data_S55
# 
_chem_comp.id                                    S55 
_chem_comp.name                                  "METHYL (2S,3R,4S)-3-ETHYL-2-(BETA-D-GLUCOPYRANOSYLOXY)-4-[(1S)-2,3,4,9-TETRAHYDRO-1H-BETA-CARBOLIN-1-YLMETHYL]-3,4-DIHYDRO-2H-PYRAN-5-CARBOXYLATE" 
_chem_comp.type                                  NON-POLYMER 
_chem_comp.pdbx_type                             HETAIN 
_chem_comp.formula                               "C27 H36 N2 O9" 
_chem_comp.mon_nstd_parent_comp_id               ? 
_chem_comp.pdbx_synonyms                         ? 
_chem_comp.pdbx_formal_charge                    0 
_chem_comp.pdbx_initial_date                     2007-01-26 
_chem_comp.pdbx_modified_date                    2008-10-14 
_chem_comp.pdbx_ambiguous_flag                   ? 
_chem_comp.pdbx_release_status                   REL 
_chem_comp.pdbx_replaced_by                      ? 
_chem_comp.pdbx_replaces                         ? 
_chem_comp.formula_weight                        532.583 
_chem_comp.one_letter_code                       ? 
_chem_comp.three_letter_code                     S55 
_chem_comp.pdbx_model_coordinates_details        ? 
_chem_comp.pdbx_model_coordinates_missing_flag   N 
_chem_comp.pdbx_ideal_coordinates_details        "OpenEye/OEToolkits V1.4.2" 
_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                  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 
S55 O24  O24  O 0 1 N N N 47.006 72.486 8.409  -3.828  -8.654  -2.830 O24  S55 1  
S55 C21  C21  C 0 1 N N N 46.173 72.480 9.314  -3.122  -8.750  -1.838 C21  S55 2  
S55 O22  O22  O 0 1 N N N 46.688 72.422 10.666 -2.749  -9.883  -1.192 O22  S55 3  
S55 C23  C23  C 0 1 N N N 45.868 72.764 11.800 -3.250  -11.102 -1.752 C23  S55 4  
S55 C20  C20  C 0 1 N N N 44.705 72.532 9.102  -2.532  -7.600  -1.149 C20  S55 5  
S55 C19  C19  C 0 1 N N N 43.890 72.667 10.164 -1.365  -7.791  -0.524 C19  S55 6  
S55 O18  O18  O 0 1 N N N 42.464 72.414 10.052 -0.649  -6.832  0.143  O18  S55 7  
S55 C17  C17  C 0 1 N N S 41.764 72.607 8.825  -1.317  -5.576  0.332  C17  S55 8  
S55 O27  O27  O 0 1 N N N 40.798 73.637 8.978  -0.342  -4.563  0.581  O27  S55 9  
S55 C28  C28  C 0 1 N N S 39.500 73.157 9.231  0.463   -4.887  1.703  C28  S55 10 
S55 O33  O33  O 0 1 N N N 39.518 71.911 8.567  -0.357  -5.025  2.861  O33  S55 11 
S55 C32  C32  C 0 1 N N R 38.271 71.363 8.227  0.393   -5.375  4.026  C32  S55 12 
S55 C33  C33  C 0 1 N N N 38.691 70.076 7.543  -0.600  -5.617  5.158  C33  S55 13 
S55 O34  O34  O 0 1 N N N 40.118 69.918 7.693  -1.484  -6.652  4.768  O34  S55 14 
S55 C31  C31  C 0 1 N N S 37.623 72.377 7.294  1.380   -4.256  4.367  C31  S55 15 
S55 O35  O35  O 0 1 N N N 36.364 71.922 6.846  2.180   -4.655  5.478  O35  S55 16 
S55 C30  C30  C 0 1 N N S 37.307 73.667 7.997  2.289   -3.952  3.175  C30  S55 17 
S55 O36  O36  O 0 1 N N N 36.983 74.630 7.024  3.039   -2.767  3.443  O36  S55 18 
S55 C29  C29  C 0 1 N N R 38.514 74.216 8.701  1.476   -3.758  1.895  C29  S55 19 
S55 O37  O37  O 0 1 N N N 37.975 74.964 9.802  2.362   -3.715  0.777  O37  S55 20 
S55 C16  C16  C 0 1 N N R 42.688 73.099 7.727  -2.157  -5.164  -0.896 C16  S55 21 
S55 C25  C25  C 0 1 N N N 41.946 72.950 6.413  -2.771  -3.771  -0.738 C25  S55 22 
S55 C26  C26  C 0 1 N N N 42.754 73.715 5.400  -3.496  -3.361  -1.995 C26  S55 23 
S55 C15  C15  C 0 1 N N S 44.081 72.456 7.727  -3.205  -6.259  -1.223 C15  S55 24 
S55 C14  C14  C 0 1 N N N 44.023 71.022 7.213  -4.436  -6.238  -0.310 C14  S55 25 
S55 C13  C13  C 0 1 N N S 45.355 70.301 7.208  -5.446  -7.320  -0.697 C13  S55 26 
S55 N12  N12  N 0 1 N N N 46.384 70.918 6.391  -5.886  -7.169  -2.105 N12  S55 27 
S55 C11  C11  C 0 1 N N N 47.612 70.174 6.140  -6.934  -6.148  -2.290 C11  S55 28 
S55 C10  C10  C 0 1 N N N 47.418 68.764 5.589  -8.225  -6.477  -1.511 C10  S55 29 
S55 C7   C7   C 0 1 Y N N 45.994 68.324 5.841  -7.905  -6.923  -0.128 C7   S55 30 
S55 C8   C8   C 0 1 Y N N 45.071 69.028 6.578  -6.629  -7.318  0.213  C8   S55 31 
S55 C5   C5   C 0 1 Y N N 45.327 67.194 5.410  -8.722  -7.066  1.025  C5   S55 32 
S55 C4   C4   C 0 1 Y N N 44.024 67.247 5.899  -7.900  -7.552  2.047  C4   S55 33 
S55 N9   N9   N 0 1 Y N N 43.898 68.385 6.609  -6.632  -7.700  1.524  N9   S55 34 
S55 C6   C6   C 0 1 Y N N 45.764 66.129 4.632  -10.084 -6.834  1.304  C6   S55 35 
S55 C1   C1   C 0 1 Y N N 44.854 65.106 4.357  -10.573 -7.093  2.590  C1   S55 36 
S55 C2   C2   C 0 1 Y N N 43.541 65.138 4.844  -9.730  -7.575  3.589  C2   S55 37 
S55 C3   C3   C 0 1 Y N N 43.118 66.215 5.618  -8.376  -7.814  3.337  C3   S55 38 
S55 H231 1H23 H 0 0 N N N 44.946 72.139 11.757 -3.653  -11.731 -0.955 H231 S55 39 
S55 H232 2H23 H 0 0 N N N 45.461 73.788 11.632 -2.442  -11.625 -2.270 H232 S55 40 
S55 H233 3H23 H 0 0 N N N 46.265 72.719 12.841 -4.044  -10.866 -2.464 H233 S55 41 
S55 H19  H19  H 0 1 N N N 44.379 72.977 11.103 -0.835  -8.734  -0.499 H19  S55 42 
S55 H15  H15  H 0 1 N N N 44.732 73.031 7.028  -3.554  -6.089  -2.250 H15  S55 43 
S55 H17  H17  H 0 1 N N N 41.312 71.622 8.562  -1.944  -5.650  1.228  H17  S55 44 
S55 H16  H16  H 0 1 N N N 42.931 74.172 7.909  -1.470  -5.097  -1.753 H16  S55 45 
S55 H28  H28  H 0 1 N N N 39.185 73.002 10.289 0.967   -5.836  1.482  H28  S55 46 
S55 H29  H29  H 0 1 N N N 39.120 74.814 7.980  0.961   -2.790  1.920  H29  S55 47 
S55 H32  H32  H 0 1 N N N 37.538 71.157 9.041  0.927   -6.318  3.844  H32  S55 48 
S55 H331 1H33 H 0 0 N N N 38.366 70.033 6.477  -1.172  -4.709  5.351  H331 S55 49 
S55 H332 2H33 H 0 0 N N N 38.122 69.191 7.912  -0.069  -5.917  6.061  H332 S55 50 
S55 H31  H31  H 0 1 N N N 38.357 72.518 6.466  0.838   -3.348  4.658  H31  S55 51 
S55 H34  H34  H 0 1 N N N 40.381 69.112 7.265  -2.387  -6.340  4.948  H34  S55 52 
S55 H35  H35  H 0 1 N N N 35.960 72.555 6.264  1.693   -5.362  5.928  H35  S55 53 
S55 H30  H30  H 0 1 N N N 36.484 73.466 8.722  3.028   -4.752  3.046  H30  S55 54 
S55 H36  H36  H 0 1 N N N 36.219 74.283 6.579  3.865   -3.055  3.860  H36  S55 55 
S55 H37  H37  H 0 1 N N N 37.367 75.617 9.475  3.166   -4.183  1.047  H37  S55 56 
S55 H251 1H25 H 0 0 N N N 40.878 73.267 6.464  -1.965  -3.081  -0.513 H251 S55 57 
S55 H252 2H25 H 0 0 N N N 41.756 71.890 6.125  -3.450  -3.806  0.107  H252 S55 58 
S55 H261 1H26 H 0 0 N N N 43.822 73.398 5.349  -2.821  -3.327  -2.856 H261 S55 59 
S55 H262 2H26 H 0 0 N N N 42.944 74.775 5.688  -4.309  -4.053  -2.235 H262 S55 60 
S55 H263 3H26 H 0 0 N N N 42.208 73.605 4.434  -3.924  -2.364  -1.856 H263 S55 61 
S55 H141 1H14 H 0 0 N N N 43.562 70.992 6.198  -4.920  -5.260  -0.369 H141 S55 62 
S55 H142 2H14 H 0 0 N N N 43.267 70.435 7.785  -4.126  -6.393  0.727  H142 S55 63 
S55 H13  H13  H 0 1 N N N 45.741 70.278 8.254  -4.935  -8.287  -0.616 H13  S55 64 
S55 H12  H12  H 0 1 N N N 46.622 71.826 6.789  -6.258  -8.064  -2.424 H12  S55 65 
S55 H111 1H11 H 0 0 N N N 48.236 70.142 7.063  -7.167  -6.063  -3.357 H111 S55 66 
S55 H112 2H11 H 0 0 N N N 48.284 70.759 5.469  -6.546  -5.170  -1.978 H112 S55 67 
S55 H101 1H10 H 0 0 N N N 48.163 68.043 5.999  -8.768  -7.281  -2.024 H101 S55 68 
S55 H102 2H10 H 0 0 N N N 47.701 68.687 4.513  -8.876  -5.596  -1.491 H102 S55 69 
S55 H9   H9   H 0 1 N N N 43.123 68.965 6.288  -5.828  -8.035  2.038  H9   S55 70 
S55 H6   H6   H 0 1 N N N 46.797 66.097 4.246  -10.754 -6.459  0.535  H6   S55 71 
S55 H3   H3   H 0 1 N N N 42.084 66.250 6.001  -7.721  -8.191  4.116  H3   S55 72 
S55 H1   H1   H 0 1 N N N 45.180 64.252 3.740  -11.622 -6.914  2.810  H1   S55 73 
S55 H2   H2   H 0 1 N N N 42.841 64.316 4.618  -10.131 -7.769  4.581  H2   S55 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 
S55 O24 C21  DOUB N N 1  
S55 C21 O22  SING N N 2  
S55 C21 C20  SING N N 3  
S55 O22 C23  SING N N 4  
S55 C23 H231 SING N N 5  
S55 C23 H232 SING N N 6  
S55 C23 H233 SING N N 7  
S55 C20 C15  SING N N 8  
S55 C20 C19  DOUB N N 9  
S55 C19 H19  SING N N 10 
S55 C19 O18  SING N N 11 
S55 O18 C17  SING N N 12 
S55 C17 H17  SING N N 13 
S55 C17 O27  SING N N 14 
S55 C17 C16  SING N N 15 
S55 O27 C28  SING N N 16 
S55 C28 H28  SING N N 17 
S55 C28 O33  SING N N 18 
S55 C28 C29  SING N N 19 
S55 O33 C32  SING N N 20 
S55 C32 H32  SING N N 21 
S55 C32 C33  SING N N 22 
S55 C32 C31  SING N N 23 
S55 C33 H331 SING N N 24 
S55 C33 H332 SING N N 25 
S55 C33 O34  SING N N 26 
S55 O34 H34  SING N N 27 
S55 C31 H31  SING N N 28 
S55 C31 O35  SING N N 29 
S55 C31 C30  SING N N 30 
S55 O35 H35  SING N N 31 
S55 C30 H30  SING N N 32 
S55 C30 O36  SING N N 33 
S55 C30 C29  SING N N 34 
S55 O36 H36  SING N N 35 
S55 C29 H29  SING N N 36 
S55 C29 O37  SING N N 37 
S55 O37 H37  SING N N 38 
S55 C16 C15  SING N N 39 
S55 C16 H16  SING N N 40 
S55 C16 C25  SING N N 41 
S55 C25 H251 SING N N 42 
S55 C25 H252 SING N N 43 
S55 C25 C26  SING N N 44 
S55 C26 H261 SING N N 45 
S55 C26 H262 SING N N 46 
S55 C26 H263 SING N N 47 
S55 C15 C14  SING N N 48 
S55 C15 H15  SING N N 49 
S55 C14 C13  SING N N 50 
S55 C14 H141 SING N N 51 
S55 C14 H142 SING N N 52 
S55 C13 N12  SING N N 53 
S55 C13 C8   SING N N 54 
S55 C13 H13  SING N N 55 
S55 N12 C11  SING N N 56 
S55 N12 H12  SING N N 57 
S55 C11 C10  SING N N 58 
S55 C11 H111 SING N N 59 
S55 C11 H112 SING N N 60 
S55 C10 C7   SING N N 61 
S55 C10 H101 SING N N 62 
S55 C10 H102 SING N N 63 
S55 C7  C8   DOUB Y N 64 
S55 C7  C5   SING Y N 65 
S55 C8  N9   SING Y N 66 
S55 C5  C4   SING Y N 67 
S55 C5  C6   DOUB Y N 68 
S55 C4  N9   SING Y N 69 
S55 C4  C3   DOUB Y N 70 
S55 N9  H9   SING N N 71 
S55 C6  C1   SING Y N 72 
S55 C6  H6   SING N N 73 
S55 C1  C2   DOUB Y N 74 
S55 C1  H1   SING N N 75 
S55 C2  C3   SING Y N 76 
S55 C2  H2   SING N N 77 
S55 C3  H3   SING N N 78 
# 
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 
S55 SMILES           ACDLabs              10.04 O=C(OC)C2=COC(OC1OC(C(O)C(O)C1O)CO)C(CC)C2CC5c4nc3ccccc3c4CCN5 
S55 InChI            InChI                1.02b 
InChI=1/C27H36N2O9/c1-3-13-16(10-19-21-15(8-9-28-19)14-6-4-5-7-18(14)29-21)17(25(34)35-2)12-36-26(13)38-27-24(33)23(32)22(31)20(11-30)37-27/h4-7,12-13,16,19-20,22-24,26-33H,3,8-11H2,1-2H3/t13-,16+,19+,20-,22-,23+,24-,26+,27+/m1/s1 
S55 InChIKey         InChI                1.02b HZZMXWZOTXPILK-NTXHKPOFBV 
S55 SMILES_CANONICAL CACTVS               3.341 CC[C@@H]1[C@H](C[C@@H]2NCCc3c2[nH]c4ccccc34)C(=CO[C@H]1O[C@@H]5O[C@H](CO)[C@@H](O)[C@H](O)[C@H]5O)C(=O)OC 
S55 SMILES           CACTVS               3.341 CC[CH]1[CH](C[CH]2NCCc3c2[nH]c4ccccc34)C(=CO[CH]1O[CH]5O[CH](CO)[CH](O)[CH](O)[CH]5O)C(=O)OC 
S55 SMILES_CANONICAL "OpenEye OEToolkits" 1.5.0 CC[C@@H]1[C@@H](C(=CO[C@H]1O[C@H]2[C@@H]([C@H]([C@@H]([C@H](O2)CO)O)O)O)C(=O)OC)C[C@H]3c4c(c5ccccc5[nH]4)CCN3 
S55 SMILES           "OpenEye OEToolkits" 1.5.0 CCC1C(C(=COC1OC2C(C(C(C(O2)CO)O)O)O)C(=O)OC)CC3c4c(c5ccccc5[nH]4)CCN3 
# 
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 
S55 "SYSTEMATIC NAME" ACDLabs              10.04 "methyl (2S,3R,4S)-3-ethyl-2-(beta-D-glucopyranosyloxy)-4-[(1S)-2,3,4,9-tetrahydro-1H-beta-carbolin-1-ylmethyl]-3,4-dihydro-2H-pyran-5-carboxylate"                                               
S55 "SYSTEMATIC NAME" "OpenEye OEToolkits" 1.5.0 "methyl (4S,5R,6S)-5-ethyl-4-[[(1S)-2,3,4,9-tetrahydro-1H-pyrido[3,4-b]indol-1-yl]methyl]-6-[(2S,3R,4S,5S,6R)-3,4,5-trihydroxy-6-(hydroxymethyl)oxan-2-yl]oxy-5,6-dihydro-4H-pyran-3-carboxylate" 
# 
