data_U14 # _chem_comp.id U14 _chem_comp.name "3-(5-AMINO-3-IMINO-3H-PYRAZOL-4-YLAZO)-BENZOIC ACID" _chem_comp.type NON-POLYMER _chem_comp.pdbx_type HETAIN _chem_comp.formula "C10 H8 N6 O2" _chem_comp.mon_nstd_parent_comp_id ? _chem_comp.pdbx_synonyms ? _chem_comp.pdbx_formal_charge 0 _chem_comp.pdbx_initial_date 2006-04-03 _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 244.210 _chem_comp.one_letter_code ? _chem_comp.three_letter_code U14 _chem_comp.pdbx_model_coordinates_details ? _chem_comp.pdbx_model_coordinates_missing_flag N _chem_comp.pdbx_ideal_coordinates_details ? _chem_comp.pdbx_ideal_coordinates_missing_flag N _chem_comp.pdbx_model_coordinates_db_code 2GG7 _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 U14 O2 O2 O 0 1 N N N -6.278 -3.069 6.855 4.266 1.968 0.001 O2 U14 1 U14 C4 C4 C 0 1 N N N -7.066 -2.434 7.587 4.394 0.760 0.001 C4 U14 2 U14 O1 O1 O 0 1 N N N -8.311 -2.590 7.544 5.625 0.213 0.003 O1 U14 3 U14 C9 C9 C 0 1 Y N N -6.494 -1.430 8.535 3.199 -0.109 0.000 C9 U14 4 U14 C6 C6 C 0 1 Y N N -7.377 -0.673 9.298 3.344 -1.499 0.000 C6 U14 5 U14 C10 C10 C 0 1 Y N N -6.903 0.276 10.191 2.229 -2.314 0.000 C10 U14 6 U14 C7 C7 C 0 1 Y N N -5.535 0.455 10.311 0.964 -1.764 0.000 C7 U14 7 U14 C8 C8 C 0 1 Y N N -5.107 -1.249 8.643 1.925 0.455 -0.007 C8 U14 8 U14 C5 C5 C 0 1 Y N N -4.644 -0.306 9.558 0.802 -0.374 -0.001 C5 U14 9 U14 N6 N6 N 0 1 N N N -3.298 0.009 9.736 -0.451 0.170 -0.001 N6 U14 10 U14 N5 N5 N 0 1 N N N -2.399 -0.522 8.979 -1.487 -0.598 0.000 N5 U14 11 U14 C2 C2 C 0 1 N N N -1.127 -0.061 9.174 -2.723 -0.061 0.000 C2 U14 12 U14 C3 C3 C 0 1 N N N -0.067 -0.266 8.312 -3.070 1.286 -0.001 C3 U14 13 U14 N4 N4 N 0 1 N N N -0.066 -1.048 7.200 -2.190 2.351 -0.001 N4 U14 14 U14 N2 N2 N 0 1 N N N 1.024 0.387 8.754 -4.422 1.368 0.004 N2 U14 15 U14 C1 C1 C 0 1 N N N -0.655 0.813 10.140 -4.031 -0.776 0.000 C1 U14 16 U14 N3 N3 N 0 1 N N N 0.621 1.077 9.900 -4.984 0.216 0.000 N3 U14 17 U14 N1 N1 N 0 1 N N N -1.296 1.341 11.218 -4.230 -2.060 0.001 N1 U14 18 U14 HO1 HO1 H 0 1 N N N -8.526 -3.243 6.889 6.407 0.782 0.003 HO1 U14 19 U14 H6 H6 H 0 1 N N N -8.441 -0.826 9.194 4.332 -1.937 0.001 H6 U14 20 U14 H10 H10 H 0 1 N N N -7.588 0.865 10.782 2.348 -3.387 0.001 H10 U14 21 U14 H7 H7 H 0 1 N N N -5.153 1.195 10.998 0.096 -2.407 0.000 H7 U14 22 U14 H8 H8 H 0 1 N N N -4.421 -1.822 8.037 1.807 1.529 -0.008 H8 U14 23 U14 HN41 1HN4 H 0 0 N N N -0.066 -0.469 6.385 -1.234 2.191 0.000 HN41 U14 24 U14 HN42 2HN4 H 0 0 N N N 0.751 -1.625 7.199 -2.529 3.260 -0.005 HN42 U14 25 U14 HN12 2HN1 H 0 0 N N N -0.893 1.958 11.894 -5.134 -2.412 0.001 HN12 U14 26 # 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 U14 O2 C4 DOUB N N 1 U14 C4 O1 SING N N 2 U14 C4 C9 SING N N 3 U14 O1 HO1 SING N N 4 U14 C9 C6 SING Y N 5 U14 C9 C8 DOUB Y N 6 U14 C6 C10 DOUB Y N 7 U14 C6 H6 SING N N 8 U14 C10 C7 SING Y N 9 U14 C10 H10 SING N N 10 U14 C7 C5 DOUB Y N 11 U14 C7 H7 SING N N 12 U14 C8 C5 SING Y N 13 U14 C8 H8 SING N N 14 U14 C5 N6 SING N N 15 U14 N6 N5 DOUB N E 16 U14 N5 C2 SING N N 17 U14 C2 C3 DOUB N N 18 U14 C2 C1 SING N N 19 U14 C3 N4 SING N N 20 U14 C3 N2 SING N N 21 U14 N4 HN41 SING N N 22 U14 N4 HN42 SING N N 23 U14 N2 N3 DOUB N N 24 U14 C1 N3 SING N N 25 U14 C1 N1 DOUB N Z 26 U14 N1 HN12 SING N N 27 # 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 U14 SMILES ACDLabs 10.04 "O=C(O)c2cc(/N=N/C=1C(=[N@H])N=NC=1N)ccc2" U14 SMILES_CANONICAL CACTVS 3.341 "NC1=C(N=Nc2cccc(c2)C(O)=O)C(=N)N=N1" U14 SMILES CACTVS 3.341 "NC1=C(N=Nc2cccc(c2)C(O)=O)C(=N)N=N1" U14 SMILES_CANONICAL "OpenEye OEToolkits" 1.5.0 "[H]/N=C\1/C(=C(N=N1)N)/N=N/c2cccc(c2)C(=O)O" U14 SMILES "OpenEye OEToolkits" 1.5.0 "[H]N=C1C(=C(N=N1)N)N=Nc2cccc(c2)C(=O)O" U14 InChI InChI 1.03 "InChI=1S/C10H8N6O2/c11-8-7(9(12)16-15-8)14-13-6-3-1-2-5(4-6)10(17)18/h1-4,11H,12H2,(H,17,18)/b11-8-,14-13+" U14 InChIKey InChI 1.03 PIUSHRUXZPMNPD-KBABRGLLSA-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 U14 "SYSTEMATIC NAME" ACDLabs 10.04 "3-{(E)-[(3Z)-5-amino-3-imino-3H-pyrazol-4-yl]diazenyl}benzoic acid" U14 "SYSTEMATIC NAME" "OpenEye OEToolkits" 1.5.0 "3-(3-amino-5-imino-pyrazol-4-yl)diazenylbenzoic 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 U14 "Create component" 2006-04-03 PDBJ U14 "Modify descriptor" 2011-06-04 RCSB #