data_BC2 # _chem_comp.id BC2 _chem_comp.name MACBECIN _chem_comp.type non-polymer _chem_comp.pdbx_type ? _chem_comp.formula "C30 H42 N2 O8" _chem_comp.mon_nstd_parent_comp_id ? _chem_comp.pdbx_synonyms ? _chem_comp.pdbx_formal_charge 0 _chem_comp.pdbx_initial_date 2008-01-16 _chem_comp.pdbx_modified_date 2011-06-04 _chem_comp.pdbx_ambiguous_flag ? _chem_comp.pdbx_release_status REL _chem_comp.pdbx_replaced_by ? _chem_comp.pdbx_replaces ? _chem_comp.formula_weight 558.663 _chem_comp.one_letter_code ? _chem_comp.three_letter_code BC2 _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 2VLS _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 BC2 O23 O23 O 0 1 N N N -26.408 34.456 -3.517 2.266 0.680 -0.902 O23 BC2 1 BC2 C2 C2 C 0 1 N N N -25.853 33.583 -4.238 3.359 0.674 -0.331 C2 BC2 2 BC2 C3 C3 C 0 1 N N N -25.366 32.409 -3.622 3.933 1.908 0.195 C3 BC2 3 BC2 C4 C4 C 0 1 N N N -24.773 31.452 -4.447 5.122 1.900 0.776 C4 BC2 4 BC2 C5 C5 C 0 1 N N N -24.601 31.662 -5.845 5.860 0.603 0.898 C5 BC2 5 BC2 O24 O24 O 0 1 N N N -24.030 30.757 -6.545 6.949 0.645 1.421 O24 BC2 6 BC2 C6 C6 C 0 1 N N N -25.058 32.862 -6.436 5.235 -0.646 0.582 C6 BC2 7 BC2 N22 N22 N 0 1 N N N -25.512 32.166 -2.267 3.200 3.120 0.053 N22 BC2 8 BC2 C21 C21 C 0 1 N N N -25.085 32.958 -1.223 1.963 3.086 -0.348 C21 BC2 9 BC2 O37 O37 O 0 1 N N N -25.211 32.617 -0.036 1.650 2.767 -1.441 O37 BC2 10 BC2 C20 C20 C 0 1 N N N -24.512 34.182 -1.379 0.832 3.569 0.459 C20 BC2 11 BC2 C36 C36 C 0 1 N N N -24.936 35.406 -0.564 1.107 4.228 1.779 C36 BC2 12 BC2 C19 C19 C 0 1 N N N -23.390 34.364 -2.040 -0.386 3.246 0.004 C19 BC2 13 BC2 C18 C18 C 0 1 N N N -22.309 35.027 -2.231 -1.611 3.701 0.800 C18 BC2 14 BC2 C17 C17 C 0 1 N N N -21.220 35.365 -2.845 -2.804 3.133 0.560 C17 BC2 15 BC2 C16 C16 C 0 1 N N S -20.301 34.179 -2.844 -2.985 2.003 -0.534 C16 BC2 16 BC2 C35 C35 C 0 1 N N N -19.372 34.274 -1.620 -3.598 2.630 -1.771 C35 BC2 17 BC2 C1 C1 C 0 1 N N N -25.678 33.835 -5.611 3.943 -0.665 -0.015 C1 BC2 18 BC2 C7 C7 C 0 1 N N R -26.149 35.148 -6.163 3.319 -1.932 -0.495 C7 BC2 19 BC2 O38 O38 O 0 1 N N N -26.498 34.990 -7.550 2.679 -1.748 -1.641 O38 BC2 20 BC2 C39 C39 C 0 1 N N N -27.869 34.581 -7.714 3.493 -1.941 -2.800 C39 BC2 21 BC2 C8 C8 C 0 1 N N S -25.077 36.270 -6.109 2.461 -2.425 0.674 C8 BC2 22 BC2 C25 C25 C 0 1 N N N -24.509 36.643 -4.730 1.791 -1.318 1.437 C25 BC2 23 BC2 C9 C9 C 0 1 N N N -23.929 35.945 -7.064 1.490 -3.465 0.150 C9 BC2 24 BC2 C10 C10 C 0 1 N N S -22.645 36.764 -7.026 0.207 -2.837 -0.413 C10 BC2 25 BC2 O26 O26 O 0 1 N N N -22.862 38.124 -7.440 0.273 -1.592 -0.875 O26 BC2 26 BC2 C27 C27 C 0 1 N N N -21.969 39.063 -6.804 -0.034 -1.472 -2.266 C27 BC2 27 BC2 C11 C11 C 0 1 N N R -21.627 36.222 -8.021 -0.999 -2.987 0.530 C11 BC2 28 BC2 O28 O28 O 0 1 N N N -22.275 36.196 -9.319 -1.074 -4.324 1.126 O28 BC2 29 BC2 C40 C40 C 0 1 N N N -21.646 37.081 -10.308 -1.032 -4.327 2.555 C40 BC2 30 BC2 C12 C12 C 0 1 N N S -20.979 34.859 -7.678 -2.294 -2.544 -0.095 C12 BC2 31 BC2 C29 C29 C 0 1 N N N -19.856 34.532 -8.658 -3.330 -3.644 0.249 C29 BC2 32 BC2 C13 C13 C 0 1 N N N -20.280 34.827 -6.339 -2.708 -1.239 0.280 C13 BC2 33 BC2 C14 C14 C 0 1 N N N -20.414 33.847 -5.416 -3.407 -0.448 -0.511 C14 BC2 34 BC2 C30 C30 C 0 1 N N N -21.286 32.629 -5.639 -3.824 -0.823 -1.816 C30 BC2 35 BC2 C15 C15 C 0 1 N N R -19.554 34.018 -4.194 -3.828 0.971 0.069 C15 BC2 36 BC2 O31 O31 O 0 1 N N N -18.707 32.855 -4.073 -5.279 1.220 -0.309 O31 BC2 37 BC2 C32 C32 C 0 1 N N N -17.508 32.705 -4.822 -6.217 0.825 0.572 C32 BC2 38 BC2 O33 O33 O 0 1 N N N -16.903 31.653 -4.587 -5.887 0.296 1.615 O33 BC2 39 BC2 N34 N34 N 0 1 N N N -17.101 33.654 -5.651 -7.523 1.016 0.297 N34 BC2 40 BC2 H4C1 1H4C H 0 0 N N N -24.434 30.524 -4.012 5.623 2.863 1.094 H4C1 BC2 41 BC2 H22 H22 H 0 1 N N N -25.981 31.319 -2.017 3.690 3.943 0.228 H22 BC2 42 BC2 H6C1 1H6C H 0 0 N N N -24.937 33.035 -7.495 5.664 -1.605 0.676 H6C1 BC2 43 BC2 H361 1H36 H 0 0 N N N -25.038 35.125 0.495 1.229 5.301 1.630 H361 BC2 44 BC2 H362 2H36 H 0 0 N N N -24.174 36.194 -0.663 0.272 4.048 2.456 H362 BC2 45 BC2 H363 3H36 H 0 0 N N N -25.901 35.779 -0.938 2.019 3.814 2.208 H363 BC2 46 BC2 H17 H17 H 0 1 N N N -21.010 36.331 -3.281 -3.656 3.428 1.149 H17 BC2 47 BC2 H16 H16 H 0 1 N N N -20.886 33.252 -2.750 -1.993 1.592 -0.797 H16 BC2 48 BC2 H351 1H35 H 0 0 N N N -18.324 34.297 -1.955 -2.939 3.412 -2.147 H351 BC2 49 BC2 H352 2H35 H 0 0 N N N -19.597 35.193 -1.059 -3.731 1.866 -2.537 H352 BC2 50 BC2 H353 3H35 H 0 0 N N N -19.530 33.400 -0.971 -4.566 3.062 -1.517 H353 BC2 51 BC2 H15 H15 H 0 1 N N N -19.014 34.962 -4.358 -3.823 0.948 1.135 H15 BC2 52 BC2 H7 H7 H 0 1 N N N -27.002 35.442 -5.534 4.133 -2.665 -0.592 H7 BC2 53 BC2 H8 H8 H 0 1 N N N -25.634 37.167 -6.416 3.140 -3.043 1.389 H8 BC2 54 BC2 H391 1H39 H 0 0 N N N -28.342 34.477 -6.726 2.895 -1.772 -3.696 H391 BC2 55 BC2 H392 2H39 H 0 0 N N N -28.410 35.338 -8.301 4.325 -1.237 -2.780 H392 BC2 56 BC2 H393 3H39 H 0 0 N N N -27.903 33.616 -8.240 3.878 -2.960 -2.807 H393 BC2 57 BC2 H251 1H25 H 0 0 N N N -23.415 36.732 -4.796 1.137 -0.759 0.767 H251 BC2 58 BC2 H252 2H25 H 0 0 N N N -24.936 37.603 -4.405 1.201 -1.742 2.250 H252 BC2 59 BC2 H253 3H25 H 0 0 N N N -24.770 35.860 -4.002 2.547 -0.650 1.848 H253 BC2 60 BC2 H9C1 1H9C H 0 0 N N N -23.635 34.908 -6.844 1.930 -4.093 -0.573 H9C1 BC2 61 BC2 H9C2 2H9C H 0 0 N N N -24.348 36.169 -8.056 1.176 -4.169 1.051 H9C2 BC2 62 BC2 H10 H10 H 0 1 N N N -22.294 36.708 -5.985 -0.131 -3.469 -1.302 H10 BC2 63 BC2 H11 H11 H 0 1 N N N -20.760 36.898 -7.996 -0.798 -2.264 1.438 H11 BC2 64 BC2 H271 1H27 H 0 0 N N N -21.742 38.720 -5.784 -1.077 -1.740 -2.432 H271 BC2 65 BC2 H272 2H27 H 0 0 N N N -21.037 39.132 -7.383 0.133 -0.444 -2.587 H272 BC2 66 BC2 H273 3H27 H 0 0 N N N -22.448 40.052 -6.760 0.609 -2.141 -2.839 H273 BC2 67 BC2 H12 H12 H 0 1 N N N -21.826 34.158 -7.702 -2.059 -2.636 -1.219 H12 BC2 68 BC2 H401 1H40 H 0 0 N N N -21.489 38.075 -9.864 -0.122 -3.832 2.893 H401 BC2 69 BC2 H402 2H40 H 0 0 N N N -20.677 36.659 -10.614 -1.900 -3.795 2.944 H402 BC2 70 BC2 H403 3H40 H 0 0 N N N -22.301 37.172 -11.187 -1.043 -5.355 2.917 H403 BC2 71 BC2 H291 1H29 H 0 0 N N N -20.268 34.453 -9.675 -3.414 -3.737 1.332 H291 BC2 72 BC2 H292 2H29 H 0 0 N N N -19.100 35.331 -8.629 -4.299 -3.373 -0.169 H292 BC2 73 BC2 H293 3H29 H 0 0 N N N -19.391 33.576 -8.376 -3.004 -4.594 -0.173 H293 BC2 74 BC2 H13 H13 H 0 1 N N N -19.623 35.650 -6.100 -2.395 -0.865 1.258 H13 BC2 75 BC2 H301 1H30 H 0 0 N N N -21.497 32.520 -6.713 -3.478 -1.834 -2.031 H301 BC2 76 BC2 H302 2H30 H 0 0 N N N -20.763 31.732 -5.276 -4.912 -0.792 -1.873 H302 BC2 77 BC2 H303 3H30 H 0 0 N N N -22.231 32.750 -5.090 -3.403 -0.132 -2.545 H303 BC2 78 BC2 H341 1H34 H 0 0 N N N -17.757 34.408 -5.649 -7.786 1.438 -0.536 H341 BC2 79 BC2 H342 2H34 H 0 0 N N N -16.263 33.621 -6.196 -8.199 0.731 0.932 H342 BC2 80 BC2 H18 H18 H 0 1 N N N -22.304 35.695 -1.382 -1.534 4.485 1.549 H18 BC2 81 BC2 H19 H19 H 0 1 N N N -23.368 33.575 -2.777 -0.531 2.745 -0.899 H19 BC2 82 # 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 BC2 O23 C2 DOUB N N 1 BC2 C2 C3 SING N N 2 BC2 C3 C4 DOUB N N 3 BC2 C4 C5 SING N N 4 BC2 C5 O24 DOUB N N 5 BC2 C5 C6 SING N N 6 BC2 C3 N22 SING N N 7 BC2 N22 C21 SING N N 8 BC2 C21 O37 DOUB N N 9 BC2 C21 C20 SING N N 10 BC2 C20 C36 SING N N 11 BC2 C20 C19 DOUB N N 12 BC2 C19 C18 SING N N 13 BC2 C18 C17 DOUB N N 14 BC2 C17 C16 SING N N 15 BC2 C16 C35 SING N N 16 BC2 C2 C1 SING N E 17 BC2 C6 C1 DOUB N N 18 BC2 C1 C7 SING N N 19 BC2 C7 O38 SING N N 20 BC2 O38 C39 SING N N 21 BC2 C7 C8 SING N N 22 BC2 C8 C25 SING N E 23 BC2 C8 C9 SING N N 24 BC2 C9 C10 SING N N 25 BC2 C10 O26 SING N N 26 BC2 O26 C27 SING N N 27 BC2 C10 C11 SING N N 28 BC2 C11 O28 SING N N 29 BC2 O28 C40 SING N N 30 BC2 C11 C12 SING N N 31 BC2 C12 C29 SING N N 32 BC2 C12 C13 SING N N 33 BC2 C13 C14 DOUB N N 34 BC2 C14 C30 SING N N 35 BC2 C16 C15 SING N N 36 BC2 C14 C15 SING N N 37 BC2 C15 O31 SING N N 38 BC2 O31 C32 SING N N 39 BC2 C32 O33 DOUB N N 40 BC2 C32 N34 SING N N 41 BC2 C4 H4C1 SING N N 42 BC2 N22 H22 SING N N 43 BC2 C6 H6C1 SING N N 44 BC2 C36 H361 SING N N 45 BC2 C36 H362 SING N N 46 BC2 C36 H363 SING N N 47 BC2 C17 H17 SING N N 48 BC2 C16 H16 SING N N 49 BC2 C35 H351 SING N N 50 BC2 C35 H352 SING N N 51 BC2 C35 H353 SING N N 52 BC2 C15 H15 SING N N 53 BC2 C7 H7 SING N N 54 BC2 C8 H8 SING N N 55 BC2 C39 H391 SING N N 56 BC2 C39 H392 SING N N 57 BC2 C39 H393 SING N N 58 BC2 C25 H251 SING N N 59 BC2 C25 H252 SING N N 60 BC2 C25 H253 SING N N 61 BC2 C9 H9C1 SING N N 62 BC2 C9 H9C2 SING N N 63 BC2 C10 H10 SING N N 64 BC2 C11 H11 SING N N 65 BC2 C27 H271 SING N N 66 BC2 C27 H272 SING N N 67 BC2 C27 H273 SING N N 68 BC2 C12 H12 SING N N 69 BC2 C40 H401 SING N E 70 BC2 C40 H402 SING N N 71 BC2 C40 H403 SING N N 72 BC2 C29 H291 SING N N 73 BC2 C29 H292 SING N N 74 BC2 C29 H293 SING N N 75 BC2 C13 H13 SING N N 76 BC2 C30 H301 SING N N 77 BC2 C30 H302 SING N N 78 BC2 C30 H303 SING N N 79 BC2 N34 H341 SING N N 80 BC2 N34 H342 SING N N 81 BC2 C18 H18 SING N N 82 BC2 C19 H19 SING N N 83 # 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 BC2 SMILES ACDLabs 10.04 "O=C1C=C2C(=O)C(=C1)NC(=O)C(=CC=CC(C(OC(=O)N)C(=CC(C)C(OC)C(OC)CC(C)C2OC)C)C)C" BC2 SMILES_CANONICAL CACTVS 3.341 "CO[C@H]1C[C@H](C)[C@@H](OC)C2=CC(=O)C=C(NC(=O)\C(=C\C=C/[C@H](C)[C@@H](OC(N)=O)C(=C/[C@H](C)[C@H]1OC)/C)C)C2=O" BC2 SMILES CACTVS 3.341 "CO[CH]1C[CH](C)[CH](OC)C2=CC(=O)C=C(NC(=O)C(=CC=C[CH](C)[CH](OC(N)=O)C(=C[CH](C)[CH]1OC)C)C)C2=O" BC2 SMILES_CANONICAL "OpenEye OEToolkits" 1.5.0 "C[C@H]1C[C@@H]([C@@H]([C@H](\C=C(\[C@@H]([C@H](C=CC=C(C(=O)NC2=CC(=O)C=C([C@@H]1OC)C2=O)C)C)OC(=O)N)/C)C)OC)OC" BC2 SMILES "OpenEye OEToolkits" 1.5.0 "CC1CC(C(C(C=C(C(C(C=CC=C(C(=O)NC2=CC(=O)C=C(C1OC)C2=O)C)C)OC(=O)N)C)C)OC)OC" BC2 InChI InChI 1.03 "InChI=1S/C30H42N2O8/c1-16-10-9-11-17(2)29(35)32-23-15-21(33)14-22(25(23)34)27(38-7)20(5)13-24(37-6)28(39-8)19(4)12-18(3)26(16)40-30(31)36/h9-12,14-16,19-20,24,26-28H,13H2,1-8H3,(H2,31,36)(H,32,35)/b10-9?,17-11+,18-12+/t16-,19-,20-,24-,26+,27+,28+/m0/s1" BC2 InChIKey InChI 1.03 PLTGBUPHJAKFMA-CISVGLRTSA-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 BC2 "SYSTEMATIC NAME" ACDLabs 10.04 "(4E,6Z,8S,9R,10E,12S,13R,14S,16S,17R)-13,14,17-trimethoxy-4,8,10,12,16-pentamethyl-3,20,22-trioxo-2-azabicyclo[16.3.1]docosa-1(21),4,6,10,18-pentaen-9-yl carbamate" BC2 "SYSTEMATIC NAME" "OpenEye OEToolkits" 1.5.0 "[(8S,9R,10E,12S,13R,14S,16S,17R)-13,14,17-trimethoxy-4,8,10,12,16-pentamethyl-3,20,22-trioxo-2-azabicyclo[16.3.1]docosa-1(21),4,6,10,18-pentaen-9-yl] carbamate" # loop_ _pdbx_chem_comp_audit.comp_id _pdbx_chem_comp_audit.action_type _pdbx_chem_comp_audit.date _pdbx_chem_comp_audit.processing_site BC2 "Create component" 2008-01-16 EBI BC2 "Modify descriptor" 2011-06-04 RCSB #