data_J15
# 
_chem_comp.id                                    J15 
_chem_comp.name                                  N-{3-[4-(3-AMINO-PROPYL)-PIPERAZIN-1-YL]-PROPYL}-3-NITRO-5-(GALACTOPYRANOSYL)-ALPHA-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                   N 
_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                     J15 
_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        1PZJ 
_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 
J15 C1   C1   C 0  1 N N R 3.059  65.440 9.527  5.168   0.584  -0.689 C1   J15 1  
J15 O1   O1   O 0  1 N N N 4.039  66.047 10.273 5.098   -0.803 -0.353 O1   J15 2  
J15 C7   C7   C 0  1 Y N N 5.338  65.604 10.188 3.783   -1.146 -0.376 C7   J15 3  
J15 C8   C8   C 0  1 Y N N 5.682  64.483 10.924 3.409   -2.472 -0.201 C8   J15 4  
J15 C9   C9   C 0  1 Y N N 6.982  64.004 10.918 2.074   -2.828 -0.224 C9   J15 5  
J15 N14  N14  N 1  1 N N N 7.313  62.845 11.639 1.684   -4.243 -0.038 N14  J15 6  
J15 O15  O15  O -1 1 N N N 6.451  62.217 12.279 2.539   -5.093 0.134  O15  J15 7  
J15 O16  O16  O 0  1 N N N 8.477  62.455 11.568 0.507   -4.559 -0.057 O16  J15 8  
J15 C10  C10  C 0  1 Y N N 7.939  64.654 10.154 1.102   -1.866 -0.414 C10  J15 9  
J15 C11  C11  C 0  1 Y N N 7.616  65.799 9.405  1.469   -0.532 -0.595 C11  J15 10 
J15 C12  C12  C 0  1 Y N N 6.296  66.271 9.433  2.817   -0.174 -0.573 C12  J15 11 
J15 C13  C13  C 0  1 N N N 8.570  66.495 8.612  0.431   0.501  -0.805 C13  J15 12 
J15 N18  N18  N 0  1 N N N 9.871  66.155 8.528  -0.871  0.153  -0.826 N18  J15 13 
J15 C19  C19  C 0  1 N N N 10.526 65.113 9.319  -1.899  1.176  -1.033 C19  J15 14 
J15 C20  C20  C 0  1 N N N 12.000 65.425 9.591  -3.282  0.521  -1.014 C20  J15 15 
J15 C21  C21  C 0  1 N N N 12.152 66.063 10.964 -4.355  1.589  -1.230 C21  J15 16 
J15 N22  N22  N 0  1 N N N 12.170 65.264 11.955 -5.683  0.960  -1.212 N22  J15 17 
J15 C23  C23  C 0  1 N N N 11.641 65.888 13.164 -6.639  1.979  -1.662 C23  J15 18 
J15 C24  C24  C 0  1 N N N 11.716 64.935 14.358 -8.063  1.432  -1.551 C24  J15 19 
J15 N25  N25  N 0  1 N N N 13.032 64.374 14.626 -8.374  1.147  -0.146 N25  J15 20 
J15 C28  C28  C 0  1 N N N 13.032 63.673 15.695 -9.702  0.518  -0.127 C28  J15 21 
J15 C35  C35  C 0  1 N N N 13.707 62.519 15.701 -9.986  -0.032 1.272  C35  J15 22 
J15 C36  C36  C 0  1 N N N 15.180 62.666 16.033 -11.368 -0.687 1.292  C36  J15 23 
J15 N37  N37  N 0  1 N N N 15.899 61.447 15.732 -11.641 -1.216 2.635  N37  J15 24 
J15 C26  C26  C 0  1 N N N 13.541 63.759 13.393 -7.418  0.128  0.304  C26  J15 25 
J15 C27  C27  C 0  1 N N N 13.516 64.782 12.255 -5.994  0.674  0.194  C27  J15 26 
J15 O17  O17  O 0  1 N N N 8.187  67.492 8.007  0.752   1.663  -0.957 O17  J15 27 
J15 C2   C2   C 0  1 N N R 1.759  66.229 9.576  6.614   0.952  -1.032 C2   J15 28 
J15 O2   O2   O 0  1 N N N 1.951  67.637 9.517  7.047   0.189  -2.160 O2   J15 29 
J15 C3   C3   C 0  1 N N S 1.051  65.809 10.869 7.508   0.641  0.172  C3   J15 30 
J15 O3   O3   O 0  1 N N N -0.257 66.349 10.880 8.833   1.116  -0.076 O3   J15 31 
J15 C4   C4   C 0  1 N N R 0.979  64.277 10.955 6.932   1.346  1.405  C4   J15 32 
J15 O4   O4   O 0  1 N N N 0.101  63.787 9.937  7.029   2.762  1.238  O4   J15 33 
J15 C5   C5   C 0  1 N N R 2.370  63.663 10.772 5.462   0.949  1.565  C5   J15 34 
J15 C6   C6   C 0  1 N N N 2.382  62.147 10.789 4.888   1.622  2.813  C6   J15 35 
J15 O6   O6   O 0  1 N N N 3.724  61.707 10.744 3.555   1.157  3.034  O6   J15 36 
J15 O5   O5   O 0  1 N N N 2.959  64.049 9.531  4.722   1.364  0.418  O5   J15 37 
J15 H1   H1   H 0  1 N N N 3.442  65.506 8.482  4.530   0.781  -1.551 H1   J15 38 
J15 H8   H8   H 0  1 N N N 4.912  63.966 11.521 4.165   -3.229 -0.048 H8   J15 39 
J15 H10  H10  H 0  1 N N N 8.967  64.256 10.141 0.060   -2.147 -0.431 H10  J15 40 
J15 H12  H12  H 0  1 N N N 6.010  67.169 8.859  3.107   0.857  -0.709 H12  J15 41 
J15 H18  H18  H 0  1 N N N 10.380 66.708 7.838  -1.127  -0.775 -0.704 H18  J15 42 
J15 H191 1H19 H 0  0 N N N 9.973  64.923 10.268 -1.740  1.661  -1.996 H191 J15 43 
J15 H192 2H19 H 0  0 N N N 10.408 64.112 8.840  -1.838  1.919  -0.238 H192 J15 44 
J15 H201 1H20 H 0  0 N N N 12.646 64.523 9.475  -3.440  0.036  -0.050 H201 J15 45 
J15 H202 2H20 H 0  0 N N N 12.449 66.052 8.786  -3.343  -0.222 -1.809 H202 J15 46 
J15 H211 1H21 H 0  0 N N N 13.061 66.707 10.982 -4.196  2.074  -2.194 H211 J15 47 
J15 H212 2H21 H 0  0 N N N 11.358 66.831 11.113 -4.294  2.332  -0.435 H212 J15 48 
J15 H231 1H23 H 0  0 N N N 12.148 66.856 13.380 -6.430  2.240  -2.699 H231 J15 49 
J15 H232 2H23 H 0  0 N N N 10.604 66.269 13.008 -6.542  2.868  -1.038 H232 J15 50 
J15 H241 1H24 H 0  0 N N N 11.320 65.435 15.272 -8.145  0.516  -2.135 H241 J15 51 
J15 H242 2H24 H 0  0 N N N 10.967 64.116 14.241 -8.766  2.171  -1.936 H242 J15 52 
J15 H281 1H28 H 0  0 N N N 13.387 64.304 16.542 -9.728  -0.297 -0.850 H281 J15 53 
J15 H282 2H28 H 0  0 N N N 11.977 63.477 16.000 -10.458 1.258  -0.387 H282 J15 54 
J15 H351 1H35 H 0  0 N N N 13.222 61.786 16.387 -9.960  0.783  1.995  H351 J15 55 
J15 H352 2H35 H 0  0 N N N 13.576 61.984 14.731 -9.229  -0.773 1.532  H352 J15 56 
J15 H361 1H36 H 0  0 N N N 15.631 63.548 15.522 -11.394 -1.503 0.569  H361 J15 57 
J15 H362 2H36 H 0  0 N N N 15.334 62.985 17.089 -12.125 0.053  1.032  H362 J15 58 
J15 H371 1H37 H 0  0 N N N 16.889 61.545 15.955 -11.710 -0.419 3.251  H371 J15 59 
J15 H372 2H37 H 0  0 N N N 15.757 61.154 14.765 -12.558 -1.636 2.601  H372 J15 60 
J15 H261 1H26 H 0  0 N N N 14.553 63.313 13.533 -7.627  -0.133 1.342  H261 J15 61 
J15 H262 2H26 H 0  0 N N N 12.988 62.826 13.130 -7.515  -0.761 -0.319 H262 J15 62 
J15 H271 1H27 H 0  0 N N N 14.006 64.373 11.340 -5.291  -0.065 0.579  H271 J15 63 
J15 H272 2H27 H 0  0 N N N 14.206 65.631 12.467 -5.912  1.591  0.778  H272 J15 64 
J15 H2   H2   H 0  1 N N N 1.142  65.998 8.676  6.674   2.015  -1.266 H2   J15 65 
J15 HO2  HO2  H 0  1 N N N 1.139  68.129 9.547  6.458   0.414  -2.893 HO2  J15 66 
J15 H3   H3   H 0  1 N N N 1.623  66.193 11.745 7.531   -0.435 0.343  H3   J15 67 
J15 HO3  HO3  H 0  1 N N N -0.695 66.088 11.681 9.156   0.648  -0.858 HO3  J15 68 
J15 H4   H4   H 0  1 N N N 0.591  63.989 11.960 7.490   1.044  2.291  H4   J15 69 
J15 HO4  HO4  H 0  1 N N N 0.056  62.839 9.990  7.968   2.968  1.141  HO4  J15 70 
J15 H5   H5   H 0  1 N N N 2.945  64.050 11.644 5.389   -0.134 1.670  H5   J15 71 
J15 H61  1H6  H 0  1 N N N 1.822  61.724 11.656 5.506   1.376  3.676  H61  J15 72 
J15 H62  2H6  H 0  1 N N N 1.759  61.705 9.975  4.877   2.702  2.670  H62  J15 73 
J15 HO6  HO6  H 0  1 N N N 3.731  60.757 10.754 3.231   1.604  3.827  HO6  J15 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 
J15 C1  O1   SING N N 1  
J15 C1  C2   SING N N 2  
J15 C1  O5   SING N N 3  
J15 C1  H1   SING N N 4  
J15 O1  C7   SING N N 5  
J15 C7  C8   DOUB Y N 6  
J15 C7  C12  SING Y N 7  
J15 C8  C9   SING Y N 8  
J15 C8  H8   SING N N 9  
J15 C9  N14  SING N N 10 
J15 C9  C10  DOUB Y N 11 
J15 N14 O15  SING N N 12 
J15 N14 O16  DOUB N N 13 
J15 C10 C11  SING Y N 14 
J15 C10 H10  SING N N 15 
J15 C11 C12  DOUB Y N 16 
J15 C11 C13  SING N N 17 
J15 C12 H12  SING N N 18 
J15 C13 N18  SING N N 19 
J15 C13 O17  DOUB N N 20 
J15 N18 C19  SING N N 21 
J15 N18 H18  SING N N 22 
J15 C19 C20  SING N N 23 
J15 C19 H191 SING N N 24 
J15 C19 H192 SING N N 25 
J15 C20 C21  SING N N 26 
J15 C20 H201 SING N N 27 
J15 C20 H202 SING N N 28 
J15 C21 N22  SING N N 29 
J15 C21 H211 SING N N 30 
J15 C21 H212 SING N N 31 
J15 N22 C23  SING N N 32 
J15 N22 C27  SING N N 33 
J15 C23 C24  SING N N 34 
J15 C23 H231 SING N N 35 
J15 C23 H232 SING N N 36 
J15 C24 N25  SING N N 37 
J15 C24 H241 SING N N 38 
J15 C24 H242 SING N N 39 
J15 N25 C28  SING N N 40 
J15 N25 C26  SING N N 41 
J15 C28 C35  SING N N 42 
J15 C28 H281 SING N N 43 
J15 C28 H282 SING N N 44 
J15 C35 C36  SING N N 45 
J15 C35 H351 SING N N 46 
J15 C35 H352 SING N N 47 
J15 C36 N37  SING N N 48 
J15 C36 H361 SING N N 49 
J15 C36 H362 SING N N 50 
J15 N37 H371 SING N N 51 
J15 N37 H372 SING N N 52 
J15 C26 C27  SING N N 53 
J15 C26 H261 SING N N 54 
J15 C26 H262 SING N N 55 
J15 C27 H271 SING N N 56 
J15 C27 H272 SING N N 57 
J15 C2  O2   SING N N 58 
J15 C2  C3   SING N N 59 
J15 C2  H2   SING N N 60 
J15 O2  HO2  SING N N 61 
J15 C3  O3   SING N N 62 
J15 C3  C4   SING N N 63 
J15 C3  H3   SING N N 64 
J15 O3  HO3  SING N N 65 
J15 C4  O4   SING N N 66 
J15 C4  C5   SING N N 67 
J15 C4  H4   SING N N 68 
J15 O4  HO4  SING N N 69 
J15 C5  C6   SING N N 70 
J15 C5  O5   SING N N 71 
J15 C5  H5   SING N N 72 
J15 C6  O6   SING N N 73 
J15 C6  H61  SING N N 74 
J15 C6  H62  SING N N 75 
J15 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 
J15 SMILES           ACDLabs              10.04 [O-][N+](=O)c3cc(OC1OC(C(O)C(O)C1O)CO)cc(C(=O)NCCCN2CCN(CCCN)CC2)c3 
J15 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 
J15 InChIKey         InChI                1.02b UEIGEWJJVQHIAX-RCGOQJSDDQ 
J15 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 
J15 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 
J15 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 
J15 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 
J15 "SYSTEMATIC NAME" ACDLabs              10.04 N-{3-[4-(3-aminopropyl)piperazin-1-yl]propyl}-3-(alpha-D-galactopyranosyloxy)-5-nitrobenzamide                                      
J15 "SYSTEMATIC NAME" "OpenEye OEToolkits" 1.5.0 N-[3-[4-(3-aminopropyl)piperazin-1-yl]propyl]-3-nitro-5-[(2R,3R,4S,5R,6R)-3,4,5-trihydroxy-6-(hydroxymethyl)oxan-2-yl]oxy-benzamide 
# 
