# electronic Ligand Builder and Optimisation Workbench (eLBOW)
#   - a module of PHENIX version dev-svn-
#   - file written: Sat Jul 30 17:59:56 2022
#   Inital geometry file: a 66 line input string
#   Ligand name: 5-propan-2-yloxy-1~{H}-indole
#   Quantum optimisation: True
#   Method: PBEh-3c
#   Random seed: 3628800
#   SMILES string: CC(C)Oc1ccc2[nH]ccc2c1
#
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
 EY3  EY3  "5-propan-2-yloxy-1H-indole"
  ligand  26  13  .  2022-08-10  2022-08-10
;
Directly from eLBOW using geometry from QM method PBEh-3c with CPCM solvent model
Validated by Mogul as PERFECT
;

data_comp_EY3
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
 EY3  C10  C  CR15  0  -0.027  -1.3267  -30.0897  20.4684
 EY3  C13  C  CR16  0  -0.484  -1.9011  -27.4486  22.8948
 EY3  C01  C  CH3   0  -0.680  -3.9305  -25.2950  24.3821
 EY3  C02  C  CH1   0   0.007  -2.4535  -25.3081  24.7456
 EY3  C03  C  CH3   0  -0.662  -2.1536  -24.3686  25.8981
 EY3  C05  C  CR6   0   0.382  -1.8437  -27.5965  24.2687
 EY3  C06  C  CR16  0  -0.371  -1.5459  -28.8538  24.8404
 EY3  C07  C  CR16  0  -0.283  -1.2990  -29.9621  24.0612
 EY3  C08  C  CR56  0   0.317  -1.3553  -29.8124  22.6767
 EY3  C11  C  CR15  0  -0.426  -1.6308  -28.7718  20.6719
 EY3  C12  C  CR56  0   0.084  -1.6533  -28.5692  22.0855
 EY3  N09  N  NR15  0  -0.678  -1.1591  -30.7148  21.6672
 EY3  O04  O  O2    0  -0.491  -2.0347  -26.6027  25.1695
 EY3  H1   H  HCR5  0   0.277  -1.2152  -30.6359  19.5454
 EY3  H2   H  HCR6  0   0.263  -2.1282  -26.5003  22.4259
 EY3  H3   H  HCH3  0   0.234  -4.2216  -24.2969  24.0537
 EY3  H4   H  HCH3  0   0.241  -4.1686  -25.9890  23.5761
 EY3  H5   H  HCH3  0   0.228  -4.5407  -25.5563  25.2484
 EY3  H6   H  HCH1  0   0.219  -1.8586  -24.9933  23.8795
 EY3  H7   H  HCH3  0   0.237  -1.0925  -24.3718  26.1484
 EY3  H8   H  HCH3  0   0.231  -2.4307  -23.3500  25.6278
 EY3  H9   H  HCH3  0   0.227  -2.7214  -24.6458  26.7882
 EY3  H10  H  HCR6  0   0.251  -1.5088  -28.9362  25.9196
 EY3  H11  H  HCR6  0   0.258  -1.0716  -30.9165  24.5193
 EY3  H12  H  HCR5  0   0.241  -1.8155  -28.0376  19.9040
 EY3  H13  H  HNR5  0   0.406  -0.9421  -31.6904  21.7865

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
 EY3  C10  C11  aromatic  1.368  0.020  1.368
 EY3  C10  N09  aromatic  1.362  0.020  1.362
 EY3  C11  C12  aromatic  1.428  0.020  1.428
 EY3  N09  C08  aromatic  1.368  0.020  1.368
 EY3  C12  C08  aromatic  1.409  0.020  1.409
 EY3  C12  C13  aromatic  1.404  0.020  1.404
 EY3  C08  C07  aromatic  1.394  0.020  1.394
 EY3  C13  C05  aromatic  1.383  0.020  1.383
 EY3  C07  C06  aromatic  1.377  0.020  1.377
 EY3  C01  C02  single    1.521  0.020  1.521
 EY3  C05  C06  aromatic  1.413  0.020  1.413
 EY3  C05  O04  single    1.355  0.020  1.355
 EY3  C02  O04  single    1.425  0.020  1.425
 EY3  C02  C03  single    1.517  0.020  1.517
 EY3  C10  H1   single    0.930  0.020  1.080
 EY3  C13  H2   single    0.930  0.020  1.080
 EY3  C01  H3   single    0.970  0.020  1.090
 EY3  C01  H4   single    0.970  0.020  1.090
 EY3  C01  H5   single    0.970  0.020  1.090
 EY3  C02  H6   single    0.970  0.020  1.090
 EY3  C03  H7   single    0.970  0.020  1.090
 EY3  C03  H8   single    0.970  0.020  1.090
 EY3  C03  H9   single    0.970  0.020  1.090
 EY3  C06  H10  single    0.930  0.020  1.080
 EY3  C07  H11  single    0.930  0.020  1.080
 EY3  C11  H12  single    0.930  0.020  1.080
 EY3  N09  H13  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
 EY3  H1   C10  N09  120.53  3.000
 EY3  H1   C10  C11  129.68  3.000
 EY3  N09  C10  C11  109.79  3.000
 EY3  H2   C13  C12  119.12  3.000
 EY3  H2   C13  C05  122.20  3.000
 EY3  C12  C13  C05  118.67  3.000
 EY3  H5   C01  H4   108.21  3.000
 EY3  H5   C01  H3   108.00  3.000
 EY3  H4   C01  H3   107.57  3.000
 EY3  H5   C01  C02  110.56  3.000
 EY3  H4   C01  C02  112.54  3.000
 EY3  H3   C01  C02  109.82  3.000
 EY3  H6   C02  O04  109.64  3.000
 EY3  H6   C02  C03  108.36  3.000
 EY3  O04  C02  C03  106.17  3.000
 EY3  H6   C02  C01  109.61  3.000
 EY3  C03  C02  C01  111.60  3.000
 EY3  O04  C02  C01  111.36  3.000
 EY3  H9   C03  H8   107.91  3.000
 EY3  H9   C03  H7   108.56  3.000
 EY3  H8   C03  H7   107.88  3.000
 EY3  H9   C03  C02  111.07  3.000
 EY3  H8   C03  C02  109.89  3.000
 EY3  H7   C03  C02  111.41  3.000
 EY3  O04  C05  C06  114.42  3.000
 EY3  O04  C05  C13  125.18  3.000
 EY3  C06  C05  C13  120.39  3.000
 EY3  H10  C06  C07  119.77  3.000
 EY3  H10  C06  C05  118.57  3.000
 EY3  C07  C06  C05  121.67  3.000
 EY3  H11  C07  C08  121.56  3.000
 EY3  H11  C07  C06  120.50  3.000
 EY3  C08  C07  C06  117.93  3.000
 EY3  N09  C08  C12  107.63  3.000
 EY3  C12  C08  C07  121.35  3.000
 EY3  N09  C08  C07  131.02  3.000
 EY3  H12  C11  C12  127.27  3.000
 EY3  H12  C11  C10  126.03  3.000
 EY3  C12  C11  C10  106.71  3.000
 EY3  C11  C12  C08  106.67  3.000
 EY3  C08  C12  C13  119.99  3.000
 EY3  C11  C12  C13  133.34  3.000
 EY3  H13  N09  C08  125.64  3.000
 EY3  H13  N09  C10  125.14  3.000
 EY3  C08  N09  C10  109.21  3.000
 EY3  C05  O04  C02  120.67  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
 EY3  CONST_01  C08  C12  C11  C10     0.00   0.0  0
 EY3  CONST_02  C13  C12  C11  C10   180.00   0.0  0
 EY3  CONST_03  C12  C08  N09  C10     0.00   0.0  0
 EY3  CONST_04  C07  C08  N09  C10   180.00   0.0  0
 EY3  CONST_05  N09  C08  C12  C13   180.00   0.0  0
 EY3  CONST_06  C07  C08  C12  C13     0.00   0.0  0
 EY3  CONST_07  C07  C06  C05  C13     0.00   0.0  0
 EY3  CONST_08  C11  C12  C13  C05   180.00   0.0  0
 EY3  CONST_09  C08  C12  C13  C05     0.00   0.0  0
 EY3  CONST_10  C08  C07  C06  C05     0.00   0.0  0
 EY3  CONST_11  N09  C08  C07  C06   180.00   0.0  0
 EY3  CONST_12  C12  C08  C07  C06     0.00   0.0  0
 EY3  CONST_13  C12  C13  C05  C06     0.00   0.0  0
 EY3  CONST_14  C11  C12  C08  C07   180.00   0.0  0
 EY3  CONST_15  C11  C10  N09  C08     0.00   0.0  0
 EY3  CONST_16  N09  C08  C12  C11     0.00   0.0  0
 EY3  CONST_17  N09  C10  C11  C12     0.00   0.0  0
 EY3  CONST_18  O04  C05  C06  C07   180.00   0.0  0
 EY3  CONST_19  O04  C05  C13  C12   180.00   0.0  0
 EY3  CONST_20  H12  C11  C12  C13     0.00   0.0  0
 EY3  CONST_21  H10  C06  C05  C13   180.00   0.0  0
 EY3  CONST_22  H11  C07  C06  C05   180.00   0.0  0
 EY3  CONST_23  H2   C13  C05  C06   180.00   0.0  0
 EY3  CONST_24  H13  N09  C08  C07     0.00   0.0  0
 EY3  CONST_25  H1   C10  N09  C08   180.00   0.0  0
 EY3  CONST_26  H12  C11  C12  C08   180.00   0.0  0
 EY3  CONST_27  H2   C13  C12  C08   180.00   0.0  0
 EY3  CONST_28  H10  C06  C07  C08   180.00   0.0  0
 EY3  CONST_29  H13  N09  C10  C11   180.00   0.0  0
 EY3  CONST_30  H2   C13  C12  C11     0.00   0.0  0
 EY3  CONST_31  H1   C10  C11  C12   180.00   0.0  0
 EY3  CONST_32  H13  N09  C08  C12   180.00   0.0  0
 EY3  CONST_33  H11  C07  C08  C12   180.00   0.0  0
 EY3  CONST_34  H12  C11  C10  N09   180.00   0.0  0
 EY3  CONST_35  H11  C07  C08  N09     0.00   0.0  0
 EY3  Var_01    C02  O04  C05  C13     6.38  30.0  2
 EY3  Var_02    C06  C05  O04  C02  -174.63  30.0  1
 EY3  Var_03    C05  O04  C02  C01    75.44  30.0  3
 EY3  Var_04    C05  O04  C02  C03  -162.89  30.0  3
 EY3  Var_05    H6   C02  O04  C05   -46.04  30.0  2
 EY3  Var_06    H7   C03  C02  C01  -179.34  30.0  3
 EY3  Var_07    H8   C03  C02  C01   -59.83  30.0  3
 EY3  Var_08    H9   C03  C02  C01    59.50  30.0  3
 EY3  Var_09    H3   C01  C02  C03    62.04  30.0  3
 EY3  Var_10    H4   C01  C02  C03  -178.17  30.0  3
 EY3  Var_11    H5   C01  C02  C03   -57.04  30.0  3
 EY3  Var_12    H3   C01  C02  O04  -179.51  30.0  3
 EY3  Var_13    H4   C01  C02  O04   -59.71  30.0  3
 EY3  Var_14    H5   C01  C02  O04    61.42  30.0  3
 EY3  Var_15    H7   C03  C02  O04    59.14  30.0  3
 EY3  Var_16    H8   C03  C02  O04   178.66  30.0  3
 EY3  Var_17    H9   C03  C02  O04   -62.02  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
 EY3  plan-1  C10  0.020
 EY3  plan-1  C13  0.020
 EY3  plan-1  C05  0.020
 EY3  plan-1  C06  0.020
 EY3  plan-1  C07  0.020
 EY3  plan-1  C08  0.020
 EY3  plan-1  C11  0.020
 EY3  plan-1  C12  0.020
 EY3  plan-1  N09  0.020
 EY3  plan-1  O04  0.020
 EY3  plan-1  H1   0.020
 EY3  plan-1  H2   0.020
 EY3  plan-1  H10  0.020
 EY3  plan-1  H11  0.020
 EY3  plan-1  H12  0.020
 EY3  plan-1  H13  0.020

