# electronic Ligand Builder and Optimisation Workbench (eLBOW)
#   - a module of PHENIX version dev-svn-
#   - file written: Sun Apr  5 07:18:00 2020
#   Inital geometry file: a 152 line input string
#   Ligand name: 3-[(5-{[3-(2,6-dichlorophenyl)-5-(1-methylethyl)isoxazol-4-yl]methoxy}-1H-indol-1-yl)methyl]benzoic acid
#   Quantum optimisation: True
#   Method: PBEh-3c
#   Random seed: 3628800
#   SMILES string: CC(C)c1onc(c1COc2ccc3n(Cc4cccc(c4)C(O)=O)ccc3c2)c5c(Cl)cccc5Cl
#
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
 088  088  '3-[(5-{[3-(2,6-dichlorophenyl)-5-(1-methylethyl)isoxazol-4-yl]methoxy}-1H-indol-1-yl)methyl]benzoic acid'  ligand  60  37  .  2021-08-03  2021-08-03  
;
Directly from eLBOW using geometry from QM method PBEh-3c with CPCM solvent model
Validated by Mogul as PERFECT
;

data_comp_088
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
 088  C1    C   CH3    0  -0.650  -6.5318  -2.4917  -0.2165
 088  C2    C   CH1    0  -0.375  -5.4230  -2.4162  -1.2684
 088  C3    C   CH3    0  -0.649  -5.9908  -2.1408  -2.6628
 088  C4    C   CR5    0   0.473  -4.3947  -1.4044  -0.8944
 088  O5    O   O      0  -0.347  -4.8046  -0.1414  -0.7448
 088  N6    N   N      0  -0.144  -3.7605   0.6519  -0.3975
 088  C7    C   CR5    0   0.214  -2.7178  -0.1232  -0.3427
 088  C8    C   CR5    0  -0.179  -3.0576  -1.4713  -0.6593
 088  C9    C   CH2    0  -0.303  -2.1768  -2.6687  -0.7792
 088  O10   O   O2     0  -0.503  -1.4981  -2.9694   0.4290
 088  C11   C   C      0   0.373  -0.1972  -2.5674   0.5681
 088  C12   C   C1     0  -0.363   0.7445  -2.7361  -0.4626
 088  C13   C   C1     0  -0.279   2.0493  -2.3120  -0.3070
 088  C14   C   CR5    0   0.376   2.4113  -1.7417   0.9082
 088  N15   N   NR5    0  -0.510   3.6142  -1.2356   1.3284
 088  C16   C   CH2    0  -0.423   4.7703  -1.0255   0.4864
 088  C17   C   CR6    0   0.152   4.5798   0.1310  -0.4645
 088  C18   C   CR16   0  -0.317   4.5512  -0.0685  -1.8385
 088  C19   C   CR16   0  -0.232   4.3485   1.0071  -2.6957
 088  C20   C   CR16   0  -0.303   4.1702   2.2824  -2.1824
 088  C21   C   CR6    0  -0.090   4.1891   2.5015  -0.8051
 088  C22   C   CR16   0  -0.322   4.4028   1.4166   0.0362
 088  C23   C   C      0   0.403   3.9598   3.8932  -0.2295
 088  O24   O   OC    -1  -0.591   3.8989   4.8320  -1.0451
 088  O25   O   O      0  -0.590   3.8460   3.9715   1.0100
 088  C26   C   CR15   0  -0.025   3.4677  -0.7835   2.6111
 088  C27   C   CR15   0  -0.430   2.1938  -1.0028   3.0499
 088  C28   C   CR5    0   0.081   1.4911  -1.6146   1.9689
 088  C29   C   C1     0  -0.443   0.1686  -2.0265   1.7842
 088  C30   C   CR6    0   0.214  -1.4284   0.4540   0.0735
 088  C31   C   CR6    0  -0.108  -0.3581   0.5819  -0.8074
 088  CL32  CL  CL     0  -0.112  -0.5477   0.0630  -2.4464
 088  C33   C   CR16   0  -0.167   0.8510   1.1378  -0.4265
 088  C34   C   CR16   0  -0.264   0.9948   1.6101   0.8665
 088  C35   C   CR16   0  -0.179  -0.0426   1.4937   1.7761
 088  C36   C   CR6    0  -0.111  -1.2310   0.9096   1.3770
 088  CL37  CL  CL     0  -0.112  -2.4748   0.6921   2.5604
 088  H1    H   HCH3   0   0.242  -7.2154  -3.3059  -0.4569
 088  H1A   H   HCH3   0   0.241  -6.1285  -2.6778   0.7790
 088  H1B   H   HCH3   0   0.231  -7.1135  -1.5700  -0.1831
 088  H2    H   HCH1   0   0.267  -4.9147  -3.3829  -1.2952
 088  H3    H   HCH3   0   0.242  -6.6914  -2.9290  -2.9388
 088  H3A   H   HCH3   0   0.231  -6.5296  -1.1929  -2.6927
 088  H3B   H   HCH3   0   0.241  -5.2047  -2.1109  -3.4171
 088  H9    H   HCH2   0   0.251  -2.7816  -3.5403  -1.0343
 088  H9A   H   HCH2   0   0.241  -1.4778  -2.5251  -1.6051
 088  H12   H   H      0   0.261   0.4583  -3.2030  -1.3959
 088  H13   H   H      0   0.252   2.7569  -2.4284  -1.1175
 088  H16   H   HCH2   0   0.283   5.6237  -0.8471   1.1421
 088  H16A  H   HCH2   0   0.274   4.9866  -1.9429  -0.0649
 088  H18   H   HCR6   0   0.248   4.6869  -1.0649  -2.2433
 088  H19   H   HCR6   0   0.249   4.3256   0.8454  -3.7661
 088  H20   H   HCR6   0   0.244   4.0105   3.1164  -2.8528
 088  H22   H   HCR6   0   0.238   4.4198   1.5785   1.1076
 088  H26   H   HCR5   0   0.281   4.3050  -0.3369   3.1256
 088  H27   H   HCR5   0   0.240   1.8055  -0.7500   4.0234
 088  H29   H   H      0   0.242  -0.5698  -1.9024   2.5670
 088  H33   H   HCR6   0   0.284   1.6689   1.2019  -1.1304
 088  H34   H   HCR6   0   0.274   1.9248   2.0719   1.1694
 088  H35   H   HCR6   0   0.280   0.0786   1.8371   2.7937

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
 088  C2    C1    single    1.530  0.020  1.530
 088  C1    H1    single    0.970  0.020  1.090
 088  C1    H1A   single    0.970  0.020  1.090
 088  C1    H1B   single    0.970  0.020  1.090
 088  C4    C2    single    1.490  0.020  1.490
 088  C3    C2    single    1.531  0.020  1.531
 088  C2    H2    single    0.970  0.020  1.090
 088  C3    H3    single    0.970  0.020  1.090
 088  C3    H3A   single    0.970  0.020  1.090
 088  C3    H3B   single    0.970  0.020  1.090
 088  C8    C4    aromatic  1.359  0.020  1.359
 088  C4    O5    aromatic  1.336  0.020  1.336
 088  N6    O5    aromatic  1.356  0.020  1.356
 088  C7    N6    aromatic  1.300  0.020  1.300
 088  C30   C7    single    1.473  0.020  1.473
 088  C7    C8    aromatic  1.426  0.020  1.426
 088  C9    C8    single    1.491  0.020  1.491
 088  O10   C9    single    1.418  0.020  1.418
 088  C9    H9    single    0.970  0.020  1.090
 088  C9    H9A   single    0.970  0.020  1.090
 088  C11   O10   single    1.369  0.020  1.369
 088  C12   C11   aromatic  1.406  0.020  1.406
 088  C11   C29   aromatic  1.380  0.020  1.380
 088  C13   C12   aromatic  1.381  0.020  1.381
 088  C12   H12   single    0.930  0.020  1.080
 088  C13   C14   aromatic  1.390  0.020  1.390
 088  C13   H13   single    0.930  0.020  1.080
 088  N15   C14   aromatic  1.371  0.020  1.371
 088  C14   C28   aromatic  1.410  0.020  1.410
 088  C16   N15   single    1.446  0.020  1.446
 088  N15   C26   aromatic  1.368  0.020  1.368
 088  C17   C16   single    1.509  0.020  1.509
 088  C16   H16   single    0.970  0.020  1.090
 088  C16   H16A  single    0.970  0.020  1.090
 088  C18   C17   aromatic  1.389  0.020  1.389
 088  C17   C22   aromatic  1.391  0.020  1.391
 088  C19   C18   aromatic  1.390  0.020  1.390
 088  C18   H18   single    0.930  0.020  1.080
 088  C19   C20   aromatic  1.386  0.020  1.386
 088  C19   H19   single    0.930  0.020  1.080
 088  C20   C21   aromatic  1.395  0.020  1.395
 088  C20   H20   single    0.930  0.020  1.080
 088  C21   C22   aromatic  1.389  0.020  1.389
 088  C21   C23   single    1.523  0.020  1.523
 088  C22   H22   single    0.930  0.020  1.080
 088  O25   C23   deloc     1.247  0.020  1.247
 088  C23   O24   deloc     1.245  0.020  1.245
 088  C26   C27   aromatic  1.365  0.020  1.365
 088  C26   H26   single    0.930  0.020  1.080
 088  C28   C27   aromatic  1.427  0.020  1.427
 088  C27   H27   single    0.930  0.020  1.080
 088  C28   C29   aromatic  1.397  0.020  1.397
 088  C29   H29   single    0.930  0.020  1.080
 088  C31   C30   aromatic  1.392  0.020  1.392
 088  C30   C36   aromatic  1.395  0.020  1.395
 088  C33   C31   aromatic  1.384  0.020  1.384
 088  CL32  C31   single    1.730  0.020  1.730
 088  C33   C34   aromatic  1.384  0.020  1.384
 088  C33   H33   single    0.930  0.020  1.080
 088  C34   C35   aromatic  1.385  0.020  1.385
 088  C34   H34   single    0.930  0.020  1.080
 088  C35   C36   aromatic  1.383  0.020  1.383
 088  C35   H35   single    0.930  0.020  1.080
 088  C36   CL37  single    1.731  0.020  1.731

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
 088  H1B   C1   H1A   108.28  3.000
 088  H1B   C1   H1    107.68  3.000
 088  H1A   C1   H1    107.81  3.000
 088  H1B   C1   C2    111.47  3.000
 088  H1A   C1   C2    111.59  3.000
 088  H1    C1   C2    109.86  3.000
 088  H2    C2   C4    106.61  3.000
 088  H2    C2   C3    108.03  3.000
 088  C4    C2   C3    111.26  3.000
 088  H2    C2   C1    108.08  3.000
 088  C3    C2   C1    111.49  3.000
 088  C4    C2   C1    111.16  3.000
 088  H3B   C3   H3A   108.27  3.000
 088  H3B   C3   H3    107.95  3.000
 088  H3A   C3   H3    107.70  3.000
 088  H3B   C3   C2    111.58  3.000
 088  H3A   C3   C2    111.38  3.000
 088  H3    C3   C2    109.81  3.000
 088  C8    C4   O5    109.20  3.000
 088  O5    C4   C2    117.27  3.000
 088  C8    C4   C2    133.53  3.000
 088  N6    O5   C4    110.20  3.000
 088  C7    N6   O5    106.23  3.000
 088  C30   C7   C8    129.94  3.000
 088  C8    C7   N6    111.29  3.000
 088  C30   C7   N6    118.71  3.000
 088  C9    C8   C7    129.51  3.000
 088  C9    C8   C4    127.34  3.000
 088  C7    C8   C4    103.08  3.000
 088  H9A   C9   H9    106.45  3.000
 088  H9A   C9   O10   111.48  3.000
 088  H9    C9   O10   107.16  3.000
 088  H9A   C9   C8    109.48  3.000
 088  H9    C9   C8    109.44  3.000
 088  O10   C9   C8    112.61  3.000
 088  C11   O10  C9    118.63  3.000
 088  C29   C11  C12   121.02  3.000
 088  C29   C11  O10   117.16  3.000
 088  C12   C11  O10   121.79  3.000
 088  H12   C12  C13   118.66  3.000
 088  H12   C12  C11   120.45  3.000
 088  C13   C12  C11   120.89  3.000
 088  H13   C13  C14   121.90  3.000
 088  H13   C13  C12   120.03  3.000
 088  C14   C13  C12   118.07  3.000
 088  C28   C14  N15   107.99  3.000
 088  C28   C14  C13   121.64  3.000
 088  N15   C14  C13   130.37  3.000
 088  C26   N15  C16   125.72  3.000
 088  C26   N15  C14   108.39  3.000
 088  C16   N15  C14   125.23  3.000
 088  H16A  C16  H16   106.62  3.000
 088  H16A  C16  C17   110.53  3.000
 088  H16   C16  C17   110.61  3.000
 088  H16A  C16  N15   109.29  3.000
 088  H16   C16  N15   107.41  3.000
 088  C17   C16  N15   112.17  3.000
 088  C22   C17  C18   119.09  3.000
 088  C22   C17  C16   119.84  3.000
 088  C18   C17  C16   121.06  3.000
 088  H18   C18  C19   119.94  3.000
 088  H18   C18  C17   119.93  3.000
 088  C19   C18  C17   120.13  3.000
 088  H19   C19  C20   120.05  3.000
 088  H19   C19  C18   119.81  3.000
 088  C20   C19  C18   120.14  3.000
 088  H20   C20  C21   119.53  3.000
 088  H20   C20  C19   119.91  3.000
 088  C21   C20  C19   120.56  3.000
 088  C23   C21  C22   120.51  3.000
 088  C23   C21  C20   120.97  3.000
 088  C22   C21  C20   118.52  3.000
 088  H22   C22  C21   118.98  3.000
 088  H22   C22  C17   119.46  3.000
 088  C21   C22  C17   121.55  3.000
 088  O25   C23  O24   126.82  3.000
 088  O24   C23  C21   116.66  3.000
 088  O25   C23  C21   116.53  3.000
 088  H26   C26  C27   129.58  3.000
 088  H26   C26  N15   120.04  3.000
 088  C27   C26  N15   110.38  3.000
 088  H27   C27  C28   127.38  3.000
 088  H27   C27  C26   126.06  3.000
 088  C28   C27  C26   106.56  3.000
 088  C29   C28  C27   133.83  3.000
 088  C29   C28  C14   119.45  3.000
 088  C27   C28  C14   106.68  3.000
 088  H29   C29  C28   121.05  3.000
 088  H29   C29  C11   120.06  3.000
 088  C28   C29  C11   118.86  3.000
 088  C36   C30  C31   116.91  3.000
 088  C36   C30  C7    121.06  3.000
 088  C31   C30  C7    122.03  3.000
 088  C33   C31  CL32  118.49  3.000
 088  CL32  C31  C30   119.19  3.000
 088  C33   C31  C30   122.30  3.000
 088  H33   C33  C34   120.63  3.000
 088  H33   C33  C31   120.36  3.000
 088  C34   C33  C31   119.01  3.000
 088  H34   C34  C35   119.74  3.000
 088  H34   C34  C33   119.78  3.000
 088  C35   C34  C33   120.48  3.000
 088  H35   C35  C36   120.15  3.000
 088  H35   C35  C34   120.52  3.000
 088  C36   C35  C34   119.32  3.000
 088  CL37  C36  C35   118.25  3.000
 088  CL37  C36  C30   119.76  3.000
 088  C35   C36  C30   121.95  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
 088  CONST_01  N6    C7   C8   C4       0.00   0.0  0
 088  CONST_02  C30   C7   C8   C4     180.00   0.0  0
 088  CONST_03  C7    N6   O5   C4       0.00   0.0  0
 088  CONST_04  C7    C8   C4   O5       0.00   0.0  0
 088  CONST_05  C30   C7   N6   O5     180.00   0.0  0
 088  CONST_06  C8    C7   N6   O5       0.00   0.0  0
 088  CONST_07  C8    C4   O5   N6       0.00   0.0  0
 088  CONST_10  C33   C31  C30  C7     180.00   0.0  0
 088  CONST_11  C35   C36  C30  C7     180.00   0.0  0
 088  CONST_14  C14   C13  C12  C11      0.00   0.0  0
 088  CONST_15  C14   C28  C29  C11      0.00   0.0  0
 088  CONST_16  C27   C28  C29  C11    180.00   0.0  0
 088  CONST_17  C28   C29  C11  C12      0.00   0.0  0
 088  CONST_18  N15   C14  C13  C12    180.00   0.0  0
 088  CONST_19  C28   C14  C13  C12      0.00   0.0  0
 088  CONST_20  C29   C11  C12  C13      0.00   0.0  0
 088  CONST_21  C26   N15  C14  C13    180.00   0.0  0
 088  CONST_22  C27   C28  C14  C13    180.00   0.0  0
 088  CONST_23  C29   C28  C14  C13      0.00   0.0  0
 088  CONST_24  C27   C26  N15  C14      0.00   0.0  0
 088  CONST_25  C26   C27  C28  C14      0.00   0.0  0
 088  CONST_26  C27   C28  C14  N15      0.00   0.0  0
 088  CONST_27  C29   C28  C14  N15    180.00   0.0  0
 088  CONST_28  C28   C27  C26  N15      0.00   0.0  0
 088  CONST_29  C20   C19  C18  C17      0.00   0.0  0
 088  CONST_30  C20   C21  C22  C17      0.00   0.0  0
 088  CONST_31  C21   C22  C17  C18      0.00   0.0  0
 088  CONST_32  C21   C20  C19  C18      0.00   0.0  0
 088  CONST_33  C22   C17  C18  C19      0.00   0.0  0
 088  CONST_34  C22   C21  C20  C19      0.00   0.0  0
 088  CONST_35  C28   C14  N15  C26      0.00   0.0  0
 088  CONST_36  C29   C28  C27  C26    180.00   0.0  0
 088  CONST_37  C34   C33  C31  C30      0.00   0.0  0
 088  CONST_38  C34   C35  C36  C30      0.00   0.0  0
 088  CONST_39  C35   C36  C30  C31      0.00   0.0  0
 088  CONST_40  C35   C34  C33  C31      0.00   0.0  0
 088  CONST_41  C36   C30  C31  C33      0.00   0.0  0
 088  CONST_42  C36   C35  C34  C33      0.00   0.0  0
 088  CONST_43  C7    C8   C4   C2     180.00   0.0  0
 088  CONST_44  N6    O5   C4   C2     180.00   0.0  0
 088  CONST_45  C9    C8   C4   O5     180.00   0.0  0
 088  CONST_46  C9    C8   C7   N6     180.00   0.0  0
 088  CONST_47  CL32  C31  C30  C7       0.00   0.0  0
 088  CONST_48  CL37  C36  C30  C7       0.00   0.0  0
 088  CONST_49  C30   C7   C8   C9       0.00   0.0  0
 088  CONST_50  C13   C12  C11  O10    180.00   0.0  0
 088  CONST_51  C28   C29  C11  O10    180.00   0.0  0
 088  CONST_52  C16   N15  C14  C13      0.00   0.0  0
 088  CONST_53  C28   C14  N15  C16    180.00   0.0  0
 088  CONST_54  C27   C26  N15  C16    180.00   0.0  0
 088  CONST_55  C19   C18  C17  C16    180.00   0.0  0
 088  CONST_56  C21   C22  C17  C16    180.00   0.0  0
 088  CONST_57  C23   C21  C22  C17    180.00   0.0  0
 088  CONST_58  C23   C21  C20  C19    180.00   0.0  0
 088  CONST_59  CL37  C36  C30  C31    180.00   0.0  0
 088  CONST_60  C36   C30  C31  CL32   180.00   0.0  0
 088  CONST_61  C34   C33  C31  CL32   180.00   0.0  0
 088  CONST_62  CL37  C36  C35  C34    180.00   0.0  0
 088  CONST_63  H13   C13  C12  C11    180.00   0.0  0
 088  CONST_64  H29   C29  C11  C12    180.00   0.0  0
 088  CONST_65  H12   C12  C13  C14    180.00   0.0  0
 088  CONST_66  H26   C26  N15  C14    180.00   0.0  0
 088  CONST_67  H27   C27  C28  C14    180.00   0.0  0
 088  CONST_68  H19   C19  C18  C17    180.00   0.0  0
 088  CONST_69  H22   C22  C17  C18    180.00   0.0  0
 088  CONST_70  H20   C20  C19  C18    180.00   0.0  0
 088  CONST_71  H18   C18  C19  C20    180.00   0.0  0
 088  CONST_72  H33   C33  C31  C30    180.00   0.0  0
 088  CONST_73  H35   C35  C36  C30    180.00   0.0  0
 088  CONST_74  H34   C34  C33  C31    180.00   0.0  0
 088  Var_01    C17   C16  N15  C14     71.61  30.0  2
 088  Var_02    C18   C17  C16  N15   -115.72  30.0  2
 088  Var_03    C8    C4   C2   C1     120.48  30.0  2
 088  Var_04    O10   C9   C8   C4    -122.60  30.0  2
 088  Var_05    C12   C11  O10  C9     -44.62  30.0  3
 088  Var_06    O25   C23  C21  C20    172.28  30.0  2
 088  Var_07    H1    C1   C2   C4    -174.19  30.0  3
 088  Var_08    H3    C3   C2   C4     176.35  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
 088  plan-1  C2    0.020
 088  plan-1  C4    0.020
 088  plan-1  O5    0.020
 088  plan-1  N6    0.020
 088  plan-1  C7    0.020
 088  plan-1  C8    0.020
 088  plan-1  C9    0.020
 088  plan-1  C30   0.020
 088  plan-2  C16   0.020
 088  plan-2  C17   0.020
 088  plan-2  C18   0.020
 088  plan-2  C19   0.020
 088  plan-2  C20   0.020
 088  plan-2  C21   0.020
 088  plan-2  C22   0.020
 088  plan-2  C23   0.020
 088  plan-2  H18   0.020
 088  plan-2  H19   0.020
 088  plan-2  H20   0.020
 088  plan-2  H22   0.020
 088  plan-3  C7    0.020
 088  plan-3  C30   0.020
 088  plan-3  C31   0.020
 088  plan-3  CL32  0.020
 088  plan-3  C33   0.020
 088  plan-3  C34   0.020
 088  plan-3  C35   0.020
 088  plan-3  C36   0.020
 088  plan-3  CL37  0.020
 088  plan-3  H33   0.020
 088  plan-3  H34   0.020
 088  plan-3  H35   0.020
 088  plan-4  O10   0.020
 088  plan-4  C11   0.020
 088  plan-4  C12   0.020
 088  plan-4  C13   0.020
 088  plan-4  C14   0.020
 088  plan-4  N15   0.020
 088  plan-4  C16   0.020
 088  plan-4  C26   0.020
 088  plan-4  C27   0.020
 088  plan-4  C28   0.020
 088  plan-4  C29   0.020
 088  plan-4  H12   0.020
 088  plan-4  H13   0.020
 088  plan-4  H26   0.020
 088  plan-4  H27   0.020
 088  plan-4  H29   0.020
 088  plan-5  C21   0.020
 088  plan-5  C23   0.020
 088  plan-5  O24   0.020
 088  plan-5  O25   0.020

