data_SN3
# 
_chem_comp.id                                    SN3 
_chem_comp.name                                  
"(R)-3-((2S,3R)-1-((2S,3AR,5S,6S,7AS)-2-(2-(1-CARBAMIMIDOYL-2,5-DIHYDRO-1H-PYRROL-3-YL)ETHYLCARBAMOYL)-5,6-DIHYDROXYOCTAHYDRO-1H-INDOL-1-YL)-3-CHLORO-4-METHYL-1-OXOPENTAN-2-YLAMINO)-2-METHOXY-3-OXOPROPYL HYDROGEN SULFATE" 
_chem_comp.type                                  NON-POLYMER 
_chem_comp.pdbx_type                             HETAIN 
_chem_comp.formula                               "C26 H43 Cl N6 O10 S" 
_chem_comp.mon_nstd_parent_comp_id               ? 
_chem_comp.pdbx_synonyms                         ? 
_chem_comp.pdbx_formal_charge                    0 
_chem_comp.pdbx_initial_date                     2006-03-29 
_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                        667.172 
_chem_comp.one_letter_code                       ? 
_chem_comp.three_letter_code                     SN3 
_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        ? 
_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 
SN3 C1   C1   C  0 1 N N S 20.655 -15.222 18.446 -0.489 -3.080 -2.623 C1   SN3 1  
SN3 C2   C2   C  0 1 N N N 21.176 -14.095 19.376 0.529  -3.509 -1.569 C2   SN3 2  
SN3 C3   C3   C  0 1 N N R 20.219 -13.557 20.437 -0.142 -4.339 -0.492 C3   SN3 3  
SN3 C4   C4   C  0 1 N N S 19.184 -14.565 20.969 -1.335 -3.590 0.131  C4   SN3 4  
SN3 C5   C5   C  0 1 N N N 18.611 -15.545 19.914 -2.288 -3.053 -0.912 C5   SN3 5  
SN3 C6   C6   C  0 1 N N S 19.753 -16.255 19.181 -1.554 -2.206 -1.951 C6   SN3 6  
SN3 O7   O7   O  0 1 N N N 20.482 -17.049 20.139 -2.481 -1.736 -2.931 O7   SN3 7  
SN3 N8   N8   N  0 1 N N N 18.155 -13.668 21.558 -0.749 -2.539 0.967  N8   SN3 8  
SN3 C9   C9   C  0 1 N N S 18.190 -12.379 20.864 0.600  -2.977 1.369  C9   SN3 9  
SN3 C10  C10  C  0 1 N N N 19.318 -12.473 19.817 0.832  -4.358 0.726  C10  SN3 10 
SN3 C11  C11  C  0 1 N N N 16.878 -12.130 20.153 1.653  -2.008 0.896  C11  SN3 11 
SN3 N12  N12  N  0 1 N N N 16.365 -10.872 20.154 2.915  -2.105 1.359  N12  SN3 12 
SN3 C13  C13  C  0 1 N N N 15.098 -10.602 19.449 3.912  -1.099 0.986  C13  SN3 13 
SN3 C14  C14  C  0 1 N N N 14.281 -9.611  20.270 5.279  -1.506 1.540  C14  SN3 14 
SN3 C15  C15  C  0 1 N N N 13.558 -10.383 21.348 6.305  -0.471 1.156  C15  SN3 15 
SN3 C16  C16  C  0 1 N N N 12.961 -9.731  22.550 7.057  -0.444 -0.148 C16  SN3 16 
SN3 N17  N17  N  0 1 N N N 12.209 -10.755 23.271 7.946  0.726  -0.111 N17  SN3 17 
SN3 C18  C18  C  0 1 N N N 12.607 -12.034 22.670 7.716  1.353  1.198  C18  SN3 18 
SN3 C19  C19  C  0 1 N N N 13.388 -11.683 21.422 6.675  0.529  1.908  C19  SN3 19 
SN3 C20  C20  C  0 1 N N N 11.347 -10.539 24.238 8.815  1.142  -1.093 C20  SN3 20 
SN3 N21  N21  N  0 1 N N N 10.664 -11.592 24.821 8.906  0.474  -2.208 N21  SN3 21 
SN3 N22  N22  N  0 1 N N N 11.086 -9.263  24.653 9.587  2.263  -0.897 N22  SN3 22 
SN3 O23  O23  O  0 1 N N N 16.305 -13.056 19.582 1.365  -1.140 0.100  O23  SN3 23 
SN3 C24  C24  C  0 1 N N N 17.332 -13.971 22.580 -1.338 -1.375 1.304  C24  SN3 24 
SN3 O25  O25  O  0 1 N N N 16.560 -13.112 22.946 -0.839 -0.667 2.154  O25  SN3 25 
SN3 C26  C26  C  0 1 N N S 17.366 -15.327 23.271 -2.615 -0.952 0.626  C26  SN3 26 
SN3 C27  C27  C  0 1 N N R 17.745 -15.115 24.750 -3.792 -1.718 1.234  C27  SN3 27 
SN3 C28  C28  C  0 1 N N N 17.741 -16.408 25.571 -5.093 -1.269 0.564  C28  SN3 28 
SN3 C29  C29  C  0 1 N N N 18.658 -17.501 24.992 -5.078 -1.686 -0.908 C29  SN3 29 
SN3 C30  C30  C  0 1 N N N 18.158 -16.049 26.995 -6.282 -1.926 1.268  C30  SN3 30 
SN3 CL31 CL31 CL 0 0 N N N 19.334 -14.269 24.819 -3.559 -3.486 0.971  CL31 SN3 31 
SN3 N32  N32  N  0 1 N N N 16.043 -15.948 23.241 -2.817 0.486  0.818  N32  SN3 32 
SN3 C33  C33  C  0 1 N N N 15.769 -17.033 22.477 -3.560 1.186  -0.063 C33  SN3 33 
SN3 C34  C34  C  0 1 N N R 14.389 -17.615 22.522 -3.767 2.665  0.134  C34  SN3 34 
SN3 O35  O35  O  0 1 N N N 13.451 -16.603 22.925 -4.676 3.155  -0.855 O35  SN3 35 
SN3 C36  C36  C  0 1 N N N 12.928 -15.839 21.824 -5.371 4.257  -0.268 C36  SN3 36 
SN3 C37  C37  C  0 1 N N N 14.411 -18.827 23.471 -2.427 3.391  -0.002 C37  SN3 37 
SN3 O38  O38  O  0 1 N N N 14.486 -18.467 24.862 -2.603 4.777  0.299  O38  SN3 38 
SN3 S39  S39  S  0 1 N N N 15.053 -19.563 25.796 -1.240 5.437  0.146  S39  SN3 39 
SN3 O40  O40  O  0 1 N N N 15.221 -19.010 27.092 -0.959 5.561  -1.344 O40  SN3 40 
SN3 O41  O41  O  0 1 N N N 13.975 -20.620 26.032 -1.400 6.767  0.621  O41  SN3 41 
SN3 O42  O42  O  0 1 N N N 16.113 -20.172 25.054 -0.298 4.495  0.640  O42  SN3 42 
SN3 O43  O43  O  0 1 N N N 16.601 -17.548 21.750 -4.061 0.624  -1.014 O43  SN3 43 
SN3 O46  O46  O  0 1 N N N 19.994 -14.632 17.310 0.165  -2.334 -3.651 O46  SN3 44 
SN3 H1   H1   H  0 1 N N N 21.521 -15.804 18.097 -0.961 -3.963 -3.056 H1   SN3 45 
SN3 H21  1H2  H  0 1 N N N 21.370 -13.242 18.709 1.312  -4.098 -2.045 H21  SN3 46 
SN3 H22  2H2  H  0 1 N N N 22.049 -14.499 19.909 0.972  -2.622 -1.116 H22  SN3 47 
SN3 H3   H3   H  0 1 N N N 20.894 -13.232 21.242 -0.403 -5.338 -0.840 H3   SN3 48 
SN3 H4   H4   H  0 1 N N N 19.626 -15.275 21.684 -1.878 -4.282 0.776  H4   SN3 49 
SN3 H51  1H5  H  0 1 N N N 18.011 -14.980 19.185 -2.777 -3.889 -1.413 H51  SN3 50 
SN3 H52  2H5  H  0 1 N N N 17.982 -16.294 20.418 -3.045 -2.440 -0.422 H52  SN3 51 
SN3 H6   H6   H  0 1 N N N 19.359 -16.925 18.403 -1.076 -1.358 -1.461 H6   SN3 52 
SN3 HO7  HO7  H  0 1 N N N 20.642 -17.913 19.778 -1.975 -1.208 -3.564 HO7  SN3 53 
SN3 H9   H9   H  0 1 N N N 18.359 -11.559 21.577 0.635  -3.062 2.455  H9   SN3 54 
SN3 H101 1H10 H  0 0 N N N 18.967 -12.711 18.802 0.572  -5.161 1.416  H101 SN3 55 
SN3 H102 2H10 H  0 0 N N N 19.846 -11.517 19.686 1.866  -4.453 0.393  H102 SN3 56 
SN3 HN12 HN12 H  0 0 N N N 16.843 -10.134 20.630 3.163  -2.842 1.940  HN12 SN3 57 
SN3 H131 1H13 H  0 0 N N N 14.534 -11.538 19.323 3.967  -1.028 -0.100 H131 SN3 58 
SN3 H132 2H13 H  0 0 N N N 15.309 -10.176 18.457 3.626  -0.133 1.400  H132 SN3 59 
SN3 H141 1H14 H  0 0 N N N 13.559 -9.086  19.627 5.224  -1.578 2.626  H141 SN3 60 
SN3 H142 2H14 H  0 0 N N N 14.946 -8.862  20.726 5.566  -2.473 1.126  H142 SN3 61 
SN3 H161 1H16 H  0 0 N N N 12.302 -8.901  22.255 7.645  -1.354 -0.264 H161 SN3 62 
SN3 H162 2H16 H  0 0 N N N 13.754 -9.319  23.192 6.351  -0.348 -0.974 H162 SN3 63 
SN3 H181 1H18 H  0 0 N N N 11.731 -12.656 22.434 7.353  2.372  1.062  H181 SN3 64 
SN3 H182 2H18 H  0 0 N N N 13.230 -12.613 23.367 8.641  1.360  1.774  H182 SN3 65 
SN3 H192 2H19 H  0 0 N N N 13.752 -12.397 20.698 6.291  0.735  2.896  H192 SN3 66 
SN3 HN21 HN21 H  0 0 N N N 10.052 -11.254 25.536 9.519  0.768  -2.901 HN21 SN3 67 
SN3 H221 1H22 H  0 0 N N N 10.435 -9.017  25.371 9.519  2.759  -0.067 H221 SN3 68 
SN3 H222 2H22 H  0 0 N N N 11.640 -8.610  24.136 10.200 2.556  -1.589 H222 SN3 69 
SN3 H26  H26  H  0 1 N N N 18.093 -15.971 22.754 -2.551 -1.171 -0.439 H26  SN3 70 
SN3 H27  H27  H  0 1 N N N 16.972 -14.490 25.220 -3.846 -1.513 2.303  H27  SN3 71 
SN3 H28  H28  H  0 1 N N N 16.729 -16.837 25.547 -5.182 -0.185 0.634  H28  SN3 72 
SN3 H291 1H29 H  0 0 N N N 18.155 -18.477 25.062 -4.988 -2.770 -0.978 H291 SN3 73 
SN3 H292 2H29 H  0 0 N N N 19.598 -17.531 25.563 -6.005 -1.367 -1.385 H292 SN3 74 
SN3 H293 3H29 H  0 0 N N N 18.877 -17.276 23.938 -4.231 -1.219 -1.410 H293 SN3 75 
SN3 H301 1H30 H  0 0 N N N 17.820 -16.836 27.685 -6.241 -1.703 2.335  H301 SN3 76 
SN3 H302 2H30 H  0 0 N N N 17.701 -15.090 27.280 -7.211 -1.536 0.852  H302 SN3 77 
SN3 H303 3H30 H  0 0 N N N 19.253 -15.963 27.046 -6.241 -3.005 1.120  H303 SN3 78 
SN3 HN32 HN32 H  0 0 N N N 15.314 -15.558 23.804 -2.417 0.935  1.579  HN32 SN3 79 
SN3 H34  H34  H  0 1 N N N 14.065 -17.964 21.530 -4.179 2.845  1.127  H34  SN3 80 
SN3 H361 1H36 H  0 0 N N N 11.958 -16.257 21.516 -5.908 3.918  0.618  H361 SN3 81 
SN3 H362 2H36 H  0 0 N N N 13.631 -15.884 20.980 -4.655 5.028  0.015  H362 SN3 82 
SN3 H363 3H36 H  0 0 N N N 12.795 -14.792 22.134 -6.079 4.665  -0.988 H363 SN3 83 
SN3 H371 1H37 H  0 0 N N N 15.315 -19.408 23.236 -1.707 2.957  0.692  H371 SN3 84 
SN3 H372 2H37 H  0 0 N N N 13.485 -19.401 23.315 -2.058 3.285  -1.022 H372 SN3 85 
SN3 HO40 HO40 H  0 0 N N N 15.259 -19.710 27.733 -0.093 5.981  -1.431 HO40 SN3 86 
SN3 HO46 HO46 H  0 0 N N N 19.074 -14.502 17.510 -0.517 -2.075 -4.286 HO46 SN3 87 
# 
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 
SN3 C1  C2   SING N N 1  
SN3 C1  C6   SING N N 2  
SN3 C1  O46  SING N N 3  
SN3 C1  H1   SING N N 4  
SN3 C2  C3   SING N N 5  
SN3 C2  H21  SING N N 6  
SN3 C2  H22  SING N N 7  
SN3 C3  C4   SING N N 8  
SN3 C3  C10  SING N N 9  
SN3 C3  H3   SING N N 10 
SN3 C4  C5   SING N N 11 
SN3 C4  N8   SING N N 12 
SN3 C4  H4   SING N N 13 
SN3 C5  C6   SING N N 14 
SN3 C5  H51  SING N N 15 
SN3 C5  H52  SING N N 16 
SN3 C6  O7   SING N N 17 
SN3 C6  H6   SING N N 18 
SN3 O7  HO7  SING N N 19 
SN3 N8  C9   SING N N 20 
SN3 N8  C24  SING N N 21 
SN3 C9  C10  SING N N 22 
SN3 C9  C11  SING N N 23 
SN3 C9  H9   SING N N 24 
SN3 C10 H101 SING N N 25 
SN3 C10 H102 SING N N 26 
SN3 C11 N12  SING N N 27 
SN3 C11 O23  DOUB N N 28 
SN3 N12 C13  SING N N 29 
SN3 N12 HN12 SING N N 30 
SN3 C13 C14  SING N N 31 
SN3 C13 H131 SING N N 32 
SN3 C13 H132 SING N N 33 
SN3 C14 C15  SING N N 34 
SN3 C14 H141 SING N N 35 
SN3 C14 H142 SING N N 36 
SN3 C15 C16  SING N N 37 
SN3 C15 C19  DOUB N N 38 
SN3 C16 N17  SING N N 39 
SN3 C16 H161 SING N N 40 
SN3 C16 H162 SING N N 41 
SN3 N17 C18  SING N N 42 
SN3 N17 C20  SING N N 43 
SN3 C18 C19  SING N N 44 
SN3 C18 H181 SING N N 45 
SN3 C18 H182 SING N N 46 
SN3 C19 H192 SING N N 47 
SN3 C20 N21  DOUB N E 48 
SN3 C20 N22  SING N N 49 
SN3 N21 HN21 SING N N 50 
SN3 N22 H221 SING N N 51 
SN3 N22 H222 SING N N 52 
SN3 C24 O25  DOUB N N 53 
SN3 C24 C26  SING N N 54 
SN3 C26 C27  SING N N 55 
SN3 C26 N32  SING N N 56 
SN3 C26 H26  SING N N 57 
SN3 C27 C28  SING N N 58 
SN3 C27 CL31 SING N N 59 
SN3 C27 H27  SING N N 60 
SN3 C28 C29  SING N N 61 
SN3 C28 C30  SING N N 62 
SN3 C28 H28  SING N N 63 
SN3 C29 H291 SING N N 64 
SN3 C29 H292 SING N N 65 
SN3 C29 H293 SING N N 66 
SN3 C30 H301 SING N N 67 
SN3 C30 H302 SING N N 68 
SN3 C30 H303 SING N N 69 
SN3 N32 C33  SING N N 70 
SN3 N32 HN32 SING N N 71 
SN3 C33 C34  SING N N 72 
SN3 C33 O43  DOUB N N 73 
SN3 C34 O35  SING N N 74 
SN3 C34 C37  SING N N 75 
SN3 C34 H34  SING N N 76 
SN3 O35 C36  SING N N 77 
SN3 C36 H361 SING N N 78 
SN3 C36 H362 SING N N 79 
SN3 C36 H363 SING N N 80 
SN3 C37 O38  SING N N 81 
SN3 C37 H371 SING N N 82 
SN3 C37 H372 SING N N 83 
SN3 O38 S39  SING N N 84 
SN3 S39 O40  SING N N 85 
SN3 S39 O41  DOUB N N 86 
SN3 S39 O42  DOUB N N 87 
SN3 O40 HO40 SING N N 88 
SN3 O46 HO46 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 
SN3 SMILES           ACDLabs              10.04 O=S(=O)(O)OCC(OC)C(=O)NC(C(=O)N1C3CC(O)C(O)CC3CC1C(=O)NCCC2=CCN(C(=[N@H])N)C2)C(Cl)C(C)C 
SN3 InChI            InChI                1.02b 
;InChI=1/C26H43ClN6O10S/c1-13(2)21(27)22(31-24(37)20(42-3)12-43-44(39,40)41)25(38)33-16-10-19(35)18(34)9-15(16)8-17(33)23(36)30-6-4-14-5-7-32(11-14)26(28)29/h5,13,15-22,34-35H,4,6-12H2,1-3H3,(H3,28,29)(H,30,36)(H,31,37)(H,39,40,41)/t15-,16+,17+,18+,19+,20-,21-,22-/m1/s1/f/h28,30-31,39H,29H2/b28-26+
;
SN3 InChIKey         InChI                1.02b BVKDJAALSHFQTE-GHFSXSCDDU 
SN3 SMILES_CANONICAL CACTVS               3.341 CO[C@H](CO[S](O)(=O)=O)C(=O)N[C@H]([C@H](Cl)C(C)C)C(=O)N1[C@H]2C[C@H](O)[C@@H](O)C[C@H]2C[C@H]1C(=O)NCCC3=CCN(C3)C(N)=N 
SN3 SMILES           CACTVS               3.341 CO[CH](CO[S](O)(=O)=O)C(=O)N[CH]([CH](Cl)C(C)C)C(=O)N1[CH]2C[CH](O)[CH](O)C[CH]2C[CH]1C(=O)NCCC3=CCN(C3)C(N)=N 
SN3 SMILES_CANONICAL "OpenEye OEToolkits" 1.5.0 [H]/N=C(\N)/N1CC=C(C1)CCNC(=O)[C@@H]2C[C@@H]3C[C@@H]([C@H](C[C@@H]3N2C(=O)[C@@H]([C@@H](C(C)C)Cl)NC(=O)[C@@H](COS(=O)(=O)O)OC)O)O 
SN3 SMILES           "OpenEye OEToolkits" 1.5.0 [H]N=C(N)N1CC=C(C1)CCNC(=O)C2CC3CC(C(CC3N2C(=O)C(C(C(C)C)Cl)NC(=O)C(COS(=O)(=O)O)OC)O)O 
# 
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 
SN3 "SYSTEMATIC NAME" ACDLabs              10.04 
"(2R)-3-{[(1S,2R)-1-{[(2S,3aR,5S,6S,7aS)-2-{[2-(1-carbamimidoyl-2,5-dihydro-1H-pyrrol-3-yl)ethyl]carbamoyl}-5,6-dihydroxyoctahydro-1H-indol-1-yl]carbonyl}-2-chloro-3-methylbutyl]amino}-2-methoxy-3-oxopropyl hydrogen sulfate (non-preferred name)" 
SN3 "SYSTEMATIC NAME" "OpenEye OEToolkits" 1.5.0 
"[(2R)-3-[[(2S,3R)-1-[(2S,3aR,5S,6S,7aS)-2-[2-(1-carbamimidoyl-2,5-dihydropyrrol-3-yl)ethylcarbamoyl]-5,6-dihydroxy-2,3,3a,4,5,6,7,7a-octahydroindol-1-yl]-3-chloro-4-methyl-1-oxo-pentan-2-yl]amino]-2-methoxy-3-oxo-propyl] hydrogen sulfate"       
# 
