data_E94 # _chem_comp.id E94 _chem_comp.name "4-(3-chlorophenyl)-5-{2-[(3-hydroxyphenyl)amino]pyrimidin-4-yl}-2-{[2-(piperidin-1-yl)ethyl]amino}thiophene-3-carbonitrile" _chem_comp.type NON-POLYMER _chem_comp.pdbx_type HETAIN _chem_comp.formula "C28 H27 Cl N6 O S" _chem_comp.mon_nstd_parent_comp_id ? _chem_comp.pdbx_synonyms ? _chem_comp.pdbx_formal_charge 0 _chem_comp.pdbx_initial_date 2012-07-09 _chem_comp.pdbx_modified_date 2012-08-24 _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 531.072 _chem_comp.one_letter_code ? _chem_comp.three_letter_code E94 _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 4FV7 _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 E94 N3 N3 N 0 1 N N N 13.024 5.161 17.190 -2.311 -4.144 0.489 N3 E94 1 E94 C18 C18 C 0 1 N N N 14.099 5.279 16.819 -2.052 -3.039 0.441 C18 E94 2 E94 C17 C17 C 0 1 Y N N 15.426 5.419 16.300 -1.725 -1.646 0.380 C17 E94 3 E94 C7 C7 C 0 1 Y N N 16.618 4.837 16.852 -0.368 -1.143 0.374 C7 E94 4 E94 C3 C3 C 0 1 Y N N 16.633 4.219 18.208 0.832 -2.009 0.429 C3 E94 5 E94 C2 C2 C 0 1 Y N N 15.610 3.358 18.601 1.114 -2.882 -0.621 C2 E94 6 E94 C4 C4 C 0 1 Y N N 17.685 4.468 19.087 1.688 -1.950 1.529 C4 E94 7 E94 C5 C5 C 0 1 Y N N 17.719 3.855 20.330 2.805 -2.759 1.575 C5 E94 8 E94 C6 C6 C 0 1 Y N N 16.694 3.008 20.725 3.077 -3.627 0.533 C6 E94 9 E94 C1 C1 C 0 1 Y N N 15.643 2.791 19.857 2.235 -3.687 -0.564 C1 E94 10 E94 CL CL CL 0 0 N N N 14.315 1.779 20.361 2.588 -4.775 -1.870 CL E94 11 E94 C9 C9 C 0 1 Y N N 15.645 6.120 15.092 -2.667 -0.650 0.317 C9 E94 12 E94 N1 N1 N 0 1 N N N 14.692 6.756 14.303 -4.030 -0.868 0.304 N1 E94 13 E94 C10 C10 C 0 1 N N N 15.084 7.598 13.180 -4.952 0.268 0.234 C10 E94 14 E94 C11 C11 C 0 1 N N N 15.698 8.924 13.604 -6.394 -0.244 0.234 C11 E94 15 E94 N2 N2 N 0 1 N N N 16.334 9.682 12.467 -7.319 0.895 0.163 N2 E94 16 E94 C16 C16 C 0 1 N N N 17.321 10.698 12.958 -8.703 0.464 0.398 C16 E94 17 E94 C15 C15 C 0 1 N N N 18.023 11.377 11.800 -9.616 1.690 0.463 C15 E94 18 E94 C14 C14 C 0 1 N N N 17.026 12.033 10.862 -9.519 2.462 -0.856 C14 E94 19 E94 C13 C13 C 0 1 N N N 15.969 11.037 10.411 -8.060 2.857 -1.102 C13 E94 20 E94 C12 C12 C 0 1 N N N 15.314 10.339 11.587 -7.192 1.597 -1.120 C12 E94 21 E94 S S S 0 1 Y N N 17.321 6.018 14.669 -1.940 0.889 0.256 S E94 22 E94 C8 C8 C 0 1 Y N N 17.711 5.039 16.045 -0.319 0.220 0.311 C8 E94 23 E94 C19 C19 C 0 1 Y N N 19.101 4.560 15.988 0.919 1.016 0.294 C19 E94 24 E94 C22 C22 C 0 1 Y N N 19.436 3.336 16.548 0.865 2.417 0.228 C22 E94 25 E94 C21 C21 C 0 1 Y N N 20.740 2.933 16.318 2.053 3.120 0.214 C21 E94 26 E94 N5 N5 N 0 1 Y N N 21.647 3.646 15.626 3.200 2.458 0.262 N5 E94 27 E94 C20 C20 C 0 1 Y N N 21.216 4.818 15.142 3.224 1.134 0.323 C20 E94 28 E94 N4 N4 N 0 1 Y N N 19.976 5.307 15.297 2.111 0.418 0.345 N4 E94 29 E94 N6 N6 N 0 1 N N N 22.088 5.581 14.432 4.446 0.483 0.378 N6 E94 30 E94 C23 C23 C 0 1 Y N N 21.959 6.727 13.616 5.632 1.210 0.240 C23 E94 31 E94 C28 C28 C 0 1 Y N N 20.763 7.070 12.993 6.773 0.817 0.928 C28 E94 32 E94 C27 C27 C 0 1 Y N N 20.621 8.322 12.402 7.946 1.532 0.787 C27 E94 33 E94 C26 C26 C 0 1 Y N N 21.655 9.247 12.451 7.988 2.641 -0.037 C26 E94 34 E94 C25 C25 C 0 1 Y N N 22.844 8.909 13.084 6.851 3.039 -0.726 C25 E94 35 E94 O O O 0 1 N N N 23.834 9.837 13.269 6.894 4.130 -1.535 O E94 36 E94 C24 C24 C 0 1 Y N N 23.005 7.645 13.636 5.672 2.324 -0.588 C24 E94 37 E94 H2 H2 H 0 1 N N N 14.797 3.136 17.926 0.457 -2.930 -1.477 H2 E94 38 E94 H3 H3 H 0 1 N N N 18.478 5.142 18.799 1.477 -1.273 2.343 H3 E94 39 E94 H4 H4 H 0 1 N N N 18.550 4.038 20.996 3.468 -2.714 2.426 H4 E94 40 E94 H5 H5 H 0 1 N N N 16.718 2.528 21.692 3.953 -4.258 0.574 H5 E94 41 E94 H6 H6 H 0 1 N N N 14.155 7.334 14.917 -4.377 -1.773 0.341 H6 E94 42 E94 H7 H7 H 0 1 N N N 14.191 7.806 12.572 -4.797 0.916 1.097 H7 E94 43 E94 H8 H8 H 0 1 N N N 15.821 7.050 12.574 -4.767 0.831 -0.681 H8 E94 44 E94 H9 H9 H 0 1 N N N 16.468 8.724 14.363 -6.549 -0.892 -0.629 H9 E94 45 E94 H10 H10 H 0 1 N N N 14.906 9.551 14.041 -6.579 -0.807 1.148 H10 E94 46 E94 H20 H20 H 0 1 N N N 18.070 10.196 13.588 -9.024 -0.186 -0.415 H20 E94 47 E94 H19 H19 H 0 1 N N N 16.791 11.457 13.552 -8.758 -0.080 1.342 H19 E94 48 E94 H18 H18 H 0 1 N N N 18.601 10.626 11.241 -10.645 1.369 0.622 H18 E94 49 E94 H17 H17 H 0 1 N N N 18.704 12.146 12.194 -9.304 2.334 1.285 H17 E94 50 E94 H15 H15 H 0 1 N N N 17.560 12.416 9.980 -9.868 1.832 -1.674 H15 E94 51 E94 H16 H16 H 0 1 N N N 16.535 12.867 11.384 -10.136 3.359 -0.799 H16 E94 52 E94 H14 H14 H 0 1 N N N 15.196 11.572 9.839 -7.978 3.370 -2.060 H14 E94 53 E94 H13 H13 H 0 1 N N N 16.443 10.281 9.768 -7.723 3.519 -0.304 H13 E94 54 E94 H12 H12 H 0 1 N N N 14.755 11.080 12.178 -6.150 1.876 -1.280 H12 E94 55 E94 H11 H11 H 0 1 N N N 14.621 9.573 11.209 -7.520 0.942 -1.927 H11 E94 56 E94 H22 H22 H 0 1 N N N 18.735 2.744 17.118 -0.083 2.932 0.189 H22 E94 57 E94 H21 H21 H 0 1 N N N 21.051 1.981 16.722 2.048 4.199 0.164 H21 E94 58 E94 H23 H23 H 0 1 N N N 23.032 5.259 14.503 4.478 -0.477 0.512 H23 E94 59 E94 H28 H28 H 0 1 N N N 19.945 6.365 12.968 6.743 -0.049 1.573 H28 E94 60 E94 H27 H27 H 0 1 N N N 19.699 8.576 11.901 8.833 1.225 1.323 H27 E94 61 E94 H26 H26 H 0 1 N N N 21.536 10.221 12.001 8.907 3.198 -0.144 H26 E94 62 E94 H25 H25 H 0 1 N N N 24.569 9.432 13.715 7.138 3.932 -2.449 H25 E94 63 E94 H24 H24 H 0 1 N N N 23.949 7.372 14.084 4.788 2.629 -1.127 H24 E94 64 # 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 E94 C13 C14 SING N N 1 E94 C13 C12 SING N N 2 E94 C14 C15 SING N N 3 E94 C12 N2 SING N N 4 E94 C15 C16 SING N N 5 E94 C27 C26 DOUB Y N 6 E94 C27 C28 SING Y N 7 E94 C26 C25 SING Y N 8 E94 N2 C16 SING N N 9 E94 N2 C11 SING N N 10 E94 C28 C23 DOUB Y N 11 E94 C25 O SING N N 12 E94 C25 C24 DOUB Y N 13 E94 C10 C11 SING N N 14 E94 C10 N1 SING N N 15 E94 C23 C24 SING Y N 16 E94 C23 N6 SING N N 17 E94 N1 C9 SING N N 18 E94 N6 C20 SING N N 19 E94 S C9 SING Y N 20 E94 S C8 SING Y N 21 E94 C9 C17 DOUB Y N 22 E94 C20 N4 DOUB Y N 23 E94 C20 N5 SING Y N 24 E94 N4 C19 SING Y N 25 E94 N5 C21 DOUB Y N 26 E94 C19 C8 SING N N 27 E94 C19 C22 DOUB Y N 28 E94 C8 C7 DOUB Y N 29 E94 C17 C18 SING N N 30 E94 C17 C7 SING Y N 31 E94 C21 C22 SING Y N 32 E94 C18 N3 TRIP N N 33 E94 C7 C3 SING N N 34 E94 C3 C2 DOUB Y N 35 E94 C3 C4 SING Y N 36 E94 C2 C1 SING Y N 37 E94 C4 C5 DOUB Y N 38 E94 C1 CL SING N N 39 E94 C1 C6 DOUB Y N 40 E94 C5 C6 SING Y N 41 E94 C2 H2 SING N N 42 E94 C4 H3 SING N N 43 E94 C5 H4 SING N N 44 E94 C6 H5 SING N N 45 E94 N1 H6 SING N N 46 E94 C10 H7 SING N N 47 E94 C10 H8 SING N N 48 E94 C11 H9 SING N N 49 E94 C11 H10 SING N N 50 E94 C16 H20 SING N N 51 E94 C16 H19 SING N N 52 E94 C15 H18 SING N N 53 E94 C15 H17 SING N N 54 E94 C14 H15 SING N N 55 E94 C14 H16 SING N N 56 E94 C13 H14 SING N N 57 E94 C13 H13 SING N N 58 E94 C12 H12 SING N N 59 E94 C12 H11 SING N N 60 E94 C22 H22 SING N N 61 E94 C21 H21 SING N N 62 E94 N6 H23 SING N N 63 E94 C28 H28 SING N N 64 E94 C27 H27 SING N N 65 E94 C26 H26 SING N N 66 E94 O H25 SING N N 67 E94 C24 H24 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 E94 SMILES ACDLabs 12.01 "Clc5cccc(c2c(sc(NCCN1CCCCC1)c2C#N)c3nc(ncc3)Nc4cccc(O)c4)c5" E94 InChI InChI 1.03 "InChI=1S/C28H27ClN6OS/c29-20-7-4-6-19(16-20)25-23(18-30)27(31-12-15-35-13-2-1-3-14-35)37-26(25)24-10-11-32-28(34-24)33-21-8-5-9-22(36)17-21/h4-11,16-17,31,36H,1-3,12-15H2,(H,32,33,34)" E94 InChIKey InChI 1.03 PNULACZBCYZZLG-UHFFFAOYSA-N E94 SMILES_CANONICAL CACTVS 3.370 "Oc1cccc(Nc2nccc(n2)c3sc(NCCN4CCCCC4)c(C#N)c3c5cccc(Cl)c5)c1" E94 SMILES CACTVS 3.370 "Oc1cccc(Nc2nccc(n2)c3sc(NCCN4CCCCC4)c(C#N)c3c5cccc(Cl)c5)c1" E94 SMILES_CANONICAL "OpenEye OEToolkits" 1.7.6 "c1cc(cc(c1)Cl)c2c(c(sc2c3ccnc(n3)Nc4cccc(c4)O)NCCN5CCCCC5)C#N" E94 SMILES "OpenEye OEToolkits" 1.7.6 "c1cc(cc(c1)Cl)c2c(c(sc2c3ccnc(n3)Nc4cccc(c4)O)NCCN5CCCCC5)C#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 E94 "SYSTEMATIC NAME" ACDLabs 12.01 "4-(3-chlorophenyl)-5-{2-[(3-hydroxyphenyl)amino]pyrimidin-4-yl}-2-{[2-(piperidin-1-yl)ethyl]amino}thiophene-3-carbonitrile" E94 "SYSTEMATIC NAME" "OpenEye OEToolkits" 1.7.6 "4-(3-chlorophenyl)-5-[2-[(3-hydroxyphenyl)amino]pyrimidin-4-yl]-2-(2-piperidin-1-ylethylamino)thiophene-3-carbonitrile" # loop_ _pdbx_chem_comp_audit.comp_id _pdbx_chem_comp_audit.action_type _pdbx_chem_comp_audit.date _pdbx_chem_comp_audit.processing_site E94 "Create component" 2012-07-09 RCSB E94 "Initial release" 2012-08-24 RCSB #