data_8X5 # _chem_comp.id 8X5 _chem_comp.name "2-[2-(oxan-4-ylamino)pyrimidin-4-yl]-5-(phenylmethyl)-6,7-dihydro-1~{H}-pyrrolo[3,2-c]pyridin-4-one" _chem_comp.type NON-POLYMER _chem_comp.pdbx_type HETAIN _chem_comp.formula "C23 H25 N5 O2" _chem_comp.mon_nstd_parent_comp_id ? _chem_comp.pdbx_synonyms ? _chem_comp.pdbx_formal_charge 0 _chem_comp.pdbx_initial_date 2017-03-21 _chem_comp.pdbx_modified_date 2017-04-14 _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 403.477 _chem_comp.one_letter_code ? _chem_comp.three_letter_code 8X5 _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 5NHF _chem_comp.pdbx_subcomponent_list ? _chem_comp.pdbx_processing_site EBI # 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 8X5 C1 C1 C 0 1 Y N N -9.836 16.917 36.149 -7.736 -0.336 1.343 C1 8X5 1 8X5 C2 C2 C 0 1 Y N N -10.010 16.695 37.507 -7.074 0.019 0.183 C2 8X5 2 8X5 C3 C3 C 0 1 Y N N -9.000 16.119 38.269 -6.136 -0.835 -0.367 C3 8X5 3 8X5 C7 C4 C 0 1 N N N -10.977 16.335 41.369 -4.254 1.731 -1.162 C7 8X5 4 8X5 C8 C5 C 0 1 N N N -12.475 16.609 41.407 -3.403 2.264 -0.008 C8 8X5 5 8X5 C9 C6 C 0 1 Y N N -13.102 15.297 41.070 -2.047 1.609 -0.063 C9 8X5 6 8X5 C10 C7 C 0 1 Y N N -12.511 14.296 40.319 -1.888 0.332 -0.593 C10 8X5 7 8X5 C11 C8 C 0 1 Y N N -13.457 13.233 40.219 -0.529 0.008 -0.507 C11 8X5 8 8X5 C12 C9 C 0 1 Y N N -14.582 13.648 40.904 0.095 1.078 0.066 C12 8X5 9 8X5 C13 C10 C 0 1 Y N N -15.859 12.950 41.112 1.540 1.181 0.353 C13 8X5 10 8X5 C14 C11 C 0 1 Y N N -16.102 11.680 40.605 2.065 2.334 0.951 C14 8X5 11 8X5 C15 C12 C 0 1 Y N N -17.330 11.122 40.905 3.423 2.384 1.202 C15 8X5 12 8X5 C16 C13 C 0 1 Y N N -17.945 12.990 42.048 3.659 0.270 0.311 C16 8X5 13 8X5 C19 C14 C 0 1 N N N -17.657 16.098 45.404 8.139 0.005 -0.637 C19 8X5 14 8X5 C20 C15 C 0 1 N N N -19.757 16.826 44.629 8.011 -2.029 0.628 C20 8X5 15 8X5 C21 C16 C 0 1 N N N -20.004 15.550 43.857 6.497 -2.121 0.417 C21 8X5 16 8X5 C22 C17 C 0 1 N N N -11.154 14.436 39.807 -3.046 -0.418 -1.111 C22 8X5 17 8X5 O1 O1 O 0 1 N N N -10.582 13.551 39.174 -2.977 -1.606 -1.362 O1 8X5 18 8X5 N N1 N 0 1 N N N -10.571 15.612 40.153 -4.190 0.282 -1.292 N 8X5 19 8X5 C6 C18 C 0 1 N N N -9.184 15.868 39.747 -5.414 -0.448 -1.632 C6 8X5 20 8X5 C4 C19 C 0 1 Y N N -7.800 15.799 37.644 -5.860 -2.044 0.244 C4 8X5 21 8X5 C5 C20 C 0 1 Y N N -7.621 16.037 36.288 -6.523 -2.399 1.404 C5 8X5 22 8X5 C C21 C 0 1 Y N N -8.640 16.591 35.541 -7.457 -1.543 1.956 C 8X5 23 8X5 N1 N2 N 0 1 Y N N -14.363 14.906 41.416 -0.850 2.046 0.331 N1 8X5 24 8X5 N3 N3 N 0 1 Y N N -16.769 13.616 41.840 2.364 0.177 0.053 N3 8X5 25 8X5 N2 N4 N 0 1 Y N N -18.282 11.762 41.605 4.182 1.350 0.871 N2 8X5 26 8X5 N4 N5 N 0 1 N N N -18.864 13.642 42.789 4.488 -0.791 -0.013 N4 8X5 27 8X5 C17 C22 C 0 1 N N N -18.673 14.928 43.462 5.924 -0.709 0.264 C17 8X5 28 8X5 O O2 O 0 1 N N N -18.947 16.585 45.788 8.603 -1.337 -0.474 O 8X5 29 8X5 C18 C23 C 0 1 N N N -17.767 14.777 44.680 6.631 -0.006 -0.899 C18 8X5 30 8X5 H1 H1 H 0 1 N N N -10.638 17.346 35.566 -8.469 0.331 1.772 H1 8X5 31 8X5 H2 H2 H 0 1 N N N -10.941 16.973 37.978 -7.289 0.964 -0.294 H2 8X5 32 8X5 H3 H3 H 0 1 N N N -10.706 15.730 42.247 -5.292 2.023 -0.997 H3 8X5 33 8X5 H4 H4 H 0 1 N N N -10.441 17.295 41.405 -3.907 2.181 -2.092 H4 8X5 34 8X5 H5 H5 H 0 1 N N N -12.750 17.373 40.665 -3.292 3.344 -0.105 H5 8X5 35 8X5 H6 H6 H 0 1 N N N -12.784 16.942 42.409 -3.886 2.030 0.940 H6 8X5 36 8X5 H7 H7 H 0 1 N N N -13.321 12.291 39.709 -0.064 -0.912 -0.831 H7 8X5 37 8X5 H8 H8 H 0 1 N N N -15.370 11.156 40.008 1.424 3.163 1.211 H8 8X5 38 8X5 H9 H9 H 0 1 N N N -17.535 10.120 40.559 3.861 3.258 1.661 H9 8X5 39 8X5 H10 H10 H 0 1 N N N -17.041 15.963 46.305 8.347 0.574 0.269 H10 8X5 40 8X5 H11 H11 H 0 1 N N N -17.179 16.833 44.740 8.652 0.466 -1.482 H11 8X5 41 8X5 H12 H12 H 0 1 N N N -19.243 17.546 43.976 8.217 -1.486 1.551 H12 8X5 42 8X5 H13 H13 H 0 1 N N N -20.723 17.245 44.948 8.431 -3.032 0.695 H13 8X5 43 8X5 H14 H14 H 0 1 N N N -20.586 15.777 42.951 6.290 -2.698 -0.484 H14 8X5 44 8X5 H15 H15 H 0 1 N N N -20.566 14.844 44.486 6.039 -2.610 1.277 H15 8X5 45 8X5 H16 H16 H 0 1 N N N -8.578 14.993 40.025 -5.157 -1.346 -2.193 H16 8X5 46 8X5 H17 H17 H 0 1 N N N -8.824 16.752 40.293 -6.060 0.188 -2.238 H17 8X5 47 8X5 H18 H18 H 0 1 N N N -6.998 15.360 38.220 -5.127 -2.711 -0.185 H18 8X5 48 8X5 H19 H19 H 0 1 N N N -6.682 15.788 35.817 -6.307 -3.344 1.881 H19 8X5 49 8X5 H20 H20 H 0 1 N N N -8.503 16.769 34.485 -7.975 -1.821 2.863 H20 8X5 50 8X5 H21 H21 H 0 1 N N N -15.016 15.442 41.950 -0.673 2.908 0.738 H21 8X5 51 8X5 H22 H22 H 0 1 N N N -19.644 13.779 42.178 4.118 -1.588 -0.424 H22 8X5 52 8X5 H23 H23 H 0 1 N N N -18.177 15.616 42.761 6.086 -0.148 1.184 H23 8X5 53 8X5 H24 H24 H 0 1 N N N -18.191 14.023 45.359 6.268 1.019 -0.980 H24 8X5 54 8X5 H25 H25 H 0 1 N N N -16.767 14.455 44.353 6.426 -0.540 -1.826 H25 8X5 55 # 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 8X5 C C1 DOUB Y N 1 8X5 C C5 SING Y N 2 8X5 C1 C2 SING Y N 3 8X5 C5 C4 DOUB Y N 4 8X5 C2 C3 DOUB Y N 5 8X5 C4 C3 SING Y N 6 8X5 C3 C6 SING N N 7 8X5 O1 C22 DOUB N N 8 8X5 C6 N SING N N 9 8X5 C22 N SING N N 10 8X5 C22 C10 SING N N 11 8X5 N C7 SING N N 12 8X5 C11 C10 SING Y N 13 8X5 C11 C12 DOUB Y N 14 8X5 C10 C9 DOUB Y N 15 8X5 C14 C15 DOUB Y N 16 8X5 C14 C13 SING Y N 17 8X5 C12 C13 SING N N 18 8X5 C12 N1 SING Y N 19 8X5 C15 N2 SING Y N 20 8X5 C9 C8 SING N N 21 8X5 C9 N1 SING Y N 22 8X5 C13 N3 DOUB Y N 23 8X5 C7 C8 SING N N 24 8X5 N2 C16 DOUB Y N 25 8X5 N3 C16 SING Y N 26 8X5 C16 N4 SING N N 27 8X5 N4 C17 SING N N 28 8X5 C17 C21 SING N N 29 8X5 C17 C18 SING N N 30 8X5 C21 C20 SING N N 31 8X5 C20 O SING N N 32 8X5 C18 C19 SING N N 33 8X5 C19 O SING N N 34 8X5 C1 H1 SING N N 35 8X5 C2 H2 SING N N 36 8X5 C7 H3 SING N N 37 8X5 C7 H4 SING N N 38 8X5 C8 H5 SING N N 39 8X5 C8 H6 SING N N 40 8X5 C11 H7 SING N N 41 8X5 C14 H8 SING N N 42 8X5 C15 H9 SING N N 43 8X5 C19 H10 SING N N 44 8X5 C19 H11 SING N N 45 8X5 C20 H12 SING N N 46 8X5 C20 H13 SING N N 47 8X5 C21 H14 SING N N 48 8X5 C21 H15 SING N N 49 8X5 C6 H16 SING N N 50 8X5 C6 H17 SING N N 51 8X5 C4 H18 SING N N 52 8X5 C5 H19 SING N N 53 8X5 C H20 SING N N 54 8X5 N1 H21 SING N N 55 8X5 N4 H22 SING N N 56 8X5 C17 H23 SING N N 57 8X5 C18 H24 SING N N 58 8X5 C18 H25 SING N N 59 # 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 8X5 InChI InChI 1.03 "InChI=1S/C23H25N5O2/c29-22-18-14-21(20-6-10-24-23(27-20)25-17-8-12-30-13-9-17)26-19(18)7-11-28(22)15-16-4-2-1-3-5-16/h1-6,10,14,17,26H,7-9,11-13,15H2,(H,24,25,27)" 8X5 InChIKey InChI 1.03 KERNFUCXORNNFU-UHFFFAOYSA-N 8X5 SMILES_CANONICAL CACTVS 3.385 "O=C1N(CCc2[nH]c(cc12)c3ccnc(NC4CCOCC4)n3)Cc5ccccc5" 8X5 SMILES CACTVS 3.385 "O=C1N(CCc2[nH]c(cc12)c3ccnc(NC4CCOCC4)n3)Cc5ccccc5" 8X5 SMILES_CANONICAL "OpenEye OEToolkits" 2.0.6 "c1ccc(cc1)CN2CCc3c(cc([nH]3)c4ccnc(n4)NC5CCOCC5)C2=O" 8X5 SMILES "OpenEye OEToolkits" 2.0.6 "c1ccc(cc1)CN2CCc3c(cc([nH]3)c4ccnc(n4)NC5CCOCC5)C2=O" # 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 8X5 "SYSTEMATIC NAME" "OpenEye OEToolkits" 2.0.6 "2-[2-(oxan-4-ylamino)pyrimidin-4-yl]-5-(phenylmethyl)-6,7-dihydro-1~{H}-pyrrolo[3,2-c]pyridin-4-one" # loop_ _pdbx_chem_comp_audit.comp_id _pdbx_chem_comp_audit.action_type _pdbx_chem_comp_audit.date _pdbx_chem_comp_audit.processing_site 8X5 "Create component" 2017-03-21 EBI 8X5 "Initial release" 2017-04-19 RCSB #