data_WUB # _chem_comp.id WUB _chem_comp.name "(1R,10aS)-1,2,10,10a-tetrahydrophenazine-1-carboxylic acid" _chem_comp.type NON-POLYMER _chem_comp.pdbx_type HETAIN _chem_comp.formula "C13 H12 N2 O2" _chem_comp.mon_nstd_parent_comp_id ? _chem_comp.pdbx_synonyms ? _chem_comp.pdbx_formal_charge 0 _chem_comp.pdbx_initial_date 2012-10-24 _chem_comp.pdbx_modified_date 2013-08-02 _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 228.247 _chem_comp.one_letter_code ? _chem_comp.three_letter_code WUB _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 4HMU _chem_comp.pdbx_subcomponent_list ? _chem_comp.pdbx_processing_site PDBJ # 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 WUB O01 O01 O 0 1 N N N 20.774 -2.061 -5.482 -2.037 -2.473 0.905 O01 WUB 1 WUB C02 C02 C 0 1 N N N 20.080 -1.670 -6.494 -2.436 -1.448 0.137 C02 WUB 2 WUB O03 O03 O 0 1 N N N 20.284 -1.325 -7.718 -3.225 -1.635 -0.759 O03 WUB 3 WUB C04 C04 C 0 1 N N R 18.616 -1.612 -6.179 -1.902 -0.062 0.392 C04 WUB 4 WUB C05 C05 C 0 1 N N N 18.027 -3.008 -6.137 -2.998 0.968 0.119 C05 WUB 5 WUB C06 C06 C 0 1 N N N 16.576 -3.216 -6.478 -2.463 2.368 0.162 C06 WUB 6 WUB C07 C07 C 0 1 N N N 15.825 -2.242 -7.053 -1.171 2.658 0.032 C07 WUB 7 WUB C08 C08 C 0 1 N N N 16.453 -0.932 -7.354 -0.200 1.578 -0.150 C08 WUB 8 WUB N09 N09 N 0 1 N N N 15.676 0.065 -7.814 1.068 1.749 0.055 N09 WUB 9 WUB C10 C10 C 0 1 Y N N 16.242 1.322 -8.099 1.963 0.720 0.018 C10 WUB 10 WUB C11 C11 C 0 1 Y N N 15.488 2.295 -8.773 3.322 1.002 0.205 C11 WUB 11 WUB C12 C12 C 0 1 Y N N 16.039 3.562 -9.021 4.247 -0.019 0.197 C12 WUB 12 WUB C13 C13 C 0 1 Y N N 17.326 3.838 -8.605 3.843 -1.330 0.006 C13 WUB 13 WUB C14 C14 C 0 1 Y N N 18.059 2.890 -7.939 2.507 -1.624 -0.190 C14 WUB 14 WUB C15 C15 C 0 1 Y N N 17.487 1.602 -7.683 1.565 -0.607 -0.197 C15 WUB 15 WUB N16 N16 N 0 1 N N N 18.260 0.637 -6.994 0.222 -0.915 -0.442 N16 WUB 16 WUB C17 C17 C 0 1 N N S 17.955 -0.748 -7.226 -0.718 0.209 -0.537 C17 WUB 17 WUB H1 H1 H 0 1 N N N 21.692 -2.101 -5.723 -2.407 -3.343 0.703 H1 WUB 18 WUB H041 H041 H 0 0 N N N 18.481 -1.142 -5.194 -1.577 0.018 1.430 H041 WUB 19 WUB H052 H052 H 0 0 N N N 18.171 -3.384 -5.113 -3.424 0.780 -0.867 H052 WUB 20 WUB H051 H051 H 0 0 N N N 18.611 -3.622 -6.839 -3.780 0.863 0.871 H051 WUB 21 WUB H061 H061 H 0 0 N N N 16.118 -4.169 -6.259 -3.160 3.181 0.305 H061 WUB 22 WUB H071 H071 H 0 0 N N N 14.786 -2.418 -7.288 -0.841 3.685 0.060 H071 WUB 23 WUB H111 H111 H 0 0 N N N 14.484 2.069 -9.101 3.645 2.021 0.355 H111 WUB 24 WUB H121 H121 H 0 0 N N N 15.460 4.316 -9.534 5.294 0.204 0.340 H121 WUB 25 WUB H131 H131 H 0 0 N N N 17.758 4.807 -8.806 4.575 -2.125 0.010 H131 WUB 26 WUB H141 H141 H 0 0 N N N 19.063 3.113 -7.609 2.197 -2.648 -0.338 H141 WUB 27 WUB H161 H161 H 0 0 N N N 19.216 0.780 -7.251 -0.075 -1.833 -0.545 H161 WUB 28 WUB H171 H171 H 0 0 N N N 18.393 -1.030 -8.195 -1.087 0.260 -1.562 H171 WUB 29 # 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 WUB C12 C11 DOUB Y N 1 WUB C12 C13 SING Y N 2 WUB C11 C10 SING Y N 3 WUB C13 C14 DOUB Y N 4 WUB C10 N09 SING N N 5 WUB C10 C15 DOUB Y N 6 WUB C14 C15 SING Y N 7 WUB N09 C08 DOUB N N 8 WUB O03 C02 DOUB N N 9 WUB C15 N16 SING N N 10 WUB C08 C17 SING N N 11 WUB C08 C07 SING N N 12 WUB C17 N16 SING N N 13 WUB C17 C04 SING N N 14 WUB C07 C06 DOUB N N 15 WUB C02 C04 SING N N 16 WUB C02 O01 SING N N 17 WUB C06 C05 SING N N 18 WUB C04 C05 SING N N 19 WUB O01 H1 SING N N 20 WUB C04 H041 SING N N 21 WUB C05 H052 SING N N 22 WUB C05 H051 SING N N 23 WUB C06 H061 SING N N 24 WUB C07 H071 SING N N 25 WUB C11 H111 SING N N 26 WUB C12 H121 SING N N 27 WUB C13 H131 SING N N 28 WUB C14 H141 SING N N 29 WUB N16 H161 SING N N 30 WUB C17 H171 SING N N 31 # 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 WUB SMILES ACDLabs 12.01 "O=C(O)C3CC=CC2=Nc1ccccc1NC23" WUB InChI InChI 1.03 "InChI=1S/C13H12N2O2/c16-13(17)8-4-3-7-11-12(8)15-10-6-2-1-5-9(10)14-11/h1-3,5-8,12,15H,4H2,(H,16,17)/t8-,12+/m1/s1" WUB InChIKey InChI 1.03 JMGCBMVXHPNSFZ-PELKAZGASA-N WUB SMILES_CANONICAL CACTVS 3.370 "OC(=O)[C@@H]1CC=CC2=Nc3ccccc3N[C@@H]12" WUB SMILES CACTVS 3.370 "OC(=O)[CH]1CC=CC2=Nc3ccccc3N[CH]12" WUB SMILES_CANONICAL "OpenEye OEToolkits" 1.7.6 "c1ccc2c(c1)N[C@H]3[C@@H](CC=CC3=N2)C(=O)O" WUB SMILES "OpenEye OEToolkits" 1.7.6 "c1ccc2c(c1)NC3C(CC=CC3=N2)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 WUB "SYSTEMATIC NAME" ACDLabs 12.01 "(1R,10aS)-1,2,10,10a-tetrahydrophenazine-1-carboxylic acid" WUB "SYSTEMATIC NAME" "OpenEye OEToolkits" 1.7.6 "(1R,10aS)-1,2,10,10a-tetrahydrophenazine-1-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 WUB "Create component" 2012-10-24 PDBJ WUB "Initial release" 2013-08-07 RCSB #