data_A1BBP
# 
_chem_comp.id                                    A1BBP 
_chem_comp.name                                  "(1S,3R)-1-{[(7H-pyrrolo[2,3-d]pyrimidin-4-yl)amino]methyl}-3-(trifluoromethyl)cyclohexan-1-ol" 
_chem_comp.type                                  non-polymer 
_chem_comp.pdbx_type                             HETAIN 
_chem_comp.formula                               "C14 H17 F3 N4 O" 
_chem_comp.mon_nstd_parent_comp_id               ? 
_chem_comp.pdbx_synonyms                         ? 
_chem_comp.pdbx_formal_charge                    0 
_chem_comp.pdbx_initial_date                     2024-09-30 
_chem_comp.pdbx_modified_date                    2025-06-06 
_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                        314.306 
_chem_comp.one_letter_code                       ? 
_chem_comp.three_letter_code                     A1BBP 
_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        7HFO 
_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 
A1BBP N2  N1  N 0 1 Y N N N N N 15.568 3.639  5.963  -5.786 -0.064 -0.429 N2  A1BBP 1  
A1BBP C3  C1  C 0 1 N N N N N N 13.546 -1.777 -1.117 1.376  1.130  -1.755 C3  A1BBP 2  
A1BBP C6  C2  C 0 1 N N N N N N 11.528 1.500  -0.606 4.283  -0.751 -0.071 C6  A1BBP 3  
A1BBP C9  C3  C 0 1 Y N N N N N 15.187 1.142  3.377  -2.308 -0.302 0.244  C9  A1BBP 4  
A1BBP C12 C4  C 0 1 Y N N N N N 15.705 4.491  4.876  -5.505 1.276  -0.502 C12 A1BBP 5  
A1BBP C14 C5  C 0 1 Y N N N N N 15.003 0.143  5.502  -3.142 -2.453 0.288  C14 A1BBP 6  
A1BBP C1  C6  C 0 1 N N S N N N 13.697 -1.102 1.385  1.082  1.235  0.724  C1  A1BBP 7  
A1BBP C10 C7  C 0 1 Y N N N N N 15.383 2.398  4.033  -3.599 0.166  -0.044 C10 A1BBP 8  
A1BBP C11 C8  C 0 1 Y N N N N N 15.617 3.778  3.695  -4.196 1.479  -0.278 C11 A1BBP 9  
A1BBP C13 C9  C 0 1 Y N N N N N 15.365 2.377  5.456  -4.647 -0.767 -0.146 C13 A1BBP 10 
A1BBP C2  C10 C 0 1 N N N N N N 13.675 -2.251 0.331  1.012  2.037  -0.578 C2  A1BBP 11 
A1BBP C4  C11 C 0 1 N N N N N N 12.410 -0.769 -1.290 2.795  0.590  -1.564 C4  A1BBP 12 
A1BBP C5  C12 C 0 1 N N R N N N 12.642 0.396  -0.350 2.864  -0.212 -0.262 C5  A1BBP 13 
A1BBP C7  C13 C 0 1 N N N N N N 12.585 -0.076 1.078  2.501  0.696  0.915  C7  A1BBP 14 
A1BBP C8  C14 C 0 1 N N N N N N 15.108 -0.380 1.383  0.097  0.067  0.657  C8  A1BBP 15 
A1BBP F1  F1  F 0 1 N N N N N N 11.560 2.468  0.316  4.347  -1.484 1.119  F1  A1BBP 16 
A1BBP F2  F2  F 0 1 N N N N N N 11.653 2.082  -1.781 4.615  -1.581 -1.148 F2  A1BBP 17 
A1BBP F3  F3  F 0 1 N N N N N N 10.298 1.019  -0.567 5.184  0.317  -0.010 F3  A1BBP 18 
A1BBP N1  N2  N 0 1 N N N N N N 15.180 0.948  1.993  -1.244 0.575  0.355  N1  A1BBP 19 
A1BBP N3  N3  N 0 1 Y N N N N N 15.165 1.250  6.217  -4.370 -2.058 0.027  N3  A1BBP 20 
A1BBP N4  N4  N 0 1 Y N N N N N 15.003 0.014  4.142  -2.129 -1.612 0.393  N4  A1BBP 21 
A1BBP O1  O1  O 0 1 N N N N N N 13.443 -1.585 2.665  0.743  2.082  1.824  O1  A1BBP 22 
A1BBP H16 H1  H 0 1 N N N N N N 15.609 3.894  6.929  -6.664 -0.455 -0.556 H16 A1BBP 23 
A1BBP H5  H2  H 0 1 N N N N N N 13.349 -2.648 -1.760 0.674  0.297  -1.803 H5  A1BBP 24 
A1BBP H6  H3  H 0 1 N N N N N N 14.491 -1.303 -1.421 1.326  1.700  -2.682 H6  A1BBP 25 
A1BBP H15 H4  H 0 1 N N N N N N 15.858 5.558  4.943  -6.227 2.052  -0.709 H15 A1BBP 26 
A1BBP H17 H5  H 0 1 N N N N N N 14.853 -0.767 6.064  -2.955 -3.508 0.422  H17 A1BBP 27 
A1BBP H14 H6  H 0 1 N N N N N N 15.707 4.183  2.698  -3.683 2.430  -0.275 H14 A1BBP 28 
A1BBP H4  H7  H 0 1 N N N N N N 12.821 -2.908 0.555  1.714  2.869  -0.530 H4  A1BBP 29 
A1BBP H3  H8  H 0 1 N N N N N N 14.611 -2.821 0.424  0.002  2.421  -0.714 H3  A1BBP 30 
A1BBP H8  H9  H 0 1 N N N N N N 12.392 -0.408 -2.329 3.054  -0.056 -2.402 H8  A1BBP 31 
A1BBP H7  H10 H 0 1 N N N N N N 11.450 -1.250 -1.052 3.497  1.422  -1.516 H7  A1BBP 32 
A1BBP H1  H11 H 0 1 N N N N N N 13.628 0.840  -0.553 2.162  -1.044 -0.310 H1  A1BBP 33 
A1BBP H9  H12 H 0 1 N N N N N N 12.705 0.790  1.745  3.203  1.528  0.963  H9  A1BBP 34 
A1BBP H10 H13 H 0 1 N N N N N N 11.607 -0.545 1.260  2.551  0.125  1.842  H10 A1BBP 35 
A1BBP H11 H14 H 0 1 N N N N N N 15.813 -1.030 1.921  0.407  -0.626 -0.125 H11 A1BBP 36 
A1BBP H12 H15 H 0 1 N N N N N N 15.428 -0.281 0.335  0.081  -0.451 1.616  H12 A1BBP 37 
A1BBP H13 H16 H 0 1 N N N N N N 16.022 1.365  1.650  -1.385 1.527  0.233  H13 A1BBP 38 
A1BBP H2  H17 H 0 1 N N N N N N 13.462 -0.866 3.285  -0.145 2.461  1.769  H2  A1BBP 39 
# 
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 
A1BBP F2  C6  SING N N 1  
A1BBP C4  C3  SING N N 2  
A1BBP C4  C5  SING N N 3  
A1BBP C3  C2  SING N N 4  
A1BBP C6  F3  SING N N 5  
A1BBP C6  C5  SING N N 6  
A1BBP C6  F1  SING N N 7  
A1BBP C5  C7  SING N N 8  
A1BBP C2  C1  SING N N 9  
A1BBP C7  C1  SING N N 10 
A1BBP C8  C1  SING N N 11 
A1BBP C8  N1  SING N N 12 
A1BBP C1  O1  SING N N 13 
A1BBP N1  C9  SING N N 14 
A1BBP C9  C10 DOUB Y N 15 
A1BBP C9  N4  SING Y N 16 
A1BBP C11 C10 SING Y N 17 
A1BBP C11 C12 DOUB Y N 18 
A1BBP C10 C13 SING Y N 19 
A1BBP N4  C14 DOUB Y N 20 
A1BBP C12 N2  SING Y N 21 
A1BBP C13 N2  SING Y N 22 
A1BBP C13 N3  DOUB Y N 23 
A1BBP C14 N3  SING Y N 24 
A1BBP N2  H16 SING N N 25 
A1BBP C3  H5  SING N N 26 
A1BBP C3  H6  SING N N 27 
A1BBP C12 H15 SING N N 28 
A1BBP C14 H17 SING N N 29 
A1BBP C11 H14 SING N N 30 
A1BBP C2  H4  SING N N 31 
A1BBP C2  H3  SING N N 32 
A1BBP C4  H8  SING N N 33 
A1BBP C4  H7  SING N N 34 
A1BBP C5  H1  SING N N 35 
A1BBP C7  H9  SING N N 36 
A1BBP C7  H10 SING N N 37 
A1BBP C8  H11 SING N N 38 
A1BBP C8  H12 SING N N 39 
A1BBP N1  H13 SING N N 40 
A1BBP O1  H2  SING N N 41 
# 
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 
A1BBP SMILES           ACDLabs              14.52   "FC(F)(F)C1CCCC(O)(C1)CNc1ncnc2[NH]ccc21"                                                                                                        
A1BBP InChI            InChI                1.06    "InChI=1S/C14H17F3N4O/c15-14(16,17)9-2-1-4-13(22,6-9)7-19-12-10-3-5-18-11(10)20-8-21-12/h3,5,8-9,22H,1-2,4,6-7H2,(H2,18,19,20,21)/t9-,13+/m1/s1" 
A1BBP InChIKey         InChI                1.06    UCRFIFZIBZNWNI-RNCFNFMXSA-N                                                                                                                      
A1BBP SMILES_CANONICAL CACTVS               3.385   "O[C@]1(CCC[C@H](C1)C(F)(F)F)CNc2ncnc3[nH]ccc23"                                                                                                 
A1BBP SMILES           CACTVS               3.385   "O[C]1(CCC[CH](C1)C(F)(F)F)CNc2ncnc3[nH]ccc23"                                                                                                   
A1BBP SMILES_CANONICAL "OpenEye OEToolkits" 3.1.0.0 "c1c[nH]c2c1c(ncn2)NC[C@@]3(CCC[C@H](C3)C(F)(F)F)O"                                                                                              
A1BBP SMILES           "OpenEye OEToolkits" 3.1.0.0 "c1c[nH]c2c1c(ncn2)NCC3(CCCC(C3)C(F)(F)F)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 
A1BBP "SYSTEMATIC NAME" ACDLabs              14.52   "(1S,3R)-1-{[(7H-pyrrolo[2,3-d]pyrimidin-4-yl)amino]methyl}-3-(trifluoromethyl)cyclohexan-1-ol"        
A1BBP "SYSTEMATIC NAME" "OpenEye OEToolkits" 3.1.0.0 "(1~{S},3~{R})-1-[(7~{H}-pyrrolo[2,3-d]pyrimidin-4-ylamino)methyl]-3-(trifluoromethyl)cyclohexan-1-ol" 
# 
loop_
_pdbx_chem_comp_audit.comp_id 
_pdbx_chem_comp_audit.action_type 
_pdbx_chem_comp_audit.date 
_pdbx_chem_comp_audit.processing_site 
A1BBP "Create component" 2024-09-30 RCSB 
A1BBP "Initial release"  2025-06-11 RCSB 
# 
