data_15B
# 
_chem_comp.id                                    15B 
_chem_comp.name                                  N-{3-[4-(3-AMINO-PROPYL)-PIPERAZIN-1-YL]-PROPYL}-3-NITRO-5-(GALACTOPYRANOSYL)-BETA-BENZAMIDE 
_chem_comp.type                                  NON-POLYMER 
_chem_comp.pdbx_type                             HETAIN 
_chem_comp.formula                               "C23 H37 N5 O9" 
_chem_comp.mon_nstd_parent_comp_id               ? 
_chem_comp.pdbx_synonyms                         ? 
_chem_comp.pdbx_formal_charge                    0 
_chem_comp.pdbx_initial_date                     2003-07-17 
_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                        527.568 
_chem_comp.one_letter_code                       ? 
_chem_comp.three_letter_code                     15B 
_chem_comp.pdbx_model_coordinates_details        ? 
_chem_comp.pdbx_model_coordinates_missing_flag   N 
_chem_comp.pdbx_ideal_coordinates_details        "OpenEye/OEToolkits V1.4.2" 
_chem_comp.pdbx_ideal_coordinates_missing_flag   N 
_chem_comp.pdbx_model_coordinates_db_code        ? 
_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 
15B C1   C1   C 0  1 N N S 19.540 24.601 47.348 -2.079 1.445  -6.890  C1   15B 1  
15B O1   O1   O 0  1 N N N 18.427 25.434 47.391 -2.742 0.180  -6.890  O1   15B 2  
15B C7   C7   C 0  1 Y N N 18.053 26.026 46.121 -1.992 -0.904 -7.256  C7   15B 3  
15B C8   C8   C 0  1 Y N N 17.334 27.204 46.188 -2.369 -1.664 -8.359  C8   15B 4  
15B C9   C9   C 0  1 Y N N 16.966 27.839 45.021 -1.604 -2.769 -8.732  C9   15B 5  
15B N14  N14  N 1  1 N N N 16.270 28.968 45.095 -1.985 -3.549 -9.857  N14  15B 6  
15B O15  O15  O -1 1 N N N 15.921 29.562 44.079 -1.283 -4.539 -10.175 O15  15B 7  
15B O16  O16  O 0  1 N N N 15.990 29.406 46.199 -3.012 -3.226 -10.500 O16  15B 8  
15B C10  C10  C 0  1 Y N N 17.311 27.308 43.789 -0.466 -3.108 -8.001  C10  15B 9  
15B C11  C11  C 0  1 Y N N 18.045 26.121 43.719 -0.092 -2.343 -6.896  C11  15B 10 
15B C12  C12  C 0  1 Y N N 18.430 25.475 44.896 -0.858 -1.238 -6.523  C12  15B 11 
15B C13  C13  C 0  1 N N N 18.413 25.595 42.479 1.093  -2.697 -6.132  C13  15B 12 
15B N18  N18  N 0  1 N N N 17.695 25.858 41.464 1.745  -1.661 -5.453  N18  15B 13 
15B C19  C19  C 0  1 N N N 17.916 25.410 40.084 2.946  -1.850 -4.672  C19  15B 14 
15B C20  C20  C 0  1 N N N 18.493 26.558 39.246 4.217  -1.669 -5.498  C20  15B 15 
15B C21  C21  C 0  1 N N N 19.805 26.139 38.595 4.340  -0.292 -6.148  C21  15B 16 
15B N22  N22  N 0  1 N N N 20.178 26.720 37.513 4.324  0.793  -5.169  N22  15B 17 
15B C23  C23  C 0  1 N N N 19.085 26.746 36.544 5.483  0.705  -4.273  C23  15B 18 
15B C24  C24  C 0  1 N N N 19.558 26.878 35.104 5.468  1.844  -3.248  C24  15B 19 
15B N25  N25  N 0  1 N N N 20.457 25.798 34.727 5.435  3.150  -3.917  N25  15B 20 
15B C28  C28  C 0  1 N N N 20.687 25.785 33.532 5.417  4.235  -2.937  C28  15B 21 
15B C35  C35  C 0  1 N N N 19.946 24.983 32.900 6.682  4.275  -2.083  C35  15B 22 
15B C36  C36  C 0  1 N N N 19.142 25.594 31.764 7.967  4.442  -2.892  C36  15B 23 
15B N37  N37  N 0  1 N N N 17.900 24.872 31.539 9.138  4.500  -2.061  N37  15B 24 
15B C26  C26  C 0  1 N N N 21.667 25.937 35.520 4.276  3.238  -4.813  C26  15B 25 
15B C27  C27  C 0  1 N N N 21.367 26.001 37.021 4.292  2.099  -5.839  C27  15B 26 
15B O17  O17  O 0  1 N N N 19.392 24.894 42.392 1.505  -3.871 -6.114  O17  15B 27 
15B C2   C2   C 0  1 N N R 20.186 24.552 48.727 -3.077 2.561  -7.205  C2   15B 28 
15B O2   O2   O 0  1 N N N 20.644 25.855 49.071 -3.555 2.375  -8.537  O2   15B 29 
15B C3   C3   C 0  1 N N S 21.338 23.536 48.709 -2.410 3.931  -7.095  C3   15B 30 
15B O3   O3   O 0  1 N N N 21.901 23.404 50.005 -3.400 4.948  -7.223  O3   15B 31 
15B C4   C4   C 0  1 N N R 20.843 22.177 48.194 -1.671 4.076  -5.764  C4   15B 32 
15B O4   O4   O 0  1 N N N 20.013 21.578 49.192 -2.636 4.109  -4.710  O4   15B 33 
15B C5   C5   C 0  1 N N R 20.089 22.389 46.879 -0.719 2.892  -5.567  C5   15B 34 
15B C6   C6   C 0  1 N N N 19.534 21.079 46.338 0.003  2.926  -4.226  C6   15B 35 
15B O6   O6   O 0  1 N N N 19.001 21.253 45.024 0.846  1.791  -4.136  O6   15B 36 
15B O5   O5   O 0  1 N N N 19.015 23.332 47.020 -1.452 1.662  -5.627  O5   15B 37 
15B H1   H1   H 0  1 N N N 20.302 24.939 46.631 -1.307 1.381  -7.666  H1   15B 38 
15B H2   H2   H 0  1 N N N 19.458 24.230 49.486 -3.949 2.503  -6.542  H2   15B 39 
15B HO2  HO2  H 0  1 N N N 20.746 25.917 50.013 -3.560 1.419  -8.697  HO2  15B 40 
15B H3   H3   H 0  1 N N N 22.120 23.902 48.027 -1.709 4.062  -7.929  H3   15B 41 
15B HO3  HO3  H 0  1 N N N 22.848 23.375 49.938 -4.114 4.571  -7.761  HO3  15B 42 
15B H4   H4   H 0  1 N N N 21.686 21.498 47.998 -1.132 5.030  -5.739  H4   15B 43 
15B HO4  HO4  H 0  1 N N N 20.517 21.445 49.986 -3.306 3.446  -4.933  HO4  15B 44 
15B H5   H5   H 0  1 N N N 20.823 22.794 46.167 0.037  2.888  -6.363  H5   15B 45 
15B H61  1H6  H 0  1 N N N 20.344 20.336 46.300 -0.721 2.901  -3.411  H61  15B 46 
15B H62  2H6  H 0  1 N N N 18.726 20.738 47.003 0.609  3.830  -4.150  H62  15B 47 
15B HO6  HO6  H 0  1 N N N 18.053 21.292 45.069 0.646  1.227  -4.902  HO6  15B 48 
15B H8   H8   H 0  1 N N N 17.063 27.623 47.146 -3.258 -1.393 -8.925  H8   15B 49 
15B H10  H10  H 0  1 N N N 17.012 27.812 42.882 0.132  -3.970 -8.290  H10  15B 50 
15B H12  H12  H 0  1 N N N 19.010 24.565 44.858 -0.570 -0.638 -5.662  H12  15B 51 
15B H18  H18  H 0  1 N N N 16.892 26.433 41.623 1.403  -0.711 -5.553  H18  15B 52 
15B H191 1H19 H 0  0 N N N 18.624 24.568 40.084 2.919  -1.111 -3.864  H191 15B 53 
15B H192 2H19 H 0  0 N N N 16.957 25.092 39.649 2.899  -2.846 -4.221  H192 15B 54 
15B H201 1H20 H 0  0 N N N 17.772 26.828 38.461 5.092  -1.833 -4.858  H201 15B 55 
15B H202 2H20 H 0  0 N N N 18.682 27.419 39.904 4.240  -2.441 -6.278  H202 15B 56 
15B H211 1H21 H 0  0 N N N 20.594 26.329 39.337 5.263  -0.204 -6.730  H211 15B 57 
15B H212 2H21 H 0  0 N N N 19.635 25.095 38.294 3.496  -0.123 -6.824  H212 15B 58 
15B H231 1H23 H 0  0 N N N 18.522 25.805 36.636 6.420  0.733  -4.846  H231 15B 59 
15B H232 2H23 H 0  0 N N N 18.470 27.630 36.769 5.459  -0.250 -3.734  H232 15B 60 
15B H241 1H24 H 0  0 N N N 18.680 26.853 34.441 4.605  1.728  -2.577  H241 15B 61 
15B H242 2H24 H 0  0 N N N 20.105 27.828 35.009 6.372  1.770  -2.631  H242 15B 62 
15B H261 1H26 H 0  0 N N N 22.314 25.069 35.328 4.301  4.192  -5.353  H261 15B 63 
15B H262 2H26 H 0  0 N N N 22.158 26.878 35.230 3.338  3.209  -4.242  H262 15B 64 
15B H271 1H27 H 0  0 N N N 22.234 26.497 37.482 3.389  2.173  -6.456  H271 15B 65 
15B H272 2H27 H 0  0 N N N 21.160 24.953 37.286 5.156  2.214  -6.508  H272 15B 66 
15B H281 1H28 H 0  0 N N N 20.520 26.797 33.136 4.521  4.114  -2.321  H281 15B 67 
15B H282 2H28 H 0  0 N N N 21.727 25.454 33.397 5.317  5.168  -3.499  H282 15B 68 
15B H351 1H35 H 0  0 N N N 20.593 24.205 32.467 6.740  3.348  -1.499  H351 15B 69 
15B H352 2H35 H 0  0 N N N 19.211 24.607 33.627 6.610  5.102  -1.367  H352 15B 70 
15B H361 1H36 H 0  0 N N N 18.904 26.637 32.020 7.932  5.379  -3.457  H361 15B 71 
15B H362 2H36 H 0  0 N N N 19.745 25.539 30.846 8.102  3.622  -3.604  H362 15B 72 
15B H371 1H37 H 0  0 N N N 17.447 24.706 32.415 9.842  3.784  -2.152  H371 15B 73 
15B H372 2H37 H 0  0 N N N 17.301 25.415 30.951 9.150  5.123  -1.269  H372 15B 74 
# 
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 
15B C1  O1   SING N N 1  
15B C1  C2   SING N N 2  
15B C1  O5   SING N N 3  
15B C1  H1   SING N N 4  
15B O1  C7   SING N N 5  
15B C7  C8   DOUB Y N 6  
15B C7  C12  SING Y N 7  
15B C8  C9   SING Y N 8  
15B C8  H8   SING N N 9  
15B C9  N14  SING N N 10 
15B C9  C10  DOUB Y N 11 
15B N14 O15  SING N N 12 
15B N14 O16  DOUB N N 13 
15B C10 C11  SING Y N 14 
15B C10 H10  SING N N 15 
15B C11 C12  DOUB Y N 16 
15B C11 C13  SING N N 17 
15B C12 H12  SING N N 18 
15B C13 N18  SING N N 19 
15B C13 O17  DOUB N N 20 
15B N18 C19  SING N N 21 
15B N18 H18  SING N N 22 
15B C19 C20  SING N N 23 
15B C19 H191 SING N N 24 
15B C19 H192 SING N N 25 
15B C20 C21  SING N N 26 
15B C20 H201 SING N N 27 
15B C20 H202 SING N N 28 
15B C21 N22  SING N N 29 
15B C21 H211 SING N N 30 
15B C21 H212 SING N N 31 
15B N22 C23  SING N N 32 
15B N22 C27  SING N N 33 
15B C23 C24  SING N N 34 
15B C23 H231 SING N N 35 
15B C23 H232 SING N N 36 
15B C24 N25  SING N N 37 
15B C24 H241 SING N N 38 
15B C24 H242 SING N N 39 
15B N25 C28  SING N N 40 
15B N25 C26  SING N N 41 
15B C28 C35  SING N N 42 
15B C28 H281 SING N N 43 
15B C28 H282 SING N N 44 
15B C35 C36  SING N N 45 
15B C35 H351 SING N N 46 
15B C35 H352 SING N N 47 
15B C36 N37  SING N N 48 
15B C36 H361 SING N N 49 
15B C36 H362 SING N N 50 
15B N37 H371 SING N N 51 
15B N37 H372 SING N N 52 
15B C26 C27  SING N N 53 
15B C26 H261 SING N N 54 
15B C26 H262 SING N N 55 
15B C27 H271 SING N N 56 
15B C27 H272 SING N N 57 
15B C2  O2   SING N N 58 
15B C2  C3   SING N N 59 
15B C2  H2   SING N N 60 
15B O2  HO2  SING N N 61 
15B C3  O3   SING N N 62 
15B C3  C4   SING N N 63 
15B C3  H3   SING N N 64 
15B O3  HO3  SING N N 65 
15B C4  O4   SING N N 66 
15B C4  C5   SING N N 67 
15B C4  H4   SING N N 68 
15B O4  HO4  SING N N 69 
15B C5  C6   SING N N 70 
15B C5  O5   SING N N 71 
15B C5  H5   SING N N 72 
15B C6  O6   SING N N 73 
15B C6  H61  SING N N 74 
15B C6  H62  SING N N 75 
15B O6  HO6  SING N N 76 
# 
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 
15B SMILES           ACDLabs              10.04 [O-][N+](=O)c3cc(OC1OC(C(O)C(O)C1O)CO)cc(C(=O)NCCCN2CCN(CCCN)CC2)c3 
15B InChI            InChI                1.02b 
InChI=1/C23H37N5O9/c24-3-1-5-26-7-9-27(10-8-26)6-2-4-25-22(33)15-11-16(28(34)35)13-17(12-15)36-23-21(32)20(31)19(30)18(14-29)37-23/h11-13,18-21,23,29-32H,1-10,14,24H2,(H,25,33)/t18-,19+,20+,21-,23-/m1/s1/f/h25H 
15B InChIKey         InChI                1.02b UEIGEWJJVQHIAX-BLSKVYMGDE 
15B SMILES_CANONICAL CACTVS               3.341 NCCCN1CCN(CCCNC(=O)c2cc(O[C@@H]3O[C@H](CO)[C@H](O)[C@H](O)[C@H]3O)cc(c2)[N+]([O-])=O)CC1 
15B SMILES           CACTVS               3.341 NCCCN1CCN(CCCNC(=O)c2cc(O[CH]3O[CH](CO)[CH](O)[CH](O)[CH]3O)cc(c2)[N+]([O-])=O)CC1 
15B 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)NCCCN3CCN(CC3)CCCN 
15B SMILES           "OpenEye OEToolkits" 1.5.0 c1c(cc(cc1[N+](=O)[O-])OC2C(C(C(C(O2)CO)O)O)O)C(=O)NCCCN3CCN(CC3)CCCN 
# 
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 
15B "SYSTEMATIC NAME" ACDLabs              10.04 N-{3-[4-(3-aminopropyl)piperazin-1-yl]propyl}-3-(beta-D-galactopyranosyloxy)-5-nitrobenzamide                                       
15B "SYSTEMATIC NAME" "OpenEye OEToolkits" 1.5.0 N-[3-[4-(3-aminopropyl)piperazin-1-yl]propyl]-3-nitro-5-[(2S,3R,4S,5R,6R)-3,4,5-trihydroxy-6-(hydroxymethyl)oxan-2-yl]oxy-benzamide 
# 
