data_DOW # _chem_comp.id DOW _chem_comp.name "(1R,2R,3S,4R,6S)-4,6-diamino-2,3-dihydroxycyclohexyl 2-amino-2,6-dideoxy-6-[({3-hydroxy-2-methyl-5-[(phosphonooxy)methyl]pyridin-4-yl}methyl)amino]-alpha-D-glucopyranoside" _chem_comp.type NON-POLYMER _chem_comp.pdbx_type HETAIN _chem_comp.formula "C20 H36 N5 O11 P" _chem_comp.mon_nstd_parent_comp_id ? _chem_comp.pdbx_synonyms ? _chem_comp.pdbx_formal_charge 0 _chem_comp.pdbx_initial_date 2018-02-06 _chem_comp.pdbx_modified_date 2018-02-16 _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 553.501 _chem_comp.one_letter_code ? _chem_comp.three_letter_code DOW _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 6CBO _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 DOW O2P O1 O 0 1 N N N 34.221 32.388 189.061 6.345 0.373 -2.901 O2P DOW 1 DOW P P1 P 0 1 N N N 33.727 33.401 188.048 5.158 1.131 -2.120 P DOW 2 DOW O3P O2 O 0 1 N N N 34.322 33.174 186.673 5.653 2.430 -1.611 O3P DOW 3 DOW O1P O3 O 0 1 N N N 33.819 34.886 188.429 3.928 1.383 -3.127 O1P DOW 4 DOW O4P O4 O 0 1 N N N 32.115 33.148 187.903 4.664 0.223 -0.885 O4P DOW 5 DOW C5A C1 C 0 1 N N N 31.360 33.810 186.858 3.692 0.665 0.064 C5A DOW 6 DOW C5 C2 C 0 1 Y N N 29.898 33.849 187.258 3.458 -0.420 1.085 C5 DOW 7 DOW C4 C3 C 0 1 Y N N 29.417 34.710 188.359 2.552 -0.229 2.115 C4 DOW 8 DOW C3 C4 C 0 1 Y N N 28.054 34.679 188.699 2.368 -1.258 3.033 C3 DOW 9 DOW O3 O5 O 0 1 N N N 27.547 35.415 189.699 1.490 -1.116 4.061 O3 DOW 10 DOW C2 C5 C 0 1 Y N N 27.177 33.800 187.905 3.094 -2.431 2.885 C2 DOW 11 DOW C2A C6 C 0 1 N N N 25.702 33.711 188.210 2.906 -3.554 3.871 C2A DOW 12 DOW N1 N1 N 0 1 Y N N 27.700 33.042 186.942 3.947 -2.572 1.889 N1 DOW 13 DOW C6 C7 C 0 1 Y N N 29.007 33.030 186.597 4.140 -1.619 0.999 C6 DOW 14 DOW C4A C8 C 0 1 N N N 30.392 35.546 189.074 1.785 1.062 2.239 C4A DOW 15 DOW N5A N2 N 0 1 N N N 29.901 36.409 189.931 0.526 0.958 1.490 N5A DOW 16 DOW C16 C9 C 0 1 N N N 30.563 37.679 190.165 -0.250 2.201 1.588 C16 DOW 17 DOW C15 C10 C 0 1 N N R 29.542 38.836 190.064 -1.551 2.054 0.797 C15 DOW 18 DOW C14 C11 C 0 1 N N S 28.418 38.632 191.069 -2.302 3.389 0.795 C14 DOW 19 DOW O4A O6 O 0 1 N N N 29.013 38.620 192.375 -1.511 4.380 0.137 O4A DOW 20 DOW O61 O7 O 0 1 N N N 28.996 39.037 188.748 -2.368 1.051 1.404 O61 DOW 21 DOW C11 C12 C 0 1 N N R 27.959 40.008 188.511 -3.603 0.814 0.725 C11 DOW 22 DOW C12 C13 C 0 1 N N R 26.834 39.827 189.544 -4.436 2.099 0.721 C12 DOW 23 DOW N2A N3 N 0 1 N N N 25.843 40.924 189.510 -5.680 1.875 -0.027 N2A DOW 24 DOW C13 C14 C 0 1 N N R 27.395 39.749 190.970 -3.630 3.218 0.053 C13 DOW 25 DOW O3A O8 O 0 1 N N N 26.348 39.559 191.947 -4.370 4.439 0.110 O3A DOW 26 DOW O1A O9 O 0 1 N N N 28.396 41.388 188.553 -3.338 0.414 -0.620 O1A DOW 27 DOW C24 C15 C 0 1 N N R 29.407 41.890 187.666 -2.811 -0.909 -0.740 C24 DOW 28 DOW C25 C16 C 0 1 N N S 29.031 41.845 186.182 -1.922 -0.994 -1.982 C25 DOW 29 DOW N5B N4 N 0 1 N N N 27.698 42.432 185.941 -0.816 -0.035 -1.859 N5B DOW 30 DOW C26 C17 C 0 1 N N N 30.078 42.605 185.371 -1.357 -2.410 -2.110 C26 DOW 31 DOW C21 C18 C 0 1 N N R 31.456 41.966 185.585 -2.509 -3.408 -2.238 C21 DOW 32 DOW N2B N5 N 0 1 N N N 32.504 42.627 184.785 -1.967 -4.768 -2.361 N2B DOW 33 DOW C22 C19 C 0 1 N N S 31.849 41.956 187.064 -3.398 -3.324 -0.996 C22 DOW 34 DOW O2B O10 O 0 1 N N N 33.096 41.278 187.279 -4.475 -4.257 -1.116 O2B DOW 35 DOW C23 C20 C 0 1 N N R 30.782 41.259 187.899 -3.963 -1.908 -0.868 C23 DOW 36 DOW O3B O11 O 0 1 N N N 31.178 41.373 189.268 -4.793 -1.829 0.292 O3B DOW 37 DOW H1 H1 H 0 1 N N N 34.824 31.786 188.640 6.692 0.863 -3.659 H1 DOW 38 DOW H2 H2 H 0 1 N N N 34.233 35.369 187.723 3.553 0.573 -3.500 H2 DOW 39 DOW H3 H3 H 0 1 N N N 31.470 33.255 185.915 4.054 1.562 0.565 H3 DOW 40 DOW H4 H4 H 0 1 N N N 31.734 34.836 186.726 2.757 0.888 -0.450 H4 DOW 41 DOW H5 H5 H 0 1 N N N 28.242 35.921 190.104 0.592 -1.410 3.855 H5 DOW 42 DOW H6 H6 H 0 1 N N N 25.232 32.975 187.541 2.111 -4.214 3.523 H6 DOW 43 DOW H7 H7 H 0 1 N N N 25.562 33.398 189.255 3.834 -4.119 3.961 H7 DOW 44 DOW H8 H8 H 0 1 N N N 25.236 34.696 188.057 2.635 -3.143 4.844 H8 DOW 45 DOW H9 H9 H 0 1 N N N 29.352 32.381 185.806 4.848 -1.774 0.198 H9 DOW 46 DOW H10 H10 H 0 1 N N N 31.068 34.875 189.624 1.567 1.256 3.290 H10 DOW 47 DOW H11 H11 H 0 1 N N N 30.965 36.109 188.323 2.382 1.880 1.835 H11 DOW 48 DOW H12 H12 H 0 1 N N N 28.974 36.623 189.622 0.698 0.715 0.526 H12 DOW 49 DOW H14 H14 H 0 1 N N N 31.012 37.676 191.169 -0.482 2.403 2.634 H14 DOW 50 DOW H15 H15 H 0 1 N N N 31.352 37.823 189.412 0.332 3.027 1.179 H15 DOW 51 DOW H16 H16 H 0 1 N N N 30.073 39.754 190.356 -1.322 1.765 -0.229 H16 DOW 52 DOW H17 H17 H 0 1 N N N 27.923 37.671 190.866 -2.494 3.700 1.822 H17 DOW 53 DOW H18 H18 H 0 1 N N N 28.337 38.494 193.030 -1.926 5.253 0.099 H18 DOW 54 DOW H19 H19 H 0 1 N N N 27.523 39.815 187.520 -4.154 0.026 1.238 H19 DOW 55 DOW H20 H20 H 0 1 N N N 26.321 38.879 189.326 -4.672 2.383 1.746 H20 DOW 56 DOW H21 H21 H 0 1 N N N 25.137 40.757 190.198 -6.226 1.138 0.391 H21 DOW 57 DOW H22 H22 H 0 1 N N N 26.300 41.792 189.705 -6.216 2.727 -0.100 H22 DOW 58 DOW H24 H24 H 0 1 N N N 27.909 40.698 191.180 -3.436 2.956 -0.987 H24 DOW 59 DOW H25 H25 H 0 1 N N N 26.729 39.515 192.816 -3.919 5.192 -0.296 H25 DOW 60 DOW H26 H26 H 0 1 N N N 29.530 42.957 187.905 -2.221 -1.147 0.146 H26 DOW 61 DOW H27 H27 H 0 1 N N N 29.029 40.795 185.854 -2.511 -0.756 -2.867 H27 DOW 62 DOW H28 H28 H 0 1 N N N 27.013 41.934 186.472 -0.156 -0.145 -2.614 H28 DOW 63 DOW H29 H29 H 0 1 N N N 27.702 43.393 186.219 -1.161 0.912 -1.815 H29 DOW 64 DOW H31 H31 H 0 1 N N N 30.106 43.654 185.700 -0.724 -2.470 -2.995 H31 DOW 65 DOW H32 H32 H 0 1 N N N 29.816 42.562 184.303 -0.768 -2.647 -1.224 H32 DOW 66 DOW H33 H33 H 0 1 N N N 31.386 40.919 185.257 -3.099 -3.171 -3.124 H33 DOW 67 DOW H34 H34 H 0 1 N N N 33.383 42.181 184.953 -1.376 -4.850 -3.174 H34 DOW 68 DOW H35 H35 H 0 1 N N N 32.276 42.557 183.814 -1.471 -5.036 -1.525 H35 DOW 69 DOW H37 H37 H 0 1 N N N 31.932 42.998 187.407 -2.809 -3.562 -0.110 H37 DOW 70 DOW H38 H38 H 0 1 N N N 33.308 41.291 188.205 -5.080 -4.258 -0.362 H38 DOW 71 DOW H39 H39 H 0 1 N N N 30.738 40.200 187.606 -4.552 -1.670 -1.754 H39 DOW 72 DOW H40 H40 H 0 1 N N N 30.533 40.948 189.821 -5.546 -2.436 0.279 H40 DOW 73 # 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 DOW N2B C21 SING N N 1 DOW C26 C21 SING N N 2 DOW C26 C25 SING N N 3 DOW C21 C22 SING N N 4 DOW N5B C25 SING N N 5 DOW C25 C24 SING N N 6 DOW C6 N1 DOUB Y N 7 DOW C6 C5 SING Y N 8 DOW O3P P DOUB N N 9 DOW C5A C5 SING N N 10 DOW C5A O4P SING N N 11 DOW N1 C2 SING Y N 12 DOW C22 O2B SING N N 13 DOW C22 C23 SING N N 14 DOW C5 C4 DOUB Y N 15 DOW C24 C23 SING N N 16 DOW C24 O1A SING N N 17 DOW C23 O3B SING N N 18 DOW O4P P SING N N 19 DOW C2 C2A SING N N 20 DOW C2 C3 DOUB Y N 21 DOW P O1P SING N N 22 DOW P O2P SING N N 23 DOW C4 C3 SING Y N 24 DOW C4 C4A SING N N 25 DOW C11 O1A SING N N 26 DOW C11 O61 SING N N 27 DOW C11 C12 SING N N 28 DOW C3 O3 SING N N 29 DOW O61 C15 SING N N 30 DOW C4A N5A SING N N 31 DOW N2A C12 SING N N 32 DOW C12 C13 SING N N 33 DOW N5A C16 SING N N 34 DOW C15 C16 SING N N 35 DOW C15 C14 SING N N 36 DOW C13 C14 SING N N 37 DOW C13 O3A SING N N 38 DOW C14 O4A SING N N 39 DOW O2P H1 SING N N 40 DOW O1P H2 SING N N 41 DOW C5A H3 SING N N 42 DOW C5A H4 SING N N 43 DOW O3 H5 SING N N 44 DOW C2A H6 SING N N 45 DOW C2A H7 SING N N 46 DOW C2A H8 SING N N 47 DOW C6 H9 SING N N 48 DOW C4A H10 SING N N 49 DOW C4A H11 SING N N 50 DOW N5A H12 SING N N 51 DOW C16 H14 SING N N 52 DOW C16 H15 SING N N 53 DOW C15 H16 SING N N 54 DOW C14 H17 SING N N 55 DOW O4A H18 SING N N 56 DOW C11 H19 SING N N 57 DOW C12 H20 SING N N 58 DOW N2A H21 SING N N 59 DOW N2A H22 SING N N 60 DOW C13 H24 SING N N 61 DOW O3A H25 SING N N 62 DOW C24 H26 SING N N 63 DOW C25 H27 SING N N 64 DOW N5B H28 SING N N 65 DOW N5B H29 SING N N 66 DOW C26 H31 SING N N 67 DOW C26 H32 SING N N 68 DOW C21 H33 SING N N 69 DOW N2B H34 SING N N 70 DOW N2B H35 SING N N 71 DOW C22 H37 SING N N 72 DOW O2B H38 SING N N 73 DOW C23 H39 SING N N 74 DOW O3B H40 SING N N 75 # 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 DOW SMILES ACDLabs 12.01 "OP(O)(=O)OCc1c(c(O)c(C)nc1)CNCC2C(O)C(C(C(O2)OC3C(C(C(CC3N)N)O)O)N)O" DOW InChI InChI 1.03 "InChI=1S/C20H36N5O11P/c1-7-14(26)9(8(3-25-7)6-34-37(31,32)33)4-24-5-12-16(28)17(29)13(23)20(35-12)36-19-11(22)2-10(21)15(27)18(19)30/h3,10-13,15-20,24,26-30H,2,4-6,21-23H2,1H3,(H2,31,32,33)/t10-,11+,12-,13-,15+,16-,17-,18-,19-,20-/m1/s1" DOW InChIKey InChI 1.03 YAANPRCSTYUZOJ-GMRNZWOESA-N DOW SMILES_CANONICAL CACTVS 3.385 "Cc1ncc(CO[P](O)(O)=O)c(CNC[C@H]2O[C@H](O[C@@H]3[C@@H](N)C[C@@H](N)[C@H](O)[C@H]3O)[C@H](N)[C@@H](O)[C@@H]2O)c1O" DOW SMILES CACTVS 3.385 "Cc1ncc(CO[P](O)(O)=O)c(CNC[CH]2O[CH](O[CH]3[CH](N)C[CH](N)[CH](O)[CH]3O)[CH](N)[CH](O)[CH]2O)c1O" DOW SMILES_CANONICAL "OpenEye OEToolkits" 2.0.6 "Cc1c(c(c(cn1)COP(=O)(O)O)CNC[C@@H]2[C@H]([C@@H]([C@H]([C@H](O2)O[C@@H]3[C@H](C[C@H]([C@@H]([C@H]3O)O)N)N)N)O)O)O" DOW SMILES "OpenEye OEToolkits" 2.0.6 "Cc1c(c(c(cn1)COP(=O)(O)O)CNCC2C(C(C(C(O2)OC3C(CC(C(C3O)O)N)N)N)O)O)O" # 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 DOW "SYSTEMATIC NAME" ACDLabs 12.01 "(1R,2R,3S,4R,6S)-4,6-diamino-2,3-dihydroxycyclohexyl 2-amino-2,6-dideoxy-6-[({3-hydroxy-2-methyl-5-[(phosphonooxy)methyl]pyridin-4-yl}methyl)amino]-alpha-D-glucopyranoside" DOW "SYSTEMATIC NAME" "OpenEye OEToolkits" 2.0.6 "[4-[[[(2~{R},3~{S},4~{R},5~{R},6~{R})-5-azanyl-6-[(1~{R},2~{R},3~{S},4~{R},6~{S})-4,6-bis(azanyl)-2,3-bis(oxidanyl)cyclohexyl]oxy-3,4-bis(oxidanyl)oxan-2-yl]methylamino]methyl]-6-methyl-5-oxidanyl-pyridin-3-yl]methyl dihydrogen phosphate" # loop_ _pdbx_chem_comp_audit.comp_id _pdbx_chem_comp_audit.action_type _pdbx_chem_comp_audit.date _pdbx_chem_comp_audit.processing_site DOW "Create component" 2018-02-06 RCSB DOW "Initial release" 2018-02-21 RCSB #