# electronic Ligand Builder and Optimisation Workbench (eLBOW)
#   - a module of PHENIX version dev-svn-
#   - file written: Fri May  1 10:59:47 2020
#   Inital geometry file: a 133 line input string
#   Ligand name: N-{3-[2,4-dihydroxy-5-(propan-2-yl)phenyl]-4-(4-methoxyphenyl)-1,2-oxazol-5-yl}cyclopropanecarboxamide
#   Quantum optimisation: True
#   Method: PBEh-3c
#   Random seed: 3628800
#   SMILES string: COc1ccc(cc1)c2c(NC(=O)C3CC3)onc2c4cc(C(C)C)c(O)cc4O
#
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
 FJ6  FJ6  N-{3-[2,4-dihydroxy-5-(propan-2-yl)phenyl]-4-(4-methoxyphenyl)-1,2-oxazol-5-yl}cyclopropanecarboxamide  ligand  54  30  .  2022-09-22  2022-09-22
;
Directly from eLBOW using geometry from QM method PBEh-3c with CPCM solvent model
Validated by Mogul as OK
;

data_comp_FJ6
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
 FJ6  C01  C  CR6   0  -0.091   1.3275  -1.7667  -0.3710
 FJ6  C02  C  CR16  0  -0.322   2.0899  -0.9249   0.4320
 FJ6  C03  C  CR6   0   0.043   3.4753  -0.8709   0.4055
 FJ6  C04  C  CR6   0   0.299   4.1208  -1.7332  -0.4898
 FJ6  C05  C  CR16  0  -0.476   3.3876  -2.5949  -1.3029
 FJ6  C06  C  CR6   0   0.343   2.0019  -2.6193  -1.2535
 FJ6  O07  O  OH1   0  -0.618   1.2791  -3.4276  -2.0464
 FJ6  O08  O  OH1   0  -0.623   5.4576  -1.7980  -0.6339
 FJ6  C09  C  CH1   0  -0.340   4.1986   0.1022   1.3144
 FJ6  C10  C  CR5   0   0.287  -0.1338  -1.6895  -0.2995
 FJ6  C11  C  CH3   0  -0.628   3.7882   1.5452   1.0164
 FJ6  C12  C  CH3   0  -0.634   3.9815  -0.2467   2.7868
 FJ6  N13  N  N     0  -0.186  -0.8900  -2.7516  -0.2684
 FJ6  O14  O  O     0  -0.337  -2.1847  -2.2988  -0.1851
 FJ6  C15  C  CR5   0   0.645  -2.1820  -0.9740  -0.1531
 FJ6  C16  C  CR5   0  -0.203  -0.9088  -0.4944  -0.2205
 FJ6  C17  C  CR6   0  -0.015  -0.4673   0.9023  -0.2256
 FJ6  C18  C  CR16  0  -0.296  -0.8557   1.7836   0.7864
 FJ6  C19  C  CR16  0  -0.326  -0.4244   3.0966   0.7966
 FJ6  C20  C  CR6   0   0.376   0.4251   3.5655  -0.2068
 FJ6  C21  C  CR16  0  -0.360   0.8195   2.6987  -1.2245
 FJ6  C22  C  CR16  0  -0.270   0.3704   1.3867  -1.2256
 FJ6  O23  O  O2    0  -0.469   0.8102   4.8507  -0.1125
 FJ6  C24  C  CH3   0  -0.437   1.7218   5.3531  -1.0694
 FJ6  N25  N  NH1   0  -0.760  -3.3645  -0.2843  -0.1351
 FJ6  C26  C  C     0   0.588  -4.5957  -0.7557   0.2511
 FJ6  O27  O  O     0  -0.449  -4.7720  -1.8958   0.6266
 FJ6  C28  C  CH1   0  -0.453  -5.6705   0.2592   0.1627
 FJ6  C29  C  CH2   0  -0.461  -6.7795   0.1931   1.1831
 FJ6  C30  C  CH2   0  -0.461  -7.0513  -0.2180  -0.2141
 FJ6  H1   H  HCR6  0   0.255   1.5661  -0.2736   1.1214
 FJ6  H2   H  HCR6  0   0.276   3.9182  -3.2475  -1.9882
 FJ6  H3   H  HOH1  0   0.478   1.8607  -3.9306  -2.6281
 FJ6  H4   H  HOH1  0   0.474   5.9016  -1.1653  -0.0595
 FJ6  H5   H  HCH1  0   0.224   5.2792   0.0487   1.1417
 FJ6  H6   H  HCH3  0   0.222   2.7261   1.7067   1.2084
 FJ6  H7   H  HCH3  0   0.230   4.3483   2.2419   1.6418
 FJ6  H8   H  HCH3  0   0.231   3.9722   1.8035  -0.0266
 FJ6  H9   H  HCH3  0   0.234   4.2913  -1.2700   3.0000
 FJ6  H10  H  HCH3  0   0.232   4.5575   0.4198   3.4302
 FJ6  H11  H  HCH3  0   0.222   2.9310  -0.1497   3.0681
 FJ6  H12  H  HCR6  0   0.258  -1.4893   1.4363   1.5939
 FJ6  H13  H  HCR6  0   0.265  -0.7332   3.7642   1.5912
 FJ6  H14  H  HCR6  0   0.280   1.4734   3.0241  -2.0222
 FJ6  H15  H  HCR6  0   0.253   0.6884   0.7291  -2.0248
 FJ6  H16  H  HCH3  0   0.261   1.9166   6.3874  -0.7978
 FJ6  H17  H  HCH3  0   0.227   2.6664   4.8024  -1.0599
 FJ6  H18  H  HCH3  0   0.230   1.3088   5.3263  -2.0810
 FJ6  H19  H  HNH1  0   0.429  -3.2867   0.6926  -0.3804
 FJ6  H20  H  HCH1  0   0.291  -5.3829   1.2448  -0.1834
 FJ6  H21  H  HCH2  0   0.264  -6.7081  -0.5767   1.9398
 FJ6  H22  H  HCH2  0   0.270  -7.1678   1.1405   1.5312
 FJ6  H23  H  HCH2  0   0.270  -7.6306   0.4392  -0.8482
 FJ6  H24  H  HCH2  0   0.264  -7.1679  -1.2730  -0.4244

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
 FJ6  O27  C26  double    1.213  0.020  1.213
 FJ6  N25  C15  single    1.369  0.020  1.369
 FJ6  N25  C26  single    1.374  0.020  1.374
 FJ6  O14  C15  aromatic  1.325  0.020  1.325
 FJ6  O14  N13  aromatic  1.374  0.020  1.374
 FJ6  C15  C16  aromatic  1.362  0.020  1.362
 FJ6  C26  C28  single    1.481  0.020  1.481
 FJ6  N13  C10  aromatic  1.304  0.020  1.304
 FJ6  C28  C29  single    1.508  0.020  1.508
 FJ6  C28  C30  single    1.509  0.020  1.509
 FJ6  C16  C10  aromatic  1.427  0.020  1.427
 FJ6  C16  C17  single    1.465  0.020  1.465
 FJ6  C29  C30  single    1.482  0.020  1.482
 FJ6  C10  C01  single    1.465  0.020  1.465
 FJ6  C22  C17  aromatic  1.392  0.020  1.392
 FJ6  C22  C21  aromatic  1.387  0.020  1.387
 FJ6  C17  C18  aromatic  1.397  0.020  1.397
 FJ6  C01  C02  aromatic  1.391  0.020  1.391
 FJ6  C01  C06  aromatic  1.400  0.020  1.400
 FJ6  C21  C20  aromatic  1.394  0.020  1.394
 FJ6  O07  C06  single    1.343  0.020  1.343
 FJ6  C02  C03  aromatic  1.387  0.020  1.387
 FJ6  C06  C05  aromatic  1.387  0.020  1.387
 FJ6  C18  C19  aromatic  1.382  0.020  1.382
 FJ6  C11  C09  single    1.530  0.020  1.530
 FJ6  C20  C19  aromatic  1.396  0.020  1.396
 FJ6  C20  O23  single    1.345  0.020  1.345
 FJ6  C03  C09  single    1.515  0.020  1.515
 FJ6  C03  C04  aromatic  1.401  0.020  1.401
 FJ6  C12  C09  single    1.529  0.020  1.529
 FJ6  C05  C04  aromatic  1.393  0.020  1.393
 FJ6  C04  O08  single    1.346  0.020  1.346
 FJ6  O23  C24  single    1.414  0.020  1.414
 FJ6  C02  H1   single    0.930  0.020  1.080
 FJ6  C05  H2   single    0.930  0.020  1.080
 FJ6  O07  H3   single    0.850  0.020  0.980
 FJ6  O08  H4   single    0.850  0.020  0.980
 FJ6  C09  H5   single    0.970  0.020  1.090
 FJ6  C11  H6   single    0.970  0.020  1.090
 FJ6  C11  H7   single    0.970  0.020  1.090
 FJ6  C11  H8   single    0.970  0.020  1.090
 FJ6  C12  H9   single    0.970  0.020  1.090
 FJ6  C12  H10  single    0.970  0.020  1.090
 FJ6  C12  H11  single    0.970  0.020  1.090
 FJ6  C18  H12  single    0.930  0.020  1.080
 FJ6  C19  H13  single    0.930  0.020  1.080
 FJ6  C21  H14  single    0.930  0.020  1.080
 FJ6  C22  H15  single    0.930  0.020  1.080
 FJ6  C24  H16  single    0.970  0.020  1.090
 FJ6  C24  H17  single    0.970  0.020  1.090
 FJ6  C24  H18  single    0.970  0.020  1.090
 FJ6  N25  H19  single    0.860  0.020  1.020
 FJ6  C28  H20  single    0.970  0.020  1.090
 FJ6  C29  H21  single    0.970  0.020  1.090
 FJ6  C29  H22  single    0.970  0.020  1.090
 FJ6  C30  H23  single    0.970  0.020  1.090
 FJ6  C30  H24  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
 FJ6  C10  C01  C06  122.91  3.000
 FJ6  C06  C01  C02  117.93  3.000
 FJ6  C10  C01  C02  119.12  3.000
 FJ6  H1   C02  C03  118.15  3.000
 FJ6  H1   C02  C01  117.79  3.000
 FJ6  C03  C02  C01  124.06  3.000
 FJ6  C09  C03  C04  123.97  3.000
 FJ6  C04  C03  C02  116.66  3.000
 FJ6  C09  C03  C02  119.37  3.000
 FJ6  O08  C04  C05  115.49  3.000
 FJ6  O08  C04  C03  123.76  3.000
 FJ6  C05  C04  C03  120.75  3.000
 FJ6  H2   C05  C06  120.04  3.000
 FJ6  H2   C05  C04  118.90  3.000
 FJ6  C06  C05  C04  121.06  3.000
 FJ6  O07  C06  C05  121.82  3.000
 FJ6  C05  C06  C01  119.54  3.000
 FJ6  O07  C06  C01  118.64  3.000
 FJ6  H3   O07  C06  110.21  3.000
 FJ6  H4   O08  C04  111.25  3.000
 FJ6  H5   C09  C12  106.31  3.000
 FJ6  H5   C09  C11  106.26  3.000
 FJ6  C12  C09  C11  111.40  3.000
 FJ6  H5   C09  C03  110.18  3.000
 FJ6  C12  C09  C03  111.30  3.000
 FJ6  C11  C09  C03  111.16  3.000
 FJ6  C16  C10  N13  111.46  3.000
 FJ6  C16  C10  C01  126.07  3.000
 FJ6  N13  C10  C01  122.45  3.000
 FJ6  H8   C11  H7   108.09  3.000
 FJ6  H8   C11  H6   107.31  3.000
 FJ6  H7   C11  H6   107.72  3.000
 FJ6  H8   C11  C09  111.38  3.000
 FJ6  H7   C11  C09  110.67  3.000
 FJ6  H6   C11  C09  111.50  3.000
 FJ6  H11  C12  H10  107.57  3.000
 FJ6  H11  C12  H9   107.85  3.000
 FJ6  H10  C12  H9   107.94  3.000
 FJ6  H11  C12  C09  111.38  3.000
 FJ6  H10  C12  C09  110.71  3.000
 FJ6  H9   C12  C09  111.24  3.000
 FJ6  O14  N13  C10  106.23  3.000
 FJ6  C15  O14  N13  109.20  3.000
 FJ6  N25  C15  C16  129.09  3.000
 FJ6  C16  C15  O14  110.65  3.000
 FJ6  N25  C15  O14  120.14  3.000
 FJ6  C17  C16  C15  128.14  3.000
 FJ6  C17  C16  C10  129.41  3.000
 FJ6  C15  C16  C10  102.45  3.000
 FJ6  C22  C17  C18  117.93  3.000
 FJ6  C18  C17  C16  121.01  3.000
 FJ6  C22  C17  C16  121.05  3.000
 FJ6  H12  C18  C19  118.79  3.000
 FJ6  H12  C18  C17  120.01  3.000
 FJ6  C19  C18  C17  121.19  3.000
 FJ6  H13  C19  C20  119.61  3.000
 FJ6  H13  C19  C18  120.14  3.000
 FJ6  C20  C19  C18  120.25  3.000
 FJ6  O23  C20  C21  124.36  3.000
 FJ6  O23  C20  C19  116.41  3.000
 FJ6  C21  C20  C19  119.22  3.000
 FJ6  H14  C21  C22  118.68  3.000
 FJ6  H14  C21  C20  121.50  3.000
 FJ6  C22  C21  C20  119.82  3.000
 FJ6  H15  C22  C21  118.69  3.000
 FJ6  H15  C22  C17  119.72  3.000
 FJ6  C21  C22  C17  121.58  3.000
 FJ6  C24  O23  C20  118.47  3.000
 FJ6  H18  C24  H17  108.79  3.000
 FJ6  H18  C24  H16  108.80  3.000
 FJ6  H17  C24  H16  108.79  3.000
 FJ6  H18  C24  O23  111.97  3.000
 FJ6  H17  C24  O23  111.85  3.000
 FJ6  H16  C24  O23  106.53  3.000
 FJ6  H19  N25  C26  117.97  3.000
 FJ6  H19  N25  C15  114.68  3.000
 FJ6  C26  N25  C15  127.22  3.000
 FJ6  C28  C26  O27  123.85  3.000
 FJ6  C28  C26  N25  113.49  3.000
 FJ6  O27  C26  N25  122.66  3.000
 FJ6  H20  C28  C30  116.80  3.000
 FJ6  H20  C28  C29  116.82  3.000
 FJ6  C30  C28  C29   58.82  3.000
 FJ6  H20  C28  C26  116.73  3.000
 FJ6  C30  C28  C26  117.54  3.000
 FJ6  C29  C28  C26  117.59  3.000
 FJ6  H22  C29  H21  114.96  3.000
 FJ6  H22  C29  C30  118.73  3.000
 FJ6  H21  C29  C30  118.31  3.000
 FJ6  H22  C29  C28  116.32  3.000
 FJ6  H21  C29  C28  117.11  3.000
 FJ6  C30  C29  C28   60.60  3.000
 FJ6  H24  C30  H23  114.89  3.000
 FJ6  H24  C30  C29  118.27  3.000
 FJ6  H23  C30  C29  118.85  3.000
 FJ6  H24  C30  C28  117.10  3.000
 FJ6  H23  C30  C28  116.39  3.000
 FJ6  C29  C30  C28   60.58  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
 FJ6  CONST_01  O14  N13  C10  C01   180.00   0.0  0
 FJ6  CONST_02  C15  C16  C10  C01   180.00   0.0  0
 FJ6  CONST_03  C17  C16  C10  C01     0.00   0.0  0
 FJ6  CONST_04  C04  C03  C02  C01     0.00   0.0  0
 FJ6  CONST_05  C04  C05  C06  C01     0.00   0.0  0
 FJ6  CONST_08  C05  C06  C01  C02     0.00   0.0  0
 FJ6  CONST_09  C05  C04  C03  C02     0.00   0.0  0
 FJ6  CONST_10  C10  C01  C02  C03   180.00   0.0  0
 FJ6  CONST_11  C06  C01  C02  C03     0.00   0.0  0
 FJ6  CONST_12  C06  C05  C04  C03     0.00   0.0  0
 FJ6  CONST_13  C10  C01  C06  C05   180.00   0.0  0
 FJ6  CONST_16  C15  O14  N13  C10     0.00   0.0  0
 FJ6  CONST_17  O14  C15  C16  C10     0.00   0.0  0
 FJ6  CONST_20  C16  C15  O14  N13     0.00   0.0  0
 FJ6  CONST_21  C15  C16  C10  N13     0.00   0.0  0
 FJ6  CONST_22  C17  C16  C10  N13   180.00   0.0  0
 FJ6  CONST_23  C17  C16  C15  O14   180.00   0.0  0
 FJ6  CONST_24  C16  C10  N13  O14     0.00   0.0  0
 FJ6  CONST_27  C21  C22  C17  C16   180.00   0.0  0
 FJ6  CONST_28  C19  C18  C17  C16   180.00   0.0  0
 FJ6  CONST_29  C20  C21  C22  C17     0.00   0.0  0
 FJ6  CONST_30  C20  C19  C18  C17     0.00   0.0  0
 FJ6  CONST_31  C21  C22  C17  C18     0.00   0.0  0
 FJ6  CONST_32  C21  C20  C19  C18     0.00   0.0  0
 FJ6  CONST_33  C22  C17  C18  C19     0.00   0.0  0
 FJ6  CONST_34  C22  C21  C20  C19     0.00   0.0  0
 FJ6  CONST_35  C09  C03  C02  C01   180.00   0.0  0
 FJ6  CONST_36  O07  C06  C01  C02   180.00   0.0  0
 FJ6  CONST_37  O08  C04  C03  C02   180.00   0.0  0
 FJ6  CONST_38  O07  C06  C05  C04   180.00   0.0  0
 FJ6  CONST_39  C09  C03  C04  C05   180.00   0.0  0
 FJ6  CONST_40  O08  C04  C05  C06   180.00   0.0  0
 FJ6  CONST_41  C10  C01  C06  O07     0.00   0.0  0
 FJ6  CONST_42  N25  C15  C16  C10   180.00   0.0  0
 FJ6  CONST_43  N25  C15  O14  N13   180.00   0.0  0
 FJ6  CONST_44  N25  C15  C16  C17     0.00   0.0  0
 FJ6  CONST_45  O23  C20  C19  C18   180.00   0.0  0
 FJ6  CONST_46  O23  C20  C21  C22   180.00   0.0  0
 FJ6  CONST_47  H2   C05  C06  C01   180.00   0.0  0
 FJ6  CONST_48  H1   C02  C03  C04   180.00   0.0  0
 FJ6  CONST_49  H15  C22  C17  C16     0.00   0.0  0
 FJ6  CONST_50  H12  C18  C17  C16     0.00   0.0  0
 FJ6  CONST_51  H14  C21  C22  C17   180.00   0.0  0
 FJ6  CONST_52  H13  C19  C18  C17   180.00   0.0  0
 FJ6  CONST_53  C28  C26  N25  C15   180.00   0.0  0
 FJ6  CONST_57  O27  C26  N25  C15     0.00   0.0  0
 FJ6  Var_01    C30  C29  C28  C26  -107.07  30.0  1
 FJ6  Var_02    H23  C30  C29  C28  -105.78  30.0  1
 FJ6  Var_03    C11  C09  C03  C02   -60.14  30.0  2
 FJ6  Var_04    C29  C28  C26  N25  -146.72  30.0  3
 FJ6  Var_05    H6   C11  C09  C03    62.82  30.0  3
 FJ6  Var_06    H9   C12  C09  C03    56.34  30.0  3
 FJ6  Var_07    H16  C24  O23  C20  -178.54  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
 FJ6  chir_01  C28  C26  C29  C30  both

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
 FJ6  plan-1  C01  0.020
 FJ6  plan-1  C10  0.020
 FJ6  plan-1  N13  0.020
 FJ6  plan-1  O14  0.020
 FJ6  plan-1  C15  0.020
 FJ6  plan-1  C16  0.020
 FJ6  plan-1  C17  0.020
 FJ6  plan-1  N25  0.020
 FJ6  plan-2  C01  0.020
 FJ6  plan-2  C02  0.020
 FJ6  plan-2  C03  0.020
 FJ6  plan-2  C04  0.020
 FJ6  plan-2  C05  0.020
 FJ6  plan-2  C06  0.020
 FJ6  plan-2  O07  0.020
 FJ6  plan-2  O08  0.020
 FJ6  plan-2  C09  0.020
 FJ6  plan-2  C10  0.020
 FJ6  plan-2  H1   0.020
 FJ6  plan-2  H2   0.020
 FJ6  plan-3  C16  0.020
 FJ6  plan-3  C17  0.020
 FJ6  plan-3  C18  0.020
 FJ6  plan-3  C19  0.020
 FJ6  plan-3  C20  0.020
 FJ6  plan-3  C21  0.020
 FJ6  plan-3  C22  0.020
 FJ6  plan-3  O23  0.020
 FJ6  plan-3  H12  0.020
 FJ6  plan-3  H13  0.020
 FJ6  plan-3  H14  0.020
 FJ6  plan-3  H15  0.020
 FJ6  plan-4  C15  0.020
 FJ6  plan-4  N25  0.020
 FJ6  plan-4  C26  0.020
 FJ6  plan-4  O27  0.020
 FJ6  plan-4  C28  0.020
 FJ6  plan-4  H19  0.020

