# electronic Ligand Builder and Optimisation Workbench (eLBOW)
#   - a module of PHENIX version dev-svn-
#   - file written: Thu May  7 14:21:19 2020
#   Inital geometry file: a 108 line input string
#   Ligand name: {1-[(4-chlorophenyl)carbonyl]-5-methoxy-2-methyl-1H-indol-3-yl}acetic acid
#   Quantum optimisation: True
#   Method: PBEh-3c
#   Random seed: 3628800
#   SMILES string: COc1ccc2n(c(C)c(CC(O)=O)c2c1)C(=O)c3ccc(Cl)cc3
#
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
 IMN  IMN  '{1-[(4-chlorophenyl)carbonyl]-5-methoxy-2-methyl-1H-indol-3-yl}acetic acid'  ligand  41  25  .  2021-08-11  2021-08-11  
;
Directly from eLBOW using geometry from QM method PBEh-3c with CPCM solvent model
Validated by Mogul as GRAND
;

data_comp_IMN
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
 IMN  C     C   CR56  0   0.306   0.3152   0.5677   0.7107
 IMN  C1    C   CR56  0   0.114  -0.1263   0.2980   2.0129
 IMN  C2    C   CR16  0  -0.484   0.7312  -0.2659   2.9496
 IMN  C3    C   CR6   0   0.396   2.0437  -0.5356   2.5812
 IMN  C4    C   CR16  0  -0.404   2.4889  -0.2239   1.2892
 IMN  C5    C   CR16  0  -0.242   1.6334   0.3364   0.3508
 IMN  C6    C   CH3   0  -0.436   4.1744  -1.3786   3.2173
 IMN  C7    C   CR5   0  -0.007  -1.4919   0.7337   2.1051
 IMN  C8    C   CR5   0   0.316  -1.8452   1.2565   0.9024
 IMN  C10   C   CR6   0  -0.090   0.0726   0.8670  -2.2607
 IMN  C11   C   CR16  0  -0.257   0.7618   1.5584  -3.2528
 IMN  C12   C   CR16  0  -0.202   1.4849   0.8709  -4.2126
 IMN  C13   C   CR6   0  -0.035   1.4829  -0.5163  -4.1910
 IMN  C14   C   CR16  0  -0.193   0.7767  -1.2238  -3.2289
 IMN  C15   C   CR16  0  -0.249   0.0795  -0.5257  -2.2580
 IMN  C16   C   CH3   0  -0.727  -3.1710   1.7829   0.4838
 IMN  C17   C   CH2   0  -0.742  -2.3355   0.6095   3.3223
 IMN  C18   C   C     0   0.558  -2.8329  -0.7976   3.5525
 IMN  N     N   NR5   0  -0.679  -0.7599   1.1446   0.0217
 IMN  O     O   O2    0  -0.478   2.8289  -1.0868   3.5319
 IMN  O1    O   O     0  -0.395  -1.3730   2.6058  -1.6073
 IMN  O2    O   O     0  -0.431  -2.6251  -1.7333   2.8247
 IMN  O3    O   OH1   0  -0.594  -3.5433  -0.8829   4.6718
 IMN  CL    CL  CL    0  -0.109   2.3737  -1.3817  -5.3920
 IMN  H2    H   HCR6  0   0.252   0.3973  -0.4829   3.9574
 IMN  H4    H   HCR6  0   0.279   3.5118  -0.4077   0.9919
 IMN  H5    H   HCR6  0   0.272   2.0241   0.5807  -0.6257
 IMN  H61   H   HCH3  0   0.259   4.6130  -1.8160   4.1109
 IMN  H62   H   HCH3  0   0.226   4.2593  -2.0971   2.3976
 IMN  H63   H   HCH3  0   0.226   4.7399  -0.4803   2.9557
 IMN  H11   H   HCR6  0   0.280   0.7539   2.6402  -3.2694
 IMN  H12   H   HCR6  0   0.290   2.0367   1.4089  -4.9708
 IMN  H14   H   HCR6  0   0.291   0.7698  -2.3051  -3.2330
 IMN  H15   H   HCR6  0   0.288  -0.4673  -1.0786  -1.5055
 IMN  H161  H   HCH3  0   0.258  -3.5379   1.2865  -0.4151
 IMN  H162  H   HCH3  0   0.256  -3.8990   1.6036   1.2717
 IMN  H163  H   HCH3  0   0.263  -3.1489   2.8528   0.2841
 IMN  H171  H   HCH2  0   0.304  -1.7779   0.9238   4.2110
 IMN  H172  H   HCH2  0   0.311  -3.2014   1.2754   3.2859
 IMN  HO3   H   HOH1  0   0.481  -3.8605  -1.7902   4.7948
 IMN  C9    C   C     0   0.527  -0.7357   1.6317  -1.2806

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
 IMN  C    C1    aromatic  1.401  0.020  1.401
 IMN  C    C5    aromatic  1.386  0.020  1.386
 IMN  C    N     aromatic  1.401  0.020  1.401
 IMN  C1   C2    aromatic  1.389  0.020  1.389
 IMN  C1   C7    aromatic  1.436  0.020  1.436
 IMN  C2   C3    aromatic  1.390  0.020  1.390
 IMN  C2   H2    single    0.930  0.020  1.080
 IMN  C3   C4    aromatic  1.402  0.020  1.402
 IMN  C3   O     single    1.351  0.020  1.351
 IMN  C4   C5    aromatic  1.388  0.020  1.388
 IMN  C4   H4    single    0.930  0.020  1.080
 IMN  C5   H5    single    0.930  0.020  1.080
 IMN  C6   O     single    1.412  0.020  1.412
 IMN  C6   H61   single    0.970  0.020  1.090
 IMN  C6   H62   single    0.970  0.020  1.090
 IMN  C6   H63   single    0.970  0.020  1.090
 IMN  C7   C8    aromatic  1.358  0.020  1.358
 IMN  C7   C17   single    1.486  0.020  1.486
 IMN  C8   C16   single    1.487  0.020  1.487
 IMN  C8   N     aromatic  1.402  0.020  1.402
 IMN  C9   C10   single    1.483  0.020  1.483
 IMN  C9   N     single    1.391  0.020  1.391
 IMN  C9   O1    double    1.209  0.020  1.209
 IMN  C10  C11   aromatic  1.392  0.020  1.392
 IMN  C10  C15   aromatic  1.393  0.020  1.393
 IMN  C11  C12   aromatic  1.384  0.020  1.384
 IMN  C11  H11   single    0.930  0.020  1.080
 IMN  C12  C13   aromatic  1.387  0.020  1.387
 IMN  C12  H12   single    0.930  0.020  1.080
 IMN  C13  C14   aromatic  1.387  0.020  1.387
 IMN  C13  CL    single    1.728  0.020  1.728
 IMN  C14  C15   aromatic  1.384  0.020  1.384
 IMN  C14  H14   single    0.930  0.020  1.080
 IMN  C15  H15   single    0.930  0.020  1.080
 IMN  C16  H161  single    0.970  0.020  1.090
 IMN  C16  H162  single    0.970  0.020  1.090
 IMN  C16  H163  single    0.970  0.020  1.090
 IMN  C17  C18   single    1.510  0.020  1.510
 IMN  C17  H171  single    0.970  0.020  1.090
 IMN  C17  H172  single    0.970  0.020  1.090
 IMN  C18  O2    double    1.203  0.020  1.203
 IMN  C18  O3    single    1.328  0.020  1.328
 IMN  O3   HO3   single    0.850  0.020  0.980

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
 IMN  N     C    C5    132.13  3.000
 IMN  N     C    C1    107.13  3.000
 IMN  C5    C    C1    120.59  3.000
 IMN  C7    C1   C2    131.80  3.000
 IMN  C7    C1   C     107.51  3.000
 IMN  C2    C1   C     120.67  3.000
 IMN  H2    C2   C3    119.92  3.000
 IMN  H2    C2   C1    121.20  3.000
 IMN  C3    C2   C1    118.88  3.000
 IMN  O     C3   C4    123.71  3.000
 IMN  O     C3   C2    116.21  3.000
 IMN  C4    C3   C2    120.08  3.000
 IMN  H4    C4   C5    117.77  3.000
 IMN  H4    C4   C3    121.08  3.000
 IMN  C5    C4   C3    121.15  3.000
 IMN  H5    C5   C4    118.67  3.000
 IMN  H5    C5   C     122.77  3.000
 IMN  C4    C5   C     118.56  3.000
 IMN  H63   C6   H62   108.70  3.000
 IMN  H63   C6   H61   108.58  3.000
 IMN  H62   C6   H61   108.69  3.000
 IMN  H63   C6   O     112.10  3.000
 IMN  H62   C6   O     112.13  3.000
 IMN  H61   C6   O     106.52  3.000
 IMN  C17   C7   C8    127.58  3.000
 IMN  C17   C7   C1    124.53  3.000
 IMN  C8    C7   C1    107.89  3.000
 IMN  N     C8   C16   122.80  3.000
 IMN  N     C8   C7    108.92  3.000
 IMN  C16   C8   C7    128.14  3.000
 IMN  C15   C10  C11   119.71  3.000
 IMN  C15   C10  C9    121.14  3.000
 IMN  C11   C10  C9    119.01  3.000
 IMN  H11   C11  C12   119.32  3.000
 IMN  H11   C11  C10   120.26  3.000
 IMN  C12   C11  C10   120.41  3.000
 IMN  H12   C12  C13   120.61  3.000
 IMN  H12   C12  C11   120.38  3.000
 IMN  C13   C12  C11   119.01  3.000
 IMN  CL    C13  C14   119.28  3.000
 IMN  CL    C13  C12   119.29  3.000
 IMN  C14   C13  C12   121.43  3.000
 IMN  H14   C14  C15   120.25  3.000
 IMN  H14   C14  C13   120.70  3.000
 IMN  C15   C14  C13   119.05  3.000
 IMN  H15   C15  C14   118.98  3.000
 IMN  H15   C15  C10   120.65  3.000
 IMN  C14   C15  C10   120.37  3.000
 IMN  H163  C16  H162  107.97  3.000
 IMN  H163  C16  H161  107.64  3.000
 IMN  H162  C16  H161  107.27  3.000
 IMN  H163  C16  C8    112.43  3.000
 IMN  H162  C16  C8    109.55  3.000
 IMN  H161  C16  C8    111.77  3.000
 IMN  H172  C17  H171  104.80  3.000
 IMN  H172  C17  C18   108.17  3.000
 IMN  H171  C17  C18   108.15  3.000
 IMN  H172  C17  C7    111.81  3.000
 IMN  H171  C17  C7    110.58  3.000
 IMN  C18   C17  C7    112.94  3.000
 IMN  O3    C18  O2    123.50  3.000
 IMN  O3    C18  C17   111.37  3.000
 IMN  O2    C18  C17   125.13  3.000
 IMN  C9    N    C8    125.01  3.000
 IMN  C9    N    C     126.25  3.000
 IMN  C8    N    C     108.54  3.000
 IMN  C6    O    C3    118.78  3.000
 IMN  HO3   O3   C18   110.01  3.000
 IMN  O1    C9   N     121.74  3.000
 IMN  O1    C9   C10   121.61  3.000
 IMN  N     C9   C10   116.61  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
 IMN  CONST_01  C3    C2   C1   C       0.00   0.0  0
 IMN  CONST_02  C8    C7   C1   C       0.00   0.0  0
 IMN  CONST_03  C3    C4   C5   C       0.00   0.0  0
 IMN  CONST_04  C7    C8   N    C       0.00   0.0  0
 IMN  CONST_05  C4    C5   C    C1      0.00   0.0  0
 IMN  CONST_06  C8    N    C    C1      0.00   0.0  0
 IMN  CONST_07  C4    C3   C2   C1      0.00   0.0  0
 IMN  CONST_08  N     C8   C7   C1      0.00   0.0  0
 IMN  CONST_09  C5    C    C1   C2      0.00   0.0  0
 IMN  CONST_10  N     C    C1   C2    180.00   0.0  0
 IMN  CONST_11  C8    C7   C1   C2    180.00   0.0  0
 IMN  CONST_12  C5    C4   C3   C2      0.00   0.0  0
 IMN  CONST_13  C7    C1   C2   C3    180.00   0.0  0
 IMN  CONST_14  N     C    C5   C4    180.00   0.0  0
 IMN  CONST_15  C7    C1   C    C5    180.00   0.0  0
 IMN  CONST_16  C8    N    C    C5    180.00   0.0  0
 IMN  CONST_17  N     C    C1   C7      0.00   0.0  0
 IMN  CONST_18  C13   C12  C11  C10     0.00   0.0  0
 IMN  CONST_19  C13   C14  C15  C10     0.00   0.0  0
 IMN  CONST_20  C14   C15  C10  C11     0.00   0.0  0
 IMN  CONST_21  C14   C13  C12  C11     0.00   0.0  0
 IMN  CONST_22  C15   C10  C11  C12     0.00   0.0  0
 IMN  CONST_23  C15   C14  C13  C12     0.00   0.0  0
 IMN  CONST_24  C17   C7   C1   C     180.00   0.0  0
 IMN  CONST_25  C16   C8   N    C     180.00   0.0  0
 IMN  CONST_26  C9    N    C    C1    180.00   0.0  0
 IMN  CONST_27  O     C3   C2   C1    180.00   0.0  0
 IMN  CONST_28  C16   C8   C7   C1    180.00   0.0  0
 IMN  CONST_29  C17   C7   C1   C2      0.00   0.0  0
 IMN  CONST_30  C9    N    C    C5      0.00   0.0  0
 IMN  CONST_31  O     C3   C4   C5    180.00   0.0  0
 IMN  CONST_32  C9    N    C8   C7    180.00   0.0  0
 IMN  CONST_33  C12   C11  C10  C9    180.00   0.0  0
 IMN  CONST_34  C14   C15  C10  C9    180.00   0.0  0
 IMN  CONST_35  CL    C13  C12  C11   180.00   0.0  0
 IMN  CONST_36  CL    C13  C14  C15   180.00   0.0  0
 IMN  CONST_37  N     C8   C7   C17   180.00   0.0  0
 IMN  CONST_40  H2    C2   C1   C     180.00   0.0  0
 IMN  CONST_41  H4    C4   C5   C     180.00   0.0  0
 IMN  CONST_42  H5    C5   C    C1    180.00   0.0  0
 IMN  CONST_43  H12   C12  C11  C10   180.00   0.0  0
 IMN  CONST_44  H14   C14  C15  C10   180.00   0.0  0
 IMN  CONST_45  H15   C15  C10  C11   180.00   0.0  0
 IMN  CONST_46  H11   C11  C12  C13   180.00   0.0  0
 IMN  CONST_49  HO3   O3   C18  C17   180.00   0.0  0
 IMN  Var_01    N     C9   C10  C11  -144.04  30.0  2
 IMN  Var_02    C18   C17  C7   C1    -76.22  30.0  2
 IMN  Var_03    H161  C16  C8   C7   -124.46  30.0  2
 IMN  Var_04    O2    C18  C17  C7     -2.37  30.0  3
 IMN  Var_05    H61   C6   O    C3   -179.61  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
 IMN  plan-1  C10  0.020
 IMN  plan-1  C11  0.020
 IMN  plan-1  C12  0.020
 IMN  plan-1  C13  0.020
 IMN  plan-1  C14  0.020
 IMN  plan-1  C15  0.020
 IMN  plan-1  CL   0.020
 IMN  plan-1  H11  0.020
 IMN  plan-1  H12  0.020
 IMN  plan-1  H14  0.020
 IMN  plan-1  H15  0.020
 IMN  plan-1  C9   0.020
 IMN  plan-2  C    0.020
 IMN  plan-2  C1   0.020
 IMN  plan-2  C2   0.020
 IMN  plan-2  C3   0.020
 IMN  plan-2  C4   0.020
 IMN  plan-2  C5   0.020
 IMN  plan-2  C7   0.020
 IMN  plan-2  C8   0.020
 IMN  plan-2  C10  0.020
 IMN  plan-2  C16  0.020
 IMN  plan-2  C17  0.020
 IMN  plan-2  N    0.020
 IMN  plan-2  O    0.020
 IMN  plan-2  O1   0.020
 IMN  plan-2  H2   0.020
 IMN  plan-2  H4   0.020
 IMN  plan-2  H5   0.020
 IMN  plan-2  C9   0.020
 IMN  plan-3  C17  0.020
 IMN  plan-3  C18  0.020
 IMN  plan-3  O2   0.020
 IMN  plan-3  O3   0.020
 IMN  plan-3  HO3  0.020

