data_YSA # _chem_comp.id YSA _chem_comp.name "5'-O-[N-(L-TYROSYL)SULFAMOYL]ADENOSINE" _chem_comp.type NON-POLYMER _chem_comp.pdbx_type HETAIN _chem_comp.formula "C19 H23 N7 O8 S" _chem_comp.mon_nstd_parent_comp_id ? _chem_comp.pdbx_synonyms TYROSYLADENYLATE _chem_comp.pdbx_formal_charge 0 _chem_comp.pdbx_initial_date 2004-03-02 _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 509.493 _chem_comp.one_letter_code ? _chem_comp.three_letter_code YSA _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 ? _chem_comp.pdbx_subcomponent_list ? _chem_comp.pdbx_processing_site PDBJ # # 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 YSA CD1 CD1 C 0 1 Y N N 20.743 166.404 213.881 -5.594 1.011 1.403 CD1 YSA 1 YSA CE1 CE1 C 0 1 Y N N 19.842 167.461 213.788 -6.250 2.118 1.905 CE1 YSA 2 YSA CZ CZ C 0 1 Y N N 19.033 167.587 212.662 -6.644 3.136 1.049 CZ YSA 3 YSA OH OH O 0 1 N N N 18.154 168.620 212.563 -7.295 4.224 1.539 OH YSA 4 YSA CE2 CE2 C 0 1 Y N N 19.124 166.655 211.632 -6.374 3.042 -0.309 CE2 YSA 5 YSA CD2 CD2 C 0 1 Y N N 20.025 165.598 211.726 -5.713 1.934 -0.805 CD2 YSA 6 YSA CG CG C 0 1 Y N N 20.837 165.473 212.850 -5.320 0.921 0.051 CG YSA 7 YSA CB CB C 0 1 N N N 21.875 164.351 212.927 -4.599 -0.285 -0.493 CB YSA 8 YSA CA CA C 0 1 N N S 21.252 162.954 212.982 -3.091 -0.030 -0.471 CA YSA 9 YSA N N N 0 1 N N N 20.413 162.838 214.183 -2.766 1.066 -1.395 N YSA 10 YSA C C C 0 1 N N N 22.383 161.926 213.058 -2.364 -1.279 -0.899 C YSA 11 YSA O O O 0 1 N N N 22.541 161.235 214.064 -1.951 -1.381 -2.034 O YSA 12 YSA NAT NAT N 0 1 N N N 23.125 161.826 211.959 -2.173 -2.282 -0.019 NAT YSA 13 YSA SBI SBI S 0 1 N N N 24.386 160.795 211.899 -1.374 -3.654 -0.488 SBI YSA 14 YSA OAD OAD O 0 1 N N N 23.950 159.381 212.144 -1.295 -4.471 0.672 OAD YSA 15 YSA OAE OAE O 0 1 N N N 25.400 161.186 212.933 -1.959 -4.037 -1.726 OAE YSA 16 YSA "O5'" O5* O 0 1 N N N 25.016 160.893 210.544 0.059 -3.258 -0.814 "O5'" YSA 17 YSA "C5'" C5* C 0 1 N N N 24.774 159.877 209.570 0.721 -3.041 0.434 "C5'" YSA 18 YSA "C4'" C4* C 0 1 N N R 23.766 160.347 208.519 2.174 -2.637 0.177 "C4'" YSA 19 YSA "O4'" O4* O 0 1 N N N 23.936 159.542 207.339 2.218 -1.350 -0.461 "O4'" YSA 20 YSA "C3'" C3* C 0 1 N N S 22.339 160.094 209.008 2.929 -2.515 1.515 "C3'" YSA 21 YSA "O3'" O3* O 0 1 N N N 21.391 160.856 208.254 4.029 -3.425 1.561 "O3'" YSA 22 YSA "C2'" C2* C 0 1 N N R 22.211 158.606 208.694 3.435 -1.049 1.529 "C2'" YSA 23 YSA "O2'" O2* O 0 1 N N N 20.827 158.262 208.559 4.767 -0.975 2.043 "O2'" YSA 24 YSA "C1'" C1* C 0 1 N N R 22.931 158.511 207.345 3.402 -0.680 0.024 "C1'" YSA 25 YSA N9 N9 N 0 1 Y N N 23.583 157.188 207.190 3.282 0.770 -0.152 N9 YSA 26 YSA C8 C8 C 0 1 Y N N 24.422 156.653 208.074 2.121 1.477 -0.257 C8 YSA 27 YSA N7 N7 N 0 1 Y N N 24.850 155.465 207.653 2.383 2.743 -0.404 N7 YSA 28 YSA C5 C5 C 0 1 Y N N 24.272 155.233 206.480 3.725 2.929 -0.402 C5 YSA 29 YSA C4 C4 C 0 1 Y N N 23.472 156.329 206.178 4.318 1.666 -0.234 C4 YSA 30 YSA N3 N3 N 0 1 Y N N 22.780 156.320 205.029 5.643 1.573 -0.205 N3 YSA 31 YSA C2 C2 C 0 1 Y N N 22.842 155.295 204.194 6.394 2.649 -0.320 C2 YSA 32 YSA N1 N1 N 0 1 Y N N 23.588 154.235 204.458 5.883 3.856 -0.474 N1 YSA 33 YSA C6 C6 C 0 1 Y N N 24.313 154.169 205.586 4.568 4.047 -0.520 C6 YSA 34 YSA N6 N6 N 0 1 N N N 25.052 153.098 205.870 4.042 5.316 -0.681 N6 YSA 35 YSA HD1 HD1 H 0 1 N N N 21.384 166.304 214.773 -5.287 0.218 2.069 HD1 YSA 36 YSA HE1 HE1 H 0 1 N N N 19.769 168.198 214.606 -6.459 2.190 2.962 HE1 YSA 37 YSA HOH HOH H 0 1 N N N 17.602 168.706 211.795 -8.240 4.022 1.508 HOH YSA 38 YSA HE2 HE2 H 0 1 N N N 18.482 166.754 210.741 -6.680 3.833 -0.977 HE2 YSA 39 YSA HD2 HD2 H 0 1 N N N 20.096 164.860 210.910 -5.502 1.860 -1.861 HD2 YSA 40 YSA HB1 1HB H 0 1 N N N 22.568 164.510 213.786 -4.922 -0.470 -1.518 HB1 YSA 41 YSA HB2 2HB H 0 1 N N N 22.604 164.427 212.087 -4.829 -1.154 0.123 HB2 YSA 42 YSA HA HA H 0 1 N N N 20.625 162.778 212.077 -2.783 0.243 0.538 HA YSA 43 YSA HN1 1HN H 0 1 N N N 19.710 163.576 214.235 -3.067 0.771 -2.311 HN1 YSA 44 YSA HN2 2HN H 0 1 N N N 19.998 161.907 214.220 -3.350 1.847 -1.135 HN2 YSA 45 YSA HAT HAT H 0 1 N N N 22.769 162.464 211.247 -2.503 -2.200 0.889 HAT YSA 46 YSA "H5'1" 1H5* H 0 0 N N N 24.454 158.921 210.046 0.214 -2.246 0.981 "H5'1" YSA 47 YSA "H5'2" 2H5* H 0 0 N N N 25.722 159.525 209.100 0.697 -3.958 1.022 "H5'2" YSA 48 YSA "H4'" H4* H 0 1 N N N 23.930 161.432 208.323 2.659 -3.381 -0.455 "H4'" YSA 49 YSA "H3'" H3* H 0 1 N N N 22.151 160.374 210.071 2.252 -2.694 2.352 "H3'" YSA 50 YSA H3 H3 H 0 1 N N N 20.505 160.699 208.558 4.495 -3.259 2.392 H3 YSA 51 YSA "H2'" H2* H 0 1 N N N 22.628 157.925 209.472 2.763 -0.410 2.102 "H2'" YSA 52 YSA H1 H1 H 0 1 N N N 20.747 157.336 208.364 4.719 -1.216 2.978 H1 YSA 53 YSA "H1'" H1* H 0 1 N N N 22.206 158.635 206.507 4.290 -1.055 -0.483 "H1'" YSA 54 YSA H8 H8 H 0 1 N N N 24.721 157.128 209.024 1.130 1.049 -0.224 H8 YSA 55 YSA H2 H2 H 0 1 N N N 22.259 155.325 203.258 7.468 2.539 -0.288 H2 YSA 56 YSA HN61 1HN6 H 0 0 N N N 24.772 152.743 206.784 3.080 5.442 -0.714 HN61 YSA 57 YSA HN62 2HN6 H 0 0 N N N 25.082 152.317 205.214 4.634 6.080 -0.762 HN62 YSA 58 # # 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 YSA CD1 CE1 DOUB Y N 1 YSA CD1 CG SING Y N 2 YSA CD1 HD1 SING N N 3 YSA CE1 CZ SING Y N 4 YSA CE1 HE1 SING N N 5 YSA CZ OH SING N N 6 YSA CZ CE2 DOUB Y N 7 YSA OH HOH SING N N 8 YSA CE2 CD2 SING Y N 9 YSA CE2 HE2 SING N N 10 YSA CD2 CG DOUB Y N 11 YSA CD2 HD2 SING N N 12 YSA CG CB SING N N 13 YSA CB CA SING N N 14 YSA CB HB1 SING N N 15 YSA CB HB2 SING N N 16 YSA CA N SING N N 17 YSA CA C SING N N 18 YSA CA HA SING N N 19 YSA N HN1 SING N N 20 YSA N HN2 SING N N 21 YSA C O DOUB N N 22 YSA C NAT SING N N 23 YSA NAT SBI SING N N 24 YSA NAT HAT SING N N 25 YSA SBI OAD DOUB N N 26 YSA SBI OAE DOUB N N 27 YSA SBI "O5'" SING N N 28 YSA "O5'" "C5'" SING N N 29 YSA "C5'" "C4'" SING N N 30 YSA "C5'" "H5'1" SING N N 31 YSA "C5'" "H5'2" SING N N 32 YSA "C4'" "O4'" SING N N 33 YSA "C4'" "C3'" SING N N 34 YSA "C4'" "H4'" SING N N 35 YSA "O4'" "C1'" SING N N 36 YSA "C3'" "O3'" SING N N 37 YSA "C3'" "C2'" SING N N 38 YSA "C3'" "H3'" SING N N 39 YSA "O3'" H3 SING N N 40 YSA "C2'" "O2'" SING N N 41 YSA "C2'" "C1'" SING N N 42 YSA "C2'" "H2'" SING N N 43 YSA "O2'" H1 SING N N 44 YSA "C1'" N9 SING N N 45 YSA "C1'" "H1'" SING N N 46 YSA N9 C8 SING Y N 47 YSA N9 C4 SING Y N 48 YSA C8 N7 DOUB Y N 49 YSA C8 H8 SING N N 50 YSA N7 C5 SING Y N 51 YSA C5 C4 DOUB Y N 52 YSA C5 C6 SING Y N 53 YSA C4 N3 SING Y N 54 YSA N3 C2 DOUB Y N 55 YSA C2 N1 SING Y N 56 YSA C2 H2 SING N N 57 YSA N1 C6 DOUB Y N 58 YSA C6 N6 SING N N 59 YSA N6 HN61 SING N N 60 YSA N6 HN62 SING N N 61 # # 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 YSA SMILES ACDLabs 10.04 "O=C(NS(=O)(=O)OCC3OC(n2cnc1c(ncnc12)N)C(O)C3O)C(N)Cc4ccc(O)cc4" YSA SMILES_CANONICAL CACTVS 3.341 "N[C@@H](Cc1ccc(O)cc1)C(=O)N[S](=O)(=O)OC[C@H]2O[C@H]([C@H](O)[C@@H]2O)n3cnc4c(N)ncnc34" YSA SMILES CACTVS 3.341 "N[CH](Cc1ccc(O)cc1)C(=O)N[S](=O)(=O)OC[CH]2O[CH]([CH](O)[CH]2O)n3cnc4c(N)ncnc34" YSA SMILES_CANONICAL "OpenEye OEToolkits" 1.5.0 "c1cc(ccc1C[C@@H](C(=O)NS(=O)(=O)OC[C@@H]2[C@H]([C@H]([C@@H](O2)n3cnc4c3ncnc4N)O)O)N)O" YSA SMILES "OpenEye OEToolkits" 1.5.0 "c1cc(ccc1CC(C(=O)NS(=O)(=O)OCC2C(C(C(O2)n3cnc4c3ncnc4N)O)O)N)O" YSA InChI InChI 1.03 "InChI=1S/C19H23N7O8S/c20-11(5-9-1-3-10(27)4-2-9)18(30)25-35(31,32)33-6-12-14(28)15(29)19(34-12)26-8-24-13-16(21)22-7-23-17(13)26/h1-4,7-8,11-12,14-15,19,27-29H,5-6,20H2,(H,25,30)(H2,21,22,23)/t11-,12+,14+,15+,19+/m0/s1" YSA InChIKey InChI 1.03 MJZAZMKENKZBAJ-QTOWJTHWSA-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 YSA "SYSTEMATIC NAME" ACDLabs 10.04 "5'-O-(L-tyrosylsulfamoyl)adenosine" YSA "SYSTEMATIC NAME" "OpenEye OEToolkits" 1.5.0 "[(2R,3S,4R,5R)-5-(6-aminopurin-9-yl)-3,4-dihydroxy-oxolan-2-yl]methyl N-[(2S)-2-amino-3-(4-hydroxyphenyl)propanoyl]sulfamate" # # loop_ _pdbx_chem_comp_audit.comp_id _pdbx_chem_comp_audit.action_type _pdbx_chem_comp_audit.date _pdbx_chem_comp_audit.processing_site YSA "Create component" 2004-03-02 PDBJ YSA "Modify descriptor" 2011-06-04 RCSB YSA "Modify synonyms" 2020-06-05 PDBE # _pdbx_chem_comp_synonyms.ordinal 1 _pdbx_chem_comp_synonyms.comp_id YSA _pdbx_chem_comp_synonyms.name TYROSYLADENYLATE _pdbx_chem_comp_synonyms.provenance ? _pdbx_chem_comp_synonyms.type ? ##