data_X21
# 
_chem_comp.id                                    X21 
_chem_comp.name                                  "tert-butyl 6-{[2-chloro-4-(1-methyl-1H-imidazol-5-yl)phenyl]amino}-2-(1-methyl-1H-pyrazol-4-yl)-1H-pyrrolo[3,2-c]pyridine-1-carboxylate" 
_chem_comp.type                                  NON-POLYMER 
_chem_comp.pdbx_type                             HETAIN 
_chem_comp.formula                               "C26 H26 Cl N7 O2" 
_chem_comp.mon_nstd_parent_comp_id               ? 
_chem_comp.pdbx_synonyms                         ? 
_chem_comp.pdbx_formal_charge                    0 
_chem_comp.pdbx_initial_date                     2013-09-06 
_chem_comp.pdbx_modified_date                    2013-11-29 
_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                        503.983 
_chem_comp.one_letter_code                       ? 
_chem_comp.three_letter_code                     X21 
_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        4C4J 
_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 
X21 C    C    C  0 1 N N N 4.601  21.428 38.364 8.108   3.674  0.230  C    X21 1  
X21 N    N    N  0 1 Y N N 4.409  20.782 39.679 7.074   2.637  0.215  N    X21 2  
X21 O    O    O  0 1 N N N 1.693  17.048 44.158 4.060   -1.613 -1.013 O    X21 3  
X21 CL   CL   CL 0 0 N N N -0.360 19.056 50.765 -3.824  -2.690 1.413  CL   X21 4  
X21 C1   C1   C  0 1 Y N N 4.769  19.526 41.431 6.142   0.646  0.187  C1   X21 5  
X21 N1   N1   N  0 1 Y N N 5.248  19.807 40.182 7.298   1.255  0.196  N1   X21 6  
X21 O1   O1   O  0 1 N N N 3.096  17.552 42.461 4.028   -1.590 1.205  O1   X21 7  
X21 C2   C2   C  0 1 Y N N 3.403  21.108 40.566 5.742   2.849  0.222  C2   X21 8  
X21 N2   N2   N  0 1 Y N N 0.113  21.533 46.500 -0.886  1.202  0.196  N2   X21 9  
X21 C3   C3   C  0 1 Y N N 3.603  20.330 41.711 5.129   1.628  0.202  C3   X21 10 
X21 N3   N3   N  0 1 N N N -0.682 19.646 47.798 -1.737  -0.986 0.162  N3   X21 11 
X21 C4   C4   C  0 1 Y N N 2.780  20.416 42.902 3.671   1.380  0.199  C4   X21 12 
X21 N4   N4   N  0 1 Y N N -2.005 11.993 48.960 -8.693  2.333  -0.716 N4   X21 13 
X21 C5   C5   C  0 1 Y N N 2.363  21.585 43.472 2.716   2.340  0.213  C5   X21 14 
X21 N5   N5   N  0 1 Y N N -2.826 13.734 50.138 -8.164  0.282  -0.278 N5   X21 15 
X21 C6   C6   C  0 1 Y N N 1.587  21.277 44.629 1.421   1.659  0.202  C6   X21 16 
X21 N6   N6   N  0 1 Y N N 2.279  19.298 43.669 3.073   0.132  0.179  N6   X21 17 
X21 C7   C7   C  0 1 Y N N 0.854  22.054 45.523 0.094   2.083  0.209  C7   X21 18 
X21 C8   C8   C  0 1 Y N N 0.088  20.139 46.686 -0.658  -0.105 0.176  C8   X21 19 
X21 C9   C9   C  0 1 Y N N -0.968 18.300 48.174 -3.038  -0.495 0.024  C9   X21 20 
X21 C10  C10  C  0 1 Y N N -0.911 17.909 49.578 -4.107  -1.201 0.567  C10  X21 21 
X21 C11  C11  C  0 1 Y N N -1.205 16.596 50.015 -5.392  -0.718 0.432  C11  X21 22 
X21 C12  C12  C  0 1 Y N N -1.551 15.654 48.996 -5.619  0.479  -0.248 C12  X21 23 
X21 C13  C13  C  0 1 Y N N -1.837 14.261 49.230 -6.995  1.000  -0.394 C13  X21 24 
X21 C14  C14  C  0 1 Y N N -1.344 13.148 48.530 -7.356  2.283  -0.668 C14  X21 25 
X21 C15  C15  C  0 1 Y N N -2.896 12.421 49.940 -9.183  1.145  -0.484 C15  X21 26 
X21 C16  C16  C  0 1 N N N -3.604 14.514 51.102 -8.281  -1.149 0.013  C16  X21 27 
X21 C17  C17  C  0 1 Y N N -1.591 16.037 47.644 -4.543  1.185  -0.791 C17  X21 28 
X21 C18  C18  C  0 1 Y N N -1.308 17.306 47.231 -3.261  0.700  -0.649 C18  X21 29 
X21 C19  C19  C  0 1 Y N N 0.804  19.235 45.841 0.634   -0.612 0.168  C19  X21 30 
X21 C20  C20  C  0 1 Y N N 1.543  19.832 44.779 1.702   0.276  0.181  C20  X21 31 
X21 C21  C21  C  0 1 N N N 2.402  17.922 43.370 3.731   -1.044 0.161  C21  X21 32 
X21 C22  C22  C  0 1 N N N 1.782  15.574 44.005 4.768   -2.879 -0.957 C22  X21 33 
X21 C23  C23  C  0 1 N N N 3.189  15.127 44.338 3.908   -3.912 -0.226 C23  X21 34 
X21 C24  C24  C  0 1 N N N 0.795  15.087 45.042 5.053   -3.368 -2.379 C24  X21 35 
X21 C25  C25  C  0 1 N N N 1.376  15.113 42.620 6.088   -2.693 -0.207 C25  X21 36 
X21 H    H    H  0 1 N N N 5.495  21.011 37.877 8.366   3.946  -0.793 H    X21 37 
X21 HA   HA   H  0 1 N N N 3.720  21.243 37.733 7.734   4.552  0.756  HA   X21 38 
X21 HB   HB   H  0 1 N N N 4.731  22.511 38.503 8.994   3.296  0.740  HB   X21 39 
X21 H1   H1   H  0 1 N N N 5.201  18.806 42.111 5.989   -0.423 0.172  H1   X21 40 
X21 H2   H2   H  0 1 N N N 2.613  21.826 40.406 5.249   3.810  0.241  H2   X21 41 
X21 HN3  HN3  H  0 1 N N N -1.073 20.349 48.393 -1.585  -1.940 0.248  HN3  X21 42 
X21 H5   H5   H  0 1 N N N 2.584  22.577 43.108 2.880   3.407  0.230  H5   X21 43 
X21 H7   H7   H  0 1 N N N 0.888  23.128 45.419 -0.133  3.139  0.225  H7   X21 44 
X21 H11  H11  H  0 1 N N N -1.170 16.321 51.059 -6.222  -1.267 0.853  H11  X21 45 
X21 H14  H14  H  0 1 N N N -0.572 13.179 47.775 -6.683  3.113  -0.821 H14  X21 46 
X21 H15  H15  H  0 1 N N N -3.565 11.764 50.476 -10.233 0.893  -0.461 H15  X21 47 
X21 H16  H16  H  0 1 N N N -4.278 13.845 51.657 -8.223  -1.307 1.090  H16  X21 48 
X21 H16A H16A H  0 0 N N N -2.922 15.012 51.806 -9.238  -1.518 -0.357 H16A X21 49 
X21 H16B H16B H  0 0 N N N -4.197 15.271 50.568 -7.470  -1.688 -0.477 H16B X21 50 
X21 H17  H17  H  0 1 N N N -1.856 15.297 46.903 -4.716  2.112  -1.318 H17  X21 51 
X21 H18  H18  H  0 1 N N N -1.344 17.551 46.180 -2.428  1.248  -1.065 H18  X21 52 
X21 H19  H19  H  0 1 N N N 0.786  18.167 45.998 0.806   -1.678 0.151  H19  X21 53 
X21 H23  H23  H  0 1 N N N 3.263  14.035 44.227 2.967   -4.045 -0.760 H23  X21 54 
X21 H23A H23A H  0 0 N N N 3.900  15.614 43.654 4.439   -4.863 -0.184 H23A X21 55 
X21 H23B H23B H  0 0 N N N 3.427  15.407 45.375 3.704   -3.564 0.787  H23B X21 56 
X21 H24  H24  H  0 1 N N N 0.764  13.987 45.032 5.666   -2.632 -2.900 H24  X21 57 
X21 H24A H24A H  0 0 N N N 1.107  15.436 46.037 5.584   -4.319 -2.336 H24A X21 58 
X21 H24B H24B H  0 0 N N N -0.205 15.484 44.811 4.112   -3.501 -2.913 H24B X21 59 
X21 H25  H25  H  0 1 N N N 1.459  14.018 42.558 5.885   -2.345 0.805  H25  X21 60 
X21 H25A H25A H  0 0 N N N 0.336  15.413 42.424 6.620   -3.643 -0.165 H25A X21 61 
X21 H25B H25B H  0 0 N N N 2.038  15.573 41.872 6.701   -1.957 -0.728 H25B X21 62 
# 
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 
X21 C   N    SING N N 1  
X21 N   N1   SING Y N 2  
X21 N   C2   SING Y N 3  
X21 O   C21  SING N N 4  
X21 O   C22  SING N N 5  
X21 CL  C10  SING N N 6  
X21 C1  N1   DOUB Y N 7  
X21 C1  C3   SING Y N 8  
X21 O1  C21  DOUB N N 9  
X21 C2  C3   DOUB Y N 10 
X21 N2  C7   DOUB Y N 11 
X21 N2  C8   SING Y N 12 
X21 C3  C4   SING N N 13 
X21 N3  C8   SING N N 14 
X21 N3  C9   SING N N 15 
X21 C4  C5   DOUB Y N 16 
X21 C4  N6   SING Y N 17 
X21 N4  C14  SING Y N 18 
X21 N4  C15  DOUB Y N 19 
X21 C5  C6   SING Y N 20 
X21 N5  C13  SING Y N 21 
X21 N5  C15  SING Y N 22 
X21 N5  C16  SING N N 23 
X21 C6  C7   SING Y N 24 
X21 C6  C20  DOUB Y N 25 
X21 N6  C20  SING Y N 26 
X21 N6  C21  SING N N 27 
X21 C8  C19  DOUB Y N 28 
X21 C9  C10  DOUB Y N 29 
X21 C9  C18  SING Y N 30 
X21 C10 C11  SING Y N 31 
X21 C11 C12  DOUB Y N 32 
X21 C12 C13  SING N N 33 
X21 C12 C17  SING Y N 34 
X21 C13 C14  DOUB Y N 35 
X21 C17 C18  DOUB Y N 36 
X21 C19 C20  SING Y N 37 
X21 C22 C23  SING N N 38 
X21 C22 C24  SING N N 39 
X21 C22 C25  SING N N 40 
X21 C   H    SING N N 41 
X21 C   HA   SING N N 42 
X21 C   HB   SING N N 43 
X21 C1  H1   SING N N 44 
X21 C2  H2   SING N N 45 
X21 N3  HN3  SING N N 46 
X21 C5  H5   SING N N 47 
X21 C7  H7   SING N N 48 
X21 C11 H11  SING N N 49 
X21 C14 H14  SING N N 50 
X21 C15 H15  SING N N 51 
X21 C16 H16  SING N N 52 
X21 C16 H16A SING N N 53 
X21 C16 H16B SING N N 54 
X21 C17 H17  SING N N 55 
X21 C18 H18  SING N N 56 
X21 C19 H19  SING N N 57 
X21 C23 H23  SING N N 58 
X21 C23 H23A SING N N 59 
X21 C23 H23B SING N N 60 
X21 C24 H24  SING N N 61 
X21 C24 H24A SING N N 62 
X21 C24 H24B SING N N 63 
X21 C25 H25  SING N N 64 
X21 C25 H25A SING N N 65 
X21 C25 H25B SING N N 66 
# 
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 
X21 SMILES           ACDLabs              12.01 "Clc2cc(c1cncn1C)ccc2Nc5ncc4c(n(c(c3cn(nc3)C)c4)C(=O)OC(C)(C)C)c5"                                                                                                
X21 InChI            InChI                1.03  "InChI=1S/C26H26ClN7O2/c1-26(2,3)36-25(35)34-21(18-12-30-33(5)14-18)9-17-11-29-24(10-22(17)34)31-20-7-6-16(8-19(20)27)23-13-28-15-32(23)4/h6-15H,1-5H3,(H,29,31)" 
X21 InChIKey         InChI                1.03  BXKNUXDLZJPPBO-UHFFFAOYSA-N                                                                                                                                       
X21 SMILES_CANONICAL CACTVS               3.385 "Cn1cc(cn1)c2cc3cnc(Nc4ccc(cc4Cl)c5cncn5C)cc3n2C(=O)OC(C)(C)C"                                                                                                    
X21 SMILES           CACTVS               3.385 "Cn1cc(cn1)c2cc3cnc(Nc4ccc(cc4Cl)c5cncn5C)cc3n2C(=O)OC(C)(C)C"                                                                                                    
X21 SMILES_CANONICAL "OpenEye OEToolkits" 1.7.6 "CC(C)(C)OC(=O)n1c2cc(ncc2cc1c3cnn(c3)C)Nc4ccc(cc4Cl)c5cncn5C"                                                                                                    
X21 SMILES           "OpenEye OEToolkits" 1.7.6 "CC(C)(C)OC(=O)n1c2cc(ncc2cc1c3cnn(c3)C)Nc4ccc(cc4Cl)c5cncn5C"                                                                                                    
# 
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 
X21 "SYSTEMATIC NAME" ACDLabs              12.01 "tert-butyl 6-{[2-chloro-4-(1-methyl-1H-imidazol-5-yl)phenyl]amino}-2-(1-methyl-1H-pyrazol-4-yl)-1H-pyrrolo[3,2-c]pyridine-1-carboxylate" 
X21 "SYSTEMATIC NAME" "OpenEye OEToolkits" 1.7.6 "tert-butyl 6-[[2-chloranyl-4-(3-methylimidazol-4-yl)phenyl]amino]-2-(1-methylpyrazol-4-yl)pyrrolo[3,2-c]pyridine-1-carboxylate"          
# 
loop_
_pdbx_chem_comp_audit.comp_id 
_pdbx_chem_comp_audit.action_type 
_pdbx_chem_comp_audit.date 
_pdbx_chem_comp_audit.processing_site 
X21 "Create component" 2013-09-06 EBI  
X21 "Initial release"  2013-12-04 RCSB 
# 
