data_A1A9U
# 
_chem_comp.id                                    A1A9U 
_chem_comp.name                                  "(2R)-3-(3-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                     A1A9U 
_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        7HEH 
_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 
A1A9U N2  N1  N 0 1 Y N N N N N 14.600 -0.091 4.290  -1.545 0.633  -1.585 N2  A1A9U 1  
A1A9U C3  C1  C 0 1 Y N N N N N 17.534 1.838  -1.405 3.580  -2.194 0.339  C3  A1A9U 2  
A1A9U C6  C2  C 0 1 Y N N N N N 15.120 0.711  -0.486 2.507  0.350  0.491  C6  A1A9U 3  
A1A9U C9  C3  C 0 1 N N N N N N 12.568 -0.936 2.042  0.073  3.215  -0.225 C9  A1A9U 4  
A1A9U C12 C4  C 0 1 Y N N N N N 15.191 2.222  5.551  -3.406 -0.993 -0.474 C12 A1A9U 5  
A1A9U C14 C5  C 0 1 Y N N N N N 14.948 3.712  3.890  -2.578 -0.991 1.666  C14 A1A9U 6  
A1A9U C1  C6  C 0 1 N N N N N N 18.628 -0.452 -1.448 4.849  -1.602 -1.736 C1  A1A9U 7  
A1A9U C10 C7  C 0 1 Y N N N N N 14.560 1.084  3.575  -1.417 0.368  -0.288 C10 A1A9U 8  
A1A9U C11 C8  C 0 1 Y N N N N N 14.935 -0.004 5.612  -2.538 0.122  -2.290 C11 A1A9U 9  
A1A9U C13 C9  C 0 1 Y N N N N N 14.866 2.313  4.188  -2.365 -0.471 0.317  C13 A1A9U 10 
A1A9U C15 C10 C 0 1 Y N N N N N 15.331 4.387  5.024  -3.678 -1.759 1.618  C15 A1A9U 11 
A1A9U C16 C11 C 0 1 Y N N N N N 16.247 -0.066 -0.732 3.370  0.025  -0.538 C16 A1A9U 12 
A1A9U C2  C12 C 0 1 Y N N N N N 17.454 0.451  -1.183 3.907  -1.247 -0.614 C2  A1A9U 13 
A1A9U C4  C13 C 0 1 Y N N N N N 16.408 2.627  -1.164 2.717  -1.868 1.369  C4  A1A9U 14 
A1A9U C5  C14 C 0 1 Y N N N N N 15.222 2.085  -0.700 2.180  -0.597 1.444  C5  A1A9U 15 
A1A9U C7  C15 C 0 1 N N N N N N 13.848 0.071  0.011  1.921  1.736  0.573  C7  A1A9U 16 
A1A9U C8  C16 C 0 1 N N R N N N 13.888 -0.245 1.525  0.604  1.780  -0.203 C8  A1A9U 17 
A1A9U N1  N2  N 0 1 N N N N N N 14.204 0.976  2.268  -0.376 0.906  0.447  N1  A1A9U 18 
A1A9U N3  N3  N 0 1 Y N N N N N 15.231 1.085  6.317  -3.449 -0.669 -1.765 N3  A1A9U 19 
A1A9U N4  N4  N 0 1 Y N N N N N 15.476 3.473  6.094  -4.182 -1.769 0.343  N4  A1A9U 20 
A1A9U O1  O1  O 0 1 N N N N N N 11.486 -0.056 1.973  -0.039 3.702  1.114  O1  A1A9U 21 
A1A9U H5  H1  H 0 1 N N N N N N 18.452 2.285  -1.756 3.996  -3.188 0.277  H5  A1A9U 22 
A1A9U H10 H2  H 0 1 N N N N N N 12.355 -1.818 1.420  0.760  3.848  -0.786 H10 A1A9U 23 
A1A9U H11 H3  H 0 1 N N N N N N 12.711 -1.250 3.086  -0.908 3.232  -0.701 H11 A1A9U 24 
A1A9U H15 H4  H 0 1 N N N N N N 14.742 4.163  2.930  -1.967 -0.795 2.535  H15 A1A9U 25 
A1A9U H3  H5  H 0 1 N N N N N N 19.235 -0.543 -0.535 4.279  -1.989 -2.580 H3  A1A9U 26 
A1A9U H2  H6  H 0 1 N N N N N N 18.265 -1.446 -1.748 5.397  -0.712 -2.046 H2  A1A9U 27 
A1A9U H4  H7  H 0 1 N N N N N N 19.243 -0.027 -2.255 5.552  -2.361 -1.394 H4  A1A9U 28 
A1A9U H14 H8  H 0 1 N N N N N N 14.963 -0.938 6.154  -2.605 0.363  -3.341 H14 A1A9U 29 
A1A9U H16 H9  H 0 1 N N N N N N 15.496 5.452  5.089  -4.102 -2.290 2.457  H16 A1A9U 30 
A1A9U H18 H10 H 0 1 N N N N N N 16.179 -1.131 -0.563 3.625  0.764  -1.283 H18 A1A9U 31 
A1A9U H6  H11 H 0 1 N N N N N N 16.464 3.690  -1.345 2.461  -2.607 2.113  H6  A1A9U 32 
A1A9U H7  H12 H 0 1 N N N N N N 14.376 2.726  -0.504 1.506  -0.342 2.249  H7  A1A9U 33 
A1A9U H9  H13 H 0 1 N N N N N N 13.010 0.757  -0.183 1.736  1.991  1.617  H9  A1A9U 34 
A1A9U H8  H14 H 0 1 N N N N N N 13.688 -0.868 -0.540 2.621  2.452  0.143  H8  A1A9U 35 
A1A9U H1  H15 H 0 1 N N N N N N 14.706 -0.963 1.684  0.773  1.440  -1.225 H1  A1A9U 36 
A1A9U H13 H16 H 0 1 N N N N N N 14.960 1.393  1.763  -0.294 0.705  1.392  H13 A1A9U 37 
A1A9U H17 H17 H 0 1 N N N N N N 15.729 3.681  7.039  -4.974 -2.254 0.061  H17 A1A9U 38 
A1A9U H12 H18 H 0 1 N N N N N N 10.703 -0.491 2.288  -0.371 4.608  1.176  H12 A1A9U 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 
A1A9U C1  C2  SING N N 1  
A1A9U C3  C2  DOUB Y N 2  
A1A9U C3  C4  SING Y N 3  
A1A9U C2  C16 SING Y N 4  
A1A9U C4  C5  DOUB Y N 5  
A1A9U C16 C6  DOUB Y N 6  
A1A9U C5  C6  SING Y N 7  
A1A9U C6  C7  SING N N 8  
A1A9U C7  C8  SING N N 9  
A1A9U C8  C9  SING N N 10 
A1A9U C8  N1  SING N N 11 
A1A9U O1  C9  SING N N 12 
A1A9U N1  C10 SING N N 13 
A1A9U C10 C13 DOUB Y N 14 
A1A9U C10 N2  SING Y N 15 
A1A9U C14 C13 SING Y N 16 
A1A9U C14 C15 DOUB Y N 17 
A1A9U C13 C12 SING Y N 18 
A1A9U N2  C11 DOUB Y N 19 
A1A9U C15 N4  SING Y N 20 
A1A9U C12 N4  SING Y N 21 
A1A9U C12 N3  DOUB Y N 22 
A1A9U C11 N3  SING Y N 23 
A1A9U C3  H5  SING N N 24 
A1A9U C9  H10 SING N N 25 
A1A9U C9  H11 SING N N 26 
A1A9U C14 H15 SING N N 27 
A1A9U C1  H3  SING N N 28 
A1A9U C1  H2  SING N N 29 
A1A9U C1  H4  SING N N 30 
A1A9U C11 H14 SING N N 31 
A1A9U C15 H16 SING N N 32 
A1A9U C16 H18 SING N N 33 
A1A9U C4  H6  SING N N 34 
A1A9U C5  H7  SING N N 35 
A1A9U C7  H9  SING N N 36 
A1A9U C7  H8  SING N N 37 
A1A9U C8  H1  SING N N 38 
A1A9U N1  H13 SING N N 39 
A1A9U N4  H17 SING N N 40 
A1A9U O1  H12 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 
A1A9U SMILES           ACDLabs              14.52   "Cc1cccc(c1)CC(CO)Nc1ncnc2[NH]ccc21"                                                                                                      
A1A9U InChI            InChI                1.06    "InChI=1S/C16H18N4O/c1-11-3-2-4-12(7-11)8-13(9-21)20-16-14-5-6-17-15(14)18-10-19-16/h2-7,10,13,21H,8-9H2,1H3,(H2,17,18,19,20)/t13-/m1/s1" 
A1A9U InChIKey         InChI                1.06    YJHZYAPSRHYURN-CYBMUJFWSA-N                                                                                                               
A1A9U SMILES_CANONICAL CACTVS               3.385   "Cc1cccc(C[C@H](CO)Nc2ncnc3[nH]ccc23)c1"                                                                                                  
A1A9U SMILES           CACTVS               3.385   "Cc1cccc(C[CH](CO)Nc2ncnc3[nH]ccc23)c1"                                                                                                   
A1A9U SMILES_CANONICAL "OpenEye OEToolkits" 3.1.0.0 "Cc1cccc(c1)C[C@H](CO)Nc2c3cc[nH]c3ncn2"                                                                                                  
A1A9U SMILES           "OpenEye OEToolkits" 3.1.0.0 "Cc1cccc(c1)CC(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 
A1A9U "SYSTEMATIC NAME" ACDLabs              14.52   "(2R)-3-(3-methylphenyl)-2-[(7H-pyrrolo[2,3-d]pyrimidin-4-yl)amino]propan-1-ol"     
A1A9U "SYSTEMATIC NAME" "OpenEye OEToolkits" 3.1.0.0 "(2~{R})-3-(3-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 
A1A9U "Create component" 2024-09-24 RCSB 
A1A9U "Initial release"  2025-06-11 RCSB 
# 
