data_BMQ
# 
_chem_comp.id                                    BMQ 
_chem_comp.name                                  
;1-(5'-PHOSPHO-BETA-D-RIBOFURANOSYL)BARBITURIC ACID
;
_chem_comp.type                                  NON-POLYMER 
_chem_comp.pdbx_type                             HETAIN 
_chem_comp.formula                               "C9 H13 N2 O10 P" 
_chem_comp.mon_nstd_parent_comp_id               ? 
_chem_comp.pdbx_synonyms                         ? 
_chem_comp.pdbx_formal_charge                    0 
_chem_comp.pdbx_initial_date                     2000-03-02 
_chem_comp.pdbx_modified_date                    2008-10-14 
_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                        340.181 
_chem_comp.one_letter_code                       ? 
_chem_comp.three_letter_code                     BMQ 
_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        1EIX 
_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 
BMQ P      P    P 0 1 N N N 31.932 47.663 71.858 -1.023 0.127  -4.199 P      BMQ 1  
BMQ O1P    O1P  O 0 1 N N N 31.912 48.088 73.325 -1.743 -1.119 -3.857 O1P    BMQ 2  
BMQ O2P    O2P  O 0 1 N N N 31.165 48.535 70.929 -2.057 1.188  -4.828 O2P    BMQ 3  
BMQ O3P    O3P  O 0 1 N N N 31.425 46.269 71.746 0.132  -0.197 -5.271 O3P    BMQ 4  
BMQ "O5'"  O5*  O 0 1 N N N 33.469 47.668 71.476 -0.361 0.747  -2.868 "O5'"  BMQ 5  
BMQ "C5'"  C5*  C 0 1 N N N 33.793 47.341 70.125 0.541  -0.236 -2.359 "C5'"  BMQ 6  
BMQ "C4'"  C4*  C 0 1 N N R 35.216 47.262 69.801 1.207  0.292  -1.087 "C4'"  BMQ 7  
BMQ "O4'"  O4*  O 0 1 N N N 35.835 48.630 69.445 0.213  0.551  -0.068 "O4'"  BMQ 8  
BMQ "C3'"  C3*  C 0 1 N N S 36.187 46.528 70.678 2.131  -0.780 -0.469 "C3'"  BMQ 9  
BMQ "O3'"  O3*  O 0 1 N N N 36.879 45.530 69.858 3.490  -0.544 -0.842 "O3'"  BMQ 10 
BMQ "C2'"  C2*  C 0 1 N N R 37.218 47.595 71.126 1.949  -0.604 1.054  "C2'"  BMQ 11 
BMQ "O2'"  O2*  O 0 1 N N N 38.483 47.163 71.394 3.192  -0.257 1.670  "O2'"  BMQ 12 
BMQ "C1'"  C1*  C 0 1 N N R 37.178 48.615 70.001 0.937  0.556  1.180  "C1'"  BMQ 13 
BMQ N1     N1   N 0 1 N N N 37.650 50.039 70.403 0.026  0.318  2.302  N1     BMQ 14 
BMQ C2     C2   C 0 1 N N N 37.019 50.695 71.485 -0.744 -0.775 2.292  C2     BMQ 15 
BMQ O2     O2   O 0 1 N N N 36.031 50.152 72.178 -0.642 -1.527 1.342  O2     BMQ 16 
BMQ N3     N3   N 0 1 N N N 37.470 51.959 71.818 -1.610 -1.108 3.256  N3     BMQ 17 
BMQ C4     C4   C 0 1 N N N 38.492 52.563 71.133 -1.793 -0.337 4.349  C4     BMQ 18 
BMQ O4     O4   O 0 1 N N N 38.855 53.694 71.481 -2.585 -0.649 5.212  O4     BMQ 19 
BMQ C5     C5   C 0 1 N N N 39.100 51.864 70.041 -0.971 0.932  4.457  C5     BMQ 20 
BMQ C6     C6   C 0 1 N N N 38.610 50.606 69.752 -0.015 1.212  3.313  C6     BMQ 21 
BMQ O1     O1   O 0 1 N N N 39.190 49.941 68.711 0.684  2.202  3.306  O1     BMQ 22 
BMQ HOP2   2HOP H 0 0 N N N 31.177 48.270 70.016 -2.429 0.779  -5.621 HOP2   BMQ 23 
BMQ HOP3   3HOP H 0 0 N N N 31.437 46.004 70.833 0.576  0.639  -5.466 HOP3   BMQ 24 
BMQ "H5'1" 1H5* H 0 0 N N N 33.287 46.389 69.836 1.304  -0.450 -3.107 "H5'1" BMQ 25 
BMQ "H5'2" 2H5* H 0 0 N N N 33.288 48.055 69.433 -0.008 -1.149 -2.129 "H5'2" BMQ 26 
BMQ "H4'"  H4*  H 0 1 N N N 35.102 46.577 68.928 1.772  1.198  -1.304 "H4'"  BMQ 27 
BMQ "H3'"  H3*  H 0 1 N N N 35.691 46.026 71.541 1.818  -1.777 -0.778 "H3'"  BMQ 28 
BMQ "HO3'" *HO3 H 0 0 N N N 37.493 45.065 70.413 4.022  -1.224 -0.405 "HO3'" BMQ 29 
BMQ "H2'"  H2*  H 0 1 N N N 36.934 47.996 72.126 1.545  -1.513 1.498  "H2'"  BMQ 30 
BMQ "HO2'" *HO2 H 0 0 N N N 39.114 47.817 71.668 3.799  -0.992 1.506  "HO2'" BMQ 31 
BMQ "H1'"  H1*  H 0 1 N N N 37.918 48.295 69.231 1.460  1.503  1.311  "H1'"  BMQ 32 
BMQ HN3    HN3  H 0 1 N N N 37.035 52.461 72.592 -2.124 -1.925 3.165  HN3    BMQ 33 
BMQ H51    1H5  H 0 1 N N N 39.060 52.498 69.124 -0.392 0.884  5.379  H51    BMQ 34 
BMQ H52    2H5  H 0 1 N N N 40.201 51.805 70.203 -1.658 1.775  4.539  H52    BMQ 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 
BMQ P     O1P    DOUB N N 1  
BMQ P     O2P    SING N N 2  
BMQ P     O3P    SING N N 3  
BMQ P     "O5'"  SING N N 4  
BMQ O2P   HOP2   SING N N 5  
BMQ O3P   HOP3   SING N N 6  
BMQ "O5'" "C5'"  SING N N 7  
BMQ "C5'" "C4'"  SING N N 8  
BMQ "C5'" "H5'1" SING N N 9  
BMQ "C5'" "H5'2" SING N N 10 
BMQ "C4'" "O4'"  SING N N 11 
BMQ "C4'" "C3'"  SING N N 12 
BMQ "C4'" "H4'"  SING N N 13 
BMQ "O4'" "C1'"  SING N N 14 
BMQ "C3'" "O3'"  SING N N 15 
BMQ "C3'" "C2'"  SING N N 16 
BMQ "C3'" "H3'"  SING N N 17 
BMQ "O3'" "HO3'" SING N N 18 
BMQ "C2'" "O2'"  SING N N 19 
BMQ "C2'" "C1'"  SING N N 20 
BMQ "C2'" "H2'"  SING N N 21 
BMQ "O2'" "HO2'" SING N N 22 
BMQ "C1'" N1     SING N N 23 
BMQ "C1'" "H1'"  SING N N 24 
BMQ N1    C2     SING N N 25 
BMQ N1    C6     SING N N 26 
BMQ C2    O2     DOUB N N 27 
BMQ C2    N3     SING N N 28 
BMQ N3    C4     SING N N 29 
BMQ N3    HN3    SING N N 30 
BMQ C4    O4     DOUB N N 31 
BMQ C4    C5     SING N N 32 
BMQ C5    C6     SING N N 33 
BMQ C5    H51    SING N N 34 
BMQ C5    H52    SING N N 35 
BMQ C6    O1     DOUB 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 
BMQ SMILES           ACDLabs              10.04 O=C1N(C(=O)NC(=O)C1)C2OC(C(O)C2O)COP(=O)(O)O                                                                                                                    
BMQ InChI            InChI                1.02b InChI=1/C9H13N2O10P/c12-4-1-5(13)11(9(16)10-4)8-7(15)6(14)3(21-8)2-20-22(17,18)19/h3,6-8,14-15H,1-2H2,(H,10,12,16)(H2,17,18,19)/t3-,6-,7-,8-/m1/s1/f/h10,17-18H 
BMQ InChIKey         InChI                1.02b AODYJUNLDJOADV-QNQUKDGXDT                                                                                                                                       
BMQ SMILES_CANONICAL CACTVS               3.341 O[C@H]1[C@@H](O)[C@@H](O[C@@H]1CO[P](O)(O)=O)N2C(=O)CC(=O)NC2=O                                                                                                 
BMQ SMILES           CACTVS               3.341 O[CH]1[CH](O)[CH](O[CH]1CO[P](O)(O)=O)N2C(=O)CC(=O)NC2=O                                                                                                        
BMQ SMILES_CANONICAL "OpenEye OEToolkits" 1.5.0 C1C(=O)NC(=O)N(C1=O)[C@H]2[C@@H]([C@@H]([C@H](O2)COP(=O)(O)O)O)O                                                                                                
BMQ SMILES           "OpenEye OEToolkits" 1.5.0 C1C(=O)NC(=O)N(C1=O)C2C(C(C(O2)COP(=O)(O)O)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 
BMQ "SYSTEMATIC NAME" ACDLabs              10.04 
;6-oxouridine 5'-(dihydrogen phosphate)
;
BMQ "SYSTEMATIC NAME" "OpenEye OEToolkits" 1.5.0 "[(2R,3S,4R,5R)-3,4-dihydroxy-5-(2,4,6-trioxo-1,3-diazinan-1-yl)oxolan-2-yl]methyl dihydrogen phosphate" 
# 
