data_506
# 
_chem_comp.id                                    506 
_chem_comp.name                                  "(2E)-3-(3-{2-[2-(2,4-dioxo-3,4-dihydropyrimidin-1(2H)-yl)ethoxy]-4-fluorophenoxy}-5-fluorophenyl)prop-2-enenitrile" 
_chem_comp.type                                  NON-POLYMER 
_chem_comp.pdbx_type                             HETAIN 
_chem_comp.formula                               "C21 H15 F2 N3 O4" 
_chem_comp.mon_nstd_parent_comp_id               ? 
_chem_comp.pdbx_synonyms                         ? 
_chem_comp.pdbx_formal_charge                    0 
_chem_comp.pdbx_initial_date                     2012-09-19 
_chem_comp.pdbx_modified_date                    2012-11-30 
_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                        411.358 
_chem_comp.one_letter_code                       ? 
_chem_comp.three_letter_code                     506 
_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        4H4O 
_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 
506 OAC OAC O 0 1 N N N 268.770 -28.458 20.614 -5.904 -0.493 0.574  OAC 506 1  
506 CBC CBC C 0 1 N N N 269.549 -28.942 21.434 -5.045 -1.245 0.158  CBC 506 2  
506 NAS NAS N 0 1 N N N 270.151 -30.187 21.176 -4.963 -2.495 0.650  NAS 506 3  
506 CBB CBB C 0 1 N N N 271.061 -30.825 22.055 -4.015 -3.342 0.199  CBB 506 4  
506 OAB OAB O 0 1 N N N 271.533 -31.916 21.741 -3.940 -4.473 0.643  OAB 506 5  
506 CAK CAK C 0 1 N N N 271.338 -30.087 23.288 -3.108 -2.903 -0.796 CAK 506 6  
506 CAL CAL C 0 1 N N N 270.767 -28.888 23.551 -3.213 -1.644 -1.272 CAL 506 7  
506 NBD NBD N 0 1 N N N 269.869 -28.273 22.666 -4.192 -0.818 -0.791 NBD 506 8  
506 CAR CAR C 0 1 N N N 269.252 -26.948 22.981 -4.310 0.547  -1.311 CAR 506 9  
506 CAQ CAQ C 0 1 N N N 270.236 -25.740 22.913 -3.447 1.490  -0.470 CAQ 506 10 
506 OAT OAT O 0 1 N N N 270.062 -25.105 21.605 -2.070 1.142  -0.628 OAT 506 11 
506 CBA CBA C 0 1 Y N N 271.122 -24.446 20.956 -1.163 1.888  0.058  CBA 506 12 
506 CAO CAO C 0 1 Y N N 270.878 -24.141 19.609 -1.590 2.927  0.868  CAO 506 13 
506 CAV CAV C 0 1 Y N N 271.817 -23.476 18.810 -0.665 3.682  1.570  CAV 506 14 
506 FAD FAD F 0 1 N N N 271.540 -23.213 17.552 -1.082 4.695  2.361  FAD 506 15 
506 CAI CAI C 0 1 Y N N 273.049 -23.089 19.336 0.686  3.400  1.463  CAI 506 16 
506 CAJ CAJ C 0 1 Y N N 273.310 -23.376 20.660 1.117  2.364  0.655  CAJ 506 17 
506 CAZ CAZ C 0 1 Y N N 272.399 -24.041 21.523 0.196  1.606  -0.049 CAZ 506 18 
506 OAU OAU O 0 1 N N N 272.785 -24.286 22.859 0.619  0.583  -0.840 OAU 506 19 
506 CAY CAY C 0 1 Y N N 272.619 -23.327 23.854 1.953  0.332  -0.900 CAY 506 20 
506 CAP CAP C 0 1 Y N N 273.326 -23.461 25.061 2.531  -0.552 -0.005 CAP 506 21 
506 CAN CAN C 0 1 Y N N 271.753 -22.241 23.672 2.734  0.959  -1.861 CAN 506 22 
506 CAW CAW C 0 1 Y N N 271.643 -21.323 24.726 4.094  0.708  -1.928 CAW 506 23 
506 FAE FAE F 0 1 N N N 270.823 -20.284 24.557 4.847  1.322  -2.867 FAE 506 24 
506 CAM CAM C 0 1 Y N N 272.349 -21.449 25.939 4.684  -0.168 -1.038 CAM 506 25 
506 CAX CAX C 0 1 Y N N 273.207 -22.536 26.118 3.904  -0.808 -0.069 CAX 506 26 
506 CAH CAH C 0 1 N N N 273.982 -22.660 27.396 4.526  -1.747 0.879  CAH 506 27 
506 CAG CAG C 0 1 N N N 274.156 -23.767 28.160 5.850  -1.991 0.814  CAG 506 28 
506 CAF CAF C 0 1 N N N 275.058 -23.968 29.229 6.455  -2.904 1.737  CAF 506 29 
506 NAA NAA N 0 1 N N N 275.796 -24.124 30.141 6.935  -3.629 2.468  NAA 506 30 
506 H1  H1  H 0 1 N N N 269.923 -30.650 20.320 -5.588 -2.788 1.331  H1  506 31 
506 H2  H2  H 0 1 N N N 272.019 -30.512 24.010 -2.342 -3.567 -1.169 H2  506 32 
506 H3  H3  H 0 1 N N N 271.012 -28.387 24.476 -2.530 -1.292 -2.031 H3  506 33 
506 H4  H4  H 0 1 N N N 268.439 -26.769 22.262 -3.971 0.571  -2.347 H4  506 34 
506 H5  H5  H 0 1 N N N 268.838 -26.996 23.999 -5.351 0.866  -1.262 H5  506 35 
506 H6  H6  H 0 1 N N N 271.272 -26.092 23.025 -3.603 2.516  -0.800 H6  506 36 
506 H7  H7  H 0 1 N N N 270.005 -25.022 23.713 -3.727 1.399  0.579  H7  506 37 
506 H8  H8  H 0 1 N N N 269.933 -24.429 19.172 -2.644 3.149  0.953  H8  506 38 
506 H9  H9  H 0 1 N N N 273.778 -22.579 18.724 1.405  3.991  2.012  H9  506 39 
506 H10 H10 H 0 1 N N N 274.265 -23.077 21.065 2.171  2.147  0.573  H10 506 40 
506 H11 H11 H 0 1 N N N 273.987 -24.306 25.184 1.924  -1.043 0.741  H11 506 41 
506 H12 H12 H 0 1 N N N 271.193 -22.116 22.757 2.278  1.645  -2.560 H12 506 42 
506 H13 H13 H 0 1 N N N 272.228 -20.714 26.721 5.745  -0.362 -1.092 H13 506 43 
506 H14 H14 H 0 1 N N N 274.459 -21.759 27.751 3.921  -2.239 1.626  H14 506 44 
506 H15 H15 H 0 1 N N N 273.521 -24.607 27.919 6.454  -1.498 0.067  H15 506 45 
# 
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 
506 FAD CAV SING N N 1  
506 CAV CAI DOUB Y N 2  
506 CAV CAO SING Y N 3  
506 CAI CAJ SING Y N 4  
506 CAO CBA DOUB Y N 5  
506 OAC CBC DOUB N N 6  
506 CAJ CAZ DOUB Y N 7  
506 CBA CAZ SING Y N 8  
506 CBA OAT SING N N 9  
506 NAS CBC SING N N 10 
506 NAS CBB SING N N 11 
506 CBC NBD SING N N 12 
506 CAZ OAU SING N N 13 
506 OAT CAQ SING N N 14 
506 OAB CBB DOUB N N 15 
506 CBB CAK SING N N 16 
506 NBD CAR SING N N 17 
506 NBD CAL SING N N 18 
506 OAU CAY SING N N 19 
506 CAQ CAR SING N N 20 
506 CAK CAL DOUB N N 21 
506 CAN CAY DOUB Y N 22 
506 CAN CAW SING Y N 23 
506 CAY CAP SING Y N 24 
506 FAE CAW SING N N 25 
506 CAW CAM DOUB Y N 26 
506 CAP CAX DOUB Y N 27 
506 CAM CAX SING Y N 28 
506 CAX CAH SING N N 29 
506 CAH CAG DOUB N E 30 
506 CAG CAF SING N N 31 
506 CAF NAA TRIP N N 32 
506 NAS H1  SING N N 33 
506 CAK H2  SING N N 34 
506 CAL H3  SING N N 35 
506 CAR H4  SING N N 36 
506 CAR H5  SING N N 37 
506 CAQ H6  SING N N 38 
506 CAQ H7  SING N N 39 
506 CAO H8  SING N N 40 
506 CAI H9  SING N N 41 
506 CAJ H10 SING N N 42 
506 CAP H11 SING N N 43 
506 CAN H12 SING N N 44 
506 CAM H13 SING N N 45 
506 CAH H14 SING N N 46 
506 CAG H15 SING N N 47 
# 
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 
506 SMILES           ACDLabs              12.01 "N#C\C=C\c3cc(Oc2ccc(F)cc2OCCN1C=CC(=O)NC1=O)cc(F)c3"                                                                                                     
506 InChI            InChI                1.03  "InChI=1S/C21H15F2N3O4/c22-15-3-4-18(30-17-11-14(2-1-6-24)10-16(23)12-17)19(13-15)29-9-8-26-7-5-20(27)25-21(26)28/h1-5,7,10-13H,8-9H2,(H,25,27,28)/b2-1+" 
506 InChIKey         InChI                1.03  USRHSVZSPKDGMT-OWOJBTEDSA-N                                                                                                                               
506 SMILES_CANONICAL CACTVS               3.370 "Fc1ccc(Oc2cc(F)cc(\C=C\C#N)c2)c(OCCN3C=CC(=O)NC3=O)c1"                                                                                                   
506 SMILES           CACTVS               3.370 "Fc1ccc(Oc2cc(F)cc(C=CC#N)c2)c(OCCN3C=CC(=O)NC3=O)c1"                                                                                                     
506 SMILES_CANONICAL "OpenEye OEToolkits" 1.7.6 "c1cc(c(cc1F)OCCN2C=CC(=O)NC2=O)Oc3cc(cc(c3)F)/C=C/C#N"                                                                                                   
506 SMILES           "OpenEye OEToolkits" 1.7.6 "c1cc(c(cc1F)OCCN2C=CC(=O)NC2=O)Oc3cc(cc(c3)F)C=CC#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 
506 "SYSTEMATIC NAME" ACDLabs              12.01 "(2E)-3-(3-{2-[2-(2,4-dioxo-3,4-dihydropyrimidin-1(2H)-yl)ethoxy]-4-fluorophenoxy}-5-fluorophenyl)prop-2-enenitrile"     
506 "SYSTEMATIC NAME" "OpenEye OEToolkits" 1.7.6 "(E)-3-[3-[2-[2-[2,4-bis(oxidanylidene)pyrimidin-1-yl]ethoxy]-4-fluoranyl-phenoxy]-5-fluoranyl-phenyl]prop-2-enenitrile" 
# 
loop_
_pdbx_chem_comp_audit.comp_id 
_pdbx_chem_comp_audit.action_type 
_pdbx_chem_comp_audit.date 
_pdbx_chem_comp_audit.processing_site 
506 "Create component" 2012-09-19 RCSB 
506 "Initial release"  2012-11-30 RCSB 
# 
