data_CRB # _chem_comp.id CRB _chem_comp.name "[1R-(1ALPHA,3BETA,4ALPHA,5BETA)]-5-(PHOSPHONOMETHYL)-1,3,4-TRIHYDROXYCYCLOHEXANE-1-CARBOXYLIC ACID" _chem_comp.type NON-POLYMER _chem_comp.pdbx_type HETAIN _chem_comp.formula "C8 H15 O8 P" _chem_comp.mon_nstd_parent_comp_id ? _chem_comp.pdbx_synonyms CARBAPHOSPHONATE _chem_comp.pdbx_formal_charge 0 _chem_comp.pdbx_initial_date 1999-07-08 _chem_comp.pdbx_modified_date 2020-06-17 _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 270.174 _chem_comp.one_letter_code ? _chem_comp.three_letter_code CRB _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 1DQS _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 CRB C1 C1 C 0 1 N N N 20.586 33.672 24.070 -1.915 -0.169 2.429 C1 CRB 1 CRB O11 O11 O 0 1 N N N 20.232 34.537 24.955 -2.124 -1.460 2.731 O11 CRB 2 CRB O12 O12 O 0 1 N N N 21.695 33.640 23.505 -2.738 0.663 2.731 O12 CRB 3 CRB C2 C2 C 0 1 N N S 19.548 32.565 23.783 -0.655 0.242 1.712 C2 CRB 4 CRB O2 O2 O 0 1 N N N 18.270 33.024 24.193 -0.665 1.656 1.505 O2 CRB 5 CRB C3 C3 C 0 1 N N N 19.453 32.120 22.313 0.560 -0.140 2.558 C3 CRB 6 CRB C4 C4 C 0 1 N N R 18.637 30.852 22.135 1.839 0.277 1.831 C4 CRB 7 CRB O4 O4 O 0 1 N N N 18.596 30.422 20.749 2.975 -0.079 2.621 O4 CRB 8 CRB C5 C5 C 0 1 N N R 19.250 29.736 23.006 1.913 -0.434 0.479 C5 CRB 9 CRB O5 O5 O 0 1 N N N 18.635 28.526 22.708 3.108 -0.044 -0.200 O5 CRB 10 CRB C6 C6 C 0 1 N N S 19.092 30.170 24.462 0.697 -0.051 -0.366 C6 CRB 11 CRB C7 C7 C 0 1 N N N 19.442 29.126 25.517 0.772 -0.764 -1.718 C7 CRB 12 CRB C8 C8 C 0 1 N N N 19.989 31.407 24.711 -0.581 -0.470 0.360 C8 CRB 13 CRB P1 P1 P 0 1 N N N 18.885 29.458 27.216 -0.378 0.029 -2.888 P1 CRB 14 CRB O91 O91 O 0 1 N N N 19.495 30.683 27.774 -0.088 1.479 -2.957 O91 CRB 15 CRB O92 O92 O 0 1 N N N 19.289 28.224 28.015 -0.195 -0.623 -4.348 O92 CRB 16 CRB O93 O93 O 0 1 N N N 17.315 29.583 27.179 -1.892 -0.191 -2.386 O93 CRB 17 CRB HOB HOB H 0 1 N N N 19.385 34.561 25.386 -2.933 -1.724 3.191 HOB CRB 18 CRB HO2 HO2 H 0 1 N N N 17.631 32.343 24.016 -0.713 2.066 2.380 HO2 CRB 19 CRB H31 1H3 H 0 1 N N N 19.059 32.942 21.671 0.567 -1.218 2.716 H31 CRB 20 CRB H32 2H3 H 0 1 N N N 20.467 32.009 21.862 0.507 0.367 3.521 H32 CRB 21 CRB H4 H4 H 0 1 N N N 17.589 31.065 22.450 1.832 1.356 1.673 H4 CRB 22 CRB HO4 HO4 H 0 1 N N N 18.085 29.628 20.637 2.889 0.389 3.462 HO4 CRB 23 CRB H5 H5 H 0 1 N N N 20.335 29.578 22.805 1.921 -1.513 0.637 H5 CRB 24 CRB HO5 HO5 H 0 1 N N N 19.012 27.838 23.244 3.849 -0.303 0.365 HO5 CRB 25 CRB H6 H6 H 0 1 N N N 18.002 30.372 24.582 0.690 1.026 -0.524 H6 CRB 26 CRB H71 1H7 H 0 1 N N N 19.070 28.126 25.190 1.788 -0.700 -2.107 H71 CRB 27 CRB H72 2H7 H 0 1 N N N 20.542 28.946 25.513 0.496 -1.811 -1.592 H72 CRB 28 CRB H81 1H8 H 0 1 N N N 21.072 31.169 24.600 -0.573 -1.548 0.518 H81 CRB 29 CRB H82 2H8 H 0 1 N N N 19.999 31.709 25.784 -1.447 -0.197 -0.241 H82 CRB 30 CRB HOP2 2HOP H 0 0 N N N 18.998 28.397 28.902 -0.820 -0.176 -4.934 HOP2 CRB 31 CRB HOP3 3HOP H 0 0 N N N 17.024 29.756 28.066 -2.039 -1.147 -2.355 HOP3 CRB 32 # # 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 CRB C1 O11 SING N N 1 CRB C1 O12 DOUB N N 2 CRB C1 C2 SING N N 3 CRB O11 HOB SING N N 4 CRB C2 O2 SING N N 5 CRB C2 C3 SING N N 6 CRB C2 C8 SING N N 7 CRB O2 HO2 SING N N 8 CRB C3 C4 SING N N 9 CRB C3 H31 SING N N 10 CRB C3 H32 SING N N 11 CRB C4 O4 SING N N 12 CRB C4 C5 SING N N 13 CRB C4 H4 SING N N 14 CRB O4 HO4 SING N N 15 CRB C5 O5 SING N N 16 CRB C5 C6 SING N N 17 CRB C5 H5 SING N N 18 CRB O5 HO5 SING N N 19 CRB C6 C7 SING N N 20 CRB C6 C8 SING N N 21 CRB C6 H6 SING N N 22 CRB C7 P1 SING N N 23 CRB C7 H71 SING N N 24 CRB C7 H72 SING N N 25 CRB C8 H81 SING N N 26 CRB C8 H82 SING N N 27 CRB P1 O91 DOUB N N 28 CRB P1 O92 SING N N 29 CRB P1 O93 SING N N 30 CRB O92 HOP2 SING N N 31 CRB O93 HOP3 SING N N 32 # # 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 CRB SMILES ACDLabs 10.04 "O=C(O)C1(O)CC(O)C(O)C(CP(=O)(O)O)C1" CRB SMILES_CANONICAL CACTVS 3.341 "O[C@@H]1C[C@@](O)(C[C@H](C[P](O)(O)=O)[C@H]1O)C(O)=O" CRB SMILES CACTVS 3.341 "O[CH]1C[C](O)(C[CH](C[P](O)(O)=O)[CH]1O)C(O)=O" CRB SMILES_CANONICAL "OpenEye OEToolkits" 1.5.0 "C1[C@@H]([C@H]([C@@H](C[C@@]1(C(=O)O)O)O)O)CP(=O)(O)O" CRB SMILES "OpenEye OEToolkits" 1.5.0 "C1C(C(C(CC1(C(=O)O)O)O)O)CP(=O)(O)O" CRB InChI InChI 1.03 "InChI=1S/C8H15O8P/c9-5-2-8(13,7(11)12)1-4(6(5)10)3-17(14,15)16/h4-6,9-10,13H,1-3H2,(H,11,12)(H2,14,15,16)/t4-,5-,6-,8+/m1/s1" CRB InChIKey InChI 1.03 BKLICLLAHMTUPK-UNGCPHIMSA-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 CRB "SYSTEMATIC NAME" ACDLabs 10.04 "(1S,3R,4R,5S)-1,3,4-trihydroxy-5-(phosphonomethyl)cyclohexanecarboxylic acid" CRB "SYSTEMATIC NAME" "OpenEye OEToolkits" 1.5.0 "(1S,3R,4R,5S)-1,3,4-trihydroxy-5-(phosphonomethyl)cyclohexane-1-carboxylic 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 CRB "Create component" 1999-07-08 RCSB CRB "Modify descriptor" 2011-06-04 RCSB CRB "Modify synonyms" 2020-06-05 PDBE # _pdbx_chem_comp_synonyms.ordinal 1 _pdbx_chem_comp_synonyms.comp_id CRB _pdbx_chem_comp_synonyms.name CARBAPHOSPHONATE _pdbx_chem_comp_synonyms.provenance ? _pdbx_chem_comp_synonyms.type ? ##