data_9RY # _chem_comp.id 9RY _chem_comp.name "N-({3-[5-hydroxy-4-(7H-pyrrolo[2,3-d]pyrimidin-6-yl)-1H-pyrazol-1-yl]phenyl}methyl)-N'-phenylurea" _chem_comp.type NON-POLYMER _chem_comp.pdbx_type HETAIN _chem_comp.formula "C23 H19 N7 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 425.443 _chem_comp.one_letter_code ? _chem_comp.three_letter_code 9RY _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 5PB5 _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 9RY N3 N1 N 0 1 Y N N 7.985 39.730 22.155 -1.429 -0.345 0.255 N3 9RY 1 9RY C4 C1 C 0 1 Y N N 8.665 37.992 25.229 -4.931 0.650 0.103 C4 9RY 2 9RY C7 C2 C 0 1 Y N N 9.555 36.111 26.053 -7.047 0.318 -0.586 C7 9RY 3 9RY C8 C3 C 0 1 Y N N 7.600 40.165 24.291 -2.534 1.557 0.392 C8 9RY 4 9RY C10 C4 C 0 1 Y N N 9.064 36.868 27.134 -7.074 1.295 0.434 C10 9RY 5 9RY C17 C5 C 0 1 Y N N 6.885 40.395 20.142 0.859 -0.870 -0.321 C17 9RY 6 9RY C20 C6 C 0 1 Y N N 10.274 34.494 27.505 -9.328 0.508 -0.768 C20 9RY 7 9RY C21 C7 C 0 1 Y N N 9.228 36.342 28.411 -8.302 1.843 0.803 C21 9RY 8 9RY C22 C8 C 0 1 Y N N 6.893 40.555 18.772 1.917 -1.757 -0.331 C22 9RY 9 9RY C24 C9 C 0 1 Y N N 1.044 40.876 19.458 7.320 0.831 0.377 C24 9RY 10 9RY C26 C10 C 0 1 Y N N 9.126 39.694 18.673 0.557 -3.400 0.763 C26 9RY 11 9RY C28 C11 C 0 1 Y N N -0.107 40.759 18.686 8.382 0.786 1.271 C28 9RY 12 9RY C1 C12 C 0 1 Y N N 8.267 38.927 24.179 -3.462 0.512 0.199 C1 9RY 13 9RY C2 C13 C 0 1 Y N N 8.485 38.688 22.835 -2.742 -0.667 0.117 C2 9RY 14 9RY N5 N2 N 0 1 Y N N 7.444 40.638 23.086 -1.335 1.041 0.424 N5 9RY 15 9RY N6 N3 N 0 1 Y N N 9.296 36.809 24.925 -5.739 -0.049 -0.766 N6 9RY 16 9RY C9 C14 C 0 1 Y N N 8.485 38.092 26.576 -5.690 1.481 0.861 C9 9RY 17 9RY C11 C15 C 0 1 Y N N 8.004 39.883 20.772 -0.356 -1.245 0.238 C11 9RY 18 9RY C12 C16 C 0 1 N N N 3.366 41.046 18.807 5.311 -0.294 -0.222 C12 9RY 19 9RY N13 N4 N 0 1 Y N N 10.147 34.945 26.279 -8.194 -0.039 -1.152 N13 9RY 20 9RY N14 N5 N 0 1 N N N 2.235 40.338 18.958 6.086 0.270 0.725 N14 9RY 21 9RY N15 N6 N 0 1 N N N 4.450 40.403 18.305 4.078 -0.738 0.092 N15 9RY 22 9RY N16 N7 N 0 1 Y N N 9.820 35.171 28.541 -9.392 1.424 0.181 N16 9RY 23 9RY O18 O1 O 0 1 N N N 3.421 42.234 19.110 5.724 -0.403 -1.361 O18 9RY 24 9RY O19 O2 O 0 1 N N N 9.098 37.615 22.307 -3.250 -1.911 -0.067 O19 9RY 25 9RY C23 C17 C 0 1 N N N 5.694 41.140 18.087 3.235 -1.350 -0.937 C23 9RY 26 9RY C25 C18 C 0 1 Y N N 9.129 39.523 20.043 -0.504 -2.515 0.781 C25 9RY 27 9RY C27 C19 C 0 1 Y N N 8.014 40.208 18.025 1.768 -3.019 0.215 C27 9RY 28 9RY C29 C20 C 0 1 Y N N 0.990 41.507 20.691 7.484 1.438 -0.861 C29 9RY 29 9RY C30 C21 C 0 1 Y N N -1.306 41.272 19.149 9.597 1.345 0.926 C30 9RY 30 9RY C31 C22 C 0 1 Y N N -0.214 42.019 21.146 8.701 1.995 -1.200 C31 9RY 31 9RY C32 C23 C 0 1 Y N N -1.361 41.904 20.379 9.757 1.950 -0.307 C32 9RY 32 9RY H1 H1 H 0 1 N N N 7.277 40.635 25.208 -2.775 2.604 0.495 H1 9RY 33 9RY H2 H2 H 0 1 N N N 6.012 40.667 20.717 0.977 0.117 -0.743 H2 9RY 34 9RY H3 H3 H 0 1 N N N 10.762 33.545 27.669 -10.243 0.196 -1.249 H3 9RY 35 9RY H4 H4 H 0 1 N N N 8.878 36.882 29.278 -8.362 2.592 1.579 H4 9RY 36 9RY H5 H5 H 0 1 N N N 10.000 39.424 18.100 0.442 -4.387 1.185 H5 9RY 37 9RY H6 H6 H 0 1 N N N -0.065 40.268 17.725 8.257 0.315 2.235 H6 9RY 38 9RY H8 H8 H 0 1 N N N 9.530 36.508 24.001 -5.428 -0.705 -1.410 H8 9RY 39 9RY H9 H9 H 0 1 N N N 8.016 38.901 27.116 -5.338 2.151 1.631 H9 9RY 40 9RY H10 H10 H 0 1 N N N 2.244 39.372 18.699 5.789 0.287 1.648 H10 9RY 41 9RY H11 H11 H 0 1 N N N 4.398 39.429 18.085 3.748 -0.651 1.001 H11 9RY 42 9RY H12 H12 H 0 1 N N N 5.894 41.164 17.006 3.736 -2.230 -1.341 H12 9RY 43 9RY H13 H13 H 0 1 N N N 5.554 42.167 18.457 3.060 -0.632 -1.738 H13 9RY 44 9RY H14 H14 H 0 1 N N N 9.996 39.114 20.541 -1.450 -2.813 1.209 H14 9RY 45 9RY H15 H15 H 0 1 N N N 8.018 40.338 16.953 2.595 -3.713 0.202 H15 9RY 46 9RY H16 H16 H 0 1 N N N 1.882 41.599 21.294 6.660 1.474 -1.559 H16 9RY 47 9RY H17 H17 H 0 1 N N N -2.200 41.179 18.550 10.423 1.311 1.621 H17 9RY 48 9RY H18 H18 H 0 1 N N N -0.258 42.512 22.106 8.830 2.468 -2.162 H18 9RY 49 9RY H19 H19 H 0 1 N N N -2.296 42.306 20.740 10.708 2.387 -0.574 H19 9RY 50 9RY H7 H7 H 0 1 N N N 9.357 37.023 23.003 -3.465 -2.373 0.755 H7 9RY 51 # 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 9RY C27 C26 DOUB Y N 1 9RY C27 C22 SING Y N 2 9RY C23 N15 SING N N 3 9RY C23 C22 SING N N 4 9RY N15 C12 SING N N 5 9RY C26 C25 SING Y N 6 9RY C28 C30 DOUB Y N 7 9RY C28 C24 SING Y N 8 9RY C22 C17 DOUB Y N 9 9RY C12 N14 SING N N 10 9RY C12 O18 DOUB N N 11 9RY N14 C24 SING N N 12 9RY C30 C32 SING Y N 13 9RY C24 C29 DOUB Y N 14 9RY C25 C11 DOUB Y N 15 9RY C17 C11 SING Y N 16 9RY C32 C31 DOUB Y N 17 9RY C29 C31 SING Y N 18 9RY C11 N3 SING N N 19 9RY N3 C2 SING Y N 20 9RY N3 N5 SING Y N 21 9RY O19 C2 SING N N 22 9RY C2 C1 DOUB Y N 23 9RY N5 C8 DOUB Y N 24 9RY C1 C8 SING Y N 25 9RY C1 C4 SING N N 26 9RY N6 C4 SING Y N 27 9RY N6 C7 SING Y N 28 9RY C4 C9 DOUB Y N 29 9RY C7 N13 DOUB Y N 30 9RY C7 C10 SING Y N 31 9RY N13 C20 SING Y N 32 9RY C9 C10 SING Y N 33 9RY C10 C21 DOUB Y N 34 9RY C20 N16 DOUB Y N 35 9RY C21 N16 SING Y N 36 9RY C8 H1 SING N N 37 9RY C17 H2 SING N N 38 9RY C20 H3 SING N N 39 9RY C21 H4 SING N N 40 9RY C26 H5 SING N N 41 9RY C28 H6 SING N N 42 9RY N6 H8 SING N N 43 9RY C9 H9 SING N N 44 9RY N14 H10 SING N N 45 9RY N15 H11 SING N N 46 9RY C23 H12 SING N N 47 9RY C23 H13 SING N N 48 9RY C25 H14 SING N N 49 9RY C27 H15 SING N N 50 9RY C29 H16 SING N N 51 9RY C30 H17 SING N N 52 9RY C31 H18 SING N N 53 9RY C32 H19 SING N N 54 9RY O19 H7 SING N N 55 # 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 9RY SMILES ACDLabs 12.01 "n3(c(c(c2cc1c(ncnc1)n2)cn3)O)c5cc(CNC(Nc4ccccc4)=O)ccc5" 9RY InChI InChI 1.03 "InChI=1S/C23H19N7O2/c31-22-19(20-10-16-12-24-14-26-21(16)29-20)13-27-30(22)18-8-4-5-15(9-18)11-25-23(32)28-17-6-2-1-3-7-17/h1-10,12-14,31H,11H2,(H,24,26,29)(H2,25,28,32)" 9RY InChIKey InChI 1.03 QBPBWCKGIYYDOU-UHFFFAOYSA-N 9RY SMILES_CANONICAL CACTVS 3.385 "Oc1n(ncc1c2[nH]c3ncncc3c2)c4cccc(CNC(=O)Nc5ccccc5)c4" 9RY SMILES CACTVS 3.385 "Oc1n(ncc1c2[nH]c3ncncc3c2)c4cccc(CNC(=O)Nc5ccccc5)c4" 9RY SMILES_CANONICAL "OpenEye OEToolkits" 1.7.6 "c1ccc(cc1)NC(=O)NCc2cccc(c2)n3c(c(cn3)c4cc5cncnc5[nH]4)O" 9RY SMILES "OpenEye OEToolkits" 1.7.6 "c1ccc(cc1)NC(=O)NCc2cccc(c2)n3c(c(cn3)c4cc5cncnc5[nH]4)O" # 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 9RY "SYSTEMATIC NAME" ACDLabs 12.01 "N-({3-[5-hydroxy-4-(7H-pyrrolo[2,3-d]pyrimidin-6-yl)-1H-pyrazol-1-yl]phenyl}methyl)-N'-phenylurea" 9RY "SYSTEMATIC NAME" "OpenEye OEToolkits" 1.7.6 "1-[[3-[5-oxidanyl-4-(7H-pyrrolo[2,3-d]pyrimidin-6-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 9RY "Create component" 2017-06-06 RCSB 9RY "Initial release" 2017-06-21 RCSB #