data_H5K # _chem_comp.id H5K _chem_comp.name "6-{[(5-cyanopyrazin-2-yl)carbamoyl]amino}naphthalene-2-carboxylic acid" _chem_comp.type NON-POLYMER _chem_comp.pdbx_type HETAIN _chem_comp.formula "C17 H11 N5 O3" _chem_comp.mon_nstd_parent_comp_id ? _chem_comp.pdbx_synonyms ? _chem_comp.pdbx_formal_charge 0 _chem_comp.pdbx_initial_date 2012-07-03 _chem_comp.pdbx_modified_date 2012-08-17 _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 333.301 _chem_comp.one_letter_code ? _chem_comp.three_letter_code H5K _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 4FTA _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 H5K N5 N5 N 0 1 N N N 10.798 -5.658 13.609 -8.506 1.994 0.473 N5 H5K 1 H5K C13 C13 C 0 1 N N N 11.536 -5.093 12.953 -7.550 1.390 0.363 C13 H5K 2 H5K C11 C11 C 0 1 Y N N 12.428 -4.383 12.111 -6.345 0.629 0.225 C11 H5K 3 H5K N3 N3 N 0 1 Y N N 12.029 -3.183 11.649 -6.406 -0.691 0.050 N3 H5K 4 H5K C10 C10 C 0 1 Y N N 12.831 -2.578 10.766 -5.298 -1.389 -0.077 C10 H5K 5 H5K C12 C12 C 0 1 Y N N 13.663 -4.963 11.712 -5.105 1.269 0.267 C12 H5K 6 H5K N4 N4 N 0 1 Y N N 14.474 -4.320 10.860 -3.996 0.566 0.140 N4 H5K 7 H5K C9 C9 C 0 1 Y N N 14.064 -3.131 10.388 -4.058 -0.749 -0.028 C9 H5K 8 H5K N2 N2 N 0 1 N N N 14.898 -2.443 9.487 -2.889 -1.489 -0.162 N2 H5K 9 H5K C8 C8 C 0 1 N N N 16.159 -2.707 9.011 -1.697 -0.861 -0.218 C8 H5K 10 H5K O3 O3 O 0 1 N N N 16.703 -1.990 8.177 -1.636 0.342 -0.058 O3 H5K 11 H5K N1 N1 N 0 1 N N N 16.764 -3.809 9.578 -0.574 -1.568 -0.450 N1 H5K 12 H5K C7 C7 C 0 1 Y N N 18.148 -4.140 9.561 0.670 -0.934 -0.413 C7 H5K 13 H5K C6 C6 C 0 1 Y N N 19.053 -3.483 8.754 1.770 -1.616 0.065 C6 H5K 14 H5K C14 C14 C 0 1 Y N N 18.587 -5.166 10.395 0.789 0.385 -0.868 C14 H5K 15 H5K C15 C15 C 0 1 Y N N 19.897 -5.545 10.415 1.987 1.025 -0.844 C15 H5K 16 H5K C16 C16 C 0 1 Y N N 20.854 -4.901 9.592 3.129 0.361 -0.358 C16 H5K 17 H5K C5 C5 C 0 1 Y N N 20.423 -3.838 8.758 3.018 -0.978 0.100 C5 H5K 18 H5K C4 C4 C 0 1 Y N N 21.380 -3.191 7.940 4.159 -1.646 0.583 C4 H5K 19 H5K C3 C3 C 0 1 Y N N 22.687 -3.578 7.943 5.358 -1.011 0.610 C3 H5K 20 H5K C17 C17 C 0 1 Y N N 22.216 -5.285 9.556 4.376 1.001 -0.323 C17 H5K 21 H5K C2 C2 C 0 1 Y N N 23.124 -4.631 8.752 5.481 0.317 0.160 C2 H5K 22 H5K C1 C1 C 0 1 N N N 24.576 -4.994 8.776 6.795 0.985 0.200 C1 H5K 23 H5K O2 O2 O 0 1 N N N 25.392 -4.422 8.055 6.907 2.131 -0.188 O2 H5K 24 H5K O1 O1 O 0 1 N N N 24.914 -5.940 9.613 7.873 0.324 0.667 O1 H5K 25 H5K H7 H7 H 0 1 N N N 12.521 -1.639 10.332 -5.347 -2.459 -0.218 H7 H5K 26 H5K H8 H8 H 0 1 N N N 13.950 -5.930 12.098 -5.054 2.339 0.404 H8 H5K 27 H5K H6 H6 H 0 1 N N N 14.496 -1.602 9.124 -2.931 -2.456 -0.216 H6 H5K 28 H5K H5 H5 H 0 1 N N N 16.161 -4.448 10.056 -0.629 -2.517 -0.642 H5 H5K 29 H5K H4 H4 H 0 1 N N N 18.711 -2.686 8.110 1.670 -2.634 0.410 H4 H5K 30 H5K H9 H9 H 0 1 N N N 17.878 -5.669 11.036 -0.083 0.900 -1.242 H9 H5K 31 H5K H10 H10 H 0 1 N N N 20.209 -6.347 11.067 2.064 2.043 -1.198 H10 H5K 32 H5K H3 H3 H 0 1 N N N 21.069 -2.377 7.302 4.081 -2.665 0.932 H3 H5K 33 H5K H2 H2 H 0 1 N N N 23.396 -3.063 7.311 6.228 -1.531 0.982 H2 H5K 34 H5K H11 H11 H 0 1 N N N 22.550 -6.107 10.171 4.475 2.018 -0.672 H11 H5K 35 H5K H1 H1 H 0 1 N N N 25.851 -6.090 9.560 8.713 0.803 0.674 H1 H5K 36 # 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 H5K C4 C3 DOUB Y N 1 H5K C4 C5 SING Y N 2 H5K C3 C2 SING Y N 3 H5K O2 C1 DOUB N N 4 H5K O3 C8 DOUB N N 5 H5K C2 C1 SING N N 6 H5K C2 C17 DOUB Y N 7 H5K C6 C5 DOUB Y N 8 H5K C6 C7 SING Y N 9 H5K C5 C16 SING Y N 10 H5K C1 O1 SING N N 11 H5K C8 N2 SING N N 12 H5K C8 N1 SING N N 13 H5K N2 C9 SING N N 14 H5K C17 C16 SING Y N 15 H5K C7 N1 SING N N 16 H5K C7 C14 DOUB Y N 17 H5K C16 C15 DOUB Y N 18 H5K C9 C10 DOUB Y N 19 H5K C9 N4 SING Y N 20 H5K C14 C15 SING Y N 21 H5K C10 N3 SING Y N 22 H5K N4 C12 DOUB Y N 23 H5K N3 C11 DOUB Y N 24 H5K C12 C11 SING Y N 25 H5K C11 C13 SING N N 26 H5K C13 N5 TRIP N N 27 H5K C10 H7 SING N N 28 H5K C12 H8 SING N N 29 H5K N2 H6 SING N N 30 H5K N1 H5 SING N N 31 H5K C6 H4 SING N N 32 H5K C14 H9 SING N N 33 H5K C15 H10 SING N N 34 H5K C4 H3 SING N N 35 H5K C3 H2 SING N N 36 H5K C17 H11 SING N N 37 H5K O1 H1 SING N N 38 # 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 H5K SMILES ACDLabs 12.01 "O=C(Nc1ncc(nc1)C#N)Nc3cc2ccc(C(=O)O)cc2cc3" H5K InChI InChI 1.03 "InChI=1S/C17H11N5O3/c18-7-14-8-20-15(9-19-14)22-17(25)21-13-4-3-10-5-12(16(23)24)2-1-11(10)6-13/h1-6,8-9H,(H,23,24)(H2,20,21,22,25)" H5K InChIKey InChI 1.03 CACMTVGXYAZZNY-UHFFFAOYSA-N H5K SMILES_CANONICAL CACTVS 3.370 "OC(=O)c1ccc2cc(NC(=O)Nc3cnc(cn3)C#N)ccc2c1" H5K SMILES CACTVS 3.370 "OC(=O)c1ccc2cc(NC(=O)Nc3cnc(cn3)C#N)ccc2c1" H5K SMILES_CANONICAL "OpenEye OEToolkits" 1.7.6 "c1cc(cc2c1cc(cc2)NC(=O)Nc3cnc(cn3)C#N)C(=O)O" H5K SMILES "OpenEye OEToolkits" 1.7.6 "c1cc(cc2c1cc(cc2)NC(=O)Nc3cnc(cn3)C#N)C(=O)O" # 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 H5K "SYSTEMATIC NAME" ACDLabs 12.01 "6-{[(5-cyanopyrazin-2-yl)carbamoyl]amino}naphthalene-2-carboxylic acid" H5K "SYSTEMATIC NAME" "OpenEye OEToolkits" 1.7.6 "6-[(5-cyanopyrazin-2-yl)carbamoylamino]naphthalene-2-carboxylic acid" # loop_ _pdbx_chem_comp_audit.comp_id _pdbx_chem_comp_audit.action_type _pdbx_chem_comp_audit.date _pdbx_chem_comp_audit.processing_site H5K "Create component" 2012-07-03 RCSB #