data_A1BKH
# 
_chem_comp.id                                    A1BKH 
_chem_comp.name                                  "(1R,2S)-2-[(7-fluoro-9H-pyrimido[4,5-b]indol-4-yl)amino]-N-methylcyclohexane-1-carboxamide" 
_chem_comp.type                                  non-polymer 
_chem_comp.pdbx_type                             HETAIN 
_chem_comp.formula                               "C18 H20 F N5 O" 
_chem_comp.mon_nstd_parent_comp_id               ? 
_chem_comp.pdbx_synonyms                         ? 
_chem_comp.pdbx_formal_charge                    0 
_chem_comp.pdbx_initial_date                     2024-12-09 
_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                        341.383 
_chem_comp.one_letter_code                       ? 
_chem_comp.three_letter_code                     A1BKH 
_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        7HQ5 
_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 
A1BKH N2  N1  N 0 1 N N N N N N -45.477 -29.148 2.386  -1.049 -0.545 0.268  N2  A1BKH 1  
A1BKH C3  C1  C 0 1 N N R N N N -45.104 -28.954 -0.098 -3.338 0.311  0.184  C3  A1BKH 2  
A1BKH C6  C2  C 0 1 N N N N N N -44.653 -31.674 -0.003 -2.420 -0.582 2.818  C6  A1BKH 3  
A1BKH C9  C3  C 0 1 Y N N N N N -45.397 -29.212 3.775  -0.099 -1.470 -0.129 C9  A1BKH 4  
A1BKH C12 C4  C 0 1 Y N N N N N -46.591 -29.162 4.537  1.255  -1.122 -0.197 C12 A1BKH 5  
A1BKH C14 C5  C 0 1 Y N N N N N -48.922 -29.005 3.329  1.671  1.385  0.496  C14 A1BKH 6  
A1BKH C17 C6  C 0 1 Y N N N N N -49.951 -29.025 5.979  4.336  0.776  -0.022 C17 A1BKH 7  
A1BKH C1  C7  C 0 1 N N N N N N -45.359 -25.074 -0.588 -3.461 2.687  -2.816 C1  A1BKH 8  
A1BKH C10 C8  C 0 1 Y N N N N N -44.151 -29.329 5.768  0.453  -3.598 -0.826 C10 A1BKH 9  
A1BKH C11 C9  C 0 1 Y N N N N N -46.377 -29.209 5.929  2.183  -2.093 -0.604 C11 A1BKH 10 
A1BKH C13 C10 C 0 1 Y N N N N N -48.006 -29.077 4.369  2.021  0.105  0.071  C13 A1BKH 11 
A1BKH C15 C11 C 0 1 Y N N N N N -50.282 -28.933 3.567  2.646  2.344  0.658  C15 A1BKH 12 
A1BKH C16 C12 C 0 1 Y N N N N N -50.801 -28.951 4.872  3.976  2.040  0.399  C16 A1BKH 13 
A1BKH C18 C13 C 0 1 Y N N N N N -48.595 -29.078 5.664  3.365  -0.205 -0.191 C18 A1BKH 14 
A1BKH C2  C14 C 0 1 N N N N N N -45.650 -27.514 -0.033 -3.064 0.950  -1.154 C2  A1BKH 15 
A1BKH C4  C15 C 0 1 N N N N N N -46.180 -29.886 -0.741 -3.020 1.308  1.299  C4  A1BKH 16 
A1BKH C5  C16 C 0 1 N N N N N N -46.084 -31.350 -0.353 -3.299 0.660  2.657  C5  A1BKH 17 
A1BKH C7  C17 C 0 1 N N N N N N -44.266 -30.986 1.286  -2.738 -1.580 1.702  C7  A1BKH 18 
A1BKH C8  C18 C 0 1 N N S N N N -44.512 -29.468 1.307  -2.460 -0.931 0.345  C8  A1BKH 19 
A1BKH F1  F1  F 0 1 N N N N N N -52.092 -28.898 5.046  4.924  2.988  0.561  F1  A1BKH 20 
A1BKH N1  N2  N 0 1 N N N N N N -44.917 -26.465 -0.605 -3.727 2.066  -1.516 N1  A1BKH 21 
A1BKH N3  N3  N 0 1 Y N N N N N -44.166 -29.287 4.395  -0.451 -2.713 -0.449 N3  A1BKH 22 
A1BKH N4  N4  N 0 1 Y N N N N N -45.202 -29.297 6.602  1.734  -3.311 -0.909 N4  A1BKH 23 
A1BKH N5  N5  N 0 1 Y N N N N N -47.588 -29.159 6.644  3.435  -1.528 -0.594 N5  A1BKH 24 
A1BKH O1  O1  O 0 1 N N N N N N -46.724 -27.243 0.507  -2.247 0.459  -1.904 O1  A1BKH 25 
A1BKH H15 H1  H 0 1 N N N N N N -45.711 -28.191 2.211  -0.780 0.358  0.498  H15 A1BKH 26 
A1BKH H1  H2  H 0 1 N N N N N N -44.253 -28.936 -0.795 -4.388 0.024  0.241  H1  A1BKH 27 
A1BKH H12 H3  H 0 1 N N N N N N -44.545 -32.762 0.119  -1.370 -0.295 2.761  H12 A1BKH 28 
A1BKH H11 H4  H 0 1 N N N N N N -43.993 -31.328 -0.812 -2.618 -1.044 3.786  H11 A1BKH 29 
A1BKH H17 H5  H 0 1 N N N N N N -48.564 -29.005 2.310  0.637  1.624  0.698  H17 A1BKH 30 
A1BKH H19 H6  H 0 1 N N N N N N -50.316 -29.040 6.995  5.373  0.548  -0.222 H19 A1BKH 31 
A1BKH H4  H7  H 0 1 N N N N N N -44.614 -24.446 -1.098 -4.087 3.572  -2.931 H4  A1BKH 32 
A1BKH H5  H8  H 0 1 N N N N N N -46.326 -24.990 -1.106 -2.411 2.974  -2.873 H5  A1BKH 33 
A1BKH H3  H9  H 0 1 N N N N N N -45.471 -24.738 0.453  -3.688 1.976  -3.611 H3  A1BKH 34 
A1BKH H16 H10 H 0 1 N N N N N N -43.178 -29.396 6.231  0.127  -4.595 -1.082 H16 A1BKH 35 
A1BKH H18 H11 H 0 1 N N N N N N -50.961 -28.861 2.730  2.375  3.337  0.988  H18 A1BKH 36 
A1BKH H8  H12 H 0 1 N N N N N N -46.080 -29.817 -1.834 -1.971 1.596  1.242  H8  A1BKH 37 
A1BKH H7  H13 H 0 1 N N N N N N -47.172 -29.519 -0.439 -3.646 2.193  1.185  H7  A1BKH 38 
A1BKH H10 H14 H 0 1 N N N N N N -46.729 -31.544 0.517  -4.348 0.373  2.714  H10 A1BKH 39 
A1BKH H9  H15 H 0 1 N N N N N N -46.408 -31.977 -1.197 -3.072 1.370  3.452  H9  A1BKH 40 
A1BKH H14 H16 H 0 1 N N N N N N -44.848 -31.438 2.103  -2.112 -2.465 1.817  H14 A1BKH 41 
A1BKH H13 H17 H 0 1 N N N N N N -43.194 -31.161 1.459  -3.788 -1.867 1.760  H13 A1BKH 42 
A1BKH H2  H18 H 0 1 N N N N N N -43.559 -28.950 1.491  -2.686 -1.642 -0.451 H2  A1BKH 43 
A1BKH H6  H19 H 0 1 N N N N N N -44.047 -26.681 -1.047 -4.381 2.458  -0.916 H6  A1BKH 44 
A1BKH H20 H20 H 0 1 N N N N N N -47.708 -29.177 7.637  4.253  -1.991 -0.836 H20 A1BKH 45 
# 
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 
A1BKH C4  C5  SING N N 1  
A1BKH C4  C3  SING N N 2  
A1BKH N1  C1  SING N N 3  
A1BKH N1  C2  SING N N 4  
A1BKH C5  C6  SING N N 5  
A1BKH C3  C2  SING N N 6  
A1BKH C3  C8  SING N N 7  
A1BKH C2  O1  DOUB N N 8  
A1BKH C6  C7  SING N N 9  
A1BKH C7  C8  SING N N 10 
A1BKH C8  N2  SING N N 11 
A1BKH N2  C9  SING N N 12 
A1BKH C14 C15 DOUB Y N 13 
A1BKH C14 C13 SING Y N 14 
A1BKH C15 C16 SING Y N 15 
A1BKH C9  N3  DOUB Y N 16 
A1BKH C9  C12 SING Y N 17 
A1BKH C13 C12 SING Y N 18 
A1BKH C13 C18 DOUB Y N 19 
A1BKH N3  C10 SING Y N 20 
A1BKH C12 C11 DOUB Y N 21 
A1BKH C16 F1  SING N N 22 
A1BKH C16 C17 DOUB Y N 23 
A1BKH C18 C17 SING Y N 24 
A1BKH C18 N5  SING Y N 25 
A1BKH C10 N4  DOUB Y N 26 
A1BKH C11 N4  SING Y N 27 
A1BKH C11 N5  SING Y N 28 
A1BKH N2  H15 SING N N 29 
A1BKH C3  H1  SING N N 30 
A1BKH C6  H12 SING N N 31 
A1BKH C6  H11 SING N N 32 
A1BKH C14 H17 SING N N 33 
A1BKH C17 H19 SING N N 34 
A1BKH C1  H4  SING N N 35 
A1BKH C1  H5  SING N N 36 
A1BKH C1  H3  SING N N 37 
A1BKH C10 H16 SING N N 38 
A1BKH C15 H18 SING N N 39 
A1BKH C4  H8  SING N N 40 
A1BKH C4  H7  SING N N 41 
A1BKH C5  H10 SING N N 42 
A1BKH C5  H9  SING N N 43 
A1BKH C7  H14 SING N N 44 
A1BKH C7  H13 SING N N 45 
A1BKH C8  H2  SING N N 46 
A1BKH N1  H6  SING N N 47 
A1BKH N5  H20 SING N N 48 
# 
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 
A1BKH SMILES           ACDLabs              14.52   "CNC(=O)C1CCCCC1Nc1ncnc2[NH]c3cc(F)ccc3c12"                                                                                                                         
A1BKH InChI            InChI                1.06    "InChI=1S/C18H20FN5O/c1-20-18(25)12-4-2-3-5-13(12)23-16-15-11-7-6-10(19)8-14(11)24-17(15)22-9-21-16/h6-9,12-13H,2-5H2,1H3,(H,20,25)(H2,21,22,23,24)/t12-,13+/m1/s1" 
A1BKH InChIKey         InChI                1.06    ZBDNRIOHABEATK-OLZOCXBDSA-N                                                                                                                                         
A1BKH SMILES_CANONICAL CACTVS               3.385   "CNC(=O)[C@@H]1CCCC[C@@H]1Nc2ncnc3[nH]c4cc(F)ccc4c23"                                                                                                               
A1BKH SMILES           CACTVS               3.385   "CNC(=O)[CH]1CCCC[CH]1Nc2ncnc3[nH]c4cc(F)ccc4c23"                                                                                                                   
A1BKH SMILES_CANONICAL "OpenEye OEToolkits" 3.1.0.0 "CNC(=O)[C@@H]1CCCC[C@@H]1Nc2c3c4ccc(cc4[nH]c3ncn2)F"                                                                                                               
A1BKH SMILES           "OpenEye OEToolkits" 3.1.0.0 "CNC(=O)C1CCCCC1Nc2c3c4ccc(cc4[nH]c3ncn2)F"                                                                                                                         
# 
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 
A1BKH "SYSTEMATIC NAME" ACDLabs              14.52   "(1R,2S)-2-[(7-fluoro-9H-pyrimido[4,5-b]indol-4-yl)amino]-N-methylcyclohexane-1-carboxamide"                 
A1BKH "SYSTEMATIC NAME" "OpenEye OEToolkits" 3.1.0.0 "(1~{R},2~{S})-2-[(7-fluoranyl-9~{H}-pyrimido[4,5-b]indol-4-yl)amino]-~{N}-methyl-cyclohexane-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 
A1BKH "Create component" 2024-12-09 RCSB 
A1BKH "Initial release"  2025-08-20 RCSB 
# 
