data_bmst000087 ####################### # Entry information # ####################### save_entry_information _Entry.Sf_category entry_information _Entry.Sf_framecode entry_information _Entry.ID bmst000087 _Entry.Title guanosine _Entry.Version_type original _Entry.Submission_date 2006-02-23 _Entry.Accession_date 2006-02-23 _Entry.Last_release_date 2006-02-23 _Entry.Original_release_date 2006-02-23 _Entry.Origination author _Entry.NMR_STAR_version 'NMR STAR v3.1' _Entry.Original_NMR_STAR_version 'NMR STAR v3.1' _Entry.Experimental_method NMR _Entry.Experimental_method_subtype theoretical _Entry.Details ? _Entry.BMRB_internal_directory_name guanosine loop_ _Entry_author.Ordinal _Entry_author.Given_name _Entry_author.Family_name _Entry_author.Middle_initials _Entry_author.Family_title _Entry_author.Entry_ID 1 William Westler M. ? bmst000087 2 John Markley L. ? bmst000087 stop_ loop_ _Entry_src.Project_name _Entry_src.Organization_full_name _Entry_src.Organization_initials _Entry_src.Entry_ID metabolics 'Madison Metabolomics Consortium' MMC bmst000087 stop_ loop_ _Data_set.Type _Data_set.Count _Data_set.Entry_ID other_data_list 1 bmst000087 stop_ loop_ _Datum.Type _Datum.Count _Datum.Entry_ID 'theoretical chemical shifts' 1 bmst000087 stop_ loop_ _Release.Release_number _Release.Format_type _Release.Format_version _Release.Date _Release.Submission_date _Release.Type _Release.Author _Release.Detail _Release.Entry_ID 1 . . 2006-02-23 2006-02-23 original BMRB 'Original theoretical calculations from NMRFAM' bmst000087 2 . . 2008-11-18 2008-11-18 update BMRB 'updated the file to match latest NMR STAR dictionary' bmst000087 3 . . 2008-11-18 2008-11-18 update BMRB 'removing this entry from production due to atom-id mismatch' bmst000087 4 . . 2017-10-12 2017-10-12 update BMRB 'Remediated Experiment_file loop if present and standardized mol and png file tags.' bmst000087 stop_ loop_ _Auxiliary_files.ID _Auxiliary_files.URI _Auxiliary_files.DOI _Auxiliary_files.Path _Auxiliary_files.Format _Auxiliary_files.Details _Auxiliary_files.Entry_ID 1 . . guanosine_3677_opt.pdb x-chemical/x-pdb 'Name of the file containing the atomic coordinates' bmst000087 2 . . guanosine_3677.g03.shifts text/plain 'Name of the file containing theoretical chemical shift data' bmst000087 stop_ save_ ############### # Citations # ############### save_citations _Citation.Sf_category citations _Citation.Sf_framecode citations _Citation.Entry_ID bmst000087 _Citation.ID 1 _Citation.Class 'reference citation' _Citation.PubMed_ID 18940862 _Citation.Title ; Database resources of the National Center for Biotechnology Information. ; _Citation.Status published _Citation.Type internet _Citation.WWW_URL http://pubchem.ncbi.nlm.nih.gov/ _Citation.Year 2006 _Citation.Details ? loop_ _Citation_author.Ordinal _Citation_author.Given_name _Citation_author.Family_name _Citation_author.First_initial _Citation_author.Middle_initials _Citation_author.Family_title _Citation_author.Entry_ID _Citation_author.Citation_ID 1 D. Wheeler D. L. ? bmst000087 1 2 T. Barrett T. ? ? bmst000087 1 3 D. Benson D. A. ? bmst000087 1 4 S. Bryant S. H. ? bmst000087 1 5 K. Canese K. ? ? bmst000087 1 6 V. Chetvenin V. ? ? bmst000087 1 7 D. Church D. M. ? bmst000087 1 8 M. DiCuccio M. ? ? bmst000087 1 9 R. Edgar R. ? ? bmst000087 1 10 S. Federhen S. ? ? bmst000087 1 11 L. Geer L. Y. ? bmst000087 1 12 W. Helmberg W. ? ? bmst000087 1 13 Y. Kapustin Y. ? ? bmst000087 1 14 D. Kenton D. L. ? bmst000087 1 15 O. Khovayko O. ? ? bmst000087 1 16 D. Lipman D. J. ? bmst000087 1 17 T. Madden T. L. ? bmst000087 1 18 D. Maglott D. R. ? bmst000087 1 19 J. Ostell J. ? ? bmst000087 1 20 K. Pruitt K. D. ? bmst000087 1 21 G. Schuler G. D. ? bmst000087 1 22 L. Schriml L. M. ? bmst000087 1 23 E. Sequeira E. ? ? bmst000087 1 24 S. Sherry S. T. ? bmst000087 1 25 K. Sirotkin K. ? ? bmst000087 1 26 A. Souvorov A. ? ? bmst000087 1 27 G. Starchenko G. ? ? bmst000087 1 28 T. Suzek T. O. ? bmst000087 1 29 R. Tatusov R. ? ? bmst000087 1 30 T. Tatusova T. A. ? bmst000087 1 31 L. Bagner L. ? ? bmst000087 1 32 E. Yaschenko E. ? ? bmst000087 1 stop_ save_ #################################### # Biological polymers and ligands # #################################### save_guanosine _Entity.Sf_category entity _Entity.Sf_framecode guanosine _Entity.Entry_ID bmst000087 _Entity.ID 1 _Entity.BMRB_code ? _Entity.Name guanosine _Entity.Type non-polymer _Entity.Ambiguous_conformational_states N _Entity.Ambiguous_chem_comp_sites N _Entity.Nstd_monomer no _Entity.Nstd_chirality N _Entity.Nstd_linkage N _Entity.Paramagnetic no _Entity.Thiol_state 'not reported' loop_ _Entity_comp_index.ID _Entity_comp_index.Comp_ID _Entity_comp_index.Comp_label _Entity_comp_index.Entry_ID _Entity_comp_index.Entity_ID 1 1 $chem_comp_1 bmst000087 1 stop_ save_ ################################# # Polymer residues and ligands # ################################# save_chem_comp_1 _Chem_comp.Sf_category chem_comp _Chem_comp.Sf_framecode chem_comp_1 _Chem_comp.Entry_ID bmst000087 _Chem_comp.ID 1 _Chem_comp.Name guanosine _Chem_comp.Type non-polymer _Chem_comp.BMRB_code ? _Chem_comp.PDB_code ? _Chem_comp.InChI_code ; InChI=1/C10H13N5O5/c11-10-13-7-4(8(19)14-10)12-2-15(7)9-6(18)5(17)3(1-16)20-9/h2-3,5-6,9,16-18H,1H2,(H3,11,13,14,19)/t3-,5-,6-,9-/m1/s1/f/h13H,11H2 ; _Chem_comp.Mon_nstd_flag ? _Chem_comp.Std_deriv_one_letter_code ? _Chem_comp.Std_deriv_three_letter_code ? _Chem_comp.Std_deriv_BMRB_code ? _Chem_comp.Std_deriv_PDB_code ? _Chem_comp.Formal_charge ? _Chem_comp.Paramagnetic ? _Chem_comp.Aromatic ? _Chem_comp.Formula 'C10 H13 N5 O5' _Chem_comp.Formula_weight 283.2407200000 _Chem_comp.Formula_mono_iso_wt_nat 283.091668554 _Chem_comp.Formula_mono_iso_wt_13C 293.125216932 _Chem_comp.Formula_mono_iso_wt_15N 288.07684302 _Chem_comp.Formula_mono_iso_wt_13C_15N 293.125216932 _Chem_comp.Image_file_name bmst000087.png _Chem_comp.Image_file_format png _Chem_comp.Topo_file_name ? _Chem_comp.Topo_file_format ? _Chem_comp.Struct_file_name bmst000087.mol _Chem_comp.Struct_file_format mol _Chem_comp.Stereochem_param_file_name ? _Chem_comp.Details ? _Chem_comp.DB_query_date ? _Chem_comp.DB_last_query_revised_last_date ? loop_ _Chem_comp_common_name.Name _Chem_comp_common_name.Type _Chem_comp_common_name.Entry_ID _Chem_comp_common_name.Comp_ID 'Guanine, 9-beta-D-ribofuranosyl-' synonym bmst000087 1 'beta-D-Ribofuranoside, guanine-9' synonym bmst000087 1 'Vernine (VAN)' synonym bmst000087 1 GUANOSINE synonym bmst000087 1 Guo synonym bmst000087 1 Guanozin synonym bmst000087 1 Vernine synonym bmst000087 1 'Inosine, 2-amino- (VAN)' synonym bmst000087 1 '6H-Purin-6-one, 2-amino-1,9-dihydro-9-beta-D-ribofuranosyl-' synonym bmst000087 1 'Guanine riboside' synonym bmst000087 1 'USAF CB-11' synonym bmst000087 1 GUANINE-9:BETA-D-RIBOFURANOSIDE synonym bmst000087 1 'Guanine, 9-beta-D-ribofuranosyl- (VAN)' synonym bmst000087 1 2(3H)-Imino-9-beta-D-ribofuranosyl-9H-purin-6(1H)-one synonym bmst000087 1 GR synonym bmst000087 1 'Ribofuranoside, guanine-9, beta-D-' synonym bmst000087 1 'Inosine, 2-amino-' synonym bmst000087 1 AI3-52065 synonym bmst000087 1 2-Amino-1,9-dihydro-9-beta-D-ribofuranosyl-6H-purin-6-one synonym bmst000087 1 Guanosine synonym bmst000087 1 9-beta-D-Ribofuranosylguanine synonym bmst000087 1 stop_ loop_ _Chem_comp_systematic_name.Name _Chem_comp_systematic_name.Naming_system _Chem_comp_systematic_name.Entry_ID _Chem_comp_systematic_name.Comp_ID 2-amino-9-[(2R,3R,4R,5R)-3,4-dihydroxy-5-(hydroxymethyl)oxolan-2-yl]-3H-purin-6-one IUPAC bmst000087 1 2-amino-9-[(2R,3R,4R,5R)-3,4-dihydroxy-5-methylol-tetrahydrofuran-2-yl]-3H-purin-6-one IUPAC_TRADITIONAL bmst000087 1 2-amino-9-[(2R,3R,4R,5R)-3,4-dihydroxy-5-(hydroxymethyl)tetrahydrofuran-2-yl]-3H-purin-6-one IUPAC_CAS bmst000087 1 2-amino-9-[(2R,3R,4R,5R)-3,4-dihydroxy-5-(hydroxymethyl)tetrahydrofuran-2-yl]-3H-purin-6-one IUPAC_OPENEYE bmst000087 1 2-amino-9-[(2R,3R,4R,5R)-3,4-dihydroxy-5-(hydroxymethyl)oxolan-2-yl]-3H-purin-6-one IUPAC_SYSTEMATIC bmst000087 1 stop_ loop_ _Chem_comp_SMILES.Type _Chem_comp_SMILES.String _Chem_comp_SMILES.Entry_ID _Chem_comp_SMILES.Comp_ID Isomeric C1=NC2=C(N1[C@H]3[C@@H]([C@@H]([C@H](O3)CO)O)O)NC(=NC2=O)N bmst000087 1 Canonical C1=NC2=C(N1C3C(C(C(O3)CO)O)O)NC(=NC2=O)N bmst000087 1 stop_ loop_ _Chem_comp_atom.Atom_ID _Chem_comp_atom.Type_symbol _Chem_comp_atom.Stereo_config _Chem_comp_atom.Charge _Chem_comp_atom.Oxidation_number _Chem_comp_atom.Unpaired_electron_number _Chem_comp_atom.Drawing_2D_coord_x _Chem_comp_atom.Drawing_2D_coord_y _Chem_comp_atom.Model_Cartn_x _Chem_comp_atom.Model_Cartn_y _Chem_comp_atom.Model_Cartn_z _Chem_comp_atom.PDBX_ordinal _Chem_comp_atom.Entry_ID _Chem_comp_atom.Comp_ID C1 C ? ? ? ? 6.6648 -1.6734 ? ? ? 1 bmst000087 1 C2 C ? ? ? ? 6.0873 2.6515 ? ? ? 2 bmst000087 1 C3 C ? ? ? ? 5.1350 -2.1734 ? ? ? 3 bmst000087 1 C4 C ? ? ? ? 5.1350 -1.1734 ? ? ? 4 bmst000087 1 C5 C ? ? ? ? 4.2690 -2.6734 ? ? ? 5 bmst000087 1 C6 C ? ? ? ? 3.4030 -1.1734 ? ? ? 6 bmst000087 1 C7 C ? ? ? ? 6.3947 1.6999 ? ? ? 7 bmst000087 1 C8 C ? ? ? ? 7.3452 1.3892 ? ? ? 8 bmst000087 1 C9 C ? ? ? ? 7.3435 0.3892 ? ? ? 9 bmst000087 1 C10 C ? ? ? ? 6.3919 0.0818 ? ? ? 10 bmst000087 1 N11 N ? ? ? ? 2.5369 -0.6734 ? ? ? 11 bmst000087 1 N12 N ? ? ? ? 6.0812 -2.4782 ? ? ? 12 bmst000087 1 N13 N ? ? ? ? 4.2690 -0.6734 ? ? ? 13 bmst000087 1 N14 N ? ? ? ? 3.4030 -2.1734 ? ? ? 14 bmst000087 1 N15 N ? ? ? ? 6.0812 -0.8687 ? ? ? 15 bmst000087 1 O16 O ? ? ? ? 6.7577 3.3934 ? ? ? 16 bmst000087 1 O17 O ? ? ? ? 4.2690 -3.6734 ? ? ? 17 bmst000087 1 O18 O ? ? ? ? 8.1552 1.9756 ? ? ? 18 bmst000087 1 O19 O ? ? ? ? 8.1515 -0.2000 ? ? ? 19 bmst000087 1 O20 O ? ? ? ? 5.8055 0.8919 ? ? ? 20 bmst000087 1 H21 H ? ? ? ? 7.2848 -1.6734 -2.928 1.276 1.419 21 bmst000087 1 H22 H ? ? ? ? 5.7065 3.1407 2.151 1.319 -2.625 22 bmst000087 1 H23 H ? ? ? ? 5.5394 2.3613 1.679 4.664 0.462 23 bmst000087 1 H24 H ? ? ? ? 5.7825 1.7979 -2.836 -1.213 2.497 24 bmst000087 1 H25 H ? ? ? ? 7.2493 2.0017 -3.678 -2.354 1.611 25 bmst000087 1 H26 H ? ? ? ? 7.2454 -0.2230 -1.059 -0.047 1.308 26 bmst000087 1 H27 H ? ? ? ? 5.7794 -0.0141 -2.030 3.345 0.505 27 bmst000087 1 H28 H ? ? ? ? 2.0000 -0.9834 -1.666 1.835 -0.360 28 bmst000087 1 H29 H ? ? ? ? 2.5369 -0.0534 2.538 1.129 0.379 29 bmst000087 1 H30 H ? ? ? ? 6.5672 3.9834 0.076 3.253 1.731 30 bmst000087 1 H31 H ? ? ? ? 3.7321 -3.9834 0.225 1.467 -1.570 31 bmst000087 1 H32 H ? ? ? ? 8.7212 1.7224 0.085 3.816 -0.995 32 bmst000087 1 H33 H ? ? ? ? 8.7183 0.0512 3.062 -0.882 -1.314 33 bmst000087 1 stop_ loop_ _Atom_nomenclature.Atom_ID _Atom_nomenclature.Atom_name _Atom_nomenclature.Naming_system _Atom_nomenclature.Entry_ID _Atom_nomenclature.Comp_ID C1 C1 ? bmst000087 1 C2 C2 ? bmst000087 1 C3 C3 ? bmst000087 1 C4 C4 ? bmst000087 1 C5 C5 ? bmst000087 1 C6 C6 ? bmst000087 1 C7 C7 ? bmst000087 1 C8 C8 ? bmst000087 1 C9 C9 ? bmst000087 1 C10 C10 ? bmst000087 1 N11 N11 ? bmst000087 1 N12 N12 ? bmst000087 1 N13 N13 ? bmst000087 1 N14 N14 ? bmst000087 1 N15 N15 ? bmst000087 1 O16 O16 ? bmst000087 1 O17 O17 ? bmst000087 1 O18 O18 ? bmst000087 1 O19 O19 ? bmst000087 1 O20 O20 ? bmst000087 1 H21 H21 ? bmst000087 1 H22 H22 ? bmst000087 1 H23 H23 ? bmst000087 1 H24 H24 ? bmst000087 1 H25 H25 ? bmst000087 1 H26 H26 ? bmst000087 1 H27 H27 ? bmst000087 1 H28 H28 ? bmst000087 1 H29 H29 ? bmst000087 1 H30 H30 ? bmst000087 1 H31 H31 ? bmst000087 1 H32 H32 ? bmst000087 1 H33 H33 ? bmst000087 1 stop_ loop_ _Chem_comp_bond.ID _Chem_comp_bond.Type _Chem_comp_bond.Value_order _Chem_comp_bond.Atom_ID_1 _Chem_comp_bond.Atom_ID_2 _Chem_comp_bond.Details _Chem_comp_bond.Entry_ID _Chem_comp_bond.Comp_ID 1 covalent DOUB C1 N12 ? bmst000087 1 2 covalent SING C1 N15 ? bmst000087 1 3 covalent SING C1 H21 ? bmst000087 1 4 covalent SING C7 C2 ? bmst000087 1 5 covalent SING C2 O16 ? bmst000087 1 6 covalent SING C2 H22 ? bmst000087 1 7 covalent SING C2 H23 ? bmst000087 1 8 covalent DOUB C3 C4 ? bmst000087 1 9 covalent SING C3 C5 ? bmst000087 1 10 covalent SING C3 N12 ? bmst000087 1 11 covalent SING C4 N13 ? bmst000087 1 12 covalent SING C4 N15 ? bmst000087 1 13 covalent DOUB C5 N14 ? bmst000087 1 14 covalent SING C5 O17 ? bmst000087 1 15 covalent SING C6 N11 ? bmst000087 1 16 covalent DOUB C6 N13 ? bmst000087 1 17 covalent SING C6 N14 ? bmst000087 1 18 covalent SING C7 C8 ? bmst000087 1 19 covalent SING C7 O20 ? bmst000087 1 20 covalent SING C7 H24 ? bmst000087 1 21 covalent SING C8 C9 ? bmst000087 1 22 covalent SING C8 O18 ? bmst000087 1 23 covalent SING C8 H25 ? bmst000087 1 24 covalent SING C9 C10 ? bmst000087 1 25 covalent SING C9 O19 ? bmst000087 1 26 covalent SING C9 H26 ? bmst000087 1 27 covalent SING C10 N15 ? bmst000087 1 28 covalent SING C10 O20 ? bmst000087 1 29 covalent SING C10 H27 ? bmst000087 1 30 covalent SING N11 H28 ? bmst000087 1 31 covalent SING N11 H29 ? bmst000087 1 32 covalent SING O16 H30 ? bmst000087 1 33 covalent SING O17 H31 ? bmst000087 1 34 covalent SING O18 H32 ? bmst000087 1 35 covalent SING O19 H33 ? bmst000087 1 stop_ loop_ _Chem_comp_db_link.Author_supplied _Chem_comp_db_link.Database_code _Chem_comp_db_link.Accession_code _Chem_comp_db_link.Accession_code_type _Chem_comp_db_link.Entry_mol_code _Chem_comp_db_link.Entry_mol_name _Chem_comp_db_link.Entry_experimental_method _Chem_comp_db_link.Entry_relation_type _Chem_comp_db_link.Entry_details _Chem_comp_db_link.Entry_ID _Chem_comp_db_link.Comp_ID no PubChem 151492 sid ? guanosine ? 'matching entry' ? bmst000087 1 no PubChem 6802 cid ? guanosine ? 'matching entry' ? bmst000087 1 no PubChem 3677 sid ? guanosine ? 'matching entry' ? bmst000087 1 no KEGG C00387 'compound ID' ? guanosine ? 'matching entry' ? bmst000087 1 no 'CAS Registry' 118-00-3 'registry number' ? guanosine ? 'matching entry' ? bmst000087 1 no 'CAS Registry' 484-80-0 'registry number' ? guanosine ? 'matching entry' ? bmst000087 1 no 'CAS Registry' 85-30-3 'registry number' ? guanosine ? 'matching entry' ? bmst000087 1 no CHEBI 16750 ? ? guanosine ? 'matching entry' ? bmst000087 1 no NSC 19994 ? ? guanosine ? 'matching entry' ? bmst000087 1 no EINECS 204-227-8 ? ? guanosine ? 'matching entry' ? bmst000087 1 stop_ loop_ _Chem_comp_citation.Citation_ID _Chem_comp_citation.Citation_label _Chem_comp_citation.Entry_ID _Chem_comp_citation.Comp_ID 1 $citations bmst000087 1 stop_ save_ ############################ # Computer software used # ############################ save_software_1 _Software.Sf_category software _Software.Sf_framecode software_1 _Software.Entry_ID bmst000087 _Software.ID 1 _Software.Name Gaussian _Software.Version ? _Software.Details ? loop_ _Vendor.Name _Vendor.Address _Vendor.Electronic_address _Vendor.Entry_ID _Vendor.Software_ID 'Gaussian, Inc.' ? http://www.gaussian.com/home.htm bmst000087 1 stop_ loop_ _Task.Task _Task.Entry_ID _Task.Software_ID 'geometry optimization' bmst000087 1 'chemical shift calculation' bmst000087 1 stop_ save_ #################### # NMR parameters # #################### ############################## # Assigned chemical shifts # ############################## ################################ # Chemical shift referencing # ################################ save_chem_shift_reference _Chem_shift_reference.Sf_category chem_shift_reference _Chem_shift_reference.Sf_framecode chem_shift_reference _Chem_shift_reference.Entry_ID bmst000087 _Chem_shift_reference.ID 1 _Chem_shift_reference.Details ? loop_ _Chem_shift_ref.Atom_type _Chem_shift_ref.Atom_isotope_number _Chem_shift_ref.Mol_common_name _Chem_shift_ref.Atom_group _Chem_shift_ref.Chem_shift_units _Chem_shift_ref.Chem_shift_val _Chem_shift_ref.Ref_type _Chem_shift_ref.Indirect_shift_ratio _Chem_shift_ref.Entry_ID _Chem_shift_ref.Chem_shift_reference_ID H 1 TMS 'methyl protons' ppm 0.00 direct ? bmst000087 1 C 13 TMS 'methyl carbons' ppm 0.00 direct ? bmst000087 1 N 15 'ammonia pentamer' nitrogen ppm 0.00 direct ? bmst000087 1 P 31 'phosphoric acid' phosphorus ppm 0.00 direct ? bmst000087 1 stop_ save_ save_chem_shifts_calc_type _Chem_shifts_calc_type.Sf_category chem_shifts_calc_type _Chem_shifts_calc_type.Sf_framecode chem_shifts_calc_type _Chem_shifts_calc_type.Entry_ID bmst000087 _Chem_shifts_calc_type.ID 1 _Chem_shifts_calc_type.Calculation_level 'Density Functional Theory' _Chem_shifts_calc_type.Quantum_mechanical_method GIAO _Chem_shifts_calc_type.Quantum_mechanical_theory_level B3LYP _Chem_shifts_calc_type.Quantum_mechanical_basis_set 3-21g** _Chem_shifts_calc_type.Chem_shift_nucleus ? _Chem_shifts_calc_type.Chem_shift_reference_ID 1 _Chem_shifts_calc_type.Chem_shift_reference_label $chem_shift_reference _Chem_shifts_calc_type.Details ; Theoretical Chemical shift referencing and correction: 1H chemical shifts Tetramethylsilane (TMS) was geometry optimized at the B3LYP/6-311+g* level of theory. The chemical shielding of TMS was calculated at the pbe1pbe/3-21g* level of theory using the GIAO method. The chemical shielding of TMS was used as the reference (0 ppm) to obtain all other chemical shifts. A series of small organic molecules were optimized and the chemical shieldings were calculated in the same manner as that for TMS. To correct for biases arising from the applied level of theory, especially the bias from the small basis set size, a linear regression analysis was used. The slope and intercept from this regression was used to correct the calculated chemical shifts. The chemical shift was calculated by subtracting the chemical shielding value of the compound of interest from that of TMS and applying the slope and intercept corrections obtained from the regression analysis. corrected_shift=((TMS_shielding - uncorrected_shielding)+1.006)/0.963 13C chemical shifts: Tetramethylsilane (TMS) was geometry optimized at the B3LYP/6-311+g* level of theory. The chemical shielding of TMS was calculated at the pbe1pbe/3-21g* level of theory using the GIAO method. The chemical shielding of TMS was used as the reference (0 ppm) to obtain all other chemical shifts. A series of small organic molecules were optimized and the chemical shieldings were calculated in the same manner as that for TMS. To correct for biases arising from the applied level of theory, especially the bias from the small basis set size, a linear regression analysis of theoretical versus experimental chemical shifts was used. The slope and intercept from this regression was used to correct the calculated chemical shifts. The chemical shift was calculated by subtracting the chemical shielding value of the compound of interest from that of TMS and applying the slope and intercept corrections obtained from the regression analysis. Corrected_shift=((TMS_shielding - uncorrected shielding) -4.53)/0.85 15N chemical shifts: A cyclic pentamer of ammonia (NH3_5) was geometry optimized at the B3LYP/6-311+g* level of theory. The chemical shielding of NH3_5 was calculated at the pbe1pbe/3-21g* level of theory using the GIAO method. The chemical shielding of NH3_5 was used as the reference (0 ppm) to obtain all other chemical shifts. A series of small organic molecules were optimized and the chemical shieldings were calculated in the same manner as that for NH3_5. To correct for biases arising from the applied level of theory, especially the bias from the small basis set size, a linear regression analysis was used. The slope and intercept from this regression was used to correct the calculated chemical shifts. The chemical shift was calculated by subtracting the chemical shielding value of the compound of interest from that of NH3_5 and applying the slope and intercept corrections obtained from the regression analysis. Corrected_shift=((NH_3_5_shielding - uncorrected_shielding)+10.2)/0.9088 31P chemical shifts: Phosphoric acid (H3PO4) was geometry optimized at the B3LYP/6-311+g* level of theory. The chemical shielding of H3PO4 was calculated at the pbe1pbe/3-21g* level of theory using the GIAO method. The chemical shielding of H3PO4 was used as the reference (0 ppm) to obtain all other chemical shifts. No correction for linear bias or offset was applied to calculated 31P chemical shifts. The chemical shift was calculated by subtracting the chemical shielding value of the compound of interest from that of H3PO4. Shift=(H3PO4_shielding - shielding) ; loop_ _Chem_shifts_calc_software.Software_ID _Chem_shifts_calc_software.Software_label _Chem_shifts_calc_software.Entry_ID _Chem_shifts_calc_software.Chem_shifts_calc_type_ID 1 $software_1 bmst000087 1 stop_ save_ ################################# # Theoretical chemical shifts # ################################# save_theoretical_chem_shifts _Theoretical_chem_shift_list.Sf_category theoretical_chem_shifts _Theoretical_chem_shift_list.Sf_framecode theoretical_chem_shifts _Theoretical_chem_shift_list.Entry_ID bmst000087 _Theoretical_chem_shift_list.ID 1 _Theoretical_chem_shift_list.Chem_shifts_calc_type_ID 1 _Theoretical_chem_shift_list.Chem_shifts_calc_type_label $chem_shifts_calc_type _Theoretical_chem_shift_list.Model_atomic_coordinates_ID 1 _Theoretical_chem_shift_list.Model_atomic_coordinates_label $conformer_family_coord_set_1 _Theoretical_chem_shift_list.Fermi_contact_spin_density_units ? _Theoretical_chem_shift_list.Chem_shift_1H_err ? _Theoretical_chem_shift_list.Chem_shift_2H_err ? _Theoretical_chem_shift_list.Chem_shift_13C_err ? _Theoretical_chem_shift_list.Chem_shift_15N_err ? _Theoretical_chem_shift_list.Chem_shift_19F_err ? _Theoretical_chem_shift_list.Chem_shift_31P_err ? _Theoretical_chem_shift_list.Details ? _Theoretical_chem_shift_list.Text_data_format ? _Theoretical_chem_shift_list.Text_data ? loop_ _Theoretical_chem_shift.ID _Theoretical_chem_shift.Entity_ID _Theoretical_chem_shift.Comp_index_ID _Theoretical_chem_shift.Comp_ID _Theoretical_chem_shift.Atom_ID _Theoretical_chem_shift.Atom_type _Theoretical_chem_shift.Fermi_contact_spin_density _Theoretical_chem_shift.Val _Theoretical_chem_shift.Val_err _Theoretical_chem_shift.Auth_seq_ID _Theoretical_chem_shift.Auth_comp_ID _Theoretical_chem_shift.Auth_atom_ID _Theoretical_chem_shift.Entry_ID _Theoretical_chem_shift.Theoretical_chem_shift_list_ID 1 1 1 guanosine N6 N ? 71.503 ? guanosine ? ? bmst000087 1 2 1 1 guanosine N7 N ? 164.906 ? guanosine ? ? bmst000087 1 3 1 1 guanosine N8 N ? 114.019 ? guanosine ? ? bmst000087 1 4 1 1 guanosine N9 N ? 254.832 ? guanosine ? ? bmst000087 1 5 1 1 guanosine N10 N ? 296.844 ? guanosine ? ? bmst000087 1 6 1 1 guanosine C11 C ? 63.387 ? guanosine ? ? bmst000087 1 7 1 1 guanosine C12 C ? 94.524 ? guanosine ? ? bmst000087 1 8 1 1 guanosine C13 C ? 86.758 ? guanosine ? ? bmst000087 1 9 1 1 guanosine C14 C ? 81.833 ? guanosine ? ? bmst000087 1 10 1 1 guanosine C15 C ? 75.474 ? guanosine ? ? bmst000087 1 11 1 1 guanosine C16 C ? 145.433 ? guanosine ? ? bmst000087 1 12 1 1 guanosine C17 C ? 135.165 ? guanosine ? ? bmst000087 1 13 1 1 guanosine C18 C ? 161.656 ? guanosine ? ? bmst000087 1 14 1 1 guanosine C19 C ? 125.436 ? guanosine ? ? bmst000087 1 15 1 1 guanosine C20 C ? 125.611 ? guanosine ? ? bmst000087 1 16 1 1 guanosine H21 H ? 1.729 ? guanosine ? ? bmst000087 1 17 1 1 guanosine H22 H ? 1.280 ? guanosine ? ? bmst000087 1 18 1 1 guanosine H23 H ? 0.720 ? guanosine ? ? bmst000087 1 19 1 1 guanosine H24 H ? 3.557 ? guanosine ? ? bmst000087 1 20 1 1 guanosine H25 H ? 3.934 ? guanosine ? ? bmst000087 1 21 1 1 guanosine H26 H ? 10.633 ? guanosine ? ? bmst000087 1 22 1 1 guanosine H27 H ? 4.896 ? guanosine ? ? bmst000087 1 23 1 1 guanosine H28 H ? 4.448 ? guanosine ? ? bmst000087 1 24 1 1 guanosine H29 H ? 7.360 ? guanosine ? ? bmst000087 1 25 1 1 guanosine H30 H ? 5.346 ? guanosine ? ? bmst000087 1 26 1 1 guanosine H31 H ? 4.358 ? guanosine ? ? bmst000087 1 27 1 1 guanosine H32 H ? 4.897 ? guanosine ? ? bmst000087 1 28 1 1 guanosine H33 H ? 8.131 ? guanosine ? ? bmst000087 1 stop_ save_ ##################################### # Conformer family coordinate set # ##################################### save_conformer_family_coord_set_1 _Conformer_family_coord_set.Sf_category conformer_family_coord_set _Conformer_family_coord_set.Sf_framecode conformer_family_coord_set_1 _Conformer_family_coord_set.Entry_ID bmst000087 _Conformer_family_coord_set.ID 1 _Conformer_family_coord_set.Details ? loop_ _Conformer_family_software.Software_ID _Conformer_family_software.Software_label _Conformer_family_software.Entry_ID _Conformer_family_software.Conformer_family_coord_set_ID 1 $software_1 bmst000087 1 stop_ loop_ _Atom_site.Model_ID _Atom_site.ID _Atom_site.Label_entity_ID _Atom_site.Label_comp_index_ID _Atom_site.Label_comp_ID _Atom_site.Label_atom_ID _Atom_site.Auth_seq_ID _Atom_site.Auth_comp_ID _Atom_site.Auth_atom_ID _Atom_site.Type_symbol _Atom_site.Cartn_x _Atom_site.Cartn_y _Atom_site.Cartn_z _Atom_site.Entry_ID _Atom_site.Conformer_family_coord_set_ID 1 1 1 1 1 O1 1 1 O1 O -2.053 1.614 1.677 bmst000087 1 1 2 1 1 1 O2 1 1 O2 O 2.159 2.071 -2.012 bmst000087 1 1 3 1 1 1 O3 1 1 O3 O 1.914 3.837 0.014 bmst000087 1 1 4 1 1 1 O4 1 1 O4 O 0.627 1.362 1.168 bmst000087 1 1 5 1 1 1 O5 1 1 O5 O -0.733 -4.441 -1.244 bmst000087 1 1 6 1 1 1 N6 1 1 N6 N -3.048 -1.558 1.565 bmst000087 1 1 7 1 1 1 N7 1 1 N7 N 1.291 -0.449 -0.155 bmst000087 1 1 8 1 1 1 N8 1 1 N8 N -0.936 -0.934 0.821 bmst000087 1 1 9 1 1 1 N9 1 1 N9 N -1.863 -3.031 0.183 bmst000087 1 1 10 1 1 1 N10 1 1 N10 N 1.546 -2.381 -1.295 bmst000087 1 1 11 1 1 1 C11 1 1 C11 C -1.525 2.371 0.589 bmst000087 1 1 12 1 1 1 C12 1 1 C12 C 1.487 0.972 0.111 bmst000087 1 1 13 1 1 1 C13 1 1 C13 C -0.035 2.608 0.852 bmst000087 1 1 14 1 1 1 C14 1 1 C14 C 1.120 1.882 -1.086 bmst000087 1 1 15 1 1 1 C15 1 1 C15 C 0.721 3.178 -0.365 bmst000087 1 1 16 1 1 1 C16 1 1 C16 C -1.911 -1.910 0.825 bmst000087 1 1 17 1 1 1 C17 1 1 C17 C 0.168 -1.208 0.058 bmst000087 1 1 18 1 1 1 C18 1 1 C18 C -0.750 -3.389 -0.630 bmst000087 1 1 19 1 1 1 C19 1 1 C19 C 0.326 -2.388 -0.641 bmst000087 1 1 20 1 1 1 C20 1 1 C20 C 2.089 -1.231 -0.996 bmst000087 1 1 21 1 1 1 H21 1 1 H21 H -2.928 1.276 1.419 bmst000087 1 1 22 1 1 1 H22 1 1 H22 H 2.151 1.319 -2.625 bmst000087 1 1 23 1 1 1 H23 1 1 H23 H 1.679 4.664 0.462 bmst000087 1 1 24 1 1 1 H24 1 1 H24 H -2.836 -1.213 2.497 bmst000087 1 1 25 1 1 1 H25 1 1 H25 H -3.678 -2.354 1.611 bmst000087 1 1 26 1 1 1 H26 1 1 H26 H -1.059 -0.047 1.308 bmst000087 1 1 27 1 1 1 H27 1 1 H27 H -2.030 3.345 0.505 bmst000087 1 1 28 1 1 1 H28 1 1 H28 H -1.666 1.835 -0.360 bmst000087 1 1 29 1 1 1 H29 1 1 H29 H 2.538 1.129 0.379 bmst000087 1 1 30 1 1 1 H30 1 1 H30 H 0.076 3.253 1.731 bmst000087 1 1 31 1 1 1 H31 1 1 H31 H 0.225 1.467 -1.570 bmst000087 1 1 32 1 1 1 H32 1 1 H32 H 0.085 3.816 -0.995 bmst000087 1 1 33 1 1 1 H33 1 1 H33 H 3.062 -0.882 -1.314 bmst000087 1 stop_ save_