# electronic Ligand Builder and Optimisation Workbench (eLBOW)
#   - a module of PHENIX version dev-svn-
#   - file written: Sun Apr 26 17:56:53 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  33  20  .  2022-07-23  2023-02-16
;
Directly from eLBOW using geometry from QM method PBEh-3c with CPCM solvent model
Validated by Mogul as OK
;

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  -0.250  -0.2339  -2.4210  -0.9117
 5E0  C13  C  CR16  0  -0.259  -1.6834  -3.1735   1.3401
 5E0  C14  C  CR16  0  -0.276  -0.8652  -2.0531   1.3897
 5E0  N01  N  NH2   0  -0.768  -1.6475   0.6366  -1.5766
 5E0  C02  C  CH1   0  -0.192  -1.6897   1.6977  -0.6073
 5E0  C03  C  CH2   0  -0.570  -1.0695   1.2293   0.7240
 5E0  C04  C  CR5   0   0.464   0.3271   0.7552   0.5267
 5E0  C05  C  CR15  0  -0.529   1.4893   1.4823   0.4529
 5E0  C06  C  CR5   0   0.142   2.4853   0.5360   0.1657
 5E0  N07  N  N     0  -0.274   1.9821  -0.6835   0.0750
 5E0  N08  N  NR5   0  -0.435   0.6864  -0.5376   0.2981
 5E0  C09  C  CR6   0   0.318  -0.1524  -1.6809   0.2594
 5E0  C11  C  CR16  0  -0.261  -1.0416  -3.5469  -0.9476
 5E0  C12  C  CR16  0  -0.244  -1.7706  -3.9219   0.1746
 5E0  O16  O  O     0  -0.439   4.3873   1.9175   0.0799
 5E0  O17  O  OH1   0  -0.591   4.6260  -0.2802  -0.2636
 5E0  C18  C  C     0   0.519  -3.0877   2.2446  -0.3396
 5E0  O19  O  O     0  -0.432  -4.1073   1.7227  -0.7123
 5E0  O20  O  OH1   0  -0.593  -3.0525   3.3716   0.3604
 5E0  H1   H  HCR6  0   0.271   0.3225  -2.1117  -1.7864
 5E0  H2   H  HCR6  0   0.267  -2.2435  -3.4653   2.2183
 5E0  H3   H  HCR6  0   0.282  -0.7758  -1.4819   2.3051
 5E0  H4   H  HNH2  0   0.345  -2.2408  -0.1344  -1.2963
 5E0  H5   H  HNH2  0   0.360  -1.9925   0.9574  -2.4718
 5E0  H7   H  HCH1  0   0.288  -1.0847   2.5295  -0.9814
 5E0  H8   H  HCH2  0   0.293  -1.0565   2.0522   1.4380
 5E0  H9   H  HCH2  0   0.281  -1.6955   0.4478   1.1587
 5E0  H10  H  HCR5  0   0.278   1.5985   2.5469   0.5791
 5E0  H11  H  HCR6  0   0.267  -1.1089  -4.1279  -1.8577
 5E0  H12  H  HCR6  0   0.265  -2.4045  -4.7979   0.1400
 5E0  H13  H  HOH1  0   0.487   5.5607  -0.0457  -0.3637
 5E0  H14  H  HOH1  0   0.484  -3.9515   3.6937   0.5263
 5E0  C15  C  C     0   0.503   3.9175   0.8082  -0.0071

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  1.388  0.020  1.388
 5E0  C12  C11  aromatic  1.390  0.020  1.390
 5E0  C14  C09  aromatic  1.387  0.020  1.387
 5E0  C11  C10  aromatic  1.386  0.020  1.386
 5E0  C09  C10  aromatic  1.388  0.020  1.388
 5E0  C09  N08  single    1.419  0.020  1.419
 5E0  C03  C04  single    1.488  0.020  1.488
 5E0  C03  C02  single    1.542  0.020  1.542
 5E0  N01  C02  single    1.438  0.020  1.438
 5E0  N08  C04  aromatic  1.361  0.020  1.361
 5E0  N08  N07  aromatic  1.323  0.020  1.323
 5E0  C04  C05  aromatic  1.373  0.020  1.373
 5E0  C02  C18  single    1.525  0.020  1.525
 5E0  O19  C18  double    1.205  0.020  1.205
 5E0  N07  C06  aromatic  1.322  0.020  1.322
 5E0  C18  O20  single    1.327  0.020  1.327
 5E0  C05  C06  aromatic  1.404  0.020  1.404
 5E0  C06  C15  single    1.468  0.020  1.468
 5E0  C15  O16  double    1.208  0.020  1.208
 5E0  C15  O17  single    1.324  0.020  1.324
 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
 5E0  O17  H13  single    0.850  0.020  0.980
 5E0  O20  H14  single    0.850  0.020  0.980

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  120.73  3.000
 5E0  H1   C10  C09  119.98  3.000
 5E0  C11  C10  C09  119.29  3.000
 5E0  H2   C13  C12  120.25  3.000
 5E0  H2   C13  C14  119.59  3.000
 5E0  C12  C13  C14  120.15  3.000
 5E0  H3   C14  C09  120.33  3.000
 5E0  H3   C14  C13  120.31  3.000
 5E0  C09  C14  C13  119.36  3.000
 5E0  H5   N01  H4   106.65  3.000
 5E0  H5   N01  C02  110.65  3.000
 5E0  H4   N01  C02  110.99  3.000
 5E0  H7   C02  C18  107.11  3.000
 5E0  H7   C02  C03  107.68  3.000
 5E0  C18  C02  C03  109.04  3.000
 5E0  H7   C02  N01  108.31  3.000
 5E0  C18  C02  N01  114.20  3.000
 5E0  C03  C02  N01  110.26  3.000
 5E0  H9   C03  H8   106.66  3.000
 5E0  H9   C03  C04  111.28  3.000
 5E0  H8   C03  C04  108.44  3.000
 5E0  H9   C03  C02  109.31  3.000
 5E0  H8   C03  C02  109.96  3.000
 5E0  C04  C03  C02  111.09  3.000
 5E0  N08  C04  C05  105.70  3.000
 5E0  C05  C04  C03  129.26  3.000
 5E0  N08  C04  C03  124.94  3.000
 5E0  H10  C05  C06  128.18  3.000
 5E0  H10  C05  C04  127.07  3.000
 5E0  C06  C05  C04  104.75  3.000
 5E0  N07  C06  C05  111.46  3.000
 5E0  C05  C06  C15  126.26  3.000
 5E0  N07  C06  C15  122.28  3.000
 5E0  N08  N07  C06  105.04  3.000
 5E0  C09  N08  N07  119.06  3.000
 5E0  N07  N08  C04  113.06  3.000
 5E0  C09  N08  C04  127.88  3.000
 5E0  N08  C09  C14  119.86  3.000
 5E0  N08  C09  C10  119.18  3.000
 5E0  C14  C09  C10  120.96  3.000
 5E0  H11  C11  C12  120.12  3.000
 5E0  H11  C11  C10  119.62  3.000
 5E0  C12  C11  C10  120.26  3.000
 5E0  H12  C12  C11  120.00  3.000
 5E0  H12  C12  C13  120.02  3.000
 5E0  C11  C12  C13  119.98  3.000
 5E0  H13  O17  C15  109.72  3.000
 5E0  O20  C18  O19  123.61  3.000
 5E0  O20  C18  C02  111.89  3.000
 5E0  O19  C18  C02  124.50  3.000
 5E0  H14  O20  C18  110.36  3.000
 5E0  O17  C15  O16  124.11  3.000
 5E0  O17  C15  C06  113.11  3.000
 5E0  O16  C15  C06  122.77  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  CONST_31  H13  O17  C15  C06  180.00   0.0  0
 5E0  CONST_32  H14  O20  C18  C02  180.00   0.0  0
 5E0  Var_01    N08  C04  C03  C02  -93.27  30.0  2
 5E0  Var_02    O16  C15  C06  C05   -0.35  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-3  H14  0.020
 5E0  plan-4  C06  0.020
 5E0  plan-4  O16  0.020
 5E0  plan-4  O17  0.020
 5E0  plan-4  H13  0.020
 5E0  plan-4  C15  0.020

