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 
# 
