# electronic Ligand Builder and Optimisation Workbench (eLBOW)
#   - a module of PHENIX version dev-svn-
#   - file written: Thu Mar 24 09:03:36 2022
#   Inital geometry file: a 134 line input string
#   Ligand name: 5-(7-{4-[(4S)-4-ethyl-4,5-dihydro-1,3-oxazol-2-yl]phenoxy}heptyl)-3-methylisoxazole
#   Quantum optimisation: True
#   Method: PBEh-3c
#   Random seed: 3628800
#   SMILES string: CC[C@H]1COC(=N1)c2ccc(OCCCCCCCc3onc(C)c3)cc2
#
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
 W59  W59  5-(7-{4-[(4S)-4-ethyl-4,5-dihydro-1,3-oxazol-2-yl]phenoxy}heptyl)-3-methylisoxazole  ligand  57  27  .  2022-03-29  2022-03-29
;
Directly from eLBOW using geometry from QM method PBEh-3c with CPCM solvent model
Validated by Mogul as PERFECT
;

data_comp_W59
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
 W59  O1    O  O     0  -0.352  -0.3827   1.0238    8.8024
 W59  N2    N  N     0  -0.190  -0.8202   0.8694   10.0886
 W59  C3    C  CR5   0   0.255  -0.2689  -0.2227   10.5345
 W59  C31   C  CH3   0  -0.735  -0.5184  -0.7030   11.9192
 W59  C4    C  CR15  0  -0.532   0.5498  -0.8161    9.5374
 W59  C5    C  CR5   0   0.469   0.4350   0.0170    8.4764
 W59  C1C   C  CH2   0  -0.535   1.0142   0.0033    7.1101
 W59  C2C   C  CH2   0  -0.424  -0.0350  -0.0566    5.9975
 W59  C3C   C  CH2   0  -0.420   0.6060  -0.0931    4.6163
 W59  C4C   C  CH2   0  -0.415  -0.4189  -0.1526    3.4914
 W59  C5C   C  CH2   0  -0.426   0.2159  -0.1323    2.1065
 W59  C6C   C  CH2   0  -0.456  -0.8153  -0.2377    0.9891
 W59  C7C   C  CH2   0  -0.175  -0.1731  -0.1139   -0.3760
 W59  O1B   O  O2    0  -0.470  -1.1859  -0.2897   -1.3593
 W59  C1B   C  CR6   0   0.395  -0.8688  -0.1866   -2.6568
 W59  C2B   C  CR16  0  -0.337  -1.9059  -0.4048   -3.5678
 W59  C3B   C  CR16  0  -0.262  -1.6764  -0.3078   -4.9254
 W59  C4B   C  CR6   0  -0.035  -0.4071   0.0126   -5.4126
 W59  C5B   C  CR16  0  -0.260   0.6224   0.2195   -4.4986
 W59  C6B   C  CR16  0  -0.368   0.4065   0.1210   -3.1349
 W59  C2A   C  CR5   0   0.495  -0.1389   0.1461   -6.8448
 W59  N3A   N  N     0  -0.438   0.9628   0.5000   -7.3600
 W59  C4A   C  CR15  0  -0.172   0.7918   0.4966   -8.8069
 W59  CM1   C  CH2   0  -0.432   1.7924  -0.4241   -9.4951
 W59  CM2   C  CH3   0  -0.662   3.2388  -0.0194   -9.2566
 W59  C5A   C  CH2   0  -0.190  -0.6765   0.0660   -9.0069
 W59  O1A   O  O     0  -0.485  -1.1655  -0.1227   -7.6716
 W59  H311  H  HCH3  0   0.258  -0.9032  -1.7226   11.9089
 W59  H312  H  HCH3  0   0.259   0.4073  -0.7114   12.4949
 W59  H313  H  HCH3  0   0.255  -1.2372  -0.0674   12.4324
 W59  H4    H  HCR5  0   0.272   1.1299  -1.7208    9.6066
 W59  H1C1  H  HCH2  0   0.262   1.6796  -0.8589    7.0400
 W59  H1C2  H  HCH2  0   0.262   1.6407   0.8906    6.9739
 W59  H2C1  H  HCH2  0   0.230  -0.6987   0.8096    6.0661
 W59  H2C2  H  HCH2  0   0.229  -0.6633  -0.9416    6.1362
 W59  H3C1  H  HCH2  0   0.217   1.2753  -0.9571    4.5447
 W59  H3C2  H  HCH2  0   0.216   1.2384   0.7923    4.4885
 W59  H4C1  H  HCH2  0   0.214  -1.1097   0.6922    3.5842
 W59  H4C2  H  HCH2  0   0.214  -1.0280  -1.0564    3.6012
 W59  H5C1  H  HCH2  0   0.219   0.9327  -0.9554    2.0192
 W59  H5C2  H  HCH2  0   0.217   0.7955   0.7901    1.9914
 W59  H6C1  H  HCH2  0   0.230  -1.5678   0.5473    1.1069
 W59  H6C2  H  HCH2  0   0.231  -1.3373  -1.1961    1.0628
 W59  H7C1  H  HCH2  0   0.225   0.6110  -0.8687   -0.5060
 W59  H7C2  H  HCH2  0   0.225   0.2945   0.8714   -0.4826
 W59  H2B   H  HCR6  0   0.267  -2.8939  -0.6502   -3.1997
 W59  H3B   H  HCR6  0   0.260  -2.5009  -0.4796   -5.6039
 W59  H5B   H  HCR6  0   0.262   1.6125   0.4649   -4.8591
 W59  H6B   H  HCR6  0   0.284   1.2371   0.2871   -2.4632
 W59  H4A   H  HCR5  0   0.242   0.9506   1.5139   -9.1817
 W59  HM11  H  HCH2  0   0.229   1.5793  -0.4178  -10.5680
 W59  HM12  H  HCH2  0   0.220   1.6259  -1.4507   -9.1541
 W59  HM21  H  HCH3  0   0.229   3.9238  -0.6799   -9.7885
 W59  HM22  H  HCH3  0   0.217   3.4264   0.9982   -9.6042
 W59  HM23  H  HCH3  0   0.225   3.4914  -0.0588   -8.1973
 W59  H5A1  H  HCH2  0   0.246  -1.2849   0.8229   -9.5018
 W59  H5A2  H  HCH2  0   0.239  -0.7756  -0.8743   -9.5543

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
 W59  O1   N2    aromatic  1.367  0.020  1.367
 W59  O1   C5    aromatic  1.337  0.020  1.337
 W59  N2   C3    aromatic  1.302  0.020  1.302
 W59  C3   C31   single    1.487  0.020  1.487
 W59  C3   C4    aromatic  1.420  0.020  1.420
 W59  C31  H311  single    0.970  0.020  1.090
 W59  C31  H312  single    0.970  0.020  1.090
 W59  C31  H313  single    0.970  0.020  1.090
 W59  C4   C5    aromatic  1.354  0.020  1.354
 W59  C4   H4    single    0.930  0.020  1.080
 W59  C5   C1C   single    1.484  0.020  1.484
 W59  C1C  C2C   single    1.530  0.020  1.530
 W59  C1C  H1C1  single    0.970  0.020  1.090
 W59  C1C  H1C2  single    0.970  0.020  1.090
 W59  C2C  C3C   single    1.523  0.020  1.523
 W59  C2C  H2C1  single    0.970  0.020  1.090
 W59  C2C  H2C2  single    0.970  0.020  1.090
 W59  C3C  C4C   single    1.523  0.020  1.523
 W59  C3C  H3C1  single    0.970  0.020  1.090
 W59  C3C  H3C2  single    0.970  0.020  1.090
 W59  C4C  C5C   single    1.524  0.020  1.524
 W59  C4C  H4C1  single    0.970  0.020  1.090
 W59  C4C  H4C2  single    0.970  0.020  1.090
 W59  C5C  C6C   single    1.524  0.020  1.524
 W59  C5C  H5C1  single    0.970  0.020  1.090
 W59  C5C  H5C2  single    0.970  0.020  1.090
 W59  C6C  C7C   single    1.514  0.020  1.514
 W59  C6C  H6C1  single    0.970  0.020  1.090
 W59  C6C  H6C2  single    0.970  0.020  1.090
 W59  C7C  O1B   single    1.423  0.020  1.423
 W59  C7C  H7C1  single    0.970  0.020  1.090
 W59  C7C  H7C2  single    0.970  0.020  1.090
 W59  O1B  C1B   single    1.340  0.020  1.340
 W59  C1B  C2B   aromatic  1.398  0.020  1.398
 W59  C1B  C6B   aromatic  1.396  0.020  1.396
 W59  C2B  C3B   aromatic  1.380  0.020  1.380
 W59  C2B  H2B   single    0.930  0.020  1.080
 W59  C3B  C4B   aromatic  1.397  0.020  1.397
 W59  C3B  H3B   single    0.930  0.020  1.080
 W59  C4B  C5B   aromatic  1.392  0.020  1.392
 W59  C4B  C2A   single    1.463  0.020  1.463
 W59  C5B  C6B   aromatic  1.384  0.020  1.384
 W59  C5B  H5B   single    0.930  0.020  1.080
 W59  C6B  H6B   single    0.930  0.020  1.080
 W59  C2A  N3A   double    1.267  0.020  1.267
 W59  C2A  O1A   single    1.345  0.020  1.345
 W59  N3A  C4A   single    1.457  0.020  1.457
 W59  C4A  CM1   single    1.524  0.020  1.524
 W59  C4A  C5A   single    1.543  0.020  1.543
 W59  C4A  H4A   single    0.970  0.020  1.090
 W59  CM1  CM2   single    1.521  0.020  1.521
 W59  CM1  HM11  single    0.970  0.020  1.090
 W59  CM1  HM12  single    0.970  0.020  1.090
 W59  CM2  HM21  single    0.970  0.020  1.090
 W59  CM2  HM22  single    0.970  0.020  1.090
 W59  CM2  HM23  single    0.970  0.020  1.090
 W59  C5A  O1A   single    1.434  0.020  1.434
 W59  C5A  H5A1  single    0.970  0.020  1.090
 W59  C5A  H5A2  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
 W59  C5    O1   N2    109.87  3.000
 W59  C3    N2   O1    106.34  3.000
 W59  C4    C3   C31   128.01  3.000
 W59  C4    C3   N2    110.74  3.000
 W59  C31   C3   N2    121.25  3.000
 W59  H313  C31  H312  108.44  3.000
 W59  H313  C31  H311  108.53  3.000
 W59  H312  C31  H311  107.32  3.000
 W59  H313  C31  C3    111.19  3.000
 W59  H312  C31  C3    110.60  3.000
 W59  H311  C31  C3    110.65  3.000
 W59  H4    C4   C5    127.81  3.000
 W59  H4    C4   C3    128.05  3.000
 W59  C5    C4   C3    104.14  3.000
 W59  C1C   C5   C4    133.06  3.000
 W59  C1C   C5   O1    118.03  3.000
 W59  C4    C5   O1    108.91  3.000
 W59  H1C2  C1C  H1C1  106.46  3.000
 W59  H1C2  C1C  C2C   109.49  3.000
 W59  H1C1  C1C  C2C   109.90  3.000
 W59  H1C2  C1C  C5    109.29  3.000
 W59  H1C1  C1C  C5    107.72  3.000
 W59  C2C   C1C  C5    113.71  3.000
 W59  H2C2  C2C  H2C1  106.51  3.000
 W59  H2C2  C2C  C3C   109.70  3.000
 W59  H2C1  C2C  C3C   109.35  3.000
 W59  H2C2  C2C  C1C   109.46  3.000
 W59  H2C1  C2C  C1C   109.85  3.000
 W59  C3C   C2C  C1C   111.82  3.000
 W59  H3C2  C3C  H3C1  106.09  3.000
 W59  H3C2  C3C  C4C   109.50  3.000
 W59  H3C1  C3C  C4C   109.40  3.000
 W59  H3C2  C3C  C2C   109.23  3.000
 W59  H3C1  C3C  C2C   109.59  3.000
 W59  C4C   C3C  C2C   112.80  3.000
 W59  H4C2  C4C  H4C1  106.10  3.000
 W59  H4C2  C4C  C5C   109.50  3.000
 W59  H4C1  C4C  C5C   109.24  3.000
 W59  H4C2  C4C  C3C   109.41  3.000
 W59  H4C1  C4C  C3C   109.37  3.000
 W59  C5C   C4C  C3C   112.98  3.000
 W59  H5C2  C5C  H5C1  106.16  3.000
 W59  H5C2  C5C  C6C   109.83  3.000
 W59  H5C1  C5C  C6C   109.42  3.000
 W59  H5C2  C5C  C4C   109.10  3.000
 W59  H5C1  C5C  C4C   109.58  3.000
 W59  C6C   C5C  C4C   112.55  3.000
 W59  H6C2  C6C  H6C1  107.05  3.000
 W59  H6C2  C6C  C7C   109.57  3.000
 W59  H6C1  C6C  C7C   109.30  3.000
 W59  H6C2  C6C  C5C   109.51  3.000
 W59  H6C1  C6C  C5C   109.69  3.000
 W59  C7C   C6C  C5C   111.62  3.000
 W59  H7C2  C7C  H7C1  107.60  3.000
 W59  H7C2  C7C  O1B   110.35  3.000
 W59  H7C1  C7C  O1B   110.01  3.000
 W59  H7C2  C7C  C6C   110.02  3.000
 W59  H7C1  C7C  C6C   110.75  3.000
 W59  O1B   C7C  C6C   108.13  3.000
 W59  C1B   O1B  C7C   119.44  3.000
 W59  C6B   C1B  C2B   119.28  3.000
 W59  C6B   C1B  O1B   124.39  3.000
 W59  C2B   C1B  O1B   116.34  3.000
 W59  H2B   C2B  C3B   120.14  3.000
 W59  H2B   C2B  C1B   119.41  3.000
 W59  C3B   C2B  C1B   120.45  3.000
 W59  H3B   C3B  C4B   120.69  3.000
 W59  H3B   C3B  C2B   118.63  3.000
 W59  C4B   C3B  C2B   120.68  3.000
 W59  C2A   C4B  C5B   119.57  3.000
 W59  C2A   C4B  C3B   121.93  3.000
 W59  C5B   C4B  C3B   118.50  3.000
 W59  H5B   C5B  C6B   119.15  3.000
 W59  H5B   C5B  C4B   119.46  3.000
 W59  C6B   C5B  C4B   121.39  3.000
 W59  H6B   C6B  C5B   118.77  3.000
 W59  H6B   C6B  C1B   121.53  3.000
 W59  C5B   C6B  C1B   119.70  3.000
 W59  O1A   C2A  N3A   118.01  3.000
 W59  O1A   C2A  C4B   116.33  3.000
 W59  N3A   C2A  C4B   125.66  3.000
 W59  C4A   N3A  C2A   107.53  3.000
 W59  H4A   C4A  C5A   110.65  3.000
 W59  H4A   C4A  CM1   108.14  3.000
 W59  C5A   C4A  CM1   113.43  3.000
 W59  H4A   C4A  N3A   108.70  3.000
 W59  C5A   C4A  N3A   103.94  3.000
 W59  CM1   C4A  N3A   111.89  3.000
 W59  HM12  CM1  HM11  106.34  3.000
 W59  HM12  CM1  CM2   110.21  3.000
 W59  HM11  CM1  CM2   109.73  3.000
 W59  HM12  CM1  C4A   109.03  3.000
 W59  HM11  CM1  C4A   108.15  3.000
 W59  CM2   CM1  C4A   113.13  3.000
 W59  HM23  CM2  HM22  107.66  3.000
 W59  HM23  CM2  HM21  107.87  3.000
 W59  HM22  CM2  HM21  107.55  3.000
 W59  HM23  CM2  CM1   111.30  3.000
 W59  HM22  CM2  CM1   111.19  3.000
 W59  HM21  CM2  CM1   111.09  3.000
 W59  H5A2  C5A  H5A1  108.63  3.000
 W59  H5A2  C5A  O1A   108.80  3.000
 W59  H5A1  C5A  O1A   108.89  3.000
 W59  H5A2  C5A  C4A   113.04  3.000
 W59  H5A1  C5A  C4A   113.34  3.000
 W59  O1A   C5A  C4A   103.92  3.000
 W59  C5A   O1A  C2A   106.60  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
 W59  CONST_01  C4    C3   N2   O1      0.00   0.0  0
 W59  CONST_02  C3    C4   C5   O1      0.00   0.0  0
 W59  CONST_03  C4    C5   O1   N2      0.00   0.0  0
 W59  CONST_04  C5    C4   C3   N2      0.00   0.0  0
 W59  CONST_05  C5    O1   N2   C3      0.00   0.0  0
 W59  CONST_06  C4B   C3B  C2B  C1B     0.00   0.0  0
 W59  CONST_07  C4B   C5B  C6B  C1B     0.00   0.0  0
 W59  CONST_08  C5B   C6B  C1B  C2B     0.00   0.0  0
 W59  CONST_09  C5B   C4B  C3B  C2B     0.00   0.0  0
 W59  CONST_10  C6B   C1B  C2B  C3B     0.00   0.0  0
 W59  CONST_11  C6B   C5B  C4B  C3B     0.00   0.0  0
 W59  CONST_12  C2A   C4B  C3B  C2B   180.00   0.0  0
 W59  CONST_13  C2A   C4B  C5B  C6B   180.00   0.0  0
 W59  CONST_14  C31   C3   N2   O1    180.00   0.0  0
 W59  CONST_15  C1C   C5   O1   N2    180.00   0.0  0
 W59  CONST_16  C1C   C5   C4   C3    180.00   0.0  0
 W59  CONST_17  C5    C4   C3   C31   180.00   0.0  0
 W59  CONST_18  C3B   C2B  C1B  O1B   180.00   0.0  0
 W59  CONST_19  C5B   C6B  C1B  O1B   180.00   0.0  0
 W59  CONST_20  H4    C4   C5   O1    180.00   0.0  0
 W59  CONST_21  H3B   C3B  C2B  C1B   180.00   0.0  0
 W59  CONST_22  H5B   C5B  C6B  C1B   180.00   0.0  0
 W59  CONST_23  H6B   C6B  C1B  C2B   180.00   0.0  0
 W59  CONST_24  H2B   C2B  C3B  C4B   180.00   0.0  0
 W59  Var_01    N3A   C2A  C4B  C3B   176.14  30.0  2
 W59  Var_02    C4A   C5A  O1A  C2A    -0.43  30.0  1
 W59  Var_03    C2C   C1C  C5   O1    -60.22  30.0  2
 W59  Var_04    C2B   C1B  O1B  C7C   178.42  30.0  2
 W59  Var_05    H311  C31  C3   N2    124.14  30.0  2
 W59  Var_06    C3C   C2C  C1C  C5   -179.01  30.0  3
 W59  Var_07    H7C1  C7C  O1B  C1B   -60.78  30.0  1
 W59  Var_08    HM21  CM2  CM1  C4A  -178.20  30.0  3
 W59  Var_09    C4C   C3C  C2C  C1C  -179.98  30.0  3
 W59  Var_10    C5C   C4C  C3C  C2C   177.67  30.0  3
 W59  Var_11    C6C   C5C  C4C  C3C   178.14  30.0  3
 W59  Var_12    C7C   C6C  C5C  C4C   175.84  30.0  3
 W59  Var_13    O1B   C7C  C6C  C5C   177.10  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
 W59  chir_01  C4A  N3A  CM1  C5A  negativ

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
 W59  plan-1  O1   0.020
 W59  plan-1  N2   0.020
 W59  plan-1  C3   0.020
 W59  plan-1  C31  0.020
 W59  plan-1  C4   0.020
 W59  plan-1  C5   0.020
 W59  plan-1  C1C  0.020
 W59  plan-1  H4   0.020
 W59  plan-2  O1B  0.020
 W59  plan-2  C1B  0.020
 W59  plan-2  C2B  0.020
 W59  plan-2  C3B  0.020
 W59  plan-2  C4B  0.020
 W59  plan-2  C5B  0.020
 W59  plan-2  C6B  0.020
 W59  plan-2  C2A  0.020
 W59  plan-2  H2B  0.020
 W59  plan-2  H3B  0.020
 W59  plan-2  H5B  0.020
 W59  plan-2  H6B  0.020

