# electronic Ligand Builder and Optimisation Workbench (eLBOW)
#   - a module of PHENIX version dev-svn-
#   - file written: Tue May  5 18:10:40 2020
#   Inital geometry file: a 70 line input string
#   Ligand name: 3-(5-phenyl-1,3,4-oxadiazol-2-yl)propanoic acid
#   Quantum optimisation: True
#   Method: PBEh-3c
#   Random seed: 3628800
#   SMILES string: OC(=O)CCc1oc(nn1)c2ccccc2
#
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
 HHY  HHY  '3-(5-phenyl-1,3,4-oxadiazol-2-yl)propanoic acid'  ligand  26  16  .  2021-08-11  2021-08-11  
;
Directly from eLBOW using geometry from QM method PBEh-3c with CPCM solvent model
Validated by Mogul as PERFECT
;

data_comp_HHY
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
 HHY  O1   O  OH1   0  -0.593  -4.7069  -1.5914  -1.0703
 HHY  C1   C  CH2   0  -0.555  -2.3532   0.6387   0.6857
 HHY  O2   O  O     0  -0.440  -4.9801  -0.3460   0.7604
 HHY  C2   C  CR5   0   0.483  -0.9557   1.0527   0.4328
 HHY  C3   C  CR5   0   0.483   1.1249   0.8261   0.1291
 HHY  N1   N  N     0  -0.317   0.8728   2.0876   0.0640
 HHY  C4   C  CR6   0  -0.027   2.3996   0.1439  -0.0183
 HHY  C5   C  CR16  0  -0.269   3.5521   0.8986  -0.2430
 HHY  C6   C  CR16  0  -0.239   4.7750   0.2674  -0.3917
 HHY  C7   C  CR16  0  -0.247   4.8600  -1.1182  -0.3180
 HHY  C8   C  CR16  0  -0.240   3.7148  -1.8703  -0.0944
 HHY  C9   C  CR16  0  -0.285   2.4857  -1.2461   0.0558
 HHY  C10  C  C     0   0.561  -4.2900  -0.7325  -0.1488
 HHY  C    C  CH2   0  -0.592  -2.8659  -0.3132  -0.3905
 HHY  O    O  O     0  -0.415   0.0085   0.1183   0.3628
 HHY  N    N  N     0  -0.304  -0.4748   2.2316   0.2585
 HHY  H1   H  HOH1  0   0.482  -5.6250  -1.8471  -0.8956
 HHY  H2   H  HCH2  0   0.290  -2.4103   0.1653   1.6688
 HHY  H3   H  HCH2  0   0.290  -2.9589   1.5426   0.7254
 HHY  H4   H  HCR6  0   0.266   3.4892   1.9771  -0.3005
 HHY  H5   H  HCR6  0   0.267   5.6643   0.8580  -0.5668
 HHY  H6   H  HCR6  0   0.267   5.8168  -1.6095  -0.4363
 HHY  H7   H  HCR6  0   0.268   3.7761  -2.9488  -0.0379
 HHY  H8   H  HCR6  0   0.265   1.6035  -1.8482   0.2279
 HHY  H9   H  HCH2  0   0.304  -2.8081   0.1540  -1.3776
 HHY  H10  H  HCH2  0   0.297  -2.2488  -1.2133  -0.4461

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
 HHY  C8   C7   aromatic  1.388  0.020  1.388
 HHY  C8   C9   aromatic  1.387  0.020  1.387
 HHY  C7   C6   aromatic  1.390  0.020  1.390
 HHY  C9   C4   aromatic  1.395  0.020  1.395
 HHY  C6   C5   aromatic  1.384  0.020  1.384
 HHY  C4   C5   aromatic  1.396  0.020  1.396
 HHY  C4   C3   single    1.453  0.020  1.453
 HHY  C3   O    aromatic  1.342  0.020  1.342
 HHY  C3   N1   aromatic  1.288  0.020  1.288
 HHY  O    C2   aromatic  1.345  0.020  1.345
 HHY  N1   N    aromatic  1.369  0.020  1.369
 HHY  C2   N    aromatic  1.285  0.020  1.285
 HHY  C2   C1   single    1.479  0.020  1.479
 HHY  O2   C10  double    1.205  0.020  1.205
 HHY  C1   C    single    1.526  0.020  1.526
 HHY  C10  C    single    1.504  0.020  1.504
 HHY  C10  O1   single    1.327  0.020  1.327
 HHY  O1   H1   single    0.850  0.020  0.980
 HHY  C1   H2   single    0.970  0.020  1.090
 HHY  C1   H3   single    0.970  0.020  1.090
 HHY  C5   H4   single    0.930  0.020  1.080
 HHY  C6   H5   single    0.930  0.020  1.080
 HHY  C7   H6   single    0.930  0.020  1.080
 HHY  C8   H7   single    0.930  0.020  1.080
 HHY  C9   H8   single    0.930  0.020  1.080
 HHY  C    H9   single    0.970  0.020  1.090
 HHY  C    H10  single    0.970  0.020  1.090

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
 HHY  H1   O1   C10  110.08  3.000
 HHY  H3   C1   H2   107.32  3.000
 HHY  H3   C1   C    110.90  3.000
 HHY  H2   C1   C    110.29  3.000
 HHY  H3   C1   C2   107.42  3.000
 HHY  H2   C1   C2   108.94  3.000
 HHY  C    C1   C2   111.81  3.000
 HHY  N    C2   O    111.23  3.000
 HHY  N    C2   C1   129.31  3.000
 HHY  O    C2   C1   119.46  3.000
 HHY  O    C3   C4   119.97  3.000
 HHY  O    C3   N1   111.25  3.000
 HHY  C4   C3   N1   128.78  3.000
 HHY  N    N1   C3   106.77  3.000
 HHY  C9   C4   C5   119.77  3.000
 HHY  C5   C4   C3   119.12  3.000
 HHY  C9   C4   C3   121.11  3.000
 HHY  H4   C5   C6   120.02  3.000
 HHY  H4   C5   C4   119.97  3.000
 HHY  C6   C5   C4   120.01  3.000
 HHY  H5   C6   C7   120.17  3.000
 HHY  H5   C6   C5   119.65  3.000
 HHY  C7   C6   C5   120.18  3.000
 HHY  H6   C7   C8   120.07  3.000
 HHY  H6   C7   C6   120.05  3.000
 HHY  C8   C7   C6   119.88  3.000
 HHY  H7   C8   C9   119.56  3.000
 HHY  H7   C8   C7   120.12  3.000
 HHY  C9   C8   C7   120.32  3.000
 HHY  H8   C9   C8   119.31  3.000
 HHY  H8   C9   C4   120.85  3.000
 HHY  C8   C9   C4   119.84  3.000
 HHY  C    C10  O2   125.03  3.000
 HHY  C    C10  O1   111.49  3.000
 HHY  O2   C10  O1   123.48  3.000
 HHY  H10  C    H9   106.03  3.000
 HHY  H10  C    C10  108.25  3.000
 HHY  H9   C    C10  108.31  3.000
 HHY  H10  C    C1   111.10  3.000
 HHY  H9   C    C1   110.64  3.000
 HHY  C10  C    C1   112.26  3.000
 HHY  C3   O    C2   103.83  3.000
 HHY  N1   N    C2   106.92  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
 HHY  CONST_01  C4   C3  O    C2   180.00   0.0  0
 HHY  CONST_02  N1   C3  O    C2     0.00   0.0  0
 HHY  CONST_03  C3   N1  N    C2     0.00   0.0  0
 HHY  CONST_04  C8   C9  C4   C3   180.00   0.0  0
 HHY  CONST_05  C6   C5  C4   C3   180.00   0.0  0
 HHY  CONST_06  N    C2  O    C3     0.00   0.0  0
 HHY  CONST_07  C9   C4  C3   N1   180.00   0.0  0
 HHY  CONST_08  C5   C4  C3   N1     0.00   0.0  0
 HHY  CONST_09  O    C2  N    N1     0.00   0.0  0
 HHY  CONST_10  C7   C8  C9   C4     0.00   0.0  0
 HHY  CONST_11  C7   C6  C5   C4     0.00   0.0  0
 HHY  CONST_12  N    N1  C3   C4   180.00   0.0  0
 HHY  CONST_13  C8   C7  C6   C5     0.00   0.0  0
 HHY  CONST_14  C8   C9  C4   C5     0.00   0.0  0
 HHY  CONST_15  O    C3  C4   C5   180.00   0.0  0
 HHY  CONST_16  C9   C8  C7   C6     0.00   0.0  0
 HHY  CONST_17  C9   C4  C5   C6     0.00   0.0  0
 HHY  CONST_18  O    C3  C4   C9     0.00   0.0  0
 HHY  CONST_19  N    N1  C3   O      0.00   0.0  0
 HHY  CONST_20  C3   O   C2   C1   180.00   0.0  0
 HHY  CONST_21  N1   N   C2   C1   180.00   0.0  0
 HHY  CONST_22  H8   C9  C4   C3     0.00   0.0  0
 HHY  CONST_23  H4   C5  C4   C3     0.00   0.0  0
 HHY  CONST_24  H7   C8  C9   C4   180.00   0.0  0
 HHY  CONST_25  H5   C6  C5   C4   180.00   0.0  0
 HHY  CONST_26  H6   C7  C6   C5   180.00   0.0  0
 HHY  CONST_27  H1   O1  C10  O2     0.00   0.0  0
 HHY  Var_01    O    C2  C1   C    -59.35  30.0  1
 HHY  Var_02    C10  C   C1   C2  -179.56  30.0  3
 HHY  Var_03    C1   C   C10  O1  -178.08  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
 HHY  plan-1  C1   0.020
 HHY  plan-1  C2   0.020
 HHY  plan-1  C3   0.020
 HHY  plan-1  N1   0.020
 HHY  plan-1  C4   0.020
 HHY  plan-1  O    0.020
 HHY  plan-1  N    0.020
 HHY  plan-2  C3   0.020
 HHY  plan-2  C4   0.020
 HHY  plan-2  C5   0.020
 HHY  plan-2  C6   0.020
 HHY  plan-2  C7   0.020
 HHY  plan-2  C8   0.020
 HHY  plan-2  C9   0.020
 HHY  plan-2  H4   0.020
 HHY  plan-2  H5   0.020
 HHY  plan-2  H6   0.020
 HHY  plan-2  H7   0.020
 HHY  plan-2  H8   0.020
 HHY  plan-3  O1   0.020
 HHY  plan-3  O2   0.020
 HHY  plan-3  C10  0.020
 HHY  plan-3  C    0.020
 HHY  plan-3  H1   0.020

