data_437 # _chem_comp.id 437 _chem_comp.name "1-{3-tert-butyl-1-[4-(hydroxymethyl)phenyl]-1H-pyrazol-5-yl}-3-naphthalen-1-ylurea" _chem_comp.type NON-POLYMER _chem_comp.pdbx_type HETAIN _chem_comp.formula "C25 H26 N4 O2" _chem_comp.mon_nstd_parent_comp_id ? _chem_comp.pdbx_synonyms ? _chem_comp.pdbx_formal_charge 0 _chem_comp.pdbx_initial_date 2010-06-29 _chem_comp.pdbx_modified_date 2012-11-27 _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 414.500 _chem_comp.one_letter_code ? _chem_comp.three_letter_code 437 _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 3NNV _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 437 C1 C1 C 0 1 Y N N 18.722 10.989 30.809 5.985 -1.111 -0.760 C1 437 1 437 C2 C2 C 0 1 Y N N 19.277 12.004 30.019 4.886 -1.816 -1.147 C2 437 2 437 C3 C3 C 0 1 Y N N 18.436 12.796 29.225 3.604 -1.306 -0.964 C3 437 3 437 C4 C4 C 0 1 Y N N 17.347 10.776 30.795 5.833 0.152 -0.163 C4 437 4 437 C5 C5 C 0 1 Y N N 16.499 11.579 30.007 4.534 0.681 0.030 C5 437 5 437 C6 C6 C 0 1 Y N N 17.033 12.612 29.205 3.413 -0.071 -0.382 C6 437 6 437 N7 N7 N 0 1 N N N 16.265 13.483 28.436 2.123 0.431 -0.203 N7 437 7 437 C8 C8 C 0 1 N N N 16.396 13.760 27.135 1.077 -0.415 -0.113 C8 437 8 437 O9 O9 O 0 1 N N N 17.236 13.186 26.438 1.267 -1.615 -0.084 O9 437 9 437 N10 N10 N 0 1 N N N 15.563 14.688 26.614 -0.179 0.071 -0.054 N10 437 10 437 C11 C11 C 0 1 Y N N 15.571 15.043 25.287 -1.261 -0.804 0.040 C11 437 11 437 C12 C12 C 0 1 Y N N 15.903 14.343 24.123 -1.196 -2.163 0.082 C12 437 12 437 C13 C13 C 0 1 Y N N 15.686 15.281 23.105 -2.502 -2.652 0.176 C13 437 13 437 C14 C14 C 0 1 N N N 15.878 14.988 21.630 -2.896 -4.105 0.249 C14 437 14 437 C15 C15 C 0 1 N N N 17.191 14.229 21.351 -2.586 -4.648 1.646 C15 437 15 437 C16 C16 C 0 1 N N N 15.845 16.242 20.737 -4.393 -4.243 -0.031 C16 437 16 437 C17 C17 C 0 1 N N N 14.696 14.105 21.250 -2.106 -4.900 -0.793 C17 437 17 437 N18 N18 N 0 1 Y N N 15.225 16.469 23.539 -3.326 -1.635 0.191 N18 437 18 437 N19 N19 N 0 1 Y N N 15.164 16.284 24.910 -2.574 -0.456 0.113 N19 437 19 437 C20 C20 C 0 1 Y N N 14.756 17.336 25.654 -3.084 0.850 0.106 C20 437 20 437 C21 C21 C 0 1 Y N N 15.330 17.759 26.855 -4.295 1.120 -0.516 C21 437 21 437 C22 C22 C 0 1 Y N N 13.679 18.128 25.205 -2.382 1.874 0.728 C22 437 22 437 C23 C23 C 0 1 Y N N 13.191 19.245 25.886 -2.886 3.159 0.719 C23 437 23 437 C24 C24 C 0 1 Y N N 13.792 19.627 27.067 -4.090 3.427 0.094 C24 437 24 437 C25 C25 C 0 1 N N N 13.253 20.832 27.816 -4.639 4.831 0.087 C25 437 25 437 C26 C26 C 0 1 Y N N 14.875 18.874 27.563 -4.795 2.408 -0.521 C26 437 26 437 O27 O27 O 0 1 N N N 12.846 21.859 26.900 -4.159 5.524 -1.066 O27 437 27 437 C28 C28 C 0 1 Y N N 15.130 11.317 30.040 4.384 1.943 0.626 C28 437 28 437 C29 C29 C 0 1 Y N N 14.624 10.263 30.820 5.488 2.641 1.012 C29 437 29 437 C30 C30 C 0 1 Y N N 15.471 9.486 31.606 6.767 2.122 0.822 C30 437 30 437 C31 C31 C 0 1 Y N N 16.834 9.753 31.594 6.950 0.902 0.248 C31 437 31 437 H1 H1 H 0 1 N N N 19.359 10.374 31.427 6.972 -1.525 -0.906 H1 437 32 437 H2 H2 H 0 1 N N N 20.343 12.175 30.022 5.012 -2.786 -1.605 H2 437 33 437 H3 H3 H 0 1 N N N 18.872 13.570 28.610 2.749 -1.885 -1.281 H3 437 34 437 HN7 HN7 H 0 1 N N N 15.527 13.958 28.915 1.979 1.388 -0.144 HN7 437 35 437 H12 H12 H 0 1 N N N 16.245 13.323 24.031 -0.296 -2.759 0.048 H12 437 36 437 H15 H15 H 0 1 N N N 17.284 14.041 20.271 -3.149 -4.082 2.389 H15 437 37 437 H15A H15A H 0 0 N N N 18.044 14.834 21.692 -2.871 -5.699 1.699 H15A 437 38 437 H15B H15B H 0 0 N N N 17.182 13.271 21.891 -1.519 -4.550 1.846 H15B 437 39 437 H16 H16 H 0 1 N N N 15.991 15.949 19.687 -4.614 -3.856 -1.026 H16 437 40 437 H16A H16A H 0 0 N N N 14.872 16.744 20.846 -4.678 -5.294 0.022 H16A 437 41 437 H16B H16B H 0 0 N N N 16.648 16.929 21.040 -4.956 -3.676 0.711 H16B 437 42 437 H17 H17 H 0 1 N N N 14.760 13.844 20.183 -1.039 -4.802 -0.593 H17 437 43 437 H17A H17A H 0 0 N N N 14.716 13.186 21.854 -2.391 -5.951 -0.740 H17A 437 44 437 H17B H17B H 0 0 N N N 13.758 14.647 21.439 -2.327 -4.514 -1.788 H17B 437 45 437 H21 H21 H 0 1 N N N 16.163 17.199 27.254 -4.846 0.325 -0.997 H21 437 46 437 H22 H22 H 0 1 N N N 13.202 17.853 24.276 -1.442 1.665 1.217 H22 437 47 437 H23 H23 H 0 1 N N N 12.354 19.803 25.493 -2.341 3.956 1.202 H23 437 48 437 H25 H25 H 0 1 N N N 12.387 20.524 28.420 -5.728 4.795 0.063 H25 437 49 437 H25A H25A H 0 0 N N N 14.039 21.228 28.476 -4.313 5.352 0.987 H25A 437 50 437 H26 H26 H 0 1 N N N 15.352 19.158 28.489 -5.737 2.619 -1.005 H26 437 51 437 HO27 HO27 H 0 0 N N N 12.512 22.604 27.386 -4.472 6.436 -1.135 HO27 437 52 437 H28 H28 H 0 1 N N N 14.453 11.929 29.462 3.399 2.358 0.779 H28 437 53 437 H29 H29 H 0 1 N N N 13.565 10.053 30.810 5.370 3.612 1.470 H29 437 54 437 H30 H30 H 0 1 N N N 15.074 8.688 32.216 7.626 2.696 1.136 H30 437 55 437 H31 H31 H 0 1 N N N 17.501 9.165 32.207 7.947 0.512 0.107 H31 437 56 437 H261 H261 H 0 0 N N N 14.910 15.138 27.223 -0.330 1.028 -0.076 H261 437 57 # 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 437 C1 C2 DOUB Y N 1 437 C1 C4 SING Y N 2 437 C1 H1 SING N N 3 437 C2 C3 SING Y N 4 437 C2 H2 SING N N 5 437 C3 C6 DOUB Y N 6 437 C3 H3 SING N N 7 437 C4 C5 DOUB Y N 8 437 C4 C31 SING Y N 9 437 C5 C6 SING Y N 10 437 C5 C28 SING Y N 11 437 C6 N7 SING N N 12 437 N7 C8 SING N N 13 437 N7 HN7 SING N N 14 437 C8 O9 DOUB N N 15 437 C8 N10 SING N N 16 437 N10 C11 SING N N 17 437 C11 C12 DOUB Y N 18 437 C11 N19 SING Y N 19 437 C12 C13 SING Y N 20 437 C12 H12 SING N N 21 437 C13 C14 SING N N 22 437 C13 N18 DOUB Y N 23 437 C14 C15 SING N N 24 437 C14 C16 SING N N 25 437 C14 C17 SING N N 26 437 C15 H15 SING N N 27 437 C15 H15A SING N N 28 437 C15 H15B SING N N 29 437 C16 H16 SING N N 30 437 C16 H16A SING N N 31 437 C16 H16B SING N N 32 437 C17 H17 SING N N 33 437 C17 H17A SING N N 34 437 C17 H17B SING N N 35 437 N18 N19 SING Y N 36 437 N19 C20 SING N N 37 437 C20 C21 DOUB Y N 38 437 C20 C22 SING Y N 39 437 C21 C26 SING Y N 40 437 C21 H21 SING N N 41 437 C22 C23 DOUB Y N 42 437 C22 H22 SING N N 43 437 C23 C24 SING Y N 44 437 C23 H23 SING N N 45 437 C24 C25 SING N N 46 437 C24 C26 DOUB Y N 47 437 C25 O27 SING N N 48 437 C25 H25 SING N N 49 437 C25 H25A SING N N 50 437 C26 H26 SING N N 51 437 O27 HO27 SING N N 52 437 C28 C29 DOUB Y N 53 437 C28 H28 SING N N 54 437 C29 C30 SING Y N 55 437 C29 H29 SING N N 56 437 C30 C31 DOUB Y N 57 437 C30 H30 SING N N 58 437 C31 H31 SING N N 59 437 N10 H261 SING N N 60 # 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 437 SMILES ACDLabs 12.01 "O=C(Nc2c1ccccc1ccc2)Nc4cc(nn4c3ccc(cc3)CO)C(C)(C)C" 437 InChI InChI 1.03 "InChI=1S/C25H26N4O2/c1-25(2,3)22-15-23(29(28-22)19-13-11-17(16-30)12-14-19)27-24(31)26-21-10-6-8-18-7-4-5-9-20(18)21/h4-15,30H,16H2,1-3H3,(H2,26,27,31)" 437 InChIKey InChI 1.03 MKYJHFRHAZBFKJ-UHFFFAOYSA-N 437 SMILES_CANONICAL CACTVS 3.370 "CC(C)(C)c1cc(NC(=O)Nc2cccc3ccccc23)n(n1)c4ccc(CO)cc4" 437 SMILES CACTVS 3.370 "CC(C)(C)c1cc(NC(=O)Nc2cccc3ccccc23)n(n1)c4ccc(CO)cc4" 437 SMILES_CANONICAL "OpenEye OEToolkits" 1.7.6 "CC(C)(C)c1cc(n(n1)c2ccc(cc2)CO)NC(=O)Nc3cccc4c3cccc4" 437 SMILES "OpenEye OEToolkits" 1.7.6 "CC(C)(C)c1cc(n(n1)c2ccc(cc2)CO)NC(=O)Nc3cccc4c3cccc4" # 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 437 "SYSTEMATIC NAME" ACDLabs 12.01 "1-{3-tert-butyl-1-[4-(hydroxymethyl)phenyl]-1H-pyrazol-5-yl}-3-naphthalen-1-ylurea" 437 "SYSTEMATIC NAME" "OpenEye OEToolkits" 1.7.6 "1-[5-tert-butyl-2-[4-(hydroxymethyl)phenyl]pyrazol-3-yl]-3-naphthalen-1-yl-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 437 "Create component" 2010-06-29 RCSB 437 "Modify aromatic_flag" 2011-06-04 RCSB 437 "Modify descriptor" 2011-06-04 RCSB 437 "Other modification" 2012-11-27 RCSB #