data_BCM # _chem_comp.id BCM _chem_comp.name BICYCLOMYCIN _chem_comp.type NON-POLYMER _chem_comp.pdbx_type HETAIN _chem_comp.formula "C12 H18 N2 O7" _chem_comp.mon_nstd_parent_comp_id ? _chem_comp.pdbx_synonyms ? _chem_comp.pdbx_formal_charge 0 _chem_comp.pdbx_initial_date 2004-10-22 _chem_comp.pdbx_modified_date 2011-06-04 _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 302.281 _chem_comp.one_letter_code ? _chem_comp.three_letter_code BCM _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 BCM C5A C5A C 0 1 N N N -4.826 -8.243 33.344 -4.025 1.002 -0.905 C5A BCM 1 BCM C5 C5 C 0 1 N N N -5.951 -7.689 33.250 -2.845 0.832 -0.362 C5 BCM 2 BCM C6 C6 C 0 1 N N R -5.930 -6.201 32.996 -2.486 -0.532 0.128 C6 BCM 3 BCM O6 O6 O 0 1 N N N -4.675 -5.618 33.376 -3.656 -1.349 0.207 O6 BCM 4 BCM N10 N10 N 0 1 N N N -7.046 -5.734 33.797 -1.916 -0.326 1.481 N10 BCM 5 BCM C9 C9 C 0 1 N N N -8.267 -5.559 33.322 -0.680 0.217 1.522 C9 BCM 6 BCM O9 O9 O 0 1 N N N -9.188 -5.308 34.077 -0.268 0.699 2.556 O9 BCM 7 BCM C4 C4 C 0 1 N N N -7.295 -8.429 33.314 -1.930 2.019 -0.268 C4 BCM 8 BCM C3 C3 C 0 1 N N N -8.110 -8.260 32.005 -0.715 1.785 -1.168 C3 BCM 9 BCM O2 O2 O 0 1 N N N -9.071 -7.166 31.937 0.469 1.417 -0.343 O2 BCM 10 BCM C1 C1 C 0 1 N N S -8.497 -5.846 31.847 0.188 0.209 0.332 C1 BCM 11 BCM N8 N8 N 0 1 N N N -7.324 -6.099 31.031 -0.148 -0.851 -0.636 N8 BCM 12 BCM C7 C7 C 0 1 N N N -6.102 -6.256 31.499 -1.457 -1.191 -0.735 C7 BCM 13 BCM O7 O7 O 0 1 N N N -5.171 -6.592 30.781 -1.797 -2.039 -1.533 O7 BCM 14 BCM C1A C1A C 0 1 N N S -9.368 -4.849 31.059 1.550 -0.232 0.872 C1A BCM 15 BCM O1A O1A O 0 1 N N N -9.372 -5.258 29.692 1.538 -1.642 1.099 O1A BCM 16 BCM C2A C2A C 0 1 N N S -10.807 -4.604 31.539 2.638 0.111 -0.148 C2A BCM 17 BCM C2B C2B C 0 1 N N N -11.798 -4.833 30.413 2.230 -0.415 -1.526 C2B BCM 18 BCM O2A O2A O 0 1 N N N -11.193 -5.508 32.575 2.803 1.530 -0.209 O2A BCM 19 BCM C3A C3A C 0 1 N N N -10.946 -3.175 32.050 3.957 -0.537 0.276 C3A BCM 20 BCM O3A O3A O 0 1 N N N -11.040 -2.266 30.958 4.973 -0.217 -0.676 O3A BCM 21 BCM H5A1 1H5A H 0 0 N N N -4.841 -9.330 33.530 -4.707 0.169 -0.988 H5A1 BCM 22 BCM H5A2 2H5A H 0 0 N N N -3.861 -7.711 33.298 -4.315 1.976 -1.270 H5A2 BCM 23 BCM HO6 HO6 H 0 1 N N N -4.662 -4.682 33.216 -3.382 -2.193 0.590 HO6 BCM 24 BCM H10 H10 H 0 1 N N N -6.964 -5.507 34.788 -2.405 -0.560 2.285 H10 BCM 25 BCM H41 1H4 H 0 1 N N N -7.888 -8.116 34.205 -2.459 2.914 -0.594 H41 BCM 26 BCM H42 2H4 H 0 1 N N N -7.154 -9.505 33.568 -1.600 2.144 0.764 H42 BCM 27 BCM H31 1H3 H 0 1 N N N -8.629 -9.218 31.770 -0.934 0.975 -1.863 H31 BCM 28 BCM H32 2H3 H 0 1 N N N -7.407 -8.184 31.143 -0.508 2.695 -1.733 H32 BCM 29 BCM HN8 HN8 H 0 1 N N N -7.363 -6.175 30.015 0.533 -1.283 -1.175 HN8 BCM 30 BCM H1A H1A H 0 1 N N N -8.889 -3.857 31.231 1.754 0.286 1.809 H1A BCM 31 BCM H1O H1O H 0 1 N N N -9.909 -4.643 29.206 1.500 -2.066 0.231 H1O BCM 32 BCM HB1 1HB H 0 1 N N N -11.681 -5.845 29.960 2.960 -0.093 -2.268 HB1 BCM 33 BCM HB2 2HB H 0 1 N N N -12.842 -4.655 30.761 2.192 -1.504 -1.502 HB2 BCM 34 BCM HB3 3HB H 0 1 N N N -11.552 -4.218 29.516 1.247 -0.022 -1.788 HB3 BCM 35 BCM H2O H2O H 0 1 N N N -12.083 -5.356 32.872 3.059 1.820 0.677 H2O BCM 36 BCM HA1 1HA H 0 1 N N N -10.121 -2.901 32.749 4.247 -0.163 1.257 HA1 BCM 37 BCM HA2 2HA H 0 1 N N N -11.803 -3.067 32.755 3.831 -1.619 0.323 HA2 BCM 38 BCM H3O H3O H 0 1 N N N -11.127 -1.375 31.277 5.786 -0.644 -0.373 H3O BCM 39 # 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 BCM C5A C5 DOUB N N 1 BCM C5A H5A1 SING N N 2 BCM C5A H5A2 SING N N 3 BCM C5 C6 SING N N 4 BCM C5 C4 SING N N 5 BCM C6 O6 SING N N 6 BCM C6 N10 SING N N 7 BCM C6 C7 SING N N 8 BCM O6 HO6 SING N N 9 BCM N10 C9 SING N N 10 BCM N10 H10 SING N N 11 BCM C9 O9 DOUB N N 12 BCM C9 C1 SING N N 13 BCM C4 C3 SING N N 14 BCM C4 H41 SING N N 15 BCM C4 H42 SING N N 16 BCM C3 O2 SING N N 17 BCM C3 H31 SING N N 18 BCM C3 H32 SING N N 19 BCM O2 C1 SING N N 20 BCM C1 N8 SING N N 21 BCM C1 C1A SING N N 22 BCM N8 C7 SING N N 23 BCM N8 HN8 SING N N 24 BCM C7 O7 DOUB N N 25 BCM C1A O1A SING N N 26 BCM C1A C2A SING N N 27 BCM C1A H1A SING N N 28 BCM O1A H1O SING N N 29 BCM C2A C2B SING N N 30 BCM C2A O2A SING N N 31 BCM C2A C3A SING N N 32 BCM C2B HB1 SING N N 33 BCM C2B HB2 SING N N 34 BCM C2B HB3 SING N N 35 BCM O2A H2O SING N N 36 BCM C3A O3A SING N N 37 BCM C3A HA1 SING N N 38 BCM C3A HA2 SING N N 39 BCM O3A H3O SING N N 40 # 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 BCM SMILES ACDLabs 10.04 "O=C2NC1(OCCC(=C)\C2(O)NC1=O)C(O)C(O)(C)CO" BCM SMILES_CANONICAL CACTVS 3.341 "C[C@](O)(CO)[C@H](O)[C@@]12NC(=O)[C@@](O)(NC1=O)C(=C)CCO2" BCM SMILES CACTVS 3.341 "C[C](O)(CO)[CH](O)[C]12NC(=O)[C](O)(NC1=O)C(=C)CCO2" BCM SMILES_CANONICAL "OpenEye OEToolkits" 1.5.0 "C[C@](CO)([C@@H]([C@@]12C(=O)N[C@@](C(=C)CCO1)(C(=O)N2)O)O)O" BCM SMILES "OpenEye OEToolkits" 1.5.0 "CC(CO)(C(C12C(=O)NC(C(=C)CCO1)(C(=O)N2)O)O)O" BCM InChI InChI 1.03 "InChI=1S/C12H18N2O7/c1-6-3-4-21-12(7(16)10(2,19)5-15)9(18)13-11(6,20)8(17)14-12/h7,15-16,19-20H,1,3-5H2,2H3,(H,13,18)(H,14,17)/t7-,10-,11+,12-/m0/s1" BCM InChIKey InChI 1.03 WOUDXEYYJPOSNE-VKZDFBPFSA-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 BCM "SYSTEMATIC NAME" ACDLabs 10.04 "(1S,6R)-6-hydroxy-5-methylidene-1-[(1S,2S)-1,2,3-trihydroxy-2-methylpropyl]-2-oxa-7,9-diazabicyclo[4.2.2]decane-8,10-dione" BCM "SYSTEMATIC NAME" "OpenEye OEToolkits" 1.5.0 "(1R,6S)-1-hydroxy-2-methylidene-6-[(1S,2S)-1,2,3-trihydroxy-2-methyl-propyl]-5-oxa-7,9-diazabicyclo[4.2.2]decane-8,10-dione" # loop_ _pdbx_chem_comp_audit.comp_id _pdbx_chem_comp_audit.action_type _pdbx_chem_comp_audit.date _pdbx_chem_comp_audit.processing_site BCM "Create component" 2004-10-22 RCSB BCM "Modify descriptor" 2011-06-04 RCSB #