data_DZS # _chem_comp.id DZS _chem_comp.name "3-{4-[(2-chlorophenyl)methyl]-5-oxo-4,5-dihydro[1,2,4]triazolo[4,3-a]quinazolin-1-yl}-4-hydroxybenzoic acid" _chem_comp.type NON-POLYMER _chem_comp.pdbx_type HETAIN _chem_comp.formula "C23 H15 Cl N4 O4" _chem_comp.mon_nstd_parent_comp_id ? _chem_comp.pdbx_synonyms ? _chem_comp.pdbx_formal_charge 0 _chem_comp.pdbx_initial_date 2017-11-17 _chem_comp.pdbx_modified_date 2018-01-12 _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 446.843 _chem_comp.one_letter_code ? _chem_comp.three_letter_code DZS _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 6BMW _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 DZS C2 C1 C 0 1 Y N N 16.472 45.911 29.786 0.623 4.156 -1.197 C2 DZS 1 DZS C3 C2 C 0 1 Y N N 16.834 44.581 30.085 -0.629 3.722 -0.814 C3 DZS 2 DZS C4 C3 C 0 1 Y N N 15.947 43.507 29.801 -0.769 2.480 -0.199 C4 DZS 3 DZS C5 C4 C 0 1 Y N N 14.684 43.771 29.189 0.362 1.678 0.028 C5 DZS 4 DZS C6 C5 C 0 1 Y N N 14.315 45.131 28.938 1.613 2.130 -0.365 C6 DZS 5 DZS C7 C6 C 0 1 Y N N 14.181 41.392 29.255 -1.032 0.004 1.026 C7 DZS 6 DZS C8 C7 C 0 1 N N N 16.361 42.078 30.106 -2.088 1.978 0.226 C8 DZS 7 DZS C11 C8 C 0 1 Y N N 16.080 37.755 31.662 -3.902 -1.699 -0.258 C11 DZS 8 DZS C12 C9 C 0 1 Y N N 15.995 37.145 32.942 -4.544 -2.284 -1.336 C12 DZS 9 DZS C13 C10 C 0 1 Y N N 15.515 37.889 34.053 -5.451 -1.552 -2.080 C13 DZS 10 DZS C14 C11 C 0 1 Y N N 15.139 39.246 33.878 -5.715 -0.236 -1.748 C14 DZS 11 DZS C17 C12 C 0 1 Y N N 11.759 43.530 27.783 2.547 -0.540 0.786 C17 DZS 12 DZS C18 C13 C 0 1 Y N N 10.613 44.089 28.397 3.081 -0.951 -0.431 C18 DZS 13 DZS C19 C14 C 0 1 Y N N 9.832 45.064 27.710 4.463 -0.940 -0.620 C19 DZS 14 DZS C20 C15 C 0 1 N N N 8.561 45.570 28.341 5.035 -1.375 -1.908 C20 DZS 15 DZS C21 C16 C 0 1 Y N N 10.208 45.466 26.392 5.306 -0.516 0.413 C21 DZS 16 DZS C22 C17 C 0 1 Y N N 11.378 44.947 25.779 4.776 -0.109 1.617 C22 DZS 17 DZS C23 C18 C 0 1 Y N N 12.153 43.980 26.483 3.402 -0.111 1.813 C23 DZS 18 DZS C1 C19 C 0 1 Y N N 15.222 46.186 29.182 1.737 3.361 -0.978 C1 DZS 19 DZS N1 N1 N 0 1 Y N N 13.842 42.642 28.918 0.202 0.443 0.643 N1 DZS 20 DZS N2 N2 N 0 1 N N N 15.454 41.090 29.840 -2.165 0.768 0.818 N2 DZS 21 DZS O1 O1 O 0 1 N N N 17.451 41.872 30.645 -3.090 2.644 0.047 O1 DZS 22 DZS C9 C20 C 0 1 N N N 15.811 39.685 30.071 -3.469 0.255 1.246 C9 DZS 23 DZS C10 C21 C 0 1 Y N N 15.701 39.111 31.485 -4.168 -0.382 0.073 C10 DZS 24 DZS C15 C22 C 0 1 Y N N 15.231 39.860 32.604 -5.074 0.348 -0.672 C15 DZS 25 DZS CL1 CL1 CL 0 0 N N N 16.655 36.837 30.309 -2.769 -2.619 0.681 CL1 DZS 26 DZS N3 N3 N 0 1 Y N N 13.259 40.492 28.915 -0.865 -1.182 1.572 N3 DZS 27 DZS N4 N4 N 0 1 Y N N 12.225 41.227 28.369 0.379 -1.506 1.554 N4 DZS 28 DZS C16 C23 C 0 1 Y N N 12.572 42.524 28.466 1.084 -0.548 0.995 C16 DZS 29 DZS O2 O2 O 0 1 N N N 8.357 45.447 29.542 6.370 -1.364 -2.090 O2 DZS 30 DZS O3 O3 O 0 1 N N N 7.631 46.123 27.506 4.303 -1.743 -2.805 O3 DZS 31 DZS O4 O4 O 0 1 N N N 13.285 43.479 25.906 2.886 0.291 3.001 O4 DZS 32 DZS H1 H1 H 0 1 N N N 17.149 46.720 30.018 0.735 5.118 -1.674 H1 DZS 33 DZS H2 H2 H 0 1 N N N 17.795 44.376 30.534 -1.496 4.342 -0.990 H2 DZS 34 DZS H3 H3 H 0 1 N N N 13.329 45.354 28.557 2.487 1.518 -0.198 H3 DZS 35 DZS H4 H4 H 0 1 N N N 16.295 36.116 33.071 -4.337 -3.312 -1.595 H4 DZS 36 DZS H5 H5 H 0 1 N N N 15.437 37.425 35.025 -5.952 -2.009 -2.921 H5 DZS 37 DZS H6 H6 H 0 1 N N N 14.780 39.816 34.722 -6.423 0.335 -2.330 H6 DZS 38 DZS H7 H7 H 0 1 N N N 10.329 43.776 29.391 2.428 -1.279 -1.226 H7 DZS 39 DZS H8 H8 H 0 1 N N N 9.594 46.174 25.855 6.376 -0.508 0.265 H8 DZS 40 DZS H9 H9 H 0 1 N N N 11.676 45.279 24.796 5.432 0.218 2.411 H9 DZS 41 DZS H10 H10 H 0 1 N N N 14.963 47.198 28.909 2.712 3.711 -1.283 H10 DZS 42 DZS H11 H11 H 0 1 N N N 15.160 39.077 29.426 -3.328 -0.486 2.032 H11 DZS 43 DZS H12 H12 H 0 1 N N N 16.857 39.563 29.755 -4.075 1.077 1.627 H12 DZS 44 DZS H13 H13 H 0 1 N N N 14.945 40.894 32.481 -5.282 1.376 -0.414 H13 DZS 45 DZS H14 H14 H 0 1 N N N 7.495 45.786 29.754 6.698 -1.658 -2.951 H14 DZS 46 DZS H15 H15 H 0 1 N N N 13.689 42.850 26.493 2.767 1.248 3.074 H15 DZS 47 # 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 DZS C22 C21 DOUB Y N 1 DZS C22 C23 SING Y N 2 DZS O4 C23 SING N N 3 DZS C21 C19 SING Y N 4 DZS C23 C17 DOUB Y N 5 DZS O3 C20 DOUB N N 6 DZS C19 C20 SING N N 7 DZS C19 C18 DOUB Y N 8 DZS C17 C18 SING Y N 9 DZS C17 C16 SING N N 10 DZS C20 O2 SING N N 11 DZS N4 C16 DOUB Y N 12 DZS N4 N3 SING Y N 13 DZS C16 N1 SING Y N 14 DZS N3 C7 DOUB Y N 15 DZS N1 C5 SING N N 16 DZS N1 C7 SING Y N 17 DZS C6 C1 DOUB Y N 18 DZS C6 C5 SING Y N 19 DZS C1 C2 SING Y N 20 DZS C5 C4 DOUB Y N 21 DZS C7 N2 SING N N 22 DZS C2 C3 DOUB Y N 23 DZS C4 C3 SING Y N 24 DZS C4 C8 SING N N 25 DZS N2 C9 SING N N 26 DZS N2 C8 SING N N 27 DZS C9 C10 SING N N 28 DZS C8 O1 DOUB N N 29 DZS CL1 C11 SING N N 30 DZS C10 C11 DOUB Y N 31 DZS C10 C15 SING Y N 32 DZS C11 C12 SING Y N 33 DZS C15 C14 DOUB Y N 34 DZS C12 C13 DOUB Y N 35 DZS C14 C13 SING Y N 36 DZS C2 H1 SING N N 37 DZS C3 H2 SING N N 38 DZS C6 H3 SING N N 39 DZS C12 H4 SING N N 40 DZS C13 H5 SING N N 41 DZS C14 H6 SING N N 42 DZS C18 H7 SING N N 43 DZS C21 H8 SING N N 44 DZS C22 H9 SING N N 45 DZS C1 H10 SING N N 46 DZS C9 H11 SING N N 47 DZS C9 H12 SING N N 48 DZS C15 H13 SING N N 49 DZS O2 H14 SING N N 50 DZS O4 H15 SING N N 51 # 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 DZS SMILES ACDLabs 12.01 "c2cc1C(=O)N(c4n(c1cc2)c(c3cc(C(O)=O)ccc3O)nn4)Cc5c(cccc5)Cl" DZS InChI InChI 1.03 "InChI=1S/C23H15ClN4O4/c24-17-7-3-1-5-14(17)12-27-21(30)15-6-2-4-8-18(15)28-20(25-26-23(27)28)16-11-13(22(31)32)9-10-19(16)29/h1-11,29H,12H2,(H,31,32)" DZS InChIKey InChI 1.03 AEJITBHMBLVYPB-UHFFFAOYSA-N DZS SMILES_CANONICAL CACTVS 3.385 "OC(=O)c1ccc(O)c(c1)c2nnc3N(Cc4ccccc4Cl)C(=O)c5ccccc5n23" DZS SMILES CACTVS 3.385 "OC(=O)c1ccc(O)c(c1)c2nnc3N(Cc4ccccc4Cl)C(=O)c5ccccc5n23" DZS SMILES_CANONICAL "OpenEye OEToolkits" 2.0.6 "c1ccc(c(c1)CN2c3nnc(n3-c4ccccc4C2=O)c5cc(ccc5O)C(=O)O)Cl" DZS SMILES "OpenEye OEToolkits" 2.0.6 "c1ccc(c(c1)CN2c3nnc(n3-c4ccccc4C2=O)c5cc(ccc5O)C(=O)O)Cl" # 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 DZS "SYSTEMATIC NAME" ACDLabs 12.01 "3-{4-[(2-chlorophenyl)methyl]-5-oxo-4,5-dihydro[1,2,4]triazolo[4,3-a]quinazolin-1-yl}-4-hydroxybenzoic acid" DZS "SYSTEMATIC NAME" "OpenEye OEToolkits" 2.0.6 "3-[4-[(2-chlorophenyl)methyl]-5-oxidanylidene-[1,2,4]triazolo[4,3-a]quinazolin-1-yl]-4-oxidanyl-benzoic 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 DZS "Create component" 2017-11-17 RCSB DZS "Initial release" 2018-01-17 RCSB #