data_A24
# 
_chem_comp.id                                    A24 
_chem_comp.name                                  (3-NITRO-5-(2-MORPHOLIN-4-YL-ETHYLAMINOCARBONYL)PHENYL)-GALACTOPYRANOSIDE 
_chem_comp.type                                  NON-POLYMER 
_chem_comp.pdbx_type                             HETAIN 
_chem_comp.formula                               "C19 H27 N3 O10" 
_chem_comp.mon_nstd_parent_comp_id               ? 
_chem_comp.pdbx_synonyms                         BMSC-0011 
_chem_comp.pdbx_formal_charge                    0 
_chem_comp.pdbx_initial_date                     2001-08-16 
_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                        457.432 
_chem_comp.one_letter_code                       ? 
_chem_comp.three_letter_code                     A24 
_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        1JR0 
_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 
A24 C1     C1     C 0  1 N N R -10.899 19.796 2.118  -3.220 0.883  0.944  C1     A24 1  
A24 O1     O1     O 0  1 N N N -12.293 20.093 2.103  -3.330 -0.541 0.917  O1     A24 2  
A24 C2     C2     C 0  1 N N R -10.781 18.572 2.987  -4.553 1.487  1.394  C2     A24 3  
A24 O2     O2     O 0  1 N N N -11.591 17.499 2.457  -4.863 1.030  2.712  O2     A24 4  
A24 C3     C3     C 0  1 N N S -11.223 18.878 4.401  -5.654 1.046  0.423  C3     A24 5  
A24 O3     O3     O 0  1 N N N -10.863 17.733 5.176  -6.873 1.719  0.743  O3     A24 6  
A24 C4     C4     C 0  1 N N R -10.475 20.120 4.936  -5.222 1.407  -1.003 C4     A24 7  
A24 O4     O4     O 0  1 N N N -9.066  19.783 5.013  -5.167 2.829  -1.140 O4     A24 8  
A24 C5     C5     C 0  1 N N R -10.665 21.290 3.994  -3.840 0.808  -1.272 C5     A24 9  
A24 O5     O5     O 0  1 N N N -10.231 20.953 2.667  -2.891 1.358  -0.360 O5     A24 10 
A24 C6     C6     C 0  1 N N N -9.847  22.527 4.385  -3.415 1.133  -2.705 C6     A24 11 
A24 O6     O6     O 0  1 N N N -10.110 23.610 3.509  -2.181 0.475  -2.997 O6     A24 12 
A24 "C1'"  "C1'"  C 0  1 Y N N -12.674 21.132 1.222  -2.090 -1.026 0.646  "C1'"  A24 13 
A24 "C2'"  "C2'"  C 0  1 Y N N -12.956 20.768 -0.077 -1.906 -2.387 0.445  "C2'"  A24 14 
A24 "C3'"  "C3'"  C 0  1 Y N N -13.355 21.802 -0.932 -0.648 -2.886 0.163  "C3'"  A24 15 
A24 "C4'"  "C4'"  C 0  1 Y N N -13.448 23.084 -0.434 0.436  -2.035 0.090  "C4'"  A24 16 
A24 "C5'"  "C5'"  C 0  1 Y N N -13.126 23.449 0.853  0.261  -0.665 0.296  "C5'"  A24 17 
A24 "C6'"  "C6'"  C 0  1 Y N N -12.786 22.414 1.733  -1.010 -0.163 0.575  "C6'"  A24 18 
A24 "N1'"  "N1'"  N 1  1 N N N -13.617 21.353 -2.247 -0.461 -4.338 -0.055 "N1'"  A24 19 
A24 "O1'"  "O1'"  O -1 1 N N N -14.032 22.200 -3.082 0.648  -4.780 -0.299 "O1'"  A24 20 
A24 "O2'"  "O2'"  O 0  1 N N N -13.370 20.103 -2.350 -1.416 -5.091 0.009  "O2'"  A24 21 
A24 "C7'"  "C7'"  C 0  1 N N N -13.097 24.769 1.376  1.420  0.250  0.218  "C7'"  A24 22 
A24 "O3'"  "O3'"  O 0  1 N N N -12.835 24.938 2.650  1.266  1.443  0.397  "O3'"  A24 23 
A24 "N2'"  "N2'"  N 0  1 N N N -13.346 25.843 0.635  2.647  -0.237 -0.052 "N2'"  A24 24 
A24 O1B    O1*    O 0  1 N N N -10.645 25.163 -4.638 8.684  1.482  0.768  O1B    A24 25 
A24 C2B    C2*    C 0  1 N N N -12.044 25.315 -4.762 8.658  0.812  -0.492 C2B    A24 26 
A24 C3B    C3*    C 0  1 N N N -12.557 26.535 -3.943 7.411  -0.067 -0.584 C3B    A24 27 
A24 "N4'"  N4*    N 0  1 N N N -11.902 26.722 -2.604 6.210  0.776  -0.523 "N4'"  A24 28 
A24 C5B    C5*    C 0  1 N N N -11.152 25.468 -2.226 6.266  1.497  0.756  C5B    A24 29 
A24 C6B    C6*    C 0  1 N N N -10.202 24.971 -3.305 7.542  2.337  0.814  C6B    A24 30 
A24 C7B    C7*    C 0  1 N N N -12.700 27.253 -1.463 5.059  -0.133 -0.446 C7B    A24 31 
A24 "C8'"  C8*    C 0  1 N N N -13.598 26.340 -0.686 3.795  0.670  -0.129 "C8'"  A24 32 
A24 H11    1H1    H 0  1 N N N -10.446 19.592 1.137  -2.436 1.173  1.644  H11    A24 33 
A24 H21    1H2    H 0  1 N N N -9.725  18.263 2.997  -4.479 2.575  1.393  H21    A24 34 
A24 HO21   1HO2   H 0  0 N N N -11.769 17.660 1.538  -4.143 1.323  3.287  HO21   A24 35 
A24 H31    1H3    H 0  1 N N N -12.302 19.088 4.449  -5.800 -0.031 0.501  H31    A24 36 
A24 HO31   1HO3   H 0  0 N N N -10.783 16.977 4.606  -7.098 1.473  1.651  HO31   A24 37 
A24 H41    1H4    H 0  1 N N N -10.866 20.404 5.924  -5.940 1.000  -1.715 H41    A24 38 
A24 HO41   1HO4   H 0  0 N N N -8.709  19.709 4.136  -6.055 3.162  -0.956 HO41   A24 39 
A24 H51    1H5    H 0  1 N N N -11.741 21.515 4.046  -3.882 -0.273 -1.143 H51    A24 40 
A24 H61    1H6    H 0  1 N N N -8.778  22.275 4.320  -3.286 2.210  -2.811 H61    A24 41 
A24 H62    2H6    H 0  1 N N N -10.116 22.823 5.410  -4.183 0.789  -3.399 H62    A24 42 
A24 HO1    1HO    H 0  1 N N N -10.169 24.415 4.009  -1.949 0.705  -3.907 HO1    A24 43 
A24 "H2'1" "1H2'" H 0  0 N N N -12.874 19.746 -0.415 -2.751 -3.058 0.501  "H2'1" A24 44 
A24 "H4'1" "1H4'" H 0  0 N N N -13.799 23.857 -1.102 1.418  -2.428 -0.127 "H4'1" A24 45 
A24 "H6'1" "1H6'" H 0  0 N N N -12.616 22.610 2.781  -1.151 0.896  0.735  "H6'1" A24 46 
A24 HN21   1HN2   H 0  0 N N N -13.366 26.629 1.253  2.770  -1.189 -0.195 HN21   A24 47 
A24 H2A1   1H2*   H 0  0 N N N -12.528 24.407 -4.373 9.548  0.191  -0.591 H2A1   A24 48 
A24 "H2'2" 2H2*   H 0  0 N N N -12.292 25.470 -5.823 8.642  1.550  -1.295 "H2'2" A24 49 
A24 "H3'1" 1H3*   H 0  0 N N N -13.623 26.349 -3.744 7.402  -0.773 0.247  "H3'1" A24 50 
A24 "H3'2" 2H3*   H 0  0 N N N -12.366 27.440 -4.538 7.422  -0.616 -1.526 "H3'2" A24 51 
A24 "H5'1" 1H5*   H 0  0 N N N -11.902 24.679 -2.068 5.397  2.149  0.843  "H5'1" A24 52 
A24 "H5'2" 2H5*   H 0  0 N N N -10.560 25.684 -1.324 6.265  0.780  1.577  "H5'2" A24 53 
A24 H6A1   1H6*   H 0  0 N N N -9.280  25.562 -3.199 7.556  2.911  1.741  H6A1   A24 54 
A24 "H6'2" 2H6*   H 0  0 N N N -10.064 23.890 -3.153 7.565  3.020  -0.035 "H6'2" A24 55 
A24 "H7'1" 1H7*   H 0  0 N N N -13.397 27.957 -1.940 5.229  -0.868 0.341  "H7'1" A24 56 
A24 "H7'2" 2H7*   H 0  0 N N N -11.972 27.651 -0.741 4.935  -0.644 -1.400 "H7'2" A24 57 
A24 "H8'1" 1H8*   H 0  0 N N N -14.447 27.011 -0.490 3.625  1.405  -0.916 "H8'1" A24 58 
A24 "H8'2" 2H8*   H 0  0 N N N -13.673 25.436 -1.308 3.919  1.181  0.825  "H8'2" A24 59 
# 
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 
A24 C1    O1     SING N N 1  
A24 C1    C2     SING N N 2  
A24 C1    O5     SING N N 3  
A24 C1    H11    SING N N 4  
A24 O1    "C1'"  SING N N 5  
A24 C2    O2     SING N N 6  
A24 C2    C3     SING N N 7  
A24 C2    H21    SING N N 8  
A24 O2    HO21   SING N N 9  
A24 C3    O3     SING N N 10 
A24 C3    C4     SING N N 11 
A24 C3    H31    SING N N 12 
A24 O3    HO31   SING N N 13 
A24 C4    O4     SING N N 14 
A24 C4    C5     SING N N 15 
A24 C4    H41    SING N N 16 
A24 O4    HO41   SING N N 17 
A24 C5    O5     SING N N 18 
A24 C5    C6     SING N N 19 
A24 C5    H51    SING N N 20 
A24 C6    O6     SING N N 21 
A24 C6    H61    SING N N 22 
A24 C6    H62    SING N N 23 
A24 O6    HO1    SING N N 24 
A24 "C1'" "C2'"  DOUB Y N 25 
A24 "C1'" "C6'"  SING Y N 26 
A24 "C2'" "C3'"  SING Y N 27 
A24 "C2'" "H2'1" SING N N 28 
A24 "C3'" "C4'"  DOUB Y N 29 
A24 "C3'" "N1'"  SING N N 30 
A24 "C4'" "C5'"  SING Y N 31 
A24 "C4'" "H4'1" SING N N 32 
A24 "C5'" "C6'"  DOUB Y N 33 
A24 "C5'" "C7'"  SING N N 34 
A24 "C6'" "H6'1" SING N N 35 
A24 "N1'" "O1'"  SING N N 36 
A24 "N1'" "O2'"  DOUB N N 37 
A24 "C7'" "O3'"  DOUB N N 38 
A24 "C7'" "N2'"  SING N N 39 
A24 "N2'" "C8'"  SING N N 40 
A24 "N2'" HN21   SING N N 41 
A24 O1B   C2B    SING N N 42 
A24 O1B   C6B    SING N N 43 
A24 C2B   C3B    SING N N 44 
A24 C2B   H2A1   SING N N 45 
A24 C2B   "H2'2" SING N N 46 
A24 C3B   "N4'"  SING N N 47 
A24 C3B   "H3'1" SING N N 48 
A24 C3B   "H3'2" SING N N 49 
A24 "N4'" C5B    SING N N 50 
A24 "N4'" C7B    SING N N 51 
A24 C5B   C6B    SING N N 52 
A24 C5B   "H5'1" SING N N 53 
A24 C5B   "H5'2" SING N N 54 
A24 C6B   H6A1   SING N N 55 
A24 C6B   "H6'2" SING N N 56 
A24 C7B   "C8'"  SING N N 57 
A24 C7B   "H7'1" SING N N 58 
A24 C7B   "H7'2" SING N N 59 
A24 "C8'" "H8'1" SING N N 60 
A24 "C8'" "H8'2" SING N N 61 
# 
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 
A24 SMILES           ACDLabs              10.04 [O-][N+](=O)c3cc(OC1OC(C(O)C(O)C1O)CO)cc(C(=O)NCCN2CCOCC2)c3                                                                                                                                   
A24 InChI            InChI                1.02b InChI=1/C19H27N3O10/c23-10-14-15(24)16(25)17(26)19(32-14)31-13-8-11(7-12(9-13)22(28)29)18(27)20-1-2-21-3-5-30-6-4-21/h7-9,14-17,19,23-26H,1-6,10H2,(H,20,27)/t14-,15+,16+,17-,19+/m1/s1/f/h20H 
A24 InChIKey         InChI                1.02b WUPHPSHNWMGIKP-PZIXUXSPDH                                                                                                                                                                      
A24 SMILES_CANONICAL CACTVS               3.341 OC[C@H]1O[C@H](Oc2cc(cc(c2)[N+]([O-])=O)C(=O)NCCN3CCOCC3)[C@H](O)[C@@H](O)[C@H]1O                                                                                                              
A24 SMILES           CACTVS               3.341 OC[CH]1O[CH](Oc2cc(cc(c2)[N+]([O-])=O)C(=O)NCCN3CCOCC3)[CH](O)[CH](O)[CH]1O                                                                                                                    
A24 SMILES_CANONICAL "OpenEye OEToolkits" 1.5.0 c1c(cc(cc1[N+](=O)[O-])O[C@@H]2[C@@H]([C@H]([C@H]([C@H](O2)CO)O)O)O)C(=O)NCCN3CCOCC3                                                                                                           
A24 SMILES           "OpenEye OEToolkits" 1.5.0 c1c(cc(cc1[N+](=O)[O-])OC2C(C(C(C(O2)CO)O)O)O)C(=O)NCCN3CCOCC3                                                                                                                                 
# 
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 
A24 "SYSTEMATIC NAME" ACDLabs              10.04 3-(alpha-D-galactopyranosyloxy)-N-(2-morpholin-4-ylethyl)-5-nitrobenzamide                                      
A24 "SYSTEMATIC NAME" "OpenEye OEToolkits" 1.5.0 N-(2-morpholin-4-ylethyl)-3-nitro-5-[(2R,3R,4S,5R,6R)-3,4,5-trihydroxy-6-(hydroxymethyl)oxan-2-yl]oxy-benzamide 
# 
