data_681 # _chem_comp.id 681 _chem_comp.name "2-(5-AMINO-6-OXO-2-PHENYL-6H-PYRIMIDIN-1-YL)-N-[2-(5-TERT-BUTYL-1,3,4-OXADIAZOL-2-YL)-1-(METHYLETHYL)-2-HYDROXYETHYL]ACETAMIDE" _chem_comp.type NON-POLYMER _chem_comp.pdbx_type HETAIN _chem_comp.formula "C23 H30 N6 O4" _chem_comp.mon_nstd_parent_comp_id ? _chem_comp.pdbx_synonyms ONO-6818 _chem_comp.pdbx_formal_charge 0 _chem_comp.pdbx_initial_date 2000-10-16 _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 454.522 _chem_comp.one_letter_code ? _chem_comp.three_letter_code 681 _chem_comp.pdbx_model_coordinates_details ? _chem_comp.pdbx_model_coordinates_missing_flag N _chem_comp.pdbx_ideal_coordinates_details ? _chem_comp.pdbx_ideal_coordinates_missing_flag N _chem_comp.pdbx_model_coordinates_db_code 1FZZ _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 681 C1 C1 C 0 1 N N S -8.524 23.669 37.586 2.271 -0.518 2.434 C1 681 1 681 O1 O1 O 0 1 N N N -8.329 24.877 37.003 3.095 -1.536 3.005 O1 681 2 681 C2 C2 C 0 1 Y N N -7.633 22.952 36.531 0.956 -0.466 3.169 C2 681 3 681 N1 N1 N 0 1 Y N N -6.845 21.959 36.727 0.188 -1.481 3.447 N1 681 4 681 O2 O2 O 0 1 Y N N -7.934 23.080 35.203 0.357 0.635 3.651 O2 681 5 681 N2 N2 N 0 1 Y N N -6.599 21.372 35.472 -0.850 -1.069 4.085 N2 681 6 681 C3 C3 C 0 1 Y N N -7.248 22.053 34.628 -0.784 0.224 4.227 C3 681 7 681 C4 C4 C 0 1 N N N -7.253 21.913 33.142 -1.803 1.098 4.911 C4 681 8 681 C5 C5 C 0 1 N N N -6.635 23.145 32.518 -1.951 0.664 6.370 C5 681 9 681 C6 C6 C 0 1 N N N -6.445 20.699 32.756 -1.342 2.556 4.857 C6 681 10 681 C7 C7 C 0 1 N N N -8.672 21.748 32.657 -3.151 0.963 4.200 C7 681 11 681 CVA CVA C 0 1 N N S -10.050 23.736 37.404 2.019 -0.833 0.958 CVA 681 12 681 CVB CVB C 0 1 N N N -10.582 25.168 37.780 3.340 -0.763 0.189 CVB 681 13 681 CV1 CV1 C 0 1 N N N -10.438 25.407 39.274 4.004 0.591 0.438 CV1 681 14 681 CV2 CV2 C 0 1 N N N -12.042 25.280 37.391 4.268 -1.882 0.668 CV2 681 15 681 NV NV N 0 1 N N N -10.643 22.752 38.284 1.079 0.143 0.404 NV 681 16 681 COG COG C 0 1 N N N -10.725 21.511 37.824 0.252 -0.210 -0.599 COG 681 17 681 OCG OCG O 0 1 N N N -10.412 21.205 36.673 0.287 -1.338 -1.044 OCG 681 18 681 CAG CAG C 0 1 N N N -11.273 20.482 38.793 -0.714 0.794 -1.169 CAG 681 19 681 N2X N2X N 0 1 Y N N -12.279 19.618 38.192 -1.493 0.169 -2.241 N2X 681 20 681 C1X C1X C 0 1 Y N N -12.024 18.279 37.827 -0.991 0.111 -3.509 C1X 681 21 681 N1X N1X N 0 1 Y N N -12.981 17.474 37.515 -1.669 -0.449 -4.487 N1X 681 22 681 C2X C2X C 0 1 Y N N -14.271 17.955 37.545 -2.877 -0.974 -4.285 C2X 681 23 681 C3X C3X C 0 1 Y N N -14.588 19.254 37.892 -3.439 -0.943 -3.038 C3X 681 24 681 C4X C4X C 0 1 Y N N -13.517 20.152 38.241 -2.713 -0.347 -1.978 C4X 681 25 681 O1X O1X O 0 1 N N N -13.682 21.344 38.492 -3.180 -0.300 -0.853 O1X 681 26 681 N3X N3X N 0 1 N N N -15.856 19.764 38.042 -4.707 -1.492 -2.814 N3X 681 27 681 C5X C5X C 0 1 Y N N -10.600 17.805 37.704 0.343 0.679 -3.786 C5X 681 28 681 C6X C6X C 0 1 Y N N -10.162 16.703 38.433 1.313 -0.091 -4.430 C6X 681 29 681 C7X C7X C 0 1 Y N N -8.875 16.205 38.259 2.558 0.445 -4.686 C7X 681 30 681 C8X C8X C 0 1 Y N N -8.010 16.814 37.347 2.846 1.743 -4.305 C8X 681 31 681 C9X C9X C 0 1 Y N N -8.440 17.919 36.613 1.890 2.512 -3.666 C9X 681 32 681 C0X C0X C 0 1 Y N N -9.733 18.409 36.795 0.639 1.991 -3.409 C0X 681 33 681 H11 1H1 H 0 1 N N N -8.295 23.275 38.603 2.773 0.445 2.519 H11 681 34 681 HO1 HO1 H 0 1 N N N -8.873 25.314 37.647 2.648 -2.379 2.847 HO1 681 35 681 H51 1H5 H 0 1 N N N -6.638 23.040 31.407 -2.688 1.297 6.865 H51 681 36 681 H52 2H5 H 0 1 N N N -7.133 24.083 32.854 -2.279 -0.374 6.409 H52 681 37 681 H53 3H5 H 0 1 N N N -5.615 23.354 32.918 -0.990 0.760 6.877 H53 681 38 681 H61 1H6 H 0 1 N N N -6.448 20.594 31.645 -0.382 2.653 5.363 H61 681 39 681 H62 2H6 H 0 1 N N N -5.412 20.727 33.175 -1.237 2.866 3.817 H62 681 40 681 H63 3H6 H 0 1 N N N -6.798 19.774 33.269 -2.079 3.189 5.351 H63 681 41 681 H71 1H7 H 0 1 N N N -8.675 21.643 31.546 -3.480 -0.075 4.238 H71 681 42 681 H72 2H7 H 0 1 N N N -9.194 20.901 33.161 -3.888 1.595 4.694 H72 681 43 681 H73 3H7 H 0 1 N N N -9.334 22.574 33.004 -3.046 1.272 3.160 H73 681 44 681 HVA1 1HVA H 0 0 N N N -10.318 23.530 36.341 1.598 -1.834 0.868 HVA1 681 45 681 HVB1 1HVB H 0 0 N N N -9.984 25.932 37.231 3.146 -0.883 -0.876 HVB1 681 46 681 HV11 1HV1 H 0 0 N N N -10.815 26.421 39.540 4.940 0.644 -0.116 HV11 681 47 681 HV12 2HV1 H 0 0 N N N -10.934 24.608 39.873 3.339 1.388 0.105 HV12 681 48 681 HV13 3HV1 H 0 0 N N N -9.390 25.247 39.622 4.205 0.707 1.503 HV13 681 49 681 HV21 1HV2 H 0 0 N N N -12.419 26.294 37.657 4.613 -1.660 1.677 HV21 681 50 681 HV22 2HV2 H 0 0 N N N -12.212 25.035 36.316 3.727 -2.828 0.669 HV22 681 51 681 HV23 3HV2 H 0 0 N N N -12.661 24.468 37.839 5.125 -1.954 -0.001 HV23 681 52 681 HNV1 1HNV H 0 0 N N N -11.000 22.931 39.222 1.051 1.045 0.760 HNV1 681 53 681 HAG1 1HAG H 0 0 N N N -10.449 19.881 39.244 -1.386 1.138 -0.384 HAG1 681 54 681 HAG2 2HAG H 0 0 N N N -11.666 20.971 39.714 -0.161 1.643 -1.571 HAG2 681 55 681 H2X1 1H2X H 0 0 N N N -15.090 17.266 37.278 -3.413 -1.424 -5.107 H2X1 681 56 681 H3X1 1H3X H 0 0 N N N -16.090 20.723 38.298 -5.196 -1.899 -3.546 H3X1 681 57 681 H3X2 2H3X H 0 0 N N N -16.330 19.162 38.715 -5.097 -1.466 -1.926 H3X2 681 58 681 H6X1 1H6X H 0 0 N N N -10.841 16.219 39.155 1.089 -1.105 -4.727 H6X1 681 59 681 H7X1 1H7X H 0 0 N N N -8.541 15.330 38.842 3.309 -0.149 -5.184 H7X1 681 60 681 H8X1 1H8X H 0 0 N N N -6.988 16.422 37.206 3.823 2.158 -4.506 H8X1 681 61 681 H9X1 1H9X H 0 0 N N N -7.760 18.403 35.891 2.122 3.525 -3.371 H9X1 681 62 681 H0X1 1H0X H 0 0 N N N -10.073 19.282 36.214 -0.106 2.592 -2.911 H0X1 681 63 # # 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 681 C1 O1 SING N N 1 681 C1 C2 SING N N 2 681 C1 CVA SING N N 3 681 C1 H11 SING N N 4 681 O1 HO1 SING N N 5 681 C2 N1 DOUB Y N 6 681 C2 O2 SING Y N 7 681 N1 N2 SING Y N 8 681 O2 C3 SING Y N 9 681 N2 C3 DOUB Y N 10 681 C3 C4 SING N N 11 681 C4 C5 SING N N 12 681 C4 C6 SING N N 13 681 C4 C7 SING N N 14 681 C5 H51 SING N N 15 681 C5 H52 SING N N 16 681 C5 H53 SING N N 17 681 C6 H61 SING N N 18 681 C6 H62 SING N N 19 681 C6 H63 SING N N 20 681 C7 H71 SING N N 21 681 C7 H72 SING N N 22 681 C7 H73 SING N N 23 681 CVA CVB SING N N 24 681 CVA NV SING N N 25 681 CVA HVA1 SING N N 26 681 CVB CV1 SING N N 27 681 CVB CV2 SING N N 28 681 CVB HVB1 SING N N 29 681 CV1 HV11 SING N N 30 681 CV1 HV12 SING N N 31 681 CV1 HV13 SING N N 32 681 CV2 HV21 SING N N 33 681 CV2 HV22 SING N N 34 681 CV2 HV23 SING N N 35 681 NV COG SING N N 36 681 NV HNV1 SING N N 37 681 COG OCG DOUB N N 38 681 COG CAG SING N N 39 681 CAG N2X SING N N 40 681 CAG HAG1 SING N N 41 681 CAG HAG2 SING N N 42 681 N2X C1X SING Y N 43 681 N2X C4X SING Y N 44 681 C1X N1X DOUB Y N 45 681 C1X C5X SING Y N 46 681 N1X C2X SING Y N 47 681 C2X C3X DOUB Y N 48 681 C2X H2X1 SING N N 49 681 C3X C4X SING Y N 50 681 C3X N3X SING N N 51 681 C4X O1X DOUB N N 52 681 N3X H3X1 SING N N 53 681 N3X H3X2 SING N N 54 681 C5X C6X DOUB Y N 55 681 C5X C0X SING Y N 56 681 C6X C7X SING Y N 57 681 C6X H6X1 SING N N 58 681 C7X C8X DOUB Y N 59 681 C7X H7X1 SING N N 60 681 C8X C9X SING Y N 61 681 C8X H8X1 SING N N 62 681 C9X C0X DOUB Y N 63 681 C9X H9X1 SING N N 64 681 C0X H0X1 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 681 SMILES ACDLabs 10.04 "O=C2C(N)=CN=C(c1ccccc1)N2CC(=O)NC(C(O)c3nnc(o3)C(C)(C)C)C(C)C" 681 SMILES_CANONICAL CACTVS 3.341 "CC(C)[C@H](NC(=O)CN1C(=O)C(=CN=C1c2ccccc2)N)[C@H](O)c3oc(nn3)C(C)(C)C" 681 SMILES CACTVS 3.341 "CC(C)[CH](NC(=O)CN1C(=O)C(=CN=C1c2ccccc2)N)[CH](O)c3oc(nn3)C(C)(C)C" 681 SMILES_CANONICAL "OpenEye OEToolkits" 1.5.0 "CC(C)[C@@H]([C@@H](c1nnc(o1)C(C)(C)C)O)NC(=O)CN2C(=NC=C(C2=O)N)c3ccccc3" 681 SMILES "OpenEye OEToolkits" 1.5.0 "CC(C)C(C(c1nnc(o1)C(C)(C)C)O)NC(=O)CN2C(=NC=C(C2=O)N)c3ccccc3" 681 InChI InChI 1.03 "InChI=1S/C23H30N6O4/c1-13(2)17(18(31)20-27-28-22(33-20)23(3,4)5)26-16(30)12-29-19(14-9-7-6-8-10-14)25-11-15(24)21(29)32/h6-11,13,17-18,31H,12,24H2,1-5H3,(H,26,30)/t17-,18-/m0/s1" 681 InChIKey InChI 1.03 HMPQTEPEMQZWQH-ROUUACIJSA-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 681 "SYSTEMATIC NAME" ACDLabs 10.04 "2-(5-amino-6-oxo-2-phenylpyrimidin-1(6H)-yl)-N-{(1S)-1-[(S)-(5-tert-butyl-1,3,4-oxadiazol-2-yl)(hydroxy)methyl]-2-methylpropyl}acetamide" 681 "SYSTEMATIC NAME" "OpenEye OEToolkits" 1.5.0 "2-(5-amino-6-oxo-2-phenyl-pyrimidin-1-yl)-N-[(1S,2S)-1-(5-tert-butyl-1,3,4-oxadiazol-2-yl)-1-hydroxy-3-methyl-butan-2-yl]ethanamide" # # loop_ _pdbx_chem_comp_audit.comp_id _pdbx_chem_comp_audit.action_type _pdbx_chem_comp_audit.date _pdbx_chem_comp_audit.processing_site 681 "Create component" 2000-10-16 RCSB 681 "Modify aromatic_flag" 2011-06-04 RCSB 681 "Modify descriptor" 2011-06-04 RCSB 681 "Modify synonyms" 2021-03-01 PDBE # _pdbx_chem_comp_synonyms.ordinal 1 _pdbx_chem_comp_synonyms.comp_id 681 _pdbx_chem_comp_synonyms.name ONO-6818 _pdbx_chem_comp_synonyms.provenance ? _pdbx_chem_comp_synonyms.type ? ##