data_JAK # _chem_comp.id JAK _chem_comp.name "2-methyl-1-(piperidin-4-yl)-1,6-dihydroimidazo[4,5-d]pyrrolo[2,3-b]pyridine" _chem_comp.type NON-POLYMER _chem_comp.pdbx_type HETAIN _chem_comp.formula "C14 H17 N5" _chem_comp.mon_nstd_parent_comp_id ? _chem_comp.pdbx_synonyms ? _chem_comp.pdbx_formal_charge 0 _chem_comp.pdbx_initial_date 2012-04-10 _chem_comp.pdbx_modified_date 2012-06-29 _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 255.318 _chem_comp.one_letter_code ? _chem_comp.three_letter_code JAK _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 4EHZ _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 JAK C1 C1 C 0 1 N N N 12.751 4.225 -44.408 1.067 3.678 0.005 C1 JAK 1 JAK C2 C2 C 0 1 Y N N 13.839 3.190 -44.236 0.064 2.554 0.003 C2 JAK 2 JAK N3 N3 N 0 1 Y N N 13.751 1.957 -44.639 -1.228 2.706 -0.001 N3 JAK 3 JAK C4 C4 C 0 1 Y N N 14.882 1.289 -44.334 -1.829 1.489 -0.002 C4 JAK 4 JAK C5 C5 C 0 1 Y N N 15.292 -0.032 -44.549 -3.159 1.057 -0.006 C5 JAK 5 JAK N6 N6 N 0 1 Y N N 16.480 -0.439 -44.137 -3.457 -0.223 -0.004 N6 JAK 6 JAK C7 C7 C 0 1 Y N N 17.339 0.378 -43.513 -2.525 -1.172 -0.000 C7 JAK 7 JAK C8 C8 C 0 1 Y N N 16.996 1.722 -43.255 -1.163 -0.826 0.003 C8 JAK 8 JAK C9 C9 C 0 1 Y N N 15.742 2.206 -43.672 -0.804 0.529 0.003 C9 JAK 9 JAK N10 N10 N 0 1 Y N N 15.044 3.406 -43.623 0.377 1.228 -0.000 N10 JAK 10 JAK C11 C11 C 0 1 N N N 15.415 4.708 -43.038 1.725 0.655 -0.003 C11 JAK 11 JAK C12 C12 C 0 1 N N N 15.561 4.575 -41.518 1.916 -0.209 1.247 C12 JAK 12 JAK C13 C13 C 0 1 N N N 15.880 5.942 -40.906 3.303 -0.854 1.208 C13 JAK 13 JAK N14 N14 N 0 1 N N N 17.093 6.498 -41.521 3.428 -1.677 -0.002 N14 JAK 14 JAK C15 C15 C 0 1 N N N 16.889 6.680 -42.962 3.295 -0.861 -1.216 C15 JAK 15 JAK C16 C16 C 0 1 N N N 16.700 5.305 -43.615 1.908 -0.216 -1.249 C16 JAK 16 JAK C17 C17 C 0 1 Y N N 18.158 2.303 -42.564 -0.420 -2.086 0.008 C17 JAK 17 JAK C18 C18 C 0 1 Y N N 19.079 1.330 -42.439 -1.328 -3.075 0.007 C18 JAK 18 JAK N19 N19 N 0 1 Y N N 18.600 0.174 -43.004 -2.590 -2.546 0.002 N19 JAK 19 JAK H1 H1 H 0 1 N N N 11.890 3.771 -44.920 1.379 3.889 -1.018 H1 JAK 20 JAK H1A H1A H 0 1 N N N 12.437 4.594 -43.421 0.613 4.570 0.437 H1A JAK 21 JAK H1B H1B H 0 1 N N N 13.134 5.063 -45.008 1.936 3.390 0.597 H1B JAK 22 JAK H5 H5 H 0 1 N N N 14.634 -0.723 -45.055 -3.955 1.787 -0.009 H5 JAK 23 JAK H11 H11 H 0 1 N N N 14.600 5.420 -43.233 2.462 1.457 -0.007 H11 JAK 24 JAK H12 H12 H 0 1 N N N 14.620 4.195 -41.093 1.829 0.414 2.137 H12 JAK 25 JAK H12A H12A H 0 0 N N N 16.377 3.873 -41.289 1.153 -0.988 1.271 H12A JAK 26 JAK H13 H13 H 0 1 N N N 15.036 6.626 -41.082 4.066 -0.075 1.197 H13 JAK 27 JAK H13A H13A H 0 0 N N N 16.040 5.828 -39.824 3.437 -1.481 2.089 H13A JAK 28 JAK HN14 HN14 H 0 0 N N N 17.301 7.382 -41.102 4.298 -2.188 -0.003 HN14 JAK 29 JAK H15 H15 H 0 1 N N N 15.994 7.296 -43.133 4.058 -0.082 -1.215 H15 JAK 30 JAK H15A H15A H 0 0 N N N 17.767 7.179 -43.399 3.423 -1.493 -2.094 H15A JAK 31 JAK H16 H16 H 0 1 N N N 17.556 4.655 -43.382 1.145 -0.995 -1.264 H16 JAK 32 JAK H16A H16A H 0 0 N N N 16.609 5.414 -44.706 1.815 0.402 -2.142 H16A JAK 33 JAK H17 H17 H 0 1 N N N 18.254 3.322 -42.221 0.654 -2.198 0.011 H17 JAK 34 JAK H18 H18 H 0 1 N N N 20.044 1.441 -41.968 -1.097 -4.130 0.009 H18 JAK 35 JAK H171 H171 H 0 0 N N N 19.097 -0.693 -43.040 -3.410 -3.064 -0.000 H171 JAK 36 # 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 JAK C1 C2 SING N N 1 JAK C1 H1 SING N N 2 JAK C1 H1A SING N N 3 JAK C1 H1B SING N N 4 JAK C2 N10 SING Y N 5 JAK N3 C2 DOUB Y N 6 JAK N3 C4 SING Y N 7 JAK C4 C9 SING Y N 8 JAK C5 C4 DOUB Y N 9 JAK C5 N6 SING Y N 10 JAK C5 H5 SING N N 11 JAK N6 C7 DOUB Y N 12 JAK C7 C8 SING Y N 13 JAK C7 N19 SING Y N 14 JAK C8 C17 SING Y N 15 JAK C9 C8 DOUB Y N 16 JAK C9 N10 SING Y N 17 JAK N10 C11 SING N N 18 JAK C11 C12 SING N N 19 JAK C11 H11 SING N N 20 JAK C12 C13 SING N N 21 JAK C12 H12 SING N N 22 JAK C12 H12A SING N N 23 JAK C13 H13 SING N N 24 JAK C13 H13A SING N N 25 JAK N14 C13 SING N N 26 JAK N14 HN14 SING N N 27 JAK C15 N14 SING N N 28 JAK C15 H15 SING N N 29 JAK C15 H15A SING N N 30 JAK C16 C11 SING N N 31 JAK C16 C15 SING N N 32 JAK C16 H16 SING N N 33 JAK C16 H16A SING N N 34 JAK C17 C18 DOUB Y N 35 JAK C17 H17 SING N N 36 JAK C18 H18 SING N N 37 JAK N19 C18 SING Y N 38 JAK N19 H171 SING N N 39 # 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 JAK SMILES ACDLabs 12.01 "n4c1nccc1c2c(nc(n2C3CCNCC3)C)c4" JAK InChI InChI 1.03 "InChI=1S/C14H17N5/c1-9-18-12-8-17-14-11(4-7-16-14)13(12)19(9)10-2-5-15-6-3-10/h4,7-8,10,15H,2-3,5-6H2,1H3,(H,16,17)" JAK InChIKey InChI 1.03 XTQACRIFOIASKV-UHFFFAOYSA-N JAK SMILES_CANONICAL CACTVS 3.370 "Cc1nc2cnc3[nH]ccc3c2n1C4CCNCC4" JAK SMILES CACTVS 3.370 "Cc1nc2cnc3[nH]ccc3c2n1C4CCNCC4" JAK SMILES_CANONICAL "OpenEye OEToolkits" 1.7.6 "Cc1nc2cnc3c(c2n1C4CCNCC4)cc[nH]3" JAK SMILES "OpenEye OEToolkits" 1.7.6 "Cc1nc2cnc3c(c2n1C4CCNCC4)cc[nH]3" # 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 JAK "SYSTEMATIC NAME" ACDLabs 12.01 "2-methyl-1-(piperidin-4-yl)-1,6-dihydroimidazo[4,5-d]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 JAK "Create component" 2012-04-10 RCSB #