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 2011-06-04 _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 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" J12 InChI InChI 1.03 "InChI=1S/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" J12 InChIKey InChI 1.03 ZIXIINLBMSXOQV-ADWZMSLQSA-N # 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" # loop_ _pdbx_chem_comp_audit.comp_id _pdbx_chem_comp_audit.action_type _pdbx_chem_comp_audit.date _pdbx_chem_comp_audit.processing_site J12 "Create component" 2003-07-17 RCSB J12 "Modify descriptor" 2011-06-04 RCSB #