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                    2008-10-14 
_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 InChI            InChI                1.02b 
InChI=1/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/fC14H21N8O8S/h15,21H,16-17H2/q+1 
NSS InChIKey         InChI                1.02b MOAVDHSPHZUJSX-LUGQXCRDDW 
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 
# 
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 
# 
