# electronic Ligand Builder and Optimisation Workbench (eLBOW)
#   - a module of PHENIX version dev-svn-
#   - file written: Tue May  5 04:02:01 2020
#   Inital geometry file: a 140 line input string
#   Ligand name: [3-(4-{[2-(2,4-dichlorophenoxy)ethyl]carbamoyl}-5-phenylisoxazol-3-yl)phenyl]acetic acid
#   Quantum optimisation: True
#   Method: PBEh-3c
#   Random seed: 3628800
#   SMILES string: OC(=O)Cc1cccc(c1)c2noc(c3ccccc3)c2C(=O)NCCOc4ccc(Cl)cc4Cl
#
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
 GNI  GNI  '[3-(4-{[2-(2,4-dichlorophenoxy)ethyl]carbamoyl}-5-phenylisoxazol-3-yl)phenyl]acetic acid'  ligand  54  35  .  2021-08-10  2022-09-22
;
Directly from eLBOW using geometry from QM method PBEh-3c with CPCM solvent model
Validated by Mogul as OK
;

data_comp_GNI
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
 GNI  O11   O   O      0  -0.481  2.5127  -4.0578   3.8630
 GNI  C10   C   C      0   0.461  2.7995  -3.3387   4.8130
 GNI  N20   N   N      0  -0.149  1.0831  -0.3258   6.0470
 GNI  C21   C   CR5    0   0.240  1.6502  -1.4773   6.2420
 GNI  C28   C   CR6    0  -0.074  1.5580  -7.9058  10.5873
 GNI  C27   C   CR16   0  -0.168  2.6977  -7.2026  10.9482
 GNI  C26   C   CR6    0  -0.169  3.4207  -6.5503   9.9683
 GNI  C25   C   CR6    0   0.499  3.0196  -6.5640   8.6270
 GNI  C24   C   CR16   0  -0.393  1.8862  -7.2998   8.2928
 GNI  C23   C   CR16   0  -0.196  1.1538  -7.9638   9.2669
 GNI  C13   C   CR5    0   0.496  1.7530  -1.1094   4.0851
 GNI  C14   C   CR6    0  -0.029  1.9318  -0.9431   2.6434
 GNI  C19   C   CR16   0  -0.273  1.6650  -1.9817   1.7519
 GNI  C18   C   CR16   0  -0.242  1.8150  -1.7806   0.3879
 GNI  C17   C   CR16   0  -0.248  2.2331  -0.5494  -0.0981
 GNI  C16   C   CR16   0  -0.244  2.4968   0.4889   0.7862
 GNI  C15   C   CR16   0  -0.277  2.3424   0.2982   2.1497
 GNI  N9    N   NH1    0  -0.645  3.7425  -3.6664   5.7102
 GNI  C8    C   CH2    0  -0.333  4.3929  -4.9559   5.6741
 GNI  C7    C   CH2    0  -0.186  3.5990  -6.0401   6.3765
 GNI  C5    C   CR16   0  -0.298  2.3547  -3.3183   9.9794
 GNI  C4    C   CR16   0  -0.220  1.2039  -3.6434   9.2727
 GNI  C3    C   CR16   0  -0.297  0.9388  -3.0393   8.0539
 GNI  C30   C   CR6    0   0.188  3.2536  -2.3736   9.4956
 GNI  C31   C   CR16   0  -0.327  2.9380  -1.7164   8.3113
 GNI  O     O   O      0  -0.580  5.6566  -2.6985   8.0802
 GNI  C     C   C      0   0.450  5.7743  -2.6657   9.3201
 GNI  O3    O   OC    -1  -0.618  6.7869  -2.9655   9.9793
 GNI  C2    C   CH2    0  -0.684  4.5719  -2.1294  10.1489
 GNI  C9    C   CR6    0   0.011  1.8112  -2.0634   7.5815
 GNI  O13   O   O      0  -0.339  1.1544  -0.0929   4.7086
 GNI  C12   C   CR5    0  -0.318  2.1094  -2.0423   5.0178
 GNI  O21   O   O2     0  -0.443  3.7634  -5.8602   7.7733
 GNI  H9    H   HNH1   0   0.436  3.9571  -3.0787   6.5060
 GNI  H27   H   HCR6   0   0.296  3.0265  -7.1677  11.9777
 GNI  H23   H   HCR6   0   0.285  0.2713  -8.5206   8.9833
 GNI  H24   H   HCR6   0   0.290  1.5479  -7.3652   7.2683
 GNI  H19   H   HCR6   0   0.266  1.3296  -2.9374   2.1231
 GNI  H15   H   HCR6   0   0.266  2.5593   1.1126   2.8286
 GNI  H18   H   HCR6   0   0.264  1.5988  -2.5897  -0.2971
 GNI  H17   H   HCR6   0   0.265  2.3504  -0.3974  -1.1630
 GNI  H16   H   HCR6   0   0.265  2.8259   1.4500   0.4146
 GNI  H8C1  H   HCH2   0   0.267  5.3733  -4.8509   6.1368
 GNI  H8C2  H   HCH2   0   0.257  4.5507  -5.2582   4.6399
 GNI  H7C1  H   HCH2   0   0.239  3.9666  -7.0290   6.0828
 GNI  H7C2  H   HCH2   0   0.234  2.5484  -5.9706   6.0818
 GNI  H5    H   HCR6   0   0.239  2.5680  -3.8223  10.9137
 GNI  H4    H   HCR6   0   0.248  0.5272  -4.3927   9.6628
 GNI  H3    H   HCR6   0   0.249  0.0693  -3.3243   7.4752
 GNI  H31   H   HCR6   0   0.248  3.6089  -0.9620   7.9206
 GNI  H2C1  H   HCH2   0   0.232  4.5940  -2.5615  11.1500
 GNI  H2C2  H   HCH2   0   0.247  4.7358  -1.0524  10.2729
 GNI  CL26  CL  CL     0  -0.131  0.6472  -8.7296  11.8108
 GNI  CL29  CL  CL     0  -0.076  4.8532  -5.6920  10.3949

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
 GNI  O11  C10   double    1.226  0.020  1.226
 GNI  C10  N9    single    1.342  0.020  1.342
 GNI  C10  C12   single    1.483  0.020  1.483
 GNI  N20  C21   aromatic  1.298  0.020  1.298
 GNI  N20  O13   aromatic  1.360  0.020  1.360
 GNI  C21  C9    single    1.471  0.020  1.471
 GNI  C21  C12   aromatic  1.424  0.020  1.424
 GNI  C28  C27   aromatic  1.387  0.020  1.387
 GNI  C28  C23   aromatic  1.382  0.020  1.382
 GNI  C28  CL26  single    1.734  0.020  1.734
 GNI  C27  C26   aromatic  1.382  0.020  1.382
 GNI  C27  H27   single    0.930  0.020  1.080
 GNI  C26  C25   aromatic  1.400  0.020  1.400
 GNI  C26  CL29  single    1.724  0.020  1.724
 GNI  C25  C24   aromatic  1.392  0.020  1.392
 GNI  C25  O21   single    1.333  0.020  1.333
 GNI  C24  C23   aromatic  1.388  0.020  1.388
 GNI  C24  H24   single    0.930  0.020  1.080
 GNI  C23  H23   single    0.930  0.020  1.080
 GNI  C13  C14   single    1.462  0.020  1.462
 GNI  C13  O13   aromatic  1.334  0.020  1.334
 GNI  C13  C12   aromatic  1.366  0.020  1.366
 GNI  C14  C19   aromatic  1.394  0.020  1.394
 GNI  C14  C15   aromatic  1.398  0.020  1.398
 GNI  C19  C18   aromatic  1.387  0.020  1.387
 GNI  C19  H19   single    0.930  0.020  1.080
 GNI  C18  C17   aromatic  1.388  0.020  1.388
 GNI  C18  H18   single    0.930  0.020  1.080
 GNI  C17  C16   aromatic  1.389  0.020  1.389
 GNI  C17  H17   single    0.930  0.020  1.080
 GNI  C16  C15   aromatic  1.385  0.020  1.385
 GNI  C16  H16   single    0.930  0.020  1.080
 GNI  C15  H15   single    0.930  0.020  1.080
 GNI  N9   C8    single    1.445  0.020  1.445
 GNI  N9   H9    single    0.860  0.020  1.020
 GNI  C8   C7    single    1.516  0.020  1.516
 GNI  C8   H8C1  single    0.970  0.020  1.090
 GNI  C8   H8C2  single    0.970  0.020  1.090
 GNI  C7   O21   single    1.418  0.020  1.418
 GNI  C7   H7C1  single    0.970  0.020  1.090
 GNI  C7   H7C2  single    0.970  0.020  1.090
 GNI  C5   C4    aromatic  1.389  0.020  1.389
 GNI  C5   C30   aromatic  1.391  0.020  1.391
 GNI  C5   H5    single    0.930  0.020  1.080
 GNI  C4   C3    aromatic  1.386  0.020  1.386
 GNI  C4   H4    single    0.930  0.020  1.080
 GNI  C3   C9    aromatic  1.392  0.020  1.392
 GNI  C3   H3    single    0.930  0.020  1.080
 GNI  C30  C31   aromatic  1.391  0.020  1.391
 GNI  C30  C2    single    1.491  0.020  1.491
 GNI  C31  C9    aromatic  1.387  0.020  1.387
 GNI  C31  H31   single    0.930  0.020  1.080
 GNI  O    C     deloc     1.246  0.020  1.246
 GNI  C    O3    deloc     1.245  0.020  1.245
 GNI  C    C2    single    1.556  0.020  1.556
 GNI  C2   H2C1  single    0.970  0.020  1.090
 GNI  C2   H2C2  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
 GNI  C12   C10  N9    116.62  3.000
 GNI  C12   C10  O11   120.74  3.000
 GNI  N9    C10  O11   122.64  3.000
 GNI  O13   N20  C21   106.06  3.000
 GNI  C12   C21  C9    126.11  3.000
 GNI  C12   C21  N20   111.32  3.000
 GNI  C9    C21  N20   122.54  3.000
 GNI  CL26  C28  C23   120.04  3.000
 GNI  CL26  C28  C27   119.28  3.000
 GNI  C23   C28  C27   120.68  3.000
 GNI  H27   C27  C26   120.06  3.000
 GNI  H27   C27  C28   120.93  3.000
 GNI  C26   C27  C28   119.00  3.000
 GNI  CL29  C26  C25   118.69  3.000
 GNI  CL29  C26  C27   119.64  3.000
 GNI  C25   C26  C27   121.67  3.000
 GNI  O21   C25  C24   125.42  3.000
 GNI  O21   C25  C26   116.64  3.000
 GNI  C24   C25  C26   117.93  3.000
 GNI  H24   C24  C23   118.11  3.000
 GNI  H24   C24  C25   120.95  3.000
 GNI  C23   C24  C25   120.94  3.000
 GNI  H23   C23  C24   119.54  3.000
 GNI  H23   C23  C28   120.72  3.000
 GNI  C24   C23  C28   119.74  3.000
 GNI  C12   C13  O13   108.55  3.000
 GNI  C12   C13  C14   135.95  3.000
 GNI  O13   C13  C14   115.40  3.000
 GNI  C15   C14  C19   119.46  3.000
 GNI  C15   C14  C13   119.03  3.000
 GNI  C19   C14  C13   121.49  3.000
 GNI  H19   C19  C18   120.03  3.000
 GNI  H19   C19  C14   119.96  3.000
 GNI  C18   C19  C14   120.01  3.000
 GNI  H18   C18  C17   120.12  3.000
 GNI  H18   C18  C19   119.51  3.000
 GNI  C17   C18  C19   120.37  3.000
 GNI  H17   C17  C16   120.06  3.000
 GNI  H17   C17  C18   120.12  3.000
 GNI  C16   C17  C18   119.82  3.000
 GNI  H16   C16  C15   119.62  3.000
 GNI  H16   C16  C17   120.21  3.000
 GNI  C15   C16  C17   120.16  3.000
 GNI  H15   C15  C16   119.44  3.000
 GNI  H15   C15  C14   120.37  3.000
 GNI  C16   C15  C14   120.18  3.000
 GNI  H9    N9   C8    116.26  3.000
 GNI  H9    N9   C10   122.18  3.000
 GNI  C8    N9   C10   121.16  3.000
 GNI  H8C2  C8   H8C1  107.45  3.000
 GNI  H8C2  C8   C7    108.51  3.000
 GNI  H8C1  C8   C7    110.08  3.000
 GNI  H8C2  C8   N9    109.68  3.000
 GNI  H8C1  C8   N9    107.97  3.000
 GNI  C7    C8   N9    113.01  3.000
 GNI  H7C2  C7   H7C1  107.91  3.000
 GNI  H7C2  C7   O21   111.65  3.000
 GNI  H7C1  C7   O21   109.86  3.000
 GNI  H7C2  C7   C8    109.44  3.000
 GNI  H7C1  C7   C8    110.22  3.000
 GNI  O21   C7   C8    107.76  3.000
 GNI  H5    C5   C30   119.27  3.000
 GNI  H5    C5   C4    119.55  3.000
 GNI  C30   C5   C4    121.17  3.000
 GNI  H4    C4   C3    119.95  3.000
 GNI  H4    C4   C5    119.78  3.000
 GNI  C3    C4   C5    120.25  3.000
 GNI  H3    C3   C9    120.44  3.000
 GNI  H3    C3   C4    120.59  3.000
 GNI  C9    C3   C4    118.97  3.000
 GNI  C2    C30  C31   119.75  3.000
 GNI  C2    C30  C5    122.02  3.000
 GNI  C31   C30  C5    118.06  3.000
 GNI  H31   C31  C9    119.21  3.000
 GNI  H31   C31  C30   119.74  3.000
 GNI  C9    C31  C30   120.95  3.000
 GNI  C2    C    O3    115.45  3.000
 GNI  C2    C    O     117.79  3.000
 GNI  O3    C    O     126.69  3.000
 GNI  H2C2  C2   H2C1  106.40  3.000
 GNI  H2C2  C2   C     106.45  3.000
 GNI  H2C1  C2   C     109.68  3.000
 GNI  H2C2  C2   C30   110.03  3.000
 GNI  H2C1  C2   C30   110.80  3.000
 GNI  C     C2   C30   113.17  3.000
 GNI  C31   C9   C3    120.41  3.000
 GNI  C31   C9   C21   117.94  3.000
 GNI  C3    C9   C21   121.33  3.000
 GNI  C13   O13  N20   110.66  3.000
 GNI  C13   C12  C21   103.40  3.000
 GNI  C13   C12  C10   128.61  3.000
 GNI  C21   C12  C10   127.99  3.000
 GNI  C7    O21  C25   119.95  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
 GNI  CONST_03  C13   C12  C21  N20    0.00   0.0  0
 GNI  CONST_04  C14   C13  O13  N20  180.00   0.0  0
 GNI  CONST_05  C12   C13  O13  N20    0.00   0.0  0
 GNI  CONST_06  C13   O13  N20  C21    0.00   0.0  0
 GNI  CONST_07  C4    C3   C9   C21  180.00   0.0  0
 GNI  CONST_08  C30   C31  C9   C21  180.00   0.0  0
 GNI  CONST_09  C14   C13  C12  C21  180.00   0.0  0
 GNI  CONST_10  O13   C13  C12  C21    0.00   0.0  0
 GNI  CONST_11  C25   C26  C27  C28    0.00   0.0  0
 GNI  CONST_12  C25   C24  C23  C28    0.00   0.0  0
 GNI  CONST_13  C24   C23  C28  C27    0.00   0.0  0
 GNI  CONST_14  C24   C25  C26  C27    0.00   0.0  0
 GNI  CONST_15  C23   C28  C27  C26    0.00   0.0  0
 GNI  CONST_16  C23   C24  C25  C26    0.00   0.0  0
 GNI  CONST_17  C18   C19  C14  C13  180.00   0.0  0
 GNI  CONST_18  C16   C15  C14  C13  180.00   0.0  0
 GNI  CONST_19  C9    C21  C12  C13  180.00   0.0  0
 GNI  CONST_20  C17   C18  C19  C14    0.00   0.0  0
 GNI  CONST_21  C17   C16  C15  C14    0.00   0.0  0
 GNI  CONST_24  C16   C15  C14  C19    0.00   0.0  0
 GNI  CONST_25  C16   C17  C18  C19    0.00   0.0  0
 GNI  CONST_26  C15   C14  C19  C18    0.00   0.0  0
 GNI  CONST_27  C15   C16  C17  C18    0.00   0.0  0
 GNI  CONST_30  C9    C3   C4   C5     0.00   0.0  0
 GNI  CONST_31  C9    C31  C30  C5     0.00   0.0  0
 GNI  CONST_32  C31   C30  C5   C4     0.00   0.0  0
 GNI  CONST_33  C31   C9   C3   C4     0.00   0.0  0
 GNI  CONST_34  C30   C5   C4   C3     0.00   0.0  0
 GNI  CONST_36  C30   C31  C9   C3     0.00   0.0  0
 GNI  CONST_38  O13   N20  C21  C9   180.00   0.0  0
 GNI  CONST_39  C12   C21  N20  O13    0.00   0.0  0
 GNI  CONST_40  N20   C21  C12  C10  180.00   0.0  0
 GNI  CONST_41  C9    C21  C12  C10    0.00   0.0  0
 GNI  CONST_42  C14   C13  C12  C10    0.00   0.0  0
 GNI  CONST_43  O13   C13  C12  C10  180.00   0.0  0
 GNI  CONST_44  CL29  C26  C27  C28  180.00   0.0  0
 GNI  CONST_45  O21   C25  C26  C27  180.00   0.0  0
 GNI  CONST_46  CL26  C28  C27  C26  180.00   0.0  0
 GNI  CONST_47  CL29  C26  C25  C24  180.00   0.0  0
 GNI  CONST_48  CL26  C28  C23  C24  180.00   0.0  0
 GNI  CONST_49  O21   C25  C24  C23  180.00   0.0  0
 GNI  CONST_50  C2    C30  C5   C4   180.00   0.0  0
 GNI  CONST_51  C9    C31  C30  C2   180.00   0.0  0
 GNI  CONST_52  H3    C3   C9   C21    0.00   0.0  0
 GNI  CONST_53  H31   C31  C9   C21    0.00   0.0  0
 GNI  CONST_54  H24   C24  C23  C28  180.00   0.0  0
 GNI  CONST_55  H23   C23  C28  C27  180.00   0.0  0
 GNI  CONST_56  H27   C27  C26  C25  180.00   0.0  0
 GNI  CONST_57  H19   C19  C14  C13    0.00   0.0  0
 GNI  CONST_58  H15   C15  C14  C13    0.00   0.0  0
 GNI  CONST_59  H18   C18  C19  C14  180.00   0.0  0
 GNI  CONST_60  H16   C16  C15  C14  180.00   0.0  0
 GNI  CONST_61  H17   C17  C18  C19  180.00   0.0  0
 GNI  CONST_62  H5    C5   C4   C3   180.00   0.0  0
 GNI  CONST_63  H4    C4   C5   C30  180.00   0.0  0
 GNI  CONST_64  C12   C10  N9   C8   180.00   0.0  0
 GNI  CONST_65  H9    N9   C10  C12    0.00   0.0  0
 GNI  CONST_66  C8    N9   C10  O11    0.00   0.0  0
 GNI  Var_01    C21   C12  C10  O11  138.71  30.0  2
 GNI  Var_02    C     C2   C30  C5   108.10  30.0  2
 GNI  Var_03    C8    C7   O21  C25  170.53  30.0  1
 GNI  Var_04    O     C    C2   C30   29.61  30.0  2
 GNI  Var_05    C7    C8   N9   C10  -83.74  30.0  3
 GNI  Var_06    O21   C7   C8   N9   -76.48  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
 GNI  plan-1  C10   0.020
 GNI  plan-1  N20   0.020
 GNI  plan-1  C21   0.020
 GNI  plan-1  C13   0.020
 GNI  plan-1  C14   0.020
 GNI  plan-1  C9    0.020
 GNI  plan-1  O13   0.020
 GNI  plan-1  C12   0.020
 GNI  plan-2  C28   0.020
 GNI  plan-2  C27   0.020
 GNI  plan-2  C26   0.020
 GNI  plan-2  C25   0.020
 GNI  plan-2  C24   0.020
 GNI  plan-2  C23   0.020
 GNI  plan-2  O21   0.020
 GNI  plan-2  H27   0.020
 GNI  plan-2  H23   0.020
 GNI  plan-2  H24   0.020
 GNI  plan-2  CL26  0.020
 GNI  plan-2  CL29  0.020
 GNI  plan-3  C13   0.020
 GNI  plan-3  C14   0.020
 GNI  plan-3  C19   0.020
 GNI  plan-3  C18   0.020
 GNI  plan-3  C17   0.020
 GNI  plan-3  C16   0.020
 GNI  plan-3  C15   0.020
 GNI  plan-3  H19   0.020
 GNI  plan-3  H15   0.020
 GNI  plan-3  H18   0.020
 GNI  plan-3  H17   0.020
 GNI  plan-3  H16   0.020
 GNI  plan-4  C21   0.020
 GNI  plan-4  C5    0.020
 GNI  plan-4  C4    0.020
 GNI  plan-4  C3    0.020
 GNI  plan-4  C30   0.020
 GNI  plan-4  C31   0.020
 GNI  plan-4  C2    0.020
 GNI  plan-4  C9    0.020
 GNI  plan-4  H5    0.020
 GNI  plan-4  H4    0.020
 GNI  plan-4  H3    0.020
 GNI  plan-4  H31   0.020
 GNI  plan-5  O11   0.020
 GNI  plan-5  C10   0.020
 GNI  plan-5  N9    0.020
 GNI  plan-5  C8    0.020
 GNI  plan-5  C12   0.020
 GNI  plan-5  H9    0.020
 GNI  plan-6  O     0.020
 GNI  plan-6  C     0.020
 GNI  plan-6  O3    0.020
 GNI  plan-6  C2    0.020

