data_STO
# 
_chem_comp.id                                    STO 
_chem_comp.name                                  STAUROSPORINE 
_chem_comp.type                                  NON-POLYMER 
_chem_comp.pdbx_type                             HETAIN 
_chem_comp.formula                               "C28 H26 N4 O3" 
_chem_comp.mon_nstd_parent_comp_id               ? 
_chem_comp.pdbx_synonyms                         ? 
_chem_comp.pdbx_formal_charge                    0 
_chem_comp.pdbx_initial_date                     1999-07-08 
_chem_comp.pdbx_modified_date                    2008-10-14 
_chem_comp.pdbx_ambiguous_flag                   N 
_chem_comp.pdbx_release_status                   OBS 
_chem_comp.pdbx_replaced_by                      STU 
_chem_comp.pdbx_replaces                         ? 
_chem_comp.formula_weight                        466.531 
_chem_comp.one_letter_code                       ? 
_chem_comp.three_letter_code                     STO 
_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        1STC 
_chem_comp.pdbx_subcomponent_list                ? 
_chem_comp.pdbx_processing_site                  EBI 
# 
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 
STO C1   C1   C 0 1 Y N N 9.988  20.953 30.691 3.380  -0.080 -2.573 C1   STO 1  
STO C2   C2   C 0 1 Y N N 9.237  19.805 30.502 3.331  -0.203 -3.952 C2   STO 2  
STO C3   C3   C 0 1 Y N N 7.853  19.876 30.290 2.149  -0.470 -4.619 C3   STO 3  
STO C4   C4   C 0 1 Y N N 7.189  21.100 30.270 0.946  -0.631 -3.952 C4   STO 4  
STO C5   C5   C 0 1 Y N N 7.938  22.300 30.441 0.968  -0.512 -2.564 C5   STO 5  
STO N6   N6   N 0 1 Y N N 7.583  23.668 30.355 -0.045 -0.623 -1.641 N6   STO 6  
STO C7   C7   C 0 1 Y N N 8.739  24.423 30.515 0.476  -0.413 -0.373 C7   STO 7  
STO C8   C8   C 0 1 Y N N 8.958  25.832 30.424 -0.162 -0.410 0.869  C8   STO 8  
STO N9   N9   N 0 1 Y N N 8.048  26.859 30.221 -1.461 -0.631 1.171  N9   STO 9  
STO C10  C10  C 0 1 Y N N 8.770  28.060 30.143 -1.660 -0.492 2.543  C10  STO 10 
STO C11  C11  C 0 1 Y N N 8.321  29.361 29.844 -2.800 -0.605 3.338  C11  STO 11 
STO C12  C12  C 0 1 Y N N 9.283  30.389 29.710 -2.636 -0.439 4.703  C12  STO 12 
STO C13  C13  C 0 1 Y N N 10.647 30.126 29.875 -1.403 -0.173 5.271  C13  STO 13 
STO C14  C14  C 0 1 Y N N 11.095 28.844 30.166 -0.256 -0.055 4.505  C14  STO 14 
STO C15  C15  C 0 1 Y N N 10.155 27.778 30.297 -0.400 -0.218 3.126  C15  STO 15 
STO C16  C16  C 0 1 Y N N 10.279 26.356 30.488 0.566  -0.164 2.033  C16  STO 16 
STO C17  C17  C 0 1 Y N N 11.382 25.444 30.618 1.958  0.070  1.946  C17  STO 17 
STO C18  C18  C 0 1 N N N 12.832 25.666 30.838 2.974  0.344  2.974  C18  STO 18 
STO N19  N19  N 0 1 N N N 13.376 24.478 31.108 4.181  0.508  2.408  N19  STO 19 
STO C20  C20  C 0 1 N N N 12.449 23.372 31.080 4.043  0.350  0.956  C20  STO 20 
STO C21  C21  C 0 1 Y N N 11.161 24.081 30.736 2.582  0.065  0.702  C21  STO 21 
STO C22  C22  C 0 1 Y N N 9.849  23.551 30.682 1.854  -0.170 -0.459 C22  STO 22 
STO C23  C23  C 0 1 Y N N 9.338  22.214 30.664 2.178  -0.238 -1.885 C23  STO 23 
STO C24  C24  C 0 1 N N S 6.261  24.255 29.976 -1.447 -0.927 -1.913 C24  STO 24 
STO C25  C25  C 0 1 N N R 5.948  24.296 28.455 -2.220 0.304  -2.362 C25  STO 25 
STO C26  C26  C 0 1 N N R 5.378  25.634 27.995 -2.506 1.177  -1.133 C26  STO 26 
STO C27  C27  C 0 1 N N N 6.220  26.809 28.476 -3.309 0.331  -0.137 C27  STO 27 
STO C28  C28  C 0 1 N N R 6.603  26.722 29.955 -2.522 -0.922 0.211  C28  STO 28 
STO O29  O29  O 0 1 N N N 6.071  25.549 30.582 -2.085 -1.649 -0.899 O29  STO 29 
STO O30  O30  O 0 1 N N N 13.445 26.705 30.861 2.752  0.413  4.168  O30  STO 30 
STO N31  N31  N 0 1 N N N 5.023  25.603 26.580 -1.242 1.604  -0.519 N31  STO 31 
STO C32  C32  C 0 1 N N N 3.609  25.339 26.351 -1.500 2.900  0.122  C32  STO 32 
STO O33  O33  O 0 1 N N N 7.263  24.167 27.866 -1.423 1.060  -3.276 O33  STO 33 
STO C34  C34  C 0 1 N N N 7.429  23.486 26.622 -2.327 1.719  -4.164 C34  STO 34 
STO C35  C35  C 0 1 N N N 5.095  23.536 30.664 -1.439 -1.847 -3.136 C35  STO 35 
STO H1   H1   H 0 1 N N N 11.074 20.865 30.858 4.304  0.128  -2.056 H1   STO 36 
STO H2   H2   H 0 1 N N N 9.745  18.826 30.520 4.241  -0.089 -4.522 H2   STO 37 
STO H3   H3   H 0 1 N N N 7.274  18.949 30.135 2.165  -0.555 -5.696 H3   STO 38 
STO H4   H4   H 0 1 N N N 6.096  21.118 30.122 0.030  -0.839 -4.485 H4   STO 39 
STO H11  H11  H 0 1 N N N 7.245  29.569 29.718 -3.769 -0.812 2.908  H11  STO 40 
STO H12  H12  H 0 1 N N N 8.962  31.417 29.471 -3.500 -0.521 5.346  H12  STO 41 
STO H13  H13  H 0 1 N N N 11.381 30.942 29.774 -1.333 -0.054 6.342  H13  STO 42 
STO H14  H14  H 0 1 N N N 12.177 28.675 30.290 0.704  0.153  4.953  H14  STO 43 
STO HN9  HN9  H 0 1 N N N 14.374 24.422 31.310 5.007  0.699  2.880  HN9  STO 44 
STO H201 1H20 H 0 0 N N N 12.727 22.531 30.403 4.653  -0.483 0.610  H201 STO 45 
STO H202 2H20 H 0 0 N N N 12.420 22.748 32.003 4.339  1.268  0.449  H202 STO 46 
STO H25  H25  H 0 1 N N N 5.196  23.519 28.179 -3.143 -0.003 -2.853 H25  STO 47 
STO H26  H26  H 0 1 N N N 4.400  25.816 28.499 -3.087 2.051  -1.428 H26  STO 48 
STO H271 1H27 H 0 0 N N N 7.127  26.930 27.840 -3.490 0.910  0.768  H271 STO 49 
STO H272 2H27 H 0 0 N N N 5.709  27.775 28.257 -4.262 0.048  -0.585 H272 STO 50 
STO H28  H28  H 0 1 N N N 6.125  27.615 30.420 -3.222 -1.572 0.735  H28  STO 51 
STO HN3  HN3  H 0 1 N N N 5.604  24.934 26.074 -0.597 1.778  -1.275 HN3  STO 52 
STO H321 1H32 H 0 0 N N N 3.337  25.315 25.269 -0.587 3.260  0.594  H321 STO 53 
STO H322 2H32 H 0 0 N N N 3.292  24.399 26.860 -1.828 3.618  -0.629 H322 STO 54 
STO H323 3H32 H 0 0 N N N 2.973  26.069 26.904 -2.278 2.783  0.876  H323 STO 55 
STO H341 1H34 H 0 0 N N N 8.442  23.386 26.168 -1.762 2.312  -4.884 H341 STO 56 
STO H342 2H34 H 0 0 N N N 6.985  22.467 26.717 -2.923 0.976  -4.694 H342 STO 57 
STO H343 3H34 H 0 0 N N N 6.752  23.956 25.871 -2.986 2.373  -3.593 H343 STO 58 
STO H351 1H35 H 0 0 N N N 4.109  23.973 30.381 -0.589 -2.526 -3.074 H351 STO 59 
STO H352 2H35 H 0 0 N N N 5.122  22.439 30.465 -2.364 -2.423 -3.163 H352 STO 60 
STO H353 3H35 H 0 0 N N N 5.227  23.518 31.771 -1.358 -1.246 -4.042 H353 STO 61 
# 
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 
STO C1  C2   DOUB Y N 1  
STO C1  C23  SING Y N 2  
STO C1  H1   SING N N 3  
STO C2  C3   SING Y N 4  
STO C2  H2   SING N N 5  
STO C3  C4   DOUB Y N 6  
STO C3  H3   SING N N 7  
STO C4  C5   SING Y N 8  
STO C4  H4   SING N N 9  
STO C5  N6   SING Y N 10 
STO C5  C23  DOUB Y N 11 
STO N6  C7   SING Y N 12 
STO N6  C24  SING N N 13 
STO C7  C8   DOUB Y N 14 
STO C7  C22  SING Y N 15 
STO C8  N9   SING Y N 16 
STO C8  C16  SING Y N 17 
STO N9  C10  SING Y N 18 
STO N9  C28  SING N N 19 
STO C10 C11  DOUB Y N 20 
STO C10 C15  SING Y N 21 
STO C11 C12  SING Y N 22 
STO C11 H11  SING N N 23 
STO C12 C13  DOUB Y N 24 
STO C12 H12  SING N N 25 
STO C13 C14  SING Y N 26 
STO C13 H13  SING N N 27 
STO C14 C15  DOUB Y N 28 
STO C14 H14  SING N N 29 
STO C15 C16  SING Y N 30 
STO C16 C17  DOUB Y N 31 
STO C17 C18  SING N N 32 
STO C17 C21  SING Y N 33 
STO C18 N19  SING N N 34 
STO C18 O30  DOUB N N 35 
STO N19 C20  SING N N 36 
STO N19 HN9  SING N N 37 
STO C20 C21  SING N N 38 
STO C20 H201 SING N N 39 
STO C20 H202 SING N N 40 
STO C21 C22  DOUB Y N 41 
STO C22 C23  SING Y N 42 
STO C24 C25  SING N N 43 
STO C24 O29  SING N N 44 
STO C24 C35  SING N N 45 
STO C25 C26  SING N N 46 
STO C25 O33  SING N N 47 
STO C25 H25  SING N N 48 
STO C26 C27  SING N N 49 
STO C26 N31  SING N N 50 
STO C26 H26  SING N N 51 
STO C27 C28  SING N N 52 
STO C27 H271 SING N N 53 
STO C27 H272 SING N N 54 
STO C28 O29  SING N N 55 
STO C28 H28  SING N N 56 
STO N31 C32  SING N N 57 
STO N31 HN3  SING N N 58 
STO C32 H321 SING N N 59 
STO C32 H322 SING N N 60 
STO C32 H323 SING N N 61 
STO O33 C34  SING N N 62 
STO C34 H341 SING N N 63 
STO C34 H342 SING N N 64 
STO C34 H343 SING N N 65 
STO C35 H351 SING N N 66 
STO C35 H352 SING N N 67 
STO C35 H353 SING N N 68 
# 
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 
STO SMILES           ACDLabs              10.04 O=C5NCc4c2c3n(c1ccccc12)C8(OC(n6c3c(c45)c7ccccc67)CC(NC)C8OC)C 
STO InChI            InChI                1.02b 
InChI=1/C28H26N4O3/c1-28-26(34-3)17(29-2)12-20(35-28)31-18-10-6-4-8-14(18)22-23-16(13-30-27(23)33)21-15-9-5-7-11-19(15)32(28)25(21)24(22)31/h4-11,17,20,26,29H,12-13H2,1-3H3,(H,30,33)/t17-,20-,26-,28+/m1/s1/f/h30H 
STO InChIKey         InChI                1.02b HKSZLNNOFSGOKW-PULLEYNNDJ 
STO SMILES_CANONICAL CACTVS               3.341 CN[C@@H]1C[C@H]2O[C@@](C)([C@@H]1OC)n3c4ccccc4c5c6CNC(=O)c6c7c8ccccc8n2c7c35 
STO SMILES           CACTVS               3.341 CN[CH]1C[CH]2O[C](C)([CH]1OC)n3c4ccccc4c5c6CNC(=O)c6c7c8ccccc8n2c7c35 
STO SMILES_CANONICAL "OpenEye OEToolkits" 1.5.0 C[C@@]12[C@@H]([C@@H](C[C@@H](O1)n3c4ccccc4c5c3c6n2c7ccccc7c6c8c5C(=O)NC8)NC)OC 
STO SMILES           "OpenEye OEToolkits" 1.5.0 CC12C(C(CC(O1)n3c4ccccc4c5c3c6n2c7ccccc7c6c8c5C(=O)NC8)NC)OC 
# 
_pdbx_chem_comp_identifier.comp_id           STO 
_pdbx_chem_comp_identifier.type              "SYSTEMATIC NAME" 
_pdbx_chem_comp_identifier.program           ACDLabs 
_pdbx_chem_comp_identifier.program_version   10.04 
_pdbx_chem_comp_identifier.identifier        (5S,6R,7R,9R)-6-methoxy-5-methyl-7-(methylamino)-6,7,8,9,15,16-hexahydro-5H,14H-5,9-epoxy-4b,9a,15-triazadibenzo[b,h]cyclonona[1,2,3,4-jkl]cyclopenta[e]-as-indacen-14-one 
# 
