data_5UY # _chem_comp.id 5UY _chem_comp.name "methyl 6-[(5-cyanopyrazin-2-yl)amino]-4-[[(2~{R})-morpholin-2-yl]methylamino]pyridine-3-carboxylate" _chem_comp.type NON-POLYMER _chem_comp.pdbx_type HETAIN _chem_comp.formula "C17 H19 N7 O3" _chem_comp.mon_nstd_parent_comp_id ? _chem_comp.pdbx_synonyms ? _chem_comp.pdbx_formal_charge 0 _chem_comp.pdbx_initial_date 2015-12-04 _chem_comp.pdbx_modified_date 2016-05-20 _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 369.378 _chem_comp.one_letter_code ? _chem_comp.three_letter_code 5UY _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 5F4N _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 5UY C1 C1 C 0 1 Y N N 17.948 0.353 8.577 -0.908 1.841 -0.028 C1 5UY 1 5UY O1 O1 O 0 1 N N N 20.676 -1.944 9.140 2.572 2.616 0.345 O1 5UY 2 5UY C2 C2 C 0 1 Y N N 15.938 -0.292 9.439 -1.299 -0.438 0.009 C2 5UY 3 5UY O2 O2 O 0 1 N N N 20.486 -0.156 7.792 0.916 4.040 -0.061 O2 5UY 4 5UY C3 C3 C 0 1 Y N N 16.469 -1.505 9.877 0.054 -0.723 0.131 C3 5UY 5 5UY C4 C4 C 0 1 Y N N 17.810 -1.791 9.642 0.966 0.325 0.175 C4 5UY 6 5UY C5 C5 C 0 1 N N N 17.577 -4.034 10.698 2.828 -1.294 0.257 C5 5UY 7 5UY C6 C6 C 0 1 N N R 17.735 -4.150 12.198 4.350 -1.283 0.410 C6 5UY 8 5UY C7 C7 C 0 1 N N N 17.109 -5.689 13.906 6.362 -0.490 -0.620 C7 5UY 9 5UY C8 C8 C 0 1 N N N 16.497 -4.580 14.724 6.911 -1.918 -0.676 C8 5UY 10 5UY N1 N1 N 0 1 N N N 18.349 -2.988 10.048 2.324 0.081 0.296 N1 5UY 11 5UY C9 C9 C 0 1 N N N 17.092 -3.007 12.966 4.879 -2.719 0.364 C9 5UY 12 5UY C13 C10 C 0 1 Y N N 12.532 0.278 10.799 -4.497 -2.254 0.013 C13 5UY 13 5UY C10 C11 C 0 1 Y N N 13.684 -0.458 10.495 -3.575 -1.207 -0.050 C10 5UY 14 5UY C11 C12 C 0 1 Y N N 12.950 -2.145 11.831 -5.294 0.310 -0.136 C11 5UY 15 5UY C12 C13 C 0 1 Y N N 11.807 -1.422 12.135 -6.215 -0.736 -0.067 C12 5UY 16 5UY C14 C14 C 0 1 N N N 10.790 -1.962 13.013 -7.620 -0.455 -0.069 C14 5UY 17 5UY C15 C15 C 0 1 N N N 20.018 -1.053 8.665 1.388 2.792 0.135 C15 5UY 18 5UY C16 C16 C 0 1 N N N 21.883 -0.261 7.427 1.879 5.125 -0.006 C16 5UY 19 5UY N2 N2 N 0 1 N N N 17.111 -3.284 14.403 6.347 -2.698 0.435 N2 5UY 20 5UY C C17 C 0 1 Y N N 18.582 -0.821 8.975 0.470 1.644 0.093 C 5UY 21 5UY O O3 O 0 1 N N N 17.062 -5.372 12.505 4.933 -0.532 -0.658 O 5UY 22 5UY N N3 N 0 1 Y N N 16.660 0.622 8.793 -1.731 0.816 -0.066 N 5UY 23 5UY N3 N4 N 0 1 N N N 14.628 0.067 9.647 -2.215 -1.479 -0.037 N3 5UY 24 5UY N5 N5 N 0 1 Y N N 11.590 -0.198 11.618 -5.788 -1.997 0.001 N5 5UY 25 5UY N4 N6 N 0 1 Y N N 13.888 -1.665 11.013 -4.000 0.049 -0.124 N4 5UY 26 5UY N6 N7 N 0 1 N N N 10.004 -2.414 13.701 -8.733 -0.232 -0.071 N6 5UY 27 5UY H1 H1 H 0 1 N N N 18.538 1.095 8.059 -1.301 2.845 -0.087 H1 5UY 28 5UY H2 H2 H 0 1 N N N 15.844 -2.217 10.395 0.394 -1.747 0.191 H2 5UY 29 5UY H3 H3 H 0 1 N N N 16.514 -3.846 10.487 2.562 -1.751 -0.696 H3 5UY 30 5UY H4 H4 H 0 1 N N N 17.875 -4.995 10.254 2.385 -1.866 1.071 H4 5UY 31 5UY H5 H5 H 0 1 N N N 18.803 -4.214 12.455 4.617 -0.827 1.364 H5 5UY 32 5UY H6 H6 H 0 1 N N N 16.551 -6.620 14.085 6.688 -0.011 0.304 H6 5UY 33 5UY H7 H7 H 0 1 N N N 18.157 -5.826 14.210 6.733 0.076 -1.474 H7 5UY 34 5UY H8 H8 H 0 1 N N N 15.419 -4.529 14.511 6.630 -2.379 -1.623 H8 5UY 35 5UY H9 H9 H 0 1 N N N 16.650 -4.795 15.792 7.997 -1.894 -0.590 H9 5UY 36 5UY H10 H10 H 0 1 N N N 18.738 -3.405 9.227 2.941 0.821 0.406 H10 5UY 37 5UY H11 H11 H 0 1 N N N 17.649 -2.079 12.768 4.482 -3.280 1.211 H11 5UY 38 5UY H12 H12 H 0 1 N N N 16.050 -2.888 12.634 4.566 -3.193 -0.566 H12 5UY 39 5UY H13 H13 H 0 1 N N N 12.402 1.256 10.360 -4.151 -3.275 0.068 H13 5UY 40 5UY H14 H14 H 0 1 N N N 13.085 -3.123 12.268 -5.639 1.331 -0.192 H14 5UY 41 5UY H15 H15 H 0 1 N N N 22.135 0.532 6.707 2.353 5.141 0.976 H15 5UY 42 5UY H16 H16 H 0 1 N N N 22.506 -0.151 8.327 2.639 4.976 -0.773 H16 5UY 43 5UY H17 H17 H 0 1 N N N 22.069 -1.244 6.970 1.369 6.073 -0.179 H17 5UY 44 5UY H18 H18 H 0 1 N N N 18.060 -3.290 14.718 6.661 -2.340 1.324 H18 5UY 45 5UY H20 H20 H 0 1 N N N 14.311 0.835 9.091 -1.904 -2.398 -0.059 H20 5UY 46 # 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 5UY C16 O2 SING N N 1 5UY O2 C15 SING N N 2 5UY C1 N DOUB Y N 3 5UY C1 C SING Y N 4 5UY C15 C SING N N 5 5UY C15 O1 DOUB N N 6 5UY N C2 SING Y N 7 5UY C C4 DOUB Y N 8 5UY C2 N3 SING N N 9 5UY C2 C3 DOUB Y N 10 5UY C4 C3 SING Y N 11 5UY C4 N1 SING N N 12 5UY N3 C10 SING N N 13 5UY N1 C5 SING N N 14 5UY C10 C13 DOUB Y N 15 5UY C10 N4 SING Y N 16 5UY C5 C6 SING N N 17 5UY C13 N5 SING Y N 18 5UY N4 C11 DOUB Y N 19 5UY N5 C12 DOUB Y N 20 5UY C11 C12 SING Y N 21 5UY C12 C14 SING N N 22 5UY C6 O SING N N 23 5UY C6 C9 SING N N 24 5UY O C7 SING N N 25 5UY C9 N2 SING N N 26 5UY C14 N6 TRIP N N 27 5UY C7 C8 SING N N 28 5UY N2 C8 SING N N 29 5UY C1 H1 SING N N 30 5UY C3 H2 SING N N 31 5UY C5 H3 SING N N 32 5UY C5 H4 SING N N 33 5UY C6 H5 SING N N 34 5UY C7 H6 SING N N 35 5UY C7 H7 SING N N 36 5UY C8 H8 SING N N 37 5UY C8 H9 SING N N 38 5UY N1 H10 SING N N 39 5UY C9 H11 SING N N 40 5UY C9 H12 SING N N 41 5UY C13 H13 SING N N 42 5UY C11 H14 SING N N 43 5UY C16 H15 SING N N 44 5UY C16 H16 SING N N 45 5UY C16 H17 SING N N 46 5UY N2 H18 SING N N 47 5UY N3 H20 SING N N 48 # 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 5UY InChI InChI 1.03 "InChI=1S/C17H19N7O3/c1-26-17(25)13-9-23-15(24-16-10-20-11(5-18)6-22-16)4-14(13)21-8-12-7-19-2-3-27-12/h4,6,9-10,12,19H,2-3,7-8H2,1H3,(H2,21,22,23,24)/t12-/m1/s1" 5UY InChIKey InChI 1.03 PHPWNBVMNTWSJB-GFCCVEGCSA-N 5UY SMILES_CANONICAL CACTVS 3.385 "COC(=O)c1cnc(Nc2cnc(cn2)C#N)cc1NC[C@H]3CNCCO3" 5UY SMILES CACTVS 3.385 "COC(=O)c1cnc(Nc2cnc(cn2)C#N)cc1NC[CH]3CNCCO3" 5UY SMILES_CANONICAL "OpenEye OEToolkits" 2.0.4 "COC(=O)c1cnc(cc1NC[C@H]2CNCCO2)Nc3cnc(cn3)C#N" 5UY SMILES "OpenEye OEToolkits" 2.0.4 "COC(=O)c1cnc(cc1NCC2CNCCO2)Nc3cnc(cn3)C#N" # 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 5UY "SYSTEMATIC NAME" "OpenEye OEToolkits" 2.0.4 "methyl 6-[(5-cyanopyrazin-2-yl)amino]-4-[[(2~{R})-morpholin-2-yl]methylamino]pyridine-3-carboxylate" # loop_ _pdbx_chem_comp_audit.comp_id _pdbx_chem_comp_audit.action_type _pdbx_chem_comp_audit.date _pdbx_chem_comp_audit.processing_site 5UY "Create component" 2015-12-04 EBI 5UY "Initial release" 2016-05-25 RCSB #