data_9G4 # _chem_comp.id 9G4 _chem_comp.name "1-{4-[(acetylamino)methyl]phenyl}-4-(4-chlorophenoxy)-6-oxo-1,6-dihydropyridazine-3-carboxamide" _chem_comp.type non-polymer _chem_comp.pdbx_type HETAIN _chem_comp.formula "C20 H17 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 2014-04-29 _chem_comp.pdbx_modified_date 2015-05-15 _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 412.826 _chem_comp.one_letter_code ? _chem_comp.three_letter_code 9G4 _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 4D0S _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 9G4 CL CL CL 0 0 N N N 26.297 -0.140 8.115 6.890 -2.699 0.945 CL 9G4 1 9G4 C17 C17 C 0 1 Y N N 27.734 0.364 7.251 5.832 -1.362 0.618 C17 9G4 2 9G4 C16 C16 C 0 1 Y N N 28.964 0.246 7.863 4.470 -1.493 0.823 C16 9G4 3 9G4 C15 C15 C 0 1 Y N N 30.098 0.684 7.198 3.627 -0.430 0.564 C15 9G4 4 9G4 C18 C18 C 0 1 Y N N 27.607 0.908 5.985 6.353 -0.164 0.160 C18 9G4 5 9G4 C19 C19 C 0 1 Y N N 28.740 1.348 5.320 5.513 0.901 -0.099 C19 9G4 6 9G4 C14 C14 C 0 1 Y N N 29.985 1.226 5.921 4.146 0.770 0.100 C14 9G4 7 9G4 O3 O3 O 0 1 N N N 31.149 1.666 5.237 3.318 1.817 -0.156 O3 9G4 8 9G4 C11 C11 C 0 1 N N N 31.735 2.866 5.612 1.984 1.611 -0.055 C11 9G4 9 9G4 C10 C10 C 0 1 N N N 31.172 3.783 6.453 1.242 2.189 0.961 C10 9G4 10 9G4 C9 C9 C 0 1 N N N 31.785 5.038 6.729 -0.137 1.926 0.995 C9 9G4 11 9G4 O1 O1 O 0 1 N N N 31.307 5.942 7.407 -0.828 2.416 1.874 O1 9G4 12 9G4 C12 C12 C 0 1 N N N 33.085 3.082 5.091 1.268 0.771 -1.021 C12 9G4 13 9G4 C13 C13 C 0 1 N N N 33.792 2.138 4.201 1.995 0.127 -2.133 C13 9G4 14 9G4 N3 N3 N 0 1 N N N 34.905 1.594 4.672 1.331 -0.643 -3.017 N3 9G4 15 9G4 O2 O2 O 0 1 N N N 33.333 1.859 3.081 3.194 0.292 -2.251 O2 9G4 16 9G4 N2 N2 N 0 1 N N N 33.704 4.217 5.359 -0.029 0.597 -0.887 N2 9G4 17 9G4 N1 N1 N 0 1 N N N 33.064 5.171 6.156 -0.699 1.137 0.064 N1 9G4 18 9G4 C6 C6 C 0 1 Y N N 33.852 6.338 6.378 -2.075 0.898 0.132 C6 9G4 19 9G4 C5 C5 C 0 1 Y N N 34.263 7.120 5.301 -2.865 1.052 -1.000 C5 9G4 20 9G4 C4 C4 C 0 1 Y N N 35.073 8.222 5.516 -4.224 0.815 -0.930 C4 9G4 21 9G4 C7 C7 C 0 1 Y N N 34.307 6.646 7.659 -2.655 0.501 1.331 C7 9G4 22 9G4 C8 C8 C 0 1 Y N N 35.072 7.782 7.865 -4.014 0.266 1.394 C8 9G4 23 9G4 C3 C3 C 0 1 Y N N 35.483 8.576 6.798 -4.798 0.425 0.266 C3 9G4 24 9G4 C2 C2 C 0 1 N N N 36.411 9.744 7.013 -6.281 0.167 0.340 C2 9G4 25 9G4 N N N 0 1 N N N 37.737 9.315 7.441 -6.548 -1.241 0.034 N 9G4 26 9G4 C1 C1 C 0 1 N N N 38.074 9.100 8.718 -7.814 -1.703 0.040 C1 9G4 27 9G4 O O O 0 1 N N N 37.272 9.249 9.636 -8.732 -0.954 0.298 O 9G4 28 9G4 C C C 0 1 N N N 39.483 8.646 8.966 -8.088 -3.151 -0.274 C 9G4 29 9G4 H16 H16 H 0 1 N N N 29.043 -0.184 8.851 4.066 -2.427 1.184 H16 9G4 30 9G4 H18 H18 H 0 1 N N N 26.635 0.989 5.520 7.417 -0.063 0.005 H18 9G4 31 9G4 H15 H15 H 0 1 N N N 31.067 0.605 7.669 2.563 -0.533 0.724 H15 9G4 32 9G4 H19 H19 H 0 1 N N N 28.655 1.785 4.336 5.920 1.836 -0.456 H19 9G4 33 9G4 H10 H10 H 0 1 N N N 30.229 3.548 6.925 1.709 2.821 1.702 H10 9G4 34 9G4 H31N H31N H 0 0 N N N 35.410 0.931 4.120 0.374 -0.774 -2.923 H31N 9G4 35 9G4 H32N H32N H 0 0 N N N 35.240 1.847 5.580 1.809 -1.066 -3.747 H32N 9G4 36 9G4 H5 H5 H 0 1 N N N 33.950 6.867 4.299 -2.418 1.356 -1.934 H5 9G4 37 9G4 H7 H7 H 0 1 N N N 34.063 6.000 8.489 -2.043 0.377 2.212 H7 9G4 38 9G4 H4 H4 H 0 1 N N N 35.392 8.818 4.674 -4.839 0.934 -1.809 H4 9G4 39 9G4 H8 H8 H 0 1 N N N 35.354 8.057 8.871 -4.465 -0.043 2.326 H8 9G4 40 9G4 H21C H21C H 0 0 N N N 36.505 10.301 6.069 -6.641 0.396 1.343 H21C 9G4 41 9G4 H22C H22C H 0 0 N N N 35.983 10.400 7.785 -6.796 0.800 -0.384 H22C 9G4 42 9G4 H H H 0 1 N N N 38.435 9.173 6.739 -5.813 -1.840 -0.172 H 9G4 43 9G4 HC1 HC1 H 0 1 N N N 39.634 8.489 10.044 -7.148 -3.664 -0.478 HC1 9G4 44 9G4 HC2 HC2 H 0 1 N N N 39.664 7.703 8.429 -8.580 -3.621 0.578 HC2 9G4 45 9G4 HC3 HC3 H 0 1 N N N 40.184 9.413 8.606 -8.735 -3.217 -1.148 HC3 9G4 46 # 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 9G4 CL C17 SING N N 1 9G4 C17 C16 SING Y N 2 9G4 C17 C18 DOUB Y N 3 9G4 C16 C15 DOUB Y N 4 9G4 C15 C14 SING Y N 5 9G4 C18 C19 SING Y N 6 9G4 C19 C14 DOUB Y N 7 9G4 C14 O3 SING N N 8 9G4 O3 C11 SING N N 9 9G4 C11 C10 DOUB N N 10 9G4 C11 C12 SING N N 11 9G4 C10 C9 SING N N 12 9G4 C9 O1 DOUB N N 13 9G4 C9 N1 SING N N 14 9G4 C12 C13 SING N N 15 9G4 C12 N2 DOUB N N 16 9G4 C13 N3 SING N N 17 9G4 C13 O2 DOUB N N 18 9G4 N2 N1 SING N N 19 9G4 N1 C6 SING N N 20 9G4 C6 C5 SING Y N 21 9G4 C6 C7 DOUB Y N 22 9G4 C5 C4 DOUB Y N 23 9G4 C4 C3 SING Y N 24 9G4 C7 C8 SING Y N 25 9G4 C8 C3 DOUB Y N 26 9G4 C3 C2 SING N N 27 9G4 C2 N SING N N 28 9G4 N C1 SING N N 29 9G4 C1 O DOUB N N 30 9G4 C1 C SING N N 31 9G4 C16 H16 SING N N 32 9G4 C18 H18 SING N N 33 9G4 C15 H15 SING N N 34 9G4 C19 H19 SING N N 35 9G4 C10 H10 SING N N 36 9G4 N3 H31N SING N N 37 9G4 N3 H32N SING N N 38 9G4 C5 H5 SING N N 39 9G4 C7 H7 SING N N 40 9G4 C4 H4 SING N N 41 9G4 C8 H8 SING N N 42 9G4 C2 H21C SING N N 43 9G4 C2 H22C SING N N 44 9G4 N H SING N N 45 9G4 C HC1 SING N N 46 9G4 C HC2 SING N N 47 9G4 C HC3 SING N N 48 # 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 9G4 SMILES ACDLabs 12.01 "Clc3ccc(OC1=CC(=O)N(N=C1C(=O)N)c2ccc(cc2)CNC(=O)C)cc3" 9G4 InChI InChI 1.03 "InChI=1S/C20H17ClN4O4/c1-12(26)23-11-13-2-6-15(7-3-13)25-18(27)10-17(19(24-25)20(22)28)29-16-8-4-14(21)5-9-16/h2-10H,11H2,1H3,(H2,22,28)(H,23,26)" 9G4 InChIKey InChI 1.03 SYAJIRKWQQECEF-UHFFFAOYSA-N 9G4 SMILES_CANONICAL CACTVS 3.385 "CC(=O)NCc1ccc(cc1)N2N=C(C(N)=O)C(=CC2=O)Oc3ccc(Cl)cc3" 9G4 SMILES CACTVS 3.385 "CC(=O)NCc1ccc(cc1)N2N=C(C(N)=O)C(=CC2=O)Oc3ccc(Cl)cc3" 9G4 SMILES_CANONICAL "OpenEye OEToolkits" 1.7.6 "CC(=O)NCc1ccc(cc1)N2C(=O)C=C(C(=N2)C(=O)N)Oc3ccc(cc3)Cl" 9G4 SMILES "OpenEye OEToolkits" 1.7.6 "CC(=O)NCc1ccc(cc1)N2C(=O)C=C(C(=N2)C(=O)N)Oc3ccc(cc3)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 9G4 "SYSTEMATIC NAME" ACDLabs 12.01 "1-{4-[(acetylamino)methyl]phenyl}-4-(4-chlorophenoxy)-6-oxo-1,6-dihydropyridazine-3-carboxamide" 9G4 "SYSTEMATIC NAME" "OpenEye OEToolkits" 1.7.6 "1-[4-(acetamidomethyl)phenyl]-4-(4-chloranylphenoxy)-6-oxidanylidene-pyridazine-3-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 9G4 "Create component" 2014-04-29 EBI 9G4 "Initial release" 2015-05-20 RCSB #