data_UNQ # _chem_comp.id UNQ _chem_comp.name "5-{6-[(trans-4-aminocyclohexyl)amino]pyrazin-2-yl}-1-benzofuran-2-carboxylic acid" _chem_comp.type NON-POLYMER _chem_comp.pdbx_type HETAIN _chem_comp.formula "C19 H20 N4 O3" _chem_comp.mon_nstd_parent_comp_id ? _chem_comp.pdbx_synonyms ? _chem_comp.pdbx_formal_charge 0 _chem_comp.pdbx_initial_date 2011-03-08 _chem_comp.pdbx_modified_date 2011-06-04 _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 352.387 _chem_comp.one_letter_code ? _chem_comp.three_letter_code UNQ _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 3R04 _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 UNQ C01 C01 C 0 1 Y N N 23.301 -37.315 -0.507 -1.429 -0.031 0.144 C01 UNQ 1 UNQ C02 C02 C 0 1 Y N N 22.795 -35.080 -1.066 -3.796 0.373 0.034 C02 UNQ 2 UNQ C03 C03 C 0 1 Y N N 22.800 -36.059 -0.113 -2.493 0.861 0.124 C03 UNQ 3 UNQ C04 C04 C 0 1 Y N N 23.257 -35.310 -2.379 -4.031 -1.013 -0.047 C04 UNQ 4 UNQ C05 C05 C 0 1 Y N N 23.747 -37.534 -1.844 -1.668 -1.408 0.069 C05 UNQ 5 UNQ C06 C06 C 0 1 Y N N 23.699 -36.573 -2.845 -2.952 -1.892 -0.025 C06 UNQ 6 UNQ O07 O07 O 0 1 Y N N 23.103 -34.169 -3.137 -5.363 -1.196 -0.132 O07 UNQ 7 UNQ C08 C08 C 0 1 Y N N 22.345 -33.673 -0.980 -5.116 1.002 -0.011 C08 UNQ 8 UNQ C09 C09 C 0 1 Y N N 22.547 -33.242 -2.252 -6.013 -0.014 -0.112 C09 UNQ 9 UNQ C10 C10 C 0 1 N N N 22.352 -31.824 -2.751 -7.470 0.150 -0.187 C10 UNQ 10 UNQ O11 O11 O 0 1 N N N 21.843 -30.921 -2.061 -8.267 -0.934 -0.284 O11 UNQ 11 UNQ O12 O12 O 0 1 N N N 23.021 -31.663 -3.886 -7.959 1.263 -0.162 O12 UNQ 12 UNQ C13 C13 C 0 1 Y N N 23.416 -38.340 0.561 -0.038 0.475 0.239 C13 UNQ 13 UNQ C14 C14 C 0 1 Y N N 23.614 -39.117 2.801 2.227 0.088 0.243 C14 UNQ 14 UNQ N15 N15 N 0 1 Y N N 23.442 -38.056 1.910 0.986 -0.370 0.158 N15 UNQ 15 UNQ C16 C16 C 0 1 Y N N 23.770 -40.445 2.333 2.454 1.452 0.417 C16 UNQ 16 UNQ C17 C17 C 0 1 Y N N 23.645 -39.667 0.140 0.198 1.838 0.407 C17 UNQ 17 UNQ N18 N18 N 0 1 Y N N 23.790 -40.711 1.014 1.436 2.289 0.491 N18 UNQ 18 UNQ N19 N19 N 0 1 N N N 23.603 -38.818 4.171 3.300 -0.791 0.159 N19 UNQ 19 UNQ C20 C20 C 0 1 N N N 23.197 -37.422 4.577 4.671 -0.284 0.254 C20 UNQ 20 UNQ C21 C21 C 0 1 N N N 22.715 -37.430 6.066 5.594 -1.399 0.752 C21 UNQ 21 UNQ C22 C22 C 0 1 N N N 22.465 -35.983 6.592 7.026 -0.869 0.851 C22 UNQ 22 UNQ C23 C23 C 0 1 N N N 23.690 -35.052 6.389 7.492 -0.399 -0.529 C23 UNQ 23 UNQ C24 C24 C 0 1 N N N 24.111 -35.068 4.904 6.570 0.715 -1.027 C24 UNQ 24 UNQ C25 C25 C 0 1 N N N 24.453 -36.487 4.447 5.137 0.186 -1.125 C25 UNQ 25 UNQ N26 N26 N 0 1 N N N 23.543 -33.736 6.935 8.867 0.109 -0.434 N26 UNQ 26 UNQ H03 H03 H 0 1 N N N 22.439 -35.879 0.889 -2.312 1.924 0.178 H03 UNQ 27 UNQ H05 H05 H 0 1 N N N 24.146 -38.506 -2.093 -0.837 -2.097 0.084 H05 UNQ 28 UNQ H06 H06 H 0 1 N N N 23.970 -36.768 -3.872 -3.123 -2.956 -0.087 H06 UNQ 29 UNQ H08 H08 H 0 1 N N N 21.958 -33.131 -0.130 -5.334 2.059 0.021 H08 UNQ 30 UNQ HO11 HO11 H 0 0 N N N 22.005 -30.079 -2.471 -9.219 -0.776 -0.331 HO11 UNQ 31 UNQ H16 H16 H 0 1 N N N 23.874 -41.253 3.042 3.465 1.825 0.486 H16 UNQ 32 UNQ H17 H17 H 0 1 N N N 23.709 -39.868 -0.919 -0.632 2.526 0.468 H17 UNQ 33 UNQ HN19 HN19 H 0 0 N N N 22.953 -39.446 4.600 3.141 -1.740 0.038 HN19 UNQ 34 UNQ H20 H20 H 0 1 N N N 22.381 -37.063 3.933 4.702 0.552 0.952 H20 UNQ 35 UNQ H21 H21 H 0 1 N N N 21.776 -37.999 6.132 5.262 -1.733 1.735 H21 UNQ 36 UNQ H21A H21A H 0 0 N N N 23.489 -37.905 6.687 5.563 -2.235 0.054 H21A UNQ 37 UNQ H22 H22 H 0 1 N N N 21.611 -35.557 6.045 7.057 -0.033 1.549 H22 UNQ 38 UNQ H22A H22A H 0 0 N N N 22.245 -36.038 7.668 7.683 -1.663 1.205 H22A UNQ 39 UNQ H23 H23 H 0 1 N N N 24.515 -35.463 6.989 7.461 -1.236 -1.227 H23 UNQ 40 UNQ H24 H24 H 0 1 N N N 23.280 -34.686 4.293 6.601 1.551 -0.328 H24 UNQ 41 UNQ H24A H24A H 0 0 N N N 24.997 -34.428 4.776 6.902 1.050 -2.009 H24A UNQ 42 UNQ H25 H25 H 0 1 N N N 25.264 -36.883 5.075 5.107 -0.651 -1.824 H25 UNQ 43 UNQ H25A H25A H 0 0 N N N 24.776 -36.460 3.396 4.480 0.980 -1.480 H25A UNQ 44 UNQ HN26 HN26 H 0 0 N N N 24.374 -33.207 6.760 9.198 0.426 -1.333 HN26 UNQ 45 UNQ HN2A HN2A H 0 0 N N N 22.762 -33.282 6.505 8.935 0.843 0.255 HN2A UNQ 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 UNQ C05 C01 DOUB Y N 1 UNQ C01 C03 SING Y N 2 UNQ C01 C13 SING Y N 3 UNQ C04 C02 SING Y N 4 UNQ C02 C08 SING Y N 5 UNQ C02 C03 DOUB Y N 6 UNQ C03 H03 SING N N 7 UNQ O07 C04 SING Y N 8 UNQ C06 C04 DOUB Y N 9 UNQ C06 C05 SING Y N 10 UNQ C05 H05 SING N N 11 UNQ C06 H06 SING N N 12 UNQ O07 C09 SING Y N 13 UNQ C09 C08 DOUB Y N 14 UNQ C08 H08 SING N N 15 UNQ C10 C09 SING N N 16 UNQ O12 C10 DOUB N N 17 UNQ C10 O11 SING N N 18 UNQ O11 HO11 SING N N 19 UNQ C17 C13 DOUB Y N 20 UNQ C13 N15 SING Y N 21 UNQ N15 C14 DOUB Y N 22 UNQ C16 C14 SING Y N 23 UNQ C14 N19 SING N N 24 UNQ N18 C16 DOUB Y N 25 UNQ C16 H16 SING N N 26 UNQ C17 N18 SING Y N 27 UNQ C17 H17 SING N N 28 UNQ N19 C20 SING N N 29 UNQ N19 HN19 SING N N 30 UNQ C25 C20 SING N N 31 UNQ C20 C21 SING N N 32 UNQ C20 H20 SING N N 33 UNQ C21 C22 SING N N 34 UNQ C21 H21 SING N N 35 UNQ C21 H21A SING N N 36 UNQ C23 C22 SING N N 37 UNQ C22 H22 SING N N 38 UNQ C22 H22A SING N N 39 UNQ C24 C23 SING N N 40 UNQ C23 N26 SING N N 41 UNQ C23 H23 SING N N 42 UNQ C25 C24 SING N N 43 UNQ C24 H24 SING N N 44 UNQ C24 H24A SING N N 45 UNQ C25 H25 SING N N 46 UNQ C25 H25A SING N N 47 UNQ N26 HN26 SING N N 48 UNQ N26 HN2A SING N N 49 # 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 UNQ SMILES ACDLabs 12.01 "O=C(O)c2oc1ccc(cc1c2)c4nc(NC3CCC(N)CC3)cnc4" UNQ SMILES_CANONICAL CACTVS 3.370 "N[C@H]1CC[C@@H](CC1)Nc2cncc(n2)c3ccc4oc(cc4c3)C(O)=O" UNQ SMILES CACTVS 3.370 "N[CH]1CC[CH](CC1)Nc2cncc(n2)c3ccc4oc(cc4c3)C(O)=O" UNQ SMILES_CANONICAL "OpenEye OEToolkits" 1.7.0 "c1cc2c(cc1c3cncc(n3)NC4CCC(CC4)N)cc(o2)C(=O)O" UNQ SMILES "OpenEye OEToolkits" 1.7.0 "c1cc2c(cc1c3cncc(n3)NC4CCC(CC4)N)cc(o2)C(=O)O" UNQ InChI InChI 1.03 "InChI=1S/C19H20N4O3/c20-13-2-4-14(5-3-13)22-18-10-21-9-15(23-18)11-1-6-16-12(7-11)8-17(26-16)19(24)25/h1,6-10,13-14H,2-5,20H2,(H,22,23)(H,24,25)/t13-,14-" UNQ InChIKey InChI 1.03 SEAHTYRLTWEUCM-HDJSIYSDSA-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 UNQ "SYSTEMATIC NAME" ACDLabs 12.01 "5-{6-[(trans-4-aminocyclohexyl)amino]pyrazin-2-yl}-1-benzofuran-2-carboxylic acid" UNQ "SYSTEMATIC NAME" "OpenEye OEToolkits" 1.7.0 "5-[6-[(4-azanylcyclohexyl)amino]pyrazin-2-yl]-1-benzofuran-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 UNQ "Create component" 2011-03-08 RCSB UNQ "Modify aromatic_flag" 2011-06-04 RCSB UNQ "Modify descriptor" 2011-06-04 RCSB #