data_A1A78
# 
_chem_comp.id                                    A1A78 
_chem_comp.name                                  "[(2S,4R)-4-tert-butyl-1-(7H-pyrrolo[2,3-d]pyrimidin-4-yl)piperidin-2-yl]methanol" 
_chem_comp.type                                  non-polymer 
_chem_comp.pdbx_type                             HETAIN 
_chem_comp.formula                               "C16 H24 N4 O" 
_chem_comp.mon_nstd_parent_comp_id               ? 
_chem_comp.pdbx_synonyms                         ? 
_chem_comp.pdbx_formal_charge                    0 
_chem_comp.pdbx_initial_date                     2024-09-18 
_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                        288.388 
_chem_comp.one_letter_code                       ? 
_chem_comp.three_letter_code                     A1A78 
_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        7HDG 
_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 
A1A78 N2  N1  N 0 1 Y N N N N N 15.029 -0.123 3.712  -1.665 1.414  1.027  N2  A1A78 1  
A1A78 C3  C1  C 0 1 N N N N N N 10.826 2.343  -0.955 4.982  0.692  -0.911 C3  A1A78 2  
A1A78 C6  C2  C 0 1 N N N N N N 13.896 2.209  -0.293 2.133  -0.679 1.290  C6  A1A78 3  
A1A78 C9  C3  C 0 1 Y N N N N N 15.047 -0.128 5.078  -2.931 1.740  1.219  C9  A1A78 4  
A1A78 C12 C4  C 0 1 Y N N N N N 15.620 3.652  3.610  -2.422 -1.927 -0.565 C12 A1A78 5  
A1A78 C14 C5  C 0 1 N N S N N N 14.790 -0.326 0.904  0.645  0.870  -0.653 C14 A1A78 6  
A1A78 C1  C6  C 0 1 N N N N N N 12.341 1.329  -2.636 4.144  -1.643 -0.612 C1  A1A78 7  
A1A78 C10 C7  C 0 1 Y N N N N N 15.395 2.075  5.220  -3.696 -0.223 0.294  C10 A1A78 8  
A1A78 C11 C8  C 0 1 Y N N N N N 15.396 2.247  3.805  -2.362 -0.611 0.068  C11 A1A78 9  
A1A78 C13 C9  C 0 1 Y N N N N N 15.732 4.275  4.831  -3.722 -2.244 -0.681 C13 A1A78 10 
A1A78 C15 C10 C 0 1 N N N N N N 16.046 -1.123 0.491  -0.159 0.962  -1.952 C15 A1A78 11 
A1A78 C16 C11 C 0 1 N N N N N N 13.812 -0.167 -0.288 2.064  0.387  -0.965 C16 A1A78 12 
A1A78 C2  C12 C 0 1 N N N N N N 11.772 1.152  -1.236 4.258  -0.264 0.040  C2  A1A78 13 
A1A78 C4  C13 C 0 1 N N N N N N 10.910 -0.115 -1.244 5.049  -0.381 1.345  C4  A1A78 14 
A1A78 C5  C14 C 0 1 N N R N N N 12.923 1.060  -0.175 2.859  0.277  0.339  C5  A1A78 15 
A1A78 C7  C15 C 0 1 N N N N N N 14.942 2.196  0.808  0.713  -0.165 1.537  C7  A1A78 16 
A1A78 C8  C16 C 0 1 Y N N N N N 15.196 1.038  3.040  -1.333 0.258  0.459  C8  A1A78 17 
A1A78 N1  N2  N 0 1 N N N N N N 15.149 0.968  1.588  -0.006 -0.078 0.259  N1  A1A78 18 
A1A78 N3  N3  N 0 1 Y N N N N N 15.222 0.911  5.899  -3.927 0.956  0.869  N3  A1A78 19 
A1A78 N4  N4  N 0 1 Y N N N N N 15.597 3.307  5.825  -4.494 -1.232 -0.171 N4  A1A78 20 
A1A78 O1  O1  O 0 1 N N N N N N 15.660 -2.462 0.469  -1.432 1.553  -1.683 O1  A1A78 21 
A1A78 H8  H1  H 0 1 N N N N N N 10.398 2.242  0.053  4.419  0.775  -1.840 H8  A1A78 22 
A1A78 H7  H2  H 0 1 N N N N N N 11.392 3.284  -1.021 5.063  1.674  -0.446 H7  A1A78 23 
A1A78 H6  H3  H 0 1 N N N N N N 10.015 2.350  -1.698 5.979  0.307  -1.123 H6  A1A78 24 
A1A78 H13 H4  H 0 1 N N N N N N 14.406 2.142  -1.266 2.088  -1.672 0.844  H13 A1A78 25 
A1A78 H12 H5  H 0 1 N N N N N N 13.336 3.154  -0.237 2.672  -0.728 2.237  H12 A1A78 26 
A1A78 H16 H6  H 0 1 N N N N N N 14.902 -1.088 5.551  -3.157 2.688  1.683  H16 A1A78 27 
A1A78 H17 H7  H 0 1 N N N N N N 15.690 4.144  2.651  -1.582 -2.529 -0.879 H17 A1A78 28 
A1A78 H2  H8  H 0 1 N N N N N N 14.266 -0.942 1.650  0.691  1.853  -0.184 H2  A1A78 29 
A1A78 H3  H9  H 0 1 N N N N N N 12.967 2.233  -2.666 5.141  -2.028 -0.825 H3  A1A78 30 
A1A78 H5  H10 H 0 1 N N N N N N 12.951 0.452  -2.897 3.629  -2.324 0.065  H5  A1A78 31 
A1A78 H4  H11 H 0 1 N N N N N N 11.516 1.430  -3.357 3.581  -1.560 -1.542 H4  A1A78 32 
A1A78 H18 H12 H 0 1 N N N N N N 15.896 5.330  4.992  -4.102 -3.159 -1.111 H18 A1A78 33 
A1A78 H21 H13 H 0 1 N N N N N N 16.854 -0.970 1.222  0.382  1.576  -2.671 H21 A1A78 34 
A1A78 H20 H14 H 0 1 N N N N N N 16.389 -0.807 -0.505 -0.302 -0.038 -2.362 H20 A1A78 35 
A1A78 H23 H15 H 0 1 N N N N N N 13.171 -1.060 -0.335 2.018  -0.590 -1.447 H23 A1A78 36 
A1A78 H24 H16 H 0 1 N N N N N N 14.400 -0.088 -1.214 2.552  1.099  -1.630 H24 A1A78 37 
A1A78 H9  H17 H 0 1 N N N N N N 10.481 -0.274 -0.243 6.046  -0.766 1.132  H9  A1A78 38 
A1A78 H10 H18 H 0 1 N N N N N N 10.098 -0.001 -1.977 5.130  0.602  1.810  H10 A1A78 39 
A1A78 H11 H19 H 0 1 N N N N N N 11.532 -0.980 -1.518 4.533  -1.061 2.022  H11 A1A78 40 
A1A78 H1  H20 H 0 1 N N N N N N 12.469 1.078  0.827  2.938  1.261  0.801  H1  A1A78 41 
A1A78 H14 H21 H 0 1 N N N N N N 15.905 2.444  0.339  0.189  -0.851 2.203  H14 A1A78 42 
A1A78 H15 H22 H 0 1 N N N N N N 14.667 2.987  1.521  0.759  0.823  1.996  H15 A1A78 43 
A1A78 H19 H23 H 0 1 N N N N N N 15.639 3.473  6.810  -5.464 -1.232 -0.143 H19 A1A78 44 
A1A78 H22 H24 H 0 1 N N N N N N 16.401 -3.002 0.219  -1.996 1.643  -2.463 H22 A1A78 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 
A1A78 C1  C2  SING N N 1  
A1A78 C4  C2  SING N N 2  
A1A78 C2  C3  SING N N 3  
A1A78 C2  C5  SING N N 4  
A1A78 C6  C5  SING N N 5  
A1A78 C6  C7  SING N N 6  
A1A78 C16 C5  SING N N 7  
A1A78 C16 C14 SING N N 8  
A1A78 O1  C15 SING N N 9  
A1A78 C15 C14 SING N N 10 
A1A78 C7  N1  SING N N 11 
A1A78 C14 N1  SING N N 12 
A1A78 N1  C8  SING N N 13 
A1A78 C8  N2  DOUB Y N 14 
A1A78 C8  C11 SING Y N 15 
A1A78 C12 C11 SING Y N 16 
A1A78 C12 C13 DOUB Y N 17 
A1A78 N2  C9  SING Y N 18 
A1A78 C11 C10 DOUB Y N 19 
A1A78 C13 N4  SING Y N 20 
A1A78 C9  N3  DOUB Y N 21 
A1A78 C10 N4  SING Y N 22 
A1A78 C10 N3  SING Y N 23 
A1A78 C3  H8  SING N N 24 
A1A78 C3  H7  SING N N 25 
A1A78 C3  H6  SING N N 26 
A1A78 C6  H13 SING N N 27 
A1A78 C6  H12 SING N N 28 
A1A78 C9  H16 SING N N 29 
A1A78 C12 H17 SING N N 30 
A1A78 C14 H2  SING N N 31 
A1A78 C1  H3  SING N N 32 
A1A78 C1  H5  SING N N 33 
A1A78 C1  H4  SING N N 34 
A1A78 C13 H18 SING N N 35 
A1A78 C15 H21 SING N N 36 
A1A78 C15 H20 SING N N 37 
A1A78 C16 H23 SING N N 38 
A1A78 C16 H24 SING N N 39 
A1A78 C4  H9  SING N N 40 
A1A78 C4  H10 SING N N 41 
A1A78 C4  H11 SING N N 42 
A1A78 C5  H1  SING N N 43 
A1A78 C7  H14 SING N N 44 
A1A78 C7  H15 SING N N 45 
A1A78 N4  H19 SING N N 46 
A1A78 O1  H22 SING N N 47 
# 
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 
A1A78 SMILES           ACDLabs              14.52   "CC(C)(C)C1CC(CO)N(CC1)c1ncnc2[NH]ccc12"                                                                                                      
A1A78 InChI            InChI                1.06    "InChI=1S/C16H24N4O/c1-16(2,3)11-5-7-20(12(8-11)9-21)15-13-4-6-17-14(13)18-10-19-15/h4,6,10-12,21H,5,7-9H2,1-3H3,(H,17,18,19)/t11-,12+/m1/s1" 
A1A78 InChIKey         InChI                1.06    RDCYKOUDKWSIAX-NEPJUHHUSA-N                                                                                                                   
A1A78 SMILES_CANONICAL CACTVS               3.385   "CC(C)(C)[C@@H]1CCN([C@H](CO)C1)c2ncnc3[nH]ccc23"                                                                                             
A1A78 SMILES           CACTVS               3.385   "CC(C)(C)[CH]1CCN([CH](CO)C1)c2ncnc3[nH]ccc23"                                                                                                
A1A78 SMILES_CANONICAL "OpenEye OEToolkits" 3.1.0.0 "CC(C)(C)[C@@H]1CCN([C@@H](C1)CO)c2c3cc[nH]c3ncn2"                                                                                            
A1A78 SMILES           "OpenEye OEToolkits" 3.1.0.0 "CC(C)(C)C1CCN(C(C1)CO)c2c3cc[nH]c3ncn2"                                                                                                      
# 
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 
A1A78 "SYSTEMATIC NAME" ACDLabs              14.52   "[(2S,4R)-4-tert-butyl-1-(7H-pyrrolo[2,3-d]pyrimidin-4-yl)piperidin-2-yl]methanol"             
A1A78 "SYSTEMATIC NAME" "OpenEye OEToolkits" 3.1.0.0 "[(2~{S},4~{R})-4-~{tert}-butyl-1-(7~{H}-pyrrolo[2,3-d]pyrimidin-4-yl)piperidin-2-yl]methanol" 
# 
loop_
_pdbx_chem_comp_audit.comp_id 
_pdbx_chem_comp_audit.action_type 
_pdbx_chem_comp_audit.date 
_pdbx_chem_comp_audit.processing_site 
A1A78 "Create component" 2024-09-18 RCSB 
A1A78 "Initial release"  2025-06-11 RCSB 
# 
