data_9RS # _chem_comp.id 9RS _chem_comp.name "N-({3-[5-hydroxy-3-methyl-4-(1H-pyrrolo[3,2-c]pyridin-2-yl)-1H-pyrazol-1-yl]phenyl}methyl)-N'-phenylurea" _chem_comp.type NON-POLYMER _chem_comp.pdbx_type HETAIN _chem_comp.formula "C25 H22 N6 O2" _chem_comp.mon_nstd_parent_comp_id ? _chem_comp.pdbx_synonyms ? _chem_comp.pdbx_formal_charge 0 _chem_comp.pdbx_initial_date 2017-06-06 _chem_comp.pdbx_modified_date 2017-06-16 _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 438.481 _chem_comp.one_letter_code ? _chem_comp.three_letter_code 9RS _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 5PB4 _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 9RS N3 N1 N 0 1 Y N N 8.031 39.836 22.142 -1.370 -0.381 0.269 N3 9RS 1 9RS C5 C1 C 0 1 Y N N 8.514 37.937 25.130 -4.899 0.485 0.008 C5 9RS 2 9RS C6 C2 C 0 1 Y N N 7.501 40.127 24.221 -2.531 1.490 0.174 C6 9RS 3 9RS C8 C3 C 0 1 Y N N 8.182 38.035 26.434 -5.691 1.316 0.732 C8 9RS 4 9RS C10 C4 C 0 1 Y N N 8.717 36.836 27.082 -7.068 1.067 0.309 C10 9RS 5 9RS C20 C5 C 0 1 Y N N 6.993 40.753 18.751 2.014 -1.760 -0.156 C20 9RS 6 9RS C21 C6 C 0 1 N N N 5.809 41.333 17.999 3.319 -1.393 -0.813 C21 9RS 7 9RS C22 C7 C 0 1 Y N N 8.734 36.339 28.387 -8.312 1.585 0.665 C22 9RS 8 9RS C24 C8 C 0 1 N N N 6.944 40.730 25.497 -2.909 2.948 0.137 C24 9RS 9 9RS C26 C9 C 0 1 Y N N 9.927 34.456 27.736 -9.375 0.199 -0.848 C26 9RS 10 9RS C28 C10 C 0 1 Y N N 8.145 40.429 18.050 1.902 -2.949 0.542 C28 9RS 11 9RS C1 C11 C 0 1 Y N N 8.186 38.899 24.085 -3.427 0.403 0.115 C1 9RS 12 9RS C2 C12 C 0 1 Y N N 8.523 38.750 22.777 -2.673 -0.756 0.176 C2 9RS 13 9RS N4 N2 N 0 1 Y N N 7.426 40.680 23.050 -1.317 1.018 0.265 N4 9RS 14 9RS N7 N3 N 0 1 Y N N 9.210 36.782 24.904 -5.677 -0.273 -0.838 N7 9RS 15 9RS C9 C13 C 0 1 Y N N 8.068 40.043 20.778 -0.271 -1.245 0.359 C9 9RS 16 9RS C11 C14 C 0 1 N N N 3.507 41.102 18.757 5.367 -0.203 -0.239 C11 9RS 17 9RS C12 C15 C 0 1 Y N N 9.358 36.092 26.080 -6.999 0.063 -0.680 C12 9RS 18 9RS N13 N4 N 0 1 N N N 2.383 40.370 18.889 6.128 0.491 0.630 N13 9RS 19 9RS N14 N5 N 0 1 N N N 4.579 40.546 18.150 4.147 -0.639 0.132 N14 9RS 20 9RS O15 O1 O 0 1 N N N 9.180 37.701 22.223 -3.145 -2.027 0.149 O15 9RS 21 9RS C16 C16 C 0 1 Y N N 6.954 40.557 20.123 0.932 -0.906 -0.247 C16 9RS 22 9RS O17 O2 O 0 1 N N N 3.547 42.243 19.185 5.781 -0.436 -1.359 O17 9RS 23 9RS N18 N6 N 0 1 Y N N 9.321 35.177 28.663 -9.406 1.139 0.082 N18 9RS 24 9RS C19 C17 C 0 1 Y N N 9.965 34.886 26.430 -8.189 -0.370 -1.259 C19 9RS 25 9RS C23 C18 C 0 1 Y N N 1.272 40.936 19.514 7.437 0.847 0.285 C23 9RS 26 9RS C25 C19 C 0 1 Y N N 9.213 39.712 20.092 -0.378 -2.436 1.064 C25 9RS 27 9RS C27 C20 C 0 1 Y N N 9.247 39.915 18.717 0.707 -3.286 1.151 C27 9RS 28 9RS C29 C21 C 0 1 Y N N 1.368 41.497 20.786 7.979 2.038 0.750 C29 9RS 29 9RS C30 C22 C 0 1 Y N N 0.063 40.937 18.845 8.197 0.008 -0.518 C30 9RS 30 9RS C31 C23 C 0 1 Y N N 0.253 42.064 21.384 9.271 2.387 0.408 C31 9RS 31 9RS C32 C24 C 0 1 Y N N -1.050 41.501 19.444 9.488 0.363 -0.857 C32 9RS 32 9RS C33 C25 C 0 1 Y N N -0.962 42.064 20.709 10.024 1.551 -0.397 C33 9RS 33 9RS H1 H1 H 0 1 N N N 7.632 38.836 26.905 -5.366 2.025 1.479 H1 9RS 34 9RS H2 H2 H 0 1 N N N 6.064 41.379 16.930 3.844 -2.301 -1.111 H2 9RS 35 9RS H3 H3 H 0 1 N N N 5.621 42.349 18.376 3.124 -0.781 -1.693 H3 9RS 36 9RS H4 H4 H 0 1 N N N 8.266 36.903 29.180 -8.380 2.354 1.421 H4 9RS 37 9RS H5 H5 H 0 1 N N N 6.473 41.698 25.271 -3.075 3.306 1.154 H5 9RS 38 9RS H6 H6 H 0 1 N N N 6.194 40.050 25.927 -2.104 3.521 -0.323 H6 9RS 39 9RS H7 H7 H 0 1 N N N 7.761 40.879 26.219 -3.822 3.072 -0.445 H7 9RS 40 9RS H8 H8 H 0 1 N N N 10.396 33.522 28.006 -10.302 -0.131 -1.294 H8 9RS 41 9RS H9 H9 H 0 1 N N N 8.184 40.577 16.981 2.749 -3.615 0.611 H9 9RS 42 9RS H11 H11 H 0 1 N N N 9.559 36.485 24.015 -5.341 -0.940 -1.457 H11 9RS 43 9RS H12 H12 H 0 1 N N N 2.346 39.432 18.543 5.769 0.743 1.495 H12 9RS 44 9RS H13 H13 H 0 1 N N N 4.535 39.608 17.807 3.816 -0.453 1.025 H13 9RS 45 9RS H14 H14 H 0 1 N N N 6.062 40.802 20.681 1.022 0.024 -0.788 H14 9RS 46 9RS H15 H15 H 0 1 N N N 10.463 34.292 25.678 -8.184 -1.141 -2.016 H15 9RS 47 9RS H16 H16 H 0 1 N N N 10.068 39.303 20.610 -1.310 -2.698 1.544 H16 9RS 48 9RS H17 H17 H 0 1 N N N 10.141 39.670 18.163 0.623 -4.215 1.695 H17 9RS 49 9RS H18 H18 H 0 1 N N N 2.314 41.490 21.308 7.391 2.691 1.378 H18 9RS 50 9RS H19 H19 H 0 1 N N N -0.013 40.500 17.860 7.780 -0.921 -0.878 H19 9RS 51 9RS H20 H20 H 0 1 N N N 0.328 42.503 22.368 9.693 3.313 0.768 H20 9RS 52 9RS H21 H21 H 0 1 N N N -1.995 41.503 18.922 10.081 -0.290 -1.482 H21 9RS 53 9RS H22 H22 H 0 1 N N N -1.836 42.501 21.168 11.034 1.826 -0.663 H22 9RS 54 9RS H10 H10 H 0 1 N N N 9.413 37.079 22.902 -3.346 -2.391 1.022 H10 9RS 55 # 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 9RS C21 N14 SING N N 1 9RS C21 C20 SING N N 2 9RS C28 C27 DOUB Y N 3 9RS C28 C20 SING Y N 4 9RS N14 C11 SING N N 5 9RS C27 C25 SING Y N 6 9RS C20 C16 DOUB Y N 7 9RS C11 N13 SING N N 8 9RS C11 O17 DOUB N N 9 9RS C30 C32 DOUB Y N 10 9RS C30 C23 SING Y N 11 9RS N13 C23 SING N N 12 9RS C32 C33 SING Y N 13 9RS C23 C29 DOUB Y N 14 9RS C25 C9 DOUB Y N 15 9RS C16 C9 SING Y N 16 9RS C33 C31 DOUB Y N 17 9RS C9 N3 SING N N 18 9RS C29 C31 SING Y N 19 9RS N3 C2 SING Y N 20 9RS N3 N4 SING Y N 21 9RS O15 C2 SING N N 22 9RS C2 C1 DOUB Y N 23 9RS N4 C6 DOUB Y N 24 9RS C1 C6 SING Y N 25 9RS C1 C5 SING N N 26 9RS C6 C24 SING N N 27 9RS N7 C5 SING Y N 28 9RS N7 C12 SING Y N 29 9RS C5 C8 DOUB Y N 30 9RS C12 C19 DOUB Y N 31 9RS C12 C10 SING Y N 32 9RS C19 C26 SING Y N 33 9RS C8 C10 SING Y N 34 9RS C10 C22 DOUB Y N 35 9RS C26 N18 DOUB Y N 36 9RS C22 N18 SING Y N 37 9RS C8 H1 SING N N 38 9RS C21 H2 SING N N 39 9RS C21 H3 SING N N 40 9RS C22 H4 SING N N 41 9RS C24 H5 SING N N 42 9RS C24 H6 SING N N 43 9RS C24 H7 SING N N 44 9RS C26 H8 SING N N 45 9RS C28 H9 SING N N 46 9RS N7 H11 SING N N 47 9RS N13 H12 SING N N 48 9RS N14 H13 SING N N 49 9RS C16 H14 SING N N 50 9RS C19 H15 SING N N 51 9RS C25 H16 SING N N 52 9RS C27 H17 SING N N 53 9RS C29 H18 SING N N 54 9RS C30 H19 SING N N 55 9RS C31 H20 SING N N 56 9RS C32 H21 SING N N 57 9RS C33 H22 SING N N 58 9RS O15 H10 SING N N 59 # 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 9RS SMILES ACDLabs 12.01 "n3(c(c(c2cc1cnccc1n2)c(C)n3)O)c5cc(CNC(Nc4ccccc4)=O)ccc5" 9RS InChI InChI 1.03 "InChI=1S/C25H22N6O2/c1-16-23(22-13-18-15-26-11-10-21(18)29-22)24(32)31(30-16)20-9-5-6-17(12-20)14-27-25(33)28-19-7-3-2-4-8-19/h2-13,15,29,32H,14H2,1H3,(H2,27,28,33)" 9RS InChIKey InChI 1.03 NMKKTNKAENJFOY-UHFFFAOYSA-N 9RS SMILES_CANONICAL CACTVS 3.385 "Cc1nn(c(O)c1c2[nH]c3ccncc3c2)c4cccc(CNC(=O)Nc5ccccc5)c4" 9RS SMILES CACTVS 3.385 "Cc1nn(c(O)c1c2[nH]c3ccncc3c2)c4cccc(CNC(=O)Nc5ccccc5)c4" 9RS SMILES_CANONICAL "OpenEye OEToolkits" 1.7.6 "Cc1c(c(n(n1)c2cccc(c2)CNC(=O)Nc3ccccc3)O)c4cc5cnccc5[nH]4" 9RS SMILES "OpenEye OEToolkits" 1.7.6 "Cc1c(c(n(n1)c2cccc(c2)CNC(=O)Nc3ccccc3)O)c4cc5cnccc5[nH]4" # 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 9RS "SYSTEMATIC NAME" ACDLabs 12.01 "N-({3-[5-hydroxy-3-methyl-4-(1H-pyrrolo[3,2-c]pyridin-2-yl)-1H-pyrazol-1-yl]phenyl}methyl)-N'-phenylurea" 9RS "SYSTEMATIC NAME" "OpenEye OEToolkits" 1.7.6 "1-[[3-[3-methyl-5-oxidanyl-4-(1H-pyrrolo[3,2-c]pyridin-2-yl)pyrazol-1-yl]phenyl]methyl]-3-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 9RS "Create component" 2017-06-06 RCSB 9RS "Initial release" 2017-06-21 RCSB #