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 #