data_J12
# 
_chem_comp.id                                    J12 
_chem_comp.name                                  N-{3-[4-(3-AMINO-PROPYL)-PIPERAZIN-1-YL]-PROPYL}-3-(2-THIOPHEN-2-YL-ACETYLAMINO)-5-(3,4,5-TRIHYDROXY-6-HYDROXYMETHYL-TETRAHYDRO-PYRAN-2-YLOXY)-BENZAMIDE 
_chem_comp.type                                  NON-POLYMER 
_chem_comp.pdbx_type                             HETAIN 
_chem_comp.formula                               "C29 H43 N5 O8 S" 
_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                        621.745 
_chem_comp.one_letter_code                       ? 
_chem_comp.three_letter_code                     J12 
_chem_comp.pdbx_model_coordinates_details        ? 
_chem_comp.pdbx_model_coordinates_missing_flag   Y 
_chem_comp.pdbx_ideal_coordinates_details        ? 
_chem_comp.pdbx_ideal_coordinates_missing_flag   N 
_chem_comp.pdbx_model_coordinates_db_code        1PZK 
_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 
J12 C1   C1   C 0 1 N N R 15.979 19.373 15.391 -0.867 -4.411  -10.320 C1   J12 1  
J12 O1   O1   O 0 1 N N N 15.287 18.162 15.375 -1.528 -3.397  -9.565  O1   J12 2  
J12 C7   C7   C 0 1 Y N N 14.622 17.676 14.264 -0.731 -2.560  -8.833  C7   J12 3  
J12 C8   C8   C 0 1 Y N N 14.648 18.330 13.045 -0.752 -1.192  -9.084  C8   J12 4  
J12 C9   C9   C 0 1 Y N N 13.975 17.747 11.966 0.060  -0.339  -8.337  C9   J12 5  
J12 C10  C10  C 0 1 Y N N 13.291 16.547 12.134 0.890  -0.858  -7.343  C10  J12 6  
J12 C11  C11  C 0 1 Y N N 13.253 15.860 13.348 0.907  -2.231  -7.096  C11  J12 7  
J12 C12  C12  C 0 1 Y N N 13.940 16.454 14.409 0.095  -3.084  -7.843  C12  J12 8  
J12 C13  C13  C 0 1 N N N 12.545 14.629 13.478 1.772  -2.773  -6.060  C13  J12 9  
J12 O17  O17  O 0 1 N N N 12.569 13.950 14.508 2.808  -2.172  -5.725  O17  J12 10 
J12 N18  N18  N 0 1 N N N 12.016 14.030 12.410 1.369  -3.971  -5.458  N18  J12 11 
J12 C19  C19  C 0 1 N N N 11.826 14.568 11.062 2.108  -4.621  -4.399  C19  J12 12 
J12 C20  C20  C 0 1 N N N 10.661 13.833 10.402 3.140  -5.613  -4.929  C20  J12 13 
J12 C21  C21  C 0 1 N N N 9.664  13.355 11.446 2.536  -6.757  -5.740  C21  J12 14 
J12 N22  N22  N 0 1 N N N 8.580  13.908 11.342 3.550  -7.674  -6.259  N22  J12 15 
J12 C23  C23  C 0 1 N N N 7.630  13.435 12.339 4.263  -8.338  -5.162  C23  J12 16 
J12 C24  C24  C 0 1 N N N 6.308  14.172 12.274 5.325  -9.301  -5.704  C24  J12 17 
J12 N25  N25  N 0 1 N N N 5.729  14.280 10.946 4.721  -10.295 -6.600  N25  J12 18 
J12 C26  C26  C 0 1 N N N 6.707  14.560 9.886  4.007  -9.630  -7.697  C26  J12 19 
J12 C27  C27  C 0 1 N N N 7.984  13.740 10.022 2.945  -8.668  -7.153  C27  J12 20 
J12 C28  C28  C 0 1 N N N 4.897  13.382 10.659 5.736  -11.209 -7.120  C28  J12 21 
J12 C35  C35  C 0 1 N N N 3.668  13.934 9.971  6.397  -12.037 -6.020  C35  J12 22 
J12 C36  C36  C 0 1 N N N 3.849  14.113 8.481  5.417  -12.889 -5.216  C36  J12 23 
J12 N37  N37  N 0 1 N N N 2.558  14.185 7.817  6.070  -13.674 -4.205  N37  J12 24 
J12 N40  N40  N 0 1 N N N 13.949 18.379 10.728 0.044  1.034   -8.585  N40  J12 25 
J12 C41  C41  C 0 1 N N N 14.997 18.931 10.115 -0.717 1.736   -9.535  C41  J12 26 
J12 O44  O44  O 0 1 N N N 15.983 19.315 10.722 -1.517 1.256   -10.331 O44  J12 27 
J12 C2   C2   C 0 1 N N R 16.916 19.487 16.594 -1.664 -4.730  -11.588 C2   J12 28 
J12 O2   O2   O 0 1 N N N 17.640 18.300 16.878 -1.911 -3.524  -12.304 O2   J12 29 
J12 C3   C3   C 0 1 N N S 16.043 19.816 17.816 -2.983 -5.418  -11.236 C3   J12 30 
J12 O3   O3   O 0 1 N N N 16.879 20.106 18.939 -3.636 -5.822  -12.436 O3   J12 31 
J12 C4   C4   C 0 1 N N R 15.129 21.019 17.564 -2.724 -6.635  -10.345 C4   J12 32 
J12 O4   O4   O 0 1 N N N 15.902 22.199 17.452 -2.020 -7.632  -11.091 O4   J12 33 
J12 C5   C5   C 0 1 N N R 14.352 20.783 16.246 -1.876 -6.234  -9.131  C5   J12 34 
J12 C6   C6   C 0 1 N N N 13.445 21.953 15.897 -1.486 -7.433  -8.273  C6   J12 35 
J12 O6   O6   O 0 1 N N N 12.574 21.590 14.826 -0.701 -6.975  -7.187  O6   J12 36 
J12 O5   O5   O 0 1 N N N 15.233 20.553 15.131 -0.658 -5.598  -9.550  O5   J12 37 
J12 S    S    S 0 1 Y N N ?      ?      ?      -1.490 5.175   -11.113 S    J12 38 
J12 C42  C42  C 0 1 N N N ?      ?      ?      -0.430 3.228   -9.471  C42  J12 39 
J12 C43  C43  C 0 1 Y N N ?      ?      ?      -1.620 4.083   -9.818  C43  J12 40 
J12 C44  C44  C 0 1 Y N N ?      ?      ?      -2.837 4.099   -9.209  C44  J12 41 
J12 C45  C45  C 0 1 Y N N ?      ?      ?      -3.708 5.044   -9.823  C45  J12 42 
J12 C46  C46  C 0 1 Y N N ?      ?      ?      -3.102 5.700   -10.872 C46  J12 43 
J12 H1   H1   H 0 1 N N N 16.603 19.316 14.487 0.114  -4.008  -10.591 H1   J12 44 
J12 H8   H8   H 0 1 N N N 15.174 19.266 12.929 -1.401 -0.791  -9.860  H8   J12 45 
J12 H10  H10  H 0 1 N N N 12.766 16.129 11.288 1.523  -0.193  -6.760  H10  J12 46 
J12 H12  H12  H 0 1 N N N 13.948 15.960 15.370 0.104  -4.155  -7.655  H12  J12 47 
J12 H18  H18  H 0 1 N N N 11.708 13.089 12.549 0.483  -4.386  -5.725  H18  J12 48 
J12 H191 1H19 H 0 0 N N N 11.602 15.643 11.119 2.608  -3.831  -3.830  H191 J12 49 
J12 H192 2H19 H 0 0 N N N 12.742 14.427 10.470 1.385  -5.108  -3.738  H192 J12 50 
J12 H201 1H20 H 0 0 N N N 10.152 14.517 9.707  3.864  -5.082  -5.559  H201 J12 51 
J12 H202 2H20 H 0 0 N N N 11.055 12.959 9.863  3.696  -6.026  -4.078  H202 J12 52 
J12 H211 1H21 H 0 0 N N N 9.517  12.272 11.319 1.830  -7.343  -5.144  H211 J12 53 
J12 H212 2H21 H 0 0 N N N 10.072 13.598 12.438 1.997  -6.357  -6.605  H212 J12 54 
J12 H231 1H23 H 0 0 N N N 7.442  12.366 12.162 3.561  -8.885  -4.516  H231 J12 55 
J12 H232 2H23 H 0 0 N N N 8.067  13.615 13.332 4.761  -7.586  -4.538  H232 J12 56 
J12 H241 1H24 H 0 0 N N N 5.591  13.628 12.907 6.108  -8.733  -6.225  H241 J12 57 
J12 H242 2H24 H 0 0 N N N 6.509  15.200 12.609 5.800  -9.810  -4.857  H242 J12 58 
J12 H261 1H26 H 0 0 N N N 6.244  14.321 8.917  3.509  -10.383 -8.320  H261 J12 59 
J12 H262 2H26 H 0 0 N N N 6.985  15.621 9.965  4.708  -9.083  -8.343  H262 J12 60 
J12 H271 1H27 H 0 0 N N N 8.704  14.074 9.261  2.470  -8.159  -8.001  H271 J12 61 
J12 H272 2H27 H 0 0 N N N 7.733  12.678 9.884  2.162  -9.236  -6.631  H272 J12 62 
J12 H281 1H28 H 0 0 N N N 5.381  12.661 9.984  6.471  -10.615 -7.672  H281 J12 63 
J12 H282 2H28 H 0 0 N N N 4.574  12.909 11.598 5.232  -11.870 -7.832  H282 J12 64 
J12 H351 1H35 H 0 0 N N N 2.837  13.232 10.135 6.928  -11.358 -5.343  H351 J12 65 
J12 H352 2H35 H 0 0 N N N 3.469  14.927 10.400 7.149  -12.699 -6.468  H352 J12 66 
J12 H361 1H36 H 0 0 N N N 4.403  15.045 8.294  4.902  -13.590 -5.879  H361 J12 67 
J12 H362 2H36 H 0 0 N N N 4.407  13.252 8.084  4.660  -12.271 -4.723  H362 J12 68 
J12 H371 1H37 H 0 0 N N N 1.830  14.202 8.503  6.136  -13.312 -3.266  H371 J12 69 
J12 H372 2H37 H 0 0 N N N 2.514  15.017 7.264  6.625  -14.469 -4.481  H372 J12 70 
J12 H40  H40  H 0 1 N N N 13.068 18.424 10.256 0.667  1.603   -8.000  H40  J12 71 
J12 H2   H2   H 0 1 N N N 17.661 20.262 16.362 -1.076 -5.381  -12.245 H2   J12 72 
J12 HO2  HO2  H 0 1 N N N 17.802 17.826 16.071 -1.177 -2.924  -12.098 HO2  J12 73 
J12 H3   H3   H 0 1 N N N 15.412 18.937 18.013 -3.655 -4.713  -10.732 H3   J12 74 
J12 HO3  HO3  H 0 1 N N N 17.783 20.170 18.653 -3.372 -5.188  -13.122 HO3  J12 75 
J12 H4   H4   H 0 1 N N N 14.427 21.133 18.403 -3.671 -7.087  -10.032 H4   J12 76 
J12 HO4  HO4  H 0 1 N N N 16.075 22.548 18.318 -1.370 -7.159  -11.631 HO4  J12 77 
J12 H5   H5   H 0 1 N N N 13.742 19.885 16.426 -2.436 -5.537  -8.497  H5   J12 78 
J12 H61  1H6  H 0 1 N N N 12.845 22.224 16.778 -0.905 -8.142  -8.863  H61  J12 79 
J12 H62  2H6  H 0 1 N N N 14.062 22.810 15.588 -2.381 -7.923  -7.888  H62  J12 80 
J12 HO6  HO6  H 0 1 N N N 11.686 21.509 15.153 -0.438 -6.061  -7.391  HO6  J12 81 
J12 H421 1H42 H 0 0 N N N ?      ?      ?      0.399  3.455   -10.154 H421 J12 82 
J12 H422 2H42 H 0 0 N N N ?      ?      ?      -0.081 3.478   -8.461  H422 J12 83 
J12 H44  H44  H 0 1 N N N ?      ?      ?      -3.109 3.474   -8.367  H44  J12 84 
J12 H45  H45  H 0 1 N N N ?      ?      ?      -4.726 5.233   -9.510  H45  J12 85 
J12 H46  H46  H 0 1 N N N ?      ?      ?      -3.530 6.463   -11.507 H46  J12 86 
# 
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 
J12 C1  O1   SING N N 1  
J12 C1  C2   SING N N 2  
J12 C1  O5   SING N N 3  
J12 C1  H1   SING N N 4  
J12 O1  C7   SING N N 5  
J12 C7  C8   DOUB Y N 6  
J12 C7  C12  SING Y N 7  
J12 C8  C9   SING Y N 8  
J12 C8  H8   SING N N 9  
J12 C9  C10  DOUB Y N 10 
J12 C9  N40  SING N N 11 
J12 C10 C11  SING Y N 12 
J12 C10 H10  SING N N 13 
J12 C11 C12  DOUB Y N 14 
J12 C11 C13  SING N N 15 
J12 C12 H12  SING N N 16 
J12 C13 O17  DOUB N N 17 
J12 C13 N18  SING N N 18 
J12 N18 C19  SING N N 19 
J12 N18 H18  SING N N 20 
J12 C19 C20  SING N N 21 
J12 C19 H191 SING N N 22 
J12 C19 H192 SING N N 23 
J12 C20 C21  SING N N 24 
J12 C20 H201 SING N N 25 
J12 C20 H202 SING N N 26 
J12 C21 N22  SING N N 27 
J12 C21 H211 SING N N 28 
J12 C21 H212 SING N N 29 
J12 N22 C23  SING N N 30 
J12 N22 C27  SING N N 31 
J12 C23 C24  SING N N 32 
J12 C23 H231 SING N N 33 
J12 C23 H232 SING N N 34 
J12 C24 N25  SING N N 35 
J12 C24 H241 SING N N 36 
J12 C24 H242 SING N N 37 
J12 N25 C26  SING N N 38 
J12 N25 C28  SING N N 39 
J12 C26 C27  SING N N 40 
J12 C26 H261 SING N N 41 
J12 C26 H262 SING N N 42 
J12 C27 H271 SING N N 43 
J12 C27 H272 SING N N 44 
J12 C28 C35  SING N N 45 
J12 C28 H281 SING N N 46 
J12 C28 H282 SING N N 47 
J12 C35 C36  SING N N 48 
J12 C35 H351 SING N N 49 
J12 C35 H352 SING N N 50 
J12 C36 N37  SING N N 51 
J12 C36 H361 SING N N 52 
J12 C36 H362 SING N N 53 
J12 N37 H371 SING N N 54 
J12 N37 H372 SING N N 55 
J12 N40 C41  SING N N 56 
J12 N40 H40  SING N N 57 
J12 C41 O44  DOUB N N 58 
J12 C41 C42  SING N N 59 
J12 C2  O2   SING N N 60 
J12 C2  C3   SING N N 61 
J12 C2  H2   SING N N 62 
J12 O2  HO2  SING N N 63 
J12 C3  O3   SING N N 64 
J12 C3  C4   SING N N 65 
J12 C3  H3   SING N N 66 
J12 O3  HO3  SING N N 67 
J12 C4  O4   SING N N 68 
J12 C4  C5   SING N N 69 
J12 C4  H4   SING N N 70 
J12 O4  HO4  SING N N 71 
J12 C5  C6   SING N N 72 
J12 C5  O5   SING N N 73 
J12 C5  H5   SING N N 74 
J12 C6  O6   SING N N 75 
J12 C6  H61  SING N N 76 
J12 C6  H62  SING N N 77 
J12 O6  HO6  SING N N 78 
J12 S   C43  SING Y N 79 
J12 S   C46  SING Y N 80 
J12 C42 C43  SING N N 81 
J12 C42 H421 SING N N 82 
J12 C42 H422 SING N N 83 
J12 C43 C44  DOUB Y N 84 
J12 C44 C45  SING Y N 85 
J12 C44 H44  SING N N 86 
J12 C45 C46  DOUB Y N 87 
J12 C45 H45  SING N N 88 
J12 C46 H46  SING N N 89 
# 
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 
J12 SMILES           ACDLabs              10.04 O=C(Nc3cc(C(=O)NCCCN1CCN(CCCN)CC1)cc(OC2OC(CO)C(O)C(O)C2O)c3)Cc4sccc4 
J12 InChI            InChI                1.02b 
;InChI=1/C29H43N5O8S/c30-5-2-7-33-9-11-34(12-10-33)8-3-6-31-28(40)19-14-20(32-24(36)17-22-4-1-13-43-22)16-21(15-19)41-29-27(39)26(38)25(37)23(18-35)42-29/h1,4,13-16,23,25-27,29,35,37-39H,2-3,5-12,17-18,30H2,(H,31,40)(H,32,36)/t23-,25+,26+,27-,29+/m1/s1/f/h31-32H
;
J12 InChIKey         InChI                1.02b ZIXIINLBMSXOQV-OBJXSPHXDT 
J12 SMILES_CANONICAL CACTVS               3.341 NCCCN1CCN(CCCNC(=O)c2cc(NC(=O)Cc3sccc3)cc(O[C@H]4O[C@H](CO)[C@H](O)[C@H](O)[C@H]4O)c2)CC1 
J12 SMILES           CACTVS               3.341 NCCCN1CCN(CCCNC(=O)c2cc(NC(=O)Cc3sccc3)cc(O[CH]4O[CH](CO)[CH](O)[CH](O)[CH]4O)c2)CC1 
J12 SMILES_CANONICAL "OpenEye OEToolkits" 1.5.0 c1cc(sc1)CC(=O)Nc2cc(cc(c2)O[C@@H]3[C@@H]([C@H]([C@H]([C@H](O3)CO)O)O)O)C(=O)NCCCN4CCN(CC4)CCCN 
J12 SMILES           "OpenEye OEToolkits" 1.5.0 c1cc(sc1)CC(=O)Nc2cc(cc(c2)OC3C(C(C(C(O3)CO)O)O)O)C(=O)NCCCN4CCN(CC4)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 
J12 "SYSTEMATIC NAME" ACDLabs              10.04 N-{3-[4-(3-aminopropyl)piperazin-1-yl]propyl}-3-(alpha-D-galactopyranosyloxy)-5-[(thiophen-2-ylacetyl)amino]benzamide                                        
J12 "SYSTEMATIC NAME" "OpenEye OEToolkits" 1.5.0 N-[3-[4-(3-aminopropyl)piperazin-1-yl]propyl]-3-(2-thiophen-2-ylethanoylamino)-5-[(2R,3R,4S,5R,6R)-3,4,5-trihydroxy-6-(hydroxymethyl)oxan-2-yl]oxy-benzamide 
# 
