data_8XH # _chem_comp.id 8XH _chem_comp.name "5-(2-methoxyethyl)-2-[2-(oxan-4-ylamino)pyrimidin-4-yl]-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 "C19 H25 N5 O3" _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 371.434 _chem_comp.one_letter_code ? _chem_comp.three_letter_code 8XH _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 5NHH _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 8XH C1 C1 C 0 1 N N N -10.070 15.543 39.466 6.659 -1.484 -0.467 C1 8XH 1 8XH C2 C2 C 0 1 N N N -10.390 14.415 40.429 5.998 -1.475 0.913 C2 8XH 2 8XH C3 C3 C 0 1 N N N -12.390 15.453 41.503 4.983 0.804 1.211 C3 8XH 3 8XH C7 C4 C 0 1 Y N N -14.996 12.378 40.238 1.124 -0.405 0.250 C7 8XH 4 8XH C8 C5 C 0 1 Y N N -16.123 12.783 40.925 0.560 0.826 0.075 C8 8XH 5 8XH C9 C6 C 0 1 Y N N -17.498 12.275 40.944 -0.882 1.099 -0.086 C9 8XH 6 8XH C10 C7 C 0 1 Y N N -17.854 11.086 40.317 -1.342 2.409 -0.264 C10 8XH 7 8XH C11 C8 C 0 1 Y N N -19.169 10.679 40.471 -2.701 2.615 -0.412 C11 8XH 8 8XH C12 C9 C 0 1 Y N N -19.648 12.544 41.685 -3.059 0.345 -0.215 C12 8XH 9 8XH C13 C10 C 0 1 N N N -20.338 14.594 42.996 -5.386 -0.465 -0.353 C13 8XH 10 8XH C14 C11 C 0 1 N N N -19.713 14.475 44.381 -6.001 -0.125 1.008 C14 8XH 11 8XH C15 C12 C 0 1 N N N -19.583 15.853 45.000 -7.512 0.055 0.845 C15 8XH 12 8XH C16 C13 C 0 1 N N N -21.427 16.705 43.781 -7.574 -1.479 -0.997 C16 8XH 13 8XH O2 O1 O 0 1 N N N -12.027 12.324 39.685 3.476 -2.345 0.424 O2 8XH 14 8XH C18 C14 C 0 1 N N N -12.533 13.257 40.297 3.622 -1.145 0.554 C18 8XH 15 8XH N N1 N 0 1 N N N -11.817 14.309 40.765 4.819 -0.605 0.884 N 8XH 16 8XH O O2 O 0 1 N N N -10.986 15.476 38.392 7.159 -0.179 -0.764 O 8XH 17 8XH C C15 C 0 1 N N N -10.925 16.616 37.567 7.799 -0.078 -2.038 C 8XH 18 8XH C6 C16 C 0 1 Y N N -13.927 13.224 40.663 2.505 -0.204 0.359 C6 8XH 19 8XH N1 N2 N 0 1 Y N N -15.776 13.834 41.739 1.564 1.771 0.076 N1 8XH 20 8XH C5 C17 C 0 1 Y N N -14.441 14.104 41.572 2.738 1.164 0.248 C5 8XH 21 8XH C4 C18 C 0 1 N N N -13.656 15.143 42.292 4.135 1.723 0.330 C4 8XH 22 8XH N3 N3 N 0 1 Y N N -18.382 13.019 41.626 -1.766 0.101 -0.070 N3 8XH 23 8XH N2 N4 N 0 1 Y N N -20.089 11.390 41.149 -3.521 1.575 -0.380 N2 8XH 24 8XH N4 N5 N 0 1 N N N -20.551 13.280 42.371 -3.951 -0.714 -0.194 N4 8XH 25 8XH C17 C19 C 0 1 N N N -21.639 15.393 43.059 -6.065 -1.721 -0.909 C17 8XH 26 8XH O1 O3 O 0 1 N N N -20.865 16.499 45.095 -8.077 -1.137 0.296 O1 8XH 27 8XH H1 H1 H 0 1 N N N -9.043 15.431 39.088 7.483 -2.198 -0.471 H1 8XH 28 8XH H2 H2 H 0 1 N N N -10.168 16.511 39.980 5.925 -1.772 -1.220 H2 8XH 29 8XH H3 H3 H 0 1 N N N -10.070 13.467 39.972 5.696 -2.488 1.177 H3 8XH 30 8XH H4 H4 H 0 1 N N N -9.826 14.582 41.359 6.706 -1.102 1.652 H4 8XH 31 8XH H5 H5 H 0 1 N N N -11.630 15.819 42.209 4.699 0.958 2.253 H5 8XH 32 8XH H6 H6 H 0 1 N N N -12.626 16.244 40.776 6.032 1.072 1.090 H6 8XH 33 8XH H7 H7 H 0 1 N N N -14.935 11.576 39.518 0.605 -1.351 0.295 H7 8XH 34 8XH H8 H8 H 0 1 N N N -17.144 10.511 39.741 -0.652 3.239 -0.286 H8 8XH 35 8XH H9 H9 H 0 1 N N N -19.472 9.743 40.024 -3.090 3.613 -0.550 H9 8XH 36 8XH H10 H10 H 0 1 N N N -19.636 15.160 42.367 -5.539 0.367 -1.041 H10 8XH 37 8XH H11 H11 H 0 1 N N N -20.352 13.846 45.018 -5.804 -0.936 1.709 H11 8XH 38 8XH H12 H12 H 0 1 N N N -18.717 14.017 44.295 -5.562 0.798 1.385 H12 8XH 39 8XH H13 H13 H 0 1 N N N -19.154 15.755 46.008 -7.961 0.255 1.819 H13 8XH 40 8XH H14 H14 H 0 1 N N N -18.917 16.466 44.376 -7.709 0.892 0.176 H14 8XH 41 8XH H15 H15 H 0 1 N N N -20.740 17.331 43.192 -7.771 -0.662 -1.691 H15 8XH 42 8XH H16 H16 H 0 1 N N N -22.395 17.218 43.882 -8.067 -2.384 -1.351 H16 8XH 43 8XH H17 H17 H 0 1 N N N -11.654 16.517 36.749 8.647 -0.762 -2.074 H17 8XH 44 8XH H18 H18 H 0 1 N N N -11.161 17.511 38.161 7.089 -0.336 -2.823 H18 8XH 45 8XH H19 H19 H 0 1 N N N -9.913 16.711 37.147 8.151 0.943 -2.188 H19 8XH 46 8XH H20 H20 H 0 1 N N N -16.396 14.323 42.353 1.436 2.727 -0.032 H20 8XH 47 8XH H21 H21 H 0 1 N N N -13.385 14.772 43.291 4.105 2.721 0.766 H21 8XH 48 8XH H22 H22 H 0 1 N N N -14.260 16.057 42.392 4.569 1.772 -0.669 H22 8XH 49 8XH H23 H23 H 0 1 N N N -21.307 13.420 41.731 -3.626 -1.620 -0.075 H23 8XH 50 8XH H24 H24 H 0 1 N N N -21.988 15.596 42.036 -5.672 -1.938 -1.902 H24 8XH 51 8XH H25 H25 H 0 1 N N N -22.398 14.805 43.595 -5.869 -2.564 -0.246 H25 8XH 52 # 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 8XH C O SING N N 1 8XH O C1 SING N N 2 8XH C1 C2 SING N N 3 8XH O2 C18 DOUB N N 4 8XH C7 C6 SING Y N 5 8XH C7 C8 DOUB Y N 6 8XH C18 C6 SING N N 7 8XH C18 N SING N N 8 8XH C10 C11 DOUB Y N 9 8XH C10 C9 SING Y N 10 8XH C2 N SING N N 11 8XH C11 N2 SING Y N 12 8XH C6 C5 DOUB Y N 13 8XH N C3 SING N N 14 8XH C8 C9 SING N N 15 8XH C8 N1 SING Y N 16 8XH C9 N3 DOUB Y N 17 8XH N2 C12 DOUB Y N 18 8XH C3 C4 SING N N 19 8XH C5 N1 SING Y N 20 8XH C5 C4 SING N N 21 8XH N3 C12 SING Y N 22 8XH C12 N4 SING N N 23 8XH N4 C13 SING N N 24 8XH C13 C17 SING N N 25 8XH C13 C14 SING N N 26 8XH C17 C16 SING N N 27 8XH C16 O1 SING N N 28 8XH C14 C15 SING N N 29 8XH C15 O1 SING N N 30 8XH C1 H1 SING N N 31 8XH C1 H2 SING N N 32 8XH C2 H3 SING N N 33 8XH C2 H4 SING N N 34 8XH C3 H5 SING N N 35 8XH C3 H6 SING N N 36 8XH C7 H7 SING N N 37 8XH C10 H8 SING N N 38 8XH C11 H9 SING N N 39 8XH C13 H10 SING N N 40 8XH C14 H11 SING N N 41 8XH C14 H12 SING N N 42 8XH C15 H13 SING N N 43 8XH C15 H14 SING N N 44 8XH C16 H15 SING N N 45 8XH C16 H16 SING N N 46 8XH C H17 SING N N 47 8XH C H18 SING N N 48 8XH C H19 SING N N 49 8XH N1 H20 SING N N 50 8XH C4 H21 SING N N 51 8XH C4 H22 SING N N 52 8XH N4 H23 SING N N 53 8XH C17 H24 SING N N 54 8XH C17 H25 SING N N 55 # 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 8XH InChI InChI 1.03 "InChI=1S/C19H25N5O3/c1-26-11-8-24-7-3-15-14(18(24)25)12-17(22-15)16-2-6-20-19(23-16)21-13-4-9-27-10-5-13/h2,6,12-13,22H,3-5,7-11H2,1H3,(H,20,21,23)" 8XH InChIKey InChI 1.03 LYRLKFUHEVBCHD-UHFFFAOYSA-N 8XH SMILES_CANONICAL CACTVS 3.385 "COCCN1CCc2[nH]c(cc2C1=O)c3ccnc(NC4CCOCC4)n3" 8XH SMILES CACTVS 3.385 "COCCN1CCc2[nH]c(cc2C1=O)c3ccnc(NC4CCOCC4)n3" 8XH SMILES_CANONICAL "OpenEye OEToolkits" 2.0.6 "COCCN1CCc2c(cc([nH]2)c3ccnc(n3)NC4CCOCC4)C1=O" 8XH SMILES "OpenEye OEToolkits" 2.0.6 "COCCN1CCc2c(cc([nH]2)c3ccnc(n3)NC4CCOCC4)C1=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 8XH "SYSTEMATIC NAME" "OpenEye OEToolkits" 2.0.6 "5-(2-methoxyethyl)-2-[2-(oxan-4-ylamino)pyrimidin-4-yl]-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 8XH "Create component" 2017-03-21 EBI 8XH "Initial release" 2017-04-19 RCSB #