# electronic Ligand Builder and Optimisation Workbench (eLBOW)
#   - a module of PHENIX version dev-svn-
#   - file written: Thu Mar 24 09:02:14 2022
#   Inital geometry file: a 110 line input string
#   Ligand name: 5-{5-[2,6-dichloro-4-(4,5-dihydro-1,3-oxazol-2-yl)phenoxy]pentyl}-3-methylisoxazole
#   Quantum optimisation: True
#   Method: PBEh-3c
#   Random seed: 3628800
#   SMILES string: Cc1cc(CCCCCOc2c(Cl)cc(cc2Cl)C3=NCCO3)on1
#
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
 W54  W54  5-{5-[2,6-dichloro-4-(4,5-dihydro-1,3-oxazol-2-yl)phenoxy]pentyl}-3-methylisoxazole  ligand  45  25  .  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_W54
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
 W54  C31   C   CH3   0  -0.734   1.1640  -0.3227   9.9973
 W54  C3    C   CR5   0   0.255   0.5265  -0.0931   8.6741
 W54  C4    C   CR15  0  -0.531   1.0120   0.6953   7.5974
 W54  C5    C   CR5   0   0.468   0.0604   0.5721   6.6427
 W54  O1    O   O     0  -0.351  -0.9135  -0.2219   7.1005
 W54  N2    N   N     0  -0.189  -0.6180  -0.6346   8.3702
 W54  C1C   C   CH2   0  -0.535  -0.0698   1.1150   5.2677
 W54  C2C   C   CH2   0  -0.424  -0.0693   0.0342   4.1848
 W54  C3C   C   CH2   0  -0.435  -0.1484   0.6344   2.7873
 W54  C4C   C   CH2   0  -0.464  -0.1707  -0.4360   1.7035
 W54  C5C   C   CH2   0  -0.153  -0.2177   0.1722   0.3204
 W54  O1B   O   O2    0  -0.469  -0.2943  -0.9009  -0.6329
 W54  C1B   C   CR6   0   0.499  -0.2234  -0.5418  -1.9225
 W54  C2B   C   CR6   0  -0.133   1.0009  -0.4651  -2.5824
 W54  CL1   CL  CL    0  -0.080   2.4364  -0.8081  -1.6911
 W54  C3B   C   CR16  0  -0.242   1.0852  -0.1477  -3.9266
 W54  C4B   C   CR6   0  -0.029  -0.0791   0.1175  -4.6392
 W54  C5B   C   CR16  0  -0.237  -1.3150   0.0599  -4.0012
 W54  C6B   C   CR6   0  -0.132  -1.3743  -0.2592  -2.6598
 W54  CL2   CL  CL    0  -0.081  -2.9011  -0.3506  -1.8645
 W54  C2A   C   CR5   0   0.504  -0.0316   0.4469  -6.0689
 W54  N3A   N   N     0  -0.441  -1.0372   0.6991  -6.7930
 W54  C4A   C   CH2   0  -0.367  -0.5372   0.9693  -8.1328
 W54  C5A   C   CH2   0  -0.214   0.9876   0.7864  -8.0227
 W54  O1A   O   O     0  -0.481   1.1851   0.4740  -6.6320
 W54  H311  H   HCH3  0   0.258   1.3027   0.6218  10.5239
 W54  H312  H   HCH3  0   0.255   0.5588  -0.9795  10.6189
 W54  H313  H   HCH3  0   0.258   2.1488  -0.7733   9.8753
 W54  H4    H   HCR5  0   0.273   1.9265   1.2626   7.5528
 W54  H1C1  H   HCH2  0   0.264  -0.9866   1.7080   5.1944
 W54  H1C2  H   HCH2  0   0.264   0.7604   1.8043   5.1052
 W54  H2C1  H   HCH2  0   0.233   0.8382  -0.5701   4.2733
 W54  H2C2  H   HCH2  0   0.233  -0.9122  -0.6454   4.3366
 W54  H3C1  H   HCH2  0   0.226  -1.0448   1.2581   2.7077
 W54  H3C2  H   HCH2  0   0.226   0.7046   1.3029   2.6320
 W54  H4C1  H   HCH2  0   0.233   0.7178  -1.0680   1.7896
 W54  H4C2  H   HCH2  0   0.234  -1.0402  -1.0845   1.8446
 W54  H5C1  H   HCH2  0   0.227  -1.0887   0.8264   0.2107
 W54  H5C2  H   HCH2  0   0.227   0.6781   0.7727   0.1334
 W54  H3B   H   HCR6  0   0.290   2.0549  -0.1053  -4.4020
 W54  H5B   H   HCR6  0   0.289  -2.2216   0.2650  -4.5535
 W54  H4A1  H   HCH2  0   0.253  -0.9874   0.2807  -8.8499
 W54  H4A2  H   HCH2  0   0.253  -0.8143   1.9791  -8.4407
 W54  H5A1  H   HCH2  0   0.251   1.3672  -0.0401  -8.6232
 W54  H5A2  H   HCH2  0   0.252   1.5526   1.6865  -8.2626

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
 W54  C31  C3    single    1.487  0.020  1.487
 W54  C31  H311  single    0.970  0.020  1.090
 W54  C31  H312  single    0.970  0.020  1.090
 W54  C31  H313  single    0.970  0.020  1.090
 W54  C3   C4    aromatic  1.420  0.020  1.420
 W54  C3   N2    aromatic  1.302  0.020  1.302
 W54  C4   C5    aromatic  1.354  0.020  1.354
 W54  C4   H4    single    0.930  0.020  1.080
 W54  C5   O1    aromatic  1.337  0.020  1.337
 W54  C5   C1C   single    1.484  0.020  1.484
 W54  O1   N2    aromatic  1.367  0.020  1.367
 W54  C1C  C2C   single    1.530  0.020  1.530
 W54  C1C  H1C1  single    0.970  0.020  1.090
 W54  C1C  H1C2  single    0.970  0.020  1.090
 W54  C2C  C3C   single    1.523  0.020  1.523
 W54  C2C  H2C1  single    0.970  0.020  1.090
 W54  C2C  H2C2  single    0.970  0.020  1.090
 W54  C3C  C4C   single    1.523  0.020  1.523
 W54  C3C  H3C1  single    0.970  0.020  1.090
 W54  C3C  H3C2  single    0.970  0.020  1.090
 W54  C4C  C5C   single    1.512  0.020  1.512
 W54  C4C  H4C1  single    0.970  0.020  1.090
 W54  C4C  H4C2  single    0.970  0.020  1.090
 W54  C5C  O1B   single    1.437  0.020  1.437
 W54  C5C  H5C1  single    0.970  0.020  1.090
 W54  C5C  H5C2  single    0.970  0.020  1.090
 W54  O1B  C1B   single    1.341  0.020  1.341
 W54  C1B  C2B   aromatic  1.393  0.020  1.393
 W54  C1B  C6B   aromatic  1.396  0.020  1.396
 W54  C2B  CL1   single    1.724  0.020  1.724
 W54  C2B  C3B   aromatic  1.384  0.020  1.384
 W54  C3B  C4B   aromatic  1.391  0.020  1.391
 W54  C3B  H3B   single    0.930  0.020  1.080
 W54  C4B  C5B   aromatic  1.392  0.020  1.392
 W54  C4B  C2A   single    1.468  0.020  1.468
 W54  C5B  C6B   aromatic  1.380  0.020  1.380
 W54  C5B  H5B   single    0.930  0.020  1.080
 W54  C6B  CL2   single    1.724  0.020  1.724
 W54  C2A  N3A   double    1.265  0.020  1.265
 W54  C2A  O1A   single    1.341  0.020  1.341
 W54  N3A  C4A   single    1.455  0.020  1.455
 W54  C4A  C5A   single    1.540  0.020  1.540
 W54  C4A  H4A1  single    0.970  0.020  1.090
 W54  C4A  H4A2  single    0.970  0.020  1.090
 W54  C5A  O1A   single    1.439  0.020  1.439
 W54  C5A  H5A1  single    0.970  0.020  1.090
 W54  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
 W54  H313  C31  H312  108.48  3.000
 W54  H313  C31  H311  107.30  3.000
 W54  H312  C31  H311  108.53  3.000
 W54  H313  C31  C3    110.59  3.000
 W54  H312  C31  C3    111.29  3.000
 W54  H311  C31  C3    110.53  3.000
 W54  N2    C3   C4    110.76  3.000
 W54  N2    C3   C31   121.36  3.000
 W54  C4    C3   C31   127.88  3.000
 W54  H4    C4   C5    128.00  3.000
 W54  H4    C4   C3    127.89  3.000
 W54  C5    C4   C3    104.12  3.000
 W54  C1C   C5   O1    118.07  3.000
 W54  C1C   C5   C4    132.99  3.000
 W54  O1    C5   C4    108.94  3.000
 W54  N2    O1   C5    109.86  3.000
 W54  O1    N2   C3    106.33  3.000
 W54  H1C2  C1C  H1C1  106.56  3.000
 W54  H1C2  C1C  C2C   109.92  3.000
 W54  H1C1  C1C  C2C   109.61  3.000
 W54  H1C2  C1C  C5    107.59  3.000
 W54  H1C1  C1C  C5    109.50  3.000
 W54  C2C   C1C  C5    113.41  3.000
 W54  H2C2  C2C  H2C1  106.56  3.000
 W54  H2C2  C2C  C3C   109.41  3.000
 W54  H2C1  C2C  C3C   109.57  3.000
 W54  H2C2  C2C  C1C   109.92  3.000
 W54  H2C1  C2C  C1C   109.47  3.000
 W54  C3C   C2C  C1C   111.78  3.000
 W54  H3C2  C3C  H3C1  106.24  3.000
 W54  H3C2  C3C  C4C   109.85  3.000
 W54  H3C1  C3C  C4C   109.67  3.000
 W54  H3C2  C3C  C2C   109.29  3.000
 W54  H3C1  C3C  C2C   109.49  3.000
 W54  C4C   C3C  C2C   112.13  3.000
 W54  H4C2  C4C  H4C1  107.04  3.000
 W54  H4C2  C4C  C5C   109.38  3.000
 W54  H4C1  C4C  C5C   109.25  3.000
 W54  H4C2  C4C  C3C   109.66  3.000
 W54  H4C1  C4C  C3C   109.76  3.000
 W54  C5C   C4C  C3C   111.63  3.000
 W54  H5C2  C5C  H5C1  107.83  3.000
 W54  H5C2  C5C  O1B   109.86  3.000
 W54  H5C1  C5C  O1B   109.71  3.000
 W54  H5C2  C5C  C4C   110.59  3.000
 W54  H5C1  C5C  C4C   110.91  3.000
 W54  O1B   C5C  C4C   107.95  3.000
 W54  C1B   O1B  C5C   115.80  3.000
 W54  C6B   C1B  C2B   117.61  3.000
 W54  C6B   C1B  O1B   121.25  3.000
 W54  C2B   C1B  O1B   121.13  3.000
 W54  C3B   C2B  CL1   119.80  3.000
 W54  C3B   C2B  C1B   121.76  3.000
 W54  CL1   C2B  C1B   118.42  3.000
 W54  H3B   C3B  C4B   121.22  3.000
 W54  H3B   C3B  C2B   119.40  3.000
 W54  C4B   C3B  C2B   119.38  3.000
 W54  C2A   C4B  C5B   118.97  3.000
 W54  C2A   C4B  C3B   120.98  3.000
 W54  C5B   C4B  C3B   120.04  3.000
 W54  H5B   C5B  C6B   120.29  3.000
 W54  H5B   C5B  C4B   120.16  3.000
 W54  C6B   C5B  C4B   119.55  3.000
 W54  CL2   C6B  C5B   119.91  3.000
 W54  CL2   C6B  C1B   118.42  3.000
 W54  C5B   C6B  C1B   121.65  3.000
 W54  O1A   C2A  N3A   118.50  3.000
 W54  O1A   C2A  C4B   116.29  3.000
 W54  N3A   C2A  C4B   125.22  3.000
 W54  C4A   N3A  C2A   106.91  3.000
 W54  H4A2  C4A  H4A1  107.08  3.000
 W54  H4A2  C4A  C5A   112.43  3.000
 W54  H4A1  C4A  C5A   112.37  3.000
 W54  H4A2  C4A  N3A   110.13  3.000
 W54  H4A1  C4A  N3A   110.24  3.000
 W54  C5A   C4A  N3A   104.61  3.000
 W54  H5A2  C5A  H5A1  108.94  3.000
 W54  H5A2  C5A  O1A   108.72  3.000
 W54  H5A1  C5A  O1A   108.67  3.000
 W54  H5A2  C5A  C4A   113.56  3.000
 W54  H5A1  C5A  C4A   113.30  3.000
 W54  O1A   C5A  C4A   103.35  3.000
 W54  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
 W54  CONST_01  O1    C5   C4   C3      0.00   0.0  0
 W54  CONST_02  C5    O1   N2   C3      0.00   0.0  0
 W54  CONST_03  O1    N2   C3   C4      0.00   0.0  0
 W54  CONST_04  N2    O1   C5   C4      0.00   0.0  0
 W54  CONST_05  N2    C3   C4   C5      0.00   0.0  0
 W54  CONST_06  C4B   C3B  C2B  C1B     0.00   0.0  0
 W54  CONST_07  C4B   C5B  C6B  C1B     0.00   0.0  0
 W54  CONST_08  C5B   C6B  C1B  C2B     0.00   0.0  0
 W54  CONST_09  C5B   C4B  C3B  C2B     0.00   0.0  0
 W54  CONST_10  C6B   C1B  C2B  C3B     0.00   0.0  0
 W54  CONST_11  C6B   C5B  C4B  C3B     0.00   0.0  0
 W54  CONST_12  C2A   C4B  C3B  C2B   180.00   0.0  0
 W54  CONST_13  C2A   C4B  C5B  C6B   180.00   0.0  0
 W54  CONST_14  C5    C4   C3   C31   180.00   0.0  0
 W54  CONST_15  O1    N2   C3   C31   180.00   0.0  0
 W54  CONST_16  C1C   C5   C4   C3    180.00   0.0  0
 W54  CONST_17  C1C   C5   O1   N2    180.00   0.0  0
 W54  CONST_18  C3B   C2B  C1B  O1B   180.00   0.0  0
 W54  CONST_19  C5B   C6B  C1B  O1B   180.00   0.0  0
 W54  CONST_20  CL2   C6B  C1B  C2B   180.00   0.0  0
 W54  CONST_21  C6B   C1B  C2B  CL1   180.00   0.0  0
 W54  CONST_22  C4B   C3B  C2B  CL1   180.00   0.0  0
 W54  CONST_23  CL2   C6B  C5B  C4B   180.00   0.0  0
 W54  CONST_24  H4    C4   C5   O1    180.00   0.0  0
 W54  CONST_25  H3B   C3B  C2B  C1B   180.00   0.0  0
 W54  CONST_26  H5B   C5B  C6B  C1B   180.00   0.0  0
 W54  Var_01    N3A   C2A  C4B  C3B   179.89  30.0  2
 W54  Var_02    C5A   C4A  N3A  C2A     1.13  30.0  1
 W54  Var_03    C4A   C5A  O1A  C2A     1.58  30.0  1
 W54  Var_04    O1A   C5A  C4A  N3A    -1.65  30.0  1
 W54  Var_05    C2C   C1C  C5   C4    115.82  30.0  2
 W54  Var_06    C2B   C1B  O1B  C5C    90.09  30.0  2
 W54  Var_07    H311  C31  C3   C4     59.65  30.0  2
 W54  Var_08    C3C   C2C  C1C  C5   -177.72  30.0  3
 W54  Var_09    H5C1  C5C  O1B  C1B    64.78  30.0  1
 W54  Var_10    C4C   C3C  C2C  C1C  -179.10  30.0  3
 W54  Var_11    C5C   C4C  C3C  C2C  -178.71  30.0  3
 W54  Var_12    O1B   C5C  C4C  C3C  -177.56  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
 W54  plan-1  C31  0.020
 W54  plan-1  C3   0.020
 W54  plan-1  C4   0.020
 W54  plan-1  C5   0.020
 W54  plan-1  O1   0.020
 W54  plan-1  N2   0.020
 W54  plan-1  C1C  0.020
 W54  plan-1  H4   0.020
 W54  plan-2  O1B  0.020
 W54  plan-2  C1B  0.020
 W54  plan-2  C2B  0.020
 W54  plan-2  CL1  0.020
 W54  plan-2  C3B  0.020
 W54  plan-2  C4B  0.020
 W54  plan-2  C5B  0.020
 W54  plan-2  C6B  0.020
 W54  plan-2  CL2  0.020
 W54  plan-2  C2A  0.020
 W54  plan-2  H3B  0.020
 W54  plan-2  H5B  0.020

