data_X4C # _chem_comp.id X4C _chem_comp.name "8-methyl-6-[2-(5-methyl-1-phenyl-1H-benzimidazol-2-yl)ethyl]imidazo[1,5-a]pyrimidine" _chem_comp.type NON-POLYMER _chem_comp.pdbx_type HETAIN _chem_comp.formula "C23 H21 N5" _chem_comp.mon_nstd_parent_comp_id ? _chem_comp.pdbx_synonyms ? _chem_comp.pdbx_formal_charge 0 _chem_comp.pdbx_initial_date 2014-03-13 _chem_comp.pdbx_modified_date 2014-05-30 _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 367.446 _chem_comp.one_letter_code ? _chem_comp.three_letter_code X4C _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 3WS8 _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.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 X4C C25 C25 C 0 1 Y N N 17.793 7.941 55.807 -0.232 4.103 0.067 C25 X4C 1 X4C C24 C24 C 0 1 Y N N 18.940 8.562 56.258 0.140 3.148 -0.861 C24 X4C 2 X4C C26 C26 C 0 1 Y N N 17.719 6.558 55.798 -1.158 3.795 1.048 C26 X4C 3 X4C C17 C17 C 0 1 Y N N 23.980 6.234 55.016 -5.597 0.069 -0.395 C17 X4C 4 X4C C15 C15 C 0 1 Y N N 22.629 6.355 55.274 -4.384 0.710 -0.260 C15 X4C 5 X4C C23 C23 C 0 1 Y N N 20.002 7.797 56.693 -0.417 1.884 -0.815 C23 X4C 6 X4C C27 C27 C 0 1 Y N N 18.789 5.784 56.212 -1.714 2.532 1.102 C27 X4C 7 X4C C12 C12 C 0 1 Y N N 24.469 4.981 57.014 -4.573 -2.051 0.032 C12 X4C 8 X4C C16 C16 C 0 1 Y N N 24.867 5.574 55.843 -5.685 -1.309 -0.248 C16 X4C 9 X4C C8 C8 C 0 1 Y N N 23.127 5.090 57.295 -3.333 -1.423 0.173 C8 X4C 10 X4C C10 C10 C 0 1 Y N N 22.253 5.748 56.453 -3.244 -0.029 0.024 C10 X4C 11 X4C C18 C18 C 0 1 Y N N 19.924 6.418 56.660 -1.351 1.574 0.165 C18 X4C 12 X4C C9 C9 C 0 1 Y N N 18.529 3.265 63.046 4.392 -2.150 0.124 C9 X4C 13 X4C C7 C7 C 0 1 Y N N 17.688 2.714 62.107 4.570 -0.788 0.000 C7 X4C 14 X4C C1 C1 C 0 1 Y N N 21.205 4.963 58.216 -1.250 -0.872 0.469 C1 X4C 15 X4C C2 C2 C 0 1 Y N N 19.580 3.370 61.187 2.452 -1.297 -0.312 C2 X4C 16 X4C C21 C21 C 0 1 Y N N 16.658 1.780 59.705 4.279 1.882 -0.363 C21 X4C 17 X4C C14 C14 C 0 1 Y N N 17.878 2.324 59.728 3.186 1.090 -0.462 C14 X4C 18 X4C C22 C22 C 0 1 Y N N 15.983 1.732 61.027 5.529 1.308 -0.071 C22 X4C 19 X4C C20 C20 C 0 1 N N N 26.295 5.508 55.458 -7.020 -1.992 -0.398 C20 X4C 20 X4C C28 C28 C 0 1 N N N 18.335 3.452 64.487 5.466 -3.163 0.430 C28 X4C 21 X4C C11 C11 C 0 1 N N N 20.114 4.655 59.160 0.228 -0.983 0.739 C11 X4C 22 X4C C13 C13 C 0 1 N N N 20.582 3.616 60.158 0.974 -1.187 -0.582 C13 X4C 23 X4C N4 N4 N 0 1 Y N N 22.463 4.612 58.374 -2.081 -1.873 0.443 N4 X4C 24 X4C N3 N3 N 0 1 Y N N 19.699 3.674 62.461 3.098 -2.409 -0.069 N3 X4C 25 X4C N19 N19 N 0 1 Y N N 16.453 2.165 62.156 5.642 0.013 0.097 N19 X4C 26 X4C N5 N5 N 0 1 Y N N 21.026 5.655 57.052 -1.913 0.292 0.217 N5 X4C 27 X4C N6 N6 N 0 1 Y N N 18.373 2.780 60.923 3.325 -0.260 -0.280 N6 X4C 28 X4C H1 H1 H 0 1 N N N 16.957 8.531 55.463 0.204 5.090 0.029 H1 X4C 29 X4C H2 H2 H 0 1 N N N 19.006 9.640 56.270 0.866 3.390 -1.623 H2 X4C 30 X4C H3 H3 H 0 1 N N N 16.812 6.076 55.463 -1.446 4.543 1.771 H3 X4C 31 X4C H4 H4 H 0 1 N N N 24.366 6.683 54.113 -6.486 0.642 -0.612 H4 X4C 32 X4C H5 H5 H 0 1 N N N 21.940 6.871 54.621 -4.322 1.782 -0.375 H5 X4C 33 X4C H6 H6 H 0 1 N N N 20.897 8.277 57.060 -0.126 1.139 -1.540 H6 X4C 34 X4C H7 H7 H 0 1 N N N 18.734 4.706 56.184 -2.436 2.292 1.868 H7 X4C 35 X4C H8 H8 H 0 1 N N N 25.158 4.467 57.667 -4.652 -3.123 0.144 H8 X4C 36 X4C H9 H9 H 0 1 N N N 16.201 1.406 58.801 4.191 2.949 -0.503 H9 X4C 37 X4C H10 H10 H 0 1 N N N 18.463 2.403 58.824 2.220 1.516 -0.686 H10 X4C 38 X4C H11 H11 H 0 1 N N N 14.998 1.290 61.051 6.402 1.937 0.008 H11 X4C 39 X4C H12 H12 H 0 1 N N N 26.828 6.376 55.873 -7.168 -2.274 -1.441 H12 X4C 40 X4C H13 H13 H 0 1 N N N 26.739 4.582 55.853 -7.044 -2.884 0.227 H13 X4C 41 X4C H14 H14 H 0 1 N N N 26.380 5.516 54.361 -7.813 -1.310 -0.091 H14 X4C 42 X4C H15 H15 H 0 1 N N N 19.227 3.930 64.919 5.547 -3.292 1.510 H15 X4C 43 X4C H16 H16 H 0 1 N N N 17.457 4.092 64.659 5.208 -4.116 -0.031 H16 X4C 44 X4C H17 H17 H 0 1 N N N 18.176 2.474 64.965 6.419 -2.813 0.034 H17 X4C 45 X4C H18 H18 H 0 1 N N N 19.823 5.571 59.695 0.580 -0.069 1.217 H18 X4C 46 X4C H19 H19 H 0 1 N N N 19.249 4.265 58.604 0.415 -1.832 1.396 H19 X4C 47 X4C H20 H20 H 0 1 N N N 20.785 2.675 59.625 0.787 -0.338 -1.239 H20 X4C 48 X4C H21 H21 H 0 1 N N N 21.506 3.972 60.637 0.622 -2.101 -1.060 H21 X4C 49 # 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 X4C C17 C15 DOUB Y N 1 X4C C17 C16 SING Y N 2 X4C C15 C10 SING Y N 3 X4C C20 C16 SING N N 4 X4C C26 C25 DOUB Y N 5 X4C C26 C27 SING Y N 6 X4C C25 C24 SING Y N 7 X4C C16 C12 DOUB Y N 8 X4C C27 C18 DOUB Y N 9 X4C C24 C23 DOUB Y N 10 X4C C10 N5 SING Y N 11 X4C C10 C8 DOUB Y N 12 X4C C18 C23 SING Y N 13 X4C C18 N5 SING N N 14 X4C C12 C8 SING Y N 15 X4C N5 C1 SING Y N 16 X4C C8 N4 SING Y N 17 X4C C1 N4 DOUB Y N 18 X4C C1 C11 SING N N 19 X4C C11 C13 SING N N 20 X4C C21 C14 DOUB Y N 21 X4C C21 C22 SING Y N 22 X4C C14 N6 SING Y N 23 X4C C13 C2 SING N N 24 X4C N6 C2 SING Y N 25 X4C N6 C7 SING Y N 26 X4C C22 N19 DOUB Y N 27 X4C C2 N3 DOUB Y N 28 X4C C7 N19 SING Y N 29 X4C C7 C9 DOUB Y N 30 X4C N3 C9 SING Y N 31 X4C C9 C28 SING N N 32 X4C C25 H1 SING N N 33 X4C C24 H2 SING N N 34 X4C C26 H3 SING N N 35 X4C C17 H4 SING N N 36 X4C C15 H5 SING N N 37 X4C C23 H6 SING N N 38 X4C C27 H7 SING N N 39 X4C C12 H8 SING N N 40 X4C C21 H9 SING N N 41 X4C C14 H10 SING N N 42 X4C C22 H11 SING N N 43 X4C C20 H12 SING N N 44 X4C C20 H13 SING N N 45 X4C C20 H14 SING N N 46 X4C C28 H15 SING N N 47 X4C C28 H16 SING N N 48 X4C C28 H17 SING N N 49 X4C C11 H18 SING N N 50 X4C C11 H19 SING N N 51 X4C C13 H20 SING N N 52 X4C C13 H21 SING N N 53 # 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 X4C SMILES ACDLabs 12.01 "n2c1cc(ccc1n(c2CCc4nc(c3ncccn34)C)c5ccccc5)C" X4C InChI InChI 1.03 "InChI=1S/C23H21N5/c1-16-9-10-20-19(15-16)26-22(28(20)18-7-4-3-5-8-18)12-11-21-25-17(2)23-24-13-6-14-27(21)23/h3-10,13-15H,11-12H2,1-2H3" X4C InChIKey InChI 1.03 VOYXDWSUNQJWTO-UHFFFAOYSA-N X4C SMILES_CANONICAL CACTVS 3.385 "Cc1ccc2n(c(CCc3nc(C)c4ncccn34)nc2c1)c5ccccc5" X4C SMILES CACTVS 3.385 "Cc1ccc2n(c(CCc3nc(C)c4ncccn34)nc2c1)c5ccccc5" X4C SMILES_CANONICAL "OpenEye OEToolkits" 1.7.6 "Cc1ccc2c(c1)nc(n2c3ccccc3)CCc4nc(c5n4cccn5)C" X4C SMILES "OpenEye OEToolkits" 1.7.6 "Cc1ccc2c(c1)nc(n2c3ccccc3)CCc4nc(c5n4cccn5)C" # 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 X4C "SYSTEMATIC NAME" ACDLabs 12.01 "8-methyl-6-[2-(5-methyl-1-phenyl-1H-benzimidazol-2-yl)ethyl]imidazo[1,5-a]pyrimidine" X4C "SYSTEMATIC NAME" "OpenEye OEToolkits" 1.7.6 "8-methyl-6-[2-(5-methyl-1-phenyl-benzimidazol-2-yl)ethyl]imidazo[1,5-a]pyrimidine" # loop_ _pdbx_chem_comp_audit.comp_id _pdbx_chem_comp_audit.action_type _pdbx_chem_comp_audit.date _pdbx_chem_comp_audit.processing_site X4C "Create component" 2014-03-13 PDBJ X4C "Initial release" 2014-06-04 RCSB #