data_XR1 # _chem_comp.id XR1 _chem_comp.name "6-[2-chloro-4-(1,3-thiazol-5-yl)phenyl]-8-ethyl-2-{[4-(4-methylpiperazin-1-yl)phenyl]amino}pyrido[2,3-d]pyrimidin-7(8H)-one" _chem_comp.type NON-POLYMER _chem_comp.pdbx_type HETAIN _chem_comp.formula "C29 H28 Cl N7 O S" _chem_comp.mon_nstd_parent_comp_id ? _chem_comp.pdbx_synonyms ? _chem_comp.pdbx_formal_charge 0 _chem_comp.pdbx_initial_date 2012-04-20 _chem_comp.pdbx_modified_date 2013-08-23 _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 558.097 _chem_comp.one_letter_code ? _chem_comp.three_letter_code XR1 _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 4EQC _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 XR1 C26 C26 C 0 1 N N N 14.013 33.300 -16.995 1.026 4.840 -1.276 C26 XR1 1 XR1 C25 C25 C 0 1 N N N 14.034 34.736 -16.471 1.135 4.249 0.132 C25 XR1 2 XR1 N21 N21 N 0 1 N N N 13.718 34.673 -15.044 1.267 2.793 0.041 N21 XR1 3 XR1 C22 C22 C 0 1 N N N 12.335 34.777 -14.607 2.491 2.239 -0.045 C22 XR1 4 XR1 CL1 CL1 CL 0 0 N N N 10.699 37.382 -13.110 3.655 -0.546 2.371 CL1 XR1 5 XR1 O27 O27 O 0 1 N N N 11.407 34.894 -15.394 3.480 2.950 -0.046 O27 XR1 6 XR1 C33 C33 C 0 1 Y N N 9.994 35.914 -12.677 4.542 -0.465 0.881 C33 XR1 7 XR1 C32 C32 C 0 1 Y N N 8.648 35.824 -12.247 5.793 -1.036 0.792 C32 XR1 8 XR1 C31 C31 C 0 1 Y N N 8.066 34.577 -11.868 6.506 -0.971 -0.407 C31 XR1 9 XR1 C37 C37 C 0 1 Y N N 6.643 34.573 -11.358 7.847 -1.584 -0.504 C37 XR1 10 XR1 C36 C36 C 0 1 Y N N 5.617 35.271 -11.998 8.644 -1.589 -1.595 C36 XR1 11 XR1 N35 N35 N 0 1 Y N N 4.395 35.180 -11.412 9.792 -2.203 -1.421 N35 XR1 12 XR1 S38 S38 S 0 1 Y N N 5.971 33.808 -9.950 8.696 -2.433 0.786 S38 XR1 13 XR1 C34 C34 C 0 1 Y N N 4.424 34.448 -10.318 10.019 -2.717 -0.258 C34 XR1 14 XR1 C30 C30 C 0 1 Y N N 8.843 33.386 -11.942 5.951 -0.326 -1.515 C30 XR1 15 XR1 C29 C29 C 0 1 Y N N 10.178 33.468 -12.342 4.702 0.245 -1.426 C29 XR1 16 XR1 C28 C28 C 0 1 Y N N 10.777 34.730 -12.705 3.986 0.175 -0.229 C28 XR1 17 XR1 C23 C23 C 0 1 N N N 12.090 34.703 -13.106 2.640 0.784 -0.135 C23 XR1 18 XR1 C24 C24 C 0 1 N N N 13.095 34.610 -12.207 1.522 -0.008 -0.132 C24 XR1 19 XR1 C19 C19 C 0 1 Y N N 14.499 34.540 -12.700 0.251 0.603 -0.041 C19 XR1 20 XR1 C20 C20 C 0 1 Y N N 15.637 34.427 -11.908 -0.925 -0.163 -0.035 C20 XR1 21 XR1 N15 N15 N 0 1 Y N N 16.921 34.358 -12.390 -2.085 0.461 0.052 N15 XR1 22 XR1 C18 C18 C 0 1 Y N N 14.758 34.596 -14.086 0.142 2.008 0.051 C18 XR1 23 XR1 N17 N17 N 0 1 Y N N 16.019 34.573 -14.591 -1.067 2.549 0.141 N17 XR1 24 XR1 C16 C16 C 0 1 Y N N 17.038 34.438 -13.753 -2.149 1.785 0.132 C16 XR1 25 XR1 N14 N14 N 0 1 N N N 18.208 34.354 -14.264 -3.389 2.386 0.228 N14 XR1 26 XR1 C8 C8 C 0 1 Y N N 18.609 34.251 -15.509 -4.552 1.616 0.104 C8 XR1 27 XR1 C13 C13 C 0 1 Y N N 17.934 33.550 -16.521 -5.687 1.950 0.832 C13 XR1 28 XR1 C12 C12 C 0 1 Y N N 18.461 33.547 -17.845 -6.834 1.191 0.710 C12 XR1 29 XR1 C11 C11 C 0 1 Y N N 19.643 34.238 -18.190 -6.853 0.093 -0.141 C11 XR1 30 XR1 C10 C10 C 0 1 Y N N 20.317 34.912 -17.162 -5.718 -0.240 -0.869 C10 XR1 31 XR1 C9 C9 C 0 1 Y N N 19.811 34.907 -15.855 -4.573 0.522 -0.751 C9 XR1 32 XR1 N3 N3 N 0 1 N N N 20.090 34.315 -19.412 -8.015 -0.677 -0.264 N3 XR1 33 XR1 C2 C2 C 0 1 N N N 21.330 33.650 -19.871 -7.816 -1.782 -1.212 C2 XR1 34 XR1 C4 C4 C 0 1 N N N 19.364 34.898 -20.585 -8.454 -1.180 1.044 C4 XR1 35 XR1 C5 C5 C 0 1 N N N 20.184 35.412 -21.814 -9.767 -1.948 0.877 C5 XR1 36 XR1 N6 N6 N 0 1 N N N 21.362 34.592 -22.197 -9.568 -3.054 -0.070 N6 XR1 37 XR1 C7 C7 C 0 1 N N N 22.173 35.343 -23.131 -10.788 -3.862 -0.199 C7 XR1 38 XR1 C1 C1 C 0 1 N N N 22.149 34.393 -20.964 -9.129 -2.550 -1.378 C1 XR1 39 XR1 H1 H1 H 0 1 N N N 14.246 33.298 -18.070 1.922 4.590 -1.844 H1 XR1 40 XR1 H2 H2 H 0 1 N N N 14.763 32.702 -16.456 0.151 4.426 -1.776 H2 XR1 41 XR1 H3 H3 H 0 1 N N N 13.015 32.866 -16.836 0.929 5.923 -1.208 H3 XR1 42 XR1 H4 H4 H 0 1 N N N 15.031 35.178 -16.618 2.011 4.663 0.632 H4 XR1 43 XR1 H5 H5 H 0 1 N N N 13.283 35.342 -16.998 0.240 4.499 0.701 H5 XR1 44 XR1 H6 H6 H 0 1 N N N 8.047 36.720 -12.205 6.221 -1.535 1.649 H6 XR1 45 XR1 H7 H7 H 0 1 N N N 5.784 35.844 -12.898 8.361 -1.128 -2.530 H7 XR1 46 XR1 H8 H8 H 0 1 N N N 3.552 34.267 -9.707 10.919 -3.247 0.017 H8 XR1 47 XR1 H9 H9 H 0 1 N N N 8.405 32.431 -11.692 6.503 -0.275 -2.443 H9 XR1 48 XR1 H10 H10 H 0 1 N N N 10.775 32.569 -12.381 4.274 0.744 -2.283 H10 XR1 49 XR1 H11 H11 H 0 1 N N N 12.884 34.587 -11.148 1.611 -1.082 -0.199 H11 XR1 50 XR1 H12 H12 H 0 1 N N N 15.501 34.391 -10.837 -0.882 -1.240 -0.099 H12 XR1 51 XR1 H13 H13 H 0 1 N N N 18.950 34.370 -13.594 -3.454 3.342 0.381 H13 XR1 52 XR1 H14 H14 H 0 1 N N N 17.022 33.017 -16.298 -5.672 2.804 1.493 H14 XR1 53 XR1 H15 H15 H 0 1 N N N 17.937 32.996 -18.612 -7.716 1.450 1.276 H15 XR1 54 XR1 H16 H16 H 0 1 N N N 21.234 35.440 -17.379 -5.733 -1.094 -1.531 H16 XR1 55 XR1 H17 H17 H 0 1 N N N 20.361 35.424 -15.083 -3.691 0.262 -1.317 H17 XR1 56 XR1 H18 H18 H 0 1 N N N 21.052 32.665 -20.273 -7.503 -1.383 -2.177 H18 XR1 57 XR1 H19 H19 H 0 1 N N N 21.983 33.518 -18.996 -7.047 -2.454 -0.830 H19 XR1 58 XR1 H20 H20 H 0 1 N N N 18.780 35.751 -20.209 -7.693 -1.846 1.452 H20 XR1 59 XR1 H21 H21 H 0 1 N N N 18.680 34.121 -20.958 -8.606 -0.342 1.724 H21 XR1 60 XR1 H22 H22 H 0 1 N N N 20.541 36.426 -21.581 -10.080 -2.348 1.842 H22 XR1 61 XR1 H23 H23 H 0 1 N N N 19.506 35.452 -22.679 -10.536 -1.276 0.496 H23 XR1 62 XR1 H25 H25 H 0 1 N N N 23.049 34.744 -23.421 -11.603 -3.235 -0.561 H25 XR1 63 XR1 H26 H26 H 0 1 N N N 21.578 35.579 -24.025 -10.613 -4.674 -0.906 H26 XR1 64 XR1 H27 H27 H 0 1 N N N 22.509 36.277 -22.657 -11.053 -4.278 0.773 H27 XR1 65 XR1 H28 H28 H 0 1 N N N 23.043 33.799 -21.204 -9.890 -1.885 -1.786 H28 XR1 66 XR1 H29 H29 H 0 1 N N N 22.455 35.375 -20.574 -8.976 -3.388 -2.058 H29 XR1 67 # 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 XR1 C7 N6 SING N N 1 XR1 N6 C5 SING N N 2 XR1 N6 C1 SING N N 3 XR1 C5 C4 SING N N 4 XR1 C1 C2 SING N N 5 XR1 C4 N3 SING N N 6 XR1 C2 N3 SING N N 7 XR1 N3 C11 SING N N 8 XR1 C11 C12 DOUB Y N 9 XR1 C11 C10 SING Y N 10 XR1 C12 C13 SING Y N 11 XR1 C10 C9 DOUB Y N 12 XR1 C26 C25 SING N N 13 XR1 C13 C8 DOUB Y N 14 XR1 C25 N21 SING N N 15 XR1 C9 C8 SING Y N 16 XR1 C8 N14 SING N N 17 XR1 O27 C22 DOUB N N 18 XR1 N21 C22 SING N N 19 XR1 N21 C18 SING N N 20 XR1 C22 C23 SING N N 21 XR1 N17 C18 DOUB Y N 22 XR1 N17 C16 SING Y N 23 XR1 N14 C16 SING N N 24 XR1 C18 C19 SING Y N 25 XR1 C16 N15 DOUB Y N 26 XR1 CL1 C33 SING N N 27 XR1 C23 C28 SING N N 28 XR1 C23 C24 DOUB N N 29 XR1 C28 C33 DOUB Y N 30 XR1 C28 C29 SING Y N 31 XR1 C19 C24 SING N N 32 XR1 C19 C20 DOUB Y N 33 XR1 C33 C32 SING Y N 34 XR1 N15 C20 SING Y N 35 XR1 C29 C30 DOUB Y N 36 XR1 C32 C31 DOUB Y N 37 XR1 C36 N35 SING Y N 38 XR1 C36 C37 DOUB Y N 39 XR1 C30 C31 SING Y N 40 XR1 C31 C37 SING N N 41 XR1 N35 C34 DOUB Y N 42 XR1 C37 S38 SING Y N 43 XR1 C34 S38 SING Y N 44 XR1 C26 H1 SING N N 45 XR1 C26 H2 SING N N 46 XR1 C26 H3 SING N N 47 XR1 C25 H4 SING N N 48 XR1 C25 H5 SING N N 49 XR1 C32 H6 SING N N 50 XR1 C36 H7 SING N N 51 XR1 C34 H8 SING N N 52 XR1 C30 H9 SING N N 53 XR1 C29 H10 SING N N 54 XR1 C24 H11 SING N N 55 XR1 C20 H12 SING N N 56 XR1 N14 H13 SING N N 57 XR1 C13 H14 SING N N 58 XR1 C12 H15 SING N N 59 XR1 C10 H16 SING N N 60 XR1 C9 H17 SING N N 61 XR1 C2 H18 SING N N 62 XR1 C2 H19 SING N N 63 XR1 C4 H20 SING N N 64 XR1 C4 H21 SING N N 65 XR1 C5 H22 SING N N 66 XR1 C5 H23 SING N N 67 XR1 C7 H25 SING N N 68 XR1 C7 H26 SING N N 69 XR1 C7 H27 SING N N 70 XR1 C1 H28 SING N N 71 XR1 C1 H29 SING N N 72 # 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 XR1 SMILES ACDLabs 12.01 "O=C3N(c4nc(ncc4C=C3c2c(Cl)cc(c1scnc1)cc2)Nc6ccc(N5CCN(C)CC5)cc6)CC" XR1 InChI InChI 1.03 "InChI=1S/C29H28ClN7OS/c1-3-37-27-20(14-24(28(37)38)23-9-4-19(15-25(23)30)26-17-31-18-39-26)16-32-29(34-27)33-21-5-7-22(8-6-21)36-12-10-35(2)11-13-36/h4-9,14-18H,3,10-13H2,1-2H3,(H,32,33,34)" XR1 InChIKey InChI 1.03 DHUJCQOUWQMVCG-UHFFFAOYSA-N XR1 SMILES_CANONICAL CACTVS 3.370 "CCN1C(=O)C(=Cc2cnc(Nc3ccc(cc3)N4CCN(C)CC4)nc12)c5ccc(cc5Cl)c6scnc6" XR1 SMILES CACTVS 3.370 "CCN1C(=O)C(=Cc2cnc(Nc3ccc(cc3)N4CCN(C)CC4)nc12)c5ccc(cc5Cl)c6scnc6" XR1 SMILES_CANONICAL "OpenEye OEToolkits" 1.7.6 "CCN1c2c(cnc(n2)Nc3ccc(cc3)N4CCN(CC4)C)C=C(C1=O)c5ccc(cc5Cl)c6cncs6" XR1 SMILES "OpenEye OEToolkits" 1.7.6 "CCN1c2c(cnc(n2)Nc3ccc(cc3)N4CCN(CC4)C)C=C(C1=O)c5ccc(cc5Cl)c6cncs6" # 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 XR1 "SYSTEMATIC NAME" ACDLabs 12.01 "6-[2-chloro-4-(1,3-thiazol-5-yl)phenyl]-8-ethyl-2-{[4-(4-methylpiperazin-1-yl)phenyl]amino}pyrido[2,3-d]pyrimidin-7(8H)-one" XR1 "SYSTEMATIC NAME" "OpenEye OEToolkits" 1.7.6 "6-[2-chloranyl-4-(1,3-thiazol-5-yl)phenyl]-8-ethyl-2-[[4-(4-methylpiperazin-1-yl)phenyl]amino]pyrido[2,3-d]pyrimidin-7-one" # loop_ _pdbx_chem_comp_audit.comp_id _pdbx_chem_comp_audit.action_type _pdbx_chem_comp_audit.date _pdbx_chem_comp_audit.processing_site XR1 "Create component" 2012-04-20 RCSB XR1 "Initial release" 2013-08-28 RCSB #