data_A1BKN
# 
_chem_comp.id                                    A1BKN 
_chem_comp.name                                  "6-cyclopropyl-N-{[(3S)-3-hydroxy-1-(1H-pyrrolo[2,3-b]pyridine-5-carbonyl)pyrrolidin-3-yl]methyl}pyridine-2-carboxamide" 
_chem_comp.type                                  non-polymer 
_chem_comp.pdbx_type                             HETAIN 
_chem_comp.formula                               "C22 H23 N5 O3" 
_chem_comp.mon_nstd_parent_comp_id               ? 
_chem_comp.pdbx_synonyms                         ? 
_chem_comp.pdbx_formal_charge                    0 
_chem_comp.pdbx_initial_date                     2024-12-09 
_chem_comp.pdbx_modified_date                    2025-08-15 
_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                        405.450 
_chem_comp.one_letter_code                       ? 
_chem_comp.three_letter_code                     A1BKN 
_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        7HPZ 
_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 
A1BKN N2  N1  N 0 1 N N N N N N -43.394 -28.675 2.375  -1.743 0.326  -0.438 N2  A1BKN 1  
A1BKN C3  C1  C 0 1 N N S N N N -42.899 -27.908 0.160  0.038  1.705  0.379  C3  A1BKN 2  
A1BKN C6  C2  C 0 1 N N N N N N -43.798 -29.579 3.366  -2.412 -0.819 -0.677 C6  A1BKN 3  
A1BKN C9  C3  C 0 1 Y N N N N N -46.651 -28.947 6.409  -6.560 -1.139 0.033  C9  A1BKN 4  
A1BKN C12 C4  C 0 1 Y N N N N N -47.107 -28.946 5.059  -5.952 0.128  0.142  C12 A1BKN 5  
A1BKN C14 C5  C 0 1 N N N N N N -42.403 -28.857 1.314  -0.284 0.508  -0.550 C14 A1BKN 6  
A1BKN C17 C6  C 0 1 Y N N N N N -45.612 -34.703 -0.471 7.173  0.477  -0.383 C17 A1BKN 7  
A1BKN C19 C7  C 0 1 Y N N N N N -44.198 -34.022 -2.281 5.609  -1.161 0.389  C19 A1BKN 8  
A1BKN C1  C8  C 0 1 N N N N N N -44.820 -30.968 -0.265 3.695  1.883  -0.272 C1  A1BKN 9  
A1BKN C10 C9  C 0 1 Y N N N N N -48.884 -28.588 6.425  -8.152 0.347  0.586  C10 A1BKN 10 
A1BKN C11 C10 C 0 1 Y N N N N N -48.522 -28.712 5.098  -7.020 1.064  0.502  C11 A1BKN 11 
A1BKN C13 C11 C 0 1 Y N N N N N -46.162 -29.152 4.049  -4.584 0.257  -0.088 C13 A1BKN 12 
A1BKN C15 C12 C 0 1 Y N N N N N -44.872 -32.430 -0.702 4.835  0.944  -0.154 C15 A1BKN 13 
A1BKN C16 C13 C 0 1 Y N N N N N -45.604 -33.391 0.002  6.116  1.367  -0.498 C16 A1BKN 14 
A1BKN C18 C14 C 0 1 Y N N N N N -44.911 -35.042 -1.620 6.910  -0.806 0.069  C18 A1BKN 15 
A1BKN C2  C15 C 0 1 N N N N N N -44.093 -28.560 -0.647 1.325  2.408  -0.057 C2  A1BKN 16 
A1BKN C20 C16 C 0 1 N N N N N N -43.426 -34.302 -3.522 5.316  -2.557 0.874  C20 A1BKN 17 
A1BKN C21 C17 C 0 1 N N N N N N -44.078 -34.336 -4.871 5.098  -3.641 -0.183 C21 A1BKN 18 
A1BKN C22 C18 C 0 1 N N N N N N -43.001 -33.291 -4.538 6.387  -3.624 0.642  C22 A1BKN 19 
A1BKN C4  C19 C 0 1 N N N N N N -43.341 -26.700 0.999  -1.198 2.617  0.151  C4  A1BKN 20 
A1BKN C5  C20 C 0 1 N N N N N N -43.987 -27.309 2.259  -2.347 1.602  -0.029 C5  A1BKN 21 
A1BKN C7  C21 C 0 1 Y N N N N N -44.838 -29.342 4.409  -3.865 -0.893 -0.421 C7  A1BKN 22 
A1BKN C8  C22 C 0 1 Y N N N N N -44.487 -29.330 5.784  -4.540 -2.116 -0.510 C8  A1BKN 23 
A1BKN N1  N2  N 0 1 N N N N N N -44.147 -29.987 -1.025 2.453  1.480  0.060  N1  A1BKN 24 
A1BKN N3  N3  N 0 1 Y N N N N N -45.344 -29.139 6.797  -5.831 -2.203 -0.287 N3  A1BKN 25 
A1BKN N4  N4  N 0 1 Y N N N N N -47.746 -28.725 7.232  -7.892 -0.969 0.313  N4  A1BKN 26 
A1BKN N5  N5  N 0 1 Y N N N N N -44.183 -32.731 -1.836 4.625  -0.296 0.270  N5  A1BKN 27 
A1BKN O1  O1  O 0 1 N N N N N N -45.404 -30.671 0.767  3.880  3.017  -0.668 O1  A1BKN 28 
A1BKN O2  O2  O 0 1 N N N N N N -41.887 -27.602 -0.739 0.122  1.287  1.743  O2  A1BKN 29 
A1BKN O3  O3  O 0 1 N N N N N N -43.255 -30.677 3.367  -1.820 -1.792 -1.103 O3  A1BKN 30 
A1BKN H15 H1  H 0 1 N N N N N N -42.380 -29.904 0.976  0.237  -0.387 -0.210 H15 A1BKN 31 
A1BKN H14 H2  H 0 1 N N N N N N -41.402 -28.561 1.660  -0.009 0.741  -1.578 H14 A1BKN 32 
A1BKN H17 H3  H 0 1 N N N N N N -46.168 -35.461 0.061  8.178  0.776  -0.642 H17 A1BKN 33 
A1BKN H11 H4  H 0 1 N N N N N N -49.887 -28.413 6.785  -9.122 0.749  0.837  H11 A1BKN 34 
A1BKN H12 H5  H 0 1 N N N N N N -49.183 -28.645 4.246  -6.917 2.126  0.669  H12 A1BKN 35 
A1BKN H13 H6  H 0 1 N N N N N N -46.458 -29.163 3.010  -4.095 1.217  -0.011 H13 A1BKN 36 
A1BKN H16 H7  H 0 1 N N N N N N -46.152 -33.123 0.893  6.285  2.374  -0.850 H16 A1BKN 37 
A1BKN H18 H8  H 0 1 N N N N N N -44.912 -36.055 -1.995 7.711  -1.524 0.170  H18 A1BKN 38 
A1BKN H2  H9  H 0 1 N N N N N N -44.159 -27.998 -1.590 1.229  2.734  -1.093 H2  A1BKN 39 
A1BKN H3  H10 H 0 1 N N N N N N -44.996 -28.375 -0.047 1.500  3.274  0.581  H3  A1BKN 40 
A1BKN H19 H11 H 0 1 N N N N N N -42.687 -35.106 -3.390 4.731  -2.623 1.792  H19 A1BKN 41 
A1BKN H21 H12 H 0 1 N N N N N N -45.128 -34.030 -4.985 4.369  -4.421 0.039  H21 A1BKN 42 
A1BKN H20 H13 H 0 1 N N N N N N -43.856 -35.154 -5.572 5.165  -3.345 -1.229 H20 A1BKN 43 
A1BKN H23 H14 H 0 1 N N N N N N -42.005 -33.358 -5.000 7.303  -3.317 0.137  H23 A1BKN 44 
A1BKN H22 H15 H 0 1 N N N N N N -43.277 -32.234 -4.414 6.507  -4.393 1.405  H22 A1BKN 45 
A1BKN H5  H16 H 0 1 N N N N N N -42.475 -26.079 1.270  -1.376 3.250  1.020  H5  A1BKN 46 
A1BKN H6  H17 H 0 1 N N N N N N -44.071 -26.090 0.446  -1.073 3.220  -0.748 H6  A1BKN 47 
A1BKN H8  H18 H 0 1 N N N N N N -43.746 -26.706 3.147  -3.034 1.953  -0.799 H8  A1BKN 48 
A1BKN H7  H19 H 0 1 N N N N N N -45.079 -27.370 2.143  -2.879 1.473  0.914  H7  A1BKN 49 
A1BKN H9  H20 H 0 1 N N N N N N -43.448 -29.487 6.034  -3.987 -3.008 -0.768 H9  A1BKN 50 
A1BKN H1  H21 H 0 1 N N N N N N -43.683 -30.273 -1.863 2.305  0.575  0.376  H1  A1BKN 51 
A1BKN H10 H22 H 0 1 N N N N N N -47.727 -28.672 8.230  -8.554 -1.678 0.317  H10 A1BKN 52 
A1BKN H4  H23 H 0 1 N N N N N N -41.158 -27.208 -0.274 0.879  0.716  1.933  H4  A1BKN 53 
# 
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 
A1BKN C21 C22 SING N N 1  
A1BKN C21 C20 SING N N 2  
A1BKN C22 C20 SING N N 3  
A1BKN C20 C19 SING N N 4  
A1BKN C19 N5  DOUB Y N 5  
A1BKN C19 C18 SING Y N 6  
A1BKN N5  C15 SING Y N 7  
A1BKN C18 C17 DOUB Y N 8  
A1BKN N1  C2  SING N N 9  
A1BKN N1  C1  SING N N 10 
A1BKN O2  C3  SING N N 11 
A1BKN C15 C1  SING N N 12 
A1BKN C15 C16 DOUB Y N 13 
A1BKN C2  C3  SING N N 14 
A1BKN C17 C16 SING Y N 15 
A1BKN C1  O1  DOUB N N 16 
A1BKN C3  C4  SING N N 17 
A1BKN C3  C14 SING N N 18 
A1BKN C4  C5  SING N N 19 
A1BKN C14 N2  SING N N 20 
A1BKN C5  N2  SING N N 21 
A1BKN N2  C6  SING N N 22 
A1BKN C6  O3  DOUB N N 23 
A1BKN C6  C7  SING N N 24 
A1BKN C13 C7  DOUB Y N 25 
A1BKN C13 C12 SING Y N 26 
A1BKN C7  C8  SING Y N 27 
A1BKN C12 C11 SING Y N 28 
A1BKN C12 C9  DOUB Y N 29 
A1BKN C11 C10 DOUB Y N 30 
A1BKN C8  N3  DOUB Y N 31 
A1BKN C9  N3  SING Y N 32 
A1BKN C9  N4  SING Y N 33 
A1BKN C10 N4  SING Y N 34 
A1BKN C14 H15 SING N N 35 
A1BKN C14 H14 SING N N 36 
A1BKN C17 H17 SING N N 37 
A1BKN C10 H11 SING N N 38 
A1BKN C11 H12 SING N N 39 
A1BKN C13 H13 SING N N 40 
A1BKN C16 H16 SING N N 41 
A1BKN C18 H18 SING N N 42 
A1BKN C2  H2  SING N N 43 
A1BKN C2  H3  SING N N 44 
A1BKN C20 H19 SING N N 45 
A1BKN C21 H21 SING N N 46 
A1BKN C21 H20 SING N N 47 
A1BKN C22 H23 SING N N 48 
A1BKN C22 H22 SING N N 49 
A1BKN C4  H5  SING N N 50 
A1BKN C4  H6  SING N N 51 
A1BKN C5  H8  SING N N 52 
A1BKN C5  H7  SING N N 53 
A1BKN C8  H9  SING N N 54 
A1BKN N1  H1  SING N N 55 
A1BKN N4  H10 SING N N 56 
A1BKN O2  H4  SING N N 57 
# 
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 
A1BKN SMILES           ACDLabs              14.52   "OC1(CNC(=O)c2cccc(n2)C2CC2)CCN(C1)C(=O)c1cc2cc[NH]c2nc1"                                                                                                                                  
A1BKN InChI            InChI                1.06    "InChI=1S/C22H23N5O3/c28-20(18-3-1-2-17(26-18)14-4-5-14)25-12-22(30)7-9-27(13-22)21(29)16-10-15-6-8-23-19(15)24-11-16/h1-3,6,8,10-11,14,30H,4-5,7,9,12-13H2,(H,23,24)(H,25,28)/t22-/m0/s1" 
A1BKN InChIKey         InChI                1.06    VAZWTOOMLWLRPN-QFIPXVFZSA-N                                                                                                                                                                
A1BKN SMILES_CANONICAL CACTVS               3.385   "O[C@@]1(CCN(C1)C(=O)c2cnc3[nH]ccc3c2)CNC(=O)c4cccc(n4)C5CC5"                                                                                                                              
A1BKN SMILES           CACTVS               3.385   "O[C]1(CCN(C1)C(=O)c2cnc3[nH]ccc3c2)CNC(=O)c4cccc(n4)C5CC5"                                                                                                                                
A1BKN SMILES_CANONICAL "OpenEye OEToolkits" 3.1.0.0 "c1cc(nc(c1)C(=O)NC[C@]2(CCN(C2)C(=O)c3cc4cc[nH]c4nc3)O)C5CC5"                                                                                                                             
A1BKN SMILES           "OpenEye OEToolkits" 3.1.0.0 "c1cc(nc(c1)C(=O)NCC2(CCN(C2)C(=O)c3cc4cc[nH]c4nc3)O)C5CC5"                                                                                                                                
# 
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 
A1BKN "SYSTEMATIC NAME" ACDLabs              14.52   "6-cyclopropyl-N-{[(3S)-3-hydroxy-1-(1H-pyrrolo[2,3-b]pyridine-5-carbonyl)pyrrolidin-3-yl]methyl}pyridine-2-carboxamide"            
A1BKN "SYSTEMATIC NAME" "OpenEye OEToolkits" 3.1.0.0 "6-cyclopropyl-~{N}-[[(3~{S})-3-oxidanyl-1-(1~{H}-pyrrolo[2,3-b]pyridin-5-ylcarbonyl)pyrrolidin-3-yl]methyl]pyridine-2-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 
A1BKN "Create component" 2024-12-09 RCSB 
A1BKN "Initial release"  2025-08-20 RCSB 
# 
