data_UBE
# 
_chem_comp.id                                    UBE 
_chem_comp.name                                  "3-({3-[(2S)-2-amino-2-carboxyethyl]-5-methyl-2,6-dioxo-3,6-dihydropyrimidin-1(2H)-yl}methyl)-5-phenylthiophene-2-carboxylic acid" 
_chem_comp.type                                  NON-POLYMER 
_chem_comp.pdbx_type                             HETAIN 
_chem_comp.formula                               "C20 H19 N3 O6 S" 
_chem_comp.mon_nstd_parent_comp_id               ? 
_chem_comp.pdbx_synonyms                         ? 
_chem_comp.pdbx_formal_charge                    0 
_chem_comp.pdbx_initial_date                     2007-09-11 
_chem_comp.pdbx_modified_date                    2008-10-14 
_chem_comp.pdbx_ambiguous_flag                   ? 
_chem_comp.pdbx_release_status                   REL 
_chem_comp.pdbx_replaced_by                      ? 
_chem_comp.pdbx_replaces                         ? 
_chem_comp.formula_weight                        429.446 
_chem_comp.one_letter_code                       ? 
_chem_comp.three_letter_code                     UBE 
_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        2QS3 
_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 
UBE O24  O24  O 0 1 N N N -1.201  -7.002 14.016 -2.943 -3.441 -1.398 O24  UBE 1  
UBE C22  C22  C 0 1 N N N -1.508  -7.668 15.032 -3.571 -2.402 -1.330 C22  UBE 2  
UBE O23  O23  O 0 1 N N N -1.492  -8.914 15.081 -4.856 -2.363 -1.742 O23  UBE 3  
UBE C21  C21  C 0 1 Y N N -1.897  -6.936 16.259 -2.937 -1.197 -0.796 C21  UBE 4  
UBE S20  S20  S 0 1 Y N N -1.584  -7.579 17.813 -3.673 0.399  -0.749 S20  UBE 5  
UBE C19  C19  C 0 1 Y N N -2.297  -6.205 18.614 -2.237 1.079  0.004  C19  UBE 6  
UBE C25  C25  C 0 1 Y N N -2.294  -6.197 20.099 -2.068 2.495  0.391  C25  UBE 7  
UBE C30  C30  C 0 1 Y N N -1.738  -5.084 20.736 -3.096 3.411  0.164  C30  UBE 8  
UBE C29  C29  C 0 1 Y N N -1.709  -5.022 22.131 -2.932 4.732  0.527  C29  UBE 9  
UBE C28  C28  C 0 1 Y N N -2.246  -6.078 22.869 -1.751 5.149  1.115  C28  UBE 10 
UBE C27  C27  C 0 1 Y N N -2.803  -7.188 22.230 -0.728 4.246  1.344  C27  UBE 11 
UBE C26  C26  C 0 1 Y N N -2.831  -7.248 20.835 -0.882 2.921  0.991  C26  UBE 12 
UBE C18  C18  C 0 1 Y N N -2.768  -5.256 17.710 -1.302 0.100  0.178  C18  UBE 13 
UBE C17  C17  C 0 1 Y N N -2.571  -5.626 16.378 -1.683 -1.141 -0.252 C17  UBE 14 
UBE C16  C16  C 0 1 N N N -2.963  -4.838 15.186 -0.791 -2.351 -0.140 C16  UBE 15 
UBE N3   N3   N 0 1 N N N -4.115  -3.991 15.449 0.461  -1.974 0.519  N3   UBE 16 
UBE C4   C4   C 0 1 N N N -5.421  -4.503 15.597 1.510  -1.565 -0.218 C4   UBE 17 
UBE O15  O15  O 0 1 N N N -5.645  -5.731 15.542 1.408  -1.512 -1.429 O15  UBE 18 
UBE C2   C2   C 0 1 N N N -3.887  -2.612 15.517 0.557  -2.033 1.863  C2   UBE 19 
UBE O14  O14  O 0 1 N N N -2.737  -2.155 15.377 -0.393 -2.399 2.531  O14  UBE 20 
UBE C1   C1   C 0 1 N N N -5.044  -1.713 15.743 1.773  -1.667 2.489  C1   UBE 21 
UBE C13  C13  C 0 1 N N N -4.838  -0.222 15.827 1.906  -1.724 3.989  C13  UBE 22 
UBE C6   C6   C 0 1 N N N -6.304  -2.280 15.884 2.811  -1.265 1.725  C6   UBE 23 
UBE N5   N5   N 0 1 N N N -6.500  -3.608 15.812 2.671  -1.214 0.365  N5   UBE 24 
UBE C7   C7   C 0 1 N N N -7.861  -4.144 15.945 3.795  -0.772 -0.464 C7   UBE 25 
UBE C8   C8   C 0 1 N N S -8.333  -4.540 14.529 3.724  0.744  -0.654 C8   UBE 26 
UBE N9   N9   N 0 1 N N N -8.095  -3.472 13.563 2.412  1.108  -1.205 N9   UBE 27 
UBE C10  C10  C 0 1 N N N -9.785  -4.908 14.526 4.808  1.182  -1.605 C10  UBE 28 
UBE O11  O11  O 0 1 N N N -10.555 -4.279 13.758 4.542  1.401  -2.764 O11  UBE 29 
UBE O12  O12  O 0 1 N N N -10.181 -5.838 15.268 6.068  1.330  -1.166 O12  UBE 30 
UBE HO23 HO23 H 0 0 N N N -1.215  -9.261 14.241 -5.188 -3.208 -2.075 HO23 UBE 31 
UBE H30  H30  H 0 1 N N N -1.331  -4.273 20.150 -4.018 3.087  -0.296 H30  UBE 32 
UBE H29  H29  H 0 1 N N N -1.277  -4.168 22.632 -3.727 5.442  0.352  H29  UBE 33 
UBE H28  H28  H 0 1 N N N -2.231  -6.036 23.948 -1.628 6.184  1.398  H28  UBE 34 
UBE H27  H27  H 0 1 N N N -3.212  -7.999 22.814 0.191  4.578  1.803  H27  UBE 35 
UBE H26  H26  H 0 1 N N N -3.265  -8.101 20.333 -0.084 2.216  1.173  H26  UBE 36 
UBE H18  H18  H 0 1 N N N -3.237  -4.330 18.008 -0.337 0.289  0.625  H18  UBE 37 
UBE H161 1H16 H 0 0 N N N -3.216  -5.533 14.372 -1.294 -3.119 0.447  H161 UBE 38 
UBE H162 2H16 H 0 0 N N N -2.118  -4.190 14.912 -0.576 -2.737 -1.137 H162 UBE 39 
UBE H131 1H13 H 0 0 N N N -4.788  0.083  16.883 0.969  -2.070 4.425  H131 UBE 40 
UBE H132 2H13 H 0 0 N N N -3.898  0.047  15.323 2.707  -2.414 4.257  H132 UBE 41 
UBE H133 3H13 H 0 0 N N N -5.678  0.292  15.337 2.139  -0.731 4.372  H133 UBE 42 
UBE H6   H6   H 0 1 N N N -7.152  -1.634 16.057 3.746  -0.981 2.185  H6   UBE 43 
UBE H71  1H7  H 0 1 N N N -8.531  -3.382 16.371 4.733  -1.034 0.026  H71  UBE 44 
UBE H72  2H7  H 0 1 N N N -7.874  -5.014 16.619 3.744  -1.263 -1.436 H72  UBE 45 
UBE H8   H8   H 0 1 N N N -7.741  -5.418 14.230 3.864  1.238  0.308  H8   UBE 46 
UBE HN91 1HN9 H 0 0 N N N -8.041  -2.595 14.041 2.259  0.663  -2.097 HN91 UBE 47 
UBE HN92 2HN9 H 0 0 N N N -7.235  -3.643 13.082 1.673  0.883  -0.557 HN92 UBE 48 
UBE HO12 HO12 H 0 0 N N N -11.114 -5.966 15.145 6.728  1.613  -1.813 HO12 UBE 49 
# 
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 
UBE N9  C8   SING N N 1  
UBE O11 C10  DOUB N N 2  
UBE O24 C22  DOUB N N 3  
UBE C10 C8   SING N N 4  
UBE C10 O12  SING Y N 5  
UBE C8  C7   SING Y N 6  
UBE C22 O23  SING Y N 7  
UBE C22 C21  SING N N 8  
UBE C16 N3   SING Y N 9  
UBE C16 C17  SING Y N 10 
UBE O14 C2   DOUB Y N 11 
UBE N3  C2   SING N N 12 
UBE N3  C4   SING Y N 13 
UBE C2  C1   SING N N 14 
UBE O15 C4   DOUB N N 15 
UBE C4  N5   SING Y N 16 
UBE C1  C13  SING N N 17 
UBE C1  C6   DOUB Y N 18 
UBE N5  C6   SING N N 19 
UBE N5  C7   SING Y N 20 
UBE C21 C17  DOUB N N 21 
UBE C21 S20  SING Y N 22 
UBE C17 C18  SING N N 23 
UBE C18 C19  DOUB N N 24 
UBE S20 C19  SING N N 25 
UBE C19 C25  SING N N 26 
UBE C25 C30  DOUB N N 27 
UBE C25 C26  SING N N 28 
UBE C30 C29  SING N N 29 
UBE C26 C27  DOUB N N 30 
UBE C29 C28  DOUB N N 31 
UBE C27 C28  SING N N 32 
UBE O23 HO23 SING N N 33 
UBE C30 H30  SING N N 34 
UBE C29 H29  SING N N 35 
UBE C28 H28  SING N N 36 
UBE C27 H27  SING N N 37 
UBE C26 H26  SING N N 38 
UBE C18 H18  SING N N 39 
UBE C16 H161 SING N N 40 
UBE C16 H162 SING N N 41 
UBE C13 H131 SING N N 42 
UBE C13 H132 SING N N 43 
UBE C13 H133 SING N N 44 
UBE C6  H6   SING N N 45 
UBE C7  H71  SING N N 46 
UBE C7  H72  SING N N 47 
UBE C8  H8   SING N N 48 
UBE N9  HN91 SING N N 49 
UBE N9  HN92 SING N N 50 
UBE O12 HO12 SING N N 51 
# 
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 
UBE SMILES           ACDLabs              10.04 O=C(O)c1sc(cc1CN2C(=O)C(=CN(C2=O)CC(C(=O)O)N)C)c3ccccc3                                                                                                                       
UBE InChI            InChI                1.02b InChI=1/C20H19N3O6S/c1-11-8-22(10-14(21)18(25)26)20(29)23(17(11)24)9-13-7-15(30-16(13)19(27)28)12-5-3-2-4-6-12/h2-8,14H,9-10,21H2,1H3,(H,25,26)(H,27,28)/t14-/m0/s1/f/h25,27H 
UBE InChIKey         InChI                1.02b LCZDCKMQSBGXAH-MCFKAYLFDN                                                                                                                                                     
UBE SMILES_CANONICAL CACTVS               3.341 CC1=CN(C[C@H](N)C(O)=O)C(=O)N(Cc2cc(sc2C(O)=O)c3ccccc3)C1=O                                                                                                                   
UBE SMILES           CACTVS               3.341 CC1=CN(C[CH](N)C(O)=O)C(=O)N(Cc2cc(sc2C(O)=O)c3ccccc3)C1=O                                                                                                                    
UBE SMILES_CANONICAL "OpenEye OEToolkits" 1.5.0 CC1=CN(C(=O)N(C1=O)Cc2cc(sc2C(=O)O)c3ccccc3)C[C@@H](C(=O)O)N                                                                                                                  
UBE SMILES           "OpenEye OEToolkits" 1.5.0 CC1=CN(C(=O)N(C1=O)Cc2cc(sc2C(=O)O)c3ccccc3)CC(C(=O)O)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 
UBE "SYSTEMATIC NAME" ACDLabs              10.04 "3-({3-[(2S)-2-amino-2-carboxyethyl]-5-methyl-2,6-dioxo-3,6-dihydropyrimidin-1(2H)-yl}methyl)-5-phenylthiophene-2-carboxylic acid" 
UBE "SYSTEMATIC NAME" "OpenEye OEToolkits" 1.5.0 "3-[[3-[(2S)-2-amino-3-hydroxy-3-oxo-propyl]-5-methyl-2,6-dioxo-pyrimidin-1-yl]methyl]-5-phenyl-thiophene-2-carboxylic acid"       
# 
