data_BDU # _chem_comp.id BDU _chem_comp.name "ME-A-9-N-(BIPHENYL-4-CARBONYL)-AMINO-9-DEOXY-NEU5AC" _chem_comp.type NON-POLYMER _chem_comp.pdbx_type HETAIN _chem_comp.formula "C25 H30 N2 O9" _chem_comp.mon_nstd_parent_comp_id ? _chem_comp.pdbx_synonyms ? _chem_comp.pdbx_formal_charge 0 _chem_comp.pdbx_initial_date 2003-02-14 _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 502.514 _chem_comp.one_letter_code ? _chem_comp.three_letter_code BDU _chem_comp.pdbx_model_coordinates_details ? _chem_comp.pdbx_model_coordinates_missing_flag Y _chem_comp.pdbx_ideal_coordinates_details ? _chem_comp.pdbx_ideal_coordinates_missing_flag N _chem_comp.pdbx_model_coordinates_db_code 1ODA _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 BDU CX1 CX1 C 0 1 N N N 62.620 39.581 34.073 1.103 0.924 -0.152 CX1 BDU 1 BDU O1A O1A O 0 1 N N N 61.852 40.155 34.880 1.806 -0.076 -0.129 O1A BDU 2 BDU O1B O1B O 0 1 N N N 62.624 39.790 32.825 -0.053 1.029 -0.852 O1B BDU 3 BDU CX2 CX2 C 0 1 N N R 63.543 38.511 34.635 1.397 2.203 0.584 CX2 BDU 4 BDU OX2 OX2 O 0 1 N N N 64.537 39.245 35.315 1.381 3.204 -0.434 OX2 BDU 5 BDU CO2 CO2 C 0 1 N N N ? ? ? 2.362 2.944 -1.424 CO2 BDU 6 BDU CX3 CX3 C 0 1 N N N 62.883 37.573 35.630 0.290 2.556 1.574 CX3 BDU 7 BDU CX4 CX4 C 0 1 N N S 61.967 36.630 34.834 0.313 1.659 2.807 CX4 BDU 8 BDU OX4 OX4 O 0 1 N N N 61.376 35.683 35.694 -0.610 2.191 3.755 OX4 BDU 9 BDU CX5 CX5 C 0 1 N N R 62.722 35.885 33.701 1.719 1.606 3.411 CX5 BDU 10 BDU NX5 NX5 N 0 1 N N N 61.750 35.039 33.028 1.761 0.640 4.486 NX5 BDU 11 BDU C10 C10 C 0 1 N N N 61.943 33.711 32.971 2.042 0.978 5.795 C10 BDU 12 BDU O10 O10 O 0 1 N N N 62.984 33.138 33.374 2.287 2.101 6.221 O10 BDU 13 BDU C11 C11 C 0 1 N N N 60.837 32.869 32.374 2.030 -0.179 6.738 C11 BDU 14 BDU CX6 CX6 C 0 1 N N R 63.345 36.958 32.785 2.761 1.277 2.330 CX6 BDU 15 BDU OX6 OX6 O 0 1 N N N 64.242 37.831 33.572 2.660 2.184 1.225 OX6 BDU 16 BDU CX7 CX7 C 0 1 N N R 64.053 36.501 31.533 4.188 1.393 2.859 CX7 BDU 17 BDU OX7 OX7 O 0 1 N N N 65.108 35.643 31.886 4.348 2.704 3.406 OX7 BDU 18 BDU CX8 CX8 C 0 1 N N R 64.690 37.666 30.783 5.265 1.176 1.787 CX8 BDU 19 BDU OX8 OX8 O 0 1 N N N 63.754 38.675 30.387 5.047 -0.097 1.170 OX8 BDU 20 BDU CX9 CX9 C 0 1 N N N 65.466 37.067 29.582 6.707 1.208 2.292 CX9 BDU 21 BDU NX6 NX6 N 0 1 N N N 66.240 38.074 28.849 6.986 0.181 3.260 NX6 BDU 22 BDU C12 C12 C 0 1 N N N 67.436 38.562 29.233 7.408 0.464 4.553 C12 BDU 23 BDU O12 O12 O 0 1 N N N 68.159 37.939 29.995 7.584 1.595 4.998 O12 BDU 24 BDU C1G C1G C 0 1 Y N N 67.949 39.875 28.768 7.680 -0.709 5.423 C1G BDU 25 BDU CD1 CD1 C 0 1 Y N N 67.239 40.597 27.816 8.591 -0.579 6.450 CD1 BDU 26 BDU CE1 CE1 C 0 1 Y N N 67.681 41.825 27.376 8.847 -1.680 7.267 CE1 BDU 27 BDU CD2 CD2 C 0 1 Y N N 69.130 40.415 29.275 7.012 -1.891 5.176 CD2 BDU 28 BDU CE2 CE2 C 0 1 Y N N 69.588 41.656 28.838 7.268 -2.992 5.993 CE2 BDU 29 BDU C1Z C1Z C 0 1 Y N N 68.853 42.353 27.885 8.185 -2.887 7.038 C1Z BDU 30 BDU C2G C2G C 0 1 Y N N 69.349 43.653 27.345 8.450 -4.028 7.887 C2G BDU 31 BDU CY1 CY1 C 0 1 Y N N 68.932 44.093 26.085 9.466 -4.924 7.554 CY1 BDU 32 BDU CY2 CY2 C 0 1 Y N N 70.210 44.451 28.092 7.690 -4.232 9.039 CY2 BDU 33 BDU CG1 CG1 C 0 1 Y N N 69.364 45.313 25.576 9.721 -6.025 8.372 CG1 BDU 34 BDU CG2 CG2 C 0 1 Y N N 70.649 45.679 27.595 7.946 -5.332 9.857 CG2 BDU 35 BDU C2Z C2Z C 0 1 Y N N 70.225 46.111 26.333 8.961 -6.228 9.524 C2Z BDU 36 BDU H1B H1B H 0 1 N N N 63.206 39.354 32.213 -0.261 0.204 -1.341 H1B BDU 37 BDU HO21 1HO2 H 0 0 N N N 0.785 0.580 0.537 3.186 3.653 -1.318 HO21 BDU 38 BDU HO22 2HO2 H 0 0 N N N -0.828 -0.493 -0.560 1.912 3.037 -2.416 HO22 BDU 39 BDU HO23 3HO2 H 0 0 N N N -0.818 -0.610 -0.448 2.740 1.927 -1.292 HO23 BDU 40 BDU HX31 1HX3 H 0 0 N N N 63.649 36.991 36.164 -0.698 2.515 1.097 HX31 BDU 41 BDU HX32 2HX3 H 0 0 N N N 62.305 38.140 36.374 0.405 3.602 1.892 HX32 BDU 42 BDU HX4 HX4 H 0 1 N N N 61.193 37.258 34.369 -0.032 0.652 2.546 HX4 BDU 43 BDU HA HA H 0 1 N N N 60.390 35.751 35.633 -0.820 3.091 3.461 HA BDU 44 BDU HX5 HX5 H 0 1 N N N 63.539 35.239 34.056 1.947 2.578 3.869 HX5 BDU 45 BDU HB HB H 0 1 N N N 60.943 35.443 32.610 1.575 -0.334 4.267 HB BDU 46 BDU H111 1H11 H 0 0 N N N 61.076 31.803 32.503 2.997 -0.316 7.249 H111 BDU 47 BDU H112 2H11 H 0 0 N N N 59.888 33.096 32.883 1.289 -0.057 7.544 H112 BDU 48 BDU H113 3H11 H 0 0 N N N 60.742 33.096 31.302 1.803 -1.156 6.282 H113 BDU 49 BDU HX6 HX6 H 0 1 N N N 62.465 37.492 32.397 2.626 0.252 1.963 HX6 BDU 50 BDU HX7 HX7 H 0 1 N N N 63.300 36.010 30.899 4.328 0.696 3.691 HX7 BDU 51 BDU HC HC H 0 1 N N N 64.816 34.702 31.788 5.289 2.799 3.613 HC BDU 52 BDU HX8 HX8 H 0 1 N N N 65.376 38.202 31.455 5.156 1.924 0.992 HX8 BDU 53 BDU HD HD H 0 1 N N N 62.832 38.340 30.518 4.231 -0.012 0.657 HD BDU 54 BDU HX91 1HX9 H 0 0 N N N 66.156 36.298 29.958 7.404 1.046 1.463 HX91 BDU 55 BDU HX92 2HX9 H 0 0 N N N 64.726 36.645 28.886 6.944 2.171 2.755 HX92 BDU 56 BDU HE HE H 0 1 N N N 65.852 38.424 28.002 6.925 -0.786 2.947 HE BDU 57 BDU HD1 HD1 H 0 1 N N N 66.340 40.195 27.421 9.112 0.356 6.637 HD1 BDU 58 BDU HE1 HE1 H 0 1 N N N 67.125 42.363 26.650 9.565 -1.582 8.078 HE1 BDU 59 BDU HD2 HD2 H 0 1 N N N 69.686 39.875 30.001 6.295 -1.984 4.364 HD2 BDU 60 BDU HE2 HE2 H 0 1 N N N 70.487 42.065 29.228 6.743 -3.925 5.803 HE2 BDU 61 BDU HY1 HY1 H 0 1 N N N 68.277 43.488 25.509 10.067 -4.778 6.660 HY1 BDU 62 BDU HY2 HY2 H 0 1 N N N 70.536 44.123 29.048 6.895 -3.542 9.312 HY2 BDU 63 BDU HG1 HG1 H 0 1 N N N 69.041 45.636 24.618 10.512 -6.722 8.113 HG1 BDU 64 BDU HG2 HG2 H 0 1 N N N 71.303 46.284 28.173 7.354 -5.491 10.754 HG2 BDU 65 BDU H2Z H2Z H 0 1 N N N 70.557 47.044 25.951 9.160 -7.085 10.161 H2Z BDU 66 # 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 BDU CX1 O1A DOUB N N 1 BDU CX1 O1B SING N N 2 BDU CX1 CX2 SING N N 3 BDU O1B H1B SING N N 4 BDU CX2 OX2 SING N N 5 BDU CX2 CX3 SING N N 6 BDU CX2 OX6 SING N N 7 BDU OX2 CO2 SING N N 8 BDU CO2 HO21 SING N N 9 BDU CO2 HO22 SING N N 10 BDU CO2 HO23 SING N N 11 BDU CX3 CX4 SING N N 12 BDU CX3 HX31 SING N N 13 BDU CX3 HX32 SING N N 14 BDU CX4 OX4 SING N N 15 BDU CX4 CX5 SING N N 16 BDU CX4 HX4 SING N N 17 BDU OX4 HA SING N N 18 BDU CX5 NX5 SING N N 19 BDU CX5 CX6 SING N N 20 BDU CX5 HX5 SING N N 21 BDU NX5 C10 SING N N 22 BDU NX5 HB SING N N 23 BDU C10 O10 DOUB N N 24 BDU C10 C11 SING N N 25 BDU C11 H111 SING N N 26 BDU C11 H112 SING N N 27 BDU C11 H113 SING N N 28 BDU CX6 OX6 SING N N 29 BDU CX6 CX7 SING N N 30 BDU CX6 HX6 SING N N 31 BDU CX7 OX7 SING N N 32 BDU CX7 CX8 SING N N 33 BDU CX7 HX7 SING N N 34 BDU OX7 HC SING N N 35 BDU CX8 OX8 SING N N 36 BDU CX8 CX9 SING N N 37 BDU CX8 HX8 SING N N 38 BDU OX8 HD SING N N 39 BDU CX9 NX6 SING N N 40 BDU CX9 HX91 SING N N 41 BDU CX9 HX92 SING N N 42 BDU NX6 C12 SING N N 43 BDU NX6 HE SING N N 44 BDU C12 O12 DOUB N N 45 BDU C12 C1G SING N N 46 BDU C1G CD1 DOUB Y N 47 BDU C1G CD2 SING Y N 48 BDU CD1 CE1 SING Y N 49 BDU CD1 HD1 SING N N 50 BDU CE1 C1Z DOUB Y N 51 BDU CE1 HE1 SING N N 52 BDU CD2 CE2 DOUB Y N 53 BDU CD2 HD2 SING N N 54 BDU CE2 C1Z SING Y N 55 BDU CE2 HE2 SING N N 56 BDU C1Z C2G SING Y N 57 BDU C2G CY1 DOUB Y N 58 BDU C2G CY2 SING Y N 59 BDU CY1 CG1 SING Y N 60 BDU CY1 HY1 SING N N 61 BDU CY2 CG2 DOUB Y N 62 BDU CY2 HY2 SING N N 63 BDU CG1 C2Z DOUB Y N 64 BDU CG1 HG1 SING N N 65 BDU CG2 C2Z SING Y N 66 BDU CG2 HG2 SING N N 67 BDU C2Z H2Z 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 BDU SMILES ACDLabs 10.04 "O=C(c2ccc(c1ccccc1)cc2)NCC(O)C(O)C3OC(OC)(C(=O)O)CC(O)C3NC(=O)C" BDU SMILES_CANONICAL CACTVS 3.341 "CO[C@@]1(C[C@H](O)[C@@H](NC(C)=O)[C@@H](O1)[C@H](O)[C@H](O)CNC(=O)c2ccc(cc2)c3ccccc3)C(O)=O" BDU SMILES CACTVS 3.341 "CO[C]1(C[CH](O)[CH](NC(C)=O)[CH](O1)[CH](O)[CH](O)CNC(=O)c2ccc(cc2)c3ccccc3)C(O)=O" BDU SMILES_CANONICAL "OpenEye OEToolkits" 1.5.0 "CC(=O)N[C@@H]1[C@H](C[C@@](O[C@H]1[C@@H]([C@@H](CNC(=O)c2ccc(cc2)c3ccccc3)O)O)(C(=O)O)OC)O" BDU SMILES "OpenEye OEToolkits" 1.5.0 "CC(=O)NC1C(CC(OC1C(C(CNC(=O)c2ccc(cc2)c3ccccc3)O)O)(C(=O)O)OC)O" BDU InChI InChI 1.03 "InChI=1S/C25H30N2O9/c1-14(28)27-20-18(29)12-25(35-2,24(33)34)36-22(20)21(31)19(30)13-26-23(32)17-10-8-16(9-11-17)15-6-4-3-5-7-15/h3-11,18-22,29-31H,12-13H2,1-2H3,(H,26,32)(H,27,28)(H,33,34)/t18-,19+,20+,21+,22+,25+/m0/s1" BDU InChIKey InChI 1.03 WBWCOQWBSRYCDR-TUTCKEIYSA-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 BDU "SYSTEMATIC NAME" ACDLabs 10.04 "methyl 5-(acetylamino)-9-[(biphenyl-4-ylcarbonyl)amino]-3,5,9-trideoxy-D-glycero-alpha-D-galacto-non-2-ulopyranosidonic acid" BDU "SYSTEMATIC NAME" "OpenEye OEToolkits" 1.5.0 "(2R,4S,5R,6R)-5-acetamido-6-[(1R,2R)-1,2-dihydroxy-3-[(4-phenylphenyl)carbonylamino]propyl]-4-hydroxy-2-methoxy-oxane-2-carboxylic acid" # loop_ _pdbx_chem_comp_audit.comp_id _pdbx_chem_comp_audit.action_type _pdbx_chem_comp_audit.date _pdbx_chem_comp_audit.processing_site BDU "Create component" 2003-02-14 EBI BDU "Modify aromatic_flag" 2011-06-04 RCSB BDU "Modify descriptor" 2011-06-04 RCSB #