data_L9A # _chem_comp.id L9A _chem_comp.name "6-[(cyclopropanecarbonyl)amino]-N-methyl-4-{[2-(methylsulfonyl)phenyl]amino}pyridine-3-carboxamide" _chem_comp.type NON-POLYMER _chem_comp.pdbx_type HETAIN _chem_comp.formula "C18 H20 N4 O4 S" _chem_comp.mon_nstd_parent_comp_id ? _chem_comp.pdbx_synonyms ? _chem_comp.pdbx_formal_charge 0 _chem_comp.pdbx_initial_date 2019-02-14 _chem_comp.pdbx_modified_date 2019-07-19 _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 388.441 _chem_comp.one_letter_code ? _chem_comp.three_letter_code L9A _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 6NZH _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 L9A C13 C1 C 0 1 Y N N 15.269 -4.398 27.338 3.239 0.879 -0.551 C13 L9A 1 L9A C18 C2 C 0 1 N N N 15.813 -1.747 26.552 2.730 2.914 1.344 C18 L9A 2 L9A C17 C3 C 0 1 N N N 7.706 -4.681 32.181 -6.982 1.873 0.748 C17 L9A 3 L9A C16 C4 C 0 1 N N N 7.222 -3.799 31.100 -7.434 0.993 -0.419 C16 L9A 4 L9A C15 C5 C 0 1 N N N 8.366 -3.347 31.969 -6.023 1.588 -0.410 C15 L9A 5 L9A C11 C6 C 0 1 Y N N 14.122 -6.466 26.944 3.646 0.436 -2.868 C11 L9A 6 L9A C12 C7 C 0 1 Y N N 15.060 -5.526 26.554 4.079 0.916 -1.646 C12 L9A 7 L9A C1 C8 C 0 1 Y N N 14.377 -1.149 30.836 -0.475 -1.526 0.275 C1 L9A 8 L9A C2 C9 C 0 1 Y N N 13.530 -0.544 31.761 -1.798 -1.945 0.130 C2 L9A 9 L9A N1 N1 N 0 1 Y N N 12.278 -0.929 31.993 -2.770 -1.067 0.004 N1 L9A 10 L9A C3 C10 C 0 1 Y N N 11.790 -1.931 31.264 -2.543 0.240 0.009 C3 L9A 11 L9A C4 C11 C 0 1 Y N N 12.534 -2.591 30.284 -1.258 0.743 0.150 C4 L9A 12 L9A C5 C12 C 0 1 Y N N 13.876 -2.249 30.100 -0.195 -0.143 0.286 C5 L9A 13 L9A C6 C13 C 0 1 N N N 15.718 -0.558 30.520 0.610 -2.511 0.422 C6 L9A 14 L9A N2 N2 N 0 1 N N N 16.292 0.218 31.438 0.323 -3.826 0.486 N2 L9A 15 L9A C7 C14 C 0 1 N N N 17.314 1.189 31.091 1.403 -4.806 0.632 C7 L9A 16 L9A O1 O1 O 0 1 N N N 16.248 -0.797 29.444 1.766 -2.137 0.485 O1 L9A 17 L9A N3 N3 N 0 1 N N N 14.747 -3.028 29.291 1.104 0.320 0.428 N3 L9A 18 L9A N4 N4 N 0 1 N N N 10.507 -2.283 31.700 -3.611 1.120 -0.128 N4 L9A 19 L9A C8 C15 C 0 1 Y N N 14.529 -4.193 28.521 1.957 0.359 -0.678 C8 L9A 20 L9A C9 C16 C 0 1 Y N N 13.622 -5.184 28.914 1.525 -0.123 -1.908 C9 L9A 21 L9A C10 C17 C 0 1 Y N N 13.411 -6.298 28.114 2.371 -0.082 -2.999 C10 L9A 22 L9A C14 C18 C 0 1 N N N 9.753 -3.347 31.347 -4.874 0.650 -0.147 C14 L9A 23 L9A O2 O2 O 0 1 N N N 10.134 -4.244 30.585 -5.085 -0.528 0.047 O2 L9A 24 L9A S1 S1 S 0 1 N N N 16.581 -3.287 26.869 3.794 1.484 1.008 S1 L9A 25 L9A O3 O3 O 0 1 N N N 17.449 -3.135 28.002 3.511 0.428 1.915 O3 L9A 26 L9A O4 O4 O 0 1 N N N 17.150 -3.764 25.643 5.130 1.903 0.766 O4 L9A 27 L9A H18 H1 H 0 1 N N N 15.368 -1.360 27.481 1.689 2.592 1.380 H18 L9A 28 L9A H19 H2 H 0 1 N N N 16.563 -1.033 26.180 3.006 3.356 2.301 H19 L9A 29 L9A H20 H3 H 0 1 N N N 15.025 -1.879 25.796 2.854 3.653 0.553 H20 L9A 30 L9A H16 H4 H 0 1 N N N 7.083 -4.849 33.072 -7.405 2.875 0.816 H16 L9A 31 L9A H17 H5 H 0 1 N N N 8.247 -5.606 31.933 -6.781 1.382 1.700 H17 L9A 32 L9A H14 H6 H 0 1 N N N 6.240 -3.311 31.188 -7.530 -0.077 -0.235 H14 L9A 33 L9A H15 H7 H 0 1 N N N 7.404 -4.068 30.049 -8.154 1.416 -1.119 H15 L9A 34 L9A H13 H8 H 0 1 N N N 8.153 -2.559 32.707 -5.817 2.403 -1.104 H13 L9A 35 L9A H11 H9 H 0 1 N N N 13.946 -7.336 26.329 4.305 0.467 -3.723 H11 L9A 36 L9A H12 H10 H 0 1 N N N 15.626 -5.668 25.645 5.076 1.321 -1.548 H12 L9A 37 L9A H1 H11 H 0 1 N N N 13.914 0.292 32.327 -2.026 -3.000 0.119 H1 L9A 38 L9A H2 H12 H 0 1 N N N 12.077 -3.357 29.675 -1.085 1.809 0.153 H2 L9A 39 L9A H3 H13 H 0 1 N N N 16.011 0.129 32.394 -0.599 -4.124 0.435 H3 L9A 40 L9A H6 H14 H 0 1 N N N 17.645 1.715 31.999 2.083 -4.726 -0.216 H6 L9A 41 L9A H5 H15 H 0 1 N N N 18.171 0.672 30.634 1.948 -4.610 1.555 H5 L9A 42 L9A H4 H16 H 0 1 N N N 16.901 1.916 30.376 0.980 -5.810 0.665 H4 L9A 43 L9A H7 H17 H 0 1 N N N 15.687 -2.689 29.261 1.421 0.617 1.296 H7 L9A 44 L9A H8 H18 H 0 1 N N N 10.092 -1.661 32.364 -3.447 2.073 -0.209 H8 L9A 45 L9A H9 H19 H 0 1 N N N 13.084 -5.081 29.845 0.530 -0.528 -2.010 H9 L9A 46 L9A H10 H20 H 0 1 N N N 12.684 -7.040 28.410 2.035 -0.456 -3.955 H10 L9A 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 L9A O4 S1 DOUB N N 1 L9A C18 S1 SING N N 2 L9A C12 C11 DOUB Y N 3 L9A C12 C13 SING Y N 4 L9A S1 C13 SING N N 5 L9A S1 O3 DOUB N N 6 L9A C11 C10 SING Y N 7 L9A C13 C8 DOUB Y N 8 L9A C10 C9 DOUB Y N 9 L9A C8 C9 SING Y N 10 L9A C8 N3 SING N N 11 L9A N3 C5 SING N N 12 L9A O1 C6 DOUB N N 13 L9A C5 C4 DOUB Y N 14 L9A C5 C1 SING Y N 15 L9A C4 C3 SING Y N 16 L9A C6 C1 SING N N 17 L9A C6 N2 SING N N 18 L9A O2 C14 DOUB N N 19 L9A C1 C2 DOUB Y N 20 L9A C7 N2 SING N N 21 L9A C16 C15 SING N N 22 L9A C16 C17 SING N N 23 L9A C3 N4 SING N N 24 L9A C3 N1 DOUB Y N 25 L9A C14 N4 SING N N 26 L9A C14 C15 SING N N 27 L9A C2 N1 SING Y N 28 L9A C15 C17 SING N N 29 L9A C18 H18 SING N N 30 L9A C18 H19 SING N N 31 L9A C18 H20 SING N N 32 L9A C17 H16 SING N N 33 L9A C17 H17 SING N N 34 L9A C16 H14 SING N N 35 L9A C16 H15 SING N N 36 L9A C15 H13 SING N N 37 L9A C11 H11 SING N N 38 L9A C12 H12 SING N N 39 L9A C2 H1 SING N N 40 L9A C4 H2 SING N N 41 L9A N2 H3 SING N N 42 L9A C7 H6 SING N N 43 L9A C7 H5 SING N N 44 L9A C7 H4 SING N N 45 L9A N3 H7 SING N N 46 L9A N4 H8 SING N N 47 L9A C9 H9 SING N N 48 L9A C10 H10 SING N N 49 # # 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 L9A SMILES ACDLabs 12.01 "c3(c(Nc2c(cnc(NC(C1CC1)=O)c2)C(NC)=O)cccc3)S(C)(=O)=O" L9A InChI InChI 1.03 "InChI=1S/C18H20N4O4S/c1-19-18(24)12-10-20-16(22-17(23)11-7-8-11)9-14(12)21-13-5-3-4-6-15(13)27(2,25)26/h3-6,9-11H,7-8H2,1-2H3,(H,19,24)(H2,20,21,22,23)" L9A InChIKey InChI 1.03 YGFJMLGZTAWLOO-UHFFFAOYSA-N L9A SMILES_CANONICAL CACTVS 3.385 "CNC(=O)c1cnc(NC(=O)C2CC2)cc1Nc3ccccc3[S](C)(=O)=O" L9A SMILES CACTVS 3.385 "CNC(=O)c1cnc(NC(=O)C2CC2)cc1Nc3ccccc3[S](C)(=O)=O" L9A SMILES_CANONICAL "OpenEye OEToolkits" 2.0.7 "CNC(=O)c1cnc(cc1Nc2ccccc2S(=O)(=O)C)NC(=O)C3CC3" L9A SMILES "OpenEye OEToolkits" 2.0.7 "CNC(=O)c1cnc(cc1Nc2ccccc2S(=O)(=O)C)NC(=O)C3CC3" # # 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 L9A "SYSTEMATIC NAME" ACDLabs 12.01 "6-[(cyclopropanecarbonyl)amino]-N-methyl-4-{[2-(methylsulfonyl)phenyl]amino}pyridine-3-carboxamide" L9A "SYSTEMATIC NAME" "OpenEye OEToolkits" 2.0.7 "6-(cyclopropylcarbonylamino)-~{N}-methyl-4-[(2-methylsulfonylphenyl)amino]pyridine-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 L9A "Create component" 2019-02-14 RCSB L9A "Initial release" 2019-07-24 RCSB ##