data_BBB # _chem_comp.id BBB _chem_comp.name "1-((2-HYDROXYETHOXY)METHYL)-5-(3-(BENZYLOXY)BENZYL)-6-HYDROXYPYRIMIDINE-2,4(1H,3H)-DIONE" _chem_comp.type NON-POLYMER _chem_comp.pdbx_type HETAIN _chem_comp.formula "C21 H22 N2 O6" _chem_comp.mon_nstd_parent_comp_id ? _chem_comp.pdbx_synonyms ? _chem_comp.pdbx_formal_charge 0 _chem_comp.pdbx_initial_date 2004-08-10 _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 398.409 _chem_comp.one_letter_code ? _chem_comp.three_letter_code BBB _chem_comp.pdbx_model_coordinates_details ? _chem_comp.pdbx_model_coordinates_missing_flag Y _chem_comp.pdbx_ideal_coordinates_details ? _chem_comp.pdbx_ideal_coordinates_missing_flag N _chem_comp.pdbx_model_coordinates_db_code ? _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 BBB OAC OAC O 0 1 N N N 38.530 160.837 59.837 7.586 1.408 1.987 OAC BBB 1 BBB CAN CAN C 0 1 N N N 39.688 161.599 60.227 7.441 2.360 3.034 CAN BBB 2 BBB CAO CAO C 0 1 N N N 39.731 162.935 59.480 6.123 3.090 2.859 CAO BBB 3 BBB OAT OAT O 0 1 N N N 39.619 162.732 58.055 5.062 2.145 2.891 OAT BBB 4 BBB CAR CAR C 0 1 N N N 39.145 163.853 57.314 3.800 2.774 2.731 CAR BBB 5 BBB NBC NBC N 0 1 Y N N 37.803 164.267 57.455 2.754 1.753 2.808 NBC BBB 6 BBB CBB CBB C 0 1 Y N N 37.451 165.462 58.184 2.199 1.444 4.058 CBB BBB 7 BBB OAB OAB O 0 1 N N N 38.268 166.194 58.770 2.527 1.977 5.120 OAB BBB 8 BBB NAS NAS N 0 1 Y N N 36.075 165.807 58.277 1.216 0.458 4.030 NAS BBB 9 BBB CBA CBA C 0 1 Y N N 35.054 165.000 57.672 0.755 -0.220 2.918 CBA BBB 10 BBB OAA OAA O 0 1 N N N 33.886 165.397 57.822 -0.112 -1.089 2.976 OAA BBB 11 BBB CAY CAY C 0 1 Y N N 36.758 163.464 56.850 2.345 1.120 1.636 CAY BBB 12 BBB CAZ CAZ C 0 1 Y N N 35.372 163.792 56.939 1.387 0.172 1.623 CAZ BBB 13 BBB CAQ CAQ C 0 1 N N N 34.244 162.874 56.333 0.856 -0.548 0.416 CAQ BBB 14 BBB CAW CAW C 0 1 Y N N 33.600 161.951 57.421 1.367 -1.957 0.321 CAW BBB 15 BBB CAK CAK C 0 1 Y N N 32.225 162.127 57.901 0.486 -2.988 0.015 CAK BBB 16 BBB CAH CAH C 0 1 Y N N 31.669 161.261 58.946 0.961 -4.296 -0.072 CAH BBB 17 BBB CAL CAL C 0 1 Y N N 32.512 160.212 59.508 2.312 -4.564 0.147 CAL BBB 18 BBB CAM CAM C 0 1 Y N N 34.427 160.894 57.993 2.714 -2.215 0.541 CAM BBB 19 BBB CAX CAX C 0 1 Y N N 33.887 160.011 59.038 3.189 -3.524 0.454 CAX BBB 20 BBB OAU OAU O 0 1 N N N 34.655 158.955 59.517 4.507 -3.785 0.667 OAU BBB 21 BBB CAP CAP C 0 1 N N N 35.024 157.479 59.392 5.348 -2.675 0.976 CAP BBB 22 BBB CAV CAV C 0 1 Y N N 33.962 156.677 58.908 6.758 -3.160 1.143 CAV BBB 23 BBB CAJ CAJ C 0 1 Y N N 34.006 156.127 57.550 7.205 -3.559 2.398 CAJ BBB 24 BBB CAG CAG C 0 1 Y N N 32.868 155.352 57.056 8.516 -4.010 2.553 CAG BBB 25 BBB CAE CAE C 0 1 Y N N 31.690 155.119 57.910 9.371 -4.059 1.452 CAE BBB 26 BBB CAF CAF C 0 1 Y N N 31.642 155.665 59.269 8.916 -3.657 0.197 CAF BBB 27 BBB CAI CAI C 0 1 Y N N 32.783 156.440 59.766 7.605 -3.206 0.041 CAI BBB 28 BBB OAD OAD O 0 1 N N N ? ? ? 3.002 1.537 0.491 OAD BBB 29 BBB HAC HAC H 0 1 N N N 38.503 160.008 60.300 6.989 0.671 2.195 HAC BBB 30 BBB HAN1 1HAN H 0 0 N N N 39.737 161.740 61.331 7.472 1.825 3.988 HAN1 BBB 31 BBB HAN2 2HAN H 0 0 N N N 40.630 161.018 60.091 8.278 3.062 2.977 HAN2 BBB 32 BBB HAO1 1HAO H 0 0 N N N 38.956 163.643 59.857 6.086 3.612 1.898 HAO1 BBB 33 BBB HAO2 2HAO H 0 0 N N N 40.640 163.524 59.741 5.970 3.804 3.673 HAO2 BBB 34 BBB HAR1 1HAR H 0 0 N N N 39.808 164.723 57.524 3.624 3.500 3.531 HAR1 BBB 35 BBB HAR2 2HAR H 0 0 N N N 39.349 163.675 56.232 3.728 3.259 1.753 HAR2 BBB 36 BBB HAS HAS H 0 1 N N N 35.815 166.650 58.788 0.794 0.211 4.921 HAS BBB 37 BBB HAQ1 1HAQ H 0 0 N N N 33.470 163.477 55.802 1.136 0.011 -0.481 HAQ1 BBB 38 BBB HAQ2 2HAQ H 0 0 N N N 34.624 162.279 55.469 -0.236 -0.538 0.455 HAQ2 BBB 39 BBB HAK HAK H 0 1 N N N 31.598 162.924 57.468 -0.568 -2.788 -0.157 HAK BBB 40 BBB HAH HAH H 0 1 N N N 30.634 161.396 59.303 0.278 -5.106 -0.312 HAH BBB 41 BBB HAL HAL H 0 1 N N N 32.103 159.561 60.299 2.676 -5.586 0.076 HAL BBB 42 BBB HAM HAM H 0 1 N N N 35.461 160.762 57.634 3.400 -1.406 0.781 HAM BBB 43 BBB HAP1 1HAP H 0 0 N N N 35.936 157.350 58.764 4.987 -2.198 1.893 HAP1 BBB 44 BBB HAP2 2HAP H 0 0 N N N 35.410 157.083 60.360 5.284 -1.940 0.167 HAP2 BBB 45 BBB HAJ HAJ H 0 1 N N N 34.886 156.294 56.906 6.545 -3.524 3.261 HAJ BBB 46 BBB HAG HAG H 0 1 N N N 32.898 154.940 56.033 8.870 -4.323 3.531 HAG BBB 47 BBB HAE HAE H 0 1 N N N 30.837 154.531 57.529 10.392 -4.410 1.573 HAE BBB 48 BBB HAF HAF H 0 1 N N N 30.759 155.495 59.908 9.582 -3.695 -0.660 HAF BBB 49 BBB HAI HAI H 0 1 N N N 32.754 156.846 60.790 7.259 -2.895 -0.941 HAI BBB 50 BBB HAD HAD H 0 1 N N N -0.684 -0.526 -0.396 2.866 0.894 -0.210 HAD BBB 51 # 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 BBB OAC CAN SING N N 1 BBB OAC HAC SING N N 2 BBB CAN CAO SING N N 3 BBB CAN HAN1 SING N N 4 BBB CAN HAN2 SING N N 5 BBB CAO OAT SING N N 6 BBB CAO HAO1 SING N N 7 BBB CAO HAO2 SING N N 8 BBB OAT CAR SING N N 9 BBB CAR NBC SING N N 10 BBB CAR HAR1 SING N N 11 BBB CAR HAR2 SING N N 12 BBB NBC CBB SING Y N 13 BBB NBC CAY SING Y N 14 BBB CBB OAB DOUB N N 15 BBB CBB NAS SING Y N 16 BBB NAS CBA SING Y N 17 BBB NAS HAS SING N N 18 BBB CBA OAA DOUB N N 19 BBB CBA CAZ SING Y N 20 BBB CAY CAZ DOUB Y N 21 BBB CAY OAD SING N N 22 BBB CAZ CAQ SING N N 23 BBB CAQ CAW SING N N 24 BBB CAQ HAQ1 SING N N 25 BBB CAQ HAQ2 SING N N 26 BBB CAW CAK DOUB Y N 27 BBB CAW CAM SING Y N 28 BBB CAK CAH SING Y N 29 BBB CAK HAK SING N N 30 BBB CAH CAL DOUB Y N 31 BBB CAH HAH SING N N 32 BBB CAL CAX SING Y N 33 BBB CAL HAL SING N N 34 BBB CAM CAX DOUB Y N 35 BBB CAM HAM SING N N 36 BBB CAX OAU SING N N 37 BBB OAU CAP SING N N 38 BBB CAP CAV SING N N 39 BBB CAP HAP1 SING N N 40 BBB CAP HAP2 SING N N 41 BBB CAV CAJ DOUB Y N 42 BBB CAV CAI SING Y N 43 BBB CAJ CAG SING Y N 44 BBB CAJ HAJ SING N N 45 BBB CAG CAE DOUB Y N 46 BBB CAG HAG SING N N 47 BBB CAE CAF SING Y N 48 BBB CAE HAE SING N N 49 BBB CAF CAI DOUB Y N 50 BBB CAF HAF SING N N 51 BBB CAI HAI SING N N 52 BBB OAD HAD SING N N 53 # 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 BBB SMILES ACDLabs 10.04 "O=C1C(=C(O)N(C(=O)N1)COCCO)Cc3cccc(OCc2ccccc2)c3" BBB SMILES_CANONICAL CACTVS 3.341 "OCCOCN1C(=O)NC(=O)C(=C1O)Cc2cccc(OCc3ccccc3)c2" BBB SMILES CACTVS 3.341 "OCCOCN1C(=O)NC(=O)C(=C1O)Cc2cccc(OCc3ccccc3)c2" BBB SMILES_CANONICAL "OpenEye OEToolkits" 1.5.0 "c1ccc(cc1)COc2cccc(c2)CC3=C(N(C(=O)NC3=O)COCCO)O" BBB SMILES "OpenEye OEToolkits" 1.5.0 "c1ccc(cc1)COc2cccc(c2)CC3=C(N(C(=O)NC3=O)COCCO)O" BBB InChI InChI 1.03 "InChI=1S/C21H22N2O6/c24-9-10-28-14-23-20(26)18(19(25)22-21(23)27)12-16-7-4-8-17(11-16)29-13-15-5-2-1-3-6-15/h1-8,11,24,26H,9-10,12-14H2,(H,22,25,27)" BBB InChIKey InChI 1.03 CAWXCABXSPTFRN-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 BBB "SYSTEMATIC NAME" ACDLabs 10.04 "5-[3-(benzyloxy)benzyl]-6-hydroxy-1-[(2-hydroxyethoxy)methyl]pyrimidine-2,4(1H,3H)-dione" BBB "SYSTEMATIC NAME" "OpenEye OEToolkits" 1.5.0 "6-hydroxy-1-(2-hydroxyethoxymethyl)-5-[(3-phenylmethoxyphenyl)methyl]pyrimidine-2,4-dione" # loop_ _pdbx_chem_comp_audit.comp_id _pdbx_chem_comp_audit.action_type _pdbx_chem_comp_audit.date _pdbx_chem_comp_audit.processing_site BBB "Create component" 2004-08-10 RCSB BBB "Modify descriptor" 2011-06-04 RCSB #