data_8VW # _chem_comp.id 8VW _chem_comp.name "~{N}-[(2~{R},3~{R},4~{R},5~{S},6~{R})-2-acetamido-6-(hydroxymethyl)-5-[(2~{S},3~{R},4~{S},5~{R},6~{R})-6-(hydroxymethyl)-3,4,5-tris(oxidanyl)oxan-2-yl]oxy-4-oxidanyl-oxan-3-yl]-3-methoxy-benzamide" _chem_comp.type NON-POLYMER _chem_comp.pdbx_type HETAIN _chem_comp.formula "C22 H32 N2 O12" _chem_comp.mon_nstd_parent_comp_id ? _chem_comp.pdbx_synonyms ? _chem_comp.pdbx_formal_charge 0 _chem_comp.pdbx_initial_date 2017-03-14 _chem_comp.pdbx_modified_date 2017-06-16 _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 516.496 _chem_comp.one_letter_code ? _chem_comp.three_letter_code 8VW _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 5NF9 _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 8VW O35 O1 O 0 1 N N N 27.004 -12.612 -2.355 -2.591 -4.019 -0.506 O35 8VW 1 8VW C33 C1 C 0 1 N N N 27.421 -11.511 -2.010 -2.868 -3.416 0.510 C33 8VW 2 8VW C34 C2 C 0 1 N N N 28.871 -11.137 -2.124 -4.015 -3.877 1.371 C34 8VW 3 8VW N1 N1 N 0 1 N N N 26.613 -10.566 -1.504 -2.145 -2.337 0.871 N1 8VW 4 8VW C1, C3 C 0 1 N N R 25.204 -10.743 -1.303 -1.025 -1.893 0.037 C1, 8VW 5 8VW C2, C4 C 0 1 N N R 24.840 -9.842 -0.096 -0.938 -0.365 0.072 C2, 8VW 6 8VW N2 N2 N 0 1 N N N 25.505 -10.360 1.085 -2.161 0.208 -0.495 N2 8VW 7 8VW C36 C5 C 0 1 N N N 26.658 -9.895 1.597 -3.248 0.382 0.283 C36 8VW 8 8VW C38 C6 C 0 1 Y N N 27.127 -10.427 2.939 -4.482 0.961 -0.290 C38 8VW 9 8VW C39 C7 C 0 1 Y N N 26.704 -11.653 3.528 -4.525 1.328 -1.636 C39 8VW 10 8VW C40 C8 C 0 1 Y N N 27.156 -11.981 4.829 -5.678 1.868 -2.167 C40 8VW 11 8VW C41 C9 C 0 1 Y N N 28.018 -11.078 5.506 -6.793 2.047 -1.370 C41 8VW 12 8VW C42 C10 C 0 1 Y N N 28.438 -9.870 4.898 -6.760 1.685 -0.030 C42 8VW 13 8VW O44 O2 O 0 1 N N N 29.289 -8.985 5.515 -7.860 1.864 0.749 O44 8VW 14 8VW C45 C11 C 0 1 N N N 29.430 -7.601 5.172 -9.014 2.428 0.123 C45 8VW 15 8VW C43 C12 C 0 1 Y N N 27.982 -9.555 3.629 -5.610 1.137 0.512 C43 8VW 16 8VW O37 O3 O 0 1 N N N 27.259 -8.970 1.075 -3.213 0.064 1.455 O37 8VW 17 8VW O5, O4 O 0 1 N N N 24.471 -10.287 -2.452 0.192 -2.450 0.537 O5, 8VW 18 8VW C5, C13 C 0 1 N N R 23.063 -10.480 -2.305 1.350 -2.098 -0.223 C5, 8VW 19 8VW C6, C14 C 0 1 N N N 22.442 -10.114 -3.660 2.583 -2.770 0.386 C6, 8VW 20 8VW O6, O5 O 0 1 N N N 22.622 -8.710 -4.018 2.458 -4.189 0.270 O6, 8VW 21 8VW C4, C15 C 0 1 N N S 22.612 -9.545 -1.157 1.533 -0.579 -0.198 C4, 8VW 22 8VW C3, C16 C 0 1 N N R 23.353 -9.885 0.127 0.270 0.089 -0.753 C3, 8VW 23 8VW O3, O6 O 0 1 N N N 23.027 -9.038 1.249 0.403 1.509 -0.666 O3, 8VW 24 8VW O1 O7 O 0 1 N N N 21.245 -9.723 -0.934 2.656 -0.220 -1.005 O1 8VW 25 8VW C1 C17 C 0 1 N N S 20.503 -8.566 -1.350 3.853 0.021 -0.262 C1 8VW 26 8VW C2 C18 C 0 1 N N R 19.072 -9.000 -1.325 5.030 0.180 -1.227 C2 8VW 27 8VW O2 O8 O 0 1 N N N 18.803 -10.003 -2.328 5.217 -1.034 -1.957 O2 8VW 28 8VW C3 C19 C 0 1 N N S 18.197 -7.786 -1.630 6.297 0.498 -0.426 C3 8VW 29 8VW O3 O9 O 0 1 N N N 16.829 -8.151 -1.505 7.387 0.720 -1.324 O3 8VW 30 8VW C4 C20 C 0 1 N N R 18.529 -6.630 -0.708 6.057 1.758 0.411 C4 8VW 31 8VW O4 O10 O 0 1 N N N 18.123 -6.966 0.641 5.814 2.868 -0.456 O4 8VW 32 8VW C5 C21 C 0 1 N N R 19.999 -6.275 -0.831 4.839 1.537 1.313 C5 8VW 33 8VW O5 O11 O 0 1 N N N 20.809 -7.424 -0.497 3.704 1.216 0.507 O5 8VW 34 8VW C6 C22 C 0 1 N N N 20.465 -5.113 0.056 4.556 2.813 2.109 C6 8VW 35 8VW O6 O12 O 0 1 N N N 21.838 -4.988 -0.240 3.494 2.572 3.034 O6 8VW 36 8VW H1 H1 H 0 1 N N N 29.436 -11.982 -2.545 -4.473 -4.759 0.924 H1 8VW 37 8VW H2 H2 H 0 1 N N N 28.973 -10.263 -2.783 -3.646 -4.124 2.366 H2 8VW 38 8VW H3 H3 H 0 1 N N N 29.266 -10.892 -1.127 -4.756 -3.081 1.445 H3 8VW 39 8VW H4 H4 H 0 1 N N N 27.017 -9.687 -1.252 -2.366 -1.855 1.683 H4 8VW 40 8VW H5 H5 H 0 1 N N N 24.963 -11.790 -1.068 -1.182 -2.225 -0.989 H5 8VW 41 8VW H6 H6 H 0 1 N N N 25.159 -8.810 -0.302 -0.822 -0.030 1.103 H6 8VW 42 8VW H7 H7 H 0 1 N N N 25.070 -11.126 1.557 -2.189 0.463 -1.431 H7 8VW 43 8VW H8 H8 H 0 1 N N N 26.049 -12.322 2.990 -3.655 1.190 -2.261 H8 8VW 44 8VW H9 H9 H 0 1 N N N 26.850 -12.904 5.299 -5.710 2.151 -3.209 H9 8VW 45 8VW H10 H10 H 0 1 N N N 28.359 -11.317 6.502 -7.694 2.470 -1.791 H10 8VW 46 8VW H11 H11 H 0 1 N N N 30.180 -7.135 5.828 -9.817 2.517 0.855 H11 8VW 47 8VW H12 H12 H 0 1 N N N 29.755 -7.514 4.125 -8.768 3.416 -0.268 H12 8VW 48 8VW H13 H13 H 0 1 N N N 28.464 -7.091 5.300 -9.336 1.783 -0.694 H13 8VW 49 8VW H14 H14 H 0 1 N N N 28.288 -8.629 3.166 -5.585 0.850 1.553 H14 8VW 50 8VW H15 H15 H 0 1 N N N 22.823 -11.523 -2.052 1.224 -2.433 -1.252 H15 8VW 51 8VW H16 H16 H 0 1 N N N 21.364 -10.328 -3.619 3.476 -2.440 -0.145 H16 8VW 52 8VW H17 H17 H 0 1 N N N 22.910 -10.735 -4.438 2.663 -2.497 1.438 H17 8VW 53 8VW H18 H18 H 0 1 N N N 22.219 -8.544 -4.862 3.206 -4.681 0.636 H18 8VW 54 8VW H19 H19 H 0 1 N N N 22.833 -8.505 -1.438 1.700 -0.248 0.827 H19 8VW 55 8VW H20 H20 H 0 1 N N N 23.090 -10.920 0.391 0.131 -0.203 -1.794 H20 8VW 56 8VW H21 H21 H 0 1 N N N 23.527 -9.312 2.009 -0.365 1.996 -0.995 H21 8VW 57 8VW H22 H22 H 0 1 N N N 20.772 -8.318 -2.387 4.041 -0.820 0.406 H22 8VW 58 8VW H23 H23 H 0 1 N N N 18.821 -9.383 -0.325 4.825 0.995 -1.921 H23 8VW 59 8VW H24 H24 H 0 1 N N N 19.337 -10.771 -2.160 4.450 -1.298 -2.484 H24 8VW 60 8VW H25 H25 H 0 1 N N N 18.399 -7.470 -2.664 6.532 -0.339 0.232 H25 8VW 61 8VW H26 H26 H 0 1 N N N 16.281 -7.398 -1.694 7.590 -0.036 -1.890 H26 8VW 62 8VW H27 H27 H 0 1 N N N 17.946 -5.759 -1.042 6.934 1.960 1.025 H27 8VW 63 8VW H28 H28 H 0 1 N N N 18.329 -6.244 1.223 6.544 3.062 -1.060 H28 8VW 64 8VW H29 H29 H 0 1 N N N 20.193 -5.996 -1.877 5.041 0.717 2.001 H29 8VW 65 8VW H30 H30 H 0 1 N N N 19.925 -4.188 -0.195 5.453 3.108 2.654 H30 8VW 66 8VW H31 H31 H 0 1 N N N 20.314 -5.348 1.120 4.268 3.611 1.425 H31 8VW 67 8VW H32 H32 H 0 1 N N N 22.210 -4.281 0.274 3.261 3.339 3.574 H32 8VW 68 # 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 8VW O6, C6, SING N N 1 8VW C6, C5, SING N N 2 8VW O5, C5, SING N N 3 8VW O5, C1, SING N N 4 8VW O35 C33 DOUB N N 5 8VW O2 C2 SING N N 6 8VW C5, C4, SING N N 7 8VW C34 C33 SING N N 8 8VW C33 N1 SING N N 9 8VW C3 O3 SING N N 10 8VW C3 C2 SING N N 11 8VW C3 C4 SING N N 12 8VW N1 C1, SING N N 13 8VW C1 C2 SING N N 14 8VW C1 O1 SING N N 15 8VW C1 O5 SING N N 16 8VW C1, C2, SING N N 17 8VW C4, O1 SING N N 18 8VW C4, C3, SING N N 19 8VW C5 C4 SING N N 20 8VW C5 O5 SING N N 21 8VW C5 C6 SING N N 22 8VW C4 O4 SING N N 23 8VW O6 C6 SING N N 24 8VW C2, C3, SING N N 25 8VW C2, N2 SING N N 26 8VW C3, O3, SING N N 27 8VW O37 C36 DOUB N N 28 8VW N2 C36 SING N N 29 8VW C36 C38 SING N N 30 8VW C38 C39 DOUB Y N 31 8VW C38 C43 SING Y N 32 8VW C39 C40 SING Y N 33 8VW C43 C42 DOUB Y N 34 8VW C40 C41 DOUB Y N 35 8VW C42 C41 SING Y N 36 8VW C42 O44 SING N N 37 8VW C45 O44 SING N N 38 8VW C34 H1 SING N N 39 8VW C34 H2 SING N N 40 8VW C34 H3 SING N N 41 8VW N1 H4 SING N N 42 8VW C1, H5 SING N N 43 8VW C2, H6 SING N N 44 8VW N2 H7 SING N N 45 8VW C39 H8 SING N N 46 8VW C40 H9 SING N N 47 8VW C41 H10 SING N N 48 8VW C45 H11 SING N N 49 8VW C45 H12 SING N N 50 8VW C45 H13 SING N N 51 8VW C43 H14 SING N N 52 8VW C5, H15 SING N N 53 8VW C6, H16 SING N N 54 8VW C6, H17 SING N N 55 8VW O6, H18 SING N N 56 8VW C4, H19 SING N N 57 8VW C3, H20 SING N N 58 8VW O3, H21 SING N N 59 8VW C1 H22 SING N N 60 8VW C2 H23 SING N N 61 8VW O2 H24 SING N N 62 8VW C3 H25 SING N N 63 8VW O3 H26 SING N N 64 8VW C4 H27 SING N N 65 8VW O4 H28 SING N N 66 8VW C5 H29 SING N N 67 8VW C6 H30 SING N N 68 8VW C6 H31 SING N N 69 8VW O6 H32 SING N N 70 # 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 8VW InChI InChI 1.03 "InChI=1S/C22H32N2O12/c1-9(27)23-21-14(24-20(32)10-4-3-5-11(6-10)33-2)16(29)19(13(8-26)34-21)36-22-18(31)17(30)15(28)12(7-25)35-22/h3-6,12-19,21-22,25-26,28-31H,7-8H2,1-2H3,(H,23,27)(H,24,32)/t12-,13-,14-,15+,16-,17+,18-,19-,21-,22+/m1/s1" 8VW InChIKey InChI 1.03 SQNUIUJICOQQJY-NQSBSUMMSA-N 8VW SMILES_CANONICAL CACTVS 3.385 "COc1cccc(c1)C(=O)N[C@@H]2[C@@H](O)[C@H](O[C@@H]3O[C@H](CO)[C@H](O)[C@H](O)[C@H]3O)[C@@H](CO)O[C@H]2NC(C)=O" 8VW SMILES CACTVS 3.385 "COc1cccc(c1)C(=O)N[CH]2[CH](O)[CH](O[CH]3O[CH](CO)[CH](O)[CH](O)[CH]3O)[CH](CO)O[CH]2NC(C)=O" 8VW SMILES_CANONICAL "OpenEye OEToolkits" 2.0.6 "CC(=O)N[C@H]1[C@@H]([C@H]([C@@H]([C@H](O1)CO)O[C@H]2[C@@H]([C@H]([C@H]([C@H](O2)CO)O)O)O)O)NC(=O)c3cccc(c3)OC" 8VW SMILES "OpenEye OEToolkits" 2.0.6 "CC(=O)NC1C(C(C(C(O1)CO)OC2C(C(C(C(O2)CO)O)O)O)O)NC(=O)c3cccc(c3)OC" # 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 8VW "SYSTEMATIC NAME" "OpenEye OEToolkits" 2.0.6 "~{N}-[(2~{R},3~{R},4~{R},5~{S},6~{R})-2-acetamido-6-(hydroxymethyl)-5-[(2~{S},3~{R},4~{S},5~{R},6~{R})-6-(hydroxymethyl)-3,4,5-tris(oxidanyl)oxan-2-yl]oxy-4-oxidanyl-oxan-3-yl]-3-methoxy-benzamide" # loop_ _pdbx_chem_comp_audit.comp_id _pdbx_chem_comp_audit.action_type _pdbx_chem_comp_audit.date _pdbx_chem_comp_audit.processing_site 8VW "Create component" 2017-03-14 EBI 8VW "Initial release" 2017-06-21 RCSB #