data_3DK # _chem_comp.id 3DK _chem_comp.name "3-[1-(2,5-difluorobenzyl)-1H-pyrazol-4-yl]-5-(1-methyl-1H-pyrazol-4-yl)-1H-pyrrolo[2,3-b]pyridine" _chem_comp.type NON-POLYMER _chem_comp.pdbx_type HETAIN _chem_comp.formula "C21 H16 F2 N6" _chem_comp.mon_nstd_parent_comp_id ? _chem_comp.pdbx_synonyms ? _chem_comp.pdbx_formal_charge 0 _chem_comp.pdbx_initial_date 2013-03-28 _chem_comp.pdbx_modified_date 2013-07-12 _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 390.389 _chem_comp.one_letter_code ? _chem_comp.three_letter_code 3DK _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 4JOA _chem_comp.pdbx_subcomponent_list ? _chem_comp.pdbx_processing_site PDBJ # 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 3DK F29 F29 F 0 1 N N N 11.639 19.611 45.077 -7.426 1.313 -0.711 F29 3DK 1 3DK C24 C24 C 0 1 Y N N 10.739 19.260 44.141 -6.601 0.271 -0.467 C24 3DK 2 3DK C23 C23 C 0 1 Y N N 10.581 17.918 43.798 -5.545 0.416 0.417 C23 3DK 3 3DK C25 C25 C 0 1 Y N N 9.971 20.236 43.511 -6.814 -0.943 -1.096 C25 3DK 4 3DK C26 C26 C 0 1 Y N N 9.044 19.865 42.542 -5.971 -2.009 -0.847 C26 3DK 5 3DK C27 C27 C 0 1 Y N N 8.887 18.521 42.201 -4.912 -1.862 0.033 C27 3DK 6 3DK F28 F28 F 0 1 N N N 7.988 18.181 41.259 -4.087 -2.904 0.276 F28 3DK 7 3DK C22 C22 C 0 1 Y N N 9.646 17.542 42.834 -4.701 -0.649 0.666 C22 3DK 8 3DK C21 C21 C 0 1 N N N 9.507 16.077 42.465 -3.549 -0.489 1.624 C21 3DK 9 3DK N17 N17 N 0 1 Y N N 8.188 15.495 42.734 -2.336 -0.149 0.876 N17 3DK 10 3DK C16 C16 C 0 1 Y N N 7.099 15.289 41.984 -1.543 0.922 1.096 C16 3DK 11 3DK N18 N18 N 0 1 Y N N 8.016 15.001 44.042 -1.794 -0.882 -0.188 N18 3DK 12 3DK C19 C19 C 0 1 Y N N 6.766 14.483 44.118 -0.714 -0.274 -0.603 C19 3DK 13 3DK C10 C10 C 0 1 Y N N 6.238 14.664 42.859 -0.525 0.874 0.190 C10 3DK 14 3DK C9 C9 C 0 1 Y N N 4.858 14.252 42.488 0.584 1.855 0.064 C9 3DK 15 3DK C8 C8 C 0 1 Y N N 4.073 14.975 41.631 0.469 3.201 -0.002 C8 3DK 16 3DK N7 N7 N 0 1 Y N N 2.899 14.292 41.547 1.711 3.767 -0.113 N7 3DK 17 3DK C4 C4 C 0 1 Y N N 2.900 13.172 42.312 2.679 2.790 -0.123 C4 3DK 18 3DK N3 N3 N 0 1 Y N N 1.960 12.214 42.528 4.003 2.832 -0.211 N3 3DK 19 3DK C2 C2 C 0 1 Y N N 2.199 11.176 43.345 4.734 1.740 -0.198 C2 3DK 20 3DK C5 C5 C 0 1 Y N N 4.124 13.065 42.958 2.021 1.551 -0.007 C5 3DK 21 3DK C6 C6 C 0 1 Y N N 4.414 12.009 43.813 2.766 0.374 0.015 C6 3DK 22 3DK C1 C1 C 0 1 Y N N 3.424 11.042 44.011 4.152 0.475 -0.092 C1 3DK 23 3DK C11 C11 C 0 1 Y N N 3.663 9.874 44.915 4.999 -0.745 -0.081 C11 3DK 24 3DK C15 C15 C 0 1 Y N N 2.843 8.756 45.040 6.359 -0.782 -0.167 C15 3DK 25 3DK N14 N14 N 0 1 Y N N 3.418 7.961 45.942 6.736 -2.076 -0.121 N14 3DK 26 3DK C20 C20 C 0 1 N N N 3.045 6.639 46.513 8.113 -2.574 -0.183 C20 3DK 27 3DK N13 N13 N 0 1 Y N N 4.607 8.521 46.423 5.583 -2.863 -0.003 N13 3DK 28 3DK C12 C12 C 0 1 Y N N 4.747 9.703 45.779 4.543 -2.073 0.027 C12 3DK 29 3DK H1 H1 H 0 1 N N N 11.186 17.165 44.282 -5.381 1.362 0.912 H1 3DK 30 3DK H2 H2 H 0 1 N N N 10.094 21.276 43.773 -7.641 -1.058 -1.782 H2 3DK 31 3DK H3 H3 H 0 1 N N N 8.445 20.619 42.053 -6.138 -2.956 -1.338 H3 3DK 32 3DK H4 H4 H 0 1 N N N 10.255 15.508 43.037 -3.773 0.307 2.333 H4 3DK 33 3DK H5 H5 H 0 1 N N N 9.713 15.975 41.389 -3.393 -1.423 2.164 H5 3DK 34 3DK H6 H6 H 0 1 N N N 6.936 15.549 40.948 -1.689 1.679 1.852 H6 3DK 35 3DK H7 H7 H 0 1 N N N 6.290 14.029 44.975 -0.075 -0.599 -1.411 H7 3DK 36 3DK H8 H8 H 0 1 N N N 4.331 15.895 41.127 -0.463 3.747 0.028 H8 3DK 37 3DK H9 H9 H 0 1 N N N 2.124 14.583 40.986 1.883 4.719 -0.176 H9 3DK 38 3DK H10 H10 H 0 1 N N N 1.432 10.430 43.492 5.809 1.822 -0.272 H10 3DK 39 3DK H11 H11 H 0 1 N N N 5.371 11.938 44.308 2.284 -0.589 0.101 H11 3DK 40 3DK H12 H12 H 0 1 N N N 1.921 8.569 44.510 7.016 0.070 -0.256 H12 3DK 41 3DK H13 H13 H 0 1 N N N 3.806 6.327 47.243 8.520 -2.641 0.826 H13 3DK 42 3DK H14 H14 H 0 1 N N N 2.068 6.718 47.013 8.122 -3.561 -0.645 H14 3DK 43 3DK H15 H15 H 0 1 N N N 2.985 5.895 45.705 8.719 -1.889 -0.775 H15 3DK 44 3DK H16 H16 H 0 1 N N N 5.562 10.399 45.911 3.513 -2.384 0.116 H16 3DK 45 # 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 3DK F28 C27 SING N N 1 3DK N7 C8 SING Y N 2 3DK N7 C4 SING Y N 3 3DK C8 C9 DOUB Y N 4 3DK C16 N17 SING Y N 5 3DK C16 C10 DOUB Y N 6 3DK C27 C26 DOUB Y N 7 3DK C27 C22 SING Y N 8 3DK C4 N3 DOUB Y N 9 3DK C4 C5 SING Y N 10 3DK C21 N17 SING N N 11 3DK C21 C22 SING N N 12 3DK C9 C10 SING N N 13 3DK C9 C5 SING Y N 14 3DK N3 C2 SING Y N 15 3DK C26 C25 SING Y N 16 3DK N17 N18 SING Y N 17 3DK C22 C23 DOUB Y N 18 3DK C10 C19 SING Y N 19 3DK C5 C6 DOUB Y N 20 3DK C2 C1 DOUB Y N 21 3DK C25 C24 DOUB Y N 22 3DK C23 C24 SING Y N 23 3DK C6 C1 SING Y N 24 3DK C1 C11 SING N N 25 3DK N18 C19 DOUB Y N 26 3DK C24 F29 SING N N 27 3DK C11 C15 DOUB Y N 28 3DK C11 C12 SING Y N 29 3DK C15 N14 SING Y N 30 3DK C12 N13 DOUB Y N 31 3DK N14 N13 SING Y N 32 3DK N14 C20 SING N N 33 3DK C23 H1 SING N N 34 3DK C25 H2 SING N N 35 3DK C26 H3 SING N N 36 3DK C21 H4 SING N N 37 3DK C21 H5 SING N N 38 3DK C16 H6 SING N N 39 3DK C19 H7 SING N N 40 3DK C8 H8 SING N N 41 3DK N7 H9 SING N N 42 3DK C2 H10 SING N N 43 3DK C6 H11 SING N N 44 3DK C15 H12 SING N N 45 3DK C20 H13 SING N N 46 3DK C20 H14 SING N N 47 3DK C20 H15 SING N N 48 3DK C12 H16 SING N N 49 # 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 3DK SMILES ACDLabs 12.01 "Fc1cc(c(F)cc1)Cn2ncc(c2)c5c4cc(c3cn(nc3)C)cnc4nc5" 3DK InChI InChI 1.03 "InChI=1S/C21H16F2N6/c1-28-10-15(7-26-28)13-5-18-19(9-25-21(18)24-6-13)16-8-27-29(12-16)11-14-4-17(22)2-3-20(14)23/h2-10,12H,11H2,1H3,(H,24,25)" 3DK InChIKey InChI 1.03 SDWMCZUOCJDBOJ-UHFFFAOYSA-N 3DK SMILES_CANONICAL CACTVS 3.370 "Cn1cc(cn1)c2cnc3[nH]cc(c4cnn(Cc5cc(F)ccc5F)c4)c3c2" 3DK SMILES CACTVS 3.370 "Cn1cc(cn1)c2cnc3[nH]cc(c4cnn(Cc5cc(F)ccc5F)c4)c3c2" 3DK SMILES_CANONICAL "OpenEye OEToolkits" 1.7.6 "Cn1cc(cn1)c2cc3c(c[nH]c3nc2)c4cnn(c4)Cc5cc(ccc5F)F" 3DK SMILES "OpenEye OEToolkits" 1.7.6 "Cn1cc(cn1)c2cc3c(c[nH]c3nc2)c4cnn(c4)Cc5cc(ccc5F)F" # 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 3DK "SYSTEMATIC NAME" ACDLabs 12.01 "3-[1-(2,5-difluorobenzyl)-1H-pyrazol-4-yl]-5-(1-methyl-1H-pyrazol-4-yl)-1H-pyrrolo[2,3-b]pyridine" 3DK "SYSTEMATIC NAME" "OpenEye OEToolkits" 1.7.6 "3-[1-[[2,5-bis(fluoranyl)phenyl]methyl]pyrazol-4-yl]-5-(1-methylpyrazol-4-yl)-1H-pyrrolo[2,3-b]pyridine" # loop_ _pdbx_chem_comp_audit.comp_id _pdbx_chem_comp_audit.action_type _pdbx_chem_comp_audit.date _pdbx_chem_comp_audit.processing_site 3DK "Create component" 2013-03-28 PDBJ 3DK "Initial release" 2013-07-17 RCSB #