data_8LY # _chem_comp.id 8LY _chem_comp.name "N-[2-(5-chloro-2-fluorophenyl)pyridin-4-yl]-2-[(piperidin-4-yl)methyl]-2H-pyrazolo[4,3-b]pyridin-7-amine" _chem_comp.type NON-POLYMER _chem_comp.pdbx_type HETAIN _chem_comp.formula "C23 H22 Cl F N6" _chem_comp.mon_nstd_parent_comp_id ? _chem_comp.pdbx_synonyms ? _chem_comp.pdbx_formal_charge 0 _chem_comp.pdbx_initial_date 2017-02-15 _chem_comp.pdbx_modified_date 2017-04-07 _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 436.912 _chem_comp.one_letter_code ? _chem_comp.three_letter_code 8LY _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 5USQ _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 8LY C4 C1 C 0 1 Y N N 11.819 65.471 3.896 6.617 2.044 0.315 C4 8LY 1 8LY C5 C2 C 0 1 Y N N 11.354 66.290 4.923 5.299 2.452 0.194 C5 8LY 2 8LY C7 C3 C 0 1 Y N N 12.217 67.115 5.618 4.302 1.521 -0.016 C7 8LY 3 8LY C8 C4 C 0 1 Y N N 13.580 67.126 5.300 4.623 0.168 -0.107 C8 8LY 4 8LY C10 C5 C 0 1 Y N N 15.531 68.665 5.425 2.224 -0.438 -0.337 C10 8LY 5 8LY N12 N1 N 0 1 N N N 17.433 70.168 5.491 -0.113 -1.037 -0.564 N12 8LY 6 8LY C13 C6 C 0 1 Y N N 17.451 70.721 4.208 -1.053 -1.853 0.049 C13 8LY 7 8LY C15 C7 C 0 1 Y N N 16.493 71.420 2.094 -1.632 -3.748 1.415 C15 8LY 8 8LY C17 C8 C 0 1 Y N N 18.786 71.821 2.370 -3.415 -2.511 0.595 C17 8LY 9 8LY C20 C9 C 0 1 N N N 22.227 72.127 3.512 -5.694 -0.185 -0.994 C20 8LY 10 8LY C21 C10 C 0 1 N N N 22.597 72.126 5.010 -5.522 1.282 -0.595 C21 8LY 11 8LY C22 C11 C 0 1 N N N 24.127 72.208 5.171 -6.625 2.122 -1.245 C22 8LY 12 8LY C26 C12 C 0 1 N N N 21.902 73.252 5.804 -5.621 1.413 0.928 C26 8LY 13 8LY C28 C13 C 0 1 Y N N 18.730 71.227 3.715 -2.488 -1.597 -0.088 C28 8LY 14 8LY F1 F1 F 0 1 N N N 15.344 66.272 3.895 6.271 -1.548 -0.073 F1 8LY 15 8LY C2 C14 C 0 1 Y N N 14.044 66.299 4.248 5.952 -0.238 0.014 C2 8LY 16 8LY C3 C15 C 0 1 Y N N 13.163 65.475 3.554 6.943 0.704 0.220 C3 8LY 17 8LY CL6 CL1 CL 0 0 N N N 9.680 66.289 5.354 4.900 4.138 0.308 CL6 8LY 18 8LY C9 C16 C 0 1 Y N N 14.461 68.048 6.067 3.555 -0.837 -0.333 C9 8LY 19 8LY C11 C17 C 0 1 Y N N 16.350 69.555 6.122 1.234 -1.394 -0.551 C11 8LY 20 8LY C14 C18 C 0 1 Y N N 16.352 70.842 3.356 -0.673 -2.943 0.810 C14 8LY 21 8LY N16 N2 N 0 1 Y N N 17.645 71.874 1.642 -2.918 -3.536 1.309 N16 8LY 22 8LY C18 C19 C 0 1 Y N N 20.103 72.204 2.183 -4.687 -2.055 0.310 C18 8LY 23 8LY N19 N3 N 0 1 Y N N 20.794 71.883 3.294 -4.572 -0.968 -0.471 N19 8LY 24 8LY C23 C20 C 0 1 N N N 24.519 72.214 6.659 -6.484 3.578 -0.793 C23 8LY 25 8LY N24 N4 N 0 1 N N N 23.766 73.237 7.422 -6.587 3.650 0.670 N24 8LY 26 8LY C25 C21 C 0 1 N N N 22.297 73.119 7.285 -5.509 2.889 1.316 C25 8LY 27 8LY N27 N5 N 0 1 Y N N 19.934 71.284 4.221 -3.219 -0.695 -0.709 N27 8LY 28 8LY C29 C22 C 0 1 Y N N 16.070 69.803 7.477 1.624 -2.719 -0.751 C29 8LY 29 8LY C30 C23 C 0 1 Y N N 14.984 69.163 8.062 2.966 -3.037 -0.732 C30 8LY 30 8LY N31 N6 N 0 1 Y N N 14.226 68.325 7.356 3.881 -2.110 -0.528 N31 8LY 31 8LY H1 H1 H 0 1 N N N 11.130 64.831 3.365 7.394 2.777 0.479 H1 8LY 32 8LY H2 H2 H 0 1 N N N 11.840 67.751 6.406 3.274 1.840 -0.109 H2 8LY 33 8LY H3 H3 H 0 1 N N N 15.728 68.454 4.384 1.961 0.596 -0.174 H3 8LY 34 8LY H4 H4 H 0 1 N N N 18.285 70.217 6.011 -0.393 -0.218 -1.002 H4 8LY 35 8LY H5 H5 H 0 1 N N N 15.622 71.499 1.461 -1.298 -4.592 2.001 H5 8LY 36 8LY H6 H6 H 0 1 N N N 22.802 71.338 3.005 -6.627 -0.567 -0.581 H6 8LY 37 8LY H7 H7 H 0 1 N N N 22.489 73.105 3.083 -5.717 -0.265 -2.081 H7 8LY 38 8LY H8 H8 H 0 1 N N N 22.267 71.166 5.434 -4.548 1.639 -0.929 H8 8LY 39 8LY H9 H9 H 0 1 N N N 24.589 71.339 4.680 -6.533 2.067 -2.329 H9 8LY 40 8LY H10 H10 H 0 1 N N N 24.491 73.132 4.698 -7.600 1.740 -0.941 H10 8LY 41 8LY H11 H11 H 0 1 N N N 22.225 74.231 5.420 -6.580 1.020 1.265 H11 8LY 42 8LY H12 H12 H 0 1 N N N 20.811 73.160 5.701 -4.812 0.852 1.395 H12 8LY 43 8LY H13 H13 H 0 1 N N N 13.523 64.844 2.755 7.973 0.392 0.314 H13 8LY 44 8LY H14 H14 H 0 1 N N N 15.384 70.485 3.676 0.375 -3.172 0.934 H14 8LY 45 8LY H15 H15 H 0 1 N N N 20.506 72.678 1.300 -5.611 -2.495 0.653 H15 8LY 46 8LY H16 H16 H 0 1 N N N 24.307 71.223 7.087 -5.515 3.963 -1.109 H16 8LY 47 8LY H17 H17 H 0 1 N N N 25.595 72.427 6.743 -7.276 4.176 -1.243 H17 8LY 48 8LY H18 H18 H 0 1 N N N 24.001 73.146 8.390 -6.592 4.608 0.985 H18 8LY 49 8LY H20 H20 H 0 1 N N N 21.810 73.916 7.866 -5.594 2.987 2.398 H20 8LY 50 8LY H21 H21 H 0 1 N N N 21.972 72.139 7.663 -4.544 3.278 0.991 H21 8LY 51 8LY H22 H22 H 0 1 N N N 16.687 70.478 8.052 0.883 -3.487 -0.919 H22 8LY 52 8LY H23 H23 H 0 1 N N N 14.752 69.347 9.101 3.272 -4.062 -0.887 H23 8LY 53 # 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 8LY N16 C15 DOUB Y N 1 8LY N16 C17 SING Y N 2 8LY C15 C14 SING Y N 3 8LY C18 C17 DOUB Y N 4 8LY C18 N19 SING Y N 5 8LY C17 C28 SING Y N 6 8LY N19 C20 SING N N 7 8LY N19 N27 SING Y N 8 8LY C14 C13 DOUB Y N 9 8LY C20 C21 SING N N 10 8LY C3 C4 DOUB Y N 11 8LY C3 C2 SING Y N 12 8LY C28 C13 SING Y N 13 8LY C28 N27 DOUB Y N 14 8LY F1 C2 SING N N 15 8LY C4 C5 SING Y N 16 8LY C13 N12 SING N N 17 8LY C2 C8 DOUB Y N 18 8LY C5 CL6 SING N N 19 8LY C5 C7 DOUB Y N 20 8LY C21 C22 SING N N 21 8LY C21 C26 SING N N 22 8LY C22 C23 SING N N 23 8LY C8 C7 SING Y N 24 8LY C8 C9 SING N N 25 8LY C10 C9 DOUB Y N 26 8LY C10 C11 SING Y N 27 8LY N12 C11 SING N N 28 8LY C26 C25 SING N N 29 8LY C9 N31 SING Y N 30 8LY C11 C29 DOUB Y N 31 8LY C23 N24 SING N N 32 8LY C25 N24 SING N N 33 8LY N31 C30 DOUB Y N 34 8LY C29 C30 SING Y N 35 8LY C4 H1 SING N N 36 8LY C7 H2 SING N N 37 8LY C10 H3 SING N N 38 8LY N12 H4 SING N N 39 8LY C15 H5 SING N N 40 8LY C20 H6 SING N N 41 8LY C20 H7 SING N N 42 8LY C21 H8 SING N N 43 8LY C22 H9 SING N N 44 8LY C22 H10 SING N N 45 8LY C26 H11 SING N N 46 8LY C26 H12 SING N N 47 8LY C3 H13 SING N N 48 8LY C14 H14 SING N N 49 8LY C18 H15 SING N N 50 8LY C23 H16 SING N N 51 8LY C23 H17 SING N N 52 8LY N24 H18 SING N N 53 8LY C25 H20 SING N N 54 8LY C25 H21 SING N N 55 8LY C29 H22 SING N N 56 8LY C30 H23 SING N N 57 # 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 8LY SMILES ACDLabs 12.01 "c5c(Cl)cc(c4cc(Nc1c3c(ncc1)cn(CC2CCNCC2)n3)ccn4)c(F)c5" 8LY InChI InChI 1.03 "InChI=1S/C23H22ClFN6/c24-16-1-2-19(25)18(11-16)21-12-17(5-9-27-21)29-20-6-10-28-22-14-31(30-23(20)22)13-15-3-7-26-8-4-15/h1-2,5-6,9-12,14-15,26H,3-4,7-8,13H2,(H,27,29)" 8LY InChIKey InChI 1.03 QZJHLQYMHQMSIQ-UHFFFAOYSA-N 8LY SMILES_CANONICAL CACTVS 3.385 "Fc1ccc(Cl)cc1c2cc(Nc3ccnc4cn(CC5CCNCC5)nc34)ccn2" 8LY SMILES CACTVS 3.385 "Fc1ccc(Cl)cc1c2cc(Nc3ccnc4cn(CC5CCNCC5)nc34)ccn2" 8LY SMILES_CANONICAL "OpenEye OEToolkits" 2.0.6 "c1cc(c(cc1Cl)c2cc(ccn2)Nc3ccnc4c3nn(c4)CC5CCNCC5)F" 8LY SMILES "OpenEye OEToolkits" 2.0.6 "c1cc(c(cc1Cl)c2cc(ccn2)Nc3ccnc4c3nn(c4)CC5CCNCC5)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 8LY "SYSTEMATIC NAME" ACDLabs 12.01 "N-[2-(5-chloro-2-fluorophenyl)pyridin-4-yl]-2-[(piperidin-4-yl)methyl]-2H-pyrazolo[4,3-b]pyridin-7-amine" 8LY "SYSTEMATIC NAME" "OpenEye OEToolkits" 2.0.6 "~{N}-[2-(5-chloranyl-2-fluoranyl-phenyl)pyridin-4-yl]-2-(piperidin-4-ylmethyl)pyrazolo[4,3-b]pyridin-7-amine" # loop_ _pdbx_chem_comp_audit.comp_id _pdbx_chem_comp_audit.action_type _pdbx_chem_comp_audit.date _pdbx_chem_comp_audit.processing_site 8LY "Create component" 2017-02-15 RCSB 8LY "Initial release" 2017-04-12 RCSB #