# electronic Ligand Builder and Optimisation Workbench (eLBOW)
#   - a module of PHENIX version dev-svn-
#   - file written: Fri Apr  3 17:24:47 2020
#   Inital geometry file: a 68 line input string
#   Ligand name: (4-amino-1,2,5-oxadiazol-3-yl)(4-methylpiperazin-1-yl)methanone
#   Quantum optimisation: True
#   Method: PBEh-3c
#   Random seed: 3628800
#   SMILES string: CN1CCN(CC1)C(=O)c2nonc2N
#
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
 4HQ  4HQ  (4-amino-1,2,5-oxadiazol-3-yl)(4-methylpiperazin-1-yl)methanone  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_4HQ
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
 4HQ  N1   N  NT    0  -0.456   0.7483   0.3351  -0.7690
 4HQ  N3   N  N     0  -0.185  -3.6354  -0.7849   0.1906
 4HQ  C4   C  CH2   0  -0.273   2.2138  -1.2237   0.3962
 4HQ  C5   C  C     0   0.581  -0.4634   0.8464  -0.5273
 4HQ  C6   C  CR5   0   0.025  -1.6335  -0.0640  -0.3997
 4HQ  C7   C  CR5   0   0.369  -2.7667   0.1460   0.4573
 4HQ  C2   C  CH2   0  -0.322   1.8836   1.2177  -0.9987
 4HQ  C3   C  CH2   0  -0.323   1.1403  -1.0630  -0.6681
 4HQ  C1   C  CH2   0  -0.280   2.9374   1.0184   0.0756
 4HQ  C    C  CH3   0  -0.518   4.4102  -0.5749   1.0903
 4HQ  N2   N  N     0  -0.099  -1.8833  -1.0897  -1.1435
 4HQ  N    N  NT    0  -0.415   3.3513  -0.3690   0.1279
 4HQ  N4   N  NH2   0  -0.838  -2.9010   1.0773   1.4279
 4HQ  O    O  O     0  -0.485  -0.7022   2.0445  -0.4208
 4HQ  O1   O  O     0  -0.216  -3.0813  -1.5389  -0.7949
 4HQ  H10  H  HCH2  0   0.201   1.7693  -1.0171   1.3857
 4HQ  H9   H  HCH2  0   0.251   2.5400  -2.2661   0.4000
 4HQ  H6   H  HCH2  0   0.256   2.3055   0.9765  -1.9782
 4HQ  H5   H  HCH2  0   0.274   1.5521   2.2515  -1.0182
 4HQ  H7   H  HCH2  0   0.279   0.2934  -1.6916  -0.4158
 4HQ  H8   H  HCH2  0   0.253   1.5227  -1.3899  -1.6382
 4HQ  H3   H  HCH2  0   0.248   3.8002   1.6443  -0.1633
 4HQ  H4   H  HCH2  0   0.202   2.5390   1.3657   1.0448
 4HQ  H2   H  HCH3  0   0.195   4.1139  -0.3261   2.1209
 4HQ  H1   H  HCH3  0   0.236   4.7291  -1.6180   1.0769
 4HQ  H    H  HCH3  0   0.236   5.2726   0.0415   0.8323
 4HQ  H12  H  HNH2  0   0.402  -2.4189   1.9468   1.2653
 4HQ  H11  H  HNH2  0   0.401  -3.8259   1.1914   1.8114

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
 4HQ  C   N    single    1.446  0.020  1.446
 4HQ  N   C1   single    1.449  0.020  1.449
 4HQ  N   C4   single    1.448  0.020  1.448
 4HQ  C1  C2   single    1.518  0.020  1.518
 4HQ  C4  C3   single    1.520  0.020  1.520
 4HQ  C2  N1   single    1.456  0.020  1.456
 4HQ  C3  N1   single    1.456  0.020  1.456
 4HQ  N1  C5   single    1.337  0.020  1.337
 4HQ  C5  C6   single    1.488  0.020  1.488
 4HQ  C5  O    double    1.226  0.020  1.226
 4HQ  N2  C6   aromatic  1.291  0.020  1.291
 4HQ  N2  O1   aromatic  1.326  0.020  1.326
 4HQ  C6  C7   aromatic  1.436  0.020  1.436
 4HQ  O1  N3   aromatic  1.359  0.020  1.359
 4HQ  C7  N3   aromatic  1.301  0.020  1.301
 4HQ  C7  N4   single    1.352  0.020  1.352
 4HQ  C4  H10  single    0.970  0.020  1.090
 4HQ  C4  H9   single    0.970  0.020  1.090
 4HQ  C2  H6   single    0.970  0.020  1.090
 4HQ  C2  H5   single    0.970  0.020  1.090
 4HQ  C3  H7   single    0.970  0.020  1.090
 4HQ  C3  H8   single    0.970  0.020  1.090
 4HQ  C1  H3   single    0.970  0.020  1.090
 4HQ  C1  H4   single    0.970  0.020  1.090
 4HQ  C   H2   single    0.970  0.020  1.090
 4HQ  C   H1   single    0.970  0.020  1.090
 4HQ  C   H    single    0.970  0.020  1.090
 4HQ  N4  H12  single    0.890  0.020  1.040
 4HQ  N4  H11  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
 4HQ  C3   N1  C2   112.53  3.000
 4HQ  C3   N1  C5   126.78  3.000
 4HQ  C2   N1  C5   120.21  3.000
 4HQ  O1   N3  C7   105.87  3.000
 4HQ  H9   C4  H10  107.20  3.000
 4HQ  H9   C4  N    109.23  3.000
 4HQ  H10  C4  N    111.83  3.000
 4HQ  H9   C4  C3   108.31  3.000
 4HQ  H10  C4  C3   108.86  3.000
 4HQ  N    C4  C3   111.26  3.000
 4HQ  O    C5  C6   115.92  3.000
 4HQ  O    C5  N1   124.46  3.000
 4HQ  C6   C5  N1   119.61  3.000
 4HQ  N2   C6  C7   107.89  3.000
 4HQ  C7   C6  C5   125.60  3.000
 4HQ  N2   C6  C5   126.06  3.000
 4HQ  N4   C7  C6   127.41  3.000
 4HQ  N4   C7  N3   125.02  3.000
 4HQ  C6   C7  N3   107.45  3.000
 4HQ  H5   C2  H6   108.16  3.000
 4HQ  H5   C2  C1   110.46  3.000
 4HQ  H6   C2  C1   109.70  3.000
 4HQ  H5   C2  N1   109.99  3.000
 4HQ  H6   C2  N1   107.96  3.000
 4HQ  C1   C2  N1   110.49  3.000
 4HQ  H8   C3  H7   107.84  3.000
 4HQ  H8   C3  C4   110.05  3.000
 4HQ  H7   C3  C4   109.11  3.000
 4HQ  H8   C3  N1   108.66  3.000
 4HQ  H7   C3  N1   111.26  3.000
 4HQ  C4   C3  N1   109.89  3.000
 4HQ  H4   C1  H3   107.26  3.000
 4HQ  H4   C1  N    111.88  3.000
 4HQ  H3   C1  N    109.32  3.000
 4HQ  H4   C1  C2   109.24  3.000
 4HQ  H3   C1  C2   108.56  3.000
 4HQ  N    C1  C2   110.46  3.000
 4HQ  H    C   H1   107.84  3.000
 4HQ  H    C   H2   107.85  3.000
 4HQ  H1   C   H2   107.83  3.000
 4HQ  H    C   N    109.95  3.000
 4HQ  H1   C   N    110.00  3.000
 4HQ  H2   C   N    113.20  3.000
 4HQ  O1   N2  C6   107.00  3.000
 4HQ  C    N   C1   111.69  3.000
 4HQ  C1   N   C4   110.34  3.000
 4HQ  C    N   C4   111.59  3.000
 4HQ  H11  N4  H12  113.76  3.000
 4HQ  H11  N4  C7   116.26  3.000
 4HQ  H12  N4  C7   115.54  3.000
 4HQ  N2   O1  N3   111.78  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
 4HQ  CONST_01  C6  N2  O1  N3    0.00   0.0  0
 4HQ  CONST_02  N2  C6  C7  N3    0.00   0.0  0
 4HQ  CONST_03  O1  N3  C7  C6    0.00   0.0  0
 4HQ  CONST_04  O1  N2  C6  C7    0.00   0.0  0
 4HQ  CONST_05  N2  O1  N3  C7    0.00   0.0  0
 4HQ  CONST_06  C5  C6  C7  N3  180.00   0.0  0
 4HQ  CONST_07  O1  N2  C6  C5  180.00   0.0  0
 4HQ  CONST_08  N4  C7  C6  N2  180.00   0.0  0
 4HQ  CONST_09  O1  N3  C7  N4  180.00   0.0  0
 4HQ  CONST_10  C2  N1  C5  C6  180.00   0.0  0
 4HQ  CONST_11  C3  N1  C5  C6    0.00   0.0  0
 4HQ  CONST_12  O   C5  N1  C2    0.00   0.0  0
 4HQ  CONST_13  O   C5  N1  C3  180.00   0.0  0
 4HQ  Var_01    N   C1  C2  N1   56.39  30.0  1
 4HQ  Var_02    N   C4  C3  N1  -55.87  30.0  1
 4HQ  Var_03    C2  C1  N   C4  -58.56  30.0  1
 4HQ  Var_04    C2  N1  C3  C4   54.33  30.0  1
 4HQ  Var_05    C1  N   C4  C3   58.68  30.0  1
 4HQ  Var_06    C1  C2  N1  C3  -55.00  30.0  1
 4HQ  Var_07    N2  C6  C5  N1  -41.87  30.0  2
 4HQ  Var_08    H2  C   N   C4  -62.35  30.0  3

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
 4HQ  plan-1  N3   0.020
 4HQ  plan-1  C5   0.020
 4HQ  plan-1  C6   0.020
 4HQ  plan-1  C7   0.020
 4HQ  plan-1  N2   0.020
 4HQ  plan-1  N4   0.020
 4HQ  plan-1  O1   0.020
 4HQ  plan-2  N1   0.020
 4HQ  plan-2  C5   0.020
 4HQ  plan-2  C6   0.020
 4HQ  plan-2  C2   0.020
 4HQ  plan-2  C3   0.020
 4HQ  plan-2  O    0.020
 4HQ  plan-3  C7   0.020
 4HQ  plan-3  N4   0.020
 4HQ  plan-3  H12  0.020
 4HQ  plan-3  H11  0.020

