data_27C # _chem_comp.id 27C _chem_comp.name "5-O-[(S)-butoxy(hydroxy)phosphoryl]-2-deoxy-2-fluoro-alpha-D-arabinofuranose" _chem_comp.type "D-saccharide, alpha linking" _chem_comp.pdbx_type ATOMS _chem_comp.formula "C9 H18 F O7 P" _chem_comp.mon_nstd_parent_comp_id ? _chem_comp.pdbx_synonyms ;Inhibitor CZ-27 based on arabinosyl-2-fluoro-2-deoxynicotinamide mononucleotide, bound form; 5-O-[(S)-butoxy(hydroxy)phosphoryl]-2-deoxy-2-fluoro-alpha-D-arabinose; 5-O-[(S)-butoxy(hydroxy)phosphoryl]-2-deoxy-2-fluoro-D-arabinose; 5-O-[(S)-butoxy(hydroxy)phosphoryl]-2-deoxy-2-fluoro-arabinose ; _chem_comp.pdbx_formal_charge 0 _chem_comp.pdbx_initial_date 2011-05-11 _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 288.207 _chem_comp.one_letter_code ? _chem_comp.three_letter_code 27C _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 3ROK _chem_comp.pdbx_subcomponent_list ? _chem_comp.pdbx_processing_site PDBJ # # 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 27C "Inhibitor CZ-27 based on arabinosyl-2-fluoro-2-deoxynicotinamide mononucleotide, bound form" PDB ? 2 27C "5-O-[(S)-butoxy(hydroxy)phosphoryl]-2-deoxy-2-fluoro-alpha-D-arabinose" PDB ? 3 27C "5-O-[(S)-butoxy(hydroxy)phosphoryl]-2-deoxy-2-fluoro-D-arabinose" PDB ? 4 27C "5-O-[(S)-butoxy(hydroxy)phosphoryl]-2-deoxy-2-fluoro-arabinose" 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 27C O1 O1 O 0 1 N Y N -7.950 10.239 50.481 -3.779 2.685 0.298 O1 27C 1 27C P P P 0 1 N N N -5.241 10.874 56.249 1.548 -0.923 -0.273 P 27C 2 27C C1 C1 C 0 1 N N S -8.256 9.288 51.609 -3.794 1.511 -0.516 C1 27C 3 27C C2 C2 C 0 1 N N S -9.472 8.833 52.428 -4.620 0.407 0.171 C2 27C 4 27C F2 F2 F 0 1 N N N -9.316 7.595 53.012 -5.645 -0.035 -0.672 F2 27C 5 27C C3 C3 C 0 1 N N R -9.526 9.840 53.547 -3.599 -0.729 0.425 C3 27C 6 27C O3 O3 O 0 1 N N N -10.339 10.918 53.100 -3.799 -1.317 1.712 O3 27C 7 27C C4 C4 C 0 1 N N R -8.046 10.273 53.727 -2.249 0.030 0.367 C4 27C 8 27C O4 O4 O 0 1 N N N -7.281 9.754 52.580 -2.456 1.009 -0.674 O4 27C 9 27C C5 C5 C 0 1 N N N -7.374 9.668 54.977 -1.111 -0.923 -0.008 C5 27C 10 27C O5 O5 O 0 1 N N N -5.950 9.968 55.101 0.135 -0.226 0.059 O5 27C 11 27C C1C C1C C 0 1 N N N -3.521 8.972 56.497 4.123 -0.241 -0.066 C1C 27C 12 27C C2C C2C C 0 1 N N N -1.997 8.876 56.537 4.986 0.972 0.288 C2C 27C 13 27C C3C C3C C 0 1 N N N -1.379 9.956 57.406 6.465 0.593 0.185 C3C 27C 14 27C C4C C4C C 0 1 N N N 0.156 9.912 57.337 7.328 1.806 0.538 C4C 27C 15 27C OP1 OP1 O 0 1 N N N -6.194 10.238 57.179 1.585 -1.345 -1.827 OP1 27C 16 27C OP2 OP2 O 0 1 N N N -5.515 12.188 55.468 1.714 -2.128 0.570 OP2 27C 17 27C OP3 OP3 O 0 1 N N N -3.882 10.209 55.870 2.742 0.113 0.030 OP3 27C 18 27C HO1 HO1 H 0 1 N Y N -7.023 10.203 50.279 -3.275 3.419 -0.079 HO1 27C 19 27C H1 H1 H 0 1 N N N -7.832 8.337 51.254 -4.223 1.742 -1.491 H1 27C 20 27C H2 H2 H 0 1 N N N -10.383 8.894 51.814 -5.032 0.770 1.113 H2 27C 21 27C H3 H3 H 0 1 N N N -9.907 9.383 54.472 -3.655 -1.484 -0.359 H3 27C 22 27C HO3 HO3 H 0 1 N Y N -10.397 11.576 53.783 -4.668 -1.726 1.827 HO3 27C 23 27C H4 H4 H 0 1 N N N -7.986 11.371 53.769 -2.041 0.517 1.320 H4 27C 24 27C H51 H5 H 0 1 N N N -7.887 10.060 55.867 -1.096 -1.762 0.687 H51 27C 25 27C H52 H5A H 0 1 N N N -7.493 8.575 54.937 -1.267 -1.292 -1.022 H52 27C 26 27C H1C H1C H 0 1 N N N -3.922 8.944 57.521 4.346 -0.561 -1.083 H1C 27C 27 27C H1CA H1CA H 0 0 N N N -3.931 8.130 55.920 4.338 -1.054 0.627 H1CA 27C 28 27C H2C H2C H 0 1 N N N -1.714 7.892 56.939 4.770 1.786 -0.405 H2C 27C 29 27C H2CA H2CA H 0 0 N N N -1.608 8.979 55.513 4.763 1.293 1.305 H2CA 27C 30 27C H3C H3C H 0 1 N N N -1.726 10.940 57.057 6.680 -0.221 0.877 H3C 27C 31 27C H3CA H3CA H 0 0 N N N -1.696 9.804 58.448 6.688 0.272 -0.833 H3CA 27C 32 27C H4C H4C H 0 1 N N N 0.575 10.704 57.975 8.381 1.536 0.465 H4C 27C 33 27C H4CA H4CA H 0 0 N N N 0.511 8.932 57.689 7.112 2.619 -0.155 H4CA 27C 34 27C H4CB H4CB H 0 0 N N N 0.481 10.068 56.298 7.105 2.126 1.556 H4CB 27C 35 27C HOP1 HOP1 H 0 0 N N N -6.990 10.756 57.221 1.482 -0.603 -2.438 HOP1 27C 36 # # 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 27C O1 C1 SING N N 1 27C O1 HO1 SING N N 2 27C O5 P SING N N 3 27C OP2 P DOUB N N 4 27C OP3 P SING N N 5 27C P OP1 SING N N 6 27C C1 C2 SING N N 7 27C C1 O4 SING N N 8 27C C1 H1 SING N N 9 27C C2 F2 SING N N 10 27C C2 C3 SING N N 11 27C C2 H2 SING N N 12 27C O3 C3 SING N N 13 27C C3 C4 SING N N 14 27C C3 H3 SING N N 15 27C O3 HO3 SING N N 16 27C O4 C4 SING N N 17 27C C4 C5 SING N N 18 27C C4 H4 SING N N 19 27C C5 O5 SING N N 20 27C C5 H51 SING N N 21 27C C5 H52 SING N N 22 27C OP3 C1C SING N N 23 27C C1C C2C SING N N 24 27C C1C H1C SING N N 25 27C C1C H1CA SING N N 26 27C C2C C3C SING N N 27 27C C2C H2C SING N N 28 27C C2C H2CA SING N N 29 27C C4C C3C SING N N 30 27C C3C H3C SING N N 31 27C C3C H3CA SING N N 32 27C C4C H4C SING N N 33 27C C4C H4CA SING N N 34 27C C4C H4CB SING N N 35 27C OP1 HOP1 SING N N 36 # # 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 27C SMILES ACDLabs 12.01 "FC1C(O)C(OC1O)COP(=O)(OCCCC)O" 27C InChI InChI 1.03 "InChI=1S/C9H18FO7P/c1-2-3-4-15-18(13,14)16-5-6-8(11)7(10)9(12)17-6/h6-9,11-12H,2-5H2,1H3,(H,13,14)/t6-,7+,8-,9+/m1/s1" 27C InChIKey InChI 1.03 BWGUXMJYTMZOIK-XAVMHZPKSA-N 27C SMILES_CANONICAL CACTVS 3.370 "CCCCO[P](O)(=O)OC[C@H]1O[C@H](O)[C@@H](F)[C@@H]1O" 27C SMILES CACTVS 3.370 "CCCCO[P](O)(=O)OC[CH]1O[CH](O)[CH](F)[CH]1O" 27C SMILES_CANONICAL "OpenEye OEToolkits" 1.7.6 "CCCCO[P@](=O)(O)OC[C@@H]1[C@H]([C@@H]([C@H](O1)O)F)O" 27C SMILES "OpenEye OEToolkits" 1.7.6 "CCCCOP(=O)(O)OCC1C(C(C(O1)O)F)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 27C "SYSTEMATIC NAME" ACDLabs 12.01 "5-O-[(S)-butoxy(hydroxy)phosphoryl]-2-deoxy-2-fluoro-alpha-D-arabinofuranose" 27C "SYSTEMATIC NAME" "OpenEye OEToolkits" 1.7.6 "butyl [(2R,3R,4S,5S)-4-fluoranyl-3,5-bis(oxidanyl)oxolan-2-yl]methyl hydrogen 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 27C "CARBOHYDRATE ISOMER" D PDB ? 27C "CARBOHYDRATE RING" furanose PDB ? 27C "CARBOHYDRATE ANOMER" alpha PDB ? 27C "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 27C "Create component" 2011-05-11 PDBJ 27C "Modify descriptor" 2011-06-04 RCSB 27C "Other modification" 2013-01-08 RCSB 27C "Other modification" 2020-07-03 RCSB 27C "Modify synonyms" 2020-07-17 RCSB 27C "Modify linking type" 2020-07-17 RCSB 27C "Modify atom id" 2020-07-17 RCSB 27C "Modify component atom id" 2020-07-17 RCSB 27C "Modify leaving atom flag" 2020-07-17 RCSB ##