data_BC6
# 
_chem_comp.id                                    BC6 
_chem_comp.name                                  "(4E,8S,9R,10E,12S,13R,14S,16R)-13,20-dihydroxy-14-methoxy-4,8,10,12,16-pentamethyl-3-oxo-2-azabicyclo[16.3.1]docosa-1(22),4,10,18,20-pentaen-9-yl carbamate" 
_chem_comp.type                                  non-polymer 
_chem_comp.pdbx_type                             ? 
_chem_comp.formula                               "C28 H42 N2 O6" 
_chem_comp.mon_nstd_parent_comp_id               ? 
_chem_comp.pdbx_synonyms                         ? 
_chem_comp.pdbx_formal_charge                    0 
_chem_comp.pdbx_initial_date                     2008-06-16 
_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                        502.643 
_chem_comp.one_letter_code                       ? 
_chem_comp.three_letter_code                     BC6 
_chem_comp.pdbx_model_coordinates_details        ? 
_chem_comp.pdbx_model_coordinates_missing_flag   N 
_chem_comp.pdbx_ideal_coordinates_details        Corina 
_chem_comp.pdbx_ideal_coordinates_missing_flag   N 
_chem_comp.pdbx_model_coordinates_db_code        2VW5 
_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 
BC6 O37  O37  O 0 1 N N N 40.996 -5.279  41.757 40.996 -5.279  41.757 O37  BC6 1  
BC6 C21  C21  C 0 1 N N N 41.002 -5.755  40.625 41.002 -5.755  40.625 C21  BC6 2  
BC6 C20  C20  C 0 1 N N N 41.418 -7.145  40.515 41.418 -7.145  40.515 C20  BC6 3  
BC6 C36  C36  C 0 1 N N N 42.747 -7.508  41.109 42.747 -7.508  41.109 C36  BC6 4  
BC6 C19  C19  C 0 1 N N N 40.564 -8.053  39.952 40.564 -8.053  39.952 C19  BC6 5  
BC6 C18  C18  C 0 1 N N N 40.786 -9.519  39.760 40.786 -9.519  39.760 C18  BC6 6  
BC6 C17  C17  C 0 1 N N N 40.028 -9.916  38.490 40.028 -9.916  38.490 C17  BC6 7  
BC6 C16  C16  C 0 1 N N S 38.518 -10.061 38.660 38.518 -10.061 38.660 C16  BC6 8  
BC6 C35  C35  C 0 1 N N N 38.150 -11.051 39.778 38.150 -11.051 39.778 C35  BC6 9  
BC6 N22  N22  N 0 1 N N N 40.643 -4.978  39.591 40.643 -4.978  39.591 N22  BC6 10 
BC6 C3   C3   C 0 1 Y N N 40.877 -5.232  38.261 40.877 -5.232  38.261 C3   BC6 11 
BC6 C4   C4   C 0 1 Y N N 39.876 -4.922  37.356 39.876 -4.922  37.356 C4   BC6 12 
BC6 C5   C5   C 0 1 Y N N 40.043 -5.148  35.988 40.043 -5.148  35.988 C5   BC6 13 
BC6 O36  O36  O 0 1 N N N 38.992 -4.863  35.163 38.992 -4.863  35.163 O36  BC6 14 
BC6 C6   C6   C 0 1 Y N N 41.224 -5.701  35.498 41.224 -5.701  35.498 C6   BC6 15 
BC6 C1   C1   C 0 1 Y N N 42.246 -6.033  36.413 42.246 -6.033  36.413 C1   BC6 16 
BC6 C2   C2   C 0 1 Y N N 42.069 -5.774  37.777 42.069 -5.774  37.777 C2   BC6 17 
BC6 C7   C7   C 0 1 N N N 43.544 -6.674  35.966 43.544 -6.674  35.966 C7   BC6 18 
BC6 C8   C8   C 0 1 N N R 43.459 -8.217  35.860 43.459 -8.217  35.860 C8   BC6 19 
BC6 C25  C25  C 0 1 N N N 43.291 -8.920  37.219 43.291 -8.920  37.219 C25  BC6 20 
BC6 C9   C9   C 0 1 N N N 42.366 -8.663  34.846 42.366 -8.663  34.846 C9   BC6 21 
BC6 C10  C10  C 0 1 N N S 42.131 -10.163 34.705 42.131 -10.163 34.705 C10  BC6 22 
BC6 O26  O26  O 0 1 N N N 43.361 -10.836 34.361 43.361 -10.836 34.361 O26  BC6 23 
BC6 C27  C27  C 0 1 N N N 43.382 -12.207 34.692 43.382 -12.207 34.692 C27  BC6 24 
BC6 C11  C11  C 0 1 N N R 41.099 -10.492 33.626 41.099 -10.492 33.626 C11  BC6 25 
BC6 O28  O28  O 0 1 N N N 41.647 -9.995  32.385 41.647 -9.995  32.385 O28  BC6 26 
BC6 C12  C12  C 0 1 N N S 39.742 -9.842  33.921 39.742 -9.842  33.921 C12  BC6 27 
BC6 C29  C29  C 0 1 N N N 38.782 -10.265 32.814 38.782 -10.265 32.814 C29  BC6 28 
BC6 C13  C13  C 0 1 N N N 39.136 -10.387 35.210 39.136 -10.387 35.210 C13  BC6 29 
BC6 C14  C14  C 0 1 N N N 38.398 -9.710  36.137 38.398 -9.710  36.137 C14  BC6 30 
BC6 C30  C30  C 0 1 N N N 38.046 -8.249  36.016 38.046 -8.249  36.016 C30  BC6 31 
BC6 C15  C15  C 0 1 N N R 37.875 -10.497 37.318 37.875 -10.497 37.318 C15  BC6 32 
BC6 O31  O31  O 0 1 N N N 36.486 -10.225 37.433 36.486 -10.225 37.433 O31  BC6 33 
BC6 C32  C32  C 0 1 N N N 35.590 -11.043 36.665 35.590 -11.043 36.665 C32  BC6 34 
BC6 O33  O33  O 0 1 N N N 36.062 -11.894 35.929 36.062 -11.894 35.929 O33  BC6 35 
BC6 N34  N34  N 0 1 N N N 34.308 -10.774 36.857 34.308 -10.774 36.857 N34  BC6 36 
BC6 H22  H22  H 0 1 N N N 40.158 -4.131  39.810 40.158 -4.131  39.810 H22  BC6 37 
BC6 H361 1H36 H 0 0 N N N 43.495 -7.597  40.308 43.495 -7.597  40.308 H361 BC6 38 
BC6 H362 2H36 H 0 0 N N N 43.058 -6.725  41.816 43.058 -6.725  41.816 H362 BC6 39 
BC6 H363 3H36 H 0 0 N N N 42.662 -8.468  41.639 42.662 -8.468  41.639 H363 BC6 40 
BC6 H19  H19  H 0 1 N N N 39.618 -7.665  39.605 39.618 -7.665  39.605 H19  BC6 41 
BC6 H181 1H18 H 0 0 N N N 41.859 -9.733  39.649 41.859 -9.733  39.649 H181 BC6 42 
BC6 H182 2H18 H 0 0 N N N 40.426 -10.090 40.629 40.426 -10.090 40.629 H182 BC6 43 
BC6 H171 1H17 H 0 0 N N N 40.206 -9.134  37.737 40.206 -9.134  37.737 H171 BC6 44 
BC6 H172 2H17 H 0 0 N N N 40.405 -10.908 38.200 40.405 -10.908 38.200 H172 BC6 45 
BC6 H16  H16  H 0 1 N N N 38.121 -9.079  38.956 38.121 -9.079  38.956 H16  BC6 46 
BC6 H351 1H35 H 0 0 N N N 38.062 -12.064 39.357 38.062 -12.064 39.357 H351 BC6 47 
BC6 H352 2H35 H 0 0 N N N 38.934 -11.041 40.549 38.934 -11.041 40.549 H352 BC6 48 
BC6 H353 3H35 H 0 0 N N N 37.190 -10.756 40.227 37.190 -10.756 40.227 H353 BC6 49 
BC6 H15  H15  H 0 1 N N N 38.107 -11.558 37.141 38.107 -11.557 37.141 H15  BC6 50 
BC6 H4   H4   H 0 1 N N N 38.950 -4.498  37.714 38.950 -4.498  37.714 H4   BC6 51 
BC6 H2   H2   H 0 1 N N N 42.869 -5.997  38.467 42.869 -5.997  38.467 H2   BC6 52 
BC6 H36  H36  H 0 1 N N N 38.195 -4.797  35.676 38.195 -4.797  35.676 H36  BC6 53 
BC6 H6   H6   H 0 1 N N N 41.355 -5.872  34.440 41.355 -5.872  34.440 H6   BC6 54 
BC6 H7C1 1H7C H 0 0 N N N 43.801 -6.275  34.974 43.801 -6.274  34.974 H7C1 BC6 55 
BC6 H7C2 2H7C H 0 0 N N N 44.305 -6.438  36.724 44.305 -6.438  36.724 H7C2 BC6 56 
BC6 H8   H8   H 0 1 N N N 44.436 -8.543  35.473 44.436 -8.543  35.473 H8   BC6 57 
BC6 H251 1H25 H 0 0 N N N 43.251 -10.009 37.067 43.251 -10.009 37.067 H251 BC6 58 
BC6 H252 2H25 H 0 0 N N N 44.144 -8.672  37.868 44.144 -8.672  37.868 H252 BC6 59 
BC6 H253 3H25 H 0 0 N N N 42.358 -8.582  37.694 42.358 -8.582  37.694 H253 BC6 60 
BC6 H9C1 1H9C H 0 0 N N N 41.417 -8.216  35.176 41.417 -8.216  35.176 H9C1 BC6 61 
BC6 H9C2 2H9C H 0 0 N N N 42.727 -8.330  33.862 42.727 -8.330  33.862 H9C2 BC6 62 
BC6 H10  H10  H 0 1 N N N 41.753 -10.509 35.678 41.752 -10.509 35.678 H10  BC6 63 
BC6 H11  H11  H 0 1 N N N 40.912 -11.575 33.583 40.912 -11.575 33.583 H11  BC6 64 
BC6 H271 1H27 H 0 0 N N N 43.387 -12.807 33.770 43.388 -12.807 33.770 H271 BC6 65 
BC6 H272 2H27 H 0 0 N N N 44.286 -12.429 35.279 44.286 -12.429 35.279 H272 BC6 66 
BC6 H273 3H27 H 0 0 N N N 42.489 -12.454 35.285 42.489 -12.454 35.285 H273 BC6 67 
BC6 H28  H28  H 0 1 N N N 40.948 -9.886  31.751 40.948 -9.886  31.751 H28  BC6 68 
BC6 H12  H12  H 0 1 N N N 39.888 -8.754  33.996 39.888 -8.754  33.996 H12  BC6 69 
BC6 H291 1H29 H 0 0 N N N 37.768 -10.367 33.227 37.768 -10.367 33.227 H291 BC6 70 
BC6 H292 2H29 H 0 0 N N N 38.780 -9.504  32.020 38.780 -9.504  32.020 H292 BC6 71 
BC6 H293 3H29 H 0 0 N N N 39.106 -11.230 32.397 39.106 -11.230 32.397 H293 BC6 72 
BC6 H13  H13  H 0 1 N N N 39.312 -11.433 35.413 39.312 -11.433 35.413 H13  BC6 73 
BC6 H301 1H30 H 0 0 N N N 37.960 -7.808  37.020 37.960 -7.808  37.020 H301 BC6 74 
BC6 H302 2H30 H 0 0 N N N 38.834 -7.728  35.452 38.834 -7.728  35.452 H302 BC6 75 
BC6 H303 3H30 H 0 0 N N N 37.087 -8.146  35.487 37.087 -8.146  35.487 H303 BC6 76 
BC6 H341 1H34 H 0 0 N N N 34.200 -10.030 37.517 34.200 -10.030 37.517 H341 BC6 77 
BC6 H342 2H34 H 0 0 N N N 33.553 -11.249 36.405 33.553 -11.249 36.405 H342 BC6 78 
# 
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 
BC6 O37 C21  DOUB N N 1  
BC6 C21 C20  SING N N 2  
BC6 C21 N22  SING N N 3  
BC6 C20 C36  SING N N 4  
BC6 C20 C19  DOUB N E 5  
BC6 C19 C18  SING N N 6  
BC6 C18 C17  SING N N 7  
BC6 C17 C16  SING N N 8  
BC6 C16 C35  SING N N 9  
BC6 C16 C15  SING N N 10 
BC6 N22 C3   SING N N 11 
BC6 C3  C4   SING N N 12 
BC6 C3  C2   DOUB N N 13 
BC6 C4  C5   DOUB N N 14 
BC6 C5  O36  SING N N 15 
BC6 C5  C6   SING N N 16 
BC6 C6  C1   DOUB N N 17 
BC6 C1  C2   SING N N 18 
BC6 C1  C7   SING N N 19 
BC6 C7  C8   SING N N 20 
BC6 C8  C25  SING N N 21 
BC6 C8  C9   SING N N 22 
BC6 C9  C10  SING N N 23 
BC6 C10 O26  SING N N 24 
BC6 C10 C11  SING Y N 25 
BC6 O26 C27  SING Y N 26 
BC6 C11 O28  SING Y N 27 
BC6 C11 C12  SING N N 28 
BC6 C12 C29  SING N N 29 
BC6 C12 C13  SING Y N 30 
BC6 C13 C14  DOUB N N 31 
BC6 C14 C30  SING Y N 32 
BC6 C14 C15  SING N N 33 
BC6 C15 O31  SING Y N 34 
BC6 O31 C32  SING N N 35 
BC6 C32 O33  DOUB N N 36 
BC6 C32 N34  SING N N 37 
BC6 N22 H22  SING N N 38 
BC6 C36 H361 SING N N 39 
BC6 C36 H362 SING N N 40 
BC6 C36 H363 SING N N 41 
BC6 C19 H19  SING N N 42 
BC6 C18 H181 SING N N 43 
BC6 C18 H182 SING N N 44 
BC6 C17 H171 SING N N 45 
BC6 C17 H172 SING N N 46 
BC6 C16 H16  SING N N 47 
BC6 C35 H351 SING N N 48 
BC6 C35 H352 SING N N 49 
BC6 C35 H353 SING N N 50 
BC6 C15 H15  SING N N 51 
BC6 C4  H4   SING N N 52 
BC6 C2  H2   SING N N 53 
BC6 O36 H36  SING N N 54 
BC6 C6  H6   SING N N 55 
BC6 C7  H7C1 SING N N 56 
BC6 C7  H7C2 SING N N 57 
BC6 C8  H8   SING N N 58 
BC6 C25 H251 SING N N 59 
BC6 C25 H252 SING N N 60 
BC6 C25 H253 SING N N 61 
BC6 C9  H9C1 SING N N 62 
BC6 C9  H9C2 SING N N 63 
BC6 C10 H10  SING N N 64 
BC6 C11 H11  SING N N 65 
BC6 C27 H271 SING N E 66 
BC6 C27 H272 SING N N 67 
BC6 C27 H273 SING N N 68 
BC6 O28 H28  SING N N 69 
BC6 C12 H12  SING N N 70 
BC6 C29 H291 SING N N 71 
BC6 C29 H292 SING N N 72 
BC6 C29 H293 SING N N 73 
BC6 C13 H13  SING N N 74 
BC6 C30 H301 SING N N 75 
BC6 C30 H302 SING N N 76 
BC6 C30 H303 SING N N 77 
BC6 N34 H341 SING N N 78 
BC6 N34 H342 SING N N 79 
# 
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 
BC6 SMILES           ACDLabs              10.04 O=C(OC2C(=CC(C)C(O)C(OC)CC(C)Cc1cc(cc(O)c1)NC(=O)C(=CCCC2C)C)C)N 
BC6 InChI            InChI                1.02b 
InChI=1/C28H42N2O6/c1-16-10-21-13-22(15-23(31)14-21)30-27(33)18(3)9-7-8-17(2)26(36-28(29)34)20(5)12-19(4)25(32)24(11-16)35-6/h9,12-17,19,24-26,31-32H,7-8,10-11H2,1-6H3,(H2,29,34)(H,30,33)/b18-9+,20-12+/t16-,17+,19+,24+,25-,26-/m1/s1/f/h30H,29H2 
BC6 InChIKey         InChI                1.02b RMHMHRXSAMJROO-KYINENEDDK 
BC6 SMILES_CANONICAL CACTVS               3.341 CO[C@H]1C[C@H](C)Cc2cc(O)cc(NC(=O)\C(=C\CC[C@H](C)[C@@H](OC(N)=O)C(=C/[C@H](C)[C@H]1O)/C)C)c2 
BC6 SMILES           CACTVS               3.341 CO[CH]1C[CH](C)Cc2cc(O)cc(NC(=O)C(=CCC[CH](C)[CH](OC(N)=O)C(=C[CH](C)[CH]1O)C)C)c2 
BC6 SMILES_CANONICAL "OpenEye OEToolkits" 1.5.0 C[C@H]1CC\C=C(\C(=O)Nc2cc(cc(c2)O)C[C@H](C[C@@H]([C@@H]([C@H](\C=C(\[C@@H]1OC(=O)N)/C)C)O)OC)C)/C 
BC6 SMILES           "OpenEye OEToolkits" 1.5.0 CC1CCC=C(C(=O)Nc2cc(cc(c2)O)CC(CC(C(C(C=C(C1OC(=O)N)C)C)O)OC)C)C 
# 
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 
BC6 "SYSTEMATIC NAME" ACDLabs              10.04 "(4E,8S,9R,10E,12S,13R,14S,16R)-13,20-dihydroxy-14-methoxy-4,8,10,12,16-pentamethyl-3-oxo-2-azabicyclo[16.3.1]docosa-1(22),4,10,18,20-pentaen-9-yl carbamate"   
BC6 "SYSTEMATIC NAME" "OpenEye OEToolkits" 1.5.0 "[(4E,8S,9R,10E,12S,13R,14S,16R)-13,20-dihydroxy-14-methoxy-4,8,10,12,16-pentamethyl-3-oxo-2-azabicyclo[16.3.1]docosa-1(22),4,10,18,20-pentaen-9-yl] carbamate" 
# 
