# electronic Ligand Builder and Optimisation Workbench (eLBOW)
#   - a module of PHENIX version dev-svn-
#   - file written: Wed May  6 22:20:28 2020
#   Inital geometry file: a 130 line input string
#   Ligand name: 5'-O-(L-histidylsulfamoyl)adenosine
#   Quantum optimisation: True
#   Method: PBEh-3c
#   Random seed: 3628800
#   SMILES string: N[C@@H](Cc1[nH]cnc1)C(=O)N[S](=O)(=O)OC[C@H]2O[C@H]([C@H](O)[C@@H]2O)n3cnc4c(N)ncnc34
#
data_comp_list
loop_
_chem_comp.id
_chem_comp.three_letter_code
_chem_comp.name
_chem_comp.group
_chem_comp.number_atoms_all
_chem_comp.number_atoms_nh
_chem_comp.desc_level
_chem_comp.initial_date
_chem_comp.modified_date
_chem_comp.source
 HSS  HSS  5'-O-(L-histidylsulfamoyl)adenosine  ligand  54  33  .  2021-08-11  2021-08-11  
;
Directly from eLBOW using geometry from QM method PBEh-3c with CPCM solvent model
Validated by Mogul as OK
;

data_comp_HSS
loop_
_chem_comp_atom.comp_id
_chem_comp_atom.atom_id
_chem_comp_atom.type_symbol
_chem_comp_atom.type_energy
_chem_comp_atom.charge
_chem_comp_atom.partial_charge
_chem_comp_atom.x
_chem_comp_atom.y
_chem_comp_atom.z
 HSS  C4    C  CR56  0   0.496  -3.2055  -1.0512  -0.2323
 HSS  C5    C  CR56  0   0.017  -2.3895  -2.1664  -0.1425
 HSS  C6    C  CR6   0   0.467  -2.9197  -3.3716  -0.6374
 HSS  C8    C  CR15  0   0.136  -1.2796  -0.5702   0.6848
 HSS  N1    N  N     0  -0.472  -4.1521  -3.3434  -1.1556
 HSS  N3    N  N     0  -0.456  -4.4310  -1.0078  -0.7445
 HSS  N11   N  NR15  0  -0.602   4.0701  -3.7229   0.1681
 HSS  CE1   C  CR15  0   0.076   4.9451  -4.4856   0.8510
 HSS  N12   N  N     0  -0.446   6.0016  -3.8004   1.2100
 HSS  CD2   C  CR15  0  -0.275   5.7865  -2.5342   0.7409
 HSS  CG    C  CR5   0   0.310   4.5855  -2.4614   0.0877
 HSS  CB    C  CH2   0  -0.515   3.9080  -1.3371  -0.6125
 HSS  CA    C  CH1   0  -0.244   2.4115  -1.2271  -0.2604
 HSS  N     N  NH2   0  -0.800   1.7013  -2.3852  -0.7418
 HSS  C     C  C     0   0.556   1.8891   0.0920  -0.8303
 HSS  O     O  O     0  -0.397   1.2467   0.1862  -1.8442
 HSS  N1S   N  NC1   0  -0.836   2.2541   1.2000  -0.0847
 HSS  S     S  S     0   1.632   2.1525   2.7684  -0.6368
 HSS  O2S   O  OS    0  -0.628   2.7646   3.5665   0.3951
 HSS  O3S   O  OS    0  -0.605   2.5864   2.8404  -2.0027
 HSS  O5'   O  OC2   0  -0.565   0.5936   3.0386  -0.6942
 HSS  C4'   C  CH1   0  -0.051  -1.5922   3.3038   0.1755
 HSS  O4'   O  O2    0  -0.479  -2.0039   2.1002  -0.4636
 HSS  C3'   C  CH1   0  -0.028  -2.4726   3.4494   1.4114
 HSS  O3'   O  OH1   0  -0.663  -3.6532   4.1017   1.0328
 HSS  C2'   C  CH1   0  -0.055  -2.7412   1.9818   1.7591
 HSS  O2'   O  OH1   0  -0.650  -3.9146   1.7540   2.4767
 HSS  C1'   C  CH1   0   0.203  -2.8570   1.3582   0.3670
 HSS  N9    N  NR5   0  -0.540  -2.4791  -0.0293   0.3149
 HSS  N7    N  N     0  -0.477  -1.1872  -1.8411   0.4335
 HSS  C2    C  CR16  0   0.050  -4.8197  -2.1935  -1.1819
 HSS  N6    N  NH2   0  -0.814  -2.2395  -4.5198  -0.6253
 HSS  H8    H  HCR5  0   0.286  -0.5013   0.0209   1.1446
 HSS  HE1   H  HCR5  0   0.271   4.7621  -5.5282   1.0608
 HSS  HD2   H  HCR5  0   0.248   6.5004  -1.7379   0.8921
 HSS  HB2   H  HCH2  0   0.269   3.9938  -1.4499  -1.6989
 HSS  HA    H  HCH1  0   0.290   2.3176  -1.1918   0.8301
 HSS  HN1   H  HNH2  0   0.382   0.7500  -2.3895  -0.3855
 HSS  HN2   H  HNH2  0   0.354   1.6459  -2.3710  -1.7532
 HSS  HN1S  H  HNC1  0   0.457   2.7598   1.0827   0.7863
 HSS  H4'   H  HCH1  0   0.286  -1.7496   4.1392  -0.5127
 HSS  H3'   H  HCH1  0   0.262  -1.9577   3.9738   2.2268
 HSS  HO3'  H  HOH1  0   0.453  -4.3357   3.8881   1.6804
 HSS  H2'   H  HCH1  0   0.255  -1.8681   1.5742   2.2836
 HSS  HO2'  H  HOH1  0   0.472  -3.7355   1.8749   3.4148
 HSS  H1'   H  HCH1  0   0.273  -3.8928   1.4072   0.0165
 HSS  H2    H  HCR6  0   0.255  -5.8113  -2.2402  -1.6187
 HSS  HN61  H  HNH2  0   0.409  -1.3686  -4.5947  -0.1295
 HSS  HN62  H  HNH2  0   0.405  -2.6990  -5.3739  -0.8916
 HSS  C5'   C  CH2   0  -0.192  -0.1231   3.2426   0.5379
 HSS  HB1   H  HCH2  0   0.274   4.4349  -0.4163  -0.3574
 HSS  HN11  H  HNR5  0   0.415   3.1471  -3.9643  -0.1720
 HSS  H5'1  H  HCH2  0   0.247   0.0899   2.4306   1.2397
 HSS  H5'2  H  HCH2  0   0.284   0.1827   4.1852   0.9933

loop_
_chem_comp_bond.comp_id
_chem_comp_bond.atom_id_1
_chem_comp_bond.atom_id_2
_chem_comp_bond.type
_chem_comp_bond.value_dist
_chem_comp_bond.value_dist_esd
_chem_comp_bond.value_dist_neutron
 HSS  C4   C5    aromatic  1.385  0.020  1.385
 HSS  C4   N9    aromatic  1.368  0.020  1.368
 HSS  C4   N3    aromatic  1.329  0.020  1.329
 HSS  C5   N7    aromatic  1.372  0.020  1.372
 HSS  C5   C6    aromatic  1.407  0.020  1.407
 HSS  C6   N6    single    1.335  0.020  1.335
 HSS  C6   N1    aromatic  1.337  0.020  1.337
 HSS  C8   N7    aromatic  1.299  0.020  1.299
 HSS  C8   N9    aromatic  1.367  0.020  1.367
 HSS  C8   H8    single    0.930  0.020  1.080
 HSS  N1   C2    aromatic  1.330  0.020  1.330
 HSS  N3   C2    aromatic  1.322  0.020  1.322
 HSS  N11  CE1   aromatic  1.347  0.020  1.347
 HSS  N11  CG    aromatic  1.365  0.020  1.365
 HSS  N11  HN11  single    0.860  0.020  1.020
 HSS  CE1  N12   aromatic  1.309  0.020  1.309
 HSS  CE1  HE1   single    0.930  0.020  1.080
 HSS  N12  CD2   aromatic  1.367  0.020  1.367
 HSS  CD2  CG    aromatic  1.369  0.020  1.369
 HSS  CD2  HD2   single    0.930  0.020  1.080
 HSS  CG   CB    single    1.488  0.020  1.488
 HSS  CB   CA    single    1.541  0.020  1.541
 HSS  CB   HB1   single    0.970  0.020  1.090
 HSS  CB   HB2   single    0.970  0.020  1.090
 HSS  CA   N     single    1.441  0.020  1.441
 HSS  CA   C     single    1.529  0.020  1.529
 HSS  CA   HA    single    0.970  0.020  1.090
 HSS  N    HN1   single    0.890  0.020  1.040
 HSS  N    HN2   single    0.890  0.020  1.040
 HSS  C    O     double    1.204  0.020  1.204
 HSS  C    N1S   single    1.384  0.020  1.384
 HSS  N1S  S     single    1.666  0.020  1.666
 HSS  N1S  HN1S  single    0.860  0.020  1.020
 HSS  S    O2S   deloc     1.441  0.020  1.441
 HSS  S    O5'   single    1.583  0.020  1.583
 HSS  S    O3S   deloc     1.435  0.020  1.435
 HSS  O5'  C5'   single    1.440  0.020  1.440
 HSS  C5'  C4'   single    1.514  0.020  1.514
 HSS  C5'  H5'1  single    0.970  0.020  1.090
 HSS  C5'  H5'2  single    0.970  0.020  1.090
 HSS  C4'  O4'   single    1.424  0.020  1.424
 HSS  C4'  C3'   single    1.524  0.020  1.524
 HSS  C4'  H4'   single    0.970  0.020  1.090
 HSS  O4'  C1'   single    1.403  0.020  1.403
 HSS  C3'  O3'   single    1.401  0.020  1.401
 HSS  C3'  C2'   single    1.532  0.020  1.532
 HSS  C3'  H3'   single    0.970  0.020  1.090
 HSS  O3'  HO3'  single    0.850  0.020  0.980
 HSS  C2'  C1'   single    1.530  0.020  1.530
 HSS  C2'  O2'   single    1.394  0.020  1.394
 HSS  C2'  H2'   single    0.970  0.020  1.090
 HSS  O2'  HO2'  single    0.850  0.020  0.980
 HSS  C1'  N9    single    1.439  0.020  1.439
 HSS  C1'  H1'   single    0.970  0.020  1.090
 HSS  C2   H2    single    0.930  0.020  1.080
 HSS  N6   HN61  single    0.860  0.020  1.020
 HSS  N6   HN62  single    0.860  0.020  1.020

loop_
_chem_comp_angle.comp_id
_chem_comp_angle.atom_id_1
_chem_comp_angle.atom_id_2
_chem_comp_angle.atom_id_3
_chem_comp_angle.value_angle
_chem_comp_angle.value_angle_esd
 HSS  N9    C4   N3    128.28  3.000
 HSS  N3    C4   C5    126.49  3.000
 HSS  N9    C4   C5    105.23  3.000
 HSS  N7    C5   C6    132.92  3.000
 HSS  C6    C5   C4    116.43  3.000
 HSS  N7    C5   C4    110.65  3.000
 HSS  N6    C6   N1    119.43  3.000
 HSS  N1    C6   C5    117.75  3.000
 HSS  N6    C6   C5    122.81  3.000
 HSS  H8    C8   N7    124.52  3.000
 HSS  H8    C8   N9    122.07  3.000
 HSS  N7    C8   N9    113.41  3.000
 HSS  C2    N1   C6    119.24  3.000
 HSS  C2    N3   C4    111.67  3.000
 HSS  HN11  N11  CG    123.00  3.000
 HSS  HN11  N11  CE1   128.85  3.000
 HSS  CG    N11  CE1   107.93  3.000
 HSS  HE1   CE1  N12   126.09  3.000
 HSS  HE1   CE1  N11   122.38  3.000
 HSS  N12   CE1  N11   111.53  3.000
 HSS  CD2   N12  CE1   105.28  3.000
 HSS  HD2   CD2  CG    127.40  3.000
 HSS  HD2   CD2  N12   122.05  3.000
 HSS  CG    CD2  N12   110.54  3.000
 HSS  CB    CG   CD2   131.62  3.000
 HSS  CB    CG   N11   123.65  3.000
 HSS  CD2   CG   N11   104.71  3.000
 HSS  HB2   CB   HB1   106.31  3.000
 HSS  HB2   CB   CA    108.06  3.000
 HSS  HB1   CB   CA    110.81  3.000
 HSS  HB2   CB   CG    110.68  3.000
 HSS  HB1   CB   CG    107.93  3.000
 HSS  CA    CB   CG    112.86  3.000
 HSS  HA    CA   C     108.30  3.000
 HSS  HA    CA   N     108.44  3.000
 HSS  C     CA   N     113.60  3.000
 HSS  HA    CA   CB    108.24  3.000
 HSS  C     CA   CB    107.95  3.000
 HSS  N     CA   CB    110.17  3.000
 HSS  HN2   N    HN1   107.40  3.000
 HSS  HN2   N    CA    110.43  3.000
 HSS  HN1   N    CA    110.35  3.000
 HSS  N1S   C    O     122.11  3.000
 HSS  N1S   C    CA    113.56  3.000
 HSS  O     C    CA    124.31  3.000
 HSS  HN1S  N1S  S     115.09  3.000
 HSS  HN1S  N1S  C     120.10  3.000
 HSS  S     N1S  C     123.98  3.000
 HSS  O5'   S    O3S   104.75  3.000
 HSS  O3S   S    O2S   121.69  3.000
 HSS  O5'   S    O2S   110.47  3.000
 HSS  O3S   S    N1S   110.14  3.000
 HSS  O5'   S    N1S   103.46  3.000
 HSS  O2S   S    N1S   104.96  3.000
 HSS  C5'   O5'  S     118.90  3.000
 HSS  H4'   C4'  C3'   110.74  3.000
 HSS  H4'   C4'  O4'   108.76  3.000
 HSS  C3'   C4'  O4'   106.13  3.000
 HSS  H4'   C4'  C5'   108.72  3.000
 HSS  C3'   C4'  C5'   111.72  3.000
 HSS  O4'   C4'  C5'   110.72  3.000
 HSS  C1'   O4'  C4'   110.93  3.000
 HSS  H3'   C3'  C2'   111.80  3.000
 HSS  H3'   C3'  O3'   111.94  3.000
 HSS  C2'   C3'  O3'   111.08  3.000
 HSS  H3'   C3'  C4'   112.15  3.000
 HSS  C2'   C3'  C4'   101.17  3.000
 HSS  O3'   C3'  C4'   108.18  3.000
 HSS  HO3'  O3'  C3'   108.16  3.000
 HSS  H2'   C2'  C1'   110.11  3.000
 HSS  H2'   C2'  O2'   111.29  3.000
 HSS  C1'   C2'  O2'   109.76  3.000
 HSS  H2'   C2'  C3'   108.96  3.000
 HSS  O2'   C2'  C3'   114.89  3.000
 HSS  C1'   C2'  C3'   101.38  3.000
 HSS  HO2'  O2'  C2'   108.93  3.000
 HSS  H1'   C1'  N9    106.27  3.000
 HSS  H1'   C1'  C2'   110.17  3.000
 HSS  N9    C1'  C2'   113.96  3.000
 HSS  H1'   C1'  O4'   111.24  3.000
 HSS  N9    C1'  O4'   109.20  3.000
 HSS  C2'   C1'  O4'   106.09  3.000
 HSS  C1'   N9   C8    127.03  3.000
 HSS  C1'   N9   C4    126.53  3.000
 HSS  C8    N9   C4    106.18  3.000
 HSS  C8    N7   C5    104.53  3.000
 HSS  H2    C2   N3    116.14  3.000
 HSS  H2    C2   N1    115.45  3.000
 HSS  N3    C2   N1    128.41  3.000
 HSS  HN62  N6   HN61  117.60  3.000
 HSS  HN62  N6   C6    119.69  3.000
 HSS  HN61  N6   C6    120.69  3.000
 HSS  H5'2  C5'  H5'1  108.60  3.000
 HSS  H5'2  C5'  C4'   109.70  3.000
 HSS  H5'1  C5'  C4'   111.85  3.000
 HSS  H5'2  C5'  O5'   109.89  3.000
 HSS  H5'1  C5'  O5'   110.29  3.000
 HSS  C4'   C5'  O5'   106.49  3.000

loop_
_chem_comp_tor.comp_id
_chem_comp_tor.id
_chem_comp_tor.atom_id_1
_chem_comp_tor.atom_id_2
_chem_comp_tor.atom_id_3
_chem_comp_tor.atom_id_4
_chem_comp_tor.value_angle
_chem_comp_tor.value_angle_esd
_chem_comp_tor.period
 HSS  CONST_01  C8    N7   C5   C4      0.00   0.0  0
 HSS  CONST_02  N1    C6   C5   C4      0.00   0.0  0
 HSS  CONST_03  N7    C8   N9   C4      0.00   0.0  0
 HSS  CONST_04  N1    C2   N3   C4      0.00   0.0  0
 HSS  CONST_05  C8    N9   C4   C5      0.00   0.0  0
 HSS  CONST_06  C2    N3   C4   C5      0.00   0.0  0
 HSS  CONST_07  N9    C8   N7   C5      0.00   0.0  0
 HSS  CONST_08  C2    N1   C6   C5      0.00   0.0  0
 HSS  CONST_09  N9    C4   C5   C6    180.00   0.0  0
 HSS  CONST_10  N3    C4   C5   C6      0.00   0.0  0
 HSS  CONST_11  C8    N7   C5   C6    180.00   0.0  0
 HSS  CONST_12  N3    C2   N1   C6      0.00   0.0  0
 HSS  CONST_13  N3    C4   N9   C8    180.00   0.0  0
 HSS  CONST_14  N7    C5   C6   N1    180.00   0.0  0
 HSS  CONST_15  N7    C5   C4   N3    180.00   0.0  0
 HSS  CONST_16  CD2   N12  CE1  N11     0.00   0.0  0
 HSS  CONST_17  N12   CD2  CG   N11     0.00   0.0  0
 HSS  CONST_18  CD2   CG   N11  CE1     0.00   0.0  0
 HSS  CONST_19  CG    CD2  N12  CE1     0.00   0.0  0
 HSS  CONST_20  CG    N11  CE1  N12     0.00   0.0  0
 HSS  CONST_21  N7    C5   C4   N9      0.00   0.0  0
 HSS  CONST_22  C2    N3   C4   N9    180.00   0.0  0
 HSS  CONST_23  C1'   N9   C4   C5    180.00   0.0  0
 HSS  CONST_24  C1'   N9   C4   N3      0.00   0.0  0
 HSS  CONST_25  N7    C8   N9   C1'   180.00   0.0  0
 HSS  CONST_26  N6    C6   C5   C4    180.00   0.0  0
 HSS  CONST_27  CB    CG   N11  CE1   180.00   0.0  0
 HSS  CONST_28  CB    CG   CD2  N12   180.00   0.0  0
 HSS  CONST_29  N6    C6   C5   N7      0.00   0.0  0
 HSS  CONST_30  N6    C6   N1   C2    180.00   0.0  0
 HSS  CONST_31  H8    C8   N9   C4    180.00   0.0  0
 HSS  CONST_32  H2    C2   N3   C4    180.00   0.0  0
 HSS  CONST_33  HD2   CD2  CG   N11   180.00   0.0  0
 HSS  CONST_34  HN11  N11  CE1  N12   180.00   0.0  0
 HSS  CONST_35  HE1   CE1  N12  CD2   180.00   0.0  0
 HSS  CONST_36  HN61  N6   C6   C5      0.00   0.0  0
 HSS  CONST_37  HN62  N6   C6   C5    180.00   0.0  0
 HSS  CONST_39  S     N1S  C    O       0.00   0.0  0
 HSS  CONST_40  HN1S  N1S  C    CA      0.00   0.0  0
 HSS  Var_01    CA    CB   CG   N11    46.35  30.0  2
 HSS  Var_02    C4'   C5'  O5'  S    -173.24  30.0  3
 HSS  Var_03    O2S   S    N1S  C    -173.90  30.0  3

loop_
_chem_comp_chir.comp_id
_chem_comp_chir.id
_chem_comp_chir.atom_id_centre
_chem_comp_chir.atom_id_1
_chem_comp_chir.atom_id_2
_chem_comp_chir.atom_id_3
_chem_comp_chir.volume_sign
 HSS  chir_01  CA   CB   N    C    positiv
 HSS  chir_02  C4'  O4'  C5'  C3'  positiv
 HSS  chir_03  C3'  O3'  C4'  C2'  positiv
 HSS  chir_04  C2'  O2'  C3'  C1'  positiv
 HSS  chir_05  C1'  O4'  N9   C2'  negativ

loop_
_chem_comp_plane_atom.comp_id
_chem_comp_plane_atom.plane_id
_chem_comp_plane_atom.atom_id
_chem_comp_plane_atom.dist_esd
 HSS  plan-1  N11   0.020
 HSS  plan-1  CE1   0.020
 HSS  plan-1  N12   0.020
 HSS  plan-1  CD2   0.020
 HSS  plan-1  CG    0.020
 HSS  plan-1  CB    0.020
 HSS  plan-1  HE1   0.020
 HSS  plan-1  HD2   0.020
 HSS  plan-1  HN11  0.020
 HSS  plan-2  C4    0.020
 HSS  plan-2  C5    0.020
 HSS  plan-2  C6    0.020
 HSS  plan-2  C8    0.020
 HSS  plan-2  N1    0.020
 HSS  plan-2  N3    0.020
 HSS  plan-2  C1'   0.020
 HSS  plan-2  N9    0.020
 HSS  plan-2  N7    0.020
 HSS  plan-2  C2    0.020
 HSS  plan-2  N6    0.020
 HSS  plan-2  H8    0.020
 HSS  plan-2  H2    0.020
 HSS  plan-3  C6    0.020
 HSS  plan-3  N6    0.020
 HSS  plan-3  HN61  0.020
 HSS  plan-3  HN62  0.020
 HSS  plan-4  CA    0.020
 HSS  plan-4  C     0.020
 HSS  plan-4  O     0.020
 HSS  plan-4  N1S   0.020
 HSS  plan-4  S     0.020
 HSS  plan-4  HN1S  0.020

