# electronic Ligand Builder and Optimisation Workbench (eLBOW)
#   - a module of PHENIX version dev-svn-
#   - file written: Tue Mar 22 20:19:36 2022
#   Inital geometry file: a 93 line input string
#   Ligand name: 1-[(4S)-4-amino-5-(1,3-benzothiazol-2-yl)-5-oxopentyl]guanidine
#   Quantum optimisation: True
#   Method: PBEh-3c
#   Random seed: 3628800
#   SMILES string: N[C@@H](CCCNC(N)=N)C(=O)c1sc2ccccc2n1
#
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
 THZ  THZ  1-[(4S)-4-amino-5-(1,3-benzothiazol-2-yl)-5-oxopentyl]guanidine  L-peptide  37  20  .  2019-03-22  2022-09-22
;
Directly from eLBOW using geometry from QM method PBEh-3c with CPCM solvent model
Validated by Mogul as GRAND (side chain)
;

data_comp_THZ
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
 THZ  C     C  C     0   0.430  14.2437  -10.9558  17.9596
 THZ  N     N  NH2   0  -0.809  15.5002  -10.6797  19.9324
 THZ  O     O  O     0  -0.366  13.3722  -10.2392  17.5284
 THZ  S1    S  S2    0   0.281  15.3074  -10.8030  15.4018
 THZ  CA    C  CH1   0  -0.211  14.3550  -11.4199  19.4021
 THZ  CB    C  CH2   0  -0.438  13.0819  -11.1296  20.1846
 THZ  CD    C  CH2   0  -0.225  11.7744  -11.5195  22.2990
 THZ  NE    N  NH1   0  -0.646  11.8017  -12.1266  23.6102
 THZ  CG    C  CH2   0  -0.470  13.0785  -11.7831  21.5628
 THZ  CZ    C  C     0   0.548  10.6942  -12.0894  24.4163
 THZ  N11   N  N     0  -0.392  16.2791  -12.1954  17.3506
 THZ  C17   C  CR5   0  -0.062  15.3241  -11.3911  17.0391
 THZ  C21   C  CR56  0   0.365  17.1054  -12.4101  16.2808
 THZ  C31   C  CR16  0  -0.301  18.2401  -13.2259  16.2852
 THZ  C41   C  CR16  0  -0.254  18.9758  -13.3381  15.1255
 THZ  C51   C  CR16  0  -0.254  18.5983  -12.6512  13.9622
 THZ  C61   C  CR16  0  -0.275  17.4801  -11.8407  13.9369
 THZ  C71   C  CR56  0  -0.244  16.7357  -11.7256  15.1079
 THZ  NH1   N  N     0  -0.714   9.5667  -11.6874  23.9567
 THZ  NH2   N  NH2   0  -0.839  10.9477  -12.4885  25.7134
 THZ  H     H  HNH2  0   0.363  15.4261  -10.5958  20.9376
 THZ  H2    H  HNH2  0   0.360  16.3568  -11.1848  19.7494
 THZ  HA    H  HCH1  0   0.247  14.5189  -12.5062  19.3989
 THZ  HB    H  HCH2  0   0.234  12.9482  -10.0486  20.2824
 THZ  HBA   H  HCH2  0   0.241  12.2241  -11.5015  19.6190
 THZ  HD    H  HCH2  0   0.208  11.5947  -10.4380  22.3555
 THZ  HDA   H  HCH2  0   0.226  10.9426  -11.9419  21.7329
 THZ  HNE   H  HNH1  0   0.377  12.6869  -12.0598  24.0893
 THZ  HG    H  HCH2  0   0.233  13.2281  -12.8615  21.4591
 THZ  HGA   H  HCH2  0   0.224  13.9107  -11.4089  22.1683
 THZ  H31   H  HCR6  0   0.271  18.5241  -13.7508  17.1878
 THZ  H41   H  HCR6  0   0.267  19.8586  -13.9631  15.1083
 THZ  H51   H  HCR6  0   0.270  19.1951  -12.7564  13.0660
 THZ  H61   H  HCR6  0   0.278  17.1953  -11.3136  13.0364
 THZ  HNH1  H  H     0   0.315   8.8376  -11.7936  24.6524
 THZ  HNH2  H  HNH2  0   0.383  10.1325  -12.7295  26.2544
 THZ  HNHA  H  HNH2  0   0.380  11.6892  -13.1616  25.8360

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
 THZ  C17  C     single    1.485  0.020  1.485
 THZ  O    C     double    1.231  0.020  1.231
 THZ  C    CA    single    1.525  0.021  1.525
 THZ  CA   N     single    1.458  0.019  1.458
 THZ  N    H     single    0.860  0.020  0.860
 THZ  N    H2    single    0.890  0.020  1.040
 THZ  C71  S1    aromatic  1.726  0.020  1.726
 THZ  S1   C17   aromatic  1.740  0.020  1.740
 THZ  CA   CB    single    1.530  0.020  1.530
 THZ  CA   HA    single    0.970  0.020  0.970
 THZ  CB   CG    single    1.525  0.020  1.525
 THZ  CB   HB    single    0.970  0.020  1.090
 THZ  CB   HBA   single    0.970  0.020  1.090
 THZ  CG   CD    single    1.521  0.020  1.521
 THZ  CD   NE    single    1.445  0.020  1.445
 THZ  CD   HD    single    0.970  0.020  1.090
 THZ  CD   HDA   single    0.970  0.020  1.090
 THZ  NE   CZ    single    1.370  0.020  1.370
 THZ  NE   HNE   single    0.890  0.020  1.040
 THZ  CG   HG    single    0.970  0.020  1.090
 THZ  CG   HGA   single    0.970  0.020  1.090
 THZ  CZ   NH1   double    1.282  0.020  1.282
 THZ  CZ   NH2   single    1.381  0.020  1.381
 THZ  C21  N11   aromatic  1.369  0.020  1.369
 THZ  N11  C17   aromatic  1.287  0.020  1.287
 THZ  C71  C21   aromatic  1.407  0.020  1.407
 THZ  C31  C21   aromatic  1.398  0.020  1.398
 THZ  C41  C31   aromatic  1.378  0.020  1.378
 THZ  C31  H31   single    0.930  0.020  1.080
 THZ  C51  C41   aromatic  1.403  0.020  1.403
 THZ  C41  H41   single    0.930  0.020  1.080
 THZ  C51  C61   aromatic  1.381  0.020  1.381
 THZ  C51  H51   single    0.930  0.020  1.080
 THZ  C61  C71   aromatic  1.392  0.020  1.392
 THZ  C61  H61   single    0.930  0.020  1.080
 THZ  NH1  HNH1  single    0.890  0.020  1.040
 THZ  NH2  HNH2  single    0.890  0.020  1.040
 THZ  NH2  HNHA  single    0.890  0.020  1.040

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
 THZ  C17   C    CA    116.47  3.000
 THZ  CA    C    O     120.80  1.700
 THZ  C17   C    O     118.54  3.000
 THZ  H2    N    H     106.46  3.000
 THZ  H2    N    CA    110.17  3.000
 THZ  H     N    CA    114.00  3.000
 THZ  C71   S1   C17    88.37  3.000
 THZ  HA    CA   CB    109.00  3.000
 THZ  HA    CA   N     110.00  3.000
 THZ  CB    CA   N     110.50  1.700
 THZ  HA    CA   C     109.00  3.000
 THZ  CB    CA   C     110.10  1.900
 THZ  N     CA   C     111.00  2.800
 THZ  HBA   CB   HB    106.66  3.000
 THZ  HBA   CB   CG    108.67  3.000
 THZ  HB    CB   CG    110.03  3.000
 THZ  HBA   CB   CA    109.00  3.000
 THZ  HB    CB   CA    109.67  3.000
 THZ  CG    CB   CA    112.62  3.000
 THZ  HDA   CD   HD    106.46  3.000
 THZ  HDA   CD   CG    109.60  3.000
 THZ  HD    CD   CG    109.64  3.000
 THZ  HDA   CD   NE    108.81  3.000
 THZ  HD    CD   NE    111.73  3.000
 THZ  CG    CD   NE    110.51  3.000
 THZ  HNE   NE   CZ    115.34  3.000
 THZ  HNE   NE   CD    114.81  3.000
 THZ  CZ    NE   CD    120.47  3.000
 THZ  HGA   CG   HG    106.58  3.000
 THZ  HGA   CG   CD    108.96  3.000
 THZ  HG    CG   CD    109.52  3.000
 THZ  HGA   CG   CB    110.58  3.000
 THZ  HG    CG   CB    109.66  3.000
 THZ  CD    CG   CB    111.42  3.000
 THZ  NH2   CZ   NH1   126.08  3.000
 THZ  NH2   CZ   NE    113.36  3.000
 THZ  NH1   CZ   NE    120.55  3.000
 THZ  C21   N11  C17   110.91  3.000
 THZ  N11   C17  S1    116.50  3.000
 THZ  N11   C17  C     124.98  3.000
 THZ  S1    C17  C     118.51  3.000
 THZ  C71   C21  C31   119.98  3.000
 THZ  C31   C21  N11   125.40  3.000
 THZ  C71   C21  N11   114.62  3.000
 THZ  H31   C31  C41   121.49  3.000
 THZ  H31   C31  C21   119.93  3.000
 THZ  C41   C31  C21   118.58  3.000
 THZ  H41   C41  C51   119.30  3.000
 THZ  H41   C41  C31   119.75  3.000
 THZ  C51   C41  C31   120.95  3.000
 THZ  H51   C51  C61   119.24  3.000
 THZ  H51   C51  C41   119.40  3.000
 THZ  C61   C51  C41   121.36  3.000
 THZ  H61   C61  C71   121.27  3.000
 THZ  H61   C61  C51   120.96  3.000
 THZ  C71   C61  C51   117.77  3.000
 THZ  C61   C71  C21   121.35  3.000
 THZ  C61   C71  S1    129.05  3.000
 THZ  C21   C71  S1    109.60  3.000
 THZ  HNH1  NH1  CZ    110.71  3.000
 THZ  HNHA  NH2  HNH2  111.70  3.000
 THZ  HNHA  NH2  CZ    116.23  3.000
 THZ  HNH2  NH2  CZ    115.15  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
 THZ  CONST_01  N11   C21  C71  S1      0.00   0.0  0
 THZ  CONST_02  C31   C21  C71  S1    180.00   0.0  0
 THZ  CONST_03  C51   C61  C71  S1    180.00   0.0  0
 THZ  CONST_04  C21   N11  C17  S1      0.00   0.0  0
 THZ  CONST_05  C61   C71  C21  N11   180.00   0.0  0
 THZ  CONST_06  C41   C31  C21  N11   180.00   0.0  0
 THZ  CONST_07  C71   S1   C17  N11     0.00   0.0  0
 THZ  CONST_08  C21   C71  S1   C17     0.00   0.0  0
 THZ  CONST_09  C61   C71  S1   C17   180.00   0.0  0
 THZ  CONST_10  C71   C21  N11  C17     0.00   0.0  0
 THZ  CONST_11  C31   C21  N11  C17   180.00   0.0  0
 THZ  CONST_12  C51   C61  C71  C21     0.00   0.0  0
 THZ  CONST_13  C51   C41  C31  C21     0.00   0.0  0
 THZ  CONST_14  C61   C71  C21  C31     0.00   0.0  0
 THZ  CONST_15  C61   C51  C41  C31     0.00   0.0  0
 THZ  CONST_16  C71   C21  C31  C41     0.00   0.0  0
 THZ  CONST_17  C71   C61  C51  C41     0.00   0.0  0
 THZ  CONST_18  C71   S1   C17  C     180.00   0.0  0
 THZ  CONST_19  C21   N11  C17  C     180.00   0.0  0
 THZ  CONST_20  H61   C61  C71  S1      0.00   0.0  0
 THZ  CONST_21  H31   C31  C21  N11     0.00   0.0  0
 THZ  CONST_22  H41   C41  C31  C21   180.00   0.0  0
 THZ  CONST_23  H51   C51  C41  C31   180.00   0.0  0
 THZ  CONST_24  NH1   CZ   NE   CD      0.00   0.0  0
 THZ  CONST_25  NH2   CZ   NE   CD    180.00   0.0  0
 THZ  CONST_26  HNH1  NH1  CZ   NE    180.00   0.0  0
 THZ  Var_01    S1    C17  C    O       2.02  30.0  2
 THZ  Var_02    CD    CG   CB   CA   -177.86  30.0  3
 THZ  Var_03    NE    CD   CG   CB   -178.98  30.0  3
 THZ  Var_04    CZ    NE   CD   CG   -175.73  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
 THZ  chir_01  CA  C  N  CB  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
 THZ  plan-1  C     0.020
 THZ  plan-1  S1    0.020
 THZ  plan-1  N11   0.020
 THZ  plan-1  C17   0.020
 THZ  plan-1  C21   0.020
 THZ  plan-1  C31   0.020
 THZ  plan-1  C41   0.020
 THZ  plan-1  C51   0.020
 THZ  plan-1  C61   0.020
 THZ  plan-1  C71   0.020
 THZ  plan-1  H31   0.020
 THZ  plan-1  H41   0.020
 THZ  plan-1  H51   0.020
 THZ  plan-1  H61   0.020
 THZ  plan-2  C     0.020
 THZ  plan-2  O     0.020
 THZ  plan-2  CA    0.020
 THZ  plan-2  C17   0.020
 THZ  plan-3  CD    0.020
 THZ  plan-3  NE    0.020
 THZ  plan-3  CZ    0.020
 THZ  plan-3  NH1   0.020
 THZ  plan-3  NH2   0.020
 THZ  plan-3  HNE   0.020
 THZ  plan-3  HNH1  0.020
 THZ  plan-3  HNH2  0.020
 THZ  plan-3  HNHA  0.020

