data_GH4 # _chem_comp.id GH4 _chem_comp.name "4-[1,3-benzodioxol-5-ylmethyl(2-phenoxyethyl)amino]-5-fluoropyrimidine-2-carbonitrile" _chem_comp.type NON-POLYMER _chem_comp.pdbx_type HETAIN _chem_comp.formula "C21 H19 F N4 O3" _chem_comp.mon_nstd_parent_comp_id ? _chem_comp.pdbx_synonyms ? _chem_comp.pdbx_formal_charge 0 _chem_comp.pdbx_initial_date 2016-12-21 _chem_comp.pdbx_modified_date 2017-03-17 _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 394.399 _chem_comp.one_letter_code ? _chem_comp.three_letter_code GH4 _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 5MQY _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 GH4 C2 C1 C 0 1 Y N N 56.610 45.062 19.700 1.952 -3.103 -0.777 C2 GH4 1 GH4 C3 C2 C 0 1 Y N N 57.593 45.704 20.380 0.845 -3.833 -0.375 C3 GH4 2 GH4 C5 C3 C 0 1 N N N 59.108 46.290 21.889 -0.562 -5.186 0.710 C5 GH4 3 GH4 C9 C4 C 0 1 Y N N 55.318 47.252 19.542 0.557 -1.193 -1.160 C9 GH4 4 GH4 C10 C5 C 0 1 N N N 54.127 48.008 19.056 0.402 0.242 -1.594 C10 GH4 5 GH4 C11 C6 C 0 1 Y N N 53.669 52.589 20.061 -4.343 1.957 -0.906 C11 GH4 6 GH4 C12 C7 C 0 1 Y N N 54.312 53.420 20.991 -5.702 1.712 -0.938 C12 GH4 7 GH4 C13 C8 C 0 1 Y N N 55.490 53.983 20.517 -6.342 1.211 0.180 C13 GH4 8 GH4 C14 C9 C 0 1 Y N N 56.118 53.747 19.377 -5.624 0.954 1.334 C14 GH4 9 GH4 C21 C10 C 0 1 Y N N 53.881 47.771 16.547 1.666 1.220 0.135 C21 GH4 10 GH4 C28 C11 C 0 1 Y N N 53.304 46.419 16.472 1.948 0.670 1.392 C28 GH4 11 GH4 C1 C12 C 0 1 Y N N 55.501 45.842 19.340 1.806 -1.785 -1.168 C1 GH4 12 GH4 O4 O1 O 0 1 N N N 58.811 45.331 20.880 0.720 -5.123 0.056 O4 GH4 13 GH4 O6 O2 O 0 1 N N N 58.553 47.457 21.293 -1.329 -4.155 0.061 O6 GH4 14 GH4 C7 C13 C 0 1 Y N N 57.438 47.098 20.586 -0.414 -3.238 -0.372 C7 GH4 15 GH4 C8 C14 C 0 1 Y N N 56.287 47.835 20.205 -0.554 -1.919 -0.771 C8 GH4 16 GH4 C15 C15 C 0 1 Y N N 55.580 52.855 18.498 -4.265 1.198 1.372 C15 GH4 17 GH4 C16 C16 C 0 1 Y N N 54.267 52.369 18.837 -3.619 1.695 0.249 C16 GH4 18 GH4 O17 O3 O 0 1 N N N 53.534 51.473 18.020 -2.282 1.936 0.284 O17 GH4 19 GH4 C18 C17 C 0 1 N N N 54.043 50.914 16.913 -1.662 2.330 -0.942 C18 GH4 20 GH4 C19 C18 C 0 1 N N N 55.018 49.739 17.411 -0.150 2.438 -0.736 C19 GH4 21 GH4 N20 N1 N 0 1 N N N 54.336 48.381 17.630 0.396 1.114 -0.411 N20 GH4 22 GH4 N22 N2 N 0 1 Y N N 54.001 48.364 15.380 2.632 1.849 -0.523 N22 GH4 23 GH4 N23 N3 N 0 1 N N N 53.405 48.183 11.876 6.089 2.772 -0.275 N23 GH4 24 GH4 C24 C19 C 0 1 N N N 53.779 48.610 13.043 4.899 2.661 -0.765 C24 GH4 25 GH4 C25 C20 C 0 1 Y N N 53.596 47.834 14.212 3.848 1.952 -0.003 C25 GH4 26 GH4 N26 N4 N 0 1 Y N N 53.043 46.612 14.089 4.145 1.437 1.182 N26 GH4 27 GH4 C27 C21 C 0 1 Y N N 52.948 45.984 15.241 3.231 0.801 1.896 C27 GH4 28 GH4 F29 F1 F 0 1 N N N 53.160 45.644 17.605 0.991 0.026 2.095 F29 GH4 29 GH4 H1 H1 H 0 1 N N N 56.677 44.013 19.451 2.929 -3.562 -0.781 H1 GH4 30 GH4 H2 H2 H 0 1 N N N 58.616 46.045 22.842 -1.023 -6.161 0.554 H2 GH4 31 GH4 H3 H3 H 0 1 N N N 60.191 46.390 22.051 -0.459 -4.977 1.775 H3 GH4 32 GH4 H4 H4 H 0 1 N N N 53.997 48.918 19.660 1.234 0.517 -2.243 H4 GH4 33 GH4 H5 H5 H 0 1 N N N 53.230 47.378 19.144 -0.536 0.359 -2.136 H5 GH4 34 GH4 H6 H6 H 0 1 N N N 52.721 52.129 20.299 -3.843 2.348 -1.780 H6 GH4 35 GH4 H7 H7 H 0 1 N N N 53.927 53.605 21.983 -6.264 1.911 -1.838 H7 GH4 36 GH4 H8 H8 H 0 1 N N N 55.955 54.710 21.166 -7.405 1.020 0.152 H8 GH4 37 GH4 H9 H9 H 0 1 N N N 57.043 54.254 19.146 -6.127 0.563 2.206 H9 GH4 38 GH4 H10 H10 H 0 1 N N N 54.690 45.321 18.854 2.669 -1.217 -1.481 H10 GH4 39 GH4 H11 H11 H 0 1 N N N 56.209 48.881 20.462 -1.528 -1.454 -0.765 H11 GH4 40 GH4 H12 H12 H 0 1 N N N 56.102 52.535 17.609 -3.705 0.994 2.272 H12 GH4 41 GH4 H13 H13 H 0 1 N N N 54.609 51.660 16.335 -1.872 1.587 -1.711 H13 GH4 42 GH4 H14 H14 H 0 1 N N N 53.237 50.501 16.289 -2.056 3.298 -1.253 H14 GH4 43 GH4 H15 H15 H 0 1 N N N 55.807 49.607 16.656 0.316 2.809 -1.650 H15 GH4 44 GH4 H16 H16 H 0 1 N N N 55.471 50.051 18.364 0.058 3.127 0.083 H16 GH4 45 GH4 H17 H17 H 0 1 N N N 52.991 47.274 11.925 6.293 2.390 0.594 H17 GH4 46 GH4 H18 H18 H 0 1 N N N 54.242 49.582 13.124 4.672 3.086 -1.732 H18 GH4 47 GH4 H19 H19 H 0 1 N N N 52.530 44.989 15.199 3.484 0.385 2.861 H19 GH4 48 # 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 GH4 N23 C24 DOUB N N 1 GH4 C24 C25 SING N N 2 GH4 N26 C25 DOUB Y N 3 GH4 N26 C27 SING Y N 4 GH4 C25 N22 SING Y N 5 GH4 C27 C28 DOUB Y N 6 GH4 N22 C21 DOUB Y N 7 GH4 C28 C21 SING Y N 8 GH4 C28 F29 SING N N 9 GH4 C21 N20 SING N N 10 GH4 C18 C19 SING N N 11 GH4 C18 O17 SING N N 12 GH4 C19 N20 SING N N 13 GH4 N20 C10 SING N N 14 GH4 O17 C16 SING N N 15 GH4 C15 C16 DOUB Y N 16 GH4 C15 C14 SING Y N 17 GH4 C16 C11 SING Y N 18 GH4 C10 C9 SING N N 19 GH4 C1 C9 DOUB Y N 20 GH4 C1 C2 SING Y N 21 GH4 C14 C13 DOUB Y N 22 GH4 C9 C8 SING Y N 23 GH4 C2 C3 DOUB Y N 24 GH4 C11 C12 DOUB Y N 25 GH4 C8 C7 DOUB Y N 26 GH4 C3 C7 SING Y N 27 GH4 C3 O4 SING N N 28 GH4 C13 C12 SING Y N 29 GH4 C7 O6 SING N N 30 GH4 O4 C5 SING N N 31 GH4 O6 C5 SING N N 32 GH4 C2 H1 SING N N 33 GH4 C5 H2 SING N N 34 GH4 C5 H3 SING N N 35 GH4 C10 H4 SING N N 36 GH4 C10 H5 SING N N 37 GH4 C11 H6 SING N N 38 GH4 C12 H7 SING N N 39 GH4 C13 H8 SING N N 40 GH4 C14 H9 SING N N 41 GH4 C1 H10 SING N N 42 GH4 C8 H11 SING N N 43 GH4 C15 H12 SING N N 44 GH4 C18 H13 SING N N 45 GH4 C18 H14 SING N N 46 GH4 C19 H15 SING N N 47 GH4 C19 H16 SING N N 48 GH4 N23 H17 SING N N 49 GH4 C24 H18 SING N N 50 GH4 C27 H19 SING N N 51 # 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 GH4 InChI InChI 1.03 "InChI=1S/C21H19FN4O3/c22-17-12-24-20(11-23)25-21(17)26(8-9-27-16-4-2-1-3-5-16)13-15-6-7-18-19(10-15)29-14-28-18/h1-7,10-12,23H,8-9,13-14H2/b23-11+" GH4 InChIKey InChI 1.03 WKKCNOKGPKWFJS-FOKLQQMPSA-N GH4 SMILES_CANONICAL CACTVS 3.385 "Fc1cnc(C=N)nc1N(CCOc2ccccc2)Cc3ccc4OCOc4c3" GH4 SMILES CACTVS 3.385 "Fc1cnc(C=N)nc1N(CCOc2ccccc2)Cc3ccc4OCOc4c3" GH4 SMILES_CANONICAL "OpenEye OEToolkits" 2.0.6 "[H]/N=C/c1ncc(c(n1)N(CCOc2ccccc2)Cc3ccc4c(c3)OCO4)F" GH4 SMILES "OpenEye OEToolkits" 2.0.6 "c1ccc(cc1)OCCN(Cc2ccc3c(c2)OCO3)c4c(cnc(n4)C=N)F" # 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 GH4 "SYSTEMATIC NAME" "OpenEye OEToolkits" 2.0.6 "~{N}-(1,3-benzodioxol-5-ylmethyl)-5-fluoranyl-2-(iminomethyl)-~{N}-(2-phenoxyethyl)pyrimidin-4-amine" # loop_ _pdbx_chem_comp_audit.comp_id _pdbx_chem_comp_audit.action_type _pdbx_chem_comp_audit.date _pdbx_chem_comp_audit.processing_site GH4 "Create component" 2016-12-21 EBI GH4 "Initial release" 2017-03-22 RCSB #