data_NSS # _chem_comp.id NSS _chem_comp.name "5'-O-[N-(L-ASPARAGINYL)SULFAMOYL]ADENOSINE" _chem_comp.type NON-POLYMER _chem_comp.pdbx_type HETAIN _chem_comp.formula "C14 H21 N8 O8 S" _chem_comp.mon_nstd_parent_comp_id ? _chem_comp.pdbx_synonyms ASN-SA _chem_comp.pdbx_formal_charge 1 _chem_comp.pdbx_initial_date 2005-05-25 _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 461.430 _chem_comp.one_letter_code ? _chem_comp.three_letter_code NSS _chem_comp.pdbx_model_coordinates_details ? _chem_comp.pdbx_model_coordinates_missing_flag N _chem_comp.pdbx_ideal_coordinates_details "OpenEye/OEToolkits V1.4.2" _chem_comp.pdbx_ideal_coordinates_missing_flag N _chem_comp.pdbx_model_coordinates_db_code 1X55 _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 NSS OAX OAX O 0 1 N N N -3.009 10.811 41.484 -3.549 3.561 0.473 OAX NSS 1 NSS SBE SBE S 0 1 N N N -2.920 9.395 41.636 -2.933 4.078 1.681 SBE NSS 2 NSS OAY OAY O 0 1 N N N -1.606 8.841 41.746 -2.133 5.288 1.633 OAY NSS 3 NSS NAT NAT N 0 1 N N N -3.782 8.866 42.857 -4.163 4.318 2.851 NAT NSS 4 NSS C C C 0 1 N N N -5.086 9.040 43.081 -5.412 3.620 2.867 C NSS 5 NSS O O O 0 1 N N N -5.820 9.688 42.364 -5.725 2.780 2.029 O NSS 6 NSS CA CA C 0 1 N N S -5.650 8.332 44.288 -6.319 4.025 4.014 CA NSS 7 NSS N N N 1 1 N N N -6.822 9.060 44.760 -7.539 4.684 3.454 N NSS 8 NSS CB CB C 0 1 N N N -6.057 6.928 43.812 -6.769 2.800 4.810 CB NSS 9 NSS CG CG C 0 1 N N N -6.634 6.047 44.902 -5.623 2.092 5.512 CG NSS 10 NSS OD1 OD1 O 0 1 N N N -5.989 5.704 45.887 -4.447 2.431 5.427 OD1 NSS 11 NSS ND2 ND2 N 0 1 N N N -7.907 5.666 44.718 -6.052 1.007 6.247 ND2 NSS 12 NSS "O5'" O5* O 0 1 N N N -3.650 8.711 40.338 -2.017 2.892 2.335 "O5'" NSS 13 NSS "C5'" C5* C 0 1 N N N -3.678 7.267 40.343 -0.881 2.428 1.621 "C5'" NSS 14 NSS "C4'" C4* C 0 1 N N R -3.182 6.767 39.001 -0.199 1.333 2.429 "C4'" NSS 15 NSS "C3'" C3* C 0 1 N N S -1.704 7.120 38.741 1.032 0.761 1.734 "C3'" NSS 16 NSS "O3'" O3* O 0 1 N N N -0.844 6.122 39.324 1.918 0.238 2.725 "O3'" NSS 17 NSS "C2'" C2* C 0 1 N N R -1.650 7.134 37.230 0.447 -0.380 0.926 "C2'" NSS 18 NSS "O2'" O2* O 0 1 N N N -1.615 5.771 36.731 1.399 -1.370 0.596 "O2'" NSS 19 NSS "C1'" C1* C 0 1 N N R -3.018 7.674 36.855 -0.616 -0.910 1.877 "C1'" NSS 20 NSS "O4'" O4* O 0 1 N N N -3.919 7.400 37.939 -1.128 0.236 2.584 "O4'" NSS 21 NSS N9 N9 N 0 1 Y N N -3.024 9.131 36.469 -1.713 -1.611 1.213 N9 NSS 22 NSS C4 C4 C 0 1 Y N N -3.128 9.622 35.245 -1.815 -2.957 0.996 C4 NSS 23 NSS N3 N3 N 0 1 Y N N -3.239 9.056 34.027 -0.937 -3.909 1.343 N3 NSS 24 NSS C2 C2 C 0 1 Y N N -3.334 9.841 32.935 -1.384 -5.125 0.960 C2 NSS 25 NSS N1 N1 N 0 1 Y N N -3.315 11.170 33.036 -2.532 -5.444 0.316 N1 NSS 26 NSS C6 C6 C 0 1 Y N N -3.205 11.794 34.235 -3.373 -4.431 -0.004 C6 NSS 27 NSS N6 N6 N 0 1 N N N -3.219 13.156 34.278 -4.580 -4.698 -0.672 N6 NSS 28 NSS C5 C5 C 0 1 Y N N -3.097 11.017 35.395 -3.023 -3.129 0.339 C5 NSS 29 NSS N7 N7 N 0 1 Y N N -3.005 11.358 36.716 -3.651 -1.923 0.154 N7 NSS 30 NSS C8 C8 C 0 1 Y N N -2.942 10.141 37.516 -2.841 -1.034 0.689 C8 NSS 31 NSS HAT HAT H 0 1 N N N -3.287 8.336 43.545 -3.991 5.011 3.591 HAT NSS 32 NSS HA HA H 0 1 N N N -4.923 8.274 45.111 -5.838 4.786 4.636 HA NSS 33 NSS HN1 1HN H 0 1 N N N -7.644 8.519 44.583 -8.347 4.503 4.053 HN1 NSS 34 NSS HN2 2HN H 0 1 N N N -6.888 9.934 44.278 -7.739 4.323 2.519 HN2 NSS 35 NSS HN3 3HN H 0 1 N N N -6.738 9.227 45.742 -7.400 5.694 3.391 HN3 NSS 36 NSS HB1 1HB H 0 1 N N N -5.142 6.434 43.454 -7.227 2.057 4.144 HB1 NSS 37 NSS HB2 2HB H 0 1 N N N -6.822 7.044 43.030 -7.520 3.076 5.561 HB2 NSS 38 NSS HD21 1HD2 H 0 0 N N N -8.491 5.908 43.943 -7.040 0.776 6.269 HD21 NSS 39 NSS HD22 2HD2 H 0 0 N N N -8.165 5.096 45.498 -5.394 0.435 6.766 HD22 NSS 40 NSS "H5'1" 1H5* H 0 0 N N N -4.705 6.913 40.518 -1.208 2.042 0.651 "H5'1" NSS 41 NSS "H5'2" 2H5* H 0 0 N N N -3.028 6.886 41.145 -0.199 3.269 1.460 "H5'2" NSS 42 NSS "H4'" H4* H 0 1 N N N -3.313 5.675 39.024 0.033 1.713 3.429 "H4'" NSS 43 NSS "H3'" H3* H 0 1 N N N -1.365 8.068 39.184 1.592 1.484 1.136 "H3'" NSS 44 NSS H2 H2 H 0 1 N N N -0.655 5.451 38.679 2.816 0.439 2.422 H2 NSS 45 NSS "H2'" H2* H 0 1 N N N -0.786 7.694 36.843 -0.005 0.000 0.002 "H2'" NSS 46 NSS H1 H1 H 0 1 N N N -1.607 5.781 35.781 1.770 -1.705 1.432 H1 NSS 47 NSS "H1'" H1* H 0 1 N N N -3.349 7.159 35.941 -0.213 -1.625 2.603 "H1'" NSS 48 NSS H3 H3 H 0 1 N N N -3.427 9.385 31.961 -0.735 -5.961 1.201 H3 NSS 49 NSS HN61 1HN6 H 0 0 N N N -3.150 13.710 35.107 -4.584 -4.775 -1.671 HN61 NSS 50 NSS HN62 2HN6 H 0 0 N N N -3.309 13.513 33.348 -5.437 -4.714 -0.152 HN62 NSS 51 NSS H8 H8 H 0 1 N N N -2.858 10.021 38.586 -3.013 0.033 0.727 H8 NSS 52 # # 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 NSS OAX SBE DOUB N N 1 NSS SBE OAY DOUB N N 2 NSS SBE NAT SING N N 3 NSS SBE "O5'" SING N N 4 NSS NAT C SING N N 5 NSS NAT HAT SING N N 6 NSS C O DOUB N N 7 NSS C CA SING N N 8 NSS CA N SING N N 9 NSS CA CB SING N N 10 NSS CA HA SING N N 11 NSS N HN1 SING N N 12 NSS N HN2 SING N N 13 NSS N HN3 SING N N 14 NSS CB CG SING N N 15 NSS CB HB1 SING N N 16 NSS CB HB2 SING N N 17 NSS CG OD1 DOUB N N 18 NSS CG ND2 SING N N 19 NSS ND2 HD21 SING N N 20 NSS ND2 HD22 SING N N 21 NSS "O5'" "C5'" SING N N 22 NSS "C5'" "C4'" SING N N 23 NSS "C5'" "H5'1" SING N N 24 NSS "C5'" "H5'2" SING N N 25 NSS "C4'" "C3'" SING N N 26 NSS "C4'" "O4'" SING N N 27 NSS "C4'" "H4'" SING N N 28 NSS "C3'" "O3'" SING N N 29 NSS "C3'" "C2'" SING N N 30 NSS "C3'" "H3'" SING N N 31 NSS "O3'" H2 SING N N 32 NSS "C2'" "O2'" SING N N 33 NSS "C2'" "C1'" SING N N 34 NSS "C2'" "H2'" SING N N 35 NSS "O2'" H1 SING N N 36 NSS "C1'" "O4'" SING N N 37 NSS "C1'" N9 SING N N 38 NSS "C1'" "H1'" SING N N 39 NSS N9 C4 SING Y N 40 NSS N9 C8 SING Y N 41 NSS C4 N3 SING Y N 42 NSS C4 C5 DOUB Y N 43 NSS N3 C2 DOUB Y N 44 NSS C2 N1 SING Y N 45 NSS C2 H3 SING N N 46 NSS N1 C6 DOUB Y N 47 NSS C6 N6 SING N N 48 NSS C6 C5 SING Y N 49 NSS N6 HN61 SING N N 50 NSS N6 HN62 SING N N 51 NSS C5 N7 SING Y N 52 NSS N7 C8 DOUB Y N 53 NSS C8 H8 SING N N 54 # # 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 NSS SMILES ACDLabs 10.04 "O=C(N)CC(C(=O)NS(=O)(=O)OCC3OC(n2cnc1c(ncnc12)N)C(O)C3O)[NH3+]" NSS SMILES_CANONICAL CACTVS 3.341 "NC(=O)C[C@H]([NH3+])C(=O)N[S](=O)(=O)OC[C@H]1O[C@H]([C@H](O)[C@@H]1O)n2cnc3c(N)ncnc23" NSS SMILES CACTVS 3.341 "NC(=O)C[CH]([NH3+])C(=O)N[S](=O)(=O)OC[CH]1O[CH]([CH](O)[CH]1O)n2cnc3c(N)ncnc23" NSS SMILES_CANONICAL "OpenEye OEToolkits" 1.5.0 "c1nc(c2c(n1)n(cn2)[C@H]3[C@@H]([C@@H]([C@H](O3)COS(=O)(=O)NC(=O)[C@H](CC(=O)N)[NH3+])O)O)N" NSS SMILES "OpenEye OEToolkits" 1.5.0 "c1nc(c2c(n1)n(cn2)C3C(C(C(O3)COS(=O)(=O)NC(=O)C(CC(=O)N)[NH3+])O)O)N" NSS InChI InChI 1.03 "InChI=1S/C14H20N8O8S/c15-5(1-7(16)23)13(26)21-31(27,28)29-2-6-9(24)10(25)14(30-6)22-4-20-8-11(17)18-3-19-12(8)22/h3-6,9-10,14,24-25H,1-2,15H2,(H2,16,23)(H,21,26)(H2,17,18,19)/p+1/t5-,6+,9+,10+,14+/m0/s1" NSS InChIKey InChI 1.03 MOAVDHSPHZUJSX-UFIIOMENSA-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 NSS "SYSTEMATIC NAME" ACDLabs 10.04 "5'-O-{[(2S)-4-amino-2-ammonio-4-oxobutanoyl]sulfamoyl}adenosine" NSS "SYSTEMATIC NAME" "OpenEye OEToolkits" 1.5.0 "[(2S)-4-amino-1-[[(2R,3S,4R,5R)-5-(6-aminopurin-9-yl)-3,4-dihydroxy-oxolan-2-yl]methoxysulfonylamino]-1,4-dioxo-butan-2-yl]azanium" # # loop_ _pdbx_chem_comp_audit.comp_id _pdbx_chem_comp_audit.action_type _pdbx_chem_comp_audit.date _pdbx_chem_comp_audit.processing_site NSS "Create component" 2005-05-25 RCSB NSS "Modify descriptor" 2011-06-04 RCSB NSS "Modify synonyms" 2020-06-05 PDBE # _pdbx_chem_comp_synonyms.ordinal 1 _pdbx_chem_comp_synonyms.comp_id NSS _pdbx_chem_comp_synonyms.name ASN-SA _pdbx_chem_comp_synonyms.provenance ? _pdbx_chem_comp_synonyms.type ? ##