data_L09 # _chem_comp.id L09 _chem_comp.name "N-(3-TERT-BUTYL-1H-PYRAZOL-5-YL)-N'-{4-CHLORO-3-[(PYRIDIN-3-YLOXY)METHYL]PHENYL}UREA" _chem_comp.type NON-POLYMER _chem_comp.pdbx_type HETAIN _chem_comp.formula "C20 H22 Cl N5 O2" _chem_comp.mon_nstd_parent_comp_id ? _chem_comp.pdbx_synonyms ? _chem_comp.pdbx_formal_charge 0 _chem_comp.pdbx_initial_date 2004-11-04 _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 399.874 _chem_comp.one_letter_code ? _chem_comp.three_letter_code L09 _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 1WBN _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 L09 C1 C1 C 0 1 N N N 4.614 14.261 41.592 -0.276 1.023 8.319 C1 L09 1 L09 C2 C2 C 0 1 N N N 5.845 15.193 41.534 0.308 1.067 6.906 C2 L09 2 L09 C3 C3 C 0 1 N N N 5.674 16.320 42.557 0.357 2.516 6.418 C3 L09 3 L09 C4 C4 C 0 1 N N N 7.104 14.352 41.925 1.723 0.485 6.921 C4 L09 4 L09 C5 C5 C 0 1 Y N N 6.056 15.764 40.120 -0.558 0.254 5.979 C5 L09 5 L09 C6 C6 C 0 1 Y N N 6.061 15.072 38.934 -0.339 0.063 4.612 C6 L09 6 L09 C7 C7 C 0 1 Y N N 6.310 15.984 37.915 -1.339 -0.728 4.136 C7 L09 7 L09 N8 N8 N 0 1 N N N 6.390 15.774 36.502 -1.493 -1.158 2.818 N8 L09 8 L09 C9 C9 C 0 1 N N N 6.100 14.606 35.816 -0.600 -0.788 1.879 C9 L09 9 L09 O10 O10 O 0 1 N N N 5.561 13.652 36.343 0.340 -0.080 2.181 O10 L09 10 L09 N11 N11 N 0 1 N N N 6.422 14.583 34.477 -0.750 -1.204 0.606 N11 L09 11 L09 C12 C12 C 0 1 Y N N 6.257 13.510 33.547 0.239 -0.922 -0.342 C12 L09 12 L09 C13 C13 C 0 1 Y N N 7.300 13.364 32.567 1.580 -0.957 0.019 C13 L09 13 L09 C14 C14 C 0 1 Y N N 7.245 12.361 31.582 2.554 -0.679 -0.919 C14 L09 14 L09 C15 C15 C 0 1 Y N N 6.115 11.467 31.539 2.196 -0.366 -2.218 C15 L09 15 L09 CL16 CL16 CL 0 0 N N N 6.129 10.273 30.285 3.423 -0.017 -3.396 CL16 L09 16 L09 C17 C17 C 0 1 Y N N 5.054 11.583 32.510 0.861 -0.330 -2.581 C17 L09 17 L09 C18 C18 C 0 1 N N N 3.835 10.657 32.493 0.474 0.010 -3.997 C18 L09 18 L09 O19 O19 O 0 1 N N N 3.061 10.996 31.323 -0.948 -0.017 -4.122 O19 L09 19 L09 C20 C20 C 0 1 Y N N 2.059 10.099 30.997 -1.235 0.296 -5.413 C20 L09 20 L09 C21 C21 C 0 1 Y N N 1.146 10.482 29.955 -2.555 0.351 -5.849 C21 L09 21 L09 C22 C22 C 0 1 Y N N 0.082 9.605 29.555 -2.798 0.675 -7.174 C22 L09 22 L09 C23 C23 C 0 1 Y N N -0.040 8.363 30.204 -1.730 0.932 -8.013 C23 L09 23 L09 N24 N24 N 0 1 Y N N 0.835 8.004 31.196 -0.490 0.871 -7.568 N24 L09 24 L09 C25 C25 C 0 1 Y N N 1.860 8.796 31.614 -0.216 0.572 -6.313 C25 L09 25 L09 C26 C26 C 0 1 Y N N 5.117 12.609 33.507 -0.117 -0.613 -1.648 C26 L09 26 L09 N27 N27 N 0 1 Y N N 6.448 17.166 38.464 -2.155 -1.021 5.174 N27 L09 27 L09 N28 N28 N 0 1 Y N N 6.294 17.056 39.830 -1.641 -0.397 6.317 N28 L09 28 L09 H1C1 1H1C H 0 0 N N N 4.739 13.441 40.847 0.350 1.611 8.990 H1C1 L09 29 L09 H1C2 2H1C H 0 0 N N N 3.657 14.816 41.454 -1.284 1.437 8.308 H1C2 L09 30 L09 H1C3 3H1C H 0 0 N N N 4.425 13.874 42.620 -0.311 -0.008 8.666 H1C3 L09 31 L09 H3C1 1H3C H 0 0 N N N 6.562 16.993 42.515 -0.650 2.930 6.407 H3C1 L09 32 L09 H3C2 2H3C H 0 0 N N N 5.485 15.933 43.585 0.984 3.104 7.089 H3C2 L09 33 L09 H3C3 3H3C H 0 0 N N N 4.717 16.875 42.419 0.774 2.547 5.412 H3C3 L09 34 L09 H4C1 1H4C H 0 0 N N N 7.992 15.025 41.883 1.688 -0.546 7.269 H4C1 L09 35 L09 H4C2 2H4C H 0 0 N N N 7.225 13.438 41.298 2.140 0.516 5.915 H4C2 L09 36 L09 H4C3 3H4C H 0 0 N N N 6.994 13.843 42.911 2.350 1.073 7.592 H4C3 L09 37 L09 H6 H6 H 0 1 N N N 5.897 13.988 38.812 0.478 0.470 4.035 H6 L09 38 L09 H8 H8 H 0 1 N N N 6.693 16.569 35.940 -2.244 -1.724 2.578 H8 L09 39 L09 H11 H11 H 0 1 N N N 6.830 15.439 34.102 -1.543 -1.698 0.347 H11 L09 40 L09 H13 H13 H 0 1 N N N 8.161 14.053 32.588 1.860 -1.201 1.033 H13 L09 41 L09 H14 H14 H 0 1 N N N 8.061 12.259 30.847 3.597 -0.706 -0.638 H14 L09 42 L09 H181 1H18 H 0 0 N N N 3.242 10.697 33.436 0.841 1.007 -4.244 H181 L09 43 L09 H182 2H18 H 0 0 N N N 4.106 9.576 32.540 0.914 -0.717 -4.679 H182 L09 44 L09 H21 H21 H 0 1 N N N 1.264 11.459 29.458 -3.371 0.145 -5.172 H21 L09 45 L09 H22 H22 H 0 1 N N N -0.622 9.898 28.758 -3.810 0.726 -7.547 H22 L09 46 L09 H23 H23 H 0 1 N N N -0.848 7.671 29.912 -1.913 1.185 -9.047 H23 L09 47 L09 H25 H25 H 0 1 N N N 2.536 8.452 32.415 0.811 0.532 -5.985 H25 L09 48 L09 H26 H26 H 0 1 N N N 4.302 12.715 34.243 -1.158 -0.585 -1.931 H26 L09 49 L09 H27 H27 H 0 1 N N N 6.639 18.032 37.960 -2.955 -1.569 5.134 H27 L09 50 # 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 L09 C1 C2 SING N N 1 L09 C1 H1C1 SING N N 2 L09 C1 H1C2 SING N N 3 L09 C1 H1C3 SING N N 4 L09 C2 C3 SING N N 5 L09 C2 C4 SING N N 6 L09 C2 C5 SING N N 7 L09 C3 H3C1 SING N N 8 L09 C3 H3C2 SING N N 9 L09 C3 H3C3 SING N N 10 L09 C4 H4C1 SING N N 11 L09 C4 H4C2 SING N N 12 L09 C4 H4C3 SING N N 13 L09 C5 C6 SING Y N 14 L09 C5 N28 DOUB Y N 15 L09 C6 C7 DOUB Y N 16 L09 C6 H6 SING N N 17 L09 C7 N8 SING N N 18 L09 C7 N27 SING Y N 19 L09 N8 C9 SING N N 20 L09 N8 H8 SING N N 21 L09 C9 O10 DOUB N N 22 L09 C9 N11 SING N N 23 L09 N11 C12 SING N N 24 L09 N11 H11 SING N N 25 L09 C12 C13 DOUB Y N 26 L09 C12 C26 SING Y N 27 L09 C13 C14 SING Y N 28 L09 C13 H13 SING N N 29 L09 C14 C15 DOUB Y N 30 L09 C14 H14 SING N N 31 L09 C15 CL16 SING N N 32 L09 C15 C17 SING Y N 33 L09 C17 C18 SING N N 34 L09 C17 C26 DOUB Y N 35 L09 C18 O19 SING N N 36 L09 C18 H181 SING N N 37 L09 C18 H182 SING N N 38 L09 O19 C20 SING N N 39 L09 C20 C21 DOUB Y N 40 L09 C20 C25 SING Y N 41 L09 C21 C22 SING Y N 42 L09 C21 H21 SING N N 43 L09 C22 C23 DOUB Y N 44 L09 C22 H22 SING N N 45 L09 C23 N24 SING Y N 46 L09 C23 H23 SING N N 47 L09 N24 C25 DOUB Y N 48 L09 C25 H25 SING N N 49 L09 C26 H26 SING N N 50 L09 N27 N28 SING Y N 51 L09 N27 H27 SING N N 52 # 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 L09 SMILES ACDLabs 10.04 "O=C(Nc1cc(nn1)C(C)(C)C)Nc2cc(c(Cl)cc2)COc3cccnc3" L09 SMILES_CANONICAL CACTVS 3.341 "CC(C)(C)c1cc([nH]n1)NC(=O)Nc2ccc(Cl)c(COc3cccnc3)c2" L09 SMILES CACTVS 3.341 "CC(C)(C)c1cc([nH]n1)NC(=O)Nc2ccc(Cl)c(COc3cccnc3)c2" L09 SMILES_CANONICAL "OpenEye OEToolkits" 1.5.0 "CC(C)(C)c1cc([nH]n1)NC(=O)Nc2ccc(c(c2)COc3cccnc3)Cl" L09 SMILES "OpenEye OEToolkits" 1.5.0 "CC(C)(C)c1cc([nH]n1)NC(=O)Nc2ccc(c(c2)COc3cccnc3)Cl" L09 InChI InChI 1.03 "InChI=1S/C20H22ClN5O2/c1-20(2,3)17-10-18(26-25-17)24-19(27)23-14-6-7-16(21)13(9-14)12-28-15-5-4-8-22-11-15/h4-11H,12H2,1-3H3,(H3,23,24,25,26,27)" L09 InChIKey InChI 1.03 NTMADESEDXKNFZ-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 L09 "SYSTEMATIC NAME" ACDLabs 10.04 "1-(3-tert-butyl-1H-pyrazol-5-yl)-3-{4-chloro-3-[(pyridin-3-yloxy)methyl]phenyl}urea" L09 "SYSTEMATIC NAME" "OpenEye OEToolkits" 1.5.0 "1-(5-tert-butyl-2H-pyrazol-3-yl)-3-[4-chloro-3-(pyridin-3-yloxymethyl)phenyl]urea" # loop_ _pdbx_chem_comp_audit.comp_id _pdbx_chem_comp_audit.action_type _pdbx_chem_comp_audit.date _pdbx_chem_comp_audit.processing_site L09 "Create component" 2004-11-04 EBI L09 "Modify descriptor" 2011-06-04 RCSB #