data_8OA # _chem_comp.id 8OA _chem_comp.name "(R)-N-(3-methyl-1-(methylamino)-1-oxobutan-2-yl)-5-(4-(((4-oxo-4,5,6,7-tetrahydro-3H-cyclopenta[d]pyrimidin-2-yl)thio)methyl)phenyl)furan-2-carboxamide" _chem_comp.type NON-POLYMER _chem_comp.pdbx_type HETAIN _chem_comp.formula "C25 H28 N4 O4 S" _chem_comp.mon_nstd_parent_comp_id ? _chem_comp.pdbx_synonyms ? _chem_comp.pdbx_formal_charge 0 _chem_comp.pdbx_initial_date 2017-02-22 _chem_comp.pdbx_modified_date 2017-07-07 _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 480.579 _chem_comp.one_letter_code ? _chem_comp.three_letter_code 8OA _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 5UWM _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 8OA O4 O1 O 0 1 N N N -47.247 134.917 -9.468 6.052 2.771 -0.152 O4 8OA 1 8OA C3 C1 C 0 1 N N N -46.505 134.835 -8.509 7.054 2.102 -0.284 C3 8OA 2 8OA N5 N1 N 0 1 N N N -46.856 135.280 -7.307 8.176 2.659 -0.781 N5 8OA 3 8OA C6 C2 C 0 1 N N N -48.173 135.843 -7.039 8.155 4.042 -1.265 C6 8OA 4 8OA C4 C3 C 0 1 N N R -45.155 134.182 -8.689 7.048 0.648 0.113 C4 8OA 5 8OA C7 C4 C 0 1 N N N -44.166 135.119 -9.388 7.487 0.516 1.573 C7 8OA 6 8OA C10 C5 C 0 1 N N N -43.977 136.431 -8.634 7.574 -0.965 1.947 C10 8OA 7 8OA C8 C6 C 0 1 N N N -44.574 135.423 -10.826 8.859 1.169 1.753 C8 8OA 8 8OA N8 N2 N 0 1 N N N -44.558 133.721 -7.452 5.695 0.106 -0.040 N8 8OA 9 8OA C9 C7 C 0 1 N N N -44.979 132.596 -6.875 5.517 -1.215 -0.241 C9 8OA 10 8OA O10 O2 O 0 1 N N N -45.954 131.961 -7.263 6.480 -1.957 -0.295 O10 8OA 11 8OA C11 C8 C 0 1 Y N N -44.145 132.047 -5.786 4.164 -1.757 -0.394 C11 8OA 12 8OA O15 O3 O 0 1 Y N N -42.964 132.721 -5.611 3.017 -1.046 -0.356 O15 8OA 13 8OA C14 C9 C 0 1 Y N N -42.307 132.056 -4.609 1.974 -1.875 -0.533 C14 8OA 14 8OA C13 C10 C 0 1 Y N N -43.071 130.955 -4.213 2.447 -3.146 -0.690 C13 8OA 15 8OA C12 C11 C 0 1 Y N N -44.239 130.947 -4.960 3.842 -3.079 -0.609 C12 8OA 16 8OA C16 C12 C 0 1 Y N N -40.970 132.474 -4.125 0.552 -1.477 -0.555 C16 8OA 17 8OA C21 C13 C 0 1 Y N N -40.622 133.814 -4.193 -0.443 -2.438 -0.743 C21 8OA 18 8OA C20 C14 C 0 1 Y N N -39.370 134.220 -3.775 -1.769 -2.059 -0.762 C20 8OA 19 8OA C19 C15 C 0 1 Y N N -38.454 133.291 -3.314 -2.115 -0.730 -0.595 C19 8OA 20 8OA C18 C16 C 0 1 Y N N -38.788 131.948 -3.269 -1.134 0.228 -0.409 C18 8OA 21 8OA C17 C17 C 0 1 Y N N -40.046 131.534 -3.686 0.196 -0.137 -0.382 C17 8OA 22 8OA C22 C18 C 0 1 N N N -37.085 133.758 -2.874 -3.566 -0.323 -0.617 C22 8OA 23 8OA S23 S1 S 0 1 N N N -35.941 133.457 -4.191 -4.238 -0.396 1.062 S23 8OA 24 8OA C24 C19 C 0 1 N N N -34.377 133.514 -3.507 -5.896 0.113 0.749 C24 8OA 25 8OA N29 N3 N 0 1 N N N -33.310 133.258 -4.266 -6.774 0.203 1.786 N29 8OA 26 8OA C28 C20 C 0 1 N N N -32.073 133.254 -3.791 -8.045 0.592 1.551 C28 8OA 27 8OA O39 O4 O 0 1 N N N -31.140 132.988 -4.572 -8.847 0.679 2.467 O39 8OA 28 8OA C27 C21 C 0 1 N N N -31.897 133.552 -2.461 -8.429 0.896 0.232 C27 8OA 29 8OA C36 C22 C 0 1 N N N -30.612 133.630 -1.689 -9.758 1.350 -0.329 C36 8OA 30 8OA C37 C23 C 0 1 N N N -31.061 134.014 -0.273 -9.661 1.092 -1.848 C37 8OA 31 8OA C38 C24 C 0 1 N N N -32.593 134.140 -0.259 -8.138 1.163 -2.092 C38 8OA 32 8OA C26 C25 C 0 1 N N N -32.974 133.841 -1.684 -7.508 0.789 -0.768 C26 8OA 33 8OA N25 N4 N 0 1 N N N -34.220 133.811 -2.194 -6.262 0.405 -0.482 N25 8OA 34 8OA H1 H1 H 0 1 N N N -46.193 135.227 -6.560 8.998 2.145 -0.817 H1 8OA 35 8OA H2 H2 H 0 1 N N N -48.236 136.142 -5.982 7.868 4.707 -0.451 H2 8OA 36 8OA H3 H3 H 0 1 N N N -48.333 136.723 -7.679 9.146 4.316 -1.626 H3 8OA 37 8OA H4 H4 H 0 1 N N N -48.945 135.089 -7.253 7.435 4.131 -2.078 H4 8OA 38 8OA H5 H5 H 0 1 N N N -45.296 133.311 -9.346 7.735 0.094 -0.525 H5 8OA 39 8OA H6 H6 H 0 1 N N N -43.192 134.609 -9.419 6.761 1.012 2.217 H6 8OA 40 8OA H7 H7 H 0 1 N N N -43.683 136.219 -7.596 8.300 -1.460 1.303 H7 8OA 41 8OA H8 H8 H 0 1 N N N -43.191 137.025 -9.124 7.888 -1.059 2.987 H8 8OA 42 8OA H9 H9 H 0 1 N N N -44.921 136.996 -8.639 6.597 -1.430 1.819 H9 8OA 43 8OA H10 H10 H 0 1 N N N -43.835 136.097 -11.283 8.809 2.211 1.437 H10 8OA 44 8OA H11 H11 H 0 1 N N N -44.619 134.486 -11.400 9.149 1.121 2.803 H11 8OA 45 8OA H12 H12 H 0 1 N N N -45.563 135.905 -10.832 9.595 0.641 1.148 H12 8OA 46 8OA H13 H13 H 0 1 N N N -43.824 134.251 -7.028 4.928 0.698 0.003 H13 8OA 47 8OA H14 H14 H 0 1 N N N -42.799 130.235 -3.456 1.856 -4.035 -0.851 H14 8OA 48 8OA H15 H15 H 0 1 N N N -45.048 130.233 -4.906 4.533 -3.904 -0.695 H15 8OA 49 8OA H16 H16 H 0 1 N N N -41.328 134.538 -4.572 -0.175 -3.476 -0.873 H16 8OA 50 8OA H17 H17 H 0 1 N N N -39.105 135.266 -3.808 -2.539 -2.802 -0.907 H17 8OA 51 8OA H18 H18 H 0 1 N N N -38.071 131.224 -2.910 -1.410 1.265 -0.281 H18 8OA 52 8OA H19 H19 H 0 1 N N N -40.305 130.486 -3.669 0.960 0.611 -0.232 H19 8OA 53 8OA H20 H20 H 0 1 N N N -36.774 133.202 -1.977 -3.652 0.693 -1.000 H20 8OA 54 8OA H21 H21 H 0 1 N N N -37.115 134.834 -2.647 -4.123 -1.003 -1.262 H21 8OA 55 8OA H22 H22 H 0 1 N N N -30.096 132.659 -1.687 -10.571 0.765 0.103 H22 8OA 56 8OA H23 H23 H 0 1 N N N -30.747 133.236 0.439 -10.049 0.105 -2.100 H23 8OA 57 8OA H24 H24 H 0 1 N N N -32.903 135.156 0.028 -7.845 0.451 -2.865 H24 8OA 58 8OA H25 H25 H 0 1 N N N -33.450 133.060 -5.236 -6.489 -0.011 2.688 H25 8OA 59 8OA H26 H26 H 0 1 N N N -29.947 134.398 -2.111 -9.909 2.411 -0.133 H26 8OA 60 8OA H27 H27 H 0 1 N N N -30.608 134.975 0.011 -10.180 1.870 -2.408 H27 8OA 61 8OA H28 H28 H 0 1 N N N -33.043 133.411 0.431 -7.847 2.173 -2.379 H28 8OA 62 # 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 8OA C8 C7 SING N N 1 8OA O4 C3 DOUB N N 2 8OA C7 C4 SING N N 3 8OA C7 C10 SING N N 4 8OA C4 C3 SING N N 5 8OA C4 N8 SING N N 6 8OA C3 N5 SING N N 7 8OA N8 C9 SING N N 8 8OA N5 C6 SING N N 9 8OA O10 C9 DOUB N N 10 8OA C9 C11 SING N N 11 8OA C11 O15 SING Y N 12 8OA C11 C12 DOUB Y N 13 8OA O15 C14 SING Y N 14 8OA C12 C13 SING Y N 15 8OA C14 C13 DOUB Y N 16 8OA C14 C16 SING N N 17 8OA O39 C28 DOUB N N 18 8OA N29 C28 SING N N 19 8OA N29 C24 SING N N 20 8OA C21 C16 DOUB Y N 21 8OA C21 C20 SING Y N 22 8OA S23 C24 SING N N 23 8OA S23 C22 SING N N 24 8OA C16 C17 SING Y N 25 8OA C28 C27 SING N N 26 8OA C20 C19 DOUB Y N 27 8OA C17 C18 DOUB Y N 28 8OA C24 N25 DOUB N N 29 8OA C19 C18 SING Y N 30 8OA C19 C22 SING N N 31 8OA C27 C36 SING N N 32 8OA C27 C26 DOUB N N 33 8OA N25 C26 SING N N 34 8OA C36 C37 SING N N 35 8OA C26 C38 SING N N 36 8OA C37 C38 SING N N 37 8OA N5 H1 SING N N 38 8OA C6 H2 SING N N 39 8OA C6 H3 SING N N 40 8OA C6 H4 SING N N 41 8OA C4 H5 SING N N 42 8OA C7 H6 SING N N 43 8OA C10 H7 SING N N 44 8OA C10 H8 SING N N 45 8OA C10 H9 SING N N 46 8OA C8 H10 SING N N 47 8OA C8 H11 SING N N 48 8OA C8 H12 SING N N 49 8OA N8 H13 SING N N 50 8OA C13 H14 SING N N 51 8OA C12 H15 SING N N 52 8OA C21 H16 SING N N 53 8OA C20 H17 SING N N 54 8OA C18 H18 SING N N 55 8OA C17 H19 SING N N 56 8OA C22 H20 SING N N 57 8OA C22 H21 SING N N 58 8OA C36 H22 SING N N 59 8OA C37 H23 SING N N 60 8OA C38 H24 SING N N 61 8OA N29 H25 SING N N 62 8OA C36 H26 SING N N 63 8OA C37 H27 SING N N 64 8OA C38 H28 SING N N 65 # 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 8OA SMILES ACDLabs 12.01 "O=C(NC)C(NC(c1oc(cc1)c2ccc(cc2)CSC3=NC4=C(C(N3)=O)CCC4)=O)C(C)C" 8OA InChI InChI 1.03 "InChI=1S/C25H28N4O4S/c1-14(2)21(24(32)26-3)28-23(31)20-12-11-19(33-20)16-9-7-15(8-10-16)13-34-25-27-18-6-4-5-17(18)22(30)29-25/h7-12,14,21H,4-6,13H2,1-3H3,(H,26,32)(H,28,31)(H,27,29,30)/t21-/m1/s1" 8OA InChIKey InChI 1.03 AHTVZGHNJWEFAC-OAQYLSRUSA-N 8OA SMILES_CANONICAL CACTVS 3.385 "CNC(=O)[C@H](NC(=O)c1oc(cc1)c2ccc(CSC3=NC4=C(CCC4)C(=O)N3)cc2)C(C)C" 8OA SMILES CACTVS 3.385 "CNC(=O)[CH](NC(=O)c1oc(cc1)c2ccc(CSC3=NC4=C(CCC4)C(=O)N3)cc2)C(C)C" 8OA SMILES_CANONICAL "OpenEye OEToolkits" 2.0.6 "CC(C)[C@H](C(=O)NC)NC(=O)c1ccc(o1)c2ccc(cc2)CSC3=NC4=C(CCC4)C(=O)N3" 8OA SMILES "OpenEye OEToolkits" 2.0.6 "CC(C)C(C(=O)NC)NC(=O)c1ccc(o1)c2ccc(cc2)CSC3=NC4=C(CCC4)C(=O)N3" # 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 8OA "SYSTEMATIC NAME" ACDLabs 12.01 "N-methyl-N~2~-[5-(4-{[(4-oxo-4,5,6,7-tetrahydro-3H-cyclopenta[d]pyrimidin-2-yl)sulfanyl]methyl}phenyl)furan-2-carbonyl]-D-valinamide" 8OA "SYSTEMATIC NAME" "OpenEye OEToolkits" 2.0.6 "~{N}-[(2~{R})-3-methyl-1-(methylamino)-1-oxidanylidene-butan-2-yl]-5-[4-[(4-oxidanylidene-3,5,6,7-tetrahydrocyclopenta[d]pyrimidin-2-yl)sulfanylmethyl]phenyl]furan-2-carboxamide" # loop_ _pdbx_chem_comp_audit.comp_id _pdbx_chem_comp_audit.action_type _pdbx_chem_comp_audit.date _pdbx_chem_comp_audit.processing_site 8OA "Create component" 2017-02-22 RCSB 8OA "Modify formula" 2017-02-24 RCSB 8OA "Initial release" 2017-07-12 RCSB #