data_4ZF # _chem_comp.id 4ZF _chem_comp.name "(5E)-5-(3H-indol-3-ylidene)-2,5-dihydro-1H-pyrazole-3-carboxylic acid" _chem_comp.type NON-POLYMER _chem_comp.pdbx_type HETAIN _chem_comp.formula "C12 H9 N3 O2" _chem_comp.mon_nstd_parent_comp_id ? _chem_comp.pdbx_synonyms ? _chem_comp.pdbx_formal_charge 0 _chem_comp.pdbx_initial_date 2015-07-01 _chem_comp.pdbx_modified_date 2016-08-05 _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 227.219 _chem_comp.one_letter_code ? _chem_comp.three_letter_code 4ZF _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 5CBB _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 4ZF C10 C1 C 0 1 N N N 33.366 77.966 64.090 -1.102 -1.963 0.003 C10 4ZF 1 4ZF C13 C2 C 0 1 Y N N 31.037 77.587 61.453 -4.390 -0.536 -0.002 C13 4ZF 2 4ZF C15 C3 C 0 1 Y N N 31.533 79.614 60.211 -3.772 1.788 0.001 C15 4ZF 3 4ZF C17 C4 C 0 1 Y N N 32.764 79.194 62.224 -2.057 0.117 0.001 C17 4ZF 4 4ZF O01 O1 O 0 1 N N N 38.452 82.124 65.492 4.566 -1.307 0.001 O01 4ZF 5 4ZF C02 C5 C 0 1 N N N 37.668 81.054 65.783 4.200 -0.149 -0.001 C02 4ZF 6 4ZF O03 O2 O 0 1 N N N 37.545 80.814 66.974 5.110 0.845 -0.002 O03 4ZF 7 4ZF C04 C6 C 0 1 N N N 36.719 80.589 64.756 2.755 0.170 -0.001 C04 4ZF 8 4ZF C05 C7 C 0 1 N N N 35.717 79.646 64.835 1.742 -0.736 0.001 C05 4ZF 9 4ZF C06 C8 C 0 1 N N N 34.874 79.834 63.623 0.518 -0.028 0.000 C06 4ZF 10 4ZF N07 N1 N 0 1 N N N 35.684 80.614 62.733 0.815 1.312 -0.002 N07 4ZF 11 4ZF N08 N2 N 0 1 N N N 36.590 81.327 63.524 2.211 1.436 0.003 N08 4ZF 12 4ZF C09 C9 C 0 1 N N N 33.686 79.234 63.362 -0.766 -0.592 0.001 C09 4ZF 13 4ZF N11 N3 N 0 1 N N N 32.410 77.252 63.542 -2.404 -2.094 -0.001 N11 4ZF 14 4ZF C12 C10 C 0 1 Y N N 31.998 77.964 62.381 -3.038 -0.900 -0.001 C12 4ZF 15 4ZF C14 C11 C 0 1 Y N N 30.810 78.435 60.365 -4.742 0.794 -0.001 C14 4ZF 16 4ZF C16 C12 C 0 1 Y N N 32.509 80.008 61.146 -2.434 1.456 0.002 C16 4ZF 17 4ZF H1 H1 H 0 1 N N N 33.879 77.664 64.991 -0.394 -2.779 0.004 H1 4ZF 18 4ZF H2 H2 H 0 1 N N N 30.482 76.668 61.568 -5.155 -1.298 -0.004 H2 4ZF 19 4ZF H3 H3 H 0 1 N N N 31.341 80.242 59.354 -4.068 2.826 0.002 H3 4ZF 20 4ZF H4 H4 H 0 1 N N N 38.041 81.448 67.478 6.042 0.587 -0.002 H4 4ZF 21 4ZF H6 H6 H 0 1 N N N 35.573 78.917 65.619 1.853 -1.810 0.002 H6 4ZF 22 4ZF H9 H9 H 0 1 N N N 35.111 81.247 62.212 0.176 2.042 -0.001 H9 4ZF 23 4ZF H10 H10 H 0 1 N N N 37.476 81.391 63.064 2.709 2.269 0.003 H10 4ZF 24 4ZF H12 H12 H 0 1 N N N 30.062 78.171 59.632 -5.787 1.069 -0.002 H12 4ZF 25 4ZF H13 H13 H 0 1 N N N 33.049 80.935 61.018 -1.683 2.231 0.004 H13 4ZF 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 4ZF C15 C14 SING Y N 1 4ZF C15 C16 DOUB Y N 2 4ZF C14 C13 DOUB Y N 3 4ZF C16 C17 SING Y N 4 4ZF C13 C12 SING Y N 5 4ZF C17 C12 DOUB Y N 6 4ZF C17 C09 SING N N 7 4ZF C12 N11 SING N N 8 4ZF N07 N08 SING N N 9 4ZF N07 C06 SING N N 10 4ZF C09 C06 DOUB N E 11 4ZF C09 C10 SING N N 12 4ZF N08 C04 SING N N 13 4ZF N11 C10 DOUB N N 14 4ZF C06 C05 SING N N 15 4ZF C04 C05 DOUB N N 16 4ZF C04 C02 SING N N 17 4ZF O01 C02 DOUB N N 18 4ZF C02 O03 SING N N 19 4ZF C10 H1 SING N N 20 4ZF C13 H2 SING N N 21 4ZF C15 H3 SING N N 22 4ZF O03 H4 SING N N 23 4ZF C05 H6 SING N N 24 4ZF N07 H9 SING N N 25 4ZF N08 H10 SING N N 26 4ZF C14 H12 SING N N 27 4ZF C16 H13 SING N N 28 # 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 4ZF SMILES ACDLabs 12.01 "C=2\C(c1c(cccc1)N=2)=C3/C=C(C(=O)O)NN3" 4ZF InChI InChI 1.03 "InChI=1S/C12H9N3O2/c16-12(17)11-5-10(14-15-11)8-6-13-9-4-2-1-3-7(8)9/h1-6,14-15H,(H,16,17)/b10-8-" 4ZF InChIKey InChI 1.03 NYULOUAUQQHVOB-NTMALXAHSA-N 4ZF SMILES_CANONICAL CACTVS 3.385 "OC(=O)C1=C\C(NN1)=C2/C=Nc3ccccc23" 4ZF SMILES CACTVS 3.385 "OC(=O)C1=CC(NN1)=C2C=Nc3ccccc23" 4ZF SMILES_CANONICAL "OpenEye OEToolkits" 1.9.2 "c1ccc2c(c1)/C(=C\3/C=C(NN3)C(=O)O)/C=N2" 4ZF SMILES "OpenEye OEToolkits" 1.9.2 "c1ccc2c(c1)C(=C3C=C(NN3)C(=O)O)C=N2" # 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 4ZF "SYSTEMATIC NAME" ACDLabs 12.01 "(5E)-5-(3H-indol-3-ylidene)-2,5-dihydro-1H-pyrazole-3-carboxylic acid" 4ZF "SYSTEMATIC NAME" "OpenEye OEToolkits" 1.9.2 "(5E)-5-indol-3-ylidene-1,2-dihydropyrazole-3-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 4ZF "Create component" 2015-07-01 RCSB 4ZF "Initial release" 2016-08-10 RCSB #