data_RBQ # _chem_comp.id RBQ _chem_comp.name "(8S)-2-(morpholin-4-yl)-9-[2-(propan-2-yloxy)ethyl]-8-(trifluoromethyl)-6,7,8,9-tetrahydro-4H-pyrimido[1,2-a]pyrimidin-4-one" _chem_comp.type NON-POLYMER _chem_comp.pdbx_type HETAIN _chem_comp.formula "C17 H25 F3 N4 O3" _chem_comp.mon_nstd_parent_comp_id ? _chem_comp.pdbx_synonyms ? _chem_comp.pdbx_formal_charge 0 _chem_comp.pdbx_initial_date 2014-08-12 _chem_comp.pdbx_modified_date 2014-11-21 _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 390.401 _chem_comp.one_letter_code ? _chem_comp.three_letter_code RBQ _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 4UWG _chem_comp.pdbx_subcomponent_list ? _chem_comp.pdbx_processing_site EBI # 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 RBQ C1 C1 C 0 1 N N N 18.757 -16.884 -24.497 -0.175 0.992 0.006 C1 RBQ 1 RBQ N2 N2 N 0 1 N N N 18.161 -15.691 -24.159 -1.245 0.284 0.321 N2 RBQ 2 RBQ N3 N3 N 0 1 N N N 18.010 -18.070 -24.635 -0.290 2.212 -0.582 N3 RBQ 3 RBQ C4 C4 C 0 1 N N N 16.744 -15.594 -23.934 -2.480 0.756 0.129 C4 RBQ 4 RBQ N5 N5 N 0 1 N N N 20.226 -16.887 -24.696 1.054 0.483 0.329 N5 RBQ 5 RBQ C6 C6 C 0 1 N N N 16.568 -18.020 -24.477 -1.516 2.763 -0.750 C6 RBQ 6 RBQ C7 C7 C 0 1 N N N 15.968 -16.770 -24.098 -2.651 2.027 -0.401 C7 RBQ 7 RBQ C8 C8 C 0 1 N N S 20.828 -18.144 -25.182 2.281 1.046 -0.215 C8 RBQ 8 RBQ C9 C9 C 0 1 N N N 20.905 -18.182 -26.694 3.439 0.743 0.738 C9 RBQ 9 RBQ N10 N10 N 0 1 N N N 16.281 -14.371 -23.735 -3.578 -0.014 0.454 N10 RBQ 10 RBQ C11 C11 C 0 1 N N N 18.666 -19.408 -24.831 0.870 2.942 -1.082 C11 RBQ 11 RBQ C12 C12 C 0 1 N N N 20.169 -19.377 -24.541 2.159 2.551 -0.390 C12 RBQ 12 RBQ O13 O13 O 0 1 N N N 15.980 -19.053 -24.770 -1.628 3.892 -1.201 O13 RBQ 13 RBQ F14 F14 F 0 1 N N N 21.401 -19.335 -27.138 3.671 -0.637 0.766 F14 RBQ 14 RBQ F15 F15 F 0 1 N N N 19.723 -18.020 -27.280 4.591 1.401 0.295 F15 RBQ 15 RBQ F16 F16 F 0 1 N N N 21.689 -17.222 -27.159 3.113 1.187 2.024 F16 RBQ 16 RBQ O17 O17 O 0 1 N N N 15.313 -11.884 -22.822 -5.364 -2.102 0.362 O17 RBQ 17 RBQ C18 C18 C 0 1 N N N 20.984 -16.230 -23.629 1.136 -0.657 1.246 C18 RBQ 18 RBQ C19 C19 C 0 1 N N N 17.205 -13.235 -23.534 -4.872 0.190 -0.216 C19 RBQ 19 RBQ C20 C20 C 0 1 N N N 14.864 -13.996 -23.916 -3.487 -1.068 1.478 C20 RBQ 20 RBQ C21 C21 C 0 1 N N N 21.205 -14.755 -23.745 0.994 -1.959 0.455 C21 RBQ 21 RBQ O22 O22 O 0 1 N N N 21.457 -14.223 -22.443 2.107 -2.103 -0.429 O22 RBQ 22 RBQ C23 C23 C 0 1 N N N 14.451 -13.016 -22.849 -4.062 -2.362 0.891 C23 RBQ 23 RBQ C24 C24 C 0 1 N N N 16.644 -12.290 -22.502 -5.376 -1.169 -0.717 C24 RBQ 24 RBQ C25 C25 C 0 1 N N N 21.135 -12.841 -22.206 2.071 -3.294 -1.219 C25 RBQ 25 RBQ C26 C26 C 0 1 N N N 22.085 -12.005 -23.009 2.775 -3.041 -2.554 C26 RBQ 26 RBQ C27 C27 C 0 1 N N N 21.304 -12.612 -20.755 2.784 -4.423 -0.472 C27 RBQ 27 RBQ H111 H111 H 0 0 N N N 18.192 -20.135 -24.155 0.972 2.749 -2.150 H111 RBQ 28 RBQ H112 H112 H 0 0 N N N 18.515 -19.725 -25.874 0.702 4.009 -0.935 H112 RBQ 29 RBQ H7 H7 H 0 1 N N N 14.901 -16.725 -23.934 -3.639 2.439 -0.541 H7 RBQ 30 RBQ H8 H8 H 0 1 N N N 21.869 -18.146 -24.827 2.485 0.590 -1.183 H8 RBQ 31 RBQ H181 H181 H 0 0 N N N 20.448 -16.409 -22.686 2.100 -0.645 1.755 H181 RBQ 32 RBQ H182 H182 H 0 0 N N N 21.973 -16.709 -23.585 0.336 -0.590 1.982 H182 RBQ 33 RBQ H121 H121 H 0 0 N N N 20.633 -20.287 -24.950 2.192 3.025 0.591 H121 RBQ 34 RBQ H122 H122 H 0 0 N N N 20.325 -19.343 -23.453 3.002 2.908 -0.982 H122 RBQ 35 RBQ H191 H191 H 0 0 N N N 18.179 -13.614 -23.190 -5.589 0.610 0.490 H191 RBQ 36 RBQ H192 H192 H 0 0 N N N 17.336 -12.699 -24.486 -4.746 0.868 -1.060 H192 RBQ 37 RBQ H201 H201 H 0 0 N N N 14.733 -13.534 -24.906 -2.445 -1.222 1.755 H201 RBQ 38 RBQ H202 H202 H 0 0 N N N 14.237 -14.897 -23.846 -4.062 -0.776 2.357 H202 RBQ 39 RBQ H231 H231 H 0 0 N N N 14.487 -13.517 -21.870 -4.132 -3.114 1.677 H231 RBQ 40 RBQ H232 H232 H 0 0 N N N 13.424 -12.679 -23.051 -3.411 -2.726 0.096 H232 RBQ 41 RBQ H241 H241 H 0 0 N N N 17.286 -11.398 -22.450 -4.730 -1.529 -1.517 H241 RBQ 42 RBQ H242 H242 H 0 0 N N N 16.637 -12.794 -21.524 -6.394 -1.059 -1.091 H242 RBQ 43 RBQ H211 H211 H 0 0 N N N 22.069 -14.561 -24.397 0.966 -2.802 1.145 H211 RBQ 44 RBQ H212 H212 H 0 0 N N N 20.310 -14.279 -24.172 0.071 -1.933 -0.124 H212 RBQ 45 RBQ H25 H25 H 0 1 N N N 20.099 -12.624 -22.507 1.035 -3.577 -1.403 H25 RBQ 46 RBQ H261 H261 H 0 0 N N N 21.863 -10.940 -22.848 3.811 -2.758 -2.371 H261 RBQ 47 RBQ H262 H262 H 0 0 N N N 23.117 -12.216 -22.692 2.747 -3.949 -3.157 H262 RBQ 48 RBQ H263 H263 H 0 0 N N N 21.973 -12.246 -24.076 2.267 -2.237 -3.086 H263 RBQ 49 RBQ H271 H271 H 0 0 N N N 21.069 -11.564 -20.519 2.283 -4.603 0.479 H271 RBQ 50 RBQ H272 H272 H 0 0 N N N 20.625 -13.275 -20.198 2.757 -5.331 -1.075 H272 RBQ 51 RBQ H273 H273 H 0 0 N N N 22.344 -12.828 -20.469 3.820 -4.140 -0.289 H273 RBQ 52 # 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 RBQ C1 N2 DOUB N N 1 RBQ C1 N3 SING N N 2 RBQ C1 N5 SING N N 3 RBQ N2 C4 SING N N 4 RBQ N3 C6 SING N N 5 RBQ N3 C11 SING N N 6 RBQ C4 C7 DOUB N N 7 RBQ C4 N10 SING N N 8 RBQ N5 C8 SING N N 9 RBQ N5 C18 SING N N 10 RBQ C6 C7 SING N N 11 RBQ C6 O13 DOUB N N 12 RBQ C8 C9 SING N N 13 RBQ C8 C12 SING N N 14 RBQ C9 F14 SING N N 15 RBQ C9 F15 SING N N 16 RBQ C9 F16 SING N N 17 RBQ N10 C19 SING N N 18 RBQ N10 C20 SING N N 19 RBQ C11 C12 SING N N 20 RBQ O17 C23 SING N N 21 RBQ O17 C24 SING N N 22 RBQ C18 C21 SING N N 23 RBQ C19 C24 SING N N 24 RBQ C20 C23 SING N N 25 RBQ C21 O22 SING N N 26 RBQ O22 C25 SING N N 27 RBQ C25 C26 SING N N 28 RBQ C25 C27 SING N N 29 RBQ C11 H111 SING N N 30 RBQ C11 H112 SING N N 31 RBQ C7 H7 SING N N 32 RBQ C8 H8 SING N N 33 RBQ C18 H181 SING N N 34 RBQ C18 H182 SING N N 35 RBQ C12 H121 SING N N 36 RBQ C12 H122 SING N N 37 RBQ C19 H191 SING N N 38 RBQ C19 H192 SING N N 39 RBQ C20 H201 SING N N 40 RBQ C20 H202 SING N N 41 RBQ C23 H231 SING N N 42 RBQ C23 H232 SING N N 43 RBQ C24 H241 SING N N 44 RBQ C24 H242 SING N N 45 RBQ C21 H211 SING N N 46 RBQ C21 H212 SING N N 47 RBQ C25 H25 SING N N 48 RBQ C26 H261 SING N N 49 RBQ C26 H262 SING N N 50 RBQ C26 H263 SING N N 51 RBQ C27 H271 SING N N 52 RBQ C27 H272 SING N N 53 RBQ C27 H273 SING N N 54 # 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 RBQ SMILES ACDLabs 12.01 "FC(F)(F)C3N(C2=NC(N1CCOCC1)=CC(=O)N2CC3)CCOC(C)C" RBQ InChI InChI 1.03 "InChI=1S/C17H25F3N4O3/c1-12(2)27-10-7-23-13(17(18,19)20)3-4-24-15(25)11-14(21-16(23)24)22-5-8-26-9-6-22/h11-13H,3-10H2,1-2H3/t13-/m0/s1" RBQ InChIKey InChI 1.03 MYULDSNSZNSXKG-ZDUSSCGKSA-N RBQ SMILES_CANONICAL CACTVS 3.385 "CC(C)OCCN1[C@@H](CCN2C(=O)C=C(N=C12)N3CCOCC3)C(F)(F)F" RBQ SMILES CACTVS 3.385 "CC(C)OCCN1[CH](CCN2C(=O)C=C(N=C12)N3CCOCC3)C(F)(F)F" RBQ SMILES_CANONICAL "OpenEye OEToolkits" 1.7.6 "CC(C)OCCN1[C@@H](CCN2C1=NC(=CC2=O)N3CCOCC3)C(F)(F)F" RBQ SMILES "OpenEye OEToolkits" 1.7.6 "CC(C)OCCN1C(CCN2C1=NC(=CC2=O)N3CCOCC3)C(F)(F)F" # 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 RBQ "SYSTEMATIC NAME" ACDLabs 12.01 "(8S)-2-(morpholin-4-yl)-9-[2-(propan-2-yloxy)ethyl]-8-(trifluoromethyl)-6,7,8,9-tetrahydro-4H-pyrimido[1,2-a]pyrimidin-4-one" RBQ "SYSTEMATIC NAME" "OpenEye OEToolkits" 1.7.6 "(8S)-2-morpholin-4-yl-9-(2-propan-2-yloxyethyl)-8-(trifluoromethyl)-7,8-dihydro-6H-pyrimido[1,2-a]pyrimidin-4-one" # loop_ _pdbx_chem_comp_audit.comp_id _pdbx_chem_comp_audit.action_type _pdbx_chem_comp_audit.date _pdbx_chem_comp_audit.processing_site RBQ "Create component" 2014-08-12 EBI RBQ "Initial release" 2014-11-26 RCSB #