# electronic Ligand Builder and Optimisation Workbench (eLBOW)
#   - a module of PHENIX version dev-svn-
#   - file written: Wed Apr 15 15:23:37 2020
#   Inital geometry file: a 139 line input string
#   Ligand name: (2E)-3-{3-[3-(2,6-dichlorophenyl)-5-(propan-2-yl)-1,2-oxazole-4-carbonyl]-1-methyl-1H-indol-7-yl}prop-2-enoic acid
#   Quantum optimisation: True
#   Method: PBEh-3c
#   Random seed: 3628800
#   SMILES string: CC(C)c1onc(c2c(Cl)cccc2Cl)c1C(=O)c3cn(C)c4c(cccc34)/C=C/C(O)=O
#
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
 AOU  AOU  '(2E)-3-{3-[3-(2,6-dichlorophenyl)-5-(propan-2-yl)-1,2-oxazole-4-carbonyl]-1-methyl-1H-indol-7-yl}prop-2-enoic acid'  ligand  52  33  .  2021-08-06  2021-08-06  
;
Directly from eLBOW using geometry from QM method PBEh-3c with CPCM solvent model
Validated by Mogul as PERFECT
;

data_comp_AOU
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
 AOU  C2   C   CR16   0  -0.274   0.8185  -3.4572   0.1852
 AOU  C8   C   CR15   0  -0.021  -0.6526   0.5476   0.9084
 AOU  C13  C   CR56   0   0.075  -1.4732   0.8650  -1.1572
 AOU  N2   N   N      0  -0.135   3.7051   0.5733   1.2044
 AOU  C4   C   CR16   0  -0.386  -1.7709   1.2147  -2.4751
 AOU  C11  C   CR6    0   0.100  -3.5300  -0.4854  -0.9925
 AOU  C1   C   CR5    0  -0.161  -0.3752   1.1703  -0.2858
 AOU  C3   C   CR16   0  -0.348  -3.7912  -0.1049  -2.3056
 AOU  C6   C   CR16   0  -0.186   1.0313  -2.9488   1.4558
 AOU  C21  C   C      0   0.400  -6.6867  -2.3297   0.3146
 AOU  C9   C   CR56   0   0.320  -2.3477   0.0268  -0.4328
 AOU  C19  C   C1     0  -0.411  -5.7758  -1.3514  -0.3921
 AOU  O30  O   O      0  -0.600  -6.1550  -3.2383   0.9830
 AOU  O28  O   OC    -1  -0.615  -7.9095  -2.1303   0.1605
 AOU  C40  C   CR16   0  -0.245  -2.9358   0.7274  -3.0330
 AOU  N1   N   NR5    0  -0.526  -1.8175  -0.1233   0.8371
 AOU  C33  C   CH3    0  -0.547  -2.3746  -0.8615   1.9504
 AOU  C35  C   CR5    0  -0.308   2.0176   1.6769   0.2080
 AOU  C36  C   CR5    0   0.505   2.9806   2.5685   0.5798
 AOU  C37  C   CH1    0  -0.369   3.1185   4.0436   0.4268
 AOU  C39  C   CH3    0  -0.654   3.6412   4.7073   1.7006
 AOU  C38  C   CH3    0  -0.652   4.0046   4.3619  -0.7814
 AOU  O29  O   O      0  -0.335   3.9652   1.9083   1.1817
 AOU  C34  C   CR5    0   0.230   2.5456   0.4232   0.6382
 AOU  C10  C   CR6    0   0.195   1.9685  -0.9240   0.4909
 AOU  C15  C   CR6    0  -0.119   1.6026  -1.6948   1.5947
 AOU  CL1  CL  CL     0  -0.095   1.7773  -1.0514   3.1907
 AOU  C5   C   CR16   0  -0.183   1.1678  -2.7217  -0.9356
 AOU  C14  C   CR6    0  -0.112   1.7362  -1.4709  -0.7707
 AOU  CL2  CL  CL     0  -0.095   2.1560  -0.5625  -2.1781
 AOU  H1   H   HCR6   0   0.286   0.3710  -4.4343   0.0664
 AOU  H2   H   HCR5   0   0.304  -0.1062   0.5862   1.8388
 AOU  H3   H   HCR6   0   0.247  -1.1098   1.8547  -3.0418
 AOU  H4   H   HCR6   0   0.252  -4.6775  -0.4963  -2.7886
 AOU  H5   H   HCR6   0   0.293   0.7512  -3.5180   2.3310
 AOU  H6   H   H      0   0.251  -4.0131  -2.1540   0.3474
 AOU  H7   H   H      0   0.228  -6.2492  -0.5796  -0.9934
 AOU  H9   H   HCR6   0   0.253  -3.1896   0.9796  -4.0543
 AOU  H10  H   HCH3   0   0.261  -2.3015  -1.9362   1.7910
 AOU  H11  H   HCH3   0   0.272  -1.8162  -0.6074   2.8473
 AOU  H12  H   HCH3   0   0.271  -3.4160  -0.5918   2.1092
 AOU  H13  H   HCH1   0   0.270   2.1179   4.4264   0.2184
 AOU  H14  H   HCH3   0   0.244   3.6343   5.7895   1.5731
 AOU  H15  H   HCH3   0   0.242   3.0186   4.4700   2.5635
 AOU  H16  H   HCH3   0   0.231   4.6655   4.4073   1.9222
 AOU  H17  H   HCH3   0   0.244   3.6119   3.9049  -1.6886
 AOU  H18  H   HCH3   0   0.243   4.0424   5.4404  -0.9356
 AOU  H19  H   HCH3   0   0.231   5.0255   4.0084  -0.6308
 AOU  H20  H   HCR6   0   0.292   0.9987  -3.1160  -1.9275
 AOU  C20  C   C      0   0.306   0.7984   1.9639  -0.5754
 AOU  C18  C   C1     0  -0.258  -4.4468  -1.3884  -0.2858
 AOU  O27  O   O      0  -0.411   0.8184   2.8224  -1.4446

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
 AOU  O30  C21  deloc     1.247  0.020  1.247
 AOU  C21  O28  deloc     1.248  0.020  1.248
 AOU  C21  C19  single    1.512  0.020  1.512
 AOU  C19  C18  double    1.334  0.020  1.334
 AOU  C18  C11  single    1.468  0.020  1.468
 AOU  C3   C11  aromatic  1.392  0.020  1.392
 AOU  C3   C40  aromatic  1.398  0.020  1.398
 AOU  C11  C9   aromatic  1.405  0.020  1.405
 AOU  C40  C4   aromatic  1.380  0.020  1.380
 AOU  C9   C13  aromatic  1.411  0.020  1.411
 AOU  C9   N1   aromatic  1.384  0.020  1.384
 AOU  C4   C13  aromatic  1.396  0.020  1.396
 AOU  C13  C1   aromatic  1.435  0.020  1.435
 AOU  C33  N1   single    1.447  0.020  1.447
 AOU  N1   C8   aromatic  1.346  0.020  1.346
 AOU  C1   C8   aromatic  1.375  0.020  1.375
 AOU  C1   C20  single    1.446  0.020  1.446
 AOU  O27  C20  double    1.222  0.020  1.222
 AOU  C38  C37  single    1.532  0.020  1.532
 AOU  C20  C35  single    1.477  0.020  1.477
 AOU  C39  C37  single    1.528  0.020  1.528
 AOU  C37  C36  single    1.489  0.020  1.489
 AOU  C35  C36  aromatic  1.364  0.020  1.364
 AOU  C35  C34  aromatic  1.427  0.020  1.427
 AOU  C36  O29  aromatic  1.329  0.020  1.329
 AOU  C34  C10  single    1.473  0.020  1.473
 AOU  C34  N2   aromatic  1.299  0.020  1.299
 AOU  CL1  C15  single    1.730  0.020  1.730
 AOU  C10  C15  aromatic  1.395  0.020  1.395
 AOU  C10  C14  aromatic  1.395  0.020  1.395
 AOU  CL2  C14  single    1.727  0.020  1.727
 AOU  C15  C6   aromatic  1.385  0.020  1.385
 AOU  C14  C5   aromatic  1.384  0.020  1.384
 AOU  C6   C2   aromatic  1.385  0.020  1.385
 AOU  C5   C2   aromatic  1.385  0.020  1.385
 AOU  O29  N2   aromatic  1.360  0.020  1.360
 AOU  C2   H1   single    0.930  0.020  1.080
 AOU  C8   H2   single    0.930  0.020  1.080
 AOU  C4   H3   single    0.930  0.020  1.080
 AOU  C3   H4   single    0.930  0.020  1.080
 AOU  C6   H5   single    0.930  0.020  1.080
 AOU  C18  H6   single    0.930  0.020  1.080
 AOU  C19  H7   single    0.930  0.020  1.080
 AOU  C40  H9   single    0.930  0.020  1.080
 AOU  C33  H10  single    0.970  0.020  1.090
 AOU  C33  H11  single    0.970  0.020  1.090
 AOU  C33  H12  single    0.970  0.020  1.090
 AOU  C37  H13  single    0.970  0.020  1.090
 AOU  C39  H14  single    0.970  0.020  1.090
 AOU  C39  H15  single    0.970  0.020  1.090
 AOU  C39  H16  single    0.970  0.020  1.090
 AOU  C38  H17  single    0.970  0.020  1.090
 AOU  C38  H18  single    0.970  0.020  1.090
 AOU  C38  H19  single    0.970  0.020  1.090
 AOU  C5   H20  single    0.930  0.020  1.080

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
 AOU  H1   C2   C5   119.69  3.000
 AOU  H1   C2   C6   119.74  3.000
 AOU  C5   C2   C6   120.57  3.000
 AOU  H2   C8   N1   120.09  3.000
 AOU  H2   C8   C1   129.06  3.000
 AOU  N1   C8   C1   110.75  3.000
 AOU  C9   C13  C1   106.79  3.000
 AOU  C1   C13  C4   133.12  3.000
 AOU  C9   C13  C4   120.08  3.000
 AOU  C34  N2   O29  106.07  3.000
 AOU  H3   C4   C40  120.89  3.000
 AOU  H3   C4   C13  120.86  3.000
 AOU  C40  C4   C13  118.24  3.000
 AOU  C9   C11  C18  123.92  3.000
 AOU  C9   C11  C3   115.73  3.000
 AOU  C18  C11  C3   120.34  3.000
 AOU  C20  C1   C13  128.05  3.000
 AOU  C20  C1   C8   125.89  3.000
 AOU  C13  C1   C8   106.06  3.000
 AOU  H4   C3   C40  118.96  3.000
 AOU  H4   C3   C11  118.40  3.000
 AOU  C40  C3   C11  122.61  3.000
 AOU  H5   C6   C15  120.16  3.000
 AOU  H5   C6   C2   120.64  3.000
 AOU  C15  C6   C2   119.19  3.000
 AOU  O28  C21  O30  126.88  3.000
 AOU  O28  C21  C19  115.40  3.000
 AOU  O30  C21  C19  117.71  3.000
 AOU  N1   C9   C11  130.41  3.000
 AOU  N1   C9   C13  107.33  3.000
 AOU  C11  C9   C13  122.25  3.000
 AOU  H7   C19  C21  117.10  3.000
 AOU  H7   C19  C18  119.86  3.000
 AOU  C21  C19  C18  123.03  3.000
 AOU  H9   C40  C3   119.11  3.000
 AOU  H9   C40  C4   119.80  3.000
 AOU  C3   C40  C4   121.09  3.000
 AOU  C33  N1   C9   127.84  3.000
 AOU  C33  N1   C8   123.13  3.000
 AOU  C9   N1   C8   109.03  3.000
 AOU  H12  C33  H11  108.27  3.000
 AOU  H12  C33  H10  109.30  3.000
 AOU  H11  C33  H10  108.49  3.000
 AOU  H12  C33  N1   110.76  3.000
 AOU  H11  C33  N1   108.53  3.000
 AOU  H10  C33  N1   111.41  3.000
 AOU  C34  C35  C36  103.35  3.000
 AOU  C34  C35  C20  129.49  3.000
 AOU  C36  C35  C20  126.88  3.000
 AOU  O29  C36  C37  118.03  3.000
 AOU  O29  C36  C35  108.76  3.000
 AOU  C37  C36  C35  133.21  3.000
 AOU  H13  C37  C38  107.87  3.000
 AOU  H13  C37  C39  108.69  3.000
 AOU  C38  C37  C39  111.67  3.000
 AOU  H13  C37  C36  106.39  3.000
 AOU  C39  C37  C36  112.09  3.000
 AOU  C38  C37  C36  109.90  3.000
 AOU  H16  C39  H15  108.41  3.000
 AOU  H16  C39  H14  107.64  3.000
 AOU  H15  C39  H14  107.77  3.000
 AOU  H16  C39  C37  111.80  3.000
 AOU  H15  C39  C37  111.70  3.000
 AOU  H14  C39  C37  109.36  3.000
 AOU  H19  C38  H18  107.92  3.000
 AOU  H19  C38  H17  108.45  3.000
 AOU  H18  C38  H17  108.05  3.000
 AOU  H19  C38  C37  111.42  3.000
 AOU  H18  C38  C37  109.71  3.000
 AOU  H17  C38  C37  111.17  3.000
 AOU  C36  O29  N2   110.69  3.000
 AOU  C10  C34  C35  128.94  3.000
 AOU  C10  C34  N2   119.93  3.000
 AOU  C35  C34  N2   111.11  3.000
 AOU  C14  C10  C15  117.09  3.000
 AOU  C14  C10  C34  120.96  3.000
 AOU  C15  C10  C34  121.93  3.000
 AOU  CL1  C15  C10  119.87  3.000
 AOU  C10  C15  C6   121.94  3.000
 AOU  CL1  C15  C6   118.10  3.000
 AOU  H20  C5   C14  120.23  3.000
 AOU  H20  C5   C2   120.62  3.000
 AOU  C14  C5   C2   119.15  3.000
 AOU  CL2  C14  C5   118.57  3.000
 AOU  C5   C14  C10  122.05  3.000
 AOU  CL2  C14  C10  119.37  3.000
 AOU  C35  C20  O27  120.02  3.000
 AOU  C35  C20  C1   117.19  3.000
 AOU  O27  C20  C1   122.77  3.000
 AOU  H6   C18  C19  117.70  3.000
 AOU  H6   C18  C11  117.75  3.000
 AOU  C19  C18  C11  124.53  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
 AOU  CONST_01  C10  C15  C6   C2      0.00   0.0  0
 AOU  CONST_02  C10  C14  C5   C2      0.00   0.0  0
 AOU  CONST_03  C11  C9   N1   C8    180.00   0.0  0
 AOU  CONST_04  C13  C9   N1   C8      0.00   0.0  0
 AOU  CONST_05  C9   C13  C1   C8      0.00   0.0  0
 AOU  CONST_06  C4   C13  C1   C8    180.00   0.0  0
 AOU  CONST_07  C3   C11  C9   C13     0.00   0.0  0
 AOU  CONST_08  C3   C40  C4   C13     0.00   0.0  0
 AOU  CONST_09  N1   C8   C1   C13     0.00   0.0  0
 AOU  CONST_10  C36  C35  C34  N2      0.00   0.0  0
 AOU  CONST_13  C35  C36  O29  N2      0.00   0.0  0
 AOU  CONST_14  C11  C3   C40  C4      0.00   0.0  0
 AOU  CONST_15  C11  C9   C13  C4      0.00   0.0  0
 AOU  CONST_16  N1   C9   C13  C4    180.00   0.0  0
 AOU  CONST_17  C1   C13  C9   C11   180.00   0.0  0
 AOU  CONST_18  N1   C9   C13  C1      0.00   0.0  0
 AOU  CONST_19  C40  C4   C13  C1    180.00   0.0  0
 AOU  CONST_20  C9   N1   C8   C1      0.00   0.0  0
 AOU  CONST_21  N1   C9   C11  C3    180.00   0.0  0
 AOU  CONST_22  C34  C10  C15  C6    180.00   0.0  0
 AOU  CONST_23  C14  C10  C15  C6      0.00   0.0  0
 AOU  CONST_24  C14  C5   C2   C6      0.00   0.0  0
 AOU  CONST_25  C40  C3   C11  C9      0.00   0.0  0
 AOU  CONST_26  C40  C4   C13  C9      0.00   0.0  0
 AOU  CONST_29  O29  N2   C34  C35     0.00   0.0  0
 AOU  CONST_30  C10  C34  C35  C36   180.00   0.0  0
 AOU  CONST_31  C34  N2   O29  C36     0.00   0.0  0
 AOU  CONST_32  C34  C35  C36  O29     0.00   0.0  0
 AOU  CONST_33  C10  C34  N2   O29   180.00   0.0  0
 AOU  CONST_34  C5   C14  C10  C34   180.00   0.0  0
 AOU  CONST_35  C5   C14  C10  C15     0.00   0.0  0
 AOU  CONST_36  C5   C2   C6   C15     0.00   0.0  0
 AOU  CONST_37  CL1  C15  C6   C2    180.00   0.0  0
 AOU  CONST_38  CL2  C14  C5   C2    180.00   0.0  0
 AOU  CONST_39  C18  C11  C9   C13   180.00   0.0  0
 AOU  CONST_40  C33  N1   C9   C13   180.00   0.0  0
 AOU  CONST_41  C20  C35  C34  N2    180.00   0.0  0
 AOU  CONST_42  C37  C36  O29  N2    180.00   0.0  0
 AOU  CONST_43  C20  C1   C13  C4      0.00   0.0  0
 AOU  CONST_44  C33  N1   C9   C11     0.00   0.0  0
 AOU  CONST_45  C33  N1   C8   C1    180.00   0.0  0
 AOU  CONST_46  C40  C3   C11  C18   180.00   0.0  0
 AOU  CONST_47  N1   C9   C11  C18     0.00   0.0  0
 AOU  CONST_48  C20  C1   C13  C9    180.00   0.0  0
 AOU  CONST_49  C20  C1   C8   N1    180.00   0.0  0
 AOU  CONST_50  O29  C36  C35  C20   180.00   0.0  0
 AOU  CONST_51  C10  C34  C35  C20     0.00   0.0  0
 AOU  CONST_52  C34  C35  C36  C37   180.00   0.0  0
 AOU  CONST_53  CL1  C15  C10  C34     0.00   0.0  0
 AOU  CONST_54  CL2  C14  C10  C34     0.00   0.0  0
 AOU  CONST_55  CL2  C14  C10  C15   180.00   0.0  0
 AOU  CONST_56  C14  C10  C15  CL1   180.00   0.0  0
 AOU  CONST_57  H9   C40  C4   C13   180.00   0.0  0
 AOU  CONST_58  H2   C8   C1   C13   180.00   0.0  0
 AOU  CONST_59  H4   C3   C40  C4    180.00   0.0  0
 AOU  CONST_60  H3   C4   C13  C1      0.00   0.0  0
 AOU  CONST_61  H20  C5   C2   C6    180.00   0.0  0
 AOU  CONST_62  H5   C6   C15  C10   180.00   0.0  0
 AOU  CONST_63  H1   C2   C6   C15   180.00   0.0  0
 AOU  Var_01    C35  C20  C1   C8     25.60  30.0  2
 AOU  Var_02    C36  C35  C20  C1   -147.93  30.0  2
 AOU  Var_03    C19  C18  C11  C3    -38.55  30.0  1
 AOU  Var_04    C38  C37  C36  C35   -98.07  30.0  2
 AOU  Var_05    H10  C33  N1   C8   -108.08  30.0  2
 AOU  Var_06    C21  C19  C18  C11   177.80   0.0  2
 AOU  Var_07    H17  C38  C37  C36    56.31  30.0  3
 AOU  Var_08    H14  C39  C37  C36  -174.61  30.0  3
 AOU  Var_09    O30  C21  C19  C18    -2.79  30.0  2

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
 AOU  plan-1  N2   0.020
 AOU  plan-1  C35  0.020
 AOU  plan-1  C36  0.020
 AOU  plan-1  C37  0.020
 AOU  plan-1  O29  0.020
 AOU  plan-1  C34  0.020
 AOU  plan-1  C10  0.020
 AOU  plan-1  C20  0.020
 AOU  plan-2  C2   0.020
 AOU  plan-2  C6   0.020
 AOU  plan-2  C34  0.020
 AOU  plan-2  C10  0.020
 AOU  plan-2  C15  0.020
 AOU  plan-2  CL1  0.020
 AOU  plan-2  C5   0.020
 AOU  plan-2  C14  0.020
 AOU  plan-2  CL2  0.020
 AOU  plan-2  H1   0.020
 AOU  plan-2  H5   0.020
 AOU  plan-2  H20  0.020
 AOU  plan-3  C8   0.020
 AOU  plan-3  C13  0.020
 AOU  plan-3  C4   0.020
 AOU  plan-3  C11  0.020
 AOU  plan-3  C1   0.020
 AOU  plan-3  C3   0.020
 AOU  plan-3  C9   0.020
 AOU  plan-3  C40  0.020
 AOU  plan-3  N1   0.020
 AOU  plan-3  C33  0.020
 AOU  plan-3  H2   0.020
 AOU  plan-3  H3   0.020
 AOU  plan-3  H4   0.020
 AOU  plan-3  H9   0.020
 AOU  plan-3  C20  0.020
 AOU  plan-3  C18  0.020
 AOU  plan-4  C1   0.020
 AOU  plan-4  C35  0.020
 AOU  plan-4  C20  0.020
 AOU  plan-4  O27  0.020
 AOU  plan-5  C21  0.020
 AOU  plan-5  C19  0.020
 AOU  plan-5  O30  0.020
 AOU  plan-5  O28  0.020
 AOU  plan-6  C11  0.020
 AOU  plan-6  C21  0.020
 AOU  plan-6  C19  0.020
 AOU  plan-6  H6   0.020
 AOU  plan-6  H7   0.020
 AOU  plan-6  C18  0.020

