data_183 # _chem_comp.id 183 _chem_comp.name "1-((2-HYDROXYETHOXY)METHYL)-5-(3-(BENZYLOXY)BENZYL)PYRIMIDINE-2,4(1H,3H)-DIONE" _chem_comp.type NON-POLYMER _chem_comp.pdbx_type HETAIN _chem_comp.formula "C21 H22 N2 O5" _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 382.410 _chem_comp.one_letter_code ? _chem_comp.three_letter_code 183 _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 1U1F _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 183 OAC OAC O 0 1 N N N 38.530 160.837 59.837 1.243 -3.658 1.698 OAC 183 1 183 CAN CAN C 0 1 N N N 39.688 161.599 60.227 1.008 -3.939 0.317 CAN 183 2 183 CAO CAO C 0 1 N N N 39.731 162.935 59.480 1.731 -2.902 -0.544 CAO 183 3 183 OAT OAT O 0 1 N N N 39.619 162.732 58.055 3.143 -3.035 -0.366 OAT 183 4 183 CAR CAR C 0 1 N N N 39.145 163.853 57.314 3.763 -2.129 -1.280 CAR 183 5 183 NBC NBC N 0 1 Y N N 37.803 164.267 57.455 3.689 -0.768 -0.743 NBC 183 6 183 CBB CBB C 0 1 Y N N 37.451 165.462 58.184 4.493 -0.408 0.274 CBB 183 7 183 OAB OAB O 0 1 N N N 38.268 166.194 58.770 5.277 -1.217 0.733 OAB 183 8 183 NAS NAS N 0 1 Y N N 36.075 165.807 58.277 4.450 0.837 0.783 NAS 183 9 183 CBA CBA C 0 1 Y N N 35.054 165.000 57.672 3.587 1.745 0.285 CBA 183 10 183 OAA OAA O 0 1 N N N 33.886 165.397 57.822 3.544 2.871 0.749 OAA 183 11 183 CAY CAY C 0 1 Y N N 36.758 163.464 56.850 2.799 0.125 -1.277 CAY 183 12 183 CAZ CAZ C 0 1 Y N N 35.372 163.792 56.939 2.731 1.379 -0.781 CAZ 183 13 183 CAQ CAQ C 0 1 N N N 34.244 162.874 56.333 1.757 2.375 -1.356 CAQ 183 14 183 CAW CAW C 0 1 Y N N 33.600 161.951 57.421 0.493 2.372 -0.536 CAW 183 15 183 CAK CAK C 0 1 Y N N 32.225 162.127 57.901 0.369 3.223 0.547 CAK 183 16 183 CAH CAH C 0 1 Y N N 31.669 161.261 58.946 -0.789 3.223 1.301 CAH 183 17 183 CAL CAL C 0 1 Y N N 32.512 160.212 59.508 -1.827 2.370 0.975 CAL 183 18 183 CAM CAM C 0 1 Y N N 34.427 160.894 57.993 -0.543 1.522 -0.869 CAM 183 19 183 CAX CAX C 0 1 Y N N 33.887 160.011 59.038 -1.705 1.516 -0.111 CAX 183 20 183 OAU OAU O 0 1 N N N 34.655 158.955 59.517 -2.725 0.677 -0.434 OAU 183 21 183 CAP CAP C 0 1 N N N 35.024 157.479 59.392 -3.766 0.908 0.517 CAP 183 22 183 CAV CAV C 0 1 Y N N 33.962 156.677 58.908 -4.933 0.003 0.213 CAV 183 23 183 CAJ CAJ C 0 1 Y N N 34.006 156.127 57.550 -5.003 -1.252 0.787 CAJ 183 24 183 CAG CAG C 0 1 Y N N 32.868 155.352 57.056 -6.073 -2.081 0.508 CAG 183 25 183 CAE CAE C 0 1 Y N N 31.690 155.119 57.910 -7.074 -1.655 -0.345 CAE 183 26 183 CAF CAF C 0 1 Y N N 31.642 155.665 59.269 -7.004 -0.400 -0.919 CAF 183 27 183 CAI CAI C 0 1 Y N N 32.783 156.440 59.766 -5.936 0.432 -0.637 CAI 183 28 183 HAC HAC H 0 1 N N N 38.503 160.008 60.300 0.771 -4.333 2.205 HAC 183 29 183 HAN1 1HAN H 0 0 N N N 39.737 161.740 61.331 1.384 -4.934 0.079 HAN1 183 30 183 HAN2 2HAN H 0 0 N N N 40.630 161.018 60.091 -0.062 -3.896 0.115 HAN2 183 31 183 HAO1 1HAO H 0 0 N N N 38.956 163.643 59.857 1.481 -3.062 -1.593 HAO1 183 32 183 HAO2 2HAO H 0 0 N N N 40.640 163.524 59.741 1.421 -1.901 -0.245 HAO2 183 33 183 HAR1 1HAR H 0 0 N N N 39.808 164.723 57.524 4.807 -2.409 -1.418 HAR1 183 34 183 HAR2 2HAR H 0 0 N N N 39.349 163.675 56.232 3.246 -2.169 -2.239 HAR2 183 35 183 HAS HAS H 0 1 N N N 35.815 166.650 58.788 5.040 1.081 1.514 HAS 183 36 183 HAY HAY H 0 1 N N N 37.032 162.553 56.291 2.155 -0.173 -2.090 HAY 183 37 183 HAQ1 1HAQ H 0 0 N N N 33.470 163.477 55.802 2.201 3.370 -1.335 HAQ1 183 38 183 HAQ2 2HAQ H 0 0 N N N 34.624 162.279 55.469 1.524 2.103 -2.385 HAQ2 183 39 183 HAK HAK H 0 1 N N N 31.598 162.924 57.468 1.179 3.890 0.804 HAK 183 40 183 HAH HAH H 0 1 N N N 30.634 161.396 59.303 -0.883 3.888 2.146 HAH 183 41 183 HAL HAL H 0 1 N N N 32.103 159.561 60.299 -2.731 2.370 1.565 HAL 183 42 183 HAM HAM H 0 1 N N N 35.461 160.762 57.634 -0.447 0.857 -1.715 HAM 183 43 183 HAP1 1HAP H 0 0 N N N 35.936 157.350 58.764 -3.396 0.698 1.520 HAP1 183 44 183 HAP2 2HAP H 0 0 N N N 35.410 157.083 60.360 -4.088 1.947 0.458 HAP2 183 45 183 HAJ HAJ H 0 1 N N N 34.886 156.294 56.906 -4.221 -1.585 1.454 HAJ 183 46 183 HAG HAG H 0 1 N N N 32.898 154.940 56.033 -6.127 -3.062 0.957 HAG 183 47 183 HAE HAE H 0 1 N N N 30.837 154.531 57.529 -7.909 -2.303 -0.564 HAE 183 48 183 HAF HAF H 0 1 N N N 30.759 155.495 59.908 -7.786 -0.067 -1.586 HAF 183 49 183 HAI HAI H 0 1 N N N 32.754 156.846 60.790 -5.882 1.413 -1.085 HAI 183 50 # 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 183 OAC CAN SING N N 1 183 OAC HAC SING N N 2 183 CAN CAO SING N N 3 183 CAN HAN1 SING N N 4 183 CAN HAN2 SING N N 5 183 CAO OAT SING N N 6 183 CAO HAO1 SING N N 7 183 CAO HAO2 SING N N 8 183 OAT CAR SING N N 9 183 CAR NBC SING N N 10 183 CAR HAR1 SING N N 11 183 CAR HAR2 SING N N 12 183 NBC CBB SING Y N 13 183 NBC CAY SING Y N 14 183 CBB OAB DOUB N N 15 183 CBB NAS SING Y N 16 183 NAS CBA SING Y N 17 183 NAS HAS SING N N 18 183 CBA OAA DOUB N N 19 183 CBA CAZ SING Y N 20 183 CAY CAZ DOUB Y N 21 183 CAY HAY SING N N 22 183 CAZ CAQ SING N N 23 183 CAQ CAW SING N N 24 183 CAQ HAQ1 SING N N 25 183 CAQ HAQ2 SING N N 26 183 CAW CAK DOUB Y N 27 183 CAW CAM SING Y N 28 183 CAK CAH SING Y N 29 183 CAK HAK SING N N 30 183 CAH CAL DOUB Y N 31 183 CAH HAH SING N N 32 183 CAL CAX SING Y N 33 183 CAL HAL SING N N 34 183 CAM CAX DOUB Y N 35 183 CAM HAM SING N N 36 183 CAX OAU SING N N 37 183 OAU CAP SING N N 38 183 CAP CAV SING N N 39 183 CAP HAP1 SING N N 40 183 CAP HAP2 SING N N 41 183 CAV CAJ DOUB Y N 42 183 CAV CAI SING Y N 43 183 CAJ CAG SING Y N 44 183 CAJ HAJ SING N N 45 183 CAG CAE DOUB Y N 46 183 CAG HAG SING N N 47 183 CAE CAF SING Y N 48 183 CAE HAE SING N N 49 183 CAF CAI DOUB Y N 50 183 CAF HAF SING N N 51 183 CAI HAI SING N N 52 # 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 183 SMILES ACDLabs 10.04 "O=C1C(=CN(C(=O)N1)COCCO)Cc3cccc(OCc2ccccc2)c3" 183 SMILES_CANONICAL CACTVS 3.341 "OCCOCN1C=C(Cc2cccc(OCc3ccccc3)c2)C(=O)NC1=O" 183 SMILES CACTVS 3.341 "OCCOCN1C=C(Cc2cccc(OCc3ccccc3)c2)C(=O)NC1=O" 183 SMILES_CANONICAL "OpenEye OEToolkits" 1.5.0 "c1ccc(cc1)COc2cccc(c2)CC3=CN(C(=O)NC3=O)COCCO" 183 SMILES "OpenEye OEToolkits" 1.5.0 "c1ccc(cc1)COc2cccc(c2)CC3=CN(C(=O)NC3=O)COCCO" 183 InChI InChI 1.03 "InChI=1S/C21H22N2O5/c24-9-10-27-15-23-13-18(20(25)22-21(23)26)11-17-7-4-8-19(12-17)28-14-16-5-2-1-3-6-16/h1-8,12-13,24H,9-11,14-15H2,(H,22,25,26)" 183 InChIKey InChI 1.03 CSXNPJKDZKLDET-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 183 "SYSTEMATIC NAME" ACDLabs 10.04 "5-[3-(benzyloxy)benzyl]-1-[(2-hydroxyethoxy)methyl]pyrimidine-2,4(1H,3H)-dione" 183 "SYSTEMATIC NAME" "OpenEye OEToolkits" 1.5.0 "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 183 "Create component" 2004-08-10 RCSB 183 "Modify descriptor" 2011-06-04 RCSB #