data_MBZ # _chem_comp.id MBZ _chem_comp.name "1-[2-DEOXYRIBOFURANOSYL]-4-METHYL-BENZOIMIDAZOLE-5'-MONOPHOSPHATE" _chem_comp.type "DNA LINKING" _chem_comp.pdbx_type HETAIN _chem_comp.formula "C13 H17 N2 O6 P" _chem_comp.mon_nstd_parent_comp_id ? _chem_comp.pdbx_synonyms ? _chem_comp.pdbx_formal_charge 0 _chem_comp.pdbx_initial_date 2000-02-03 _chem_comp.pdbx_modified_date 2011-06-04 _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 328.258 _chem_comp.one_letter_code N _chem_comp.three_letter_code MBZ _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 1EEK _chem_comp.pdbx_subcomponent_list ? _chem_comp.pdbx_processing_site EBI # 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 MBZ P P P 0 1 N N N -0.767 -9.472 17.749 0.934 -0.167 -4.600 P MBZ 1 MBZ OP1 O1P O 0 1 N N N -0.866 -10.468 18.839 1.795 0.973 -4.217 OP1 MBZ 2 MBZ OP2 O2P O 0 1 N N N 0.116 -9.706 16.585 1.830 -1.304 -5.304 OP2 MBZ 3 MBZ OP3 O3P O 0 1 N Y N -0.427 -8.041 18.370 -0.198 0.336 -5.628 OP3 MBZ 4 MBZ "O5'" O5* O 0 1 N N N -2.239 -9.082 17.236 0.232 -0.774 -3.284 "O5'" MBZ 5 MBZ "O3'" O3* O 0 1 N N N -6.205 -8.123 16.047 -3.397 0.936 -1.382 "O3'" MBZ 6 MBZ "C1'" C1* C 0 1 N N R -3.952 -6.136 16.291 -0.972 -0.537 0.833 "C1'" MBZ 7 MBZ "C2'" C2* C 0 1 N N N -3.986 -7.333 15.343 -2.167 0.422 0.677 "C2'" MBZ 8 MBZ "C3'" C3* C 0 1 N N S -4.809 -8.329 16.159 -2.093 0.883 -0.798 "C3'" MBZ 9 MBZ "C4'" C4* C 0 1 N N R -4.394 -7.993 17.598 -1.241 -0.237 -1.446 "C4'" MBZ 10 MBZ "C5'" C5* C 0 1 N N N -3.319 -8.941 18.143 -0.544 0.276 -2.707 "C5'" MBZ 11 MBZ "O4'" O4* O 0 1 N N N -3.908 -6.661 17.603 -0.274 -0.563 -0.422 "O4'" MBZ 12 MBZ C5M C5M C 0 1 N N N 0.706 -1.928 16.311 2.221 0.934 5.904 C5M MBZ 13 MBZ C6 C6 C 0 1 Y N N -0.823 -2.273 16.313 1.097 0.194 5.227 C6 MBZ 14 MBZ C7 C7 C 0 1 Y N N -1.261 -3.623 16.174 0.902 0.326 3.850 C7 MBZ 15 MBZ N7 N7 N 0 1 Y N N -0.555 -4.801 15.996 1.546 1.017 2.875 N7 MBZ 16 MBZ C8 C8 C 0 1 Y N N -1.454 -5.736 15.942 0.970 0.798 1.729 C8 MBZ 17 MBZ N1 N1 N 0 1 Y N N -2.746 -5.299 16.093 -0.079 -0.052 1.889 N1 MBZ 18 MBZ C9 C9 C 0 1 Y N N -2.604 -3.930 16.228 -0.146 -0.374 3.229 C9 MBZ 19 MBZ C10 C10 C 0 1 Y N N -3.599 -2.931 16.405 -0.983 -1.179 3.989 C10 MBZ 20 MBZ C11 C11 C 0 1 Y N N -3.195 -1.587 16.509 -0.775 -1.290 5.348 C11 MBZ 21 MBZ C12 C12 C 0 1 Y N N -1.821 -1.260 16.447 0.263 -0.602 5.959 C12 MBZ 22 MBZ HOP2 2HOP H 0 0 N N N 0.179 -9.066 15.885 2.232 -0.899 -6.085 HOP2 MBZ 23 MBZ HOP3 3HOP H 0 0 N N N -0.363 -7.401 17.670 -0.735 -0.435 -5.851 HOP3 MBZ 24 MBZ "HO'3" 3HO* H 0 0 N N N -6.716 -8.742 16.554 -3.903 1.586 -0.875 "HO'3" MBZ 25 MBZ "H1'" H1* H 0 1 N N N -4.885 -5.592 16.160 -1.329 -1.536 1.080 "H1'" MBZ 26 MBZ "H2'" 1H2* H 0 1 N N N -3.000 -7.762 15.172 -3.104 -0.101 0.867 "H2'" MBZ 27 MBZ "H2''" 2H2* H 0 0 N N N -4.413 -7.066 14.377 -2.063 1.274 1.349 "H2''" MBZ 28 MBZ "H3'" H3* H 0 1 N N N -4.567 -9.361 15.895 -1.593 1.848 -0.880 "H3'" MBZ 29 MBZ "H4'" H4* H 0 1 N N N -5.246 -8.045 18.279 -1.860 -1.104 -1.677 "H4'" MBZ 30 MBZ "H5'" 1H5* H 0 1 N N N -2.992 -8.549 19.110 -1.293 0.611 -3.426 "H5'" MBZ 31 MBZ "H5''" 2H5* H 0 0 N N N -3.749 -9.930 18.294 0.107 1.110 -2.448 "H5''" MBZ 32 MBZ H71 1H5M H 0 1 N N N 0.987 -1.320 15.463 3.116 0.312 5.907 H71 MBZ 33 MBZ H72 2H5M H 0 1 N N N 0.971 -1.379 17.219 2.424 1.859 5.365 H72 MBZ 34 MBZ H73 3H5M H 0 1 N N N 1.369 -2.794 16.296 1.937 1.166 6.931 H73 MBZ 35 MBZ H8 H8 H 0 1 N N N -1.174 -6.769 15.809 1.281 1.228 0.788 H8 MBZ 36 MBZ H10 H10 H 0 1 N N N -4.664 -3.174 16.454 -1.793 -1.716 3.519 H10 MBZ 37 MBZ H11 H11 H 0 1 N N N -3.942 -0.806 16.628 -1.425 -1.916 5.941 H11 MBZ 38 MBZ H12 H12 H 0 1 N N N -1.530 -0.221 16.522 0.414 -0.699 7.024 H12 MBZ 39 # 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 MBZ P OP1 DOUB N N 1 MBZ P OP2 SING N N 2 MBZ P OP3 SING N N 3 MBZ P "O5'" SING N N 4 MBZ OP2 HOP2 SING N N 5 MBZ OP3 HOP3 SING N N 6 MBZ "O5'" "C5'" SING N N 7 MBZ "O3'" "C3'" SING N N 8 MBZ "O3'" "HO'3" SING N N 9 MBZ "C1'" "C2'" SING N N 10 MBZ "C1'" "O4'" SING N N 11 MBZ "C1'" N1 SING N N 12 MBZ "C1'" "H1'" SING N N 13 MBZ "C2'" "C3'" SING N N 14 MBZ "C2'" "H2'" SING N N 15 MBZ "C2'" "H2''" SING N N 16 MBZ "C3'" "C4'" SING N N 17 MBZ "C3'" "H3'" SING N N 18 MBZ "C4'" "C5'" SING N N 19 MBZ "C4'" "O4'" SING N N 20 MBZ "C4'" "H4'" SING N N 21 MBZ "C5'" "H5'" SING N N 22 MBZ "C5'" "H5''" SING N N 23 MBZ C5M C6 SING N N 24 MBZ C5M H71 SING N N 25 MBZ C5M H72 SING N N 26 MBZ C5M H73 SING N N 27 MBZ C6 C7 SING Y N 28 MBZ C6 C12 DOUB Y N 29 MBZ C7 N7 SING Y N 30 MBZ C7 C9 DOUB Y N 31 MBZ N7 C8 DOUB Y N 32 MBZ C8 N1 SING Y N 33 MBZ C8 H8 SING N N 34 MBZ N1 C9 SING Y N 35 MBZ C9 C10 SING Y N 36 MBZ C10 C11 DOUB Y N 37 MBZ C10 H10 SING N N 38 MBZ C11 C12 SING Y N 39 MBZ C11 H11 SING N N 40 MBZ C12 H12 SING N N 41 # 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 MBZ SMILES ACDLabs 10.04 "O=P(O)(O)OCC3OC(n2cnc1c(cccc12)C)CC3O" MBZ SMILES_CANONICAL CACTVS 3.341 "Cc1cccc2n(cnc12)[C@H]3C[C@H](O)[C@@H](CO[P](O)(O)=O)O3" MBZ SMILES CACTVS 3.341 "Cc1cccc2n(cnc12)[CH]3C[CH](O)[CH](CO[P](O)(O)=O)O3" MBZ SMILES_CANONICAL "OpenEye OEToolkits" 1.5.0 "Cc1cccc2c1ncn2[C@H]3C[C@@H]([C@H](O3)COP(=O)(O)O)O" MBZ SMILES "OpenEye OEToolkits" 1.5.0 "Cc1cccc2c1ncn2C3CC(C(O3)COP(=O)(O)O)O" MBZ InChI InChI 1.03 "InChI=1S/C13H17N2O6P/c1-8-3-2-4-9-13(8)14-7-15(9)12-5-10(16)11(21-12)6-20-22(17,18)19/h2-4,7,10-12,16H,5-6H2,1H3,(H2,17,18,19)/t10-,11+,12+/m0/s1" MBZ InChIKey InChI 1.03 ZNNQATJVEJKFID-QJPTWQEYSA-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 MBZ "SYSTEMATIC NAME" ACDLabs 10.04 "1-(2-deoxy-5-O-phosphono-beta-D-erythro-pentofuranosyl)-4-methyl-1H-benzimidazole" MBZ "SYSTEMATIC NAME" "OpenEye OEToolkits" 1.5.0 "[(2R,3S,5R)-3-hydroxy-5-(4-methylbenzimidazol-1-yl)oxolan-2-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 MBZ "Create component" 2000-02-03 EBI MBZ "Modify descriptor" 2011-06-04 RCSB #