data_VRO
# 
_chem_comp.id                                    VRO 
_chem_comp.name                                  "5-[2-(4-methoxyphenyl)ethyl]-2,6-dioxo-1,2,3,6-tetrahydropyrimidine-4-carboxylic acid" 
_chem_comp.type                                  NON-POLYMER 
_chem_comp.pdbx_type                             HETAIN 
_chem_comp.formula                               "C14 H14 N2 O5" 
_chem_comp.mon_nstd_parent_comp_id               ? 
_chem_comp.pdbx_synonyms                         ? 
_chem_comp.pdbx_formal_charge                    0 
_chem_comp.pdbx_initial_date                     2012-11-29 
_chem_comp.pdbx_modified_date                    2013-11-29 
_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                        290.271 
_chem_comp.one_letter_code                       ? 
_chem_comp.three_letter_code                     VRO 
_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        3W2L 
_chem_comp.pdbx_subcomponent_list                ? 
_chem_comp.pdbx_processing_site                  PDBJ 
# 
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 
VRO OAB OAB O 0 1 N N N -6.131 -15.799 14.185 0.778  2.213  0.299  OAB VRO 1  
VRO CAO CAO C 0 1 N N N -5.333 -14.822 14.239 1.980  2.069  0.204  CAO VRO 2  
VRO OAE OAE O 0 1 N N N -4.098 -14.908 14.382 2.786  3.147  0.165  OAE VRO 3  
VRO CAR CAR C 0 1 N N N -5.886 -13.462 14.166 2.560  0.707  0.137  CAR VRO 4  
VRO NAL NAL N 0 1 N N N -5.418 -12.591 15.179 3.908  0.536  -0.095 NAL VRO 5  
VRO CAT CAT C 0 1 N N N -5.827 -11.284 15.198 4.452  -0.691 -0.160 CAT VRO 6  
VRO OAC OAC O 0 1 N N N -5.349 -10.455 16.035 5.646  -0.798 -0.366 OAC VRO 7  
VRO NAM NAM N 0 1 N N N -6.628 -10.817 14.217 3.713  -1.803 -0.002 NAM VRO 8  
VRO CAU CAU C 0 1 N N N -7.179 -11.655 13.223 2.387  -1.714 0.229  CAU VRO 9  
VRO OAD OAD O 0 1 N N N -7.887 -11.122 12.385 1.715  -2.718 0.372  OAD VRO 10 
VRO CAS CAS C 0 1 N N N -6.727 -12.994 13.188 1.769  -0.384 0.309  CAS VRO 11 
VRO CAK CAK C 0 1 N N N -7.234 -13.884 12.100 0.292  -0.234 0.565  CAK VRO 12 
VRO CAJ CAJ C 0 1 N N N -6.740 -13.486 10.768 -0.462 -0.259 -0.766 CAJ VRO 13 
VRO CAP CAP C 0 1 Y N N -5.367 -13.490 10.745 -1.939 -0.109 -0.510 CAP VRO 14 
VRO CAF CAF C 0 1 Y N N -4.524 -14.606 10.857 -2.509 1.150  -0.476 CAF VRO 15 
VRO CAH CAH C 0 1 Y N N -3.104 -14.546 10.889 -3.863 1.291  -0.241 CAH VRO 16 
VRO CAQ CAQ C 0 1 Y N N -2.530 -13.274 10.738 -4.651 0.167  -0.040 CAQ VRO 17 
VRO OAN OAN O 0 1 N N N -1.155 -13.042 10.645 -5.984 0.303  0.191  OAN VRO 18 
VRO CAA CAA C 0 1 N N N -0.678 -11.806 9.942  -6.733 -0.897 0.390  CAA VRO 19 
VRO CAI CAI C 0 1 Y N N -3.376 -12.183 10.538 -4.077 -1.095 -0.075 CAI VRO 20 
VRO CAG CAG C 0 1 Y N N -4.759 -12.244 10.564 -2.724 -1.231 -0.315 CAG VRO 21 
VRO H1  H1  H 0 1 N N N -3.849 -15.823 14.444 2.362  4.015  0.216  H1  VRO 22 
VRO H2  H2  H 0 1 N N N -6.839 -9.840  14.193 4.136  -2.674 -0.054 H2  VRO 23 
VRO H4  H4  H 0 1 N N N -8.333 -13.844 12.095 -0.054 -1.055 1.194  H4  VRO 24 
VRO H5  H5  H 0 1 N N N -6.906 -14.914 12.305 0.105  0.714  1.070  H5  VRO 25 
VRO H6  H6  H 0 1 N N N -7.103 -12.474 10.534 -0.116 0.561  -1.395 H6  VRO 26 
VRO H7  H7  H 0 1 N N N -7.117 -14.194 10.015 -0.275 -1.207 -1.271 H7  VRO 27 
VRO H8  H8  H 0 1 N N N -4.987 -15.580 10.924 -1.895 2.025  -0.633 H8  VRO 28 
VRO H9  H9  H 0 1 N N N -2.500 -15.431 11.022 -4.307 2.275  -0.214 H9  VRO 29 
VRO H10 H10 H 0 1 N N N 0.421  -11.776 9.958  -6.339 -1.433 1.254  H10 VRO 30 
VRO H11 H11 H 0 1 N N N -1.029 -11.818 8.900  -7.780 -0.647 0.564  H11 VRO 31 
VRO H12 H12 H 0 1 N N N -1.076 -10.917 10.453 -6.652 -1.527 -0.496 H12 VRO 32 
VRO H13 H13 H 0 1 N N N -2.920 -11.222 10.349 -4.689 -1.972 0.078  H13 VRO 33 
VRO H14 H14 H 0 1 N N N -5.354 -11.350 10.447 -2.276 -2.213 -0.343 H14 VRO 34 
VRO H15 H15 H 0 1 N N N -4.790 -12.929 15.880 4.474  1.315  -0.214 H15 VRO 35 
# 
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 
VRO CAA OAN SING N N 1  
VRO CAI CAG DOUB Y N 2  
VRO CAI CAQ SING Y N 3  
VRO CAG CAP SING Y N 4  
VRO OAN CAQ SING N N 5  
VRO CAQ CAH DOUB Y N 6  
VRO CAP CAJ SING N N 7  
VRO CAP CAF DOUB Y N 8  
VRO CAJ CAK SING N N 9  
VRO CAF CAH SING Y N 10 
VRO CAK CAS SING N N 11 
VRO OAD CAU DOUB N N 12 
VRO CAS CAU SING N N 13 
VRO CAS CAR DOUB N N 14 
VRO CAU NAM SING N N 15 
VRO CAR CAO SING N N 16 
VRO CAR NAL SING N N 17 
VRO OAB CAO DOUB N N 18 
VRO NAM CAT SING N N 19 
VRO CAO OAE SING N N 20 
VRO NAL CAT SING N N 21 
VRO CAT OAC DOUB N N 22 
VRO OAE H1  SING N N 23 
VRO NAM H2  SING N N 24 
VRO CAK H4  SING N N 25 
VRO CAK H5  SING N N 26 
VRO CAJ H6  SING N N 27 
VRO CAJ H7  SING N N 28 
VRO CAF H8  SING N N 29 
VRO CAH H9  SING N N 30 
VRO CAA H10 SING N N 31 
VRO CAA H11 SING N N 32 
VRO CAA H12 SING N N 33 
VRO CAI H13 SING N N 34 
VRO CAG H14 SING N N 35 
VRO NAL H15 SING N N 36 
# 
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 
VRO SMILES           ACDLabs              12.01 "O=C1NC(C(=O)O)=C(C(=O)N1)CCc2ccc(OC)cc2"                                                                                       
VRO InChI            InChI                1.03  "InChI=1S/C14H14N2O5/c1-21-9-5-2-8(3-6-9)4-7-10-11(13(18)19)15-14(20)16-12(10)17/h2-3,5-6H,4,7H2,1H3,(H,18,19)(H2,15,16,17,20)" 
VRO InChIKey         InChI                1.03  XBHJLUPPMAQXSR-UHFFFAOYSA-N                                                                                                     
VRO SMILES_CANONICAL CACTVS               3.370 "COc1ccc(CCC2=C(NC(=O)NC2=O)C(O)=O)cc1"                                                                                         
VRO SMILES           CACTVS               3.370 "COc1ccc(CCC2=C(NC(=O)NC2=O)C(O)=O)cc1"                                                                                         
VRO SMILES_CANONICAL "OpenEye OEToolkits" 1.7.6 "COc1ccc(cc1)CCC2=C(NC(=O)NC2=O)C(=O)O"                                                                                         
VRO SMILES           "OpenEye OEToolkits" 1.7.6 "COc1ccc(cc1)CCC2=C(NC(=O)NC2=O)C(=O)O"                                                                                         
# 
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 
VRO "SYSTEMATIC NAME" ACDLabs              12.01 "5-[2-(4-methoxyphenyl)ethyl]-2,6-dioxo-1,2,3,6-tetrahydropyrimidine-4-carboxylic acid" 
VRO "SYSTEMATIC NAME" "OpenEye OEToolkits" 1.7.6 "5-[2-(4-methoxyphenyl)ethyl]-2,4-bis(oxidanylidene)-1H-pyrimidine-6-carboxylic acid"   
# 
loop_
_pdbx_chem_comp_audit.comp_id 
_pdbx_chem_comp_audit.action_type 
_pdbx_chem_comp_audit.date 
_pdbx_chem_comp_audit.processing_site 
VRO "Create component" 2012-11-29 PDBJ 
VRO "Initial release"  2013-12-04 RCSB 
# 
