# electronic Ligand Builder and Optimisation Workbench (eLBOW)
#   - a module of PHENIX version dev-svn-
#   - file written: Tue May  5 19:19:35 2020
#   Inital geometry file: a 84 line input string
#   Ligand name: 2-[3-[(2-azanyl-9~{H}-purin-6-yl)oxy]phenyl]ethanoic acid
#   Quantum optimisation: True
#   Method: PBEh-3c
#   Random seed: 3628800
#   SMILES string: Nc1nc2[nH]cnc2c(Oc3cccc(CC(O)=O)c3)n1
#
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
 HGH  HGH  '2-[3-[(2-azanyl-9~{H}-purin-6-yl)oxy]phenyl]ethanoic acid'  ligand  31  21  .  2021-08-11  2021-08-11  
;
Directly from eLBOW using geometry from QM method PBEh-3c with CPCM solvent model
Validated by Mogul as OK
;

data_comp_HGH
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
 HGH  C4   C  CR16   0  -0.325  -0.8513   0.8834  -1.9208
 HGH  C5   C  CR16   0  -0.247  -2.0440   1.5783  -2.0462
 HGH  C6   C  CR16   0  -0.317  -3.0482   1.4324  -1.0969
 HGH  C11  C  CR56   0  -0.035   2.7265  -0.9184  -0.1384
 HGH  C7   C  CR6    0   0.169  -2.8860   0.5835  -0.0052
 HGH  C8   C  CH2    0  -0.688  -3.9759   0.4040   1.0021
 HGH  C9   C  C      0   0.422  -4.7755  -0.9181   0.8550
 HGH  C10  C  CR16   0  -0.358  -1.6845  -0.1128   0.1179
 HGH  C12  C  CR15   0   0.096   4.3195  -2.2978  -0.1945
 HGH  C13  C  CR56   0   0.489   3.8200  -0.2536   0.4144
 HGH  N2   N  N      0  -0.495   1.5379   1.0736   0.2469
 HGH  C3   C  CR6    0   0.369  -0.6915   0.0457  -0.8287
 HGH  N3   N  N      0  -0.438   3.0645  -2.1965  -0.5125
 HGH  C1   C  CR6    0   0.535   2.6684   1.6007   0.7604
 HGH  C2   C  CR6    0   0.489   1.5586  -0.1569  -0.1969
 HGH  O1   O  O2     0  -0.504   0.4622  -0.7121  -0.7137
 HGH  O2   O  O      0  -0.595  -4.2368  -1.8487   0.2312
 HGH  O3   O  OC    -1  -0.619  -5.8886  -0.9321   1.4147
 HGH  N4   N  NR15   0  -0.652   4.8293  -1.1603   0.3670
 HGH  N5   N  N      0  -0.489   3.8448   0.9905   0.8715
 HGH  H1   H  HCR6   0   0.265  -0.0637   0.9902  -2.6555
 HGH  H2   H  HCR6   0   0.257  -2.1903   2.2407  -2.8896
 HGH  H3   H  HCR6   0   0.246  -3.9732   1.9856  -1.2093
 HGH  H4   H  HCH2   0   0.252  -3.5493   0.4048   2.0115
 HGH  H5   H  HCH2   0   0.239  -4.6655   1.2497   0.9665
 HGH  H6   H  HCR6   0   0.255  -1.5232  -0.7785   0.9570
 HGH  H7   H  HCR5   0   0.288   4.9342  -3.1724  -0.3424
 HGH  H8   H  HNH2   0   0.394   1.7806   3.4145   0.9396
 HGH  H9   H  HNH2   0   0.393   3.4193   3.3665   1.4141
 HGH  H12  H  HNR5   0   0.424   5.7763  -1.0274   0.6870
 HGH  N1   N  NH2    0  -0.821   2.5676   2.8627   1.2343

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
 HGH  N1   C1   single    1.352  0.020  1.352
 HGH  N5   C1   aromatic  1.330  0.020  1.330
 HGH  N5   C13  aromatic  1.326  0.020  1.326
 HGH  C1   N2   aromatic  1.349  0.020  1.349
 HGH  C13  N4   aromatic  1.358  0.020  1.358
 HGH  C13  C11  aromatic  1.394  0.020  1.394
 HGH  N2   C2   aromatic  1.308  0.020  1.308
 HGH  N4   C12  aromatic  1.367  0.020  1.367
 HGH  C4   C5   aromatic  1.386  0.020  1.386
 HGH  C4   C3   aromatic  1.386  0.020  1.386
 HGH  C11  C2   aromatic  1.395  0.020  1.395
 HGH  C11  N3   aromatic  1.374  0.020  1.374
 HGH  C2   O1   single    1.333  0.020  1.333
 HGH  C5   C6   aromatic  1.390  0.020  1.390
 HGH  C12  N3   aromatic  1.299  0.020  1.299
 HGH  O1   C3   single    1.385  0.020  1.385
 HGH  C3   C10  aromatic  1.381  0.020  1.381
 HGH  C6   C7   aromatic  1.392  0.020  1.392
 HGH  C10  C7   aromatic  1.394  0.020  1.394
 HGH  C7   C8   single    1.495  0.020  1.495
 HGH  C8   C9   single    1.552  0.020  1.552
 HGH  O2   C9   deloc     1.243  0.020  1.243
 HGH  C9   O3   deloc     1.246  0.020  1.246
 HGH  C4   H1   single    0.930  0.020  1.080
 HGH  C5   H2   single    0.930  0.020  1.080
 HGH  C6   H3   single    0.930  0.020  1.080
 HGH  C8   H4   single    0.970  0.020  1.090
 HGH  C8   H5   single    0.970  0.020  1.090
 HGH  C10  H6   single    0.930  0.020  1.080
 HGH  C12  H7   single    0.930  0.020  1.080
 HGH  N1   H8   single    0.890  0.020  1.040
 HGH  N1   H9   single    0.890  0.020  1.040
 HGH  N4   H12  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
 HGH  H1   C4   C3   120.71  3.000
 HGH  H1   C4   C5   121.01  3.000
 HGH  C3   C4   C5   118.27  3.000
 HGH  H2   C5   C6   119.94  3.000
 HGH  H2   C5   C4   119.58  3.000
 HGH  C6   C5   C4   120.49  3.000
 HGH  H3   C6   C7   119.47  3.000
 HGH  H3   C6   C5   119.50  3.000
 HGH  C7   C6   C5   121.03  3.000
 HGH  C2   C11  N3   134.60  3.000
 HGH  N3   C11  C13  111.02  3.000
 HGH  C2   C11  C13  114.38  3.000
 HGH  C10  C7   C8   120.58  3.000
 HGH  C8   C7   C6   121.11  3.000
 HGH  C10  C7   C6   118.30  3.000
 HGH  H5   C8   H4   105.98  3.000
 HGH  H5   C8   C9   109.35  3.000
 HGH  H4   C8   C9   106.77  3.000
 HGH  H5   C8   C7   110.21  3.000
 HGH  H4   C8   C7   109.68  3.000
 HGH  C9   C8   C7   114.46  3.000
 HGH  O3   C9   O2   127.16  3.000
 HGH  O3   C9   C8   115.29  3.000
 HGH  O2   C9   C8   117.52  3.000
 HGH  H6   C10  C3   119.63  3.000
 HGH  H6   C10  C7   120.25  3.000
 HGH  C3   C10  C7   120.12  3.000
 HGH  H7   C12  N4   121.21  3.000
 HGH  H7   C12  N3   125.46  3.000
 HGH  N4   C12  N3   113.33  3.000
 HGH  N5   C13  N4   128.67  3.000
 HGH  N4   C13  C11  104.53  3.000
 HGH  N5   C13  C11  126.80  3.000
 HGH  C2   N2   C1   118.90  3.000
 HGH  O1   C3   C10  118.63  3.000
 HGH  C10  C3   C4   121.78  3.000
 HGH  O1   C3   C4   119.49  3.000
 HGH  C12  N3   C11  104.10  3.000
 HGH  N5   C1   N2   126.44  3.000
 HGH  N2   C1   N1   115.83  3.000
 HGH  N5   C1   N1   117.71  3.000
 HGH  O1   C2   N2   120.67  3.000
 HGH  O1   C2   C11  118.51  3.000
 HGH  N2   C2   C11  120.82  3.000
 HGH  C2   O1   C3   119.30  3.000
 HGH  H12  N4   C13  126.81  3.000
 HGH  H12  N4   C12  126.17  3.000
 HGH  C13  N4   C12  107.02  3.000
 HGH  C1   N5   C13  112.66  3.000
 HGH  H9   N1   H8   116.12  3.000
 HGH  H9   N1   C1   117.86  3.000
 HGH  H8   N1   C1   117.91  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
 HGH  CONST_01  C7   C6   C5   C4     0.00   0.0  0
 HGH  CONST_02  C7   C10  C3   C4     0.00   0.0  0
 HGH  CONST_03  C10  C3   C4   C5     0.00   0.0  0
 HGH  CONST_04  C10  C7   C6   C5     0.00   0.0  0
 HGH  CONST_05  C3   C4   C5   C6     0.00   0.0  0
 HGH  CONST_06  C3   C10  C7   C6     0.00   0.0  0
 HGH  CONST_07  C1   N5   C13  C11    0.00   0.0  0
 HGH  CONST_08  C12  N4   C13  C11    0.00   0.0  0
 HGH  CONST_09  C1   N2   C2   C11    0.00   0.0  0
 HGH  CONST_10  N4   C12  N3   C11    0.00   0.0  0
 HGH  CONST_11  N5   C13  N4   C12  180.00   0.0  0
 HGH  CONST_12  C13  C11  N3   C12    0.00   0.0  0
 HGH  CONST_13  C2   C11  N3   C12  180.00   0.0  0
 HGH  CONST_14  N2   C1   N5   C13    0.00   0.0  0
 HGH  CONST_15  N3   C12  N4   C13    0.00   0.0  0
 HGH  CONST_16  N2   C2   C11  C13    0.00   0.0  0
 HGH  CONST_17  N3   C11  C2   N2   180.00   0.0  0
 HGH  CONST_18  N5   C13  C11  N3   180.00   0.0  0
 HGH  CONST_19  N4   C13  C11  N3     0.00   0.0  0
 HGH  CONST_20  N4   C13  N5   C1   180.00   0.0  0
 HGH  CONST_21  N5   C1   N2   C2     0.00   0.0  0
 HGH  CONST_22  N5   C13  C11  C2     0.00   0.0  0
 HGH  CONST_23  N4   C13  C11  C2   180.00   0.0  0
 HGH  CONST_24  O1   C3   C4   C5   180.00   0.0  0
 HGH  CONST_25  C8   C7   C6   C5   180.00   0.0  0
 HGH  CONST_26  O1   C3   C10  C7   180.00   0.0  0
 HGH  CONST_27  C3   C10  C7   C8   180.00   0.0  0
 HGH  CONST_28  N1   C1   N5   C13  180.00   0.0  0
 HGH  CONST_29  O1   C2   C11  C13  180.00   0.0  0
 HGH  CONST_30  C2   N2   C1   N1   180.00   0.0  0
 HGH  CONST_31  O1   C2   C11  N3     0.00   0.0  0
 HGH  CONST_32  O1   C2   N2   C1   180.00   0.0  0
 HGH  CONST_33  H3   C6   C5   C4   180.00   0.0  0
 HGH  CONST_34  H6   C10  C3   C4   180.00   0.0  0
 HGH  CONST_35  H1   C4   C5   C6   180.00   0.0  0
 HGH  CONST_36  H12  N4   C13  C11  180.00   0.0  0
 HGH  CONST_37  H7   C12  N3   C11  180.00   0.0  0
 HGH  CONST_38  H2   C5   C6   C7   180.00   0.0  0
 HGH  CONST_40  H9   N1   C1   N2   180.00   0.0  0
 HGH  Var_01    C9   C8   C7   C6   102.68  30.0  2
 HGH  Var_02    O2   C9   C8   C7    20.65  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
 HGH  plan-1  C4   0.020
 HGH  plan-1  C5   0.020
 HGH  plan-1  C6   0.020
 HGH  plan-1  C7   0.020
 HGH  plan-1  C8   0.020
 HGH  plan-1  C10  0.020
 HGH  plan-1  C3   0.020
 HGH  plan-1  O1   0.020
 HGH  plan-1  H1   0.020
 HGH  plan-1  H2   0.020
 HGH  plan-1  H3   0.020
 HGH  plan-1  H6   0.020
 HGH  plan-2  C11  0.020
 HGH  plan-2  C12  0.020
 HGH  plan-2  C13  0.020
 HGH  plan-2  N2   0.020
 HGH  plan-2  N3   0.020
 HGH  plan-2  C1   0.020
 HGH  plan-2  C2   0.020
 HGH  plan-2  O1   0.020
 HGH  plan-2  N4   0.020
 HGH  plan-2  N5   0.020
 HGH  plan-2  H7   0.020
 HGH  plan-2  H12  0.020
 HGH  plan-2  N1   0.020
 HGH  plan-3  C1   0.020
 HGH  plan-3  H8   0.020
 HGH  plan-3  H9   0.020
 HGH  plan-3  N1   0.020
 HGH  plan-4  C8   0.020
 HGH  plan-4  C9   0.020
 HGH  plan-4  O2   0.020
 HGH  plan-4  O3   0.020

