data_5OA # _chem_comp.id 5OA _chem_comp.name "5-[2,3-bis(chloranyl)phenyl]-2-[(3~{R},5~{S})-3,5-dimethylpiperazin-1-yl]pyrimidin-4-amine" _chem_comp.type NON-POLYMER _chem_comp.pdbx_type HETAIN _chem_comp.formula "C16 H19 Cl2 N5" _chem_comp.mon_nstd_parent_comp_id ? _chem_comp.pdbx_synonyms SHP836 _chem_comp.pdbx_formal_charge 0 _chem_comp.pdbx_initial_date 2015-10-29 _chem_comp.pdbx_modified_date 2021-03-01 _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 352.262 _chem_comp.one_letter_code ? _chem_comp.three_letter_code 5OA _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 5EHP _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 5OA C2 C1 C 0 1 N N N 24.779 42.329 1.897 -3.777 1.024 -0.765 C2 5OA 1 5OA C3 C2 C 0 1 N N S 26.104 43.152 1.885 -5.239 0.740 -1.120 C3 5OA 2 5OA C11 C3 C 0 1 Y N N 18.664 39.788 4.516 2.658 1.408 1.746 C11 5OA 3 5OA C12 C4 C 0 1 Y N N 19.751 40.162 5.331 2.270 0.618 0.665 C12 5OA 4 5OA C13 C5 C 0 1 Y N N 21.106 40.395 4.758 0.832 0.389 0.389 C13 5OA 5 5OA C14 C6 C 0 1 Y N N 21.218 41.394 3.786 0.001 1.442 0.012 C14 5OA 6 5OA C16 C7 C 0 1 Y N N 23.536 40.941 3.523 -1.773 -0.026 -0.124 C16 5OA 7 5OA C18 C8 C 0 1 Y N N 22.276 39.659 5.077 0.271 -0.897 0.493 C18 5OA 8 5OA C22 C9 C 0 1 N N N 26.308 43.852 0.510 -5.940 2.051 -1.479 C22 5OA 9 5OA C23 C10 C 0 1 N N N 28.442 40.645 3.683 -5.960 -1.735 1.627 C23 5OA 10 5OA N1 N1 N 0 1 N N N 24.731 41.253 2.925 -3.116 -0.232 -0.383 N1 5OA 11 5OA N4 N2 N 0 1 N N N 27.280 42.304 2.217 -5.910 0.124 0.033 N4 5OA 12 5OA C5 C11 C 0 1 N N R 27.155 41.468 3.442 -5.248 -1.132 0.415 C5 5OA 13 5OA C6 C12 C 0 1 N N N 25.962 40.495 3.257 -3.787 -0.848 0.770 C6 5OA 14 5OA C7 C13 C 0 1 Y N N 19.525 40.479 6.668 3.241 0.043 -0.155 C7 5OA 15 5OA C8 C14 C 0 1 Y N N 18.249 40.334 7.224 4.580 0.260 0.109 C8 5OA 16 5OA C9 C15 C 0 1 Y N N 17.166 39.936 6.431 4.958 1.046 1.184 C9 5OA 17 5OA C10 C16 C 0 1 Y N N 17.381 39.641 5.070 3.998 1.618 2.000 C10 5OA 18 5OA N15 N3 N 0 1 Y N N 22.403 41.620 3.200 -1.277 1.198 -0.232 N15 5OA 19 5OA N17 N4 N 0 1 Y N N 23.441 39.965 4.462 -1.022 -1.057 0.236 N17 5OA 20 5OA N19 N5 N 0 1 N N N 22.315 38.656 5.979 1.054 -1.978 0.858 N19 5OA 21 5OA CL1 CL1 CL 0 0 N N N 18.024 40.733 8.899 5.791 -0.455 -0.910 CL1 5OA 22 5OA CL2 CL2 CL 0 0 N N N 20.833 41.096 7.645 2.767 -0.943 -1.503 CL2 5OA 23 5OA H1 H1 H 0 1 N N N 23.946 43.022 2.085 -3.270 1.454 -1.629 H1 5OA 24 5OA H2 H2 H 0 1 N N N 24.654 41.865 0.908 -3.735 1.725 0.068 H2 5OA 25 5OA H3 H3 H 0 1 N N N 26.014 43.938 2.649 -5.280 0.060 -1.971 H3 5OA 26 5OA H4 H4 H 0 1 N N N 18.818 39.614 3.461 1.911 1.859 2.382 H4 5OA 27 5OA H5 H5 H 0 1 N N N 20.355 41.981 3.509 0.394 2.444 -0.079 H5 5OA 28 5OA H6 H6 H 0 1 N N N 27.247 44.425 0.525 -5.441 2.509 -2.334 H6 5OA 29 5OA H7 H7 H 0 1 N N N 26.355 43.093 -0.284 -6.981 1.849 -1.732 H7 5OA 30 5OA H8 H8 H 0 1 N N N 25.466 44.533 0.317 -5.899 2.730 -0.628 H8 5OA 31 5OA H9 H9 H 0 1 N N N 28.324 40.037 4.592 -7.002 -1.935 1.374 H9 5OA 32 5OA H10 H10 H 0 1 N N N 28.622 39.985 2.822 -5.470 -2.666 1.910 H10 5OA 33 5OA H11 H11 H 0 1 N N N 29.296 41.328 3.806 -5.917 -1.034 2.460 H11 5OA 34 5OA H12 H12 H 0 1 N N N 27.444 41.691 1.444 -5.949 0.764 0.812 H12 5OA 35 5OA H14 H14 H 0 1 N N N 26.966 42.108 4.316 -5.291 -1.833 -0.419 H14 5OA 36 5OA H15 H15 H 0 1 N N N 25.803 39.933 4.189 -3.287 -1.782 1.026 H15 5OA 37 5OA H16 H16 H 0 1 N N N 26.188 39.793 2.441 -3.745 -0.168 1.621 H16 5OA 38 5OA H17 H17 H 0 1 N N N 16.177 39.856 6.858 6.005 1.213 1.386 H17 5OA 39 5OA H18 H18 H 0 1 N N N 16.561 39.303 4.454 4.299 2.230 2.837 H18 5OA 40 5OA H19 H19 H 0 1 N N N 23.246 38.296 6.038 1.998 -1.853 1.044 H19 5OA 41 5OA H20 H20 H 0 1 N N N 22.034 39.002 6.874 0.659 -2.861 0.928 H20 5OA 42 # # 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 5OA C22 C3 SING N N 1 5OA C3 C2 SING N N 2 5OA C3 N4 SING N N 3 5OA C2 N1 SING N N 4 5OA N4 C5 SING N N 5 5OA N1 C6 SING N N 6 5OA N1 C16 SING N N 7 5OA N15 C16 DOUB Y N 8 5OA N15 C14 SING Y N 9 5OA C6 C5 SING N N 10 5OA C5 C23 SING N N 11 5OA C16 N17 SING Y N 12 5OA C14 C13 DOUB Y N 13 5OA N17 C18 DOUB Y N 14 5OA C11 C10 DOUB Y N 15 5OA C11 C12 SING Y N 16 5OA C13 C18 SING Y N 17 5OA C13 C12 SING N N 18 5OA C10 C9 SING Y N 19 5OA C18 N19 SING N N 20 5OA C12 C7 DOUB Y N 21 5OA C9 C8 DOUB Y N 22 5OA C7 C8 SING Y N 23 5OA C7 CL2 SING N N 24 5OA C8 CL1 SING N N 25 5OA C2 H1 SING N N 26 5OA C2 H2 SING N N 27 5OA C3 H3 SING N N 28 5OA C11 H4 SING N N 29 5OA C14 H5 SING N N 30 5OA C22 H6 SING N N 31 5OA C22 H7 SING N N 32 5OA C22 H8 SING N N 33 5OA C23 H9 SING N N 34 5OA C23 H10 SING N N 35 5OA C23 H11 SING N N 36 5OA N4 H12 SING N N 37 5OA C5 H14 SING N N 38 5OA C6 H15 SING N N 39 5OA C6 H16 SING N N 40 5OA C9 H17 SING N N 41 5OA C10 H18 SING N N 42 5OA N19 H19 SING N N 43 5OA N19 H20 SING N N 44 # # 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 5OA InChI InChI 1.03 "InChI=1S/C16H19Cl2N5/c1-9-7-23(8-10(2)21-9)16-20-6-12(15(19)22-16)11-4-3-5-13(17)14(11)18/h3-6,9-10,21H,7-8H2,1-2H3,(H2,19,20,22)/t9-,10+" 5OA InChIKey InChI 1.03 SKFRRNOLFFQBQU-AOOOYVTPSA-N 5OA SMILES_CANONICAL CACTVS 3.385 "C[C@H]1CN(C[C@@H](C)N1)c2ncc(c(N)n2)c3cccc(Cl)c3Cl" 5OA SMILES CACTVS 3.385 "C[CH]1CN(C[CH](C)N1)c2ncc(c(N)n2)c3cccc(Cl)c3Cl" 5OA SMILES_CANONICAL "OpenEye OEToolkits" 2.0.4 "C[C@@H]1CN(C[C@@H](N1)C)c2ncc(c(n2)N)c3cccc(c3Cl)Cl" 5OA SMILES "OpenEye OEToolkits" 2.0.4 "CC1CN(CC(N1)C)c2ncc(c(n2)N)c3cccc(c3Cl)Cl" # _pdbx_chem_comp_identifier.comp_id 5OA _pdbx_chem_comp_identifier.type "SYSTEMATIC NAME" _pdbx_chem_comp_identifier.program "OpenEye OEToolkits" _pdbx_chem_comp_identifier.program_version 2.0.4 _pdbx_chem_comp_identifier.identifier "5-[2,3-bis(chloranyl)phenyl]-2-[(3~{R},5~{S})-3,5-dimethylpiperazin-1-yl]pyrimidin-4-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 5OA "Create component" 2015-10-29 RCSB 5OA "Initial release" 2016-07-06 RCSB 5OA "Modify synonyms" 2021-03-01 PDBE # _pdbx_chem_comp_synonyms.ordinal 1 _pdbx_chem_comp_synonyms.comp_id 5OA _pdbx_chem_comp_synonyms.name SHP836 _pdbx_chem_comp_synonyms.provenance ? _pdbx_chem_comp_synonyms.type ? ##