data_A1A9S
# 
_chem_comp.id                                    A1A9S 
_chem_comp.name                                  "(2R)-3-(2-methylphenyl)-2-[(7H-pyrrolo[2,3-d]pyrimidin-4-yl)amino]propan-1-ol" 
_chem_comp.type                                  non-polymer 
_chem_comp.pdbx_type                             HETAIN 
_chem_comp.formula                               "C16 H18 N4 O" 
_chem_comp.mon_nstd_parent_comp_id               ? 
_chem_comp.pdbx_synonyms                         ? 
_chem_comp.pdbx_formal_charge                    0 
_chem_comp.pdbx_initial_date                     2024-09-24 
_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                        282.340 
_chem_comp.one_letter_code                       ? 
_chem_comp.three_letter_code                     A1A9S 
_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        7HEG 
_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 
A1A9S N2  N1  N 0 1 Y N N N N N 14.724 -0.032 4.271  -1.430 0.961  -1.406 N2  A1A9S 1  
A1A9S C3  C1  C 0 1 Y N N N N N 17.891 1.111  -0.912 3.661  -1.722 -1.082 C3  A1A9S 2  
A1A9S C6  C2  C 0 1 Y N N N N N 15.383 2.276  -0.791 2.253  -1.240 1.247  C6  A1A9S 3  
A1A9S C9  C3  C 0 1 N N R N N N 14.123 -0.192 1.441  0.872  1.563  0.072  C9  A1A9S 4  
A1A9S C12 C4  C 0 1 Y N N N N N 15.026 0.047  5.598  -2.492 0.714  -2.151 C12 A1A9S 5  
A1A9S C14 C5  C 0 1 Y N N N N N 14.984 2.383  4.161  -2.348 -0.370 0.294  C14 A1A9S 6  
A1A9S C1  C6  C 0 1 N N N N N N 17.001 -1.144 -0.251 3.648  0.711  -1.668 C1  A1A9S 7  
A1A9S C10 C7  C 0 1 N N N N N N 12.739 -0.879 1.819  0.525  3.030  0.335  C10 A1A9S 8  
A1A9S C11 C8  C 0 1 Y N N N N N 14.687 1.136  3.530  -1.313 0.446  -0.185 C11 A1A9S 9  
A1A9S C13 C9  C 0 1 Y N N N N N 15.271 2.255  5.527  -3.461 -0.607 -0.534 C13 A1A9S 10 
A1A9S C15 C10 C 0 1 Y N N N N N 15.074 3.796  3.881  -2.600 -1.103 1.534  C15 A1A9S 11 
A1A9S C16 C11 C 0 1 Y N N N N N 15.431 4.450  5.040  -3.789 -1.710 1.392  C16 A1A9S 12 
A1A9S C2  C12 C 0 1 Y N N N N N 16.789 0.314  -0.556 3.290  -0.432 -0.753 C2  A1A9S 13 
A1A9S C4  C13 C 0 1 Y N N N N N 17.750 2.467  -1.209 3.329  -2.772 -0.246 C4  A1A9S 14 
A1A9S C5  C14 C 0 1 Y N N N N N 16.487 3.050  -1.149 2.624  -2.531 0.919  C5  A1A9S 15 
A1A9S C7  C15 C 0 1 Y N N N N N 15.494 0.895  -0.494 2.591  -0.190 0.414  C7  A1A9S 16 
A1A9S C8  C16 C 0 1 N N N N N N 14.247 0.072  -0.108 2.187  1.217  0.773  C8  A1A9S 17 
A1A9S N1  N2  N 0 1 N N N N N N 14.367 1.041  2.204  -0.199 0.708  0.591  N1  A1A9S 18 
A1A9S N3  N3  N 0 1 Y N N N N N 15.314 1.138  6.319  -3.486 -0.045 -1.742 N3  A1A9S 19 
A1A9S N4  N4  N 0 1 Y N N N N N 15.546 3.502  6.094  -4.314 -1.421 0.159  N4  A1A9S 20 
A1A9S O1  O1  O 0 1 N N N N N N 11.722 0.077  1.915  0.500  3.269  1.743  O1  A1A9S 21 
A1A9S H5  H1  H 0 1 N N N N N N 18.872 0.662  -0.957 4.207  -1.911 -1.994 H5  A1A9S 22 
A1A9S H8  H2  H 0 1 N N N N N N 14.412 2.745  -0.738 1.707  -1.051 2.160  H8  A1A9S 23 
A1A9S H1  H3  H 0 1 N N N N N N 14.912 -0.913 1.702  0.978  1.401  -1.001 H1  A1A9S 24 
A1A9S H15 H4  H 0 1 N N N N N N 15.034 -0.889 6.136  -2.547 1.152  -3.136 H15 A1A9S 25 
A1A9S H4  H5  H 0 1 N N N N N N 17.206 -1.269 0.822  2.848  0.860  -2.393 H4  A1A9S 26 
A1A9S H2  H6  H 0 1 N N N N N N 16.097 -1.710 -0.519 3.780  1.619  -1.080 H2  A1A9S 27 
A1A9S H3  H7  H 0 1 N N N N N N 17.855 -1.520 -0.833 4.576  0.480  -2.193 H3  A1A9S 28 
A1A9S H12 H8  H 0 1 N N N N N N 12.475 -1.610 1.041  1.276  3.670  -0.129 H12 A1A9S 29 
A1A9S H11 H9  H 0 1 N N N N N N 12.843 -1.393 2.786  -0.454 3.254  -0.089 H11 A1A9S 30 
A1A9S H16 H10 H 0 1 N N N N N N 14.892 4.262  2.924  -1.953 -1.148 2.398  H16 A1A9S 31 
A1A9S H17 H11 H 0 1 N N N N N N 15.597 5.513  5.133  -4.261 -2.333 2.137  H17 A1A9S 32 
A1A9S H6  H12 H 0 1 N N N N N N 18.611 3.058  -1.483 3.618  -3.780 -0.502 H6  A1A9S 33 
A1A9S H7  H13 H 0 1 N N N N N N 16.362 4.098  -1.379 2.364  -3.350 1.572  H7  A1A9S 34 
A1A9S H9  H14 H 0 1 N N N N N N 13.352 0.619  -0.441 2.963  1.911  0.452  H9  A1A9S 35 
A1A9S H10 H15 H 0 1 N N N N N N 14.297 -0.898 -0.624 2.054  1.293  1.852  H10 A1A9S 36 
A1A9S H14 H16 H 0 1 N N N N N N 15.116 1.497  1.724  -0.126 0.326  1.480  H14 A1A9S 37 
A1A9S H18 H17 H 0 1 N N N N N N 15.777 3.690  7.049  -5.166 -1.745 -0.174 H18 A1A9S 38 
A1A9S H13 H18 H 0 1 N N N N N N 10.905 -0.351 2.141  0.287  4.181  1.984  H13 A1A9S 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 
A1A9S C4  C5  DOUB Y N 1  
A1A9S C4  C3  SING Y N 2  
A1A9S C5  C6  SING Y N 3  
A1A9S C3  C2  DOUB Y N 4  
A1A9S C6  C7  DOUB Y N 5  
A1A9S C2  C7  SING Y N 6  
A1A9S C2  C1  SING N N 7  
A1A9S C7  C8  SING N N 8  
A1A9S C8  C9  SING N N 9  
A1A9S C9  C10 SING N N 10 
A1A9S C9  N1  SING N N 11 
A1A9S C10 O1  SING N N 12 
A1A9S N1  C11 SING N N 13 
A1A9S C11 C14 DOUB Y N 14 
A1A9S C11 N2  SING Y N 15 
A1A9S C15 C14 SING Y N 16 
A1A9S C15 C16 DOUB Y N 17 
A1A9S C14 C13 SING Y N 18 
A1A9S N2  C12 DOUB Y N 19 
A1A9S C16 N4  SING Y N 20 
A1A9S C13 N4  SING Y N 21 
A1A9S C13 N3  DOUB Y N 22 
A1A9S C12 N3  SING Y N 23 
A1A9S C3  H5  SING N N 24 
A1A9S C6  H8  SING N N 25 
A1A9S C9  H1  SING N N 26 
A1A9S C12 H15 SING N N 27 
A1A9S C1  H4  SING N N 28 
A1A9S C1  H2  SING N N 29 
A1A9S C1  H3  SING N N 30 
A1A9S C10 H12 SING N N 31 
A1A9S C10 H11 SING N N 32 
A1A9S C15 H16 SING N N 33 
A1A9S C16 H17 SING N N 34 
A1A9S C4  H6  SING N N 35 
A1A9S C5  H7  SING N N 36 
A1A9S C8  H9  SING N N 37 
A1A9S C8  H10 SING N N 38 
A1A9S N1  H14 SING N N 39 
A1A9S N4  H18 SING N N 40 
A1A9S O1  H13 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 
A1A9S SMILES           ACDLabs              14.52   "Cc1ccccc1CC(CO)Nc1ncnc2[NH]ccc21"                                                                                                        
A1A9S InChI            InChI                1.06    "InChI=1S/C16H18N4O/c1-11-4-2-3-5-12(11)8-13(9-21)20-16-14-6-7-17-15(14)18-10-19-16/h2-7,10,13,21H,8-9H2,1H3,(H2,17,18,19,20)/t13-/m1/s1" 
A1A9S InChIKey         InChI                1.06    MNBIKBPOZXHABD-CYBMUJFWSA-N                                                                                                               
A1A9S SMILES_CANONICAL CACTVS               3.385   "Cc1ccccc1C[C@H](CO)Nc2ncnc3[nH]ccc23"                                                                                                    
A1A9S SMILES           CACTVS               3.385   "Cc1ccccc1C[CH](CO)Nc2ncnc3[nH]ccc23"                                                                                                     
A1A9S SMILES_CANONICAL "OpenEye OEToolkits" 3.1.0.0 "Cc1ccccc1C[C@H](CO)Nc2c3cc[nH]c3ncn2"                                                                                                    
A1A9S SMILES           "OpenEye OEToolkits" 3.1.0.0 "Cc1ccccc1CC(CO)Nc2c3cc[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 
A1A9S "SYSTEMATIC NAME" ACDLabs              14.52   "(2R)-3-(2-methylphenyl)-2-[(7H-pyrrolo[2,3-d]pyrimidin-4-yl)amino]propan-1-ol"     
A1A9S "SYSTEMATIC NAME" "OpenEye OEToolkits" 3.1.0.0 "(2~{R})-3-(2-methylphenyl)-2-(7~{H}-pyrrolo[2,3-d]pyrimidin-4-ylamino)propan-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 
A1A9S "Create component" 2024-09-24 RCSB 
A1A9S "Initial release"  2025-06-11 RCSB 
# 
