data_KSG # _chem_comp.id KSG _chem_comp.name ;(1S,2R,3S,4R,5S,6S)-2,3,4,5,6-PENTAHYDROXYCYCLOHEXYL 2-AMINO-4-{[CARBOXY(IMINO)METHYL]AMINO}-2,3,4,6-TETRADEOXY-ALPHA-D-ARABINO-HEXOPYRANOSIDE ; _chem_comp.type NON-POLYMER _chem_comp.pdbx_type HETAD _chem_comp.formula "C14 H25 N3 O9" _chem_comp.mon_nstd_parent_comp_id ? _chem_comp.pdbx_synonyms KASUGAMYCIN _chem_comp.pdbx_formal_charge 0 _chem_comp.pdbx_initial_date 2006-08-02 _chem_comp.pdbx_modified_date 2020-06-17 _chem_comp.pdbx_ambiguous_flag ? _chem_comp.pdbx_release_status REL _chem_comp.pdbx_replaced_by ? _chem_comp.pdbx_replaces ? _chem_comp.formula_weight 379.363 _chem_comp.one_letter_code ? _chem_comp.three_letter_code KSG _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 2HHH _chem_comp.pdbx_subcomponent_list ? _chem_comp.pdbx_processing_site PDBJ # # 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 KSG C1 C1 C 0 1 N N R 305.130 185.050 -6.349 -4.073 2.049 0.258 C1 KSG 1 KSG O1 O1 O 0 1 N N N 304.020 184.624 -5.555 -4.495 0.734 -0.102 O1 KSG 2 KSG C2 C2 C 0 1 N N N 302.915 184.459 -6.445 -3.580 0.126 -1.018 C2 KSG 3 KSG C3 C3 C 0 1 N N S 301.610 184.743 -5.696 -4.384 -0.819 -1.916 C3 KSG 4 KSG O2 O2 O 0 1 N N N 301.628 186.083 -5.201 -5.279 -0.062 -2.730 O2 KSG 5 KSG C4 C4 C 0 1 N N S 300.427 184.567 -6.650 -3.476 -1.644 -2.826 C4 KSG 6 KSG O3 O3 O 0 1 N N N 300.556 185.478 -7.743 -2.766 -0.756 -3.695 O3 KSG 7 KSG C5 C5 C 0 1 N N N 300.408 183.132 -7.180 -2.479 -2.447 -1.989 C5 KSG 8 KSG O4 O4 O 0 1 N N N 300.279 182.222 -6.087 -1.634 -3.174 -2.879 O4 KSG 9 KSG C6 C6 C 0 1 N N S 301.712 182.848 -7.928 -1.634 -1.535 -1.094 C6 KSG 10 KSG O5 O5 O 0 1 N N N 301.695 181.509 -8.424 -0.845 -2.344 -0.216 O5 KSG 11 KSG C7 C7 C 0 1 N N R 302.897 183.025 -6.976 -2.503 -0.622 -0.223 C7 KSG 12 KSG O6 O6 O 0 1 N N N 304.114 182.760 -7.674 -1.639 0.333 0.400 O6 KSG 13 KSG O7 O7 O 0 1 N N N 304.808 186.281 -6.994 -4.543 3.036 -0.663 O7 KSG 14 KSG C8 C8 C 0 1 N N R 304.355 187.187 -5.990 -5.969 3.162 -0.713 C8 KSG 15 KSG C9 C9 C 0 1 N N N 303.819 188.456 -6.654 -6.278 4.214 -1.776 C9 KSG 16 KSG C10 C10 C 0 1 N N S 305.515 187.554 -5.061 -6.527 3.554 0.662 C10 KSG 17 KSG C11 C11 C 0 1 N N N 306.025 186.281 -4.374 -6.053 2.568 1.734 C11 KSG 18 KSG C12 C12 C 0 1 N N S 306.355 185.242 -5.451 -4.536 2.352 1.689 C12 KSG 19 KSG N1 N1 N 0 1 N N N 307.490 185.710 -6.257 -3.819 3.526 2.195 N1 KSG 20 KSG N2 N2 N 0 1 N N N 305.052 188.507 -4.051 -7.975 3.565 0.635 N2 KSG 21 KSG C13 C13 C 0 1 N N N 305.126 189.861 -4.296 -8.749 4.384 1.416 C13 KSG 22 KSG N3 N3 N 0 1 N N N 305.605 190.292 -5.422 -8.351 5.255 2.288 N3 KSG 23 KSG C14 C14 C 0 1 N N N 304.655 190.829 -3.269 -10.236 4.250 1.244 C14 KSG 24 KSG O8 O8 O 0 1 N N N 304.728 192.152 -3.508 -10.899 3.472 1.897 O8 KSG 25 KSG O9 O9 O 0 1 N N N 304.207 190.427 -2.215 -10.646 5.100 0.293 O9 KSG 26 KSG H1 H1 H 0 1 N N N 305.353 184.288 -7.110 -2.980 2.047 0.203 H1 KSG 27 KSG H2 H2 H 0 1 N N N 303.015 185.160 -7.287 -3.142 0.947 -1.597 H2 KSG 28 KSG H3 H3 H 0 1 N N N 301.509 184.042 -4.854 -5.005 -1.481 -1.301 H3 KSG 29 KSG HO2 HO2 H 0 1 N N N 301.632 186.070 -4.251 -6.173 -0.364 -2.509 HO2 KSG 30 KSG H4 H4 H 0 1 N N N 299.489 184.771 -6.112 -4.063 -2.302 -3.476 H4 KSG 31 KSG HO3 HO3 H 0 1 N N N 300.585 186.368 -7.412 -1.943 -0.531 -3.238 HO3 KSG 32 KSG H5 H5 H 0 1 N N N 299.557 183.005 -7.865 -3.006 -3.189 -1.378 H5 KSG 33 KSG HO4 HO4 H 0 1 N N N 300.250 181.332 -6.417 -2.219 -3.703 -3.443 HO4 KSG 34 KSG H6 H6 H 0 1 N N N 301.811 183.549 -8.770 -0.920 -0.952 -1.688 H6 KSG 35 KSG HO5 HO5 H 0 1 N N N 301.691 181.523 -9.374 -0.093 -2.658 -0.740 HO5 KSG 36 KSG H7 H7 H 0 1 N N N 302.798 182.324 -6.134 -2.960 -1.192 0.596 H7 KSG 37 KSG HO6 HO6 H 0 1 N N N 303.939 182.701 -8.606 -1.347 -0.068 1.232 HO6 KSG 38 KSG H8 H8 H 0 1 N N N 303.556 186.708 -5.405 -6.398 2.210 -1.052 H8 KSG 39 KSG H91 1H9 H 0 1 N N N 303.690 189.241 -5.895 -7.176 4.778 -1.510 H91 KSG 40 KSG H92 2H9 H 0 1 N N N 304.532 188.799 -7.419 -5.446 4.917 -1.874 H92 KSG 41 KSG H93 3H9 H 0 1 N N N 302.849 188.241 -7.126 -6.444 3.740 -2.749 H93 KSG 42 KSG H10 H10 H 0 1 N N N 306.328 188.013 -5.643 -6.173 4.558 0.926 H10 KSG 43 KSG H111 1H11 H 0 0 N N N 305.250 185.886 -3.701 -6.364 2.913 2.728 H111 KSG 44 KSG H112 2H11 H 0 0 N N N 306.925 186.508 -3.784 -6.551 1.599 1.586 H112 KSG 45 KSG H12 H12 H 0 1 N N N 306.621 184.286 -4.976 -4.290 1.506 2.341 H12 KSG 46 KSG HN11 1HN1 H 0 0 N N N 307.202 185.816 -7.209 -4.033 4.409 1.791 HN11 KSG 47 KSG HN12 2HN1 H 0 0 N N N 307.808 186.590 -5.905 -3.018 3.371 2.763 HN12 KSG 48 KSG HN2 HN2 H 0 1 N N N 304.682 188.175 -3.183 -8.417 2.919 -0.010 HN2 KSG 49 KSG HN3 HN3 H 0 1 N N N 305.876 189.525 -6.003 -7.327 5.279 2.339 HN3 KSG 50 KSG HO9 HO9 H 0 1 N N N 303.955 191.167 -1.675 -11.614 5.050 0.142 HO9 KSG 51 # # 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 KSG C1 O7 SING N N 1 KSG C1 O1 SING N N 2 KSG C1 C12 SING N N 3 KSG C1 H1 SING N N 4 KSG O1 C2 SING N N 5 KSG C2 C7 SING N N 6 KSG C2 C3 SING N N 7 KSG C2 H2 SING N N 8 KSG C3 C4 SING N N 9 KSG C3 O2 SING N N 10 KSG C3 H3 SING N N 11 KSG O2 HO2 SING N N 12 KSG C4 O3 SING N N 13 KSG C4 C5 SING N N 14 KSG C4 H4 SING N N 15 KSG O3 HO3 SING N N 16 KSG C5 C6 SING N N 17 KSG C5 O4 SING N N 18 KSG C5 H5 SING N N 19 KSG O4 HO4 SING N N 20 KSG C6 O5 SING N N 21 KSG C6 C7 SING N N 22 KSG C6 H6 SING N N 23 KSG O5 HO5 SING N N 24 KSG C7 O6 SING N N 25 KSG C7 H7 SING N N 26 KSG O6 HO6 SING N N 27 KSG O7 C8 SING N N 28 KSG C8 C9 SING N N 29 KSG C8 C10 SING N N 30 KSG C8 H8 SING N N 31 KSG C9 H91 SING N N 32 KSG C9 H92 SING N N 33 KSG C9 H93 SING N N 34 KSG C10 C11 SING N N 35 KSG C10 N2 SING N N 36 KSG C10 H10 SING N N 37 KSG C11 C12 SING N N 38 KSG C11 H111 SING N N 39 KSG C11 H112 SING N N 40 KSG C12 N1 SING N N 41 KSG C12 H12 SING N N 42 KSG N1 HN11 SING N N 43 KSG N1 HN12 SING N N 44 KSG N2 C13 SING N N 45 KSG N2 HN2 SING N N 46 KSG C13 N3 DOUB N Z 47 KSG C13 C14 SING N N 48 KSG N3 HN3 SING N N 49 KSG C14 O8 DOUB N N 50 KSG C14 O9 SING N N 51 KSG O9 HO9 SING N N 52 # # 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 KSG SMILES ACDLabs 10.04 "O=C(O)C(=[N@H])NC2C(OC(OC1C(O)C(O)C(O)C(O)C1O)C(N)C2)C" KSG SMILES_CANONICAL CACTVS 3.341 "C[C@H]1O[C@H](O[C@@H]2[C@@H](O)[C@@H](O)[C@H](O)[C@H](O)[C@H]2O)[C@@H](N)C[C@@H]1NC(=N)C(O)=O" KSG SMILES CACTVS 3.341 "C[CH]1O[CH](O[CH]2[CH](O)[CH](O)[CH](O)[CH](O)[CH]2O)[CH](N)C[CH]1NC(=N)C(O)=O" KSG SMILES_CANONICAL "OpenEye OEToolkits" 1.5.0 "[H]/N=C(/C(=O)O)\N[C@H]1C[C@@H]([C@H](O[C@@H]1C)OC2[C@H]([C@H](C([C@@H]([C@H]2O)O)O)O)O)N" KSG SMILES "OpenEye OEToolkits" 1.5.0 "[H]N=C(C(=O)O)NC1CC(C(OC1C)OC2C(C(C(C(C2O)O)O)O)O)N" KSG InChI InChI 1.03 "InChI=1S/C14H25N3O9/c1-3-5(17-12(16)13(23)24)2-4(15)14(25-3)26-11-9(21)7(19)6(18)8(20)10(11)22/h3-11,14,18-22H,2,15H2,1H3,(H2,16,17)(H,23,24)/t3-,4+,5+,6-,7+,8+,9-,10+,11+,14-/m1/s1" KSG InChIKey InChI 1.03 PVTHJAPFENJVNC-MHRBZPPQSA-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 KSG "SYSTEMATIC NAME" ACDLabs 10.04 "(1S,2R,3S,4R,5S,6S)-2,3,4,5,6-pentahydroxycyclohexyl 2-amino-4-{[(Z)-carboxy(imino)methyl]amino}-2,3,4,6-tetradeoxy-alpha-D-arabino-hexopyranoside" KSG "SYSTEMATIC NAME" "OpenEye OEToolkits" 1.5.0 "2-[[(2R,3S,5S,6R)-5-amino-2-methyl-6-[(2R,3S,5S,6S)-2,3,4,5,6-pentahydroxycyclohexyl]oxy-oxan-3-yl]amino]-2-imino-ethanoic 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 KSG "Create component" 2006-08-02 PDBJ KSG "Modify descriptor" 2011-06-04 RCSB KSG "Modify synonyms" 2020-06-05 PDBE # _pdbx_chem_comp_synonyms.ordinal 1 _pdbx_chem_comp_synonyms.comp_id KSG _pdbx_chem_comp_synonyms.name KASUGAMYCIN _pdbx_chem_comp_synonyms.provenance ? _pdbx_chem_comp_synonyms.type ? ##