data_BLG
# 
_chem_comp.id                                    BLG 
_chem_comp.name                                  4-O-(4-O-SULFONYL-N-ACETYLGLUCOSAMININYL)-5-METHYLHYDROXY-L-PROLINE-TAURINE 
_chem_comp.type                                  NON-POLYMER 
_chem_comp.pdbx_type                             HETAIN 
_chem_comp.formula                               "C16 H30 N3 O14 S2" 
_chem_comp.mon_nstd_parent_comp_id               ? 
_chem_comp.pdbx_synonyms                         "BULGECIN A" 
_chem_comp.pdbx_formal_charge                    1 
_chem_comp.pdbx_initial_date                     1999-07-08 
_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                        552.551 
_chem_comp.one_letter_code                       ? 
_chem_comp.three_letter_code                     BLG 
_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        1D0L 
_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 
BLG C1   C1   C 0 1 N N R 7.573  23.794 13.488 -2.027 1.087  0.254  C1   BLG 1  
BLG C2   C2   C 0 1 N N R 9.064  24.050 13.774 -3.234 0.954  -0.677 C2   BLG 2  
BLG C3   C3   C 0 1 N N R 9.215  25.066 14.927 -4.233 -0.035 -0.066 C3   BLG 3  
BLG C4   C4   C 0 1 N N S 8.344  26.310 14.671 -3.500 -1.345 0.244  C4   BLG 4  
BLG C5   C5   C 0 1 N N R 6.872  25.917 14.380 -2.274 -1.038 1.107  C5   BLG 5  
BLG O5   O5   O 0 1 N N N 6.857  25.012 13.278 -1.385 -0.178 0.397  O5   BLG 6  
BLG O1   O1   O 0 1 N N N 7.487  22.979 12.323 -1.104 2.029  -0.294 O1   BLG 7  
BLG N2   N2   N 0 1 N N N 9.696  22.784 14.094 -3.875 2.261  -0.839 N2   BLG 8  
BLG C7   C7   C 0 1 N N N 10.646 22.262 13.325 -3.421 3.124  -1.770 C7   BLG 9  
BLG O7   O7   O 0 1 N N N 11.074 22.822 12.314 -2.481 2.818  -2.473 O7   BLG 10 
BLG C8   C8   C 0 1 N N N 11.253 20.935 13.717 -4.080 4.469  -1.936 C8   BLG 11 
BLG O3   O3   O 0 1 N N N 10.551 25.485 15.135 -5.292 -0.282 -0.993 O3   BLG 12 
BLG O4   O4   O 0 1 N N N 8.410  27.134 15.823 -4.375 -2.228 0.948  O4   BLG 13 
BLG S4   S4   S 0 1 N N N 8.895  28.637 15.641 -4.693 -3.378 0.003  S4   BLG 14 
BLG O41  O41  O 0 1 N N N 10.276 28.667 15.210 -4.891 -2.786 -1.273 O41  BLG 15 
BLG O42  O42  O 0 1 N N N 8.713  29.304 16.922 -5.637 -4.190 0.688  O42  BLG 16 
BLG O43  O43  O 0 1 N N N 8.078  29.288 14.616 -3.435 -4.224 -0.124 O43  BLG 17 
BLG C6   C6   C 0 1 N N N 5.875  27.053 14.052 -1.553 -2.344 1.449  C6   BLG 18 
BLG O6   O6   O 0 1 N N N 6.149  27.602 12.769 -0.460 -2.068 2.327  O6   BLG 19 
BLG CA   CA   C 0 1 N N R 6.523  21.078 11.419 0.566  3.606  0.548  CA   BLG 20 
BLG CB   CB   C 0 1 N N S 6.234  22.389 12.094 -0.068 2.205  0.675  CB   BLG 21 
BLG CG   CG   C 0 1 N N N 5.400  23.084 11.037 1.121  1.251  0.385  CG   BLG 22 
BLG CD   CD   C 0 1 N N S 4.398  21.976 10.749 2.302  2.019  1.029  CD   BLG 23 
BLG N    N    N 1 1 N N N 5.228  20.705 10.865 2.020  3.444  0.754  N    BLG 24 
BLG C9   C9   C 0 1 N N N 7.025  19.989 12.361 -0.008 4.546  1.610  C9   BLG 25 
BLG O9   O9   O 0 1 N N N 6.022  19.659 13.309 0.515  5.861  1.415  O9   BLG 26 
BLG C10  C10  C 0 1 N N N 3.755  22.064 9.355  3.605  1.607  0.392  C10  BLG 27 
BLG O10  O10  O 0 1 N N N 4.422  21.795 8.352  4.281  2.429  -0.190 O10  BLG 28 
BLG N3   N3   N 0 1 N N N 2.487  22.467 9.296  4.017  0.327  0.470  N3   BLG 29 
BLG C11  C11  C 0 1 N N N 1.732  22.624 8.054  5.284  -0.073 -0.149 C11  BLG 30 
BLG C12  C12  C 0 1 N N N 0.305  22.123 8.166  5.515  -1.568 0.083  C12  BLG 31 
BLG S    S    S 0 1 N N N 0.189  20.306 8.240  7.082  -2.064 -0.683 S    BLG 32 
BLG OS1  OS1  O 0 1 N N N -0.772 19.825 7.248  8.199  -1.531 0.017  OS1  BLG 33 
BLG OS2  OS2  O 0 1 N N N 1.468  19.672 7.921  7.001  -2.045 -2.101 OS2  BLG 34 
BLG OS3  OS3  O 0 1 N N N -0.225 19.883 9.579  7.167  -3.551 -0.369 OS3  BLG 35 
BLG H1   H1   H 0 1 N N N 7.113  23.288 14.369 -2.363 1.435  1.231  H1   BLG 36 
BLG H2   H2   H 0 1 N N N 9.562  24.487 12.877 -2.906 0.586  -1.649 H2   BLG 37 
BLG H3   H3   H 0 1 N N N 8.878  24.531 15.845 -4.643 0.381  0.855  H3   BLG 38 
BLG H4   H4   H 0 1 N N N 8.725  26.853 13.775 -3.181 -1.813 -0.688 H4   BLG 39 
BLG H5   H5   H 0 1 N N N 6.515  25.489 15.346 -2.593 -0.549 2.028  H5   BLG 40 
BLG HN2  HN2  H 0 1 N N N 9.456  22.224 14.912 -4.627 2.506  -0.277 HN2  BLG 41 
BLG H81  1H8  H 0 1 N N N 12.050 20.497 13.071 -3.580 5.023  -2.730 H81  BLG 42 
BLG H82  2H8  H 0 1 N N N 11.635 21.008 14.761 -5.129 4.329  -2.197 H82  BLG 43 
BLG H83  3H8  H 0 1 N N N 10.435 20.186 13.837 -4.008 5.027  -1.003 H83  BLG 44 
BLG HO3  HO3  H 0 1 N N N 10.643 26.110 15.844 -5.912 -0.882 -0.556 HO3  BLG 45 
BLG HO43 3HO4 H 0 0 N N N 8.367  30.186 14.507 -3.647 -4.951 -0.725 HO43 BLG 46 
BLG H61  1H6  H 0 1 N N N 4.816  26.713 14.140 -2.248 -3.026 1.937  H61  BLG 47 
BLG H62  2H6  H 0 1 N N N 5.864  27.837 14.844 -1.177 -2.801 0.533  H62  BLG 48 
BLG HO6  HO6  H 0 1 N N N 5.536  28.299 12.567 -0.034 -2.915 2.517  HO6  BLG 49 
BLG HA   HA   H 0 1 N N N 7.342  21.184 10.670 0.375  4.009  -0.446 HA   BLG 50 
BLG HB   HB   H 0 1 N N N 5.701  22.382 13.073 -0.453 2.045  1.682  HB   BLG 51 
BLG HG1  1HG  H 0 1 N N N 4.970  24.073 11.321 0.974  0.285  0.869  HG1  BLG 52 
BLG HG2  2HG  H 0 1 N N N 5.955  23.484 10.157 1.272  1.130  -0.688 HG2  BLG 53 
BLG HD   HD   H 0 1 N N N 3.535  22.030 11.453 2.332  1.839  2.103  HD   BLG 54 
BLG HN1  1HN  H 0 1 N N N 5.303  20.197 9.983  2.314  4.006  1.538  HN1  BLG 55 
BLG HN2A 2HN  H 0 0 N N N 4.761  19.972 11.400 2.515  3.734  -0.076 HN2A BLG 56 
BLG H91  1H9  H 0 1 N N N 7.384  19.091 11.805 -1.095 4.571  1.524  H91  BLG 57 
BLG H92  2H9  H 0 1 N N N 7.984  20.273 12.852 0.270  4.188  2.601  H92  BLG 58 
BLG HO9  HO9  H 0 1 N N N 6.334  18.980 13.895 0.129  6.421  2.102  HO9  BLG 59 
BLG HN3  HN3  H 0 1 N N N 2.088  22.658 10.215 3.476  -0.330 0.935  HN3  BLG 60 
BLG H111 1H11 H 0 0 N N N 1.757  23.681 7.702  5.244  0.126  -1.220 H111 BLG 61 
BLG H112 2H11 H 0 0 N N N 2.260  22.137 7.201  6.101  0.494  0.296  H112 BLG 62 
BLG H121 1H12 H 0 0 N N N -0.213 22.590 9.036  5.554  -1.767 1.154  H121 BLG 63 
BLG H122 2H12 H 0 0 N N N -0.324 22.528 7.339  4.697  -2.135 -0.362 H122 BLG 64 
BLG HOS3 3HOS H 0 0 N N N -0.285 18.935 9.617  7.992  -3.872 -0.758 HOS3 BLG 65 
# 
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 
BLG C1  C2   SING N N 1  
BLG C1  O5   SING N N 2  
BLG C1  O1   SING N N 3  
BLG C1  H1   SING N N 4  
BLG C2  C3   SING N N 5  
BLG C2  N2   SING N N 6  
BLG C2  H2   SING N N 7  
BLG C3  C4   SING N N 8  
BLG C3  O3   SING N N 9  
BLG C3  H3   SING N N 10 
BLG C4  C5   SING N N 11 
BLG C4  O4   SING N N 12 
BLG C4  H4   SING N N 13 
BLG C5  O5   SING N N 14 
BLG C5  C6   SING N N 15 
BLG C5  H5   SING N N 16 
BLG O1  CB   SING N N 17 
BLG N2  C7   SING N N 18 
BLG N2  HN2  SING N N 19 
BLG C7  O7   DOUB N N 20 
BLG C7  C8   SING N N 21 
BLG C8  H81  SING N N 22 
BLG C8  H82  SING N N 23 
BLG C8  H83  SING N N 24 
BLG O3  HO3  SING N N 25 
BLG O4  S4   SING N N 26 
BLG S4  O41  DOUB N N 27 
BLG S4  O42  DOUB N N 28 
BLG S4  O43  SING N N 29 
BLG O43 HO43 SING N N 30 
BLG C6  O6   SING N N 31 
BLG C6  H61  SING N N 32 
BLG C6  H62  SING N N 33 
BLG O6  HO6  SING N N 34 
BLG CA  CB   SING N N 35 
BLG CA  N    SING N N 36 
BLG CA  C9   SING N N 37 
BLG CA  HA   SING N N 38 
BLG CB  CG   SING N N 39 
BLG CB  HB   SING N N 40 
BLG CG  CD   SING N N 41 
BLG CG  HG1  SING N N 42 
BLG CG  HG2  SING N N 43 
BLG CD  N    SING N N 44 
BLG CD  C10  SING N N 45 
BLG CD  HD   SING N N 46 
BLG N   HN1  SING N N 47 
BLG N   HN2A SING N N 48 
BLG C9  O9   SING N N 49 
BLG C9  H91  SING N N 50 
BLG C9  H92  SING N N 51 
BLG O9  HO9  SING N N 52 
BLG C10 O10  DOUB N N 53 
BLG C10 N3   SING N N 54 
BLG N3  C11  SING N N 55 
BLG N3  HN3  SING N N 56 
BLG C11 C12  SING N N 57 
BLG C11 H111 SING N N 58 
BLG C11 H112 SING N N 59 
BLG C12 S    SING N N 60 
BLG C12 H121 SING N N 61 
BLG C12 H122 SING N N 62 
BLG S   OS1  DOUB N N 63 
BLG S   OS2  DOUB N N 64 
BLG S   OS3  SING N N 65 
BLG OS3 HOS3 SING N N 66 
# 
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 
BLG SMILES           ACDLabs              10.04 O=S(=O)(O)CCNC(=O)C2CC(OC1OC(C(OS(=O)(=O)O)C(O)C1NC(=O)C)CO)C(CO)[NH2+]2 
BLG InChI            InChI                1.02b 
;InChI=1/C16H29N3O14S2/c1-7(22)18-12-13(23)14(33-35(28,29)30)11(6-21)32-16(12)31-10-4-8(19-9(10)5-20)15(24)17-2-3-34(25,26)27/h8-14,16,19-21,23H,2-6H2,1H3,(H,17,24)(H,18,22)(H,25,26,27)(H,28,29,30)/p+1/t8-,9+,10-,11+,12+,13+,14+,16+/m0/s1/fC16H30N3O14S2/h17-19,25,28H/q+1
;
BLG InChIKey         InChI                1.02b RPNZWZDLNYCCIG-RLWNHLIZDC 
BLG SMILES_CANONICAL CACTVS               3.341 CC(=O)N[C@@H]1[C@@H](O)[C@H](O[S](O)(=O)=O)[C@@H](CO)O[C@H]1O[C@H]2C[C@H]([NH2+][C@@H]2CO)C(=O)NCC[S](O)(=O)=O 
BLG SMILES           CACTVS               3.341 CC(=O)N[CH]1[CH](O)[CH](O[S](O)(=O)=O)[CH](CO)O[CH]1O[CH]2C[CH]([NH2+][CH]2CO)C(=O)NCC[S](O)(=O)=O 
BLG SMILES_CANONICAL "OpenEye OEToolkits" 1.5.0 CC(=O)N[C@@H]1[C@H]([C@@H]([C@H](O[C@H]1O[C@H]2C[C@H]([NH2+][C@@H]2CO)C(=O)NCCS(=O)(=O)O)CO)OS(=O)(=O)O)O 
BLG SMILES           "OpenEye OEToolkits" 1.5.0 CC(=O)NC1C(C(C(OC1OC2CC([NH2+]C2CO)C(=O)NCCS(=O)(=O)O)CO)OS(=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 
BLG "SYSTEMATIC NAME" ACDLabs              10.04 "(2R,3S,5S)-2-(hydroxymethyl)-5-[(2-sulfoethyl)carbamoyl]pyrrolidinium-3-yl 2-(acetylamino)-2-deoxy-4-O-sulfo-beta-D-glucopyranoside"                                          
BLG "SYSTEMATIC NAME" "OpenEye OEToolkits" 1.5.0 "2-[[(2S,4S,5R)-4-[(2R,3R,4R,5S,6R)-3-acetamido-4-hydroxy-6-(hydroxymethyl)-5-sulfooxy-oxan-2-yl]oxy-5-(hydroxymethyl)pyrrolidin-1-ium-2-yl]carbonylamino]ethanesulfonic acid" 
# 
