# electronic Ligand Builder and Optimisation Workbench (eLBOW)
#   - a module of PHENIX version dev-svn-
#   - file written: Wed May  6 19:48:03 2020
#   Inital geometry file: a 121 line input string
#   Ligand name: N-acetyl-1-[(2R,3S,5R)-5-hydroxy-2-pentyltetrahydrofuran-3-yl]-L-histidine
#   Quantum optimisation: True
#   Method: PBEh-3c
#   Random seed: 3628800
#   SMILES string: CCCCC[C@H]1O[C@@H](O)C[C@@H]1n2cnc(C[C@H](NC(C)=O)C(O)=O)c2
#
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
 HRB  HRB  N-acetyl-1-[(2R,3S,5R)-5-hydroxy-2-pentyltetrahydrofuran-3-yl]-L-histidine  ligand  52  25  .  2021-08-11  2021-08-11  
;
Directly from eLBOW using geometry from QM method PBEh-3c with CPCM solvent model
Validated by Mogul as PERFECT
;

data_comp_HRB
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
 HRB  CP5   C  CH3   0  -0.662   3.3529   5.4821   0.1255
 HRB  CP4   C  CH2   0  -0.420   3.7479   4.1212  -0.4304
 HRB  CP3   C  CH2   0  -0.416   3.0002   2.9715   0.2327
 HRB  CP2   C  CH2   0  -0.418   3.3061   1.6154  -0.3904
 HRB  CP1   C  CH2   0  -0.441   2.5724   0.4723   0.3007
 HRB  C5    C  CH1   0   0.100   2.6626  -0.8469  -0.4389
 HRB  O1    O  O2    0  -0.511   4.0017  -1.3107  -0.5487
 HRB  C2    C  CH1   0   0.260   4.1176  -2.6549  -0.1341
 HRB  O2    O  OH1   0  -0.666   4.5828  -2.7484   1.1760
 HRB  C3    C  CH2   0  -0.501   2.7057  -3.2126  -0.1887
 HRB  C4    C  CH1   0  -0.158   1.9008  -1.9945   0.2403
 HRB  NE2   N  NR5   0  -0.418   0.4948  -2.0121  -0.0904
 HRB  CD2   C  CR15  0  -0.125  -0.5287  -1.7265   0.7712
 HRB  CE1   C  CR15  0   0.081  -0.0617  -2.1960  -1.3077
 HRB  ND1   N  N     0  -0.462  -1.3615  -2.0513  -1.2759
 HRB  CG    C  CR5   0   0.141  -1.6703  -1.7551   0.0224
 HRB  CB    C  CH2   0  -0.570  -3.0617  -1.4358   0.4465
 HRB  CA    C  CH1   0  -0.178  -3.4673  -0.0260  -0.0233
 HRB  C     C  C     0   0.545  -4.9158   0.2680   0.3359
 HRB  OXT   O  OH1   0  -0.592  -5.7464  -0.4644  -0.3929
 HRB  O     O  O     0  -0.429  -5.2691   1.0476   1.1807
 HRB  N     N  NH1   0  -0.615  -2.5900   0.9521   0.5488
 HRB  CA1   C  C     0   0.519  -2.4188   2.1769   0.0161
 HRB  CA2   C  CH3   0  -0.791  -1.4083   3.0399   0.7285
 HRB  OA1   O  O     0  -0.496  -3.0076   2.5369  -0.9921
 HRB  HP51  H  HCH3  0   0.226   3.9007   6.2892  -0.3619
 HRB  HP52  H  HCH3  0   0.215   2.2874   5.6698  -0.0202
 HRB  HP53  H  HCH3  0   0.216   3.5536   5.5470   1.1966
 HRB  HP41  H  HCH2  0   0.211   3.5591   4.0986  -1.5081
 HRB  HP42  H  HCH2  0   0.213   4.8252   3.9718  -0.3091
 HRB  HP31  H  HCH2  0   0.212   3.2344   2.9498   1.3025
 HRB  HP32  H  HCH2  0   0.208   1.9218   3.1575   0.1650
 HRB  HP21  H  HCH2  0   0.213   3.0245   1.6404  -1.4488
 HRB  HP22  H  HCH2  0   0.221   4.3844   1.4343  -0.3651
 HRB  HP11  H  HCH2  0   0.230   2.9400   0.3446   1.3240
 HRB  HP12  H  HCH2  0   0.221   1.5088   0.7259   0.3836
 HRB  H5    H  HCH1  0   0.224   2.2625  -0.7060  -1.4536
 HRB  H2    H  HCH1  0   0.229   4.8024  -3.1515  -0.8290
 HRB  HO2   H  HOH1  0   0.458   5.5079  -2.4812   1.2011
 HRB  H31   H  HCH2  0   0.261   2.4638  -3.5028  -1.2134
 HRB  H32   H  HCH2  0   0.275   2.5645  -4.0793   0.4549
 HRB  H4    H  HCH1  0   0.283   1.9586  -1.8832   1.3251
 HRB  HD2   H  HCR5  0   0.298  -0.3592  -1.5316   1.8177
 HRB  HE1   H  HCR5  0   0.284   0.5197  -2.4391  -2.1843
 HRB  HB1   H  HCH2  0   0.279  -3.7576  -2.1625   0.0260
 HRB  HB2   H  HCH2  0   0.270  -3.1497  -1.5004   1.5341
 HRB  HA    H  HCH1  0   0.295  -3.3799   0.0039  -1.1128
 HRB  HO    H  HOH1  0   0.485  -6.6642  -0.2915  -0.1341
 HRB  HN    H  HNH1  0   0.402  -2.1297   0.7279   1.4165
 HRB  HA21  H  HCH3  0   0.267  -0.4052   2.7818   0.3827
 HRB  HA22  H  HCH3  0   0.266  -1.5804   4.0896   0.5048
 HRB  HA23  H  HCH3  0   0.259  -1.4285   2.8971   1.8082

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
 HRB  CP5  CP4   single    1.522  0.020  1.522
 HRB  CP5  HP51  single    0.970  0.020  1.090
 HRB  CP5  HP52  single    0.970  0.020  1.090
 HRB  CP5  HP53  single    0.970  0.020  1.090
 HRB  CP4  CP3   single    1.523  0.020  1.523
 HRB  CP4  HP41  single    0.970  0.020  1.090
 HRB  CP4  HP42  single    0.970  0.020  1.090
 HRB  CP3  CP2   single    1.523  0.020  1.523
 HRB  CP3  HP31  single    0.970  0.020  1.090
 HRB  CP3  HP32  single    0.970  0.020  1.090
 HRB  CP2  CP1   single    1.524  0.020  1.524
 HRB  CP2  HP21  single    0.970  0.020  1.090
 HRB  CP2  HP22  single    0.970  0.020  1.090
 HRB  CP1  C5    single    1.515  0.020  1.515
 HRB  CP1  HP11  single    0.970  0.020  1.090
 HRB  CP1  HP12  single    0.970  0.020  1.090
 HRB  C5   O1    single    1.421  0.020  1.421
 HRB  C5   C4    single    1.536  0.020  1.536
 HRB  C5   H5    single    0.970  0.020  1.090
 HRB  O1   C2    single    1.411  0.020  1.411
 HRB  C2   O2    single    1.393  0.020  1.393
 HRB  C2   C3    single    1.519  0.020  1.519
 HRB  C2   H2    single    0.970  0.020  1.090
 HRB  O2   HO2   single    0.850  0.020  0.980
 HRB  C3   C4    single    1.522  0.020  1.522
 HRB  C3   H31   single    0.970  0.020  1.090
 HRB  C3   H32   single    0.970  0.020  1.090
 HRB  C4   NE2   single    1.445  0.020  1.445
 HRB  C4   H4    single    0.970  0.020  1.090
 HRB  NE2  CD2   aromatic  1.368  0.020  1.368
 HRB  NE2  CE1   aromatic  1.351  0.020  1.351
 HRB  CD2  CG    aromatic  1.366  0.020  1.366
 HRB  CD2  HD2   single    0.930  0.020  1.080
 HRB  CE1  ND1   aromatic  1.308  0.020  1.308
 HRB  CE1  HE1   single    0.930  0.020  1.080
 HRB  ND1  CG    aromatic  1.367  0.020  1.367
 HRB  CG   CB    single    1.489  0.020  1.489
 HRB  CB   CA    single    1.540  0.020  1.540
 HRB  CB   HB1   single    0.970  0.020  1.090
 HRB  CB   HB2   single    0.970  0.020  1.090
 HRB  CA   C     single    1.521  0.020  1.521
 HRB  CA   N     single    1.433  0.020  1.433
 HRB  CA   HA    single    0.970  0.020  1.090
 HRB  C    OXT   single    1.326  0.020  1.326
 HRB  C    O     double    1.203  0.020  1.203
 HRB  OXT  HO    single    0.850  0.020  0.980
 HRB  N    CA1   single    1.347  0.020  1.347
 HRB  N    HN    single    0.860  0.020  1.020
 HRB  CA1  CA2   single    1.508  0.020  1.508
 HRB  CA1  OA1   double    1.222  0.020  1.222
 HRB  CA2  HA21  single    0.970  0.020  1.090
 HRB  CA2  HA22  single    0.970  0.020  1.090
 HRB  CA2  HA23  single    0.970  0.020  1.090

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
 HRB  HP53  CP5  HP52  107.47  3.000
 HRB  HP53  CP5  HP51  107.59  3.000
 HRB  HP52  CP5  HP51  107.66  3.000
 HRB  HP53  CP5  CP4   111.33  3.000
 HRB  HP52  CP5  CP4   111.00  3.000
 HRB  HP51  CP5  CP4   111.60  3.000
 HRB  HP42  CP4  HP41  106.03  3.000
 HRB  HP42  CP4  CP3   109.38  3.000
 HRB  HP41  CP4  CP3   109.17  3.000
 HRB  HP42  CP4  CP5   109.70  3.000
 HRB  HP41  CP4  CP5   109.47  3.000
 HRB  CP3   CP4  CP5   112.86  3.000
 HRB  HP32  CP3  HP31  105.90  3.000
 HRB  HP32  CP3  CP2   108.86  3.000
 HRB  HP31  CP3  CP2   109.81  3.000
 HRB  HP32  CP3  CP4   109.14  3.000
 HRB  HP31  CP3  CP4   109.58  3.000
 HRB  CP2   CP3  CP4   113.28  3.000
 HRB  HP22  CP2  HP21  106.23  3.000
 HRB  HP22  CP2  CP1   109.88  3.000
 HRB  HP21  CP2  CP1   109.35  3.000
 HRB  HP22  CP2  CP3   109.63  3.000
 HRB  HP21  CP2  CP3   108.86  3.000
 HRB  CP1   CP2  CP3   112.68  3.000
 HRB  HP12  CP1  HP11  106.37  3.000
 HRB  HP12  CP1  C5    107.22  3.000
 HRB  HP11  CP1  C5    109.56  3.000
 HRB  HP12  CP1  CP2   109.13  3.000
 HRB  HP11  CP1  CP2   110.47  3.000
 HRB  C5    CP1  CP2   113.77  3.000
 HRB  H5    C5   C4    108.86  3.000
 HRB  H5    C5   O1    108.26  3.000
 HRB  C4    C5   O1    104.93  3.000
 HRB  H5    C5   CP1   108.50  3.000
 HRB  C4    C5   CP1   113.90  3.000
 HRB  O1    C5   CP1   112.21  3.000
 HRB  C2    O1   C5    111.44  3.000
 HRB  H2    C2   C3    113.08  3.000
 HRB  H2    C2   O2    110.94  3.000
 HRB  C3    C2   O2    108.63  3.000
 HRB  H2    C2   O1    107.28  3.000
 HRB  C3    C2   O1    105.24  3.000
 HRB  O2    C2   O1    111.56  3.000
 HRB  HO2   O2   C2    109.05  3.000
 HRB  H32   C3   H31   108.33  3.000
 HRB  H32   C3   C4    113.70  3.000
 HRB  H31   C3   C4    111.10  3.000
 HRB  H32   C3   C2    113.06  3.000
 HRB  H31   C3   C2    109.70  3.000
 HRB  C4    C3   C2    100.81  3.000
 HRB  H4    C4   NE2   106.27  3.000
 HRB  H4    C4   C3    109.49  3.000
 HRB  NE2   C4   C3    116.14  3.000
 HRB  H4    C4   C5    109.69  3.000
 HRB  NE2   C4   C5    113.00  3.000
 HRB  C3    C4   C5    102.19  3.000
 HRB  CE1   NE2  CD2   106.72  3.000
 HRB  CE1   NE2  C4    127.51  3.000
 HRB  CD2   NE2  C4    125.56  3.000
 HRB  HD2   CD2  CG    131.89  3.000
 HRB  HD2   CD2  NE2   122.11  3.000
 HRB  CG    CD2  NE2   106.00  3.000
 HRB  HE1   CE1  ND1   125.43  3.000
 HRB  HE1   CE1  NE2   122.71  3.000
 HRB  ND1   CE1  NE2   111.86  3.000
 HRB  CG    ND1  CE1   105.76  3.000
 HRB  CB    CG   ND1   121.87  3.000
 HRB  CB    CG   CD2   128.34  3.000
 HRB  ND1   CG   CD2   109.66  3.000
 HRB  HB2   CB   HB1   107.04  3.000
 HRB  HB2   CB   CA    109.66  3.000
 HRB  HB1   CB   CA    108.92  3.000
 HRB  HB2   CB   CG    110.23  3.000
 HRB  HB1   CB   CG    110.09  3.000
 HRB  CA    CB   CG    110.82  3.000
 HRB  HA    CA   N     109.28  3.000
 HRB  HA    CA   C     107.82  3.000
 HRB  N     CA   C     110.90  3.000
 HRB  HA    CA   CB    107.94  3.000
 HRB  N     CA   CB    109.99  3.000
 HRB  C     CA   CB    110.83  3.000
 HRB  O     C    OXT   124.07  3.000
 HRB  O     C    CA    124.82  3.000
 HRB  OXT   C    CA    111.11  3.000
 HRB  HO    OXT  C     110.37  3.000
 HRB  HN    N    CA1   119.01  3.000
 HRB  HN    N    CA    118.13  3.000
 HRB  CA1   N    CA    122.74  3.000
 HRB  OA1   CA1  CA2   122.97  3.000
 HRB  OA1   CA1  N     122.21  3.000
 HRB  CA2   CA1  N     114.77  3.000
 HRB  HA23  CA2  HA22  109.13  3.000
 HRB  HA23  CA2  HA21  107.45  3.000
 HRB  HA22  CA2  HA21  107.97  3.000
 HRB  HA23  CA2  CA1   112.39  3.000
 HRB  HA22  CA2  CA1   110.45  3.000
 HRB  HA21  CA2  CA1   109.31  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
 HRB  CONST_01  ND1   CG   CD2  NE2    0.00   0.0  0
 HRB  CONST_02  CG    ND1  CE1  NE2    0.00   0.0  0
 HRB  CONST_03  ND1   CE1  NE2  CD2    0.00   0.0  0
 HRB  CONST_04  CE1   ND1  CG   CD2    0.00   0.0  0
 HRB  CONST_05  CG    CD2  NE2  CE1    0.00   0.0  0
 HRB  CONST_06  CG    CD2  NE2  C4   180.00   0.0  0
 HRB  CONST_07  ND1   CE1  NE2  C4   180.00   0.0  0
 HRB  CONST_08  CB    CG   CD2  NE2  180.00   0.0  0
 HRB  CONST_09  CB    CG   ND1  CE1  180.00   0.0  0
 HRB  CONST_10  HD2   CD2  NE2  C4     0.00   0.0  0
 HRB  CONST_11  HE1   CE1  NE2  C4     0.00   0.0  0
 HRB  CONST_12  CA2   CA1  N    CA   180.00   0.0  0
 HRB  CONST_13  OA1   CA1  N    CA     0.00   0.0  0
 HRB  CONST_14  HN    N    CA1  CA2    0.00   0.0  0
 HRB  CONST_15  HO    OXT  C    CA   180.00   0.0  0
 HRB  Var_01    CA    CB   CG   CD2  101.62  30.0  2
 HRB  Var_02    C5    CP1  CP2  CP3  169.89  30.0  3
 HRB  Var_03    CP2   CP3  CP4  CP5  175.45  30.0  3
 HRB  Var_04    CP1   CP2  CP3  CP4  178.87  30.0  3
 HRB  Var_05    HP51  CP5  CP4  CP3  179.92  30.0  3
 HRB  Var_06    HA21  CA2  CA1  N     82.53  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
 HRB  chir_01  C5  CP1  O1  C4  negativ
 HRB  chir_02  C2  O1   O2  C3  negativ
 HRB  chir_03  C4  NE2  C5  C3  positiv
 HRB  chir_04  CA  N    CB  C   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
 HRB  plan-1  C4   0.020
 HRB  plan-1  NE2  0.020
 HRB  plan-1  CD2  0.020
 HRB  plan-1  CE1  0.020
 HRB  plan-1  ND1  0.020
 HRB  plan-1  CG   0.020
 HRB  plan-1  CB   0.020
 HRB  plan-1  HD2  0.020
 HRB  plan-1  HE1  0.020
 HRB  plan-2  CA   0.020
 HRB  plan-2  N    0.020
 HRB  plan-2  CA1  0.020
 HRB  plan-2  CA2  0.020
 HRB  plan-2  OA1  0.020
 HRB  plan-2  HN   0.020
 HRB  plan-3  CA   0.020
 HRB  plan-3  C    0.020
 HRB  plan-3  OXT  0.020
 HRB  plan-3  O    0.020
 HRB  plan-3  HO   0.020

