# electronic Ligand Builder and Optimisation Workbench (eLBOW)
#   - a module of PHENIX version dev-svn-
#   - file written: Mon Apr  6 15:49:43 2020
#   Inital geometry file: a 89 line input string
#   Ligand name: 5-[(2R)-2-amino-2-carboxyethyl]-1-phenyl-1H-pyrazole-3-carboxylic acid
#   Quantum optimisation: True
#   Method: PBEh-3c
#   Random seed: 3628800
#   SMILES string: N[C@H](Cc1cc(nn1c2ccccc2)C(O)=O)C(O)=O
#
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
 5E0  5E0  '5-[(2R)-2-amino-2-carboxyethyl]-1-phenyl-1H-pyrazole-3-carboxylic acid'  ligand  31  20  .  2022-07-23  2022-07-26
;
Directly from eLBOW using geometry from QM method PBEh-3c with CPCM solvent model
Validated by Mogul as OK (reasonable std)
;

data_comp_5E0
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
 5E0  C10  C  CR16   0  -0.258  -0.2020  -2.4397  -0.9262
 5E0  C13  C  CR16   0  -0.260  -1.7529  -3.1451   1.2695
 5E0  C14  C  CR16   0  -0.285  -0.9219  -2.0347   1.3385
 5E0  N01  N  NH2    0  -0.776  -1.6422   0.6415  -1.5857
 5E0  C02  C  CH1    0  -0.194  -1.6870   1.7142  -0.6102
 5E0  C03  C  CH2    0  -0.557  -1.0348   1.2477   0.7022
 5E0  C04  C  CR5    0   0.458   0.3545   0.7480   0.5084
 5E0  C05  C  CR15   0  -0.567   1.5353   1.4478   0.4362
 5E0  C06  C  CR5    0   0.085   2.5290   0.4909   0.1573
 5E0  N07  N  N      0  -0.305   1.9998  -0.7167   0.0697
 5E0  N08  N  NR5    0  -0.444   0.6930  -0.5513   0.2926
 5E0  C09  C  CR6    0   0.334  -0.1583  -1.6787   0.2351
 5E0  C11  C  CR16   0  -0.263  -1.0209  -3.5567  -0.9820
 5E0  C12  C  CR16   0  -0.251  -1.8029  -3.9085   0.1118
 5E0  O16  O  O      0  -0.599   4.3691   1.9202   0.0823
 5E0  O17  O  OC    -1  -0.604   4.7262  -0.2645  -0.2178
 5E0  C18  C  C      0   0.381  -3.0920   2.2868  -0.2886
 5E0  O19  O  O      0  -0.602  -4.0803   1.6858  -0.7514
 5E0  O20  O  OC    -1  -0.622  -3.1097   3.3117   0.4249
 5E0  H1   H  HCR6   0   0.263   0.3936  -2.1496  -1.7812
 5E0  H2   H  HCR6   0   0.262  -2.3508  -3.4191   2.1286
 5E0  H3   H  HCR6   0   0.275  -0.8609  -1.4556   2.2512
 5E0  H4   H  HNH2   0   0.325  -2.2355  -0.1161  -1.2667
 5E0  H5   H  HNH2   0   0.336  -2.0791   0.9626  -2.4415
 5E0  H7   H  HCH1   0   0.223  -1.0772   2.5386  -0.9977
 5E0  H8   H  HCH2   0   0.261  -1.0109   2.0853   1.3980
 5E0  H9   H  HCH2   0   0.249  -1.6653   0.4816   1.1598
 5E0  H10  H  HCR5   0   0.248   1.6602   2.5117   0.5543
 5E0  H11  H  HCR6   0   0.261  -1.0521  -4.1528  -1.8849
 5E0  H12  H  HCR6   0   0.260  -2.4475  -4.7761   0.0610
 5E0  C15  C  C      0   0.364   4.0081   0.7303  -0.0103

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
 5E0  C13  C12  aromatic  1.388  0.020  1.388
 5E0  C13  C14  aromatic  1.389  0.020  1.389
 5E0  C12  C11  aromatic  1.390  0.020  1.390
 5E0  C14  C09  aromatic  1.388  0.020  1.388
 5E0  C11  C10  aromatic  1.386  0.020  1.386
 5E0  C09  C10  aromatic  1.389  0.020  1.389
 5E0  C09  N08  single    1.414  0.020  1.414
 5E0  C03  C04  single    1.489  0.020  1.489
 5E0  C03  C02  single    1.538  0.020  1.538
 5E0  N01  C02  single    1.451  0.020  1.451
 5E0  N08  C04  aromatic  1.360  0.020  1.360
 5E0  N08  N07  aromatic  1.336  0.020  1.336
 5E0  C04  C05  aromatic  1.375  0.020  1.375
 5E0  C02  C18  single    1.551  0.020  1.551
 5E0  O19  C18  deloc     1.246  0.020  1.246
 5E0  N07  C06  aromatic  1.321  0.020  1.321
 5E0  C18  O20  deloc     1.249  0.020  1.249
 5E0  C05  C06  aromatic  1.407  0.020  1.407
 5E0  C06  C15  single    1.508  0.020  1.508
 5E0  C15  O16  deloc     1.247  0.020  1.247
 5E0  C15  O17  deloc     1.244  0.020  1.244
 5E0  C10  H1   single    0.930  0.020  1.080
 5E0  C13  H2   single    0.930  0.020  1.080
 5E0  C14  H3   single    0.930  0.020  1.080
 5E0  N01  H4   single    0.890  0.020  1.040
 5E0  N01  H5   single    0.890  0.020  1.040
 5E0  C02  H7   single    0.970  0.020  1.090
 5E0  C03  H8   single    0.970  0.020  1.090
 5E0  C03  H9   single    0.970  0.020  1.090
 5E0  C05  H10  single    0.930  0.020  1.080
 5E0  C11  H11  single    0.930  0.020  1.080
 5E0  C12  H12  single    0.930  0.020  1.080

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
 5E0  H1   C10  C11  120.63  3.000
 5E0  H1   C10  C09  119.77  3.000
 5E0  C11  C10  C09  119.59  3.000
 5E0  H2   C13  C12  120.21  3.000
 5E0  H2   C13  C14  119.59  3.000
 5E0  C12  C13  C14  120.20  3.000
 5E0  H3   C14  C09  120.12  3.000
 5E0  H3   C14  C13  120.23  3.000
 5E0  C09  C14  C13  119.65  3.000
 5E0  H5   N01  H4   104.49  3.000
 5E0  H5   N01  C02  108.69  3.000
 5E0  H4   N01  C02  108.85  3.000
 5E0  H7   C02  C18  107.43  3.000
 5E0  H7   C02  C03  107.09  3.000
 5E0  C18  C02  C03  108.61  3.000
 5E0  H7   C02  N01  107.54  3.000
 5E0  C18  C02  N01  116.13  3.000
 5E0  C03  C02  N01  109.66  3.000
 5E0  H9   C03  H8   106.52  3.000
 5E0  H9   C03  C04  110.95  3.000
 5E0  H8   C03  C04  108.71  3.000
 5E0  H9   C03  C02  108.99  3.000
 5E0  H8   C03  C02  108.74  3.000
 5E0  C04  C03  C02  112.73  3.000
 5E0  N08  C04  C05  105.32  3.000
 5E0  C05  C04  C03  129.61  3.000
 5E0  N08  C04  C03  125.00  3.000
 5E0  H10  C05  C06  127.67  3.000
 5E0  H10  C05  C04  126.61  3.000
 5E0  C06  C05  C04  105.71  3.000
 5E0  N07  C06  C05  110.59  3.000
 5E0  C05  C06  C15  127.35  3.000
 5E0  N07  C06  C15  122.05  3.000
 5E0  N08  N07  C06  105.52  3.000
 5E0  C09  N08  N07  118.91  3.000
 5E0  N07  N08  C04  112.85  3.000
 5E0  C09  N08  C04  128.20  3.000
 5E0  N08  C09  C14  120.22  3.000
 5E0  N08  C09  C10  119.33  3.000
 5E0  C14  C09  C10  120.44  3.000
 5E0  H11  C11  C12  120.06  3.000
 5E0  H11  C11  C10  119.64  3.000
 5E0  C12  C11  C10  120.31  3.000
 5E0  H12  C12  C11  120.08  3.000
 5E0  H12  C12  C13  120.11  3.000
 5E0  C11  C12  C13  119.80  3.000
 5E0  O20  C18  O19  126.65  3.000
 5E0  O20  C18  C02  115.74  3.000
 5E0  O19  C18  C02  117.61  3.000
 5E0  O17  C15  O16  127.47  3.000
 5E0  O17  C15  C06  117.24  3.000
 5E0  O16  C15  C06  115.30  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
 5E0  CONST_01  C13  C12  C11  C10    0.00   0.0  0
 5E0  CONST_02  C13  C14  C09  C10    0.00   0.0  0
 5E0  CONST_05  N08  C09  C14  C13  180.00   0.0  0
 5E0  CONST_06  C11  C12  C13  C14    0.00   0.0  0
 5E0  CONST_07  C11  C10  C09  C14    0.00   0.0  0
 5E0  CONST_10  C06  N07  N08  C04    0.00   0.0  0
 5E0  CONST_11  N07  C06  C05  C04    0.00   0.0  0
 5E0  CONST_12  C09  N08  C04  C05  180.00   0.0  0
 5E0  CONST_13  N07  N08  C04  C05    0.00   0.0  0
 5E0  CONST_14  N08  N07  C06  C05    0.00   0.0  0
 5E0  CONST_15  C09  N08  N07  C06  180.00   0.0  0
 5E0  CONST_16  N08  C04  C05  C06    0.00   0.0  0
 5E0  CONST_17  C11  C10  C09  N08  180.00   0.0  0
 5E0  CONST_18  C12  C13  C14  C09    0.00   0.0  0
 5E0  CONST_19  C12  C11  C10  C09    0.00   0.0  0
 5E0  CONST_20  N08  N07  C06  C15  180.00   0.0  0
 5E0  CONST_21  C04  C05  C06  C15  180.00   0.0  0
 5E0  CONST_22  C09  N08  C04  C03    0.00   0.0  0
 5E0  CONST_23  N07  N08  C04  C03  180.00   0.0  0
 5E0  CONST_24  C06  C05  C04  C03  180.00   0.0  0
 5E0  CONST_25  H12  C12  C11  C10  180.00   0.0  0
 5E0  CONST_26  H3   C14  C09  C10  180.00   0.0  0
 5E0  CONST_27  H11  C11  C12  C13  180.00   0.0  0
 5E0  CONST_28  H1   C10  C09  C14  180.00   0.0  0
 5E0  CONST_29  H10  C05  C06  N07  180.00   0.0  0
 5E0  CONST_30  H2   C13  C14  C09  180.00   0.0  0
 5E0  Var_01    N08  C04  C03  C02  -92.91  30.0  2
 5E0  Var_02    O16  C15  C06  C05   -1.74  30.0  2

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
 5E0  chir_01  C02  C03  N01  C18  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
 5E0  plan-1  C03  0.020
 5E0  plan-1  C04  0.020
 5E0  plan-1  C05  0.020
 5E0  plan-1  C06  0.020
 5E0  plan-1  N07  0.020
 5E0  plan-1  N08  0.020
 5E0  plan-1  C09  0.020
 5E0  plan-1  H10  0.020
 5E0  plan-1  C15  0.020
 5E0  plan-2  C10  0.020
 5E0  plan-2  C13  0.020
 5E0  plan-2  C14  0.020
 5E0  plan-2  N08  0.020
 5E0  plan-2  C09  0.020
 5E0  plan-2  C11  0.020
 5E0  plan-2  C12  0.020
 5E0  plan-2  H1   0.020
 5E0  plan-2  H2   0.020
 5E0  plan-2  H3   0.020
 5E0  plan-2  H11  0.020
 5E0  plan-2  H12  0.020
 5E0  plan-3  C02  0.020
 5E0  plan-3  C18  0.020
 5E0  plan-3  O19  0.020
 5E0  plan-3  O20  0.020
 5E0  plan-4  C06  0.020
 5E0  plan-4  O16  0.020
 5E0  plan-4  O17  0.020
 5E0  plan-4  C15  0.020

