data_2D7 # _chem_comp.id 2D7 _chem_comp.name "N-(4-ACETYLPHENYL)-5-(5-CHLORO-2,4-DIHYDROXYPHENYL)-1H-PYRAZOLE-4-CARBOXAMIDE" _chem_comp.type NON-POLYMER _chem_comp.pdbx_type HETAIN _chem_comp.formula "C18 H14 Cl N3 O4" _chem_comp.mon_nstd_parent_comp_id ? _chem_comp.pdbx_synonyms ? _chem_comp.pdbx_formal_charge 0 _chem_comp.pdbx_initial_date 2005-08-02 _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 371.774 _chem_comp.one_letter_code ? _chem_comp.three_letter_code 2D7 _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 2BYH _chem_comp.pdbx_subcomponent_list ? _chem_comp.pdbx_processing_site EBI # 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 2D7 O6 O6 O 0 1 N N N 5.656 -2.488 5.544 5.955 2.796 0.590 O6 2D7 1 2D7 C17 C17 C 0 1 N N N 4.782 -2.471 6.387 6.070 1.668 0.158 C17 2D7 2 2D7 C18 C18 C 0 1 N N N 3.962 -3.699 6.691 7.391 1.208 -0.403 C18 2D7 3 2D7 C14 C14 C 0 1 Y N N 4.517 -1.236 7.185 4.923 0.752 0.181 C14 2D7 4 2D7 C15 C15 C 0 1 Y N N 3.528 -1.237 8.169 3.695 1.177 0.703 C15 2D7 5 2D7 C16 C16 C 0 1 Y N N 3.257 -0.087 8.901 2.630 0.321 0.722 C16 2D7 6 2D7 C13 C13 C 0 1 Y N N 5.227 -0.049 6.960 5.053 -0.549 -0.323 C13 2D7 7 2D7 C12 C12 C 0 1 Y N N 4.946 1.098 7.698 3.984 -1.399 -0.294 C12 2D7 8 2D7 C11 C11 C 0 1 Y N N 3.915 1.124 8.627 2.765 -0.972 0.225 C11 2D7 9 2D7 N3 N3 N 0 1 N N N 3.756 2.228 9.385 1.677 -1.841 0.246 N3 2D7 10 2D7 C10 C10 C 0 1 N N N 2.853 2.561 10.312 0.429 -1.361 0.078 C10 2D7 11 2D7 O5 O5 O 0 1 N N N 1.870 1.837 10.549 0.259 -0.187 -0.191 O5 2D7 12 2D7 C8 C8 C 0 1 Y N N 3.070 3.781 11.168 -0.728 -2.257 0.221 C8 2D7 13 2D7 C9 C9 C 0 1 Y N N 2.115 4.605 11.726 -0.690 -3.634 0.530 C9 2D7 14 2D7 N1 N1 N 0 1 Y N N 2.782 5.463 12.507 -1.915 -4.079 0.569 N1 2D7 15 2D7 N2 N2 N 0 1 Y N N 4.079 5.251 12.516 -2.797 -3.029 0.292 N2 2D7 16 2D7 C7 C7 C 0 1 Y N N 4.316 4.191 11.770 -2.072 -1.907 0.083 C7 2D7 17 2D7 C5 C5 C 0 1 Y N N 5.709 3.664 11.561 -2.601 -0.568 -0.239 C5 2D7 18 2D7 C6 C6 C 0 1 Y N N 5.913 2.305 11.354 -3.385 0.119 0.691 C6 2D7 19 2D7 C1 C1 C 0 1 Y N N 7.166 1.810 11.108 -3.876 1.370 0.387 C1 2D7 20 2D7 CL1 CL1 CL 0 0 N N N 7.411 0.081 10.886 -4.850 2.222 1.544 CL1 2D7 21 2D7 C2 C2 C 0 1 Y N N 8.272 2.627 11.089 -3.594 1.952 -0.845 C2 2D7 22 2D7 O2 O2 O 0 1 N N N 9.454 2.089 10.823 -4.082 3.185 -1.138 O2 2D7 23 2D7 C3 C3 C 0 1 Y N N 8.115 3.970 11.327 -2.817 1.277 -1.775 C3 2D7 24 2D7 C4 C4 C 0 1 Y N N 6.842 4.504 11.573 -2.314 0.022 -1.478 C4 2D7 25 2D7 O4 O4 O 0 1 N N N 6.770 5.818 11.809 -1.553 -0.639 -2.388 O4 2D7 26 2D7 H181 1H18 H 0 0 N N N 3.160 -3.683 7.465 8.116 2.019 -0.337 H181 2D7 27 2D7 H182 2H18 H 0 0 N N N 4.664 -4.529 6.940 7.750 0.352 0.167 H182 2D7 28 2D7 H183 3H18 H 0 0 N N N 3.512 -4.057 5.736 7.262 0.921 -1.447 H183 2D7 29 2D7 H15 H15 H 0 1 N N N 2.956 -2.159 8.368 3.589 2.180 1.089 H15 2D7 30 2D7 H16 H16 H 0 1 N N N 2.511 -0.126 9.713 1.683 0.649 1.124 H16 2D7 31 2D7 H13 H13 H 0 1 N N N 6.017 -0.023 6.190 5.998 -0.881 -0.725 H13 2D7 32 2D7 H12 H12 H 0 1 N N N 5.555 2.004 7.541 4.084 -2.404 -0.679 H12 2D7 33 2D7 H3 H3 H 0 1 N N N 4.460 2.947 9.219 1.818 -2.791 0.382 H3 2D7 34 2D7 H9 H9 H 0 1 N N N 1.025 4.565 11.562 0.201 -4.220 0.703 H9 2D7 35 2D7 H2 H2 H 0 1 N N N 4.776 5.807 13.011 -3.764 -3.094 0.259 H2 2D7 36 2D7 H6 H6 H 0 1 N N N 5.053 1.615 11.388 -3.605 -0.330 1.648 H6 2D7 37 2D7 HA HA H 0 1 N N N 10.218 2.653 10.810 -3.420 3.825 -0.842 HA 2D7 38 2D7 HB HB H 0 1 N N N 8.996 4.633 11.325 -2.601 1.733 -2.730 HB 2D7 39 2D7 H4 H4 H 0 1 N N N 7.533 6.384 11.817 -0.634 -0.386 -2.221 H4 2D7 40 # 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 2D7 O6 C17 DOUB N N 1 2D7 C17 C18 SING N N 2 2D7 C17 C14 SING N N 3 2D7 C18 H181 SING N N 4 2D7 C18 H182 SING N N 5 2D7 C18 H183 SING N N 6 2D7 C14 C15 DOUB Y N 7 2D7 C14 C13 SING Y N 8 2D7 C15 C16 SING Y N 9 2D7 C15 H15 SING N N 10 2D7 C16 C11 DOUB Y N 11 2D7 C16 H16 SING N N 12 2D7 C13 C12 DOUB Y N 13 2D7 C13 H13 SING N N 14 2D7 C12 C11 SING Y N 15 2D7 C12 H12 SING N N 16 2D7 C11 N3 SING N N 17 2D7 N3 C10 SING N N 18 2D7 N3 H3 SING N N 19 2D7 C10 O5 DOUB N N 20 2D7 C10 C8 SING N N 21 2D7 C8 C9 SING Y N 22 2D7 C8 C7 DOUB Y N 23 2D7 C9 N1 DOUB Y N 24 2D7 C9 H9 SING N N 25 2D7 N1 N2 SING Y N 26 2D7 N2 C7 SING Y N 27 2D7 N2 H2 SING N N 28 2D7 C7 C5 SING Y N 29 2D7 C5 C6 DOUB Y N 30 2D7 C5 C4 SING Y N 31 2D7 C6 C1 SING Y N 32 2D7 C6 H6 SING N N 33 2D7 C1 CL1 SING N N 34 2D7 C1 C2 DOUB Y N 35 2D7 C2 O2 SING N N 36 2D7 C2 C3 SING Y N 37 2D7 O2 HA SING N N 38 2D7 C3 C4 DOUB Y N 39 2D7 C3 HB SING N N 40 2D7 C4 O4 SING N N 41 2D7 O4 H4 SING N N 42 # 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 2D7 SMILES ACDLabs 10.04 "O=C(c1ccc(cc1)NC(=O)c3cnnc3c2c(O)cc(O)c(Cl)c2)C" 2D7 SMILES_CANONICAL CACTVS 3.341 "CC(=O)c1ccc(NC(=O)c2cn[nH]c2c3cc(Cl)c(O)cc3O)cc1" 2D7 SMILES CACTVS 3.341 "CC(=O)c1ccc(NC(=O)c2cn[nH]c2c3cc(Cl)c(O)cc3O)cc1" 2D7 SMILES_CANONICAL "OpenEye OEToolkits" 1.5.0 "CC(=O)c1ccc(cc1)NC(=O)c2cn[nH]c2c3cc(c(cc3O)O)Cl" 2D7 SMILES "OpenEye OEToolkits" 1.5.0 "CC(=O)c1ccc(cc1)NC(=O)c2cn[nH]c2c3cc(c(cc3O)O)Cl" 2D7 InChI InChI 1.03 "InChI=1S/C18H14ClN3O4/c1-9(23)10-2-4-11(5-3-10)21-18(26)13-8-20-22-17(13)12-6-14(19)16(25)7-15(12)24/h2-8,24-25H,1H3,(H,20,22)(H,21,26)" 2D7 InChIKey InChI 1.03 BTTFXKUTBNGQTP-UHFFFAOYSA-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 2D7 "SYSTEMATIC NAME" ACDLabs 10.04 "N-(4-acetylphenyl)-5-(5-chloro-2,4-dihydroxyphenyl)-1H-pyrazole-4-carboxamide" 2D7 "SYSTEMATIC NAME" "OpenEye OEToolkits" 1.5.0 "3-(5-chloro-2,4-dihydroxy-phenyl)-N-(4-ethanoylphenyl)-2H-pyrazole-4-carboxamide" # loop_ _pdbx_chem_comp_audit.comp_id _pdbx_chem_comp_audit.action_type _pdbx_chem_comp_audit.date _pdbx_chem_comp_audit.processing_site 2D7 "Create component" 2005-08-02 EBI 2D7 "Modify aromatic_flag" 2011-06-04 RCSB 2D7 "Modify descriptor" 2011-06-04 RCSB #