# electronic Ligand Builder and Optimisation Workbench (eLBOW)
#   - a module of PHENIX version dev-svn-
#   - file written: Fri Apr  3 15:47:45 2020
#   Inital geometry file: a 68 line input string
#   Ligand name: 4-amino-N-(piperidin-4-yl)-1,2,5-oxadiazole-3-carboxamide
#   Quantum optimisation: True
#   Method: PBEh-3c
#   Random seed: 3628800
#   SMILES string: Nc1nonc1C(=O)NC2CCNCC2
#
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
 4GS  4GS  4-amino-N-(piperidin-4-yl)-1,2,5-oxadiazole-3-carboxamide  ligand  28  15  .  2021-08-04  2021-08-04  
;
Directly from eLBOW using geometry from QM method PBEh-3c with CPCM solvent model
Validated by Mogul as PERFECT
;

data_comp_4GS
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
 4GS  C1   C  CR5   0   0.037  -1.9699  -0.1637   0.0154
 4GS  C    C  CR5   0   0.375  -3.2567   0.4638  -0.0786
 4GS  C2   C  C     0   0.577  -0.6422   0.4540  -0.2250
 4GS  C7   C  C     0  -0.455   2.6096  -1.0967  -0.7305
 4GS  C4   C  C     0  -0.438   2.4123   0.6345   1.0701
 4GS  C6   C  C     0  -0.321   4.0704  -0.6803  -0.9019
 4GS  C5   C  C     0  -0.322   3.8811   0.9829   0.8265
 4GS  C3   C  CR16  0  -0.061   1.7876   0.0754  -0.2068
 4GS  N2   N  N     0  -0.107  -2.1544  -1.4038   0.3285
 4GS  N1   N  N     0  -0.190  -4.1528  -0.4461   0.1851
 4GS  N4   N  NR16  0  -0.574   4.6695  -0.1165   0.2951
 4GS  N    N  NH2   0  -0.841  -3.5278   1.7572  -0.3323
 4GS  N3   N  NH1   0  -0.648   0.4095  -0.3357  -0.0071
 4GS  O1   O  O     0  -0.480  -0.5883   1.6149  -0.6107
 4GS  O    O  O     0  -0.211  -3.4577  -1.5886   0.4372
 4GS  H2   H  H     0   0.226   2.5546  -1.9316  -0.0218
 4GS  H3   H  H     0   0.222   2.3364  -0.1122   1.8681
 4GS  H4   H  H     0   0.238   1.8641   1.5206   1.4000
 4GS  H5   H  H     0   0.242   4.6643  -1.5368  -1.2257
 4GS  H6   H  H     0   0.220   4.1395   0.0658  -1.7014
 4GS  H7   H  H     0   0.220   3.9378   1.8160   0.1166
 4GS  H8   H  H     0   0.241   4.3421   1.3312   1.7522
 4GS  H9   H  HCR6  0   0.247   1.7832   0.8624  -0.9661
 4GS  H10  H  HNR6  0   0.341   4.7434  -0.8416   1.0003
 4GS  H12  H  HNH2  0   0.406  -2.8049   2.2931  -0.7818
 4GS  H13  H  HNH2  0   0.403  -4.4721   1.9960  -0.5855
 4GS  H14  H  HNH1  0   0.409   0.2472  -1.2666   0.3484
 4GS  H1   H  H     0   0.244   2.2026  -1.4479  -1.6819

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
 4GS  N4  C6   single    1.452  0.020  1.452
 4GS  N4  C5   single    1.454  0.020  1.454
 4GS  C6  C7   single    1.529  0.020  1.529
 4GS  C5  C4   single    1.529  0.020  1.529
 4GS  C7  C3   single    1.524  0.020  1.524
 4GS  C4  C3   single    1.528  0.020  1.528
 4GS  C3  N3   single    1.452  0.020  1.452
 4GS  N3  C2   single    1.333  0.020  1.333
 4GS  N2  O    aromatic  1.321  0.020  1.321
 4GS  N2  C1   aromatic  1.292  0.020  1.292
 4GS  C2  C1   single    1.484  0.020  1.484
 4GS  C2  O1   double    1.224  0.020  1.224
 4GS  O   N1   aromatic  1.361  0.020  1.361
 4GS  C1  C    aromatic  1.435  0.020  1.435
 4GS  C   N1   aromatic  1.304  0.020  1.304
 4GS  C   N    single    1.346  0.020  1.346
 4GS  C7  H1   single    0.970  0.020  1.090
 4GS  C7  H2   single    0.970  0.020  1.090
 4GS  C4  H3   single    0.970  0.020  1.090
 4GS  C4  H4   single    0.970  0.020  1.090
 4GS  C6  H5   single    0.970  0.020  1.090
 4GS  C6  H6   single    0.970  0.020  1.090
 4GS  C5  H7   single    0.970  0.020  1.090
 4GS  C5  H8   single    0.970  0.020  1.090
 4GS  C3  H9   single    0.970  0.020  1.090
 4GS  N4  H10  single    0.890  0.020  1.040
 4GS  N   H12  single    0.890  0.020  1.040
 4GS  N   H13  single    0.890  0.020  1.040
 4GS  N3  H14  single    0.860  0.020  1.020

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
 4GS  N2   C1  C2   124.51  3.000
 4GS  C2   C1  C    127.57  3.000
 4GS  N2   C1  C    107.91  3.000
 4GS  N    C   N1   124.77  3.000
 4GS  N    C   C1   127.84  3.000
 4GS  N1   C   C1   107.33  3.000
 4GS  O1   C2  N3   125.34  3.000
 4GS  O1   C2  C1   119.02  3.000
 4GS  N3   C2  C1   115.64  3.000
 4GS  H2   C7  H1   107.42  3.000
 4GS  H2   C7  C3   109.66  3.000
 4GS  H1   C7  C3   110.21  3.000
 4GS  H2   C7  C6   109.13  3.000
 4GS  H1   C7  C6   110.24  3.000
 4GS  C3   C7  C6   110.14  3.000
 4GS  H4   C4  H3   107.34  3.000
 4GS  H4   C4  C3   110.12  3.000
 4GS  H3   C4  C3   109.34  3.000
 4GS  H4   C4  C5   110.19  3.000
 4GS  H3   C4  C5   109.75  3.000
 4GS  C3   C4  C5   110.06  3.000
 4GS  H6   C6  H5   106.47  3.000
 4GS  H6   C6  N4   108.12  3.000
 4GS  H5   C6  N4   108.95  3.000
 4GS  H6   C6  C7   109.12  3.000
 4GS  H5   C6  C7   109.85  3.000
 4GS  N4   C6  C7   114.05  3.000
 4GS  H8   C5  H7   106.56  3.000
 4GS  H8   C5  N4   108.81  3.000
 4GS  H7   C5  N4   108.06  3.000
 4GS  H8   C5  C4   110.08  3.000
 4GS  H7   C5  C4   109.04  3.000
 4GS  N4   C5  C4   114.01  3.000
 4GS  H9   C3  N3   107.18  3.000
 4GS  H9   C3  C4   108.58  3.000
 4GS  N3   C3  C4   112.14  3.000
 4GS  H9   C3  C7   108.48  3.000
 4GS  N3   C3  C7   109.96  3.000
 4GS  C4   C3  C7   110.37  3.000
 4GS  O    N2  C1   107.17  3.000
 4GS  O    N1  C    105.80  3.000
 4GS  H10  N4  C5   109.03  3.000
 4GS  H10  N4  C6   109.00  3.000
 4GS  C5   N4  C6   111.79  3.000
 4GS  H13  N   H12  115.81  3.000
 4GS  H13  N   C    117.69  3.000
 4GS  H12  N   C    116.84  3.000
 4GS  H14  N3  C3   117.52  3.000
 4GS  H14  N3  C2   118.48  3.000
 4GS  C3   N3  C2   123.96  3.000
 4GS  N1   O   N2   111.79  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
 4GS  CONST_01  N1   O   N2  C1    0.00   0.0  0
 4GS  CONST_02  O    N1  C   C1    0.00   0.0  0
 4GS  CONST_03  O    N2  C1  C     0.00   0.0  0
 4GS  CONST_04  N2   O   N1  C     0.00   0.0  0
 4GS  CONST_05  N1   C   C1  N2    0.00   0.0  0
 4GS  CONST_06  O    N2  C1  C2  180.00   0.0  0
 4GS  CONST_07  N1   C   C1  C2  180.00   0.0  0
 4GS  CONST_08  N    C   C1  N2  180.00   0.0  0
 4GS  CONST_09  O    N1  C   N   180.00   0.0  0
 4GS  CONST_10  C3   N3  C2  C1  180.00   0.0  0
 4GS  CONST_12  H13  N   C   C1  180.00   0.0  0
 4GS  CONST_13  O1   C2  N3  C3    0.00   0.0  0
 4GS  CONST_14  H14  N3  C2  C1    0.00   0.0  0
 4GS  Var_01    C5   N4  C6  C7  -53.49  30.0  1
 4GS  Var_02    C6   N4  C5  C4   53.51  30.0  1
 4GS  Var_03    N4   C6  C7  C3   54.36  30.0  1
 4GS  Var_04    N4   C5  C4  C3  -54.33  30.0  1
 4GS  Var_05    N3   C2  C1  C   176.90  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
 4GS  chir_01  C3  C7  C4  N3  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
 4GS  plan-1  C1   0.020
 4GS  plan-1  C    0.020
 4GS  plan-1  C2   0.020
 4GS  plan-1  N2   0.020
 4GS  plan-1  N1   0.020
 4GS  plan-1  N    0.020
 4GS  plan-1  O    0.020
 4GS  plan-2  C1   0.020
 4GS  plan-2  C2   0.020
 4GS  plan-2  C3   0.020
 4GS  plan-2  N3   0.020
 4GS  plan-2  O1   0.020
 4GS  plan-2  H14  0.020
 4GS  plan-3  C    0.020
 4GS  plan-3  N    0.020
 4GS  plan-3  H12  0.020
 4GS  plan-3  H13  0.020

