data_N9R
# 
_chem_comp.id                                    N9R 
_chem_comp.name                                  "~{N}-[6-(1-methylindol-3-yl)pyrimidin-4-yl]prop-2-enamide" 
_chem_comp.type                                  non-polymer 
_chem_comp.pdbx_type                             HETAIN 
_chem_comp.formula                               "C16 H14 N4 O" 
_chem_comp.mon_nstd_parent_comp_id               ? 
_chem_comp.pdbx_synonyms                         ? 
_chem_comp.pdbx_formal_charge                    0 
_chem_comp.pdbx_initial_date                     2023-01-11 
_chem_comp.pdbx_modified_date                    2023-12-08 
_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                        278.309 
_chem_comp.one_letter_code                       ? 
_chem_comp.three_letter_code                     N9R 
_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        8HVA 
_chem_comp.pdbx_subcomponent_list                ? 
_chem_comp.pdbx_processing_site                  PDBJ 
# 
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_backbone_atom_flag 
_chem_comp_atom.pdbx_n_terminal_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 
N9R N1  N1  N 0 1 Y N N N N N 23.740 -1.709 -49.261 3.129  -1.814 -0.002 N1  N9R 1  
N9R N3  N2  N 0 1 Y N N N N N 21.706 2.332  -53.802 -2.393 1.289  0.065  N3  N9R 2  
N9R C4  C1  C 0 1 Y N N N N N 22.106 -1.609 -47.343 5.061  -0.160 -0.037 C4  N9R 3  
N9R C5  C2  C 0 1 Y N N N N N 20.883 -1.024 -46.944 5.358  1.185  -0.049 C5  N9R 4  
N9R C6  C3  C 0 1 Y N N N N N 20.178 -0.149 -47.775 4.345  2.133  -0.054 C6  N9R 5  
N9R C7  C4  C 0 1 N N N N N N 24.786 -2.631 -48.767 3.842  -3.093 -0.003 C7  N9R 6  
N9R C8  C5  C 0 1 Y N N N N N 23.767 -1.108 -50.466 1.774  -1.677 0.019  C8  N9R 7  
N9R C10 C6  C 0 1 Y N N N N N 22.269 0.587  -51.747 0.080  0.210  0.033  C10 N9R 8  
N9R C13 C7  C 0 1 N N N N N N 24.837 1.167  -55.098 -4.659 -0.252 0.010  C13 N9R 9  
N9R C15 C8  C 0 1 N N N N N N 25.016 1.352  -57.635 -7.064 -0.524 -0.163 C15 N9R 10 
N9R O1  O1  O 0 1 N N N N N N 25.221 0.300  -54.330 -4.759 0.960  0.003  O1  N9R 11 
N9R C14 C9  C 0 1 N N N N N N 25.715 1.465  -56.291 -5.864 -1.091 -0.076 C14 N9R 12 
N9R N2  N3  N 0 1 N N N N N N 23.701 1.861  -54.910 -3.443 -0.827 0.098  N2  N9R 13 
N9R C12 C10 C 0 1 Y N N N N N 22.884 1.669  -53.832 -2.298 -0.039 0.073  C12 N9R 14 
N9R C11 C11 C 0 1 Y N N N N N 23.185 0.790  -52.771 -1.037 -0.626 0.057  C11 N9R 15 
N9R C16 C12 C 0 1 Y N N N N N 20.868 2.151  -52.754 -1.315 2.046  0.041  C16 N9R 16 
N9R N4  N4  N 0 1 Y N N N N N 21.129 1.314  -51.729 -0.102 1.532  0.025  N4  N9R 17 
N9R C9  C13 C 0 1 Y N N N N N 22.625 -0.313 -50.616 1.445  -0.360 0.014  C9  N9R 18 
N9R C2  C14 C 0 1 Y N N N N N 21.915 -0.437 -49.428 2.712  0.391  -0.013 C2  N9R 19 
N9R C3  C15 C 0 1 Y N N N N N 22.633 -1.321 -48.602 3.733  -0.575 -0.017 C3  N9R 20 
N9R C1  C16 C 0 1 Y N N N N N 20.700 0.158  -49.031 3.033  1.747  -0.029 C1  N9R 21 
N9R H1  H1  H 0 1 N N N N N N 22.631 -2.277 -46.676 5.856  -0.891 -0.032 H1  N9R 22 
N9R H2  H2  H 0 1 N N N N N N 20.482 -1.260 -45.969 6.390  1.505  -0.053 H2  N9R 23 
N9R H3  H3  H 0 1 N N N N N N 19.243 0.283  -47.449 4.594  3.184  -0.063 H3  N9R 24 
N9R H4  H4  H 0 1 N N N N N N 24.521 -2.980 -47.758 4.031  -3.404 1.025  H4  N9R 25 
N9R H5  H5  H 0 1 N N N N N N 24.863 -3.494 -49.444 3.235  -3.847 -0.505 H5  N9R 26 
N9R H6  H6  H 0 1 N N N N N N 25.751 -2.105 -48.732 4.790  -2.980 -0.529 H6  N9R 27 
N9R H7  H7  H 0 1 N N N N N N 24.549 -1.222 -51.202 1.068  -2.494 0.037  H7  N9R 28 
N9R H8  H8  H 0 1 N N N N N N 23.973 1.077  -57.680 -7.949 -1.139 -0.227 H8  N9R 29 
N9R H9  H9  H 0 1 N N N N N N 25.563 1.547  -58.546 -7.153 0.553  -0.170 H9  N9R 30 
N9R H11 H11 H 0 1 N N N N N N 26.756 1.737  -56.196 -5.774 -2.167 -0.070 H11 N9R 31 
N9R H13 H13 H 0 1 N N N N N N 23.443 2.548  -55.589 -3.366 -1.791 0.178  H13 N9R 32 
N9R H14 H14 H 0 1 N N N N N N 24.133 0.272  -52.755 -0.926 -1.701 0.064  H14 N9R 33 
N9R H15 H15 H 0 1 N N N N N N 19.942 2.706  -52.738 -1.429 3.120  0.035  H15 N9R 34 
N9R H16 H16 H 0 1 N N N N N N 20.182 0.840  -49.689 2.250  2.489  -0.022 H16 N9R 35 
# 
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 
N9R C15 C14 DOUB N N 1  
N9R C14 C13 SING N N 2  
N9R C13 N2  SING N N 3  
N9R C13 O1  DOUB N N 4  
N9R N2  C12 SING N N 5  
N9R C12 N3  SING Y N 6  
N9R C12 C11 DOUB Y N 7  
N9R N3  C16 DOUB Y N 8  
N9R C11 C10 SING Y N 9  
N9R C16 N4  SING Y N 10 
N9R C10 N4  DOUB Y N 11 
N9R C10 C9  SING N N 12 
N9R C9  C8  DOUB Y N 13 
N9R C9  C2  SING Y N 14 
N9R C8  N1  SING Y N 15 
N9R C2  C1  SING Y N 16 
N9R C2  C3  DOUB Y N 17 
N9R N1  C7  SING N N 18 
N9R N1  C3  SING Y N 19 
N9R C1  C6  DOUB Y N 20 
N9R C3  C4  SING Y N 21 
N9R C6  C5  SING Y N 22 
N9R C4  C5  DOUB Y N 23 
N9R C4  H1  SING N N 24 
N9R C5  H2  SING N N 25 
N9R C6  H3  SING N N 26 
N9R C7  H4  SING N N 27 
N9R C7  H5  SING N N 28 
N9R C7  H6  SING N N 29 
N9R C8  H7  SING N N 30 
N9R C15 H8  SING N N 31 
N9R C15 H9  SING N N 32 
N9R C14 H11 SING N N 33 
N9R N2  H13 SING N N 34 
N9R C11 H14 SING N N 35 
N9R C16 H15 SING N N 36 
N9R C1  H16 SING N N 37 
# 
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 
N9R InChI            InChI                1.06  "InChI=1S/C16H14N4O/c1-3-16(21)19-15-8-13(17-10-18-15)12-9-20(2)14-7-5-4-6-11(12)14/h3-10H,1H2,2H3,(H,17,18,19,21)" 
N9R InChIKey         InChI                1.06  JXDHZXSSDRPBDG-UHFFFAOYSA-N                                                                                         
N9R SMILES_CANONICAL CACTVS               3.385 "Cn1cc(c2cc(NC(=O)C=C)ncn2)c3ccccc13"                                                                               
N9R SMILES           CACTVS               3.385 "Cn1cc(c2cc(NC(=O)C=C)ncn2)c3ccccc13"                                                                               
N9R SMILES_CANONICAL "OpenEye OEToolkits" 2.0.7 "Cn1cc(c2c1cccc2)c3cc(ncn3)NC(=O)C=C"                                                                               
N9R SMILES           "OpenEye OEToolkits" 2.0.7 "Cn1cc(c2c1cccc2)c3cc(ncn3)NC(=O)C=C"                                                                               
# 
_pdbx_chem_comp_identifier.comp_id           N9R 
_pdbx_chem_comp_identifier.type              "SYSTEMATIC NAME" 
_pdbx_chem_comp_identifier.program           "OpenEye OEToolkits" 
_pdbx_chem_comp_identifier.program_version   2.0.7 
_pdbx_chem_comp_identifier.identifier        "~{N}-[6-(1-methylindol-3-yl)pyrimidin-4-yl]prop-2-enamide" 
# 
loop_
_pdbx_chem_comp_audit.comp_id 
_pdbx_chem_comp_audit.action_type 
_pdbx_chem_comp_audit.date 
_pdbx_chem_comp_audit.processing_site 
N9R "Create component" 2023-01-11 PDBJ 
N9R "Initial release"  2023-12-13 RCSB 
# 
