data_PI9
# 
_chem_comp.id                                    PI9 
_chem_comp.name                                  
;(10S,13S,1'R)-13-[1'-HYDROXY-2'-(N-P-AMINOBENZENESULFONYL-1''-AMINO-3''-METHYLBUTYL)ETHYL]-8,11-DIOXO-10-ISOPROPYL-2-OXA-9,12-DIAZABICYCLO [13.2.2]NONADECA-15,17,18-TRIENE
;
_chem_comp.type                                  NON-POLYMER 
_chem_comp.pdbx_type                             HETAIN 
_chem_comp.formula                               "C32 H48 N4 O6 S" 
_chem_comp.mon_nstd_parent_comp_id               ? 
_chem_comp.pdbx_synonyms                         ? 
_chem_comp.pdbx_formal_charge                    0 
_chem_comp.pdbx_initial_date                     1999-10-07 
_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                        616.812 
_chem_comp.one_letter_code                       ? 
_chem_comp.three_letter_code                     PI9 
_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        1D4L 
_chem_comp.pdbx_subcomponent_list                ? 
_chem_comp.pdbx_processing_site                  PDBJ 
# 
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 
PI9 C4   C4   C 0 1 N N N 5.151  4.324  9.072  -2.579 -0.956 6.456  C4   PI9 1  
PI9 C5   C5   C 0 1 N N N 3.679  4.276  9.394  -3.081 -0.398 5.123  C5   PI9 2  
PI9 C6   C6   C 0 1 N N N 3.400  3.617  10.733 -2.294 -1.011 3.993  C6   PI9 3  
PI9 O1   O1   O 0 1 N N N 3.339  4.303  11.743 -1.635 -2.012 4.174  O1   PI9 4  
PI9 C3   C3   C 0 1 N N N 5.469  3.248  8.075  -1.903 0.160  7.254  C3   PI9 5  
PI9 C2   C2   C 0 1 N N N 6.759  3.508  7.336  -0.403 0.167  6.952  C2   PI9 6  
PI9 N1   N1   N 0 1 N N N 3.285  2.290  10.758 -2.335 -0.422 2.764  N1   PI9 7  
PI9 C7   C7   C 0 1 N N S 2.989  1.571  12.009 -1.542 -1.076 1.703  C7   PI9 8  
PI9 C8   C8   C 0 1 N N N 1.630  0.835  11.909 -2.483 -1.712 0.678  C8   PI9 9  
PI9 C10  C10  C 0 1 N N N 1.408  -0.030 13.137 -3.363 -2.754 1.371  C10  PI9 10 
PI9 C9   C9   C 0 1 N N N 0.490  1.841  11.762 -3.368 -0.629 0.058  C9   PI9 11 
PI9 C11  C11  C 0 1 N N N 4.076  0.584  12.474 -0.682 -0.039 1.027  C11  PI9 12 
PI9 O2   O2   O 0 1 N N N 4.276  -0.477 11.862 -1.198 0.889  0.444  O2   PI9 13 
PI9 N2   N2   N 0 1 N N N 4.762  0.937  13.559 0.658  -0.146 1.071  N2   PI9 14 
PI9 C12  C12  C 0 1 N N S 5.828  0.083  14.130 1.497  0.848  0.398  C12  PI9 15 
PI9 C13  C13  C 0 1 N N N 7.172  0.823  14.093 2.783  1.056  1.202  C13  PI9 16 
PI9 C14  C14  C 0 1 Y N N 7.503  1.394  12.725 2.439  1.210  2.662  C14  PI9 17 
PI9 C15  C15  C 0 1 Y N N 7.443  2.760  12.501 1.511  2.157  3.055  C15  PI9 18 
PI9 C16  C16  C 0 1 Y N N 7.732  3.291  11.283 1.193  2.301  4.391  C16  PI9 19 
PI9 C19  C19  C 0 1 Y N N 7.867  0.565  11.659 3.049  0.404  3.605  C19  PI9 20 
PI9 C18  C18  C 0 1 Y N N 8.158  1.090  10.422 2.735  0.544  4.942  C18  PI9 21 
PI9 C17  C17  C 0 1 Y N N 8.090  2.459  10.251 1.805  1.494  5.340  C17  PI9 22 
PI9 O3   O3   O 0 1 N N N 8.387  3.054  9.062  1.494  1.634  6.655  O3   PI9 23 
PI9 C1   C1   C 0 1 N N N 7.855  2.587  7.838  0.068  1.608  6.747  C1   PI9 24 
PI9 C20  C20  C 0 1 N N R 5.482  -0.344 15.562 1.848  0.353  -1.005 C20  PI9 25 
PI9 O4   O4   O 0 1 N N N 5.531  0.792  16.426 2.668  1.322  -1.661 O4   PI9 26 
PI9 C21  C21  C 0 1 N N N 6.466  -1.397 16.079 0.563  0.144  -1.809 C21  PI9 27 
PI9 N3   N3   N 0 1 N N N 6.275  -2.717 15.453 0.899  -0.329 -3.154 N3   PI9 28 
PI9 C22  C22  C 0 1 N N N 5.421  -3.630 16.226 1.007  -1.766 -3.418 C22  PI9 29 
PI9 C23  C23  C 0 1 N N N 4.149  -3.713 15.402 2.099  -2.367 -2.531 C23  PI9 30 
PI9 C24  C24  C 0 1 N N N 3.170  -4.792 15.875 2.211  -3.868 -2.807 C24  PI9 31 
PI9 C26  C26  C 0 1 N N N 2.798  -4.516 17.324 3.303  -4.470 -1.919 C26  PI9 32 
PI9 C25  C25  C 0 1 N N N 1.947  -4.843 14.968 0.874  -4.545 -2.500 C25  PI9 33 
PI9 S    S    S 0 1 N N N 7.478  -3.332 14.510 1.157  0.759  -4.375 S    PI9 34 
PI9 O6   O6   O 0 1 N N N 8.200  -2.234 13.874 1.508  1.979  -3.736 O6   PI9 35 
PI9 O5   O5   O 0 1 N N N 6.882  -4.189 13.494 1.949  0.077  -5.338 O5   PI9 36 
PI9 C27  C27  C 0 1 Y N N 8.516  -4.196 15.448 -0.394 1.054  -5.154 C27  PI9 37 
PI9 C32  C32  C 0 1 Y N N 9.559  -3.547 16.084 -1.212 2.072  -4.699 C32  PI9 38 
PI9 C28  C28  C 0 1 Y N N 8.308  -5.544 15.701 -0.790 0.271  -6.223 C28  PI9 39 
PI9 C31  C31  C 0 1 Y N N 10.384 -4.214 16.974 -2.429 2.307  -5.307 C31  PI9 40 
PI9 C29  C29  C 0 1 Y N N 9.131  -6.226 16.598 -2.008 0.496  -6.832 C29  PI9 41 
PI9 C30  C30  C 0 1 Y N N 10.168 -5.549 17.229 -2.832 1.518  -6.377 C30  PI9 42 
PI9 N4   N4   N 0 1 N N N 10.971 -6.175 18.159 -4.062 1.753  -6.995 N4   PI9 43 
PI9 H41  1H4  H 0 1 N N N 5.477  5.332  8.726  -1.860 -1.754 6.268  H41  PI9 44 
PI9 H42  2H4  H 0 1 N N N 5.787  4.258  9.985  -3.420 -1.352 7.025  H42  PI9 45 
PI9 H51  1H5  H 0 1 N N N 3.223  5.292  9.343  -4.137 -0.640 5.003  H51  PI9 46 
PI9 H52  2H5  H 0 1 N N N 3.104  3.782  8.575  -2.953 0.683  5.110  H52  PI9 47 
PI9 H31  1H3  H 0 1 N N N 5.479  2.243  8.558  -2.058 -0.009 8.319  H31  PI9 48 
PI9 H32  2H3  H 0 1 N N N 4.623  3.096  7.364  -2.335 1.120  6.972  H32  PI9 49 
PI9 H21  1H2  H 0 1 N N N 6.626  3.430  6.231  -0.211 -0.410 6.048  H21  PI9 50 
PI9 H22  2H2  H 0 1 N N N 7.060  4.580  7.393  0.137  -0.276 7.788  H22  PI9 51 
PI9 HN11 1HN1 H 0 0 N N N 3.418  1.840  9.852  -2.854 0.379  2.596  HN11 PI9 52 
PI9 H71  1H7  H 0 1 N N N 2.951  2.369  12.786 -0.908 -1.846 2.143  H71  PI9 53 
PI9 H81  1H8  H 0 1 N N N 1.647  0.180  11.006 -1.897 -2.194 -0.103 H81  PI9 54 
PI9 H101 1H10 H 0 0 N N N 0.429  -0.559 13.065 -4.034 -3.207 0.641  H101 PI9 55 
PI9 H102 2H10 H 0 0 N N N 2.252  -0.737 13.305 -2.732 -3.526 1.813  H102 PI9 56 
PI9 H103 3H10 H 0 0 N N N 1.494  0.557  14.080 -3.949 -2.272 2.154  H103 PI9 57 
PI9 H91  1H9  H 0 1 N N N -0.488 1.311  11.690 -3.955 -0.147 0.840  H91  PI9 58 
PI9 H92  2H9  H 0 1 N N N 0.494  2.596  12.582 -2.742 0.113  -0.435 H92  PI9 59 
PI9 H93  3H9  H 0 1 N N N 0.653  2.530  10.901 -4.039 -1.082 -0.671 H93  PI9 60 
PI9 HN21 1HN2 H 0 0 N N N 4.478  1.838  13.942 1.069  -0.882 1.549  HN21 PI9 61 
PI9 H121 1H12 H 0 0 N N N 5.910  -0.840 13.510 0.957  1.791  0.326  H121 PI9 62 
PI9 H131 1H13 H 0 0 N N N 7.209  1.617  14.874 3.437  0.194  1.072  H131 PI9 63 
PI9 H132 2H13 H 0 0 N N N 7.996  0.167  14.459 3.290  1.954  0.851  H132 PI9 64 
PI9 H151 1H15 H 0 0 N N N 7.156  3.445  13.316 1.036  2.785  2.316  H151 PI9 65 
PI9 H161 1H16 H 0 0 N N N 7.676  4.382  11.134 0.469  3.041  4.698  H161 PI9 66 
PI9 H191 1H19 H 0 0 N N N 7.925  -0.527 11.797 3.773  -0.335 3.295  H191 PI9 67 
PI9 H181 1H18 H 0 0 N N N 8.439  0.428  9.585  3.212  -0.085 5.679  H181 PI9 68 
PI9 H11  1H1  H 0 1 N N N 7.501  1.532  7.918  -0.252 2.219  7.590  H11  PI9 69 
PI9 H12  2H1  H 0 1 N N N 8.652  2.440  7.072  -0.362 2.003  5.827  H12  PI9 70 
PI9 H20  H20  H 0 1 N N N 4.456  -0.782 15.551 2.389  -0.590 -0.933 H20  PI9 71 
PI9 HO4  HO4  H 0 1 N N N 5.316  0.527  17.312 2.154  2.140  -1.704 HO4  PI9 72 
PI9 H211 1H21 H 0 0 N N N 7.519  -1.049 15.962 0.023  1.088  -1.881 H211 PI9 73 
PI9 H212 2H21 H 0 0 N N N 6.421  -1.472 17.190 -0.061 -0.595 -1.309 H212 PI9 74 
PI9 H221 1H22 H 0 0 N N N 5.888  -4.616 16.453 1.262  -1.924 -4.466 H221 PI9 75 
PI9 H222 2H22 H 0 0 N N N 5.263  -3.326 17.287 0.054  -2.248 -3.200 H222 PI9 76 
PI9 H231 1H23 H 0 0 N N N 3.645  -2.719 15.358 1.843  -2.209 -1.483 H231 PI9 77 
PI9 H232 2H23 H 0 0 N N N 4.390  -3.849 14.322 3.051  -1.885 -2.749 H232 PI9 78 
PI9 H241 1H24 H 0 0 N N N 3.651  -5.796 15.818 2.467  -4.026 -3.855 H241 PI9 79 
PI9 H261 1H26 H 0 0 N N N 2.085  -5.301 17.668 3.383  -5.539 -2.116 H261 PI9 80 
PI9 H262 2H26 H 0 0 N N N 3.692  -4.433 17.984 4.255  -3.987 -2.138 H262 PI9 81 
PI9 H263 3H26 H 0 0 N N N 2.399  -3.485 17.472 3.047  -4.311 -0.872 H263 PI9 82 
PI9 H251 1H25 H 0 0 N N N 1.234  -5.628 15.312 0.618  -4.386 -1.452 H251 PI9 83 
PI9 H252 2H25 H 0 0 N N N 1.454  -3.846 14.881 0.096  -4.116 -3.132 H252 PI9 84 
PI9 H253 3H25 H 0 0 N N N 2.230  -4.982 13.898 0.954  -5.614 -2.697 H253 PI9 85 
PI9 H321 1H32 H 0 0 N N N 9.736  -2.478 15.877 -0.898 2.685  -3.866 H321 PI9 86 
PI9 H281 1H28 H 0 0 N N N 7.487  -6.074 15.188 -0.149 -0.522 -6.576 H281 PI9 87 
PI9 H311 1H31 H 0 0 N N N 11.209 -3.684 17.477 -3.067 3.102  -4.951 H311 PI9 88 
PI9 H291 1H29 H 0 0 N N N 8.962  -7.295 16.807 -2.319 -0.118 -7.664 H291 PI9 89 
PI9 HN41 1HN4 H 0 0 N N N 10.810 -7.164 18.348 -4.343 1.202  -7.743 HN41 PI9 90 
PI9 HN42 2HN4 H 0 0 N N N 10.928 -5.657 19.037 -4.637 2.467  -6.677 HN42 PI9 91 
# 
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 
PI9 C4  C5   SING N N 1  
PI9 C4  C3   SING N N 2  
PI9 C4  H41  SING N N 3  
PI9 C4  H42  SING N N 4  
PI9 C5  C6   SING N N 5  
PI9 C5  H51  SING N N 6  
PI9 C5  H52  SING N N 7  
PI9 C6  O1   DOUB N N 8  
PI9 C6  N1   SING N N 9  
PI9 C3  C2   SING N N 10 
PI9 C3  H31  SING N N 11 
PI9 C3  H32  SING N N 12 
PI9 C2  C1   SING N N 13 
PI9 C2  H21  SING N N 14 
PI9 C2  H22  SING N N 15 
PI9 N1  C7   SING N N 16 
PI9 N1  HN11 SING N N 17 
PI9 C7  C8   SING N N 18 
PI9 C7  C11  SING N N 19 
PI9 C7  H71  SING N N 20 
PI9 C8  C10  SING N N 21 
PI9 C8  C9   SING N N 22 
PI9 C8  H81  SING N N 23 
PI9 C10 H101 SING N N 24 
PI9 C10 H102 SING N N 25 
PI9 C10 H103 SING N N 26 
PI9 C9  H91  SING N N 27 
PI9 C9  H92  SING N N 28 
PI9 C9  H93  SING N N 29 
PI9 C11 O2   DOUB N N 30 
PI9 C11 N2   SING N N 31 
PI9 N2  C12  SING N N 32 
PI9 N2  HN21 SING N N 33 
PI9 C12 C13  SING N N 34 
PI9 C12 C20  SING N N 35 
PI9 C12 H121 SING N N 36 
PI9 C13 C14  SING N N 37 
PI9 C13 H131 SING N N 38 
PI9 C13 H132 SING N N 39 
PI9 C14 C15  DOUB Y N 40 
PI9 C14 C19  SING Y N 41 
PI9 C15 C16  SING Y N 42 
PI9 C15 H151 SING N N 43 
PI9 C16 C17  DOUB Y N 44 
PI9 C16 H161 SING N N 45 
PI9 C19 C18  DOUB Y N 46 
PI9 C19 H191 SING N N 47 
PI9 C18 C17  SING Y N 48 
PI9 C18 H181 SING N N 49 
PI9 C17 O3   SING N N 50 
PI9 O3  C1   SING N N 51 
PI9 C1  H11  SING N N 52 
PI9 C1  H12  SING N N 53 
PI9 C20 O4   SING N N 54 
PI9 C20 C21  SING N N 55 
PI9 C20 H20  SING N N 56 
PI9 O4  HO4  SING N N 57 
PI9 C21 N3   SING N N 58 
PI9 C21 H211 SING N N 59 
PI9 C21 H212 SING N N 60 
PI9 N3  C22  SING N N 61 
PI9 N3  S    SING N N 62 
PI9 C22 C23  SING N N 63 
PI9 C22 H221 SING N N 64 
PI9 C22 H222 SING N N 65 
PI9 C23 C24  SING N N 66 
PI9 C23 H231 SING N N 67 
PI9 C23 H232 SING N N 68 
PI9 C24 C26  SING N N 69 
PI9 C24 C25  SING N N 70 
PI9 C24 H241 SING N N 71 
PI9 C26 H261 SING N N 72 
PI9 C26 H262 SING N N 73 
PI9 C26 H263 SING N N 74 
PI9 C25 H251 SING N N 75 
PI9 C25 H252 SING N N 76 
PI9 C25 H253 SING N N 77 
PI9 S   O6   DOUB N N 78 
PI9 S   O5   DOUB N N 79 
PI9 S   C27  SING N N 80 
PI9 C27 C32  DOUB Y N 81 
PI9 C27 C28  SING Y N 82 
PI9 C32 C31  SING Y N 83 
PI9 C32 H321 SING N N 84 
PI9 C28 C29  DOUB Y N 85 
PI9 C28 H281 SING N N 86 
PI9 C31 C30  DOUB Y N 87 
PI9 C31 H311 SING N N 88 
PI9 C29 C30  SING Y N 89 
PI9 C29 H291 SING N N 90 
PI9 C30 N4   SING N N 91 
PI9 N4  HN41 SING N N 92 
PI9 N4  HN42 SING N N 93 
# 
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 
PI9 SMILES           ACDLabs              10.04 O=S(=O)(c1ccc(N)cc1)N(CCC(C)C)CC(O)C3NC(=O)C(NC(=O)CCCCCOc2ccc(cc2)C3)C(C)C 
PI9 InChI            InChI                1.02b 
InChI=1/C32H48N4O6S/c1-22(2)17-18-36(43(40,41)27-15-11-25(33)12-16-27)21-29(37)28-20-24-9-13-26(14-10-24)42-19-7-5-6-8-30(38)35-31(23(3)4)32(39)34-28/h9-16,22-23,28-29,31,37H,5-8,17-21,33H2,1-4H3,(H,34,39)(H,35,38)/t28-,29+,31-/m0/s1/f/h34-35H 
PI9 InChIKey         InChI                1.02b FBNSKSOTNMECSA-IWOXBOOADT 
PI9 SMILES_CANONICAL CACTVS               3.341 CC(C)CCN(C[C@@H](O)[C@@H]1Cc2ccc(OCCCCCC(=O)N[C@@H](C(C)C)C(=O)N1)cc2)[S](=O)(=O)c3ccc(N)cc3 
PI9 SMILES           CACTVS               3.341 CC(C)CCN(C[CH](O)[CH]1Cc2ccc(OCCCCCC(=O)N[CH](C(C)C)C(=O)N1)cc2)[S](=O)(=O)c3ccc(N)cc3 
PI9 SMILES_CANONICAL "OpenEye OEToolkits" 1.5.0 CC(C)CC[N@@](C[C@H]([C@@H]1Cc2ccc(cc2)OCCCCCC(=O)N[C@H](C(=O)N1)C(C)C)O)S(=O)(=O)c3ccc(cc3)N 
PI9 SMILES           "OpenEye OEToolkits" 1.5.0 CC(C)CCN(CC(C1Cc2ccc(cc2)OCCCCCC(=O)NC(C(=O)N1)C(C)C)O)S(=O)(=O)c3ccc(cc3)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 
PI9 "SYSTEMATIC NAME" ACDLabs              10.04 4-amino-N-{(2R)-2-hydroxy-2-[(10S,13S)-10-(1-methylethyl)-8,11-dioxo-2-oxa-9,12-diazabicyclo[13.2.2]nonadeca-1(17),15,18-trien-13-yl]ethyl}-N-(3-methylbutyl)benzenesulfonamide 
PI9 "SYSTEMATIC NAME" "OpenEye OEToolkits" 1.5.0 4-amino-N-[(2R)-2-[(3S,6S)-5,8-dioxo-6-propan-2-yl-14-oxa-4,7-diazabicyclo[13.2.2]nonadeca-1(18),15(19),16-trien-3-yl]-2-hydroxy-ethyl]-N-(3-methylbutyl)benzenesulfonamide     
# 
