# electronic Ligand Builder and Optimisation Workbench (eLBOW)
#   - a module of PHENIX version dev-svn-
#   - file written: Fri Jul 29 21:12:44 2022
#   Inital geometry file: a 76 line input string
#   Ligand name: 3-[2-(dimethylamino)ethyl]-1~{H}-indol-4-ol
#   Quantum optimisation: True
#   Method: PBEh-3c
#   Random seed: 3628800
#   SMILES string: CN(C)CCc1c[nH]c2cccc(O)c12
#
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
 91Q  91Q  "3-[2-(dimethylamino)ethyl]-1~{H}-indol-4-ol"  ligand  31  15  .  2022-09-16  2023-02-15
;
Directly from eLBOW using geometry from QM method PBEh-3c with CPCM solvent model
Validated by Mogul as GRAND
;

data_comp_91Q
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
 91Q  N1   N  NT    0  -0.408  -27.4094  -11.7872  141.8698
 91Q  C4   C  CH2   0  -0.540  -26.2767  -12.4281  143.9898
 91Q  C5   C  CR5   0   0.049  -25.7882  -13.5807  144.8061
 91Q  C6   C  CR15  0  -0.097  -24.4918  -14.0006  144.8939
 91Q  C7   C  CR56  0   0.366  -25.6462  -15.4469  146.1356
 91Q  C8   C  CR56  0  -0.071  -26.5504  -14.5034  145.6020
 91Q  C10  C  CR16  0  -0.411  -28.3162  -15.6610  146.7531
 91Q  C1   C  CH3   0  -0.516  -27.5802  -12.1724  140.4855
 91Q  C2   C  CH3   0  -0.523  -28.6519  -11.2758  142.4079
 91Q  C3   C  CH2   0  -0.256  -26.8797  -12.8841  142.6599
 91Q  N2   N  NR15  0  -0.688  -24.4060  -15.1126  145.6858
 91Q  C9   C  CR6   0   0.235  -27.9114  -14.6242  145.9303
 91Q  C11  C  CR16  0  -0.271  -27.3869  -16.5837  147.2606
 91Q  C12  C  CR16  0  -0.331  -26.0432  -16.4972  146.9686
 91Q  O1   O  OH1   0  -0.625  -28.7656  -13.7101  145.4255
 91Q  H2   H  HCH2  0   0.233  -25.4431  -11.7548  143.7755
 91Q  H3   H  HCH2  0   0.236  -27.0020  -11.8463  144.5609
 91Q  H4   H  HCR5  0   0.275  -23.6080  -13.5779  144.4415
 91Q  H5   H  HCR6  0   0.254  -29.3641  -15.7649  147.0126
 91Q  H6   H  HCH3  0   0.230  -26.6285  -12.4993  140.0640
 91Q  H7   H  HCH3  0   0.187  -28.3077  -12.9880  140.3449
 91Q  H8   H  HCH3  0   0.229  -27.9267  -11.3191  139.9001
 91Q  H9   H  HCH3  0   0.233  -28.5188  -10.9076  143.4247
 91Q  H10  H  HCH3  0   0.230  -29.0003  -10.4364  141.8042
 91Q  H11  H  HCH3  0   0.188  -29.4547  -12.0304  142.4293
 91Q  H12  H  HCH2  0   0.195  -27.6432  -13.6590  142.8402
 91Q  H13  H  HCH2  0   0.225  -26.0851  -13.3650  142.0833
 91Q  H14  H  HNR5  0   0.405  -23.5550  -15.6011  145.9084
 91Q  H15  H  HCR6  0   0.247  -27.7442  -17.3803  147.9005
 91Q  H16  H  HCR6  0   0.250  -25.3290  -17.2075  147.3635
 91Q  H17  H  HOH1  0   0.470  -29.6666  -13.9048  145.7080

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
 91Q  C1   N1   single    1.447  0.020  1.447
 91Q  N1   C2   single    1.447  0.020  1.447
 91Q  N1   C3   single    1.452  0.020  1.452
 91Q  C3   C4   single    1.530  0.020  1.530
 91Q  C4   C5   single    1.494  0.020  1.494
 91Q  C6   C5   aromatic  1.366  0.020  1.366
 91Q  C6   N2   aromatic  1.368  0.020  1.368
 91Q  C5   C8   aromatic  1.437  0.020  1.437
 91Q  N2   C7   aromatic  1.361  0.020  1.361
 91Q  C8   C7   aromatic  1.412  0.020  1.412
 91Q  C8   C9   aromatic  1.405  0.020  1.405
 91Q  O1   C9   single    1.349  0.020  1.349
 91Q  C7   C12  aromatic  1.398  0.020  1.398
 91Q  C9   C10  aromatic  1.384  0.020  1.384
 91Q  C12  C11  aromatic  1.378  0.020  1.378
 91Q  C10  C11  aromatic  1.405  0.020  1.405
 91Q  C4   H2   single    0.970  0.020  1.090
 91Q  C4   H3   single    0.970  0.020  1.090
 91Q  C6   H4   single    0.930  0.020  1.080
 91Q  C10  H5   single    0.930  0.020  1.080
 91Q  C1   H6   single    0.970  0.020  1.090
 91Q  C1   H7   single    0.970  0.020  1.090
 91Q  C1   H8   single    0.970  0.020  1.090
 91Q  C2   H9   single    0.970  0.020  1.090
 91Q  C2   H10  single    0.970  0.020  1.090
 91Q  C2   H11  single    0.970  0.020  1.090
 91Q  C3   H12  single    0.970  0.020  1.090
 91Q  C3   H13  single    0.970  0.020  1.090
 91Q  N2   H14  single    0.860  0.020  1.020
 91Q  C11  H15  single    0.930  0.020  1.080
 91Q  C12  H16  single    0.930  0.020  1.080
 91Q  O1   H17  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
 91Q  C3   N1   C2   112.20  3.000
 91Q  C3   N1   C1   111.25  3.000
 91Q  C2   N1   C1   110.39  3.000
 91Q  H3   C4   H2   106.33  3.000
 91Q  H3   C4   C3   110.61  3.000
 91Q  H2   C4   C3   108.30  3.000
 91Q  H3   C4   C5   110.03  3.000
 91Q  H2   C4   C5   109.45  3.000
 91Q  C3   C4   C5   111.95  3.000
 91Q  C8   C5   C6   105.69  3.000
 91Q  C8   C5   C4   128.63  3.000
 91Q  C6   C5   C4   125.63  3.000
 91Q  H4   C6   N2   120.65  3.000
 91Q  H4   C6   C5   129.06  3.000
 91Q  N2   C6   C5   110.29  3.000
 91Q  C12  C7   N2   129.81  3.000
 91Q  C12  C7   C8   123.06  3.000
 91Q  N2   C7   C8   107.14  3.000
 91Q  C9   C8   C7   118.33  3.000
 91Q  C9   C8   C5   134.28  3.000
 91Q  C7   C8   C5   107.38  3.000
 91Q  H5   C10  C11  119.34  3.000
 91Q  H5   C10  C9   119.78  3.000
 91Q  C11  C10  C9   120.89  3.000
 91Q  H8   C1   H7   107.49  3.000
 91Q  H8   C1   H6   107.70  3.000
 91Q  H7   C1   H6   107.75  3.000
 91Q  H8   C1   N1   110.03  3.000
 91Q  H7   C1   N1   113.40  3.000
 91Q  H6   C1   N1   110.27  3.000
 91Q  H11  C2   H10  107.75  3.000
 91Q  H11  C2   H9   107.60  3.000
 91Q  H10  C2   H9   107.18  3.000
 91Q  H11  C2   N1   113.00  3.000
 91Q  H10  C2   N1   109.89  3.000
 91Q  H9   C2   N1   111.19  3.000
 91Q  H13  C3   H12  106.28  3.000
 91Q  H13  C3   C4   107.65  3.000
 91Q  H12  C3   C4   109.89  3.000
 91Q  H13  C3   N1   108.09  3.000
 91Q  H12  C3   N1   111.55  3.000
 91Q  C4   C3   N1   113.06  3.000
 91Q  H14  N2   C7   125.34  3.000
 91Q  H14  N2   C6   125.15  3.000
 91Q  C7   N2   C6   109.50  3.000
 91Q  O1   C9   C10  123.01  3.000
 91Q  C10  C9   C8   119.11  3.000
 91Q  O1   C9   C8   117.88  3.000
 91Q  H15  C11  C12  119.57  3.000
 91Q  H15  C11  C10  118.60  3.000
 91Q  C12  C11  C10  121.83  3.000
 91Q  H16  C12  C11  121.68  3.000
 91Q  H16  C12  C7   121.55  3.000
 91Q  C11  C12  C7   116.77  3.000
 91Q  H17  O1   C9   110.20  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
 91Q  CONST_01  C7   N2   C6   C5      0.00   0.0  0
 91Q  CONST_02  N2   C7   C8   C5      0.00   0.0  0
 91Q  CONST_03  C12  C7   C8   C5    180.00   0.0  0
 91Q  CONST_04  C10  C9   C8   C5    180.00   0.0  0
 91Q  CONST_05  C7   C8   C5   C6      0.00   0.0  0
 91Q  CONST_06  C9   C8   C5   C6    180.00   0.0  0
 91Q  CONST_07  C8   C7   N2   C6      0.00   0.0  0
 91Q  CONST_08  C12  C7   N2   C6    180.00   0.0  0
 91Q  CONST_09  C10  C9   C8   C7      0.00   0.0  0
 91Q  CONST_10  C10  C11  C12  C7      0.00   0.0  0
 91Q  CONST_11  N2   C6   C5   C8      0.00   0.0  0
 91Q  CONST_12  C11  C12  C7   C8      0.00   0.0  0
 91Q  CONST_13  C11  C10  C9   C8      0.00   0.0  0
 91Q  CONST_14  C9   C8   C7   N2    180.00   0.0  0
 91Q  CONST_15  C11  C12  C7   N2    180.00   0.0  0
 91Q  CONST_16  C12  C7   C8   C9      0.00   0.0  0
 91Q  CONST_17  C12  C11  C10  C9      0.00   0.0  0
 91Q  CONST_18  N2   C6   C5   C4    180.00   0.0  0
 91Q  CONST_19  C7   C8   C5   C4    180.00   0.0  0
 91Q  CONST_20  C9   C8   C5   C4      0.00   0.0  0
 91Q  CONST_21  O1   C9   C8   C5      0.00   0.0  0
 91Q  CONST_22  O1   C9   C8   C7    180.00   0.0  0
 91Q  CONST_23  O1   C9   C10  C11   180.00   0.0  0
 91Q  CONST_24  H14  N2   C6   C5    180.00   0.0  0
 91Q  CONST_25  H4   C6   N2   C7    180.00   0.0  0
 91Q  CONST_26  H15  C11  C12  C7    180.00   0.0  0
 91Q  CONST_27  H4   C6   C5   C8    180.00   0.0  0
 91Q  CONST_28  H14  N2   C7   C8    180.00   0.0  0
 91Q  CONST_29  H16  C12  C7   C8    180.00   0.0  0
 91Q  CONST_30  H5   C10  C9   C8    180.00   0.0  0
 91Q  CONST_31  H16  C12  C11  C10   180.00   0.0  0
 91Q  CONST_32  H16  C12  C7   N2      0.00   0.0  0
 91Q  CONST_33  H15  C11  C10  C9    180.00   0.0  0
 91Q  CONST_34  H14  N2   C7   C12     0.00   0.0  0
 91Q  CONST_35  H5   C10  C11  C12   180.00   0.0  0
 91Q  Var_01    C3   C4   C5   C6     99.21  30.0  2
 91Q  Var_02    C3   C4   C5   C8    -77.87  30.0  2
 91Q  Var_03    H2   C4   C5   C6    -20.87  30.0  2
 91Q  Var_04    H3   C4   C5   C6   -137.36  30.0  2
 91Q  Var_05    H2   C4   C5   C8    162.05  30.0  2
 91Q  Var_06    H3   C4   C5   C8     45.56  30.0  2
 91Q  Var_07    C5   C4   C3   N1    177.74  30.0  3
 91Q  Var_08    H12  C3   C4   C5     52.40  30.0  2
 91Q  Var_09    H13  C3   C4   C5    -62.95  30.0  2
 91Q  Var_10    C1   N1   C3   C4    162.00  30.0  1
 91Q  Var_11    C2   N1   C3   C4    -73.77  30.0  1
 91Q  Var_12    H2   C4   C3   N1    -61.50  30.0  3
 91Q  Var_13    H3   C4   C3   N1     54.65  30.0  3
 91Q  Var_14    H9   C2   N1   C1   -175.45  30.0  3
 91Q  Var_15    H10  C2   N1   C1    -56.95  30.0  3
 91Q  Var_16    H11  C2   N1   C1     63.44  30.0  3
 91Q  Var_17    H12  C3   N1   C1    -73.55  30.0  3
 91Q  Var_18    H13  C3   N1   C1     42.94  30.0  3
 91Q  Var_19    H6   C1   N1   C2    176.50  30.0  3
 91Q  Var_20    H7   C1   N1   C2    -62.57  30.0  3
 91Q  Var_21    H8   C1   N1   C2     57.84  30.0  3
 91Q  Var_22    H12  C3   N1   C2     50.68  30.0  3
 91Q  Var_23    H13  C3   N1   C2    167.17  30.0  3
 91Q  Var_24    H6   C1   N1   C3    -58.25  30.0  3
 91Q  Var_25    H7   C1   N1   C3     62.67  30.0  3
 91Q  Var_26    H8   C1   N1   C3   -176.91  30.0  3
 91Q  Var_27    H9   C2   N1   C3     59.85  30.0  3
 91Q  Var_28    H10  C2   N1   C3    178.35  30.0  3
 91Q  Var_29    H11  C2   N1   C3    -61.27  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
 91Q  plan-1  C4   0.020
 91Q  plan-1  C5   0.020
 91Q  plan-1  C6   0.020
 91Q  plan-1  C7   0.020
 91Q  plan-1  C8   0.020
 91Q  plan-1  C10  0.020
 91Q  plan-1  N2   0.020
 91Q  plan-1  C9   0.020
 91Q  plan-1  C11  0.020
 91Q  plan-1  C12  0.020
 91Q  plan-1  O1   0.020
 91Q  plan-1  H4   0.020
 91Q  plan-1  H5   0.020
 91Q  plan-1  H14  0.020
 91Q  plan-1  H15  0.020
 91Q  plan-1  H16  0.020

