data_A1BKP
# 
_chem_comp.id                                    A1BKP 
_chem_comp.name                                  "7-fluoro-N-[(1R)-1-(1,3-thiazol-2-yl)propyl]-9H-pyrimido[4,5-b]indol-4-amine" 
_chem_comp.type                                  non-polymer 
_chem_comp.pdbx_type                             HETAIN 
_chem_comp.formula                               "C16 H14 F N5 S" 
_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                        327.379 
_chem_comp.one_letter_code                       ? 
_chem_comp.three_letter_code                     A1BKP 
_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        7HPX 
_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 
A1BKP N2  N1  N 0 1 Y N N N N N -44.070 -29.422 4.531  -0.416 -2.651 0.329  N2  A1BKP 1  
A1BKP C3  C1  C 0 1 N N R N N N -44.005 -29.901 1.621  -2.454 -0.787 -0.134 C3  A1BKP 2  
A1BKP C6  C2  C 0 1 Y N N N N N -46.368 -29.240 5.915  2.225  -2.051 0.421  C6  A1BKP 3  
A1BKP C9  C3  C 0 1 Y N N N N N -48.893 -28.967 3.216  1.677  1.535  -0.221 C9  A1BKP 4  
A1BKP C12 C4  C 0 1 Y N N N N N -49.912 -28.925 5.900  4.361  0.869  0.087  C12 A1BKP 5  
A1BKP C14 C5  C 0 1 Y N N N N N -44.427 -31.152 0.863  -3.300 0.410  0.213  C14 A1BKP 6  
A1BKP C1  C6  C 0 1 N N N N N N -42.775 -27.674 1.214  -2.045 -2.564 -1.842 C1  A1BKP 7  
A1BKP C10 C7  C 0 1 Y N N N N N -50.259 -28.848 3.496  2.648  2.508  -0.313 C10 A1BKP 8  
A1BKP C11 C8  C 0 1 Y N N N N N -50.769 -28.828 4.806  3.987  2.175  -0.159 C11 A1BKP 9  
A1BKP C13 C9  C 0 1 Y N N N N N -48.565 -29.034 5.566  3.394  -0.125 0.183  C13 A1BKP 10 
A1BKP C15 C10 C 0 1 Y N N N N N -44.064 -32.950 -0.451 -4.938 1.535  1.216  C15 A1BKP 11 
A1BKP C16 C11 C 0 1 Y N N N N N -45.395 -33.134 -0.253 -4.439 2.569  0.531  C16 A1BKP 12 
A1BKP C2  C12 C 0 1 N N N N N N -43.448 -28.886 0.567  -2.813 -1.276 -1.539 C2  A1BKP 13 
A1BKP C4  C13 C 0 1 Y N N N N N -45.249 -29.306 3.814  -0.074 -1.378 0.140  C4  A1BKP 14 
A1BKP C5  C14 C 0 1 Y N N N N N -44.136 -29.443 5.891  0.501  -3.573 0.551  C5  A1BKP 15 
A1BKP C7  C15 C 0 1 Y N N N N N -46.527 -29.202 4.479  1.283  -1.039 0.182  C7  A1BKP 16 
A1BKP C8  C16 C 0 1 Y N N N N N -47.972 -29.067 4.272  2.041  0.213  0.027  C8  A1BKP 17 
A1BKP F1  F1  F 0 1 N N N N N N -52.044 -28.720 5.025  4.932  3.137  -0.250 F1  A1BKP 18 
A1BKP N1  N2  N 0 1 N N N N N N -45.109 -29.292 2.422  -1.038 -0.413 -0.093 N1  A1BKP 19 
A1BKP N3  N3  N 0 1 Y N N N N N -45.237 -29.359 6.657  1.787  -3.297 0.599  N3  A1BKP 20 
A1BKP N4  N4  N 0 1 Y N N N N N -47.604 -29.141 6.558  3.478  -1.488 0.418  N4  A1BKP 21 
A1BKP N5  N5  N 0 1 Y N N N N N -43.501 -31.829 0.182  -4.304 0.396  1.023  N5  A1BKP 22 
A1BKP S1  S1  S 0 1 Y N N N N N -46.032 -31.891 0.750  -3.065 1.987  -0.405 S1  A1BKP 23 
A1BKP H1  H1  H 0 1 N N N N N N -43.182 -30.168 2.300  -2.640 -1.584 0.586  H1  A1BKP 24 
A1BKP H9  H2  H 0 1 N N N N N N -48.548 -28.982 2.193  0.636  1.796  -0.341 H9  A1BKP 25 
A1BKP H11 H3  H 0 1 N N N N N N -50.263 -28.916 6.921  5.405  0.620  0.206  H11 A1BKP 26 
A1BKP H3  H4  H 0 1 N N N N N N -42.404 -26.998 0.430  -2.313 -3.328 -1.113 H3  A1BKP 27 
A1BKP H4  H5  H 0 1 N N N N N N -43.504 -27.142 1.842  -2.300 -2.912 -2.843 H4  A1BKP 28 
A1BKP H2  H6  H 0 1 N N N N N N -41.932 -28.011 1.836  -0.974 -2.370 -1.788 H2  A1BKP 29 
A1BKP H10 H7  H 0 1 N N N N N N -50.951 -28.768 2.671  2.367  3.532  -0.506 H10 A1BKP 30 
A1BKP H13 H8  H 0 1 N N N N N N -43.475 -33.623 -1.057 -5.790 1.626  1.872  H13 A1BKP 31 
A1BKP H14 H9  H 0 1 N N N N N N -45.972 -33.947 -0.667 -4.812 3.582  0.550  H14 A1BKP 32 
A1BKP H5  H10 H 0 1 N N N N N N -44.282 -28.534 -0.058 -3.884 -1.470 -1.594 H5  A1BKP 33 
A1BKP H6  H11 H 0 1 N N N N N N -42.710 -29.403 -0.064 -2.544 -0.512 -2.269 H6  A1BKP 34 
A1BKP H8  H12 H 0 1 N N N N N N -43.196 -29.538 6.414  0.184  -4.594 0.700  H8  A1BKP 35 
A1BKP H7  H13 H 0 1 N N N N N N -45.102 -28.323 2.174  -0.777 0.511  -0.230 H7  A1BKP 36 
A1BKP H12 H14 H 0 1 N N N N N N -47.764 -29.146 7.545  4.304  -1.975 0.561  H12 A1BKP 37 
# 
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 
A1BKP C15 C16 DOUB Y N 1  
A1BKP C15 N5  SING Y N 2  
A1BKP C16 S1  SING Y N 3  
A1BKP N5  C14 DOUB Y N 4  
A1BKP C2  C1  SING N N 5  
A1BKP C2  C3  SING N N 6  
A1BKP S1  C14 SING Y N 7  
A1BKP C14 C3  SING N N 8  
A1BKP C3  N1  SING N N 9  
A1BKP N1  C4  SING N N 10 
A1BKP C9  C10 DOUB Y N 11 
A1BKP C9  C8  SING Y N 12 
A1BKP C10 C11 SING Y N 13 
A1BKP C4  C7  DOUB Y N 14 
A1BKP C4  N2  SING Y N 15 
A1BKP C8  C7  SING Y N 16 
A1BKP C8  C13 DOUB Y N 17 
A1BKP C7  C6  SING Y N 18 
A1BKP N2  C5  DOUB Y N 19 
A1BKP C11 F1  SING N N 20 
A1BKP C11 C12 DOUB Y N 21 
A1BKP C13 C12 SING Y N 22 
A1BKP C13 N4  SING Y N 23 
A1BKP C5  N3  SING Y N 24 
A1BKP C6  N4  SING Y N 25 
A1BKP C6  N3  DOUB Y N 26 
A1BKP C3  H1  SING N N 27 
A1BKP C9  H9  SING N N 28 
A1BKP C12 H11 SING N N 29 
A1BKP C1  H3  SING N N 30 
A1BKP C1  H4  SING N N 31 
A1BKP C1  H2  SING N N 32 
A1BKP C10 H10 SING N N 33 
A1BKP C15 H13 SING N N 34 
A1BKP C16 H14 SING N N 35 
A1BKP C2  H5  SING N N 36 
A1BKP C2  H6  SING N N 37 
A1BKP C5  H8  SING N N 38 
A1BKP N1  H7  SING N N 39 
A1BKP N4  H12 SING N N 40 
# 
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 
A1BKP SMILES           ACDLabs              14.52   "Fc1ccc2c3c(ncnc3[NH]c2c1)NC(CC)c1nccs1"                                                                                                    
A1BKP InChI            InChI                1.06    "InChI=1S/C16H14FN5S/c1-2-11(16-18-5-6-23-16)21-14-13-10-4-3-9(17)7-12(10)22-15(13)20-8-19-14/h3-8,11H,2H2,1H3,(H2,19,20,21,22)/t11-/m1/s1" 
A1BKP InChIKey         InChI                1.06    JUVYFMYTTKNOIH-LLVKDONJSA-N                                                                                                                 
A1BKP SMILES_CANONICAL CACTVS               3.385   "CC[C@@H](Nc1ncnc2[nH]c3cc(F)ccc3c12)c4sccn4"                                                                                               
A1BKP SMILES           CACTVS               3.385   "CC[CH](Nc1ncnc2[nH]c3cc(F)ccc3c12)c4sccn4"                                                                                                 
A1BKP SMILES_CANONICAL "OpenEye OEToolkits" 3.1.0.0 "CC[C@H](c1nccs1)Nc2c3c4ccc(cc4[nH]c3ncn2)F"                                                                                                
A1BKP SMILES           "OpenEye OEToolkits" 3.1.0.0 "CCC(c1nccs1)Nc2c3c4ccc(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 
A1BKP "SYSTEMATIC NAME" ACDLabs              14.52   "7-fluoro-N-[(1R)-1-(1,3-thiazol-2-yl)propyl]-9H-pyrimido[4,5-b]indol-4-amine"             
A1BKP "SYSTEMATIC NAME" "OpenEye OEToolkits" 3.1.0.0 "7-fluoranyl-~{N}-[(1~{R})-1-(1,3-thiazol-2-yl)propyl]-9~{H}-pyrimido[4,5-b]indol-4-amine" 
# 
loop_
_pdbx_chem_comp_audit.comp_id 
_pdbx_chem_comp_audit.action_type 
_pdbx_chem_comp_audit.date 
_pdbx_chem_comp_audit.processing_site 
A1BKP "Create component" 2024-12-09 RCSB 
A1BKP "Initial release"  2025-08-20 RCSB 
# 
