data_9XA # _chem_comp.id 9XA _chem_comp.name "4-{6-(tert-butylsulfonyl)-7-[2-(4-methylpiperazin-1-yl)ethoxy]imidazo[1,2-a]pyridin-3-yl}-6-chloropyridin-2-amine" _chem_comp.type NON-POLYMER _chem_comp.pdbx_type HETAIN _chem_comp.formula "C23 H31 Cl N6 O3 S" _chem_comp.mon_nstd_parent_comp_id ? _chem_comp.pdbx_synonyms ? _chem_comp.pdbx_formal_charge 0 _chem_comp.pdbx_initial_date 2017-06-21 _chem_comp.pdbx_modified_date 2017-10-20 _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 507.049 _chem_comp.one_letter_code ? _chem_comp.three_letter_code 9XA _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 5W5O _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 9XA C2 C1 C 0 1 Y N N 1.757 15.021 93.404 -0.847 2.293 0.765 C2 9XA 1 9XA C3 C2 C 0 1 Y N N 0.634 14.197 92.944 0.518 1.998 0.929 C3 9XA 2 9XA C11 C3 C 0 1 N N N -1.927 12.694 92.727 3.143 1.479 1.256 C11 9XA 3 9XA C12 C4 C 0 1 N N N -3.367 12.527 92.153 4.573 0.947 1.375 C12 9XA 4 9XA C14 C5 C 0 1 Y N N 3.103 18.087 94.797 -4.221 1.197 -0.074 C14 9XA 5 9XA C15 C6 C 0 1 N N N -5.575 12.689 93.285 5.185 1.684 -0.849 C15 9XA 6 9XA C16 C7 C 0 1 N N N -6.316 12.947 91.946 5.608 1.199 -2.238 C16 9XA 7 9XA C18 C8 C 0 1 N N N -5.373 10.715 91.183 6.746 -0.686 -1.233 C18 9XA 8 9XA C19 C9 C 0 1 N N N -4.791 10.543 92.611 6.323 -0.201 0.157 C19 9XA 9 9XA C20 C10 C 0 1 Y N N 2.275 18.712 95.723 -5.462 1.722 0.302 C20 9XA 10 9XA C21 C11 C 0 1 Y N N 2.640 19.948 96.261 -6.616 1.055 -0.079 C21 9XA 11 9XA C23 C12 C 0 1 Y N N 4.633 19.966 94.993 -5.396 -0.589 -1.160 C23 9XA 12 9XA C24 C13 C 0 1 Y N N 4.289 18.721 94.431 -4.202 0.011 -0.824 C24 9XA 13 9XA C27 C14 C 0 1 N N N -6.631 12.167 89.664 7.962 1.358 -1.692 C27 9XA 14 9XA N1 N1 N 0 1 Y N N 1.590 16.214 93.883 -1.713 1.303 0.382 N1 9XA 15 9XA C4 C15 C 0 1 Y N N -0.589 14.714 93.085 0.959 0.723 0.704 C4 9XA 16 9XA C5 C16 C 0 1 Y N N -0.701 16.050 93.707 0.041 -0.271 0.311 C5 9XA 17 9XA C6 C17 C 0 1 Y N N 0.399 16.733 94.047 -1.264 0.034 0.160 C6 9XA 18 9XA C7 C18 C 0 1 Y N N 2.773 16.740 94.190 -2.966 1.875 0.302 C7 9XA 19 9XA C8 C19 C 0 1 Y N N 3.745 15.859 93.880 -2.820 3.191 0.638 C8 9XA 20 9XA N9 N2 N 0 1 Y N N 2.978 14.755 93.356 -1.538 3.419 0.908 N9 9XA 21 9XA O10 O1 O 0 1 N N N -1.723 14.117 92.686 2.273 0.418 0.856 O10 9XA 22 9XA N13 N3 N 0 1 N N N -4.350 11.872 93.078 5.052 0.530 0.051 N13 9XA 23 9XA N17 N4 N 0 1 N N N -6.441 11.751 91.073 6.879 0.469 -2.132 N17 9XA 24 9XA N22 N5 N 0 1 Y N N 3.797 20.526 95.892 -6.550 -0.064 -0.787 N22 9XA 25 9XA CL25 CL1 CL 0 0 N N N 6.121 20.833 94.543 -5.384 -2.057 -2.087 CL25 9XA 26 9XA N26 N6 N 0 1 N N N 1.862 20.599 97.165 -7.857 1.564 0.287 N26 9XA 27 9XA S28 S1 S 0 1 N N N -2.264 16.796 93.971 0.599 -1.916 0.017 S28 9XA 28 9XA O29 O2 O 0 1 N N N -2.043 18.245 93.938 -0.477 -2.532 -0.678 O29 9XA 29 9XA O30 O3 O 0 1 N N N -3.225 16.244 93.002 1.869 -1.750 -0.599 O30 9XA 30 9XA C31 C20 C 0 1 N N N -2.819 16.367 95.652 0.782 -2.634 1.672 C31 9XA 31 9XA C32 C21 C 0 1 N N N -2.023 15.140 96.134 1.367 -4.043 1.555 C32 9XA 32 9XA C33 C22 C 0 1 N N N -2.541 17.582 96.567 1.722 -1.761 2.506 C33 9XA 33 9XA C34 C23 C 0 1 N N N -4.338 16.081 95.668 -0.586 -2.705 2.352 C34 9XA 34 9XA H1 H1 H 0 1 N N N 0.789 13.219 92.512 1.210 2.770 1.231 H1 9XA 35 9XA H2 H2 H 0 1 N N N -1.867 12.316 93.758 2.819 1.870 2.220 H2 9XA 36 9XA H3 H3 H 0 1 N N N -1.189 12.171 92.101 3.112 2.274 0.512 H3 9XA 37 9XA H4 H4 H 0 1 N N N -3.751 13.526 91.900 5.221 1.732 1.765 H4 9XA 38 9XA H5 H5 H 0 1 N N N -3.301 11.918 91.239 4.588 0.094 2.053 H5 9XA 39 9XA H6 H6 H 0 1 N N N -5.291 13.655 93.729 5.939 2.366 -0.457 H6 9XA 40 9XA H7 H7 H 0 1 N N N -6.250 12.155 93.970 4.228 2.201 -0.921 H7 9XA 41 9XA H8 H8 H 0 1 N N N -5.765 13.721 91.392 4.841 0.538 -2.642 H8 9XA 42 9XA H9 H9 H 0 1 N N N -7.328 13.311 92.177 5.735 2.056 -2.899 H9 9XA 43 9XA H10 H10 H 0 1 N N N -5.796 9.750 90.865 7.703 -1.203 -1.161 H10 9XA 44 9XA H11 H11 H 0 1 N N N -4.551 10.995 90.508 5.993 -1.368 -1.625 H11 9XA 45 9XA H12 H12 H 0 1 N N N -5.564 10.146 93.286 6.195 -1.058 0.818 H12 9XA 46 9XA H13 H13 H 0 1 N N N -3.936 9.852 92.586 7.089 0.460 0.561 H13 9XA 47 9XA H14 H14 H 0 1 N N N 1.351 18.242 96.026 -5.520 2.633 0.879 H14 9XA 48 9XA H15 H15 H 0 1 N N N 4.948 18.255 93.713 -3.264 -0.425 -1.133 H15 9XA 49 9XA H16 H16 H 0 1 N N N -7.422 12.930 89.610 8.904 0.808 -1.687 H16 9XA 50 9XA H17 H17 H 0 1 N N N -5.691 12.586 89.275 8.039 2.203 -2.375 H17 9XA 51 9XA H18 H18 H 0 1 N N N -6.921 11.295 89.060 7.748 1.721 -0.687 H18 9XA 52 9XA H19 H19 H 0 1 N N N 0.303 17.725 94.462 -1.961 -0.734 -0.141 H19 9XA 53 9XA H20 H20 H 0 1 N N N 4.815 15.954 93.994 -3.613 3.924 0.675 H20 9XA 54 9XA H23 H23 H 0 1 N N N 2.302 21.458 97.427 -7.912 2.382 0.806 H23 9XA 55 9XA H24 H24 H 0 1 N N N 0.969 20.793 96.758 -8.668 1.102 0.024 H24 9XA 56 9XA H25 H25 H 0 1 N N N -2.347 14.868 97.149 2.342 -3.993 1.070 H25 9XA 57 9XA H26 H26 H 0 1 N N N -2.204 14.295 95.453 1.477 -4.475 2.549 H26 9XA 58 9XA H27 H27 H 0 1 N N N -0.950 15.380 96.144 0.698 -4.666 0.961 H27 9XA 59 9XA H28 H28 H 0 1 N N N -2.867 17.352 97.592 1.305 -0.757 2.590 H28 9XA 60 9XA H29 H29 H 0 1 N N N -1.463 17.803 96.566 1.832 -2.193 3.501 H29 9XA 61 9XA H30 H30 H 0 1 N N N -3.095 18.456 96.194 2.697 -1.711 2.022 H30 9XA 62 9XA H31 H31 H 0 1 N N N -4.653 15.824 96.690 -1.281 -3.252 1.715 H31 9XA 63 9XA H32 H32 H 0 1 N N N -4.883 16.975 95.330 -0.491 -3.217 3.309 H32 9XA 64 9XA H33 H33 H 0 1 N N N -4.560 15.240 94.994 -0.963 -1.695 2.516 H33 9XA 65 # 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 9XA C27 N17 SING N N 1 9XA N17 C18 SING N N 2 9XA N17 C16 SING N N 3 9XA C18 C19 SING N N 4 9XA C16 C15 SING N N 5 9XA C12 C11 SING N N 6 9XA C12 N13 SING N N 7 9XA C19 N13 SING N N 8 9XA O10 C11 SING N N 9 9XA O10 C4 SING N N 10 9XA C3 C4 DOUB Y N 11 9XA C3 C2 SING Y N 12 9XA O30 S28 DOUB N N 13 9XA N13 C15 SING N N 14 9XA C4 C5 SING Y N 15 9XA N9 C2 DOUB Y N 16 9XA N9 C8 SING Y N 17 9XA C2 N1 SING Y N 18 9XA C5 S28 SING N N 19 9XA C5 C6 DOUB Y N 20 9XA C8 C7 DOUB Y N 21 9XA N1 C6 SING Y N 22 9XA N1 C7 SING Y N 23 9XA O29 S28 DOUB N N 24 9XA S28 C31 SING N N 25 9XA C7 C14 SING N N 26 9XA C24 C14 DOUB Y N 27 9XA C24 C23 SING Y N 28 9XA CL25 C23 SING N N 29 9XA C14 C20 SING Y N 30 9XA C23 N22 DOUB Y N 31 9XA C31 C34 SING N N 32 9XA C31 C32 SING N N 33 9XA C31 C33 SING N N 34 9XA C20 C21 DOUB Y N 35 9XA N22 C21 SING Y N 36 9XA C21 N26 SING N N 37 9XA C3 H1 SING N N 38 9XA C11 H2 SING N N 39 9XA C11 H3 SING N N 40 9XA C12 H4 SING N N 41 9XA C12 H5 SING N N 42 9XA C15 H6 SING N N 43 9XA C15 H7 SING N N 44 9XA C16 H8 SING N N 45 9XA C16 H9 SING N N 46 9XA C18 H10 SING N N 47 9XA C18 H11 SING N N 48 9XA C19 H12 SING N N 49 9XA C19 H13 SING N N 50 9XA C20 H14 SING N N 51 9XA C24 H15 SING N N 52 9XA C27 H16 SING N N 53 9XA C27 H17 SING N N 54 9XA C27 H18 SING N N 55 9XA C6 H19 SING N N 56 9XA C8 H20 SING N N 57 9XA N26 H23 SING N N 58 9XA N26 H24 SING N N 59 9XA C32 H25 SING N N 60 9XA C32 H26 SING N N 61 9XA C32 H27 SING N N 62 9XA C33 H28 SING N N 63 9XA C33 H29 SING N N 64 9XA C33 H30 SING N N 65 9XA C34 H31 SING N N 66 9XA C34 H32 SING N N 67 9XA C34 H33 SING N N 68 # 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 9XA SMILES ACDLabs 12.01 "c14n(cc(c(c1)OCCN2CCN(CC2)C)S(C(C)(C)C)(=O)=O)c(c3cc(N)nc(c3)Cl)cn4" 9XA InChI InChI 1.03 "InChI=1S/C23H31ClN6O3S/c1-23(2,3)34(31,32)19-15-30-17(16-11-20(24)27-21(25)12-16)14-26-22(30)13-18(19)33-10-9-29-7-5-28(4)6-8-29/h11-15H,5-10H2,1-4H3,(H2,25,27)" 9XA InChIKey InChI 1.03 PIIVPMZRLRQOTG-UHFFFAOYSA-N 9XA SMILES_CANONICAL CACTVS 3.385 "CN1CCN(CCOc2cc3ncc(n3cc2[S](=O)(=O)C(C)(C)C)c4cc(N)nc(Cl)c4)CC1" 9XA SMILES CACTVS 3.385 "CN1CCN(CCOc2cc3ncc(n3cc2[S](=O)(=O)C(C)(C)C)c4cc(N)nc(Cl)c4)CC1" 9XA SMILES_CANONICAL "OpenEye OEToolkits" 2.0.6 "CC(C)(C)S(=O)(=O)c1cn2c(cc1OCCN3CCN(CC3)C)ncc2c4cc(nc(c4)Cl)N" 9XA SMILES "OpenEye OEToolkits" 2.0.6 "CC(C)(C)S(=O)(=O)c1cn2c(cc1OCCN3CCN(CC3)C)ncc2c4cc(nc(c4)Cl)N" # 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 9XA "SYSTEMATIC NAME" ACDLabs 12.01 "4-{6-(tert-butylsulfonyl)-7-[2-(4-methylpiperazin-1-yl)ethoxy]imidazo[1,2-a]pyridin-3-yl}-6-chloropyridin-2-amine" 9XA "SYSTEMATIC NAME" "OpenEye OEToolkits" 2.0.6 "4-[6-~{tert}-butylsulfonyl-7-[2-(4-methylpiperazin-1-yl)ethoxy]imidazo[1,2-a]pyridin-3-yl]-6-chloranyl-pyridin-2-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 9XA "Create component" 2017-06-21 RCSB 9XA "Initial release" 2017-10-25 RCSB #