data_NRK # _chem_comp.id NRK _chem_comp.name "(1~{R},2~{S})-2-[(2,4-dimethylpyrimidin-5-yl)oxymethyl]-~{N}-(5-fluoranylpyridin-2-yl)-2-(3-fluorophenyl)cyclopropane-1-carboxamide" _chem_comp.type non-polymer _chem_comp.pdbx_type HETAIN _chem_comp.formula "C22 H20 F2 N4 O2" _chem_comp.mon_nstd_parent_comp_id ? _chem_comp.pdbx_synonyms ? _chem_comp.pdbx_formal_charge 0 _chem_comp.pdbx_initial_date 2019-12-11 _chem_comp.pdbx_modified_date 2020-01-10 _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 410.417 _chem_comp.one_letter_code ? _chem_comp.three_letter_code NRK _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 6TOT _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 NRK C01 C1 C 0 1 N N R 24.354 -1.398 92.748 -0.741 -2.063 0.535 C01 NRK 1 NRK C02 C2 C 0 1 N N N 22.917 -1.904 92.637 0.075 -1.950 1.824 C02 NRK 2 NRK C03 C3 C 0 1 N N S 23.604 -1.904 94.009 0.637 -1.398 0.512 C03 NRK 3 NRK C04 C4 C 0 1 N N N 22.888 -1.015 95.085 0.684 0.122 0.349 C04 NRK 4 NRK C05 C5 C 0 1 N N N 24.899 0.037 92.919 -1.947 -1.171 0.395 C05 NRK 5 NRK C06 C6 C 0 1 Y N N 24.244 -3.111 94.675 1.765 -2.158 -0.136 C06 NRK 6 NRK C07 C7 C 0 1 Y N N 25.534 -2.965 95.186 2.921 -2.418 0.576 C07 NRK 7 NRK C08 C8 C 0 1 Y N N 26.145 -4.039 95.808 3.958 -3.116 -0.020 C08 NRK 8 NRK C09 C9 C 0 1 Y N N 25.478 -5.244 95.956 3.835 -3.553 -1.328 C09 NRK 9 NRK C10 C10 C 0 1 Y N N 24.165 -5.386 95.493 2.678 -3.292 -2.038 C10 NRK 10 NRK C11 C11 C 0 1 Y N N 23.554 -4.316 94.840 1.642 -2.599 -1.440 C11 NRK 11 NRK O12 O1 O 0 1 N N N 23.841 -0.294 95.889 2.046 0.552 0.285 O12 NRK 12 NRK C13 C12 C 0 1 Y N N 23.630 1.020 96.297 2.266 1.885 0.139 C13 NRK 13 NRK C14 C13 C 0 1 Y N N 24.692 1.710 96.924 3.560 2.391 0.069 C14 NRK 14 NRK N15 N1 N 0 1 Y N N 24.554 2.994 97.357 3.732 3.695 -0.074 N15 NRK 15 NRK C16 C14 C 0 1 Y N N 23.380 3.647 97.125 2.699 4.510 -0.149 C16 NRK 16 NRK N17 N2 N 0 1 Y N N 22.304 3.097 96.518 1.459 4.069 -0.086 N17 NRK 17 NRK C18 C15 C 0 1 Y N N 22.447 1.798 96.115 1.203 2.778 0.051 C18 NRK 18 NRK O19 O2 O 0 1 N N N 26.124 0.052 92.837 -1.804 0.027 0.270 O19 NRK 19 NRK N20 N3 N 0 1 N N N 24.194 1.157 93.189 -3.185 -1.703 0.409 N20 NRK 20 NRK C21 C16 C 0 1 Y N N 24.714 2.450 93.493 -4.295 -0.894 0.165 C21 NRK 21 NRK C22 C17 C 0 1 Y N N 26.032 2.722 93.979 -5.557 -1.469 0.067 C22 NRK 22 NRK C23 C18 C 0 1 Y N N 26.380 4.015 94.413 -6.650 -0.657 -0.175 C23 NRK 23 NRK C24 C19 C 0 1 Y N N 25.418 5.040 94.361 -6.442 0.711 -0.311 C24 NRK 24 NRK C25 C20 C 0 1 Y N N 24.128 4.716 93.917 -5.159 1.214 -0.201 C25 NRK 25 NRK N26 N4 N 0 1 Y N N 23.771 3.454 93.531 -4.137 0.413 0.035 N26 NRK 26 NRK C27 C21 C 0 1 N N N 23.277 5.089 97.607 2.943 5.988 -0.310 C27 NRK 27 NRK C28 C22 C 0 1 N N N 26.044 1.090 97.250 4.748 1.468 0.154 C28 NRK 28 NRK F29 F1 F 0 1 N N N 25.708 6.316 94.729 -7.483 1.540 -0.548 F29 NRK 29 NRK F30 F2 F 0 1 N N N 27.383 -3.891 96.307 5.089 -3.370 0.674 F30 NRK 30 NRK H011 H1 H 0 0 N N N 25.104 -2.109 92.372 -0.831 -3.050 0.081 H011 NRK 31 NRK H021 H2 H 0 0 N N N 22.101 -1.195 92.433 -0.260 -1.230 2.571 H021 NRK 32 NRK H022 H3 H 0 0 N N N 22.710 -2.857 92.128 0.523 -2.863 2.219 H022 NRK 33 NRK H041 H4 H 0 0 N N N 22.232 -0.294 94.575 0.171 0.405 -0.570 H041 NRK 34 NRK H042 H5 H 0 0 N N N 22.284 -1.661 95.739 0.193 0.595 1.199 H042 NRK 35 NRK H071 H6 H 0 0 N N N 26.051 -2.021 95.097 3.016 -2.076 1.596 H071 NRK 36 NRK H091 H7 H 0 0 N N N 25.974 -6.078 96.431 4.643 -4.097 -1.794 H091 NRK 37 NRK H101 H8 H 0 0 N N N 23.631 -6.313 95.640 2.582 -3.632 -3.058 H101 NRK 38 NRK H111 H9 H 0 0 N N N 22.548 -4.418 94.462 0.736 -2.399 -1.994 H111 NRK 39 NRK H181 H10 H 0 0 N N N 21.607 1.328 95.625 0.184 2.424 0.097 H181 NRK 40 NRK H201 H11 H 0 0 N N N 23.198 1.070 93.174 -3.304 -2.649 0.588 H201 NRK 41 NRK H221 H12 H 0 0 N N N 26.765 1.930 94.013 -5.682 -2.536 0.177 H221 NRK 42 NRK H231 H13 H 0 0 N N N 27.375 4.218 94.782 -7.643 -1.075 -0.257 H231 NRK 43 NRK H251 H14 H 0 0 N N N 23.384 5.498 93.878 -4.991 2.276 -0.306 H251 NRK 44 NRK H271 H15 H 0 0 N N N 22.278 5.485 97.371 2.989 6.235 -1.371 H271 NRK 45 NRK H273 H16 H 0 0 N N N 23.438 5.124 98.695 2.130 6.544 0.157 H273 NRK 46 NRK H272 H17 H 0 0 N N N 24.041 5.699 97.104 3.886 6.255 0.166 H272 NRK 47 NRK H282 H18 H 0 0 N N N 26.664 1.823 97.788 5.021 1.135 -0.848 H282 NRK 48 NRK H281 H19 H 0 0 N N N 25.897 0.201 97.881 5.588 1.997 0.603 H281 NRK 49 NRK H283 H20 H 0 0 N N N 26.548 0.798 96.317 4.493 0.604 0.767 H283 NRK 50 # # 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 NRK C02 C01 SING N N 1 NRK C02 C03 SING N N 2 NRK C01 C05 SING N N 3 NRK C01 C03 SING N N 4 NRK O19 C05 DOUB N N 5 NRK C05 N20 SING N N 6 NRK N20 C21 SING N N 7 NRK C21 N26 DOUB Y N 8 NRK C21 C22 SING Y N 9 NRK N26 C25 SING Y N 10 NRK C25 C24 DOUB Y N 11 NRK C22 C23 DOUB Y N 12 NRK C03 C06 SING N N 13 NRK C03 C04 SING N N 14 NRK C24 C23 SING Y N 15 NRK C24 F29 SING N N 16 NRK C06 C11 DOUB Y N 17 NRK C06 C07 SING Y N 18 NRK C11 C10 SING Y N 19 NRK C04 O12 SING N N 20 NRK C07 C08 DOUB Y N 21 NRK C10 C09 DOUB Y N 22 NRK C08 C09 SING Y N 23 NRK C08 F30 SING N N 24 NRK O12 C13 SING N N 25 NRK C18 C13 DOUB Y N 26 NRK C18 N17 SING Y N 27 NRK C13 C14 SING Y N 28 NRK N17 C16 DOUB Y N 29 NRK C14 C28 SING N N 30 NRK C14 N15 DOUB Y N 31 NRK C16 N15 SING Y N 32 NRK C16 C27 SING N N 33 NRK C01 H011 SING N N 34 NRK C02 H021 SING N N 35 NRK C02 H022 SING N N 36 NRK C04 H041 SING N N 37 NRK C04 H042 SING N N 38 NRK C07 H071 SING N N 39 NRK C09 H091 SING N N 40 NRK C10 H101 SING N N 41 NRK C11 H111 SING N N 42 NRK C18 H181 SING N N 43 NRK N20 H201 SING N N 44 NRK C22 H221 SING N N 45 NRK C23 H231 SING N N 46 NRK C25 H251 SING N N 47 NRK C27 H271 SING N N 48 NRK C27 H273 SING N N 49 NRK C27 H272 SING N N 50 NRK C28 H282 SING N N 51 NRK C28 H281 SING N N 52 NRK C28 H283 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 NRK InChI InChI 1.03 "InChI=1S/C22H20F2N4O2/c1-13-19(11-25-14(2)27-13)30-12-22(15-4-3-5-16(23)8-15)9-18(22)21(29)28-20-7-6-17(24)10-26-20/h3-8,10-11,18H,9,12H2,1-2H3,(H,26,28,29)/t18-,22+/m0/s1" NRK InChIKey InChI 1.03 MUGXRYIUWFITCP-PGRDOPGGSA-N NRK SMILES_CANONICAL CACTVS 3.385 "Cc1ncc(OC[C@]2(C[C@H]2C(=O)Nc3ccc(F)cn3)c4cccc(F)c4)c(C)n1" NRK SMILES CACTVS 3.385 "Cc1ncc(OC[C]2(C[CH]2C(=O)Nc3ccc(F)cn3)c4cccc(F)c4)c(C)n1" NRK SMILES_CANONICAL "OpenEye OEToolkits" 2.0.7 "Cc1c(cnc(n1)C)OC[C@]2(C[C@H]2C(=O)Nc3ccc(cn3)F)c4cccc(c4)F" NRK SMILES "OpenEye OEToolkits" 2.0.7 "Cc1c(cnc(n1)C)OCC2(CC2C(=O)Nc3ccc(cn3)F)c4cccc(c4)F" # _pdbx_chem_comp_identifier.comp_id NRK _pdbx_chem_comp_identifier.type "SYSTEMATIC NAME" _pdbx_chem_comp_identifier.program "OpenEye OEToolkits" _pdbx_chem_comp_identifier.program_version 2.0.7 _pdbx_chem_comp_identifier.identifier "(1~{R},2~{S})-2-[(2,4-dimethylpyrimidin-5-yl)oxymethyl]-~{N}-(5-fluoranylpyridin-2-yl)-2-(3-fluorophenyl)cyclopropane-1-carboxamide" # # loop_ _pdbx_chem_comp_audit.comp_id _pdbx_chem_comp_audit.action_type _pdbx_chem_comp_audit.date _pdbx_chem_comp_audit.processing_site NRK "Create component" 2019-12-11 EBI NRK "Initial release" 2020-01-15 RCSB ##