# electronic Ligand Builder and Optimisation Workbench (eLBOW)
#   - a module of PHENIX version dev-svn-
#   - file written: Thu Apr 30 23:21:50 2020
#   Inital geometry file: a 118 line input string
#   Ligand name: 4-[[1-(4-chlorophenyl)carbonyl-5-methoxy-2-methyl-indol-3-yl]methyl]-1,2,5-oxadiazol-3-one
#   Quantum optimisation: True
#   Method: PBEh-3c
#   Random seed: 3628800
#   SMILES string: COc1ccc2n(c(C)c(CC3=NONC3=O)c2c1)C(=O)c4ccc(Cl)cc4
#
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
 FFW  FFW  4-[[1-(4-chlorophenyl)carbonyl-5-methoxy-2-methyl-indol-3-yl]methyl]-1,2,5-oxadiazol-3-one  ligand  44  28  .  2021-08-09  2022-09-22
;
Directly from eLBOW using geometry from QM method PBEh-3c with CPCM solvent model
Validated by Mogul as PERFECT
;

data_comp_FFW
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
 FFW  C03  C   CR5   0   0.481   4.5716   2.0644  -0.8964
 FFW  C06  C   CH2   0  -0.635   2.2005   1.0270  -1.2828
 FFW  C07  C   CR5   0  -0.007   1.1613   0.2164  -0.5880
 FFW  C08  C   CR56  0   0.105   1.2918  -1.1785  -0.2726
 FFW  C09  C   CR5   0   0.297  -0.0274   0.6505  -0.0963
 FFW  C10  C   CR56  0   0.330   0.1449  -1.5546   0.4379
 FFW  N11  N   NR5   0  -0.673  -0.6845  -0.4299   0.5147
 FFW  C13  C   CR16  0  -0.482   2.2902  -2.1032  -0.5489
 FFW  C14  C   CR6   0   0.396   2.1266  -3.4132  -0.1137
 FFW  C17  C   C     0   0.518  -1.9053  -0.4206   1.1761
 FFW  C20  C   CR16  0  -0.259  -3.8324   1.1000   1.5223
 FFW  C21  C   CR16  0  -0.264  -3.2014   0.5399  -0.7330
 FFW  C22  C   CR16  0  -0.202  -4.8873   1.8578   1.0453
 FFW  C02  C   CR5   0   0.123   3.3691   1.3595  -0.4263
 FFW  C12  C   CH3   0  -0.735  -0.5211   2.0552  -0.0565
 FFW  C15  C   CR16  0  -0.274  -0.0289  -2.8603   0.8675
 FFW  C16  C   CR16  0  -0.400   0.9699  -3.7832   0.5871
 FFW  C19  C   CR6   0  -0.066  -2.9728   0.4555   0.6373
 FFW  C23  C   CR16  0  -0.196  -4.2705   1.2732  -1.2207
 FFW  C24  C   CR6   0  -0.035  -5.0971   1.9340  -0.3247
 FFW  C27  C   CH3   0  -0.435   3.0307  -5.6086   0.0232
 FFW  N01  N   N     0  -0.089   3.4626   1.0932   0.8215
 FFW  N04  N   NR15  0  -0.349   5.3061   2.1039   0.2289
 FFW  O05  O   O     0  -0.466   4.8458   2.4929  -2.0029
 FFW  O18  O   O     0  -0.404  -2.1093  -1.1534   2.1175
 FFW  O26  O   O2    0  -0.478   3.1297  -4.2674  -0.4088
 FFW  O28  O   O     0  -0.223   4.6441   1.5458   1.2811
 FFW  CL2  CL  CL    0  -0.109  -6.4214   2.8675  -0.9257
 FFW  H1   H   HCH2  0   0.300   2.5693   0.4925  -2.1645
 FFW  H2   H   HCH2  0   0.304   1.7871   1.9603  -1.6720
 FFW  H3   H   HCR6  0   0.251   3.1818  -1.8198  -1.0959
 FFW  H4   H   HCR6  0   0.280  -3.6698   1.0292   2.5896
 FFW  H5   H   HCR6  0   0.290  -2.5584   0.0207  -1.4323
 FFW  H6   H   HCR6  0   0.290  -5.5411   2.3778   1.7316
 FFW  H7   H   HCH3  0   0.270  -1.2689   2.2686  -0.8193
 FFW  H8   H   HCH3  0   0.266  -0.9560   2.3079   0.9100
 FFW  H9   H   HCH3  0   0.269   0.3144   2.7329  -0.2203
 FFW  H10  H   HCR6  0   0.275  -0.9029  -3.1814   1.4134
 FFW  H11  H   HCR6  0   0.280   0.8307  -4.7987   0.9310
 FFW  H12  H   HCR6  0   0.291  -4.4551   1.3270  -2.2845
 FFW  H13  H   HCH3  0   0.226   2.1670  -6.1188  -0.4119
 FFW  H14  H   HCH3  0   0.258   3.9356  -6.1090  -0.3132
 FFW  H15  H   HCH3  0   0.226   2.9724  -5.6857   1.1122
 FFW  H16  H   HNR5  0   0.455   6.1603   2.5927   0.4626

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
 FFW  O05  C03  double    1.218  0.020  1.218
 FFW  N04  C03  single    1.344  0.020  1.344
 FFW  N04  O28  single    1.363  0.020  1.363
 FFW  C03  C02  single    1.471  0.020  1.471
 FFW  O28  N01  single    1.346  0.020  1.346
 FFW  C02  C06  single    1.486  0.020  1.486
 FFW  C02  N01  double    1.279  0.020  1.279
 FFW  C06  C07  single    1.490  0.020  1.490
 FFW  C12  C09  single    1.489  0.020  1.489
 FFW  C07  C09  aromatic  1.358  0.020  1.358
 FFW  C07  C08  aromatic  1.436  0.020  1.436
 FFW  C09  N11  aromatic  1.404  0.020  1.404
 FFW  O18  C17  double    1.210  0.020  1.210
 FFW  N11  C17  single    1.388  0.020  1.388
 FFW  N11  C10  aromatic  1.400  0.020  1.400
 FFW  C08  C13  aromatic  1.389  0.020  1.389
 FFW  C08  C10  aromatic  1.401  0.020  1.401
 FFW  C17  C19  single    1.482  0.020  1.482
 FFW  C13  C14  aromatic  1.390  0.020  1.390
 FFW  C10  C15  aromatic  1.385  0.020  1.385
 FFW  C19  C20  aromatic  1.392  0.020  1.392
 FFW  C19  C21  aromatic  1.392  0.020  1.392
 FFW  C14  O26  single    1.350  0.020  1.350
 FFW  C14  C16  aromatic  1.402  0.020  1.402
 FFW  C20  C22  aromatic  1.384  0.020  1.384
 FFW  C15  C16  aromatic  1.389  0.020  1.389
 FFW  C21  C23  aromatic  1.385  0.020  1.385
 FFW  O26  C27  single    1.412  0.020  1.412
 FFW  C22  C24  aromatic  1.388  0.020  1.388
 FFW  C23  C24  aromatic  1.387  0.020  1.387
 FFW  C24  CL2  single    1.728  0.020  1.728
 FFW  C06  H1   single    0.970  0.020  1.090
 FFW  C06  H2   single    0.970  0.020  1.090
 FFW  C13  H3   single    0.930  0.020  1.080
 FFW  C20  H4   single    0.930  0.020  1.080
 FFW  C21  H5   single    0.930  0.020  1.080
 FFW  C22  H6   single    0.930  0.020  1.080
 FFW  C12  H7   single    0.970  0.020  1.090
 FFW  C12  H8   single    0.970  0.020  1.090
 FFW  C12  H9   single    0.970  0.020  1.090
 FFW  C15  H10  single    0.930  0.020  1.080
 FFW  C16  H11  single    0.930  0.020  1.080
 FFW  C23  H12  single    0.930  0.020  1.080
 FFW  C27  H13  single    0.970  0.020  1.090
 FFW  C27  H14  single    0.970  0.020  1.090
 FFW  C27  H15  single    0.970  0.020  1.090
 FFW  N04  H16  single    0.860  0.020  1.020

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
 FFW  O05  C03  N04  128.84  3.000
 FFW  N04  C03  C02  101.14  3.000
 FFW  O05  C03  C02  130.02  3.000
 FFW  H2   C06  H1   104.92  3.000
 FFW  H2   C06  C02  108.16  3.000
 FFW  H1   C06  C02  107.96  3.000
 FFW  H2   C06  C07  111.53  3.000
 FFW  H1   C06  C07  110.17  3.000
 FFW  C02  C06  C07  113.67  3.000
 FFW  C09  C07  C08  108.09  3.000
 FFW  C08  C07  C06  124.58  3.000
 FFW  C09  C07  C06  127.27  3.000
 FFW  C13  C08  C10  120.72  3.000
 FFW  C10  C08  C07  107.33  3.000
 FFW  C13  C08  C07  131.95  3.000
 FFW  C12  C09  N11  123.97  3.000
 FFW  N11  C09  C07  108.74  3.000
 FFW  C12  C09  C07  126.97  3.000
 FFW  C15  C10  N11  131.76  3.000
 FFW  C15  C10  C08  120.87  3.000
 FFW  N11  C10  C08  107.29  3.000
 FFW  C17  N11  C10  123.54  3.000
 FFW  C10  N11  C09  108.49  3.000
 FFW  C17  N11  C09  127.85  3.000
 FFW  H3   C13  C14  120.09  3.000
 FFW  H3   C13  C08  121.18  3.000
 FFW  C14  C13  C08  118.73  3.000
 FFW  O26  C14  C16  123.73  3.000
 FFW  C16  C14  C13  120.15  3.000
 FFW  O26  C14  C13  116.12  3.000
 FFW  O18  C17  C19  121.28  3.000
 FFW  C19  C17  N11  117.64  3.000
 FFW  O18  C17  N11  120.98  3.000
 FFW  H4   C20  C19  120.27  3.000
 FFW  H4   C20  C22  119.37  3.000
 FFW  C19  C20  C22  120.35  3.000
 FFW  H5   C21  C23  119.00  3.000
 FFW  H5   C21  C19  120.62  3.000
 FFW  C23  C21  C19  120.37  3.000
 FFW  H6   C22  C24  120.58  3.000
 FFW  H6   C22  C20  120.37  3.000
 FFW  C24  C22  C20  119.05  3.000
 FFW  N01  C02  C06  124.95  3.000
 FFW  N01  C02  C03  110.59  3.000
 FFW  C06  C02  C03  124.45  3.000
 FFW  H9   C12  H8   107.19  3.000
 FFW  H9   C12  H7   107.44  3.000
 FFW  H8   C12  H7   107.56  3.000
 FFW  H9   C12  C09  109.19  3.000
 FFW  H8   C12  C09  112.01  3.000
 FFW  H7   C12  C09  113.17  3.000
 FFW  H10  C15  C16  119.13  3.000
 FFW  H10  C15  C10  122.60  3.000
 FFW  C16  C15  C10  118.26  3.000
 FFW  H11  C16  C15  117.87  3.000
 FFW  H11  C16  C14  120.86  3.000
 FFW  C15  C16  C14  121.27  3.000
 FFW  C21  C19  C20  119.76  3.000
 FFW  C21  C19  C17  120.80  3.000
 FFW  C20  C19  C17  119.17  3.000
 FFW  H12  C23  C24  120.69  3.000
 FFW  H12  C23  C21  120.31  3.000
 FFW  C24  C23  C21  119.01  3.000
 FFW  CL2  C24  C23  119.31  3.000
 FFW  CL2  C24  C22  119.26  3.000
 FFW  C23  C24  C22  121.43  3.000
 FFW  H15  C27  H14  108.67  3.000
 FFW  H15  C27  H13  108.74  3.000
 FFW  H14  C27  H13  108.63  3.000
 FFW  H15  C27  O26  112.04  3.000
 FFW  H14  C27  O26  106.50  3.000
 FFW  H13  C27  O26  112.14  3.000
 FFW  O28  N01  C02  109.10  3.000
 FFW  H16  N04  O28  115.45  3.000
 FFW  H16  N04  C03  131.99  3.000
 FFW  O28  N04  C03  111.65  3.000
 FFW  C27  O26  C14  118.80  3.000
 FFW  N04  O28  N01  107.48  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
 FFW  CONST_01  C10  N11  C09  C07     0.00   0.0  0
 FFW  CONST_02  C14  C13  C08  C07   180.00   0.0  0
 FFW  CONST_03  N11  C10  C08  C07     0.00   0.0  0
 FFW  CONST_04  C15  C10  C08  C07   180.00   0.0  0
 FFW  CONST_05  N11  C09  C07  C08     0.00   0.0  0
 FFW  CONST_06  C16  C14  C13  C08     0.00   0.0  0
 FFW  CONST_07  C09  N11  C10  C08     0.00   0.0  0
 FFW  CONST_08  C16  C15  C10  C08     0.00   0.0  0
 FFW  CONST_09  C13  C08  C07  C09   180.00   0.0  0
 FFW  CONST_10  C10  C08  C07  C09     0.00   0.0  0
 FFW  CONST_11  C15  C10  N11  C09   180.00   0.0  0
 FFW  CONST_12  C14  C13  C08  C10     0.00   0.0  0
 FFW  CONST_13  C14  C16  C15  C10     0.00   0.0  0
 FFW  CONST_14  C13  C08  C10  N11   180.00   0.0  0
 FFW  CONST_15  C16  C15  C10  N11   180.00   0.0  0
 FFW  CONST_16  C15  C10  C08  C13     0.00   0.0  0
 FFW  CONST_17  C15  C16  C14  C13     0.00   0.0  0
 FFW  CONST_18  C23  C21  C19  C20     0.00   0.0  0
 FFW  CONST_19  C23  C24  C22  C20     0.00   0.0  0
 FFW  CONST_20  C22  C20  C19  C21     0.00   0.0  0
 FFW  CONST_21  C22  C24  C23  C21     0.00   0.0  0
 FFW  CONST_22  C24  C22  C20  C19     0.00   0.0  0
 FFW  CONST_23  C24  C23  C21  C19     0.00   0.0  0
 FFW  CONST_24  O28  N04  C03  C02     0.00   0.0  0
 FFW  CONST_25  N11  C09  C07  C06   180.00   0.0  0
 FFW  CONST_26  C13  C08  C07  C06     0.00   0.0  0
 FFW  CONST_27  C10  C08  C07  C06   180.00   0.0  0
 FFW  CONST_28  C17  N11  C09  C07   180.00   0.0  0
 FFW  CONST_29  C12  C09  C07  C08   180.00   0.0  0
 FFW  CONST_30  O26  C14  C13  C08   180.00   0.0  0
 FFW  CONST_31  C17  N11  C10  C08   180.00   0.0  0
 FFW  CONST_32  C12  C09  N11  C10   180.00   0.0  0
 FFW  CONST_33  C15  C10  N11  C17     0.00   0.0  0
 FFW  CONST_34  C22  C20  C19  C17   180.00   0.0  0
 FFW  CONST_35  C23  C21  C19  C17   180.00   0.0  0
 FFW  CONST_36  CL2  C24  C22  C20   180.00   0.0  0
 FFW  CONST_37  CL2  C24  C23  C21   180.00   0.0  0
 FFW  CONST_38  O26  C14  C16  C15   180.00   0.0  0
 FFW  CONST_41  O28  N04  C03  O05   180.00   0.0  0
 FFW  CONST_42  H3   C13  C08  C07     0.00   0.0  0
 FFW  CONST_43  H10  C15  C10  C08   180.00   0.0  0
 FFW  CONST_44  H11  C16  C15  C10   180.00   0.0  0
 FFW  CONST_45  H5   C21  C19  C20   180.00   0.0  0
 FFW  CONST_46  H4   C20  C19  C21   180.00   0.0  0
 FFW  CONST_47  H12  C23  C24  C22   180.00   0.0  0
 FFW  CONST_48  H6   C22  C20  C19   180.00   0.0  0
 FFW  CONST_49  H16  N04  C03  C02   180.00   0.0  0
 FFW  Var_01    C07  C06  C02  C03   175.43  30.0  3
 FFW  Var_02    C02  C06  C07  C08   -73.95  30.0  1
 FFW  Var_03    C20  C19  C17  N11  -143.62  30.0  2
 FFW  Var_04    H7   C12  C09  C07   103.66  30.0  2
 FFW  Var_05    H13  C27  O26  C14    61.59  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
 FFW  plan-1  C03  0.020
 FFW  plan-1  C06  0.020
 FFW  plan-1  C02  0.020
 FFW  plan-1  N01  0.020
 FFW  plan-1  N04  0.020
 FFW  plan-1  O05  0.020
 FFW  plan-1  O28  0.020
 FFW  plan-1  H16  0.020
 FFW  plan-2  C17  0.020
 FFW  plan-2  C20  0.020
 FFW  plan-2  C21  0.020
 FFW  plan-2  C22  0.020
 FFW  plan-2  C19  0.020
 FFW  plan-2  C23  0.020
 FFW  plan-2  C24  0.020
 FFW  plan-2  CL2  0.020
 FFW  plan-2  H4   0.020
 FFW  plan-2  H5   0.020
 FFW  plan-2  H6   0.020
 FFW  plan-2  H12  0.020
 FFW  plan-3  C06  0.020
 FFW  plan-3  C07  0.020
 FFW  plan-3  C08  0.020
 FFW  plan-3  C09  0.020
 FFW  plan-3  C10  0.020
 FFW  plan-3  N11  0.020
 FFW  plan-3  C13  0.020
 FFW  plan-3  C14  0.020
 FFW  plan-3  C17  0.020
 FFW  plan-3  C12  0.020
 FFW  plan-3  C15  0.020
 FFW  plan-3  C16  0.020
 FFW  plan-3  C19  0.020
 FFW  plan-3  O18  0.020
 FFW  plan-3  O26  0.020
 FFW  plan-3  H3   0.020
 FFW  plan-3  H10  0.020
 FFW  plan-3  H11  0.020

