# electronic Ligand Builder and Optimisation Workbench (eLBOW)
#   - a module of PHENIX version dev-svn-
#   - file written: Tue May 12 23:07:55 2020
#   Inital geometry file: a 138 line input string
#   Ligand name: 3-[5-cyclopropyl-3-(3-methoxypyridin-4-yl)-2-phenyl-1H-indol-1-yl]propanoic acid
#   Quantum optimisation: True
#   Method: PBEh-3c
#   Random seed: 3628800
#   SMILES string: COc1cnccc1c2c3cc(ccc3n(CCC(O)=O)c2c4ccccc4)C5CC5
#
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
 L19  L19  '3-[5-cyclopropyl-3-(3-methoxypyridin-4-yl)-2-phenyl-1H-indol-1-yl]propanoic acid'  ligand  54  31  .  2022-09-22  2023-02-15
;
Directly from eLBOW using geometry from QM method PBEh-3c with CPCM solvent model
Validated by Mogul as OK (reasonable std)
;

data_comp_L19
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
 L19  O1   O  O      0  -0.607   3.7482  -3.8184   0.7406
 L19  C22  C  C      0   0.421   3.3836  -3.5129  -0.4119
 L19  O2   O  OC    -1  -0.623   3.8772  -3.9186  -1.4823
 L19  C21  C  CH2    0  -0.592   2.2004  -2.5368  -0.5421
 L19  C20  C  CH2    0  -0.319   1.6456  -2.0532   0.7881
 L19  N1   N  NR5    0  -0.576   0.5098  -1.1603   0.6158
 L19  C13  C  CR5    0   0.355   0.5661   0.1815   0.3366
 L19  C14  C  CR6    0   0.036   1.8041   0.9609   0.4461
 L19  C15  C  CR16   0  -0.293   2.2452   1.7090  -0.6435
 L19  C16  C  CR16   0  -0.239   3.3843   2.4954  -0.5439
 L19  C17  C  CR16   0  -0.260   4.1012   2.5367   0.6437
 L19  C18  C  CR16   0  -0.246   3.6699   1.7913   1.7342
 L19  C19  C  CR16   0  -0.288   2.5277   1.0123   1.6380
 L19  C6   C  CR5    0  -0.035  -0.6762   0.6257  -0.0659
 L19  C7   C  CR56   0   0.127  -1.5424  -0.5140  -0.0539
 L19  C8   C  CR16   0  -0.481  -2.8994  -0.7048  -0.3371
 L19  C9   C  CR6    0   0.218  -3.4574  -1.9674  -0.2279
 L19  C23  C  CH1    0  -0.367  -4.8953  -2.1612  -0.5465
 L19  C24  C  CH2    0  -0.479  -5.3853  -3.4183  -1.2132
 L19  C25  C  CH2    0  -0.478  -5.7414  -3.1481   0.2108
 L19  C10  C  CR16   0  -0.374  -2.6440  -3.0458   0.1786
 L19  C11  C  CR16   0  -0.300  -1.3070  -2.8843   0.4793
 L19  C12  C  CR56   0   0.316  -0.7636  -1.6055   0.3689
 L19  C5   C  C      0  -0.034  -1.0503   1.9837  -0.4556
 L19  C4   C  C1     0  -0.375  -1.7696   2.2180  -1.6231
 L19  C3   C  C1     0  -0.091  -2.1016   3.5129  -1.9899
 L19  N    N  N      0  -0.395  -1.7576   4.5721  -1.2734
 L19  C2   C  C1     0  -0.195  -1.0826   4.3718  -0.1464
 L19  C1   C  C      0   0.274  -0.7205   3.1091   0.3173
 L19  O    O  O2     0  -0.455  -0.0840   2.8925   1.4761
 L19  C    C  CH3    0  -0.432   0.5827   3.9728   2.0982
 L19  H2   H  HCH2   0   0.236   2.5181  -1.6758  -1.1396
 L19  H3   H  HCH2   0   0.238   1.4072  -3.0207  -1.1214
 L19  H4   H  HCH2   0   0.255   1.3162  -2.8909   1.4021
 L19  H5   H  HCH2   0   0.260   2.4132  -1.5401   1.3610
 L19  H6   H  HCR6   0   0.251   1.6942   1.6739  -1.5751
 L19  H7   H  HCR6   0   0.257   3.7141   3.0725  -1.3981
 L19  H8   H  HCR6   0   0.257   4.9908   3.1484   0.7212
 L19  H9   H  HCR6   0   0.257   4.2190   1.8258   2.6662
 L19  H10  H  HCR6   0   0.258   2.1812   0.4627   2.5047
 L19  H11  H  HCR6   0   0.238  -3.5144   0.1329  -0.6470
 L19  H12  H  HCH1   0   0.256  -5.4004  -1.2491  -0.8453
 L19  H13  H  HCH2   0   0.257  -6.1557  -3.3235  -1.9673
 L19  H14  H  HCH2   0   0.250  -4.6560  -4.1935  -1.4166
 L19  H15  H  HCH2   0   0.250  -5.2582  -3.7409   0.9784
 L19  H16  H  HCH2   0   0.257  -6.7594  -2.8644   0.4446
 L19  H17  H  HCR6   0   0.243  -3.0721  -4.0378   0.2634
 L19  H18  H  HCR6   0   0.261  -0.7132  -3.7341   0.7903
 L19  H19  H  H      0   0.265  -2.0475   1.3908  -2.2635
 L19  H20  H  H      0   0.257  -2.6549   3.6961  -2.9041
 L19  H21  H  H      0   0.270  -0.8255   5.2616   0.4174
 L19  H22  H  HCH3   0   0.255   1.1725   3.5462   2.9054
 L19  H23  H  HCH3   0   0.227   1.2556   4.4817   1.4034
 L19  H24  H  HCH3   0   0.232  -0.1158   4.7012   2.5185

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
 L19  C17  C18  aromatic  1.390  0.020  1.390
 L19  C17  C16  aromatic  1.388  0.020  1.388
 L19  C18  C19  aromatic  1.386  0.020  1.386
 L19  C16  C15  aromatic  1.388  0.020  1.388
 L19  O1   C22  deloc     1.247  0.020  1.247
 L19  C19  C14  aromatic  1.395  0.020  1.395
 L19  C15  C14  aromatic  1.393  0.020  1.393
 L19  C14  C13  single    1.467  0.020  1.467
 L19  C22  O2   deloc     1.247  0.020  1.247
 L19  C22  C21  single    1.539  0.020  1.539
 L19  C21  C20  single    1.520  0.020  1.520
 L19  C20  N1   single    1.455  0.020  1.455
 L19  C13  N1   aromatic  1.372  0.020  1.372
 L19  C13  C6   aromatic  1.379  0.020  1.379
 L19  C3   C4   aromatic  1.386  0.020  1.386
 L19  C3   N    aromatic  1.324  0.020  1.324
 L19  N1   C12  aromatic  1.371  0.020  1.371
 L19  C4   C5   aromatic  1.391  0.020  1.391
 L19  N    C2   aromatic  1.329  0.020  1.329
 L19  C5   C6   single    1.462  0.020  1.462
 L19  C5   C1   aromatic  1.404  0.020  1.404
 L19  C6   C7   aromatic  1.432  0.020  1.432
 L19  C2   C1   aromatic  1.393  0.020  1.393
 L19  C1   O    single    1.340  0.020  1.340
 L19  C12  C7   aromatic  1.406  0.020  1.406
 L19  C12  C11  aromatic  1.394  0.020  1.394
 L19  O    C    single    1.414  0.020  1.414
 L19  C7   C8   aromatic  1.399  0.020  1.399
 L19  C11  C10  aromatic  1.380  0.020  1.380
 L19  C8   C9   aromatic  1.385  0.020  1.385
 L19  C10  C9   aromatic  1.411  0.020  1.411
 L19  C9   C23  single    1.485  0.020  1.485
 L19  C23  C25  single    1.504  0.020  1.504
 L19  C23  C24  single    1.505  0.020  1.505
 L19  C25  C24  single    1.493  0.020  1.493
 L19  C21  H2   single    0.970  0.020  1.090
 L19  C21  H3   single    0.970  0.020  1.090
 L19  C20  H4   single    0.970  0.020  1.090
 L19  C20  H5   single    0.970  0.020  1.090
 L19  C15  H6   single    0.930  0.020  1.080
 L19  C16  H7   single    0.930  0.020  1.080
 L19  C17  H8   single    0.930  0.020  1.080
 L19  C18  H9   single    0.930  0.020  1.080
 L19  C19  H10  single    0.930  0.020  1.080
 L19  C8   H11  single    0.930  0.020  1.080
 L19  C23  H12  single    0.970  0.020  1.090
 L19  C24  H13  single    0.970  0.020  1.090
 L19  C24  H14  single    0.970  0.020  1.090
 L19  C25  H15  single    0.970  0.020  1.090
 L19  C25  H16  single    0.970  0.020  1.090
 L19  C10  H17  single    0.930  0.020  1.080
 L19  C11  H18  single    0.930  0.020  1.080
 L19  C4   H19  single    0.930  0.020  1.080
 L19  C3   H20  single    0.930  0.020  1.080
 L19  C2   H21  single    0.930  0.020  1.080
 L19  C    H22  single    0.970  0.020  1.090
 L19  C    H23  single    0.970  0.020  1.090
 L19  C    H24  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
 L19  C21  C22  O2   115.98  3.000
 L19  C21  C22  O1   117.28  3.000
 L19  O2   C22  O1   126.74  3.000
 L19  H3   C21  H2   105.60  3.000
 L19  H3   C21  C20  109.83  3.000
 L19  H2   C21  C20  109.46  3.000
 L19  H3   C21  C22  108.74  3.000
 L19  H2   C21  C22  108.76  3.000
 L19  C20  C21  C22  114.09  3.000
 L19  H5   C20  H4   106.23  3.000
 L19  H5   C20  N1   108.91  3.000
 L19  H4   C20  N1   107.61  3.000
 L19  H5   C20  C21  110.72  3.000
 L19  H4   C20  C21  111.03  3.000
 L19  N1   C20  C21  112.12  3.000
 L19  C12  N1   C13  108.61  3.000
 L19  C12  N1   C20  123.16  3.000
 L19  C13  N1   C20  126.33  3.000
 L19  C6   C13  C14  127.65  3.000
 L19  C6   C13  N1   109.72  3.000
 L19  C14  C13  N1   122.62  3.000
 L19  C19  C14  C15  118.95  3.000
 L19  C15  C14  C13  119.60  3.000
 L19  C19  C14  C13  121.40  3.000
 L19  H6   C15  C16  119.85  3.000
 L19  H6   C15  C14  119.62  3.000
 L19  C16  C15  C14  120.53  3.000
 L19  H7   C16  C17  120.14  3.000
 L19  H7   C16  C15  119.71  3.000
 L19  C17  C16  C15  120.15  3.000
 L19  H8   C17  C18  120.14  3.000
 L19  H8   C17  C16  120.17  3.000
 L19  C18  C17  C16  119.69  3.000
 L19  H9   C18  C19  119.72  3.000
 L19  H9   C18  C17  120.08  3.000
 L19  C19  C18  C17  120.19  3.000
 L19  H10  C19  C18  119.56  3.000
 L19  H10  C19  C14  119.93  3.000
 L19  C18  C19  C14  120.49  3.000
 L19  C5   C6   C7   125.95  3.000
 L19  C7   C6   C13  106.63  3.000
 L19  C5   C6   C13  127.41  3.000
 L19  C12  C7   C8   119.49  3.000
 L19  C8   C7   C6   133.92  3.000
 L19  C12  C7   C6   106.58  3.000
 L19  H11  C8   C9   119.89  3.000
 L19  H11  C8   C7   120.16  3.000
 L19  C9   C8   C7   119.94  3.000
 L19  C10  C9   C23  121.35  3.000
 L19  C23  C9   C8   119.48  3.000
 L19  C10  C9   C8   119.17  3.000
 L19  H12  C23  C25  115.37  3.000
 L19  H12  C23  C24  115.39  3.000
 L19  C25  C23  C24   59.46  3.000
 L19  H12  C23  C9   113.59  3.000
 L19  C24  C23  C9   121.27  3.000
 L19  C25  C23  C9   121.47  3.000
 L19  H14  C24  H13  114.27  3.000
 L19  H14  C24  C25  117.99  3.000
 L19  H13  C24  C25  118.62  3.000
 L19  H14  C24  C23  117.50  3.000
 L19  H13  C24  C23  117.86  3.000
 L19  C25  C24  C23   60.25  3.000
 L19  H16  C25  H15  114.19  3.000
 L19  H16  C25  C24  118.55  3.000
 L19  H15  C25  C24  118.06  3.000
 L19  H16  C25  C23  117.76  3.000
 L19  H15  C25  C23  117.69  3.000
 L19  C24  C25  C23   60.29  3.000
 L19  H17  C10  C11  118.21  3.000
 L19  H17  C10  C9   119.64  3.000
 L19  C11  C10  C9   122.15  3.000
 L19  H18  C11  C12  121.95  3.000
 L19  H18  C11  C10  120.15  3.000
 L19  C12  C11  C10  117.90  3.000
 L19  C11  C12  C7   121.34  3.000
 L19  C11  C12  N1   130.21  3.000
 L19  C7   C12  N1   108.45  3.000
 L19  C1   C5   C4   116.64  3.000
 L19  C1   C5   C6   122.52  3.000
 L19  C4   C5   C6   120.84  3.000
 L19  H19  C4   C3   119.72  3.000
 L19  H19  C4   C5   120.04  3.000
 L19  C3   C4   C5   120.22  3.000
 L19  H20  C3   N    116.98  3.000
 L19  H20  C3   C4   120.22  3.000
 L19  N    C3   C4   122.80  3.000
 L19  C2   N    C3   118.05  3.000
 L19  H21  C2   C1   120.61  3.000
 L19  H21  C2   N    115.95  3.000
 L19  C1   C2   N    123.44  3.000
 L19  O    C1   C2   123.92  3.000
 L19  O    C1   C5   117.26  3.000
 L19  C2   C1   C5   118.82  3.000
 L19  C    O    C1   118.76  3.000
 L19  H24  C    H23  109.12  3.000
 L19  H24  C    H22  108.83  3.000
 L19  H23  C    H22  108.71  3.000
 L19  H24  C    O    112.15  3.000
 L19  H23  C    O    111.49  3.000
 L19  H22  C    O    106.42  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
 L19  CONST_03  C5   C6   C13  N1    180.00   0.0  0
 L19  CONST_04  C7   C6   C13  N1      0.00   0.0  0
 L19  CONST_05  C6   C7   C12  N1      0.00   0.0  0
 L19  CONST_06  C8   C7   C12  N1    180.00   0.0  0
 L19  CONST_07  C10  C11  C12  N1    180.00   0.0  0
 L19  CONST_08  C18  C19  C14  C13   180.00   0.0  0
 L19  CONST_09  C16  C15  C14  C13   180.00   0.0  0
 L19  CONST_10  C7   C12  N1   C13     0.00   0.0  0
 L19  CONST_11  C11  C12  N1   C13   180.00   0.0  0
 L19  CONST_14  C12  C7   C6   C13     0.00   0.0  0
 L19  CONST_15  C8   C7   C6   C13   180.00   0.0  0
 L19  CONST_16  C17  C18  C19  C14     0.00   0.0  0
 L19  CONST_17  C17  C16  C15  C14     0.00   0.0  0
 L19  CONST_18  C12  N1   C13  C14   180.00   0.0  0
 L19  CONST_19  C5   C6   C13  C14     0.00   0.0  0
 L19  CONST_20  C7   C6   C13  C14   180.00   0.0  0
 L19  CONST_21  C18  C17  C16  C15     0.00   0.0  0
 L19  CONST_22  C18  C19  C14  C15     0.00   0.0  0
 L19  CONST_24  C19  C18  C17  C16     0.00   0.0  0
 L19  CONST_25  C19  C14  C15  C16     0.00   0.0  0
 L19  CONST_27  C12  N1   C13  C6      0.00   0.0  0
 L19  CONST_28  C3   C4   C5   C6    180.00   0.0  0
 L19  CONST_29  C2   C1   C5   C6    180.00   0.0  0
 L19  CONST_30  C11  C12  C7   C6    180.00   0.0  0
 L19  CONST_31  C9   C8   C7   C6    180.00   0.0  0
 L19  CONST_34  C10  C11  C12  C7      0.00   0.0  0
 L19  CONST_35  C10  C9   C8   C7      0.00   0.0  0
 L19  CONST_36  C5   C6   C7   C8      0.00   0.0  0
 L19  CONST_37  C11  C12  C7   C8      0.00   0.0  0
 L19  CONST_38  C11  C10  C9   C8      0.00   0.0  0
 L19  CONST_39  C12  C7   C8   C9      0.00   0.0  0
 L19  CONST_40  C12  C11  C10  C9      0.00   0.0  0
 L19  CONST_41  C5   C6   C7   C12   180.00   0.0  0
 L19  CONST_42  N    C3   C4   C5      0.00   0.0  0
 L19  CONST_43  N    C2   C1   C5      0.00   0.0  0
 L19  CONST_44  C2   N    C3   C4      0.00   0.0  0
 L19  CONST_45  C2   C1   C5   C4      0.00   0.0  0
 L19  CONST_46  C1   C5   C4   C3      0.00   0.0  0
 L19  CONST_47  C1   C2   N    C3      0.00   0.0  0
 L19  CONST_48  C23  C9   C8   C7    180.00   0.0  0
 L19  CONST_49  C11  C10  C9   C23   180.00   0.0  0
 L19  CONST_50  C14  C13  N1   C20     0.00   0.0  0
 L19  CONST_51  C6   C13  N1   C20   180.00   0.0  0
 L19  CONST_52  C7   C12  N1   C20   180.00   0.0  0
 L19  CONST_53  C11  C12  N1   C20     0.00   0.0  0
 L19  CONST_54  O    C1   C5   C6      0.00   0.0  0
 L19  CONST_55  O    C1   C5   C4    180.00   0.0  0
 L19  CONST_56  O    C1   C2   N     180.00   0.0  0
 L19  CONST_57  H18  C11  C12  N1      0.00   0.0  0
 L19  CONST_58  H10  C19  C14  C13     0.00   0.0  0
 L19  CONST_59  H6   C15  C14  C13     0.00   0.0  0
 L19  CONST_60  H9   C18  C19  C14   180.00   0.0  0
 L19  CONST_61  H7   C16  C15  C14   180.00   0.0  0
 L19  CONST_62  H8   C17  C16  C15   180.00   0.0  0
 L19  CONST_63  H19  C4   C5   C6      0.00   0.0  0
 L19  CONST_64  H11  C8   C7   C6      0.00   0.0  0
 L19  CONST_65  H17  C10  C9   C8    180.00   0.0  0
 L19  CONST_66  H20  C3   C4   C5    180.00   0.0  0
 L19  CONST_67  H21  C2   C1   C5    180.00   0.0  0
 L19  Var_01    C25  C23  C9   C8   -144.92  30.0  2
 L19  Var_02    C24  C25  C23  C9   -110.21  30.0  1
 L19  Var_03    C13  N1   C20  C21   -81.92  30.0  2
 L19  Var_04    N1   C20  C21  C22  -178.59  30.0  3
 L19  Var_05    H22  C    O    C1   -169.79  30.0  3
 L19  Var_06    C20  C21  C22  O1      1.02  30.0  3

loop_
_chem_comp_chir.comp_id
_chem_comp_chir.id
_chem_comp_chir.atom_id_centre
_chem_comp_chir.atom_id_1
_chem_comp_chir.atom_id_2
_chem_comp_chir.atom_id_3
_chem_comp_chir.volume_sign
 L19  chir_01  C23  C9  C25  C24  both

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
 L19  plan-1  C13  0.020
 L19  plan-1  C14  0.020
 L19  plan-1  C15  0.020
 L19  plan-1  C16  0.020
 L19  plan-1  C17  0.020
 L19  plan-1  C18  0.020
 L19  plan-1  C19  0.020
 L19  plan-1  H6   0.020
 L19  plan-1  H7   0.020
 L19  plan-1  H8   0.020
 L19  plan-1  H9   0.020
 L19  plan-1  H10  0.020
 L19  plan-2  C6   0.020
 L19  plan-2  C5   0.020
 L19  plan-2  C4   0.020
 L19  plan-2  C3   0.020
 L19  plan-2  N    0.020
 L19  plan-2  C2   0.020
 L19  plan-2  C1   0.020
 L19  plan-2  O    0.020
 L19  plan-2  H19  0.020
 L19  plan-2  H20  0.020
 L19  plan-2  H21  0.020
 L19  plan-3  C20  0.020
 L19  plan-3  N1   0.020
 L19  plan-3  C13  0.020
 L19  plan-3  C14  0.020
 L19  plan-3  C6   0.020
 L19  plan-3  C7   0.020
 L19  plan-3  C8   0.020
 L19  plan-3  C9   0.020
 L19  plan-3  C23  0.020
 L19  plan-3  C10  0.020
 L19  plan-3  C11  0.020
 L19  plan-3  C12  0.020
 L19  plan-3  C5   0.020
 L19  plan-3  H11  0.020
 L19  plan-3  H17  0.020
 L19  plan-3  H18  0.020
 L19  plan-4  O1   0.020
 L19  plan-4  C22  0.020
 L19  plan-4  O2   0.020
 L19  plan-4  C21  0.020

