data_G2I # _chem_comp.id G2I _chem_comp.name "(3R,4R,5R)-3-hydroxy-5-(hydroxymethyl)piperidin-4-yl 4-O-beta-D-glucopyranosyl-beta-D-glucopyranoside" _chem_comp.type NON-POLYMER _chem_comp.pdbx_type HETAIN _chem_comp.formula "C18 H33 N O13" _chem_comp.mon_nstd_parent_comp_id ? _chem_comp.pdbx_synonyms "Cellotriose-like isofagomine; Cellobiosyl isofagomine" _chem_comp.pdbx_formal_charge 0 _chem_comp.pdbx_initial_date 2008-04-24 _chem_comp.pdbx_modified_date 2020-05-27 _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 471.454 _chem_comp.one_letter_code ? _chem_comp.three_letter_code G2I _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 3CUH _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 G2I O61 O61 O 0 1 N N N 17.467 63.327 34.426 6.603 2.841 0.914 O61 G2I 1 G2I C61 C61 C 0 1 N N N 18.743 62.914 34.854 5.471 1.975 1.026 C61 G2I 2 G2I C51 C51 C 0 1 N N R 19.553 64.070 35.483 5.561 0.877 -0.036 C51 G2I 3 G2I C71 C71 C 0 1 N N N 19.838 65.160 34.450 6.777 -0.008 0.247 C71 G2I 4 G2I N11 N11 N 0 1 N N N 20.825 66.096 34.998 6.852 -1.074 -0.760 N11 G2I 5 G2I C21 C21 C 0 1 N N N 20.315 66.748 36.204 5.665 -1.938 -0.708 C21 G2I 6 G2I C31 C31 C 0 1 N N R 19.823 65.779 37.277 4.416 -1.110 -1.019 C31 G2I 7 G2I O31 O31 O 0 1 N N N 19.167 66.505 38.320 3.260 -1.946 -0.948 O31 G2I 8 G2I C41 C41 C 0 1 N N R 18.891 64.700 36.717 4.292 0.022 0.005 C41 G2I 9 G2I O41 O41 O 0 1 N N N 18.594 63.842 37.802 3.159 0.832 -0.314 O41 G2I 10 G2I C12 C12 C 0 1 N N R 17.237 63.409 37.841 1.946 0.406 0.310 C12 G2I 11 G2I C22 C22 C 0 1 N N R 17.075 62.320 38.900 0.833 1.411 0.001 C22 G2I 12 G2I O22 O22 O 0 1 N N N 17.970 61.263 38.622 1.173 2.685 0.553 O22 G2I 13 G2I C32 C32 C 0 1 N N R 15.626 61.804 38.984 -0.477 0.918 0.622 C32 G2I 14 G2I O32 O32 O 0 1 N N N 15.496 60.955 40.106 -1.537 1.812 0.277 O32 G2I 15 G2I O52 O52 O 0 1 N N N 16.363 64.462 38.165 1.577 -0.880 -0.192 O52 G2I 16 G2I C52 C52 C 0 1 N N R 14.995 64.073 38.085 0.385 -1.413 0.388 C52 G2I 17 G2I C62 C62 C 0 1 N N N 14.122 65.307 38.317 0.106 -2.797 -0.201 C62 G2I 18 G2I O62 O62 O 0 1 N N N 14.478 65.960 39.517 1.148 -3.697 0.182 O62 G2I 19 G2I C42 C42 C 0 1 N N S 14.622 62.945 39.075 -0.790 -0.481 0.082 C42 G2I 20 G2I O42 O42 O 0 1 N N N 13.267 62.484 38.954 -1.972 -0.982 0.710 O42 G2I 21 G2I C13 C13 C 0 1 N N S 12.679 62.207 40.249 -3.180 -0.657 0.018 C13 G2I 22 G2I C23 C23 C 0 1 N N R 11.272 62.803 40.473 -4.363 -1.344 0.705 C23 G2I 23 G2I O23 O23 O 0 1 N N N 11.217 63.493 41.719 -4.198 -2.762 0.634 O23 G2I 24 G2I C33 C33 C 0 1 N N S 10.154 61.802 40.466 -5.659 -0.943 -0.005 C33 G2I 25 G2I O33 O33 O 0 1 N N N 8.941 62.411 39.999 -6.775 -1.521 0.675 O33 G2I 26 G2I C43 C43 C 0 1 N N S 10.437 60.303 40.352 -5.785 0.584 0.009 C43 G2I 27 G2I O43 O43 O 0 1 N N N 9.778 59.744 41.434 -6.955 0.973 -0.714 O43 G2I 28 G2I O53 O53 O 0 1 N N N 12.872 60.924 40.599 -3.375 0.758 0.039 O53 G2I 29 G2I C53 C53 C 0 1 N N R 11.915 59.924 40.373 -4.547 1.196 -0.651 C53 G2I 30 G2I C63 C63 C 0 1 N N N 12.364 58.605 39.721 -4.637 2.722 -0.587 C63 G2I 31 G2I O63 O63 O 0 1 N N N 13.753 58.500 39.567 -3.542 3.295 -1.304 O63 G2I 32 G2I HO61 HO61 H 0 0 N N N 16.895 63.420 35.179 6.612 3.562 1.558 HO61 G2I 33 G2I H61 H61 H 0 1 N N N 18.620 62.123 35.608 5.457 1.522 2.017 H61 G2I 34 G2I H61A H61A H 0 0 N N N 19.295 62.554 33.973 4.557 2.551 0.877 H61A G2I 35 G2I H51 H51 H 0 1 N N N 20.493 63.611 35.824 5.663 1.332 -1.021 H51 G2I 36 G2I H71 H71 H 0 1 N N N 20.234 64.703 33.531 7.683 0.596 0.204 H71 G2I 37 G2I H71A H71A H 0 0 N N N 18.908 65.699 34.215 6.681 -0.451 1.238 H71A G2I 38 G2I HN11 HN11 H 0 0 N N N 21.658 65.593 35.228 6.979 -0.691 -1.685 HN11 G2I 39 G2I H21 H21 H 0 1 N N N 21.130 67.347 36.636 5.764 -2.736 -1.444 H21 G2I 40 G2I H21A H21A H 0 0 N N N 19.449 67.353 35.898 5.575 -2.372 0.288 H21A G2I 41 G2I H31 H31 H 0 1 N N N 20.706 65.260 37.679 4.499 -0.688 -2.021 H31 G2I 42 G2I HO31 HO31 H 0 0 N N N 19.022 65.931 39.063 3.272 -2.688 -1.569 HO31 G2I 43 G2I H41 H41 H 0 1 N N N 17.926 65.063 36.334 4.170 -0.401 1.002 H41 G2I 44 G2I H12 H12 H 0 1 N N N 16.986 63.029 36.840 2.093 0.347 1.388 H12 G2I 45 G2I H22 H22 H 0 1 N N N 17.311 62.755 39.882 0.714 1.502 -1.079 H22 G2I 46 G2I HO22 HO22 H 0 0 N N N 18.171 61.254 37.694 1.996 3.056 0.207 HO22 G2I 47 G2I H32 H32 H 0 1 N N N 15.408 61.246 38.062 -0.373 0.876 1.707 H32 G2I 48 G2I HO32 HO32 H 0 0 N N N 15.467 60.050 39.817 -1.401 2.719 0.582 HO32 G2I 49 G2I H52 H52 H 0 1 N N N 14.820 63.658 37.081 0.512 -1.496 1.467 H52 G2I 50 G2I H62 H62 H 0 1 N N N 14.258 66.004 37.477 -0.849 -3.166 0.174 H62 G2I 51 G2I H62A H62A H 0 0 N N N 13.072 64.986 38.390 0.067 -2.728 -1.289 H62A G2I 52 G2I HO62 HO62 H 0 0 N N N 14.558 65.320 40.215 1.036 -4.595 -0.157 HO62 G2I 53 G2I H42 H42 H 0 1 N N N 14.677 63.383 40.083 -0.943 -0.429 -0.996 H42 G2I 54 G2I H13 H13 H 0 1 N N N 13.235 62.788 41.000 -3.111 -0.999 -1.015 H13 G2I 55 G2I H23 H23 H 0 1 N N N 11.121 63.476 39.616 -4.407 -1.034 1.749 H23 G2I 56 G2I HO23 HO23 H 0 0 N N N 11.205 62.863 42.430 -3.393 -3.086 1.061 HO23 G2I 57 G2I H33 H33 H 0 1 N N N 9.931 61.510 41.503 -5.636 -1.298 -1.035 H33 G2I 58 G2I HO33 HO33 H 0 0 N N N 8.351 62.546 40.732 -6.757 -2.487 0.710 HO33 G2I 59 G2I H43 H43 H 0 1 N N N 10.091 59.935 39.375 -5.860 0.933 1.039 H43 G2I 60 G2I HO43 HO43 H 0 0 N N N 10.392 59.616 42.148 -7.778 0.616 -0.353 HO43 G2I 61 G2I H53 H53 H 0 1 N N N 11.894 59.537 41.402 -4.496 0.878 -1.692 H53 G2I 62 G2I H63 H63 H 0 1 N N N 12.027 57.775 40.360 -5.576 3.050 -1.034 H63 G2I 63 G2I H63A H63A H 0 0 N N N 11.922 58.573 38.714 -4.599 3.045 0.454 H63A G2I 64 G2I HO63 HO63 H 0 0 N N N 13.969 58.476 38.642 -3.535 4.262 -1.306 HO63 G2I 65 # 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 G2I O61 C61 SING N N 1 G2I C61 C51 SING N N 2 G2I C51 C71 SING N N 3 G2I C51 C41 SING N N 4 G2I C71 N11 SING N N 5 G2I N11 C21 SING N N 6 G2I C21 C31 SING N N 7 G2I C31 O31 SING N N 8 G2I C31 C41 SING N N 9 G2I C41 O41 SING N N 10 G2I O41 C12 SING N N 11 G2I C12 C22 SING N N 12 G2I C12 O52 SING N N 13 G2I C22 O22 SING N N 14 G2I C22 C32 SING N N 15 G2I C32 O32 SING N N 16 G2I C32 C42 SING N N 17 G2I O52 C52 SING N N 18 G2I C52 C62 SING N N 19 G2I C52 C42 SING N N 20 G2I C62 O62 SING N N 21 G2I C42 O42 SING N N 22 G2I O42 C13 SING N N 23 G2I C13 C23 SING N N 24 G2I C13 O53 SING N N 25 G2I C23 O23 SING N N 26 G2I C23 C33 SING N N 27 G2I C33 O33 SING N N 28 G2I C33 C43 SING N N 29 G2I C43 O43 SING N N 30 G2I C43 C53 SING N N 31 G2I O53 C53 SING N N 32 G2I C53 C63 SING N N 33 G2I C63 O63 SING N N 34 G2I O61 HO61 SING N N 35 G2I C61 H61 SING N N 36 G2I C61 H61A SING N N 37 G2I C51 H51 SING N N 38 G2I C71 H71 SING N N 39 G2I C71 H71A SING N N 40 G2I N11 HN11 SING N N 41 G2I C21 H21 SING N N 42 G2I C21 H21A SING N N 43 G2I C31 H31 SING N N 44 G2I O31 HO31 SING N N 45 G2I C41 H41 SING N N 46 G2I C12 H12 SING N N 47 G2I C22 H22 SING N N 48 G2I O22 HO22 SING N N 49 G2I C32 H32 SING N N 50 G2I O32 HO32 SING N N 51 G2I C52 H52 SING N N 52 G2I C62 H62 SING N N 53 G2I C62 H62A SING N N 54 G2I O62 HO62 SING N N 55 G2I C42 H42 SING N N 56 G2I C13 H13 SING N N 57 G2I C23 H23 SING N N 58 G2I O23 HO23 SING N N 59 G2I C33 H33 SING N N 60 G2I O33 HO33 SING N N 61 G2I C43 H43 SING N N 62 G2I O43 HO43 SING N N 63 G2I C53 H53 SING N N 64 G2I C63 H63 SING N N 65 G2I C63 H63A SING N N 66 G2I O63 HO63 SING N N 67 # 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 G2I SMILES ACDLabs 10.04 "O(C1C(O)CNCC1CO)C3OC(C(OC2OC(CO)C(O)C(O)C2O)C(O)C3O)CO" G2I SMILES_CANONICAL CACTVS 3.341 "OC[C@H]1CNC[C@@H](O)[C@@H]1O[C@@H]2O[C@H](CO)[C@@H](O[C@@H]3O[C@H](CO)[C@@H](O)[C@H](O)[C@H]3O)[C@H](O)[C@H]2O" G2I SMILES CACTVS 3.341 "OC[CH]1CNC[CH](O)[CH]1O[CH]2O[CH](CO)[CH](O[CH]3O[CH](CO)[CH](O)[CH](O)[CH]3O)[CH](O)[CH]2O" G2I SMILES_CANONICAL "OpenEye OEToolkits" 1.5.0 "C1[C@@H]([C@H]([C@@H](CN1)O)O[C@H]2[C@@H]([C@H]([C@@H]([C@H](O2)CO)O[C@H]3[C@@H]([C@H]([C@@H]([C@H](O3)CO)O)O)O)O)O)CO" G2I SMILES "OpenEye OEToolkits" 1.5.0 "C1C(C(C(CN1)O)OC2C(C(C(C(O2)CO)OC3C(C(C(C(O3)CO)O)O)O)O)O)CO" G2I InChI InChI 1.03 "InChI=1S/C18H33NO13/c20-3-6-1-19-2-7(23)15(6)31-18-14(28)12(26)16(9(5-22)30-18)32-17-13(27)11(25)10(24)8(4-21)29-17/h6-28H,1-5H2/t6-,7-,8-,9-,10-,11+,12-,13-,14-,15-,16-,17+,18+/m1/s1" G2I InChIKey InChI 1.03 ZIMIYDWQNDRGNF-IONZOCAKSA-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 G2I "SYSTEMATIC NAME" ACDLabs 10.04 "(3R,4R,5R)-3-hydroxy-5-(hydroxymethyl)piperidin-4-yl 4-O-beta-D-glucopyranosyl-beta-D-glucopyranoside" G2I "SYSTEMATIC NAME" "OpenEye OEToolkits" 1.5.0 "(2S,3R,4S,5S,6R)-2-[(2R,3S,4R,5R,6R)-4,5-dihydroxy-6-[(3R,4R,5R)-3-hydroxy-5-(hydroxymethyl)piperidin-4-yl]oxy-2-(hydroxymethyl)oxan-3-yl]oxy-6-(hydroxymethyl)oxane-3,4,5-triol" # loop_ _pdbx_chem_comp_audit.comp_id _pdbx_chem_comp_audit.action_type _pdbx_chem_comp_audit.date _pdbx_chem_comp_audit.processing_site G2I "Create component" 2008-04-24 RCSB G2I "Modify descriptor" 2011-06-04 RCSB G2I "Modify synonyms" 2020-05-27 PDBE # loop_ _pdbx_chem_comp_synonyms.ordinal _pdbx_chem_comp_synonyms.comp_id _pdbx_chem_comp_synonyms.name _pdbx_chem_comp_synonyms.provenance _pdbx_chem_comp_synonyms.type 1 G2I "Cellotriose-like isofagomine" ? ? 2 G2I "Cellobiosyl isofagomine" ? ? #