data_9W1 # _chem_comp.id 9W1 _chem_comp.name "(4-amino-1,2,5-oxadiazol-3-yl)[(3R)-3-{4-[(3-methoxyphenyl)amino]-6-methylpyridin-2-yl}pyrrolidin-1-yl]methanone" _chem_comp.type NON-POLYMER _chem_comp.pdbx_type HETAIN _chem_comp.formula "C20 H22 N6 O3" _chem_comp.mon_nstd_parent_comp_id ? _chem_comp.pdbx_synonyms ? _chem_comp.pdbx_formal_charge 0 _chem_comp.pdbx_initial_date 2017-06-15 _chem_comp.pdbx_modified_date 2017-06-23 _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 394.427 _chem_comp.one_letter_code ? _chem_comp.three_letter_code 9W1 _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 5W49 _chem_comp.pdbx_subcomponent_list ? _chem_comp.pdbx_processing_site RCSB # 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 9W1 N1 N1 N 0 1 Y N N -22.471 -23.226 18.683 -5.893 0.239 -1.143 N1 9W1 1 9W1 N3 N2 N 0 1 Y N N -20.547 -24.186 17.889 -7.634 1.051 -0.424 N3 9W1 2 9W1 C4 C1 C 0 1 Y N N -26.189 -27.196 14.071 4.600 0.756 0.157 C4 9W1 3 9W1 C5 C2 C 0 1 Y N N -26.738 -24.673 17.373 0.875 -0.606 -0.868 C5 9W1 4 9W1 C6 C3 C 0 1 Y N N -28.453 -26.191 17.976 2.926 -1.516 -0.033 C6 9W1 5 9W1 C7 C4 C 0 1 Y N N -25.845 -26.832 15.358 4.272 0.719 -1.191 C7 9W1 6 9W1 C8 C5 C 0 1 Y N N -27.316 -25.922 17.240 2.269 -0.584 -0.836 C8 9W1 7 9W1 C10 C6 C 0 1 Y N N -22.490 -23.181 17.346 -5.571 0.563 0.091 C10 9W1 8 9W1 C13 C7 C 0 1 Y N N -21.293 -23.777 16.860 -6.828 1.148 0.609 C13 9W1 9 9W1 C15 C8 C 0 1 N N N -26.905 -21.351 17.311 -1.848 -1.237 -1.545 C15 9W1 10 9W1 C17 C9 C 0 1 N N N -25.192 -22.369 18.501 -1.895 -0.412 0.711 C17 9W1 11 9W1 C20 C10 C 0 1 N N N -26.837 -27.358 11.298 7.525 1.593 2.197 C20 9W1 12 9W1 C1 C11 C 0 1 Y N N -23.637 -26.301 14.600 6.495 1.428 -1.753 C1 9W1 13 9W1 C2 C12 C 0 1 Y N N -24.563 -26.389 15.615 5.224 1.057 -2.145 C2 9W1 14 9W1 C3 C13 C 0 1 Y N N -23.983 -26.664 13.317 6.820 1.476 -0.410 C3 9W1 15 9W1 C9 C14 C 0 1 Y N N -25.258 -27.109 13.046 5.875 1.134 0.547 C9 9W1 16 9W1 C11 C15 C 0 1 Y N N -27.308 -23.744 18.225 0.202 -1.541 -0.109 C11 9W1 17 9W1 C12 C16 C 0 1 Y N N -28.963 -25.213 18.803 2.180 -2.425 0.687 C12 9W1 18 9W1 C14 C17 C 0 1 N N N -23.564 -22.610 16.556 -4.275 0.385 0.787 C14 9W1 19 9W1 C16 C18 C 0 1 N N N -25.764 -21.597 16.363 -3.246 -0.653 -1.250 C16 9W1 20 9W1 C18 C19 C 0 1 N N R -26.702 -22.378 18.401 -1.305 -1.571 -0.131 C18 9W1 21 9W1 C19 C20 C 0 1 N N N -30.189 -25.507 19.592 2.878 -3.448 1.544 C19 9W1 22 9W1 N2 N3 N 0 1 Y N N -28.410 -24.001 18.941 0.860 -2.409 0.634 N2 9W1 23 9W1 N4 N4 N 0 1 N N N -24.668 -22.038 17.188 -3.234 -0.176 0.141 N4 9W1 24 9W1 N5 N5 N 0 1 N N N -20.984 -23.893 15.546 -7.089 1.670 1.868 N5 9W1 25 9W1 N6 N6 N 0 1 N N N -26.797 -26.926 16.392 2.986 0.343 -1.588 N6 9W1 26 9W1 O1 O1 O 0 1 N N N -23.451 -22.644 15.336 -4.152 0.744 1.941 O1 9W1 27 9W1 O2 O2 O 0 1 Y N N -21.279 -23.848 19.017 -7.046 0.541 -1.347 O2 9W1 28 9W1 O3 O3 O 0 1 N N N -25.477 -27.455 11.711 6.197 1.182 1.867 O3 9W1 29 9W1 H1 H1 H 0 1 N N N -27.188 -27.550 13.861 3.863 0.494 0.901 H1 9W1 30 9W1 H2 H2 H 0 1 N N N -25.847 -24.424 16.815 0.330 0.102 -1.474 H2 9W1 31 9W1 H3 H3 H 0 1 N N N -28.936 -27.154 17.905 4.005 -1.534 0.015 H3 9W1 32 9W1 H4 H4 H 0 1 N N N -26.860 -20.331 17.721 -1.927 -2.140 -2.151 H4 9W1 33 9W1 H5 H5 H 0 1 N N N -27.871 -21.501 16.807 -1.215 -0.499 -2.037 H5 9W1 34 9W1 H6 H6 H 0 1 N N N -24.830 -23.361 18.810 -1.975 -0.705 1.757 H6 9W1 35 9W1 H7 H7 H 0 1 N N N -24.869 -21.616 19.235 -1.277 0.481 0.613 H7 9W1 36 9W1 H8 H8 H 0 1 N N N -26.921 -27.646 10.240 7.649 1.587 3.280 H8 9W1 37 9W1 H9 H9 H 0 1 N N N -27.455 -28.030 11.911 8.241 0.905 1.746 H9 9W1 38 9W1 H10 H10 H 0 1 N N N -27.185 -26.322 11.424 7.700 2.599 1.816 H10 9W1 39 9W1 H11 H11 H 0 1 N N N -22.638 -25.947 14.810 7.234 1.690 -2.496 H11 9W1 40 9W1 H12 H12 H 0 1 N N N -24.284 -26.109 16.620 4.970 1.030 -3.194 H12 9W1 41 9W1 H13 H13 H 0 1 N N N -23.254 -26.600 12.523 7.815 1.766 -0.106 H13 9W1 42 9W1 H14 H14 H 0 1 N N N -25.498 -20.671 15.833 -3.450 0.177 -1.925 H14 9W1 43 9W1 H15 H15 H 0 1 N N N -26.032 -22.374 15.632 -4.004 -1.427 -1.370 H15 9W1 44 9W1 H16 H16 H 0 1 N N N -27.099 -21.954 19.335 -1.679 -2.535 0.214 H16 9W1 45 9W1 H17 H17 H 0 1 N N N -30.457 -24.627 20.196 3.022 -3.045 2.547 H17 9W1 46 9W1 H18 H18 H 0 1 N N N -31.016 -25.747 18.908 2.270 -4.351 1.600 H18 9W1 47 9W1 H19 H19 H 0 1 N N N -30.001 -26.364 20.256 3.847 -3.689 1.107 H19 9W1 48 9W1 H20 H20 H 0 1 N N N -20.095 -24.340 15.450 -6.393 1.679 2.543 H20 9W1 49 9W1 H21 H21 H 0 1 N N N -21.683 -24.441 15.086 -7.968 2.025 2.073 H21 9W1 50 9W1 H22 H22 H 0 1 N N N -27.161 -27.844 16.550 2.593 0.728 -2.387 H22 9W1 51 # 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 9W1 C20 O3 SING N N 1 9W1 O3 C9 SING N N 2 9W1 C9 C3 DOUB Y N 3 9W1 C9 C4 SING Y N 4 9W1 C3 C1 SING Y N 5 9W1 C4 C7 DOUB Y N 6 9W1 C1 C2 DOUB Y N 7 9W1 O1 C14 DOUB N N 8 9W1 C7 C2 SING Y N 9 9W1 C7 N6 SING N N 10 9W1 N5 C13 SING N N 11 9W1 C16 N4 SING N N 12 9W1 C16 C15 SING N N 13 9W1 N6 C8 SING N N 14 9W1 C14 N4 SING N N 15 9W1 C14 C10 SING N N 16 9W1 C13 C10 SING Y N 17 9W1 C13 N3 DOUB Y N 18 9W1 N4 C17 SING N N 19 9W1 C8 C5 DOUB Y N 20 9W1 C8 C6 SING Y N 21 9W1 C15 C18 SING N N 22 9W1 C10 N1 DOUB Y N 23 9W1 C5 C11 SING Y N 24 9W1 N3 O2 SING Y N 25 9W1 C6 C12 DOUB Y N 26 9W1 C11 C18 SING N N 27 9W1 C11 N2 DOUB Y N 28 9W1 C18 C17 SING N N 29 9W1 N1 O2 SING Y N 30 9W1 C12 N2 SING Y N 31 9W1 C12 C19 SING N N 32 9W1 C4 H1 SING N N 33 9W1 C5 H2 SING N N 34 9W1 C6 H3 SING N N 35 9W1 C15 H4 SING N N 36 9W1 C15 H5 SING N N 37 9W1 C17 H6 SING N N 38 9W1 C17 H7 SING N N 39 9W1 C20 H8 SING N N 40 9W1 C20 H9 SING N N 41 9W1 C20 H10 SING N N 42 9W1 C1 H11 SING N N 43 9W1 C2 H12 SING N N 44 9W1 C3 H13 SING N N 45 9W1 C16 H14 SING N N 46 9W1 C16 H15 SING N N 47 9W1 C18 H16 SING N N 48 9W1 C19 H17 SING N N 49 9W1 C19 H18 SING N N 50 9W1 C19 H19 SING N N 51 9W1 N5 H20 SING N N 52 9W1 N5 H21 SING N N 53 9W1 N6 H22 SING N N 54 # 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 9W1 SMILES ACDLabs 12.01 "n1onc(c1C(N2CC(CC2)c3cc(cc(n3)C)Nc4cc(ccc4)OC)=O)N" 9W1 InChI InChI 1.03 "InChI=1S/C20H22N6O3/c1-12-8-15(23-14-4-3-5-16(9-14)28-2)10-17(22-12)13-6-7-26(11-13)20(27)18-19(21)25-29-24-18/h3-5,8-10,13H,6-7,11H2,1-2H3,(H2,21,25)(H,22,23)/t13-/m1/s1" 9W1 InChIKey InChI 1.03 BJUGLSYIEXNITK-CYBMUJFWSA-N 9W1 SMILES_CANONICAL CACTVS 3.385 "COc1cccc(Nc2cc(C)nc(c2)[C@@H]3CCN(C3)C(=O)c4nonc4N)c1" 9W1 SMILES CACTVS 3.385 "COc1cccc(Nc2cc(C)nc(c2)[CH]3CCN(C3)C(=O)c4nonc4N)c1" 9W1 SMILES_CANONICAL "OpenEye OEToolkits" 2.0.6 "Cc1cc(cc(n1)[C@@H]2CCN(C2)C(=O)c3c(non3)N)Nc4cccc(c4)OC" 9W1 SMILES "OpenEye OEToolkits" 2.0.6 "Cc1cc(cc(n1)C2CCN(C2)C(=O)c3c(non3)N)Nc4cccc(c4)OC" # 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 9W1 "SYSTEMATIC NAME" ACDLabs 12.01 "(4-amino-1,2,5-oxadiazol-3-yl)[(3R)-3-{4-[(3-methoxyphenyl)amino]-6-methylpyridin-2-yl}pyrrolidin-1-yl]methanone" 9W1 "SYSTEMATIC NAME" "OpenEye OEToolkits" 2.0.6 "(4-azanyl-1,2,5-oxadiazol-3-yl)-[(3~{R})-3-[4-[(3-methoxyphenyl)amino]-6-methyl-pyridin-2-yl]pyrrolidin-1-yl]methanone" # loop_ _pdbx_chem_comp_audit.comp_id _pdbx_chem_comp_audit.action_type _pdbx_chem_comp_audit.date _pdbx_chem_comp_audit.processing_site 9W1 "Create component" 2017-06-15 RCSB 9W1 "Initial release" 2017-06-28 RCSB #