data_O1G # _chem_comp.id O1G _chem_comp.name ;3-deoxy-3-[(E)-({3-hydroxy-2-methyl-5-[(phosphonooxy)methyl]pyridin-4-yl}methylidene)amino]-6-O-phosphono-alpha-D-gluco pyranose ; _chem_comp.type "D-saccharide, alpha linking" _chem_comp.pdbx_type ATOMS _chem_comp.formula "C14 H22 N2 O13 P2" _chem_comp.mon_nstd_parent_comp_id ? _chem_comp.pdbx_synonyms ;3-deoxy-3-[(E)-({3-hydroxy-2-methyl-5-[(phosphonooxy)methyl]pyridin-4-yl}methylidene)amino]-6-O-phosphono-alpha-D-gluco se; 3-deoxy-3-[(E)-({3-hydroxy-2-methyl-5-[(phosphonooxy)methyl]pyridin-4-yl}methylidene)amino]-6-O-phosphono-D-glucose; 3-deoxy-3-[(E)-({3-hydroxy-2-methyl-5-[(phosphonooxy)methyl]pyridin-4-yl}methylidene)amino]-6-O-phosphono-glucose ; _chem_comp.pdbx_formal_charge 0 _chem_comp.pdbx_initial_date 2013-04-10 _chem_comp.pdbx_modified_date 2020-07-17 _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 488.278 _chem_comp.one_letter_code ? _chem_comp.three_letter_code O1G _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 4K2M _chem_comp.pdbx_subcomponent_list ? _chem_comp.pdbx_processing_site RCSB # # 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 O1G ;3-deoxy-3-[(E)-({3-hydroxy-2-methyl-5-[(phosphonooxy)methyl]pyridin-4-yl}methylidene)amino]-6-O-phosphono-alpha-D-gluco se ; PDB ? 2 O1G "3-deoxy-3-[(E)-({3-hydroxy-2-methyl-5-[(phosphonooxy)methyl]pyridin-4-yl}methylidene)amino]-6-O-phosphono-D-glucose" PDB ? 3 O1G "3-deoxy-3-[(E)-({3-hydroxy-2-methyl-5-[(phosphonooxy)methyl]pyridin-4-yl}methylidene)amino]-6-O-phosphono-glucose" PDB ? # # 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 O1G P P P 0 1 N N N 6.759 0.673 18.975 5.837 2.599 -0.255 P O1G 1 O1G C3A C3 C 0 1 Y N N 6.368 1.830 13.295 2.476 -2.784 -0.388 C3A O1G 2 O1G O3 O3 O 0 1 N N N 5.692 0.987 12.478 1.301 -3.439 -0.206 O3 O1G 3 O1G C1 "C1'" C 0 1 N N S 0.935 -1.343 14.266 -2.673 -0.252 2.672 C1 O1G 4 O1G "N1'" "N1'" N 0 1 Y N N 7.859 3.631 13.654 4.748 -2.835 -0.994 "N1'" O1G 5 O1G C2 "C2'" C 0 1 N N R 2.192 -0.559 13.881 -1.408 -1.008 2.256 C2 O1G 6 O1G O2 "O2'" O 0 1 N N N 2.461 -0.996 12.506 -0.398 -0.834 3.251 O2 O1G 7 O1G C9A C9A C 0 1 Y N N 7.211 2.828 12.795 3.607 -3.467 -0.812 C9A O1G 8 O1G C2A C2A C 0 1 N N N 7.443 3.041 11.309 3.529 -4.950 -1.066 C2A O1G 9 O1G C3 "C3'" C 0 1 N N S 3.394 -0.827 14.803 -0.909 -0.455 0.917 C3 O1G 10 O1G "N3'" "N3'" N 0 1 N N N 4.379 0.205 14.433 0.257 -1.223 0.474 "N3'" O1G 11 O1G O1 O3B O 0 1 N Y N 1.074 -2.745 13.988 -2.361 1.129 2.863 O1 O1G 12 O1G C4 "C4'" C 0 1 N N S 3.004 -0.788 16.294 -2.028 -0.576 -0.122 C4 O1G 13 O1G O4 "O4'" O 0 1 N N N 4.096 -1.511 16.896 -1.598 0.003 -1.356 O4 O1G 14 O1G C4A C4A C 0 1 Y N N 6.199 1.672 14.659 2.566 -1.402 -0.155 C4A O1G 15 O1G C4B C4B C 0 1 N N N 5.294 0.644 15.213 1.391 -0.628 0.291 C4B O1G 16 O1G C5 "C5'" C 0 1 N N R 1.768 -1.666 16.486 -3.268 0.163 0.386 C5 O1G 17 O1G O5 "O5'" O 0 1 N N N 0.678 -1.218 15.671 -3.661 -0.380 1.648 O5 O1G 18 O1G C5A C5A C 0 1 Y N N 6.879 2.522 15.527 3.803 -0.779 -0.358 C5A O1G 19 O1G C5T C5T C 0 1 N N N 6.811 2.504 17.063 3.961 0.701 -0.124 C5T O1G 20 O1G C6 "C6'" C 0 1 N N N 1.156 -1.563 17.855 -4.409 -0.004 -0.620 C6 O1G 21 O1G C6A C6A C 0 1 Y N N 7.701 3.501 14.990 4.876 -1.541 -0.775 C6A O1G 22 O1G OP1 OP1 O 0 1 N N N 6.724 1.882 19.885 7.360 2.689 -0.769 OP1 O1G 23 O1G OP2 OP2 O 0 1 N N N 7.789 -0.330 19.375 5.765 3.047 1.290 OP2 O1G 24 O1G OP3 OP3 O 0 1 N N N 5.343 0.111 18.711 4.988 3.498 -1.068 OP3 O1G 25 O1G OP4 OP4 O 0 1 N N N 7.325 1.241 17.545 5.310 1.085 -0.400 OP4 O1G 26 O1G O6 OP5 O 0 1 N N N 0.203 -2.513 18.148 -5.529 0.780 -0.204 O6 O1G 27 O1G "P'" "P'" P 0 1 N N N 0.035 -3.073 19.646 -6.910 0.843 -1.029 "P'" O1G 28 O1G OP6 OP6 O 0 1 N N N 1.346 -3.755 19.975 -7.987 1.713 -0.207 OP6 O1G 29 O1G OP7 OP7 O 0 1 N N N -0.296 -1.916 20.561 -6.648 1.528 -2.463 OP7 O1G 30 O1G OP8 OP8 O 0 1 N N N -1.129 -4.055 19.487 -7.430 -0.529 -1.225 OP8 O1G 31 O1G H1A H1 H 0 1 N N N 5.176 0.384 13.001 0.743 -3.474 -0.995 H1A O1G 32 O1G H1 H2 H 0 1 N N N 0.086 -0.936 13.697 -3.057 -0.670 3.602 H1 O1G 33 O1G H2 H3 H 0 1 N N N 1.963 0.517 13.895 -1.637 -2.069 2.149 H2 O1G 34 O1G HO2 H4 H 0 1 N Y N 3.236 -0.555 12.179 -0.649 -1.158 4.127 HO2 O1G 35 O1G H5A H5 H 0 1 N N N 8.149 3.871 11.163 3.253 -5.127 -2.106 H5A O1G 36 O1G H6 H6 H 0 1 N N N 7.860 2.124 10.868 4.499 -5.405 -0.866 H6 O1G 37 O1G H7 H7 H 0 1 N N N 6.488 3.282 10.820 2.778 -5.392 -0.411 H7 O1G 38 O1G H3 H8 H 0 1 N N N 3.800 -1.823 14.572 -0.634 0.593 1.036 H3 O1G 39 O1G HO1 H9 H 0 1 N Y N 0.278 -3.198 14.239 -3.118 1.670 3.128 HO1 O1G 40 O1G H4 H10 H 0 1 N N N 2.869 0.235 16.674 -2.268 -1.628 -0.277 H4 O1G 41 O1G HO4 H11 H 0 1 N Y N 4.535 -0.954 17.528 -2.259 -0.039 -2.061 HO4 O1G 42 O1G H12 H12 H 0 1 N N N 5.399 0.281 16.225 1.478 0.434 0.465 H12 O1G 43 O1G H5 H13 H 0 1 N N N 2.021 -2.714 16.265 -3.038 1.222 0.502 H5 O1G 44 O1G H14 H14 H 0 1 N N N 7.418 3.327 17.468 3.286 1.247 -0.783 H14 O1G 45 O1G H15 H15 H 0 1 N N N 5.767 2.624 17.387 3.723 0.932 0.914 H15 O1G 46 O1G H61 H16 H 0 1 N N N 1.964 -1.653 18.596 -4.078 0.327 -1.604 H61 O1G 47 O1G H62 H17 H 0 1 N N N 0.686 -0.572 17.943 -4.699 -1.054 -0.669 H62 O1G 48 O1G H18 H18 H 0 1 N N N 8.226 4.173 15.653 5.832 -1.066 -0.938 H18 O1G 49 O1G H19 H19 H 0 1 N N N 5.825 2.071 20.127 7.744 3.575 -0.710 H19 O1G 50 O1G H20 H20 H 0 1 N N N 7.395 -1.194 19.406 6.299 2.501 1.883 H20 O1G 51 O1G H21 H21 H 0 1 N N N 1.211 -4.694 20.026 -8.845 1.793 -0.646 H21 O1G 52 O1G H22 H22 H 0 1 N N N -1.186 -2.008 20.880 -6.306 2.431 -2.411 H22 O1G 53 # # 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 O1G C2A C9A SING N N 1 O1G O3 C3A SING N N 2 O1G O2 C2 SING N N 3 O1G C9A C3A DOUB Y N 4 O1G C9A "N1'" SING Y N 5 O1G C3A C4A SING Y N 6 O1G "N1'" C6A DOUB Y N 7 O1G C2 C1 SING N N 8 O1G C2 C3 SING N N 9 O1G O1 C1 SING N N 10 O1G C1 O5 SING N N 11 O1G "N3'" C3 SING N N 12 O1G "N3'" C4B DOUB N N 13 O1G C4A C4B SING N N 14 O1G C4A C5A DOUB Y N 15 O1G C3 C4 SING N N 16 O1G C6A C5A SING Y N 17 O1G C5A C5T SING N N 18 O1G O5 C5 SING N N 19 O1G C4 C5 SING N N 20 O1G C4 O4 SING N N 21 O1G C5 C6 SING N N 22 O1G C5T OP4 SING N N 23 O1G OP4 P SING N N 24 O1G C6 O6 SING N N 25 O1G O6 "P'" SING N N 26 O1G OP3 P DOUB N N 27 O1G P OP2 SING N N 28 O1G P OP1 SING N N 29 O1G OP8 "P'" DOUB N N 30 O1G "P'" OP6 SING N N 31 O1G "P'" OP7 SING N N 32 O1G O3 H1A SING N N 33 O1G C1 H1 SING N N 34 O1G C2 H2 SING N N 35 O1G O2 HO2 SING N N 36 O1G C2A H5A SING N N 37 O1G C2A H6 SING N N 38 O1G C2A H7 SING N N 39 O1G C3 H3 SING N N 40 O1G O1 HO1 SING N N 41 O1G C4 H4 SING N N 42 O1G O4 HO4 SING N N 43 O1G C4B H12 SING N N 44 O1G C5 H5 SING N N 45 O1G C5T H14 SING N N 46 O1G C5T H15 SING N N 47 O1G C6 H61 SING N N 48 O1G C6 H62 SING N N 49 O1G C6A H18 SING N N 50 O1G OP1 H19 SING N N 51 O1G OP2 H20 SING N N 52 O1G OP6 H21 SING N N 53 O1G OP7 H22 SING N N 54 # # 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 O1G SMILES ACDLabs 12.01 "O=P(O)(O)OCc1cnc(c(O)c1/C=N/C2C(O)C(OC(O)C2O)COP(=O)(O)O)C" O1G InChI InChI 1.03 "InChI=1S/C14H22N2O13P2/c1-6-11(17)8(7(2-15-6)4-27-30(21,22)23)3-16-10-12(18)9(5-28-31(24,25)26)29-14(20)13(10)19/h2-3,9-10,12-14,17-20H,4-5H2,1H3,(H2,21,22,23)(H2,24,25,26)/b16-3+/t9-,10+,12-,13-,14+/m1/s1" O1G InChIKey InChI 1.03 QZSIYKBKRPMGJB-ZKLPQXMUSA-N O1G SMILES_CANONICAL CACTVS 3.370 "Cc1ncc(CO[P](O)(O)=O)c(C=N[C@@H]2[C@@H](O)[C@@H](O)O[C@H](CO[P](O)(O)=O)[C@H]2O)c1O" O1G SMILES CACTVS 3.370 "Cc1ncc(CO[P](O)(O)=O)c(C=N[CH]2[CH](O)[CH](O)O[CH](CO[P](O)(O)=O)[CH]2O)c1O" O1G SMILES_CANONICAL "OpenEye OEToolkits" 1.7.6 "Cc1c(c(c(cn1)COP(=O)(O)O)/C=N/[C@H]2[C@@H]([C@H](O[C@@H]([C@@H]2O)O)COP(=O)(O)O)O)O" O1G SMILES "OpenEye OEToolkits" 1.7.6 "Cc1c(c(c(cn1)COP(=O)(O)O)C=NC2C(C(OC(C2O)O)COP(=O)(O)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 O1G "SYSTEMATIC NAME" ACDLabs 12.01 ;3-deoxy-3-[(E)-({3-hydroxy-2-methyl-5-[(phosphonooxy)methyl]pyridin-4-yl}methylidene)amino]-6-O-phosphono-alpha-D-gluco pyranose ; O1G "SYSTEMATIC NAME" "OpenEye OEToolkits" 1.7.6 ;[(2R,3S,4S,5R,6S)-4-[(E)-[2-methyl-3-oxidanyl-5-(phosphonooxymethyl)pyridin-4-yl]methylideneamino]-3,5,6-tris(oxidanyl) oxan-2-yl]methyl dihydrogen phosphate ; # # loop_ _pdbx_chem_comp_feature.comp_id _pdbx_chem_comp_feature.type _pdbx_chem_comp_feature.value _pdbx_chem_comp_feature.source _pdbx_chem_comp_feature.support O1G "CARBOHYDRATE ISOMER" D PDB ? O1G "CARBOHYDRATE RING" pyranose PDB ? O1G "CARBOHYDRATE ANOMER" alpha PDB ? O1G "CARBOHYDRATE PRIMARY CARBONYL GROUP" aldose PDB ? # # loop_ _pdbx_chem_comp_audit.comp_id _pdbx_chem_comp_audit.action_type _pdbx_chem_comp_audit.date _pdbx_chem_comp_audit.processing_site O1G "Create component" 2013-04-10 RCSB O1G "Modify formula" 2013-04-10 RCSB O1G "Initial release" 2013-10-16 RCSB O1G "Other modification" 2020-07-03 RCSB O1G "Modify name" 2020-07-17 RCSB O1G "Modify synonyms" 2020-07-17 RCSB O1G "Modify internal type" 2020-07-17 RCSB O1G "Modify linking type" 2020-07-17 RCSB O1G "Modify atom id" 2020-07-17 RCSB O1G "Modify component atom id" 2020-07-17 RCSB O1G "Modify leaving atom flag" 2020-07-17 RCSB ##