# electronic Ligand Builder and Optimisation Workbench (eLBOW)
#   - a module of PHENIX version dev-svn-
#   - file written: Sun Mar 22 21:30:16 2020
#   Inital geometry file: a 68 line input string
#   Ligand name: (2R)-amino(1-hydroxy-4-propyl-1H-pyrazol-5-yl)ethanoic acid
#   Quantum optimisation: True
#   Method: PBEh-3c
#   Random seed: 3628800
#   SMILES string: CCCc1cnn(O)c1[C@@H](N)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
 1N4  1N4  '(2R)-amino(1-hydroxy-4-propyl-1H-pyrazol-5-yl)ethanoic acid'  ligand  26  14  .  2021-08-03  2021-08-03  
;
Directly from eLBOW using geometry from QM method PBEh-3c with CPCM solvent model
Validated by Mogul as GRAND
;

data_comp_1N4
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
 1N4  CAA  C  CH3    0  -0.667   4.1774   0.7433  -0.1648
 1N4  CAG  C  CH2    0  -0.419   2.8178   0.2423   0.2991
 1N4  CAH  C  CH2    0  -0.521   2.1889  -0.7426  -0.6897
 1N4  CAK  C  C      0  -0.144   0.8516  -1.2406  -0.2486
 1N4  CAF  C  C1     0  -0.133   0.5200  -2.4868   0.2951
 1N4  NAI  N  N      0  -0.299  -0.7650  -2.5509   0.6386
 1N4  NAN  N  N      0  -0.020  -1.2442  -1.3753   0.3115
 1N4  OAE  O  O      0  -0.601  -2.5384  -1.0944   0.5422
 1N4  CAL  C  C      0   0.371  -0.3441  -0.5327  -0.2286
 1N4  CA   C  CH1    0  -0.349  -0.6770   0.8604  -0.6784
 1N4  C    C  C      0   0.502  -1.1629   1.7271   0.5055
 1N4  O    O  O     -1  -0.626  -2.1455   1.2587   1.1638
 1N4  OXT  O  OC     0  -0.543  -0.6043   2.7976   0.7310
 1N4  N    N  NH2    0  -0.773  -1.6645   0.9502  -1.7522
 1N4  H1   H  HCH3   0   0.229   4.6079   1.4484   0.5469
 1N4  H2   H  HCH3   0   0.218   4.8839  -0.0806  -0.2815
 1N4  H3   H  HCH3   0   0.217   4.1027   1.2504  -1.1288
 1N4  H4   H  HCH2   0   0.220   2.9100  -0.2420   1.2751
 1N4  H5   H  HCH2   0   0.218   2.1417   1.0903   0.4442
 1N4  H6   H  HCH2   0   0.228   2.1120  -0.2612  -1.6704
 1N4  H7   H  HCH2   0   0.236   2.8617  -1.5943  -0.8241
 1N4  H8   H  H      0   0.249   1.1675  -3.3379   0.4490
 1N4  H9   H  H      0   0.466  -2.4975  -0.0998   0.8636
 1N4  H10  H  HCH1   0   0.252   0.2497   1.2969  -1.0546
 1N4  H12  H  HNH2   0   0.352  -1.3309   0.4290  -2.5537
 1N4  H13  H  HNH2   0   0.339  -2.5279   0.5029  -1.4708

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
 1N4  CAA  CAG  single    1.521  0.020  1.521
 1N4  CAG  CAH  single    1.531  0.020  1.531
 1N4  CAH  CAK  single    1.494  0.020  1.494
 1N4  CAF  CAK  aromatic  1.399  0.020  1.399
 1N4  CAF  NAI  aromatic  1.332  0.020  1.332
 1N4  CAK  CAL  aromatic  1.390  0.020  1.390
 1N4  NAI  NAN  aromatic  1.311  0.020  1.311
 1N4  CAL  NAN  aromatic  1.346  0.020  1.346
 1N4  CAL  CA   single    1.501  0.020  1.501
 1N4  O    C    deloc     1.272  0.020  1.272
 1N4  NAN  OAE  single    1.344  0.020  1.344
 1N4  CA   C    single    1.546  0.020  1.546
 1N4  CA   N    single    1.462  0.020  1.462
 1N4  C    OXT  deloc     1.228  0.020  1.228
 1N4  CAA  H1   single    0.970  0.020  1.090
 1N4  CAA  H2   single    0.970  0.020  1.090
 1N4  CAA  H3   single    0.970  0.020  1.090
 1N4  CAG  H4   single    0.970  0.020  1.090
 1N4  CAG  H5   single    0.970  0.020  1.090
 1N4  CAH  H6   single    0.970  0.020  1.090
 1N4  CAH  H7   single    0.970  0.020  1.090
 1N4  CAF  H8   single    0.930  0.020  1.080
 1N4  OAE  H9   single    0.850  0.020  0.980
 1N4  CA   H10  single    0.970  0.020  1.090
 1N4  N    H12  single    0.890  0.020  1.040
 1N4  N    H13  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
 1N4  H3   CAA  H2   107.48  3.000
 1N4  H3   CAA  H1   107.63  3.000
 1N4  H2   CAA  H1   107.60  3.000
 1N4  H3   CAA  CAG  111.16  3.000
 1N4  H2   CAA  CAG  111.25  3.000
 1N4  H1   CAA  CAG  111.51  3.000
 1N4  H5   CAG  H4   106.08  3.000
 1N4  H5   CAG  CAH  109.29  3.000
 1N4  H4   CAG  CAH  109.04  3.000
 1N4  H5   CAG  CAA  109.72  3.000
 1N4  H4   CAG  CAA  110.04  3.000
 1N4  CAH  CAG  CAA  112.46  3.000
 1N4  H7   CAH  H6   105.99  3.000
 1N4  H7   CAH  CAK  109.11  3.000
 1N4  H6   CAH  CAK  110.38  3.000
 1N4  H7   CAH  CAG  109.12  3.000
 1N4  H6   CAH  CAG  108.93  3.000
 1N4  CAK  CAH  CAG  113.05  3.000
 1N4  CAL  CAK  CAF  104.13  3.000
 1N4  CAL  CAK  CAH  127.20  3.000
 1N4  CAF  CAK  CAH  128.59  3.000
 1N4  H8   CAF  NAI  120.24  3.000
 1N4  H8   CAF  CAK  127.94  3.000
 1N4  NAI  CAF  CAK  111.82  3.000
 1N4  NAN  NAI  CAF  104.20  3.000
 1N4  CAL  NAN  OAE  125.58  3.000
 1N4  OAE  NAN  NAI  119.77  3.000
 1N4  CAL  NAN  NAI  114.64  3.000
 1N4  H9   OAE  NAN  102.35  3.000
 1N4  CA   CAL  NAN  123.56  3.000
 1N4  CA   CAL  CAK  131.24  3.000
 1N4  NAN  CAL  CAK  105.20  3.000
 1N4  H10  CA   N    107.21  3.000
 1N4  H10  CA   C    107.87  3.000
 1N4  N    CA   C    108.42  3.000
 1N4  H10  CA   CAL  106.63  3.000
 1N4  N    CA   CAL  115.27  3.000
 1N4  C    CA   CAL  111.14  3.000
 1N4  OXT  C    O    125.25  3.000
 1N4  OXT  C    CA   119.10  3.000
 1N4  O    C    CA   115.65  3.000
 1N4  H13  N    H12  105.88  3.000
 1N4  H13  N    CA   110.17  3.000
 1N4  H12  N    CA   109.11  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
 1N4  CONST_01  NAN  NAI  CAF  CAK     0.00   0.0  0
 1N4  CONST_02  NAI  NAN  CAL  CAK     0.00   0.0  0
 1N4  CONST_03  NAN  CAL  CAK  CAF     0.00   0.0  0
 1N4  CONST_04  CAL  NAN  NAI  CAF     0.00   0.0  0
 1N4  CONST_05  CAL  CAK  CAF  NAI     0.00   0.0  0
 1N4  CONST_06  NAI  CAF  CAK  CAH   180.00   0.0  0
 1N4  CONST_07  NAN  CAL  CAK  CAH   180.00   0.0  0
 1N4  CONST_08  OAE  NAN  CAL  CAK   180.00   0.0  0
 1N4  CONST_09  CA   CAL  CAK  CAF   180.00   0.0  0
 1N4  CONST_10  OAE  NAN  NAI  CAF   180.00   0.0  0
 1N4  CONST_11  CA   CAL  NAN  NAI   180.00   0.0  0
 1N4  CONST_12  H8   CAF  NAI  NAN   180.00   0.0  0
 1N4  Var_01    CAF  CAK  CAH  CAG  -104.09  30.0  2
 1N4  Var_02    CAK  CAH  CAG  CAA  -179.87  30.0  3
 1N4  Var_03    H1   CAA  CAG  CAH   179.61  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
 1N4  chir_01  CA  CAL  C  N  positiv

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
 1N4  plan-1  CAH  0.020
 1N4  plan-1  CAK  0.020
 1N4  plan-1  CAF  0.020
 1N4  plan-1  NAI  0.020
 1N4  plan-1  NAN  0.020
 1N4  plan-1  OAE  0.020
 1N4  plan-1  CAL  0.020
 1N4  plan-1  CA   0.020
 1N4  plan-1  H8   0.020
 1N4  plan-2  CA   0.020
 1N4  plan-2  C    0.020
 1N4  plan-2  O    0.020
 1N4  plan-2  OXT  0.020

