data_8XB # _chem_comp.id 8XB _chem_comp.name "(6~{R})-5-(2-methoxyethyl)-6-methyl-2-[5-methyl-2-[(2-methylpyrazol-3-yl)amino]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 "C20 H25 N7 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 395.458 _chem_comp.one_letter_code ? _chem_comp.three_letter_code 8XB _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 5NHL _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 8XB C1 C1 C 0 1 N N N -11.976 13.466 40.241 3.393 -1.291 -0.407 C1 8XB 1 8XB C2 C2 C 0 1 Y N N -13.365 13.367 40.655 2.237 -0.427 -0.111 C2 8XB 2 8XB C3 C3 C 0 1 Y N N -14.349 12.382 40.405 0.883 -0.532 -0.450 C3 8XB 3 8XB N6 N1 N 0 1 Y N N -20.405 15.360 43.786 -6.661 -1.518 0.005 N6 8XB 4 8XB C7 C4 C 0 1 N N R -11.698 15.184 42.079 4.577 -0.113 1.408 C7 8XB 5 8XB C8 C5 C 0 1 N N N -11.335 14.457 43.372 4.061 -0.816 2.665 C8 8XB 6 8XB C9 C6 C 0 1 N N N -13.226 15.519 41.971 3.741 1.145 1.168 C9 8XB 7 8XB C10 C7 C 0 1 Y N N -13.950 14.323 41.438 2.391 0.737 0.636 C10 8XB 8 8XB C11 C8 C 0 1 Y N N -15.513 12.776 41.044 0.257 0.555 0.089 C11 8XB 9 8XB C12 C9 C 0 1 Y N N -16.866 12.222 41.150 -1.183 0.861 -0.017 C12 8XB 10 8XB C13 C10 C 0 1 Y N N -17.295 11.025 40.556 -1.619 2.179 -0.201 C13 8XB 11 8XB C14 C11 C 0 1 N N N -16.409 10.110 39.742 -0.630 3.312 -0.295 C14 8XB 12 8XB C15 C12 C 0 1 Y N N -18.985 12.564 41.963 -3.381 0.160 -0.038 C15 8XB 13 8XB C16 C13 C 0 1 Y N N -18.631 10.702 40.762 -2.977 2.416 -0.294 C16 8XB 14 8XB C19 C14 C 0 1 Y N N -18.730 15.809 45.034 -7.617 0.441 -0.274 C19 8XB 15 8XB C20 C15 C 0 1 Y N N -18.448 14.584 44.450 -6.231 0.616 -0.229 C20 8XB 16 8XB O1 O1 O 0 1 N N N -11.470 12.614 39.526 3.334 -2.173 -1.242 O1 8XB 17 8XB N1 N2 N 0 1 N N N -11.234 14.454 40.848 4.527 -1.048 0.292 N1 8XB 18 8XB C4 C16 C 0 1 N N N -9.844 14.654 40.406 5.752 -1.755 -0.088 C4 8XB 19 8XB C5 C17 C 0 1 N N N -9.617 15.905 39.577 6.513 -0.934 -1.131 C5 8XB 20 8XB O2 O2 O 0 1 N N N -10.123 15.735 38.240 6.951 0.293 -0.544 O2 8XB 21 8XB C6 C18 C 0 1 N N N -10.803 16.931 37.855 7.675 1.139 -1.439 C6 8XB 22 8XB N2 N3 N 0 1 Y N N -15.240 13.956 41.705 1.197 1.319 0.748 N2 8XB 23 8XB N3 N4 N 0 1 Y N N -17.707 13.004 41.845 -2.090 -0.114 0.056 N3 8XB 24 8XB N4 N5 N 0 1 Y N N -19.492 11.436 41.456 -3.820 1.399 -0.207 N4 8XB 25 8XB N5 N6 N 0 1 N N N -19.836 13.296 42.773 -4.298 -0.876 0.042 N5 8XB 26 8XB C17 C19 C 0 1 Y N N -19.544 14.328 43.654 -5.662 -0.608 -0.056 C17 8XB 27 8XB C18 C20 C 0 1 N N N -21.703 15.567 43.143 -6.502 -2.962 0.190 C18 8XB 28 8XB N7 N7 N 0 1 Y N N -19.927 16.282 44.679 -7.876 -0.834 -0.135 N7 8XB 29 8XB H1 H1 H 0 1 N N N -14.216 11.484 39.820 0.422 -1.320 -1.027 H1 8XB 30 8XB H2 H2 H 0 1 N N N -11.171 16.149 42.099 5.614 0.180 1.571 H2 8XB 31 8XB H3 H3 H 0 1 N N N -11.699 15.036 44.233 3.024 -1.115 2.514 H3 8XB 32 8XB H4 H4 H 0 1 N N N -11.802 13.461 43.376 4.668 -1.699 2.862 H4 8XB 33 8XB H5 H5 H 0 1 N N N -10.242 14.349 43.438 4.123 -0.135 3.513 H5 8XB 34 8XB H6 H6 H 0 1 N N N -13.370 16.371 41.290 3.616 1.685 2.107 H6 8XB 35 8XB H7 H7 H 0 1 N N N -13.619 15.775 42.966 4.244 1.785 0.443 H7 8XB 36 8XB H8 H8 H 0 1 N N N -16.450 10.405 38.683 -0.367 3.650 0.707 H8 8XB 37 8XB H9 H9 H 0 1 N N N -15.373 10.186 40.104 0.267 2.970 -0.810 H9 8XB 38 8XB H10 H10 H 0 1 N N N -16.759 9.072 39.847 -1.075 4.138 -0.851 H10 8XB 39 8XB H11 H11 H 0 1 N N N -18.996 9.785 40.324 -3.347 3.421 -0.435 H11 8XB 40 8XB H12 H12 H 0 1 N N N -18.056 16.324 45.702 -8.349 1.225 -0.403 H12 8XB 41 8XB H13 H13 H 0 1 N N N -17.570 13.970 44.587 -5.706 1.556 -0.316 H13 8XB 42 8XB H14 H14 H 0 1 N N N -9.548 13.784 39.802 6.380 -1.895 0.793 H14 8XB 43 8XB H15 H15 H 0 1 N N N -9.205 14.714 41.300 5.495 -2.728 -0.508 H15 8XB 44 8XB H16 H16 H 0 1 N N N -8.538 16.115 39.530 7.377 -1.499 -1.479 H16 8XB 45 8XB H17 H17 H 0 1 N N N -10.134 16.751 40.053 5.856 -0.719 -1.974 H17 8XB 46 8XB H18 H18 H 0 1 N N N -11.196 16.817 36.834 7.973 2.049 -0.917 H18 8XB 47 8XB H19 H19 H 0 1 N N N -11.635 17.119 38.549 8.564 0.617 -1.793 H19 8XB 48 8XB H20 H20 H 0 1 N N N -10.101 17.778 37.885 7.043 1.397 -2.288 H20 8XB 49 8XB H21 H21 H 0 1 N N N -15.880 14.460 42.284 1.018 2.148 1.219 H21 8XB 50 8XB H22 H22 H 0 1 N N N -20.802 13.045 42.715 -3.990 -1.788 0.165 H22 8XB 51 8XB H23 H23 H 0 1 N N N -22.143 16.510 43.499 -6.416 -3.446 -0.783 H23 8XB 52 8XB H24 H24 H 0 1 N N N -21.568 15.614 42.052 -5.602 -3.157 0.774 H24 8XB 53 8XB H25 H25 H 0 1 N N N -22.374 14.732 43.394 -7.370 -3.359 0.718 H25 8XB 54 # 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 8XB C6 O2 SING N N 1 8XB O2 C5 SING N N 2 8XB O1 C1 DOUB N N 3 8XB C5 C4 SING N N 4 8XB C14 C13 SING N N 5 8XB C1 C2 SING N N 6 8XB C1 N1 SING N N 7 8XB C3 C2 SING Y N 8 8XB C3 C11 DOUB Y N 9 8XB C4 N1 SING N N 10 8XB C13 C16 DOUB Y N 11 8XB C13 C12 SING Y N 12 8XB C2 C10 DOUB Y N 13 8XB C16 N4 SING Y N 14 8XB N1 C7 SING N N 15 8XB C11 C12 SING N N 16 8XB C11 N2 SING Y N 17 8XB C12 N3 DOUB Y N 18 8XB C10 N2 SING Y N 19 8XB C10 C9 SING N N 20 8XB N4 C15 DOUB Y N 21 8XB N3 C15 SING Y N 22 8XB C15 N5 SING N N 23 8XB C9 C7 SING N N 24 8XB C7 C8 SING N N 25 8XB N5 C17 SING N N 26 8XB C18 N6 SING N N 27 8XB C17 N6 SING Y N 28 8XB C17 C20 DOUB Y N 29 8XB N6 N7 SING Y N 30 8XB C20 C19 SING Y N 31 8XB N7 C19 DOUB Y N 32 8XB C3 H1 SING N N 33 8XB C7 H2 SING N N 34 8XB C8 H3 SING N N 35 8XB C8 H4 SING N N 36 8XB C8 H5 SING N N 37 8XB C9 H6 SING N N 38 8XB C9 H7 SING N N 39 8XB C14 H8 SING N N 40 8XB C14 H9 SING N N 41 8XB C14 H10 SING N N 42 8XB C16 H11 SING N N 43 8XB C19 H12 SING N N 44 8XB C20 H13 SING N N 45 8XB C4 H14 SING N N 46 8XB C4 H15 SING N N 47 8XB C5 H16 SING N N 48 8XB C5 H17 SING N N 49 8XB C6 H18 SING N N 50 8XB C6 H19 SING N N 51 8XB C6 H20 SING N N 52 8XB N2 H21 SING N N 53 8XB N5 H22 SING N N 54 8XB C18 H23 SING N N 55 8XB C18 H24 SING N N 56 8XB C18 H25 SING N N 57 # 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 8XB InChI InChI 1.03 "InChI=1S/C20H25N7O2/c1-12-11-21-20(24-17-5-6-22-26(17)3)25-18(12)16-10-14-15(23-16)9-13(2)27(19(14)28)7-8-29-4/h5-6,10-11,13,23H,7-9H2,1-4H3,(H,21,24,25)/t13-/m1/s1" 8XB InChIKey InChI 1.03 PNXHDOWDWLRBSB-CYBMUJFWSA-N 8XB SMILES_CANONICAL CACTVS 3.385 "COCCN1[C@H](C)Cc2[nH]c(cc2C1=O)c3nc(Nc4ccnn4C)ncc3C" 8XB SMILES CACTVS 3.385 "COCCN1[CH](C)Cc2[nH]c(cc2C1=O)c3nc(Nc4ccnn4C)ncc3C" 8XB SMILES_CANONICAL "OpenEye OEToolkits" 2.0.6 "Cc1cnc(nc1c2cc3c([nH]2)C[C@H](N(C3=O)CCOC)C)Nc4ccnn4C" 8XB SMILES "OpenEye OEToolkits" 2.0.6 "Cc1cnc(nc1c2cc3c([nH]2)CC(N(C3=O)CCOC)C)Nc4ccnn4C" # 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 8XB "SYSTEMATIC NAME" "OpenEye OEToolkits" 2.0.6 "(6~{R})-5-(2-methoxyethyl)-6-methyl-2-[5-methyl-2-[(2-methylpyrazol-3-yl)amino]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 8XB "Create component" 2017-03-21 EBI 8XB "Initial release" 2017-04-19 RCSB #