.850 -3.658 2.620  -0.156 C2  A1AKR 21 
A1AKR O1  O3  O 0 1 N N N N N N -1.293  14.580 -0.806 -4.649 3.510  -0.374 O1  A1AKR 22 
A1AKR O   O4  O 0 1 N N N N N N 0.205   13.259 -1.818 -2.514 3.007  -0.010 O   A1AKR 23 
A1AKR C19 C17 C 0 1 Y N N N N N -2.470  13.931 -5.153 -5.111 -0.704 -0.207 C19 A1AKR 24 
A1AKR N   N4  N 0 1 Y N N N N N -1.374  13.761 -4.339 -5.189 0.659  -0.345 N   A1AKR 25 
A1AKR C   C18 C 0 1 N N N N N N -0.037  13.426 -4.831 -6.401 1.399  -0.707 C   A1AKR 26 
A1AKR N4  N5  N 0 1 Y N N N N N -2.498  13.659 -6.461 -6.011 -1.672 -0.338 N4  A1AKR 27 
A1AKR C18 C19 C 0 1 Y N N N N N -3.659  13.935 -7.080 -5.703 -2.935 -0.141 C18 A1AKR 28 
A1AKR C16 C20 C 0 1 Y N N N N N -4.717  14.709 -5.089 -3.437 -2.364 0.359  C16 A1AKR 29 
A1AKR H4  H1  H 0 1 N N N N N N -3.167  14.997 -1.054 -1.414 1.170  1.036  H4  A1AKR 30 
A1AKR H8  H2  H 0 1 N N N N N N -7.364  14.781 6.109  7.199  0.740  1.020  H8  A1AKR 31 
A1AKR H5  H3  H 0 1 N N N N N N -7.553  14.615 -0.709 1.243  -2.143 -0.562 H5  A1AKR 32 
A1AKR H6  H4  H 0 1 N N N N N N -8.393  14.788 1.592  3.638  -1.757 -0.179 H6  A1AKR 33 
A1AKR H9  H5  H 0 1 N N N N N N -9.377  16.725 6.728  7.514  -0.925 -1.487 H9  A1AKR 34 
A1AKR H14 H6  H 0 1 N N N N N N -4.445  15.712 2.954  2.746  1.989  1.689  H14 A1AKR 35 
A1AKR H17 H7  H 0 1 N N N N N N -5.661  14.696 -7.014 -4.189 -4.367 0.369  H17 A1AKR 36 
A1AKR H13 H8  H 0 1 N N N N N N -10.594 14.061 5.661  9.296  0.727  -2.216 H13 A1AKR 37 
A1AKR H12 H9  H 0 1 N N N N N N -11.494 15.408 6.438  8.941  1.764  -0.733 H12 A1AKR 38 
A1AKR H11 H10 H 0 1 N N N N N N -9.147  13.802 7.787  9.556  -0.182 0.774  H11 A1AKR 39 
A1AKR H10 H11 H 0 1 N N N N N N -10.047 15.149 8.564  9.910  -1.219 -0.710 H10 A1AKR 40 
A1AKR H7  H12 H 0 1 N N N N N N -6.229  14.737 4.414  4.998  0.807  1.801  H7  A1AKR 41 
A1AKR H15 H13 H 0 1 N N N N N N -3.607  15.505 0.655  0.349  1.619  1.300  H15 A1AKR 42 
A1AKR H3  H14 H 0 1 N N N N N N -0.722  14.423 -0.063 -4.354 4.430  -0.397 H3  A1AKR 43 
A1AKR H1  H15 H 0 1 N N N N N N -0.085  13.216 -5.910 -6.460 1.490  -1.792 H1  A1AKR 44 
A1AKR H2  H16 H 0 1 N N N N N N 0.642   14.272 -4.652 -7.276 0.864  -0.339 H2  A1AKR 45 
A1AKR H   H17 H 0 1 N N N N N N 0.337   12.537 -4.301 -6.367 2.392  -0.260 H   A1AKR 46 
A1AKR H18 H18 H 0 1 N N N N N N -3.730  13.726 -8.137 -6.469 -3.688 -0.255 H18 A1AKR 47 
A1AKR H16 H19 H 0 1 N N N N N N -5.576  15.113 -4.573 -2.428 -2.638 0.628  H16 A1AKR 48 
# 
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 
A1AKR C   N   SING N N 1  
A1AKR N   C1  SING Y N 2  
A1AKR C2  C1  SING N N 3  
A1AKR O   C2  DOUB N N 4  
A1AKR O1  C2  SING N N 5  
A1AKR C1  C3  DOUB Y N 6  
A1AKR C3  N1  SING N N 7  
A1AKR N1  C4  SING N N 8  
A1AKR O2  C4  DOUB N N 9  
A1AKR C4  C5  SING N N 10 
A1AKR C5  C6  DOUB Y N 11 
A1AKR C6  C7  SING Y N 12 
A1AKR C7  C8  DOUB Y N 13 
A1AKR C8  N2  SING N N 14 
A1AKR N2  C9  SING N N 15 
A1AKR C9  O3  DOUB N N 16 
A1AKR N3  C9  SING N N 17 
A1AKR C10 N3  SING N N 18 
A1AKR C10 C11 SING N N 19 
A1AKR C11 C12 SING N N 20 
A1AKR C12 C10 SING N N 21 
A1AKR C13 C8  SING Y N 22 
A1AKR C14 C13 DOUB Y N 23 
A1AKR C5  C14 SING Y N 24 
A1AKR C15 C3  SING Y N 25 
A1AKR C15 C16 DOUB Y N 26 
A1AKR C16 C17 SING Y N 27 
A1AKR C17 C18 DOUB Y N 28 
A1AKR C18 N4  SING Y N 29 
A1AKR N4  C19 DOUB Y N 30 
A1AKR C19 C15 SING Y N 31 
A1AKR N   C19 SING Y N 32 
A1AKR N1  H4  SING N N 33 
A1AKR N3  H8  SING N N 34 
A1AKR C6  H5  SING N N 35 
A1AKR C7  H6  SING N N 36 
A1AKR C10 H9  SING N N 37 
A1AKR C13 H14 SING N N 38 
A1AKR C17 H17 SING N N 39 
A1AKR C12 H13 SING N N 40 
A1AKR C12 H12 SING N N 41 
A1AKR C11 H11 SING N N 42 
A1AKR C11 H10 SING N N 43 
A1AKR N2  H7  SING N N 44 
A1AKR C14 H15 SING N N 45 
A1AKR O1  H3  SING N N 46 
A1AKR C   H1  SING N N 47 
A1AKR C   H2  SING N N 48 
A1AKR C   H   SING N N 49 
A1AKR C18 H18 SING N N 50 
A1AKR C16 H16 SING N N 51 
# 
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 
A1AKR SMILES           ACDLabs              12.01 "O=C(NC1CC1)Nc1ccc(cc1)C(=O)Nc1c2cccnc2n(C)c1C(=O)O"                                                                                                                   
A1AKR InChI            InChI                1.06  "InChI=1S/C20H19N5O4/c1-25-16(19(27)28)15(14-3-2-10-21-17(14)25)24-18(26)11-4-6-12(7-5-11)22-20(29)23-13-8-9-13/h2-7,10,13H,8-9H2,1H3,(H,24,26)(H,27,28)(H2,22,23,29)" 
A1AKR InChIKey         InChI                1.06  KIFMKXWFBOXZHD-UHFFFAOYSA-N                                                                                                                                            
A1AKR SMILES_CANONICAL CACTVS               3.385 "Cn1c2ncccc2c(NC(=O)c3ccc(NC(=O)NC4CC4)cc3)c1C(O)=O"                                                                                                                   
A1AKR SMILES           CACTVS               3.385 "Cn1c2ncccc2c(NC(=O)c3ccc(NC(=O)NC4CC4)cc3)c1C(O)=O"                                                                                                                   
A1AKR SMILES_CANONICAL "OpenEye OEToolkits" 2.0.7 "Cn1c(c(c2c1nccc2)NC(=O)c3ccc(cc3)NC(=O)NC4CC4)C(=O)O"                                                                                                                 
A1AKR SMILES           "OpenEye OEToolkits" 2.0.7 "Cn1c(c(c2c1nccc2)NC(=O)c3ccc(cc3)NC(=O)NC4CC4)C(=O)O"                                                                                                                 
# 
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 
A1AKR "SYSTEMATIC NAME" ACDLabs              12.01 "3-[4-(cyclopropylcarbamamido)benzamido]-1-methyl-1H-pyrrolo[2,3-b]pyridine-2-carboxylic acid"             
A1AKR "SYSTEMATIC NAME" "OpenEye OEToolkits" 2.0.7 "3-[[4-(cyclopropylcarbamoylamino)phenyl]carbonylamino]-1-methyl-pyrrolo[2,3-b]pyridine-2-carboxylic acid" 
# 
loop_
_pdbx_chem_comp_audit.comp_id 
_pdbx_chem_comp_audit.action_type 
_pdbx_chem_comp_audit.date 
_pdbx_chem_comp_audit.processing_site 
A1AKR "Create component" 2024-04-04 RCSB 
A1AKR "Initial release"  2024-05-15 RCSB 
# 
