data_ESK # _chem_comp.id ESK _chem_comp.name "2-[5-[5-chloranyl-2-(oxan-4-ylamino)pyrimidin-4-yl]-3-oxidanylidene-1~{H}-isoindol-2-yl]-~{N}-[(1~{S})-2-oxidanyl-1-phenyl-ethyl]ethanamide" _chem_comp.type NON-POLYMER _chem_comp.pdbx_type HETAIN _chem_comp.formula "C27 H28 Cl N5 O4" _chem_comp.mon_nstd_parent_comp_id ? _chem_comp.pdbx_synonyms ? _chem_comp.pdbx_formal_charge 0 _chem_comp.pdbx_initial_date 2018-04-11 _chem_comp.pdbx_modified_date 2018-05-25 _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 521.995 _chem_comp.one_letter_code ? _chem_comp.three_letter_code ESK _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 6G9K _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 ESK C2 C1 C 0 1 N N N -0.489 7.071 48.201 -6.011 2.585 -0.418 C2 ESK 1 ESK C3 C2 C 0 1 N N S 0.371 8.281 48.573 -6.389 1.116 -0.615 C3 ESK 2 ESK N4 N1 N 0 1 N N N 1.062 8.752 47.379 -5.736 0.302 0.413 N4 ESK 3 ESK C5 C3 C 0 1 N N N 2.334 8.461 47.105 -4.473 -0.132 0.229 C5 ESK 4 ESK C7 C4 C 0 1 N N N 2.769 8.742 45.680 -3.802 -0.969 1.287 C7 ESK 5 ESK C10 C5 C 0 1 Y N N 6.368 9.536 45.276 -0.576 -2.423 -0.117 C10 ESK 6 ESK C11 C6 C 0 1 Y N N 7.557 10.237 45.178 0.332 -3.236 -0.758 C11 ESK 7 ESK C12 C7 C 0 1 Y N N 8.724 9.578 44.838 1.671 -2.892 -0.789 C12 ESK 8 ESK C13 C8 C 0 1 Y N N 8.733 8.206 44.574 2.106 -1.720 -0.170 C13 ESK 9 ESK C14 C9 C 0 1 Y N N 7.527 7.498 44.682 1.193 -0.895 0.479 C14 ESK 10 ESK C15 C10 C 0 1 Y N N 6.348 8.174 45.018 -0.157 -1.241 0.502 C15 ESK 11 ESK C16 C11 C 0 1 N N N 4.962 7.676 45.201 -1.339 -0.586 1.095 C16 ESK 12 ESK O17 O1 O 0 1 N N N 4.540 6.527 45.124 -1.316 0.459 1.715 O17 ESK 13 ESK C22 C12 C 0 1 N N N 12.653 9.683 41.789 6.967 1.965 -0.394 C22 ESK 14 ESK C23 C13 C 0 1 N N N 13.949 10.388 41.459 7.115 3.329 -1.074 C23 ESK 15 ESK C24 C14 C 0 1 N N N 13.581 11.684 40.792 8.585 3.757 -1.028 C24 ESK 16 ESK C26 C15 C 0 1 N N N 11.621 10.803 39.839 8.956 2.534 1.002 C26 ESK 17 ESK C27 C16 C 0 1 N N N 11.837 9.475 40.526 7.502 2.057 1.038 C27 ESK 18 ESK C35 C17 C 0 1 Y N N -2.124 11.290 50.385 -10.626 0.679 -0.300 C35 ESK 19 ESK C36 C18 C 0 1 Y N N -1.670 10.219 51.128 -10.027 0.729 -1.544 C36 ESK 20 ESK C37 C19 C 0 1 Y N N -0.866 9.253 50.541 -8.656 0.869 -1.647 C37 ESK 21 ESK O1 O2 O 0 1 N N N -1.371 7.371 47.130 -6.541 3.050 0.825 O1 ESK 22 ESK O6 O3 O 0 1 N N N 3.114 7.996 47.931 -3.877 0.152 -0.789 O6 ESK 23 ESK N8 N2 N 0 1 N N N 4.207 8.769 45.494 -2.445 -1.311 0.851 N8 ESK 24 ESK C9 C20 C 0 1 N N N 4.984 10.006 45.598 -2.067 -2.509 0.094 C9 ESK 25 ESK C18 C21 C 0 1 Y N N 10.024 7.544 44.243 3.543 -1.357 -0.199 C18 ESK 26 ESK N19 N3 N 0 1 Y N N 10.862 8.270 43.485 3.917 -0.081 -0.268 N19 ESK 27 ESK C20 C22 C 0 1 Y N N 12.054 7.707 43.206 5.199 0.245 -0.293 C20 ESK 28 ESK N21 N4 N 0 1 N N N 12.917 8.407 42.445 5.553 1.582 -0.366 N21 ESK 29 ESK O25 O4 O 0 1 N N N 12.862 11.459 39.572 9.027 3.795 0.330 O25 ESK 30 ESK N28 N5 N 0 1 Y N N 12.482 6.496 43.595 6.153 -0.674 -0.250 N28 ESK 31 ESK C29 C23 C 0 1 Y N N 11.635 5.809 44.359 5.856 -1.961 -0.179 C29 ESK 32 ESK C30 C24 C 0 1 Y N N 10.383 6.288 44.703 4.527 -2.349 -0.146 C30 ESK 33 ESK CL1 CL1 CL 0 0 N N N 9.356 5.313 45.690 4.093 -4.027 -0.047 CL31 ESK 34 ESK C32 C25 C 0 1 Y N N -0.501 9.353 49.206 -7.883 0.962 -0.504 C32 ESK 35 ESK C33 C26 C 0 1 Y N N -0.969 10.438 48.469 -8.482 0.912 0.741 C33 ESK 36 ESK C34 C27 C 0 1 Y N N -1.775 11.398 49.056 -9.854 0.777 0.843 C34 ESK 37 ESK H41 H1 H 0 1 N N N -1.081 6.769 49.078 -4.925 2.684 -0.410 H41 ESK 38 ESK H40 H2 H 0 1 N N N 0.170 6.243 47.901 -6.424 3.179 -1.234 H40 ESK 39 ESK H38 H3 H 0 1 N N N 1.115 7.958 49.316 -6.062 0.786 -1.601 H38 ESK 40 ESK H42 H4 H 0 1 N N N 0.556 9.323 46.732 -6.212 0.075 1.227 H42 ESK 41 ESK H43 H5 H 0 1 N N N 2.364 9.720 45.382 -3.753 -0.407 2.219 H43 ESK 42 ESK H44 H6 H 0 1 N N N 2.351 7.959 45.031 -4.374 -1.884 1.443 H44 ESK 43 ESK H47 H7 H 0 1 N N N 7.573 11.300 45.367 -0.002 -4.144 -1.237 H47 ESK 44 ESK H48 H8 H 0 1 N N N 9.647 10.135 44.775 2.380 -3.532 -1.293 H48 ESK 45 ESK H49 H9 H 0 1 N N N 7.508 6.433 44.506 1.528 0.013 0.958 H49 ESK 46 ESK H51 H10 H 0 1 N N N 12.075 10.324 42.471 7.536 1.218 -0.948 H51 ESK 47 ESK H52 H11 H 0 1 N N N 14.554 9.770 40.779 6.789 3.257 -2.111 H52 ESK 48 ESK H53 H12 H 0 1 N N N 14.518 10.584 42.380 6.505 4.065 -0.550 H53 ESK 49 ESK H54 H13 H 0 1 N N N 14.500 12.245 40.567 9.189 3.042 -1.587 H54 ESK 50 ESK H55 H14 H 0 1 N N N 12.951 12.272 41.476 8.689 4.747 -1.473 H55 ESK 51 ESK H57 H15 H 0 1 N N N 11.008 11.446 40.488 9.329 2.643 2.021 H57 ESK 52 ESK H56 H16 H 0 1 N N N 11.094 10.633 38.888 9.565 1.804 0.469 H56 ESK 53 ESK H58 H17 H 0 1 N N N 10.863 9.035 40.787 6.900 2.767 1.606 H58 ESK 54 ESK H59 H18 H 0 1 N N N 12.376 8.796 39.849 7.451 1.077 1.511 H59 ESK 55 ESK H63 H19 H 0 1 N N N -2.751 12.041 50.843 -11.697 0.569 -0.220 H63 ESK 56 ESK H64 H20 H 0 1 N N N -1.942 10.133 52.170 -10.630 0.657 -2.437 H64 ESK 57 ESK H65 H21 H 0 1 N N N -0.521 8.415 51.129 -8.188 0.908 -2.619 H65 ESK 58 ESK H39 H22 H 0 1 N N N -1.890 6.603 46.922 -6.340 3.977 1.016 H39 ESK 59 ESK H45 H23 H 0 1 N N N 4.931 10.426 46.613 -2.582 -2.511 -0.867 H45 ESK 60 ESK H46 H24 H 0 1 N N N 4.638 10.757 44.872 -2.315 -3.411 0.653 H46 ESK 61 ESK H50 H25 H 0 1 N N N 13.179 7.784 41.708 4.865 2.265 -0.398 H50 ESK 62 ESK H60 H26 H 0 1 N N N 11.937 4.839 44.725 6.642 -2.702 -0.145 H60 ESK 63 ESK H61 H27 H 0 1 N N N -0.700 10.531 47.427 -7.879 0.988 1.634 H61 ESK 64 ESK H62 H28 H 0 1 N N N -2.131 12.233 48.471 -10.322 0.738 1.816 H62 ESK 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 ESK O25 C26 SING N N 1 ESK O25 C24 SING N N 2 ESK C26 C27 SING N N 3 ESK C27 C22 SING N N 4 ESK C24 C23 SING N N 5 ESK C23 C22 SING N N 6 ESK C22 N21 SING N N 7 ESK N21 C20 SING N N 8 ESK C20 N19 DOUB Y N 9 ESK C20 N28 SING Y N 10 ESK N19 C18 SING Y N 11 ESK N28 C29 DOUB Y N 12 ESK C18 C13 SING N N 13 ESK C18 C30 DOUB Y N 14 ESK C29 C30 SING Y N 15 ESK C13 C14 DOUB Y N 16 ESK C13 C12 SING Y N 17 ESK C14 C15 SING Y N 18 ESK C30 CL1 SING N N 19 ESK C12 C11 DOUB Y N 20 ESK C15 C16 SING N N 21 ESK C15 C10 DOUB Y N 22 ESK O17 C16 DOUB N N 23 ESK C11 C10 SING Y N 24 ESK C16 N8 SING N N 25 ESK C10 C9 SING N N 26 ESK N8 C9 SING N N 27 ESK N8 C7 SING N N 28 ESK C7 C5 SING N N 29 ESK C5 N4 SING N N 30 ESK C5 O6 DOUB N N 31 ESK O1 C2 SING N N 32 ESK N4 C3 SING N N 33 ESK C2 C3 SING N N 34 ESK C33 C34 DOUB Y N 35 ESK C33 C32 SING Y N 36 ESK C3 C32 SING N N 37 ESK C34 C35 SING Y N 38 ESK C32 C37 DOUB Y N 39 ESK C35 C36 DOUB Y N 40 ESK C37 C36 SING Y N 41 ESK C2 H41 SING N N 42 ESK C2 H40 SING N N 43 ESK C3 H38 SING N N 44 ESK N4 H42 SING N N 45 ESK C7 H43 SING N N 46 ESK C7 H44 SING N N 47 ESK C11 H47 SING N N 48 ESK C12 H48 SING N N 49 ESK C14 H49 SING N N 50 ESK C22 H51 SING N N 51 ESK C23 H52 SING N N 52 ESK C23 H53 SING N N 53 ESK C24 H54 SING N N 54 ESK C24 H55 SING N N 55 ESK C26 H57 SING N N 56 ESK C26 H56 SING N N 57 ESK C27 H58 SING N N 58 ESK C27 H59 SING N N 59 ESK C35 H63 SING N N 60 ESK C36 H64 SING N N 61 ESK C37 H65 SING N N 62 ESK O1 H39 SING N N 63 ESK C9 H45 SING N N 64 ESK C9 H46 SING N N 65 ESK N21 H50 SING N N 66 ESK C29 H60 SING N N 67 ESK C33 H61 SING N N 68 ESK C34 H62 SING N N 69 # 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 ESK InChI InChI 1.03 "InChI=1S/C27H28ClN5O4/c28-22-13-29-27(30-20-8-10-37-11-9-20)32-25(22)18-6-7-19-14-33(26(36)21(19)12-18)15-24(35)31-23(16-34)17-4-2-1-3-5-17/h1-7,12-13,20,23,34H,8-11,14-16H2,(H,31,35)(H,29,30,32)/t23-/m1/s1" ESK InChIKey InChI 1.03 MWUVKGXBEJSWSJ-HSZRJFAPSA-N ESK SMILES_CANONICAL CACTVS 3.385 "OC[C@@H](NC(=O)CN1Cc2ccc(cc2C1=O)c3nc(NC4CCOCC4)ncc3Cl)c5ccccc5" ESK SMILES CACTVS 3.385 "OC[CH](NC(=O)CN1Cc2ccc(cc2C1=O)c3nc(NC4CCOCC4)ncc3Cl)c5ccccc5" ESK SMILES_CANONICAL "OpenEye OEToolkits" 2.0.6 "c1ccc(cc1)[C@@H](CO)NC(=O)CN2Cc3ccc(cc3C2=O)c4c(cnc(n4)NC5CCOCC5)Cl" ESK SMILES "OpenEye OEToolkits" 2.0.6 "c1ccc(cc1)C(CO)NC(=O)CN2Cc3ccc(cc3C2=O)c4c(cnc(n4)NC5CCOCC5)Cl" # 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 ESK "SYSTEMATIC NAME" "OpenEye OEToolkits" 2.0.6 "2-[5-[5-chloranyl-2-(oxan-4-ylamino)pyrimidin-4-yl]-3-oxidanylidene-1~{H}-isoindol-2-yl]-~{N}-[(1~{S})-2-oxidanyl-1-phenyl-ethyl]ethanamide" # loop_ _pdbx_chem_comp_audit.comp_id _pdbx_chem_comp_audit.action_type _pdbx_chem_comp_audit.date _pdbx_chem_comp_audit.processing_site ESK "Create component" 2018-04-11 RCSB ESK "Initial release" 2018-05-30 RCSB #