data_B87 # _chem_comp.id B87 _chem_comp.name "4-(1-benzothiophen-2-yl)-6-[4-(2-oxo-2-pyrrolidin-1-ylethyl)piperazin-1-yl]pyrimidine" _chem_comp.type NON-POLYMER _chem_comp.pdbx_type HETAIN _chem_comp.formula "C22 H25 N5 O S" _chem_comp.mon_nstd_parent_comp_id ? _chem_comp.pdbx_synonyms ? _chem_comp.pdbx_formal_charge 0 _chem_comp.pdbx_initial_date 2009-08-19 _chem_comp.pdbx_modified_date 2011-06-04 _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 407.532 _chem_comp.one_letter_code ? _chem_comp.three_letter_code B87 _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 3IPY _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 B87 C1 C1 C 0 1 N N N 33.169 7.891 44.199 8.651 2.236 -0.544 C1 B87 1 B87 C2 C2 C 0 1 N N N 32.444 8.784 43.161 7.250 1.960 -1.129 C2 B87 2 B87 N3 N3 N 0 1 N N N 31.134 9.008 43.786 6.614 0.945 -0.277 N3 B87 3 B87 C4 C4 C 0 1 N N N 31.213 9.041 45.252 7.559 0.561 0.787 C4 B87 4 B87 C5 C5 C 0 1 N N N 32.342 7.995 45.541 8.509 1.776 0.930 C5 B87 5 B87 C6 C6 C 0 1 N N N 29.980 9.151 43.091 5.372 0.448 -0.442 C6 B87 6 B87 O7 O7 O 0 1 N N N 29.241 10.129 43.145 4.678 0.839 -1.356 O7 B87 7 B87 C8 C8 C 0 1 N N N 29.573 8.011 42.185 4.845 -0.594 0.511 C8 B87 8 B87 N9 N9 N 0 1 N N N 29.659 6.739 42.891 3.479 -0.970 0.120 N9 B87 9 B87 C10 C10 C 0 1 N N N 28.790 6.536 44.066 3.020 -2.145 0.873 C10 B87 10 B87 C11 C11 C 0 1 N N N 29.459 5.577 45.042 1.629 -2.551 0.382 C11 B87 11 B87 N12 N12 N 0 1 N N N 29.858 4.487 44.169 0.703 -1.424 0.555 N12 B87 12 B87 C13 C13 C 0 1 N N N 31.020 4.714 43.335 1.162 -0.248 -0.199 C13 B87 13 B87 C14 C14 C 0 1 N N N 30.579 5.752 42.311 2.553 0.158 0.293 C14 B87 14 B87 C15 C15 C 0 1 Y N N 29.129 3.285 44.105 -0.586 -1.778 0.185 C15 B87 15 B87 C16 C16 C 0 1 Y N N 29.536 2.260 43.253 -1.625 -0.854 0.271 C16 B87 16 B87 C17 C17 C 0 1 Y N N 28.791 1.088 43.216 -2.903 -1.261 -0.113 C17 B87 17 B87 N18 N18 N 0 1 Y N N 27.690 0.977 44.001 -3.079 -2.512 -0.545 N18 B87 18 B87 C19 C19 C 0 1 Y N N 27.306 1.965 44.823 -2.069 -3.353 -0.610 C19 B87 19 B87 N20 N20 N 0 1 Y N N 28.013 3.103 44.869 -0.847 -3.004 -0.261 N20 B87 20 B87 C21 C21 C 0 1 Y N N 29.182 -0.030 42.313 -4.042 -0.324 -0.042 C21 B87 21 B87 S22 S22 S 0 1 Y N N 28.017 -1.328 42.308 -3.925 1.337 0.508 S22 B87 22 B87 C23 C23 C 0 1 Y N N 28.854 -2.268 41.212 -5.644 1.615 0.254 C23 B87 23 B87 C24 C24 C 0 1 Y N N 30.091 -1.570 40.817 -6.246 0.451 -0.235 C24 B87 24 B87 C25 C25 C 0 1 Y N N 30.279 -0.277 41.459 -5.291 -0.629 -0.394 C25 B87 25 B87 C26 C26 C 0 1 Y N N 28.486 -3.504 40.705 -6.418 2.761 0.463 C26 B87 26 B87 C27 C27 C 0 1 Y N N 29.348 -4.114 39.791 -7.765 2.745 0.190 C27 B87 27 B87 C28 C28 C 0 1 Y N N 30.526 -3.482 39.403 -8.366 1.591 -0.296 C28 B87 28 B87 C29 C29 C 0 1 Y N N 30.908 -2.222 39.897 -7.633 0.465 -0.507 C29 B87 29 B87 H1 H1 H 0 1 N N N 33.205 6.848 43.850 9.408 1.645 -1.061 H1 B87 30 B87 H1A H1A H 0 1 N N N 34.200 8.243 44.355 8.888 3.299 -0.596 H1A B87 31 B87 H2 H2 H 0 1 N N N 32.981 9.728 42.989 6.658 2.875 -1.120 H2 B87 32 B87 H2A H2A H 0 1 N N N 32.351 8.283 42.186 7.340 1.585 -2.148 H2A B87 33 B87 H4 H4 H 0 1 N N N 31.471 10.042 45.629 7.026 0.384 1.722 H4 B87 34 B87 H4A H4A H 0 1 N N N 30.260 8.760 45.723 8.119 -0.327 0.495 H4A B87 35 B87 H5 H5 H 0 1 N N N 31.912 7.020 45.813 9.473 1.472 1.339 H5 B87 36 B87 H5A H5A H 0 1 N N N 32.982 8.329 46.371 8.056 2.557 1.541 H5A B87 37 B87 H8 H8 H 0 1 N N N 28.536 8.168 41.852 5.487 -1.474 0.479 H8 B87 38 B87 H8A H8A H 0 1 N N N 30.245 7.986 41.315 4.834 -0.189 1.523 H8A B87 39 B87 H10 H10 H 0 1 N N N 28.618 7.502 44.564 3.716 -2.970 0.719 H10 B87 40 B87 H10A H10A H 0 0 N N N 27.828 6.113 43.740 2.974 -1.901 1.935 H10A B87 41 B87 H11 H11 H 0 1 N N N 30.321 6.037 45.548 1.681 -2.821 -0.673 H11 B87 42 B87 H11A H11A H 0 0 N N N 28.769 5.243 45.831 1.274 -3.405 0.959 H11A B87 43 B87 H13 H13 H 0 1 N N N 31.866 5.086 43.932 1.208 -0.492 -1.260 H13 B87 44 B87 H13A H13A H 0 0 N N N 31.337 3.784 42.840 0.466 0.577 -0.045 H13A B87 45 B87 H14 H14 H 0 1 N N N 30.067 5.236 41.485 2.501 0.428 1.348 H14 B87 46 B87 H14A H14A H 0 0 N N N 31.470 6.278 41.937 2.908 1.012 -0.284 H14A B87 47 B87 H16 H16 H 0 1 N N N 30.413 2.375 42.634 -1.446 0.150 0.626 H16 B87 48 B87 H19 H19 H 0 1 N N N 26.431 1.844 45.445 -2.246 -4.358 -0.965 H19 B87 49 B87 H25 H25 H 0 1 N N N 31.119 0.384 41.307 -5.570 -1.604 -0.765 H25 B87 50 B87 H26 H26 H 0 1 N N N 27.564 -3.979 41.006 -5.956 3.661 0.841 H26 B87 51 B87 H27 H27 H 0 1 N N N 29.099 -5.082 39.383 -8.358 3.633 0.353 H27 B87 52 B87 H28 H28 H 0 1 N N N 31.172 -3.979 38.695 -9.425 1.588 -0.508 H28 B87 53 B87 H29 H29 H 0 1 N N N 31.828 -1.764 39.565 -8.114 -0.425 -0.886 H29 B87 54 # 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 B87 C1 C2 SING N N 1 B87 C1 C5 SING N N 2 B87 C2 N3 SING N N 3 B87 N3 C4 SING N N 4 B87 N3 C6 SING N N 5 B87 C4 C5 SING N N 6 B87 C6 O7 DOUB N N 7 B87 C6 C8 SING N N 8 B87 C8 N9 SING N N 9 B87 N9 C10 SING N N 10 B87 N9 C14 SING N N 11 B87 C10 C11 SING N N 12 B87 C11 N12 SING N N 13 B87 N12 C13 SING N N 14 B87 N12 C15 SING N N 15 B87 C13 C14 SING N N 16 B87 C15 C16 DOUB Y N 17 B87 C15 N20 SING Y N 18 B87 C16 C17 SING Y N 19 B87 C17 N18 DOUB Y N 20 B87 C17 C21 SING Y N 21 B87 N18 C19 SING Y N 22 B87 C19 N20 DOUB Y N 23 B87 C21 S22 SING Y N 24 B87 C21 C25 DOUB Y N 25 B87 S22 C23 SING Y N 26 B87 C23 C24 DOUB Y N 27 B87 C23 C26 SING Y N 28 B87 C24 C25 SING Y N 29 B87 C24 C29 SING Y N 30 B87 C26 C27 DOUB Y N 31 B87 C27 C28 SING Y N 32 B87 C28 C29 DOUB Y N 33 B87 C1 H1 SING N N 34 B87 C1 H1A SING N N 35 B87 C2 H2 SING N N 36 B87 C2 H2A SING N N 37 B87 C4 H4 SING N N 38 B87 C4 H4A SING N N 39 B87 C5 H5 SING N N 40 B87 C5 H5A SING N N 41 B87 C8 H8 SING N N 42 B87 C8 H8A SING N N 43 B87 C10 H10 SING N N 44 B87 C10 H10A SING N N 45 B87 C11 H11 SING N N 46 B87 C11 H11A SING N N 47 B87 C13 H13 SING N N 48 B87 C13 H13A SING N N 49 B87 C14 H14 SING N N 50 B87 C14 H14A SING N N 51 B87 C16 H16 SING N N 52 B87 C19 H19 SING N N 53 B87 C25 H25 SING N N 54 B87 C26 H26 SING N N 55 B87 C27 H27 SING N N 56 B87 C28 H28 SING N N 57 B87 C29 H29 SING N N 58 # 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 B87 SMILES ACDLabs 11.02 "O=C(N1CCCC1)CN5CCN(c4ncnc(c3sc2ccccc2c3)c4)CC5" B87 SMILES_CANONICAL CACTVS 3.352 "O=C(CN1CCN(CC1)c2cc(ncn2)c3sc4ccccc4c3)N5CCCC5" B87 SMILES CACTVS 3.352 "O=C(CN1CCN(CC1)c2cc(ncn2)c3sc4ccccc4c3)N5CCCC5" B87 SMILES_CANONICAL "OpenEye OEToolkits" 1.7.0 "c1ccc2c(c1)cc(s2)c3cc(ncn3)N4CCN(CC4)CC(=O)N5CCCC5" B87 SMILES "OpenEye OEToolkits" 1.7.0 "c1ccc2c(c1)cc(s2)c3cc(ncn3)N4CCN(CC4)CC(=O)N5CCCC5" B87 InChI InChI 1.03 "InChI=1S/C22H25N5OS/c28-22(27-7-3-4-8-27)15-25-9-11-26(12-10-25)21-14-18(23-16-24-21)20-13-17-5-1-2-6-19(17)29-20/h1-2,5-6,13-14,16H,3-4,7-12,15H2" B87 InChIKey InChI 1.03 NDLZMZLRTHDNSQ-UHFFFAOYSA-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 B87 "SYSTEMATIC NAME" ACDLabs 11.02 "2-{4-[6-(1-benzothiophen-2-yl)pyrimidin-4-yl]piperazin-1-yl}-1-(pyrrolidin-1-yl)ethanone" B87 "SYSTEMATIC NAME" "OpenEye OEToolkits" 1.6.1 "2-[4-[6-(1-benzothiophen-2-yl)pyrimidin-4-yl]piperazin-1-yl]-1-pyrrolidin-1-yl-ethanone" # loop_ _pdbx_chem_comp_audit.comp_id _pdbx_chem_comp_audit.action_type _pdbx_chem_comp_audit.date _pdbx_chem_comp_audit.processing_site B87 "Create component" 2009-08-19 RCSB B87 "Modify aromatic_flag" 2011-06-04 RCSB B87 "Modify descriptor" 2011-06-04 RCSB #