# electronic Ligand Builder and Optimisation Workbench (eLBOW)
#   - a module of PHENIX version dev-svn-
#   - file written: Fri Apr 10 10:37:52 2020
#   Inital geometry file: a 88 line input string
#   Ligand name: 7-ethyl-3-piperidin-4-yl-1H-indole
#   Quantum optimisation: True
#   Method: PBEh-3c
#   Random seed: 3628800
#   SMILES string: CCc1cccc2c1[nH]cc2C3CCNCC3
#
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
 92O  92O  7-ethyl-3-piperidin-4-yl-1H-indole  ligand  37  17  .  2021-08-06  2021-08-06  
;
Directly from eLBOW using geometry from QM method PBEh-3c with CPCM solvent model
Validated by Mogul as PERFECT
;

data_comp_92O
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
 92O  C1    C  CH3   0  -0.656   4.7018  -1.2005  -1.0042
 92O  N1    N  NR15  0  -0.702   1.3008  -1.6573  -0.1248
 92O  C2    C  CH2   0  -0.520   4.2111  -0.8465   0.4004
 92O  N2    N  NH1   0  -0.595  -4.7753  -0.0355   0.2295
 92O  C3    C  CR6   0   0.102   3.0299   0.0813   0.3804
 92O  C4    C  CR16  0  -0.361   3.1514   1.4454   0.5822
 92O  C5    C  CR16  0  -0.254   2.0473   2.3125   0.5202
 92O  C6    C  CR16  0  -0.403   0.7791   1.8346   0.2597
 92O  C7    C  CR56  0   0.029   0.6089   0.4595   0.0554
 92O  C8    C  CR5   0   0.068  -0.5309  -0.3651  -0.2293
 92O  C9    C  CR15  0  -0.110  -0.0531  -1.6418  -0.3280
 92O  C10   C  CR56  0   0.316   1.7371  -0.3862   0.1155
 92O  C11   C  CH1   0  -0.341  -1.9451   0.1049  -0.3563
 92O  C12   C  CH2   0  -0.418  -2.8706  -0.9218  -1.0074
 92O  C13   C  CH2   0  -0.294  -4.2914  -0.3840  -1.0944
 92O  C14   C  CH2   0  -0.294  -3.9674   1.0057   0.8392
 92O  C15   C  CH2   0  -0.412  -2.5323   0.5261   0.9988
 92O  H11C  H  HCH3  0   0.233   5.5434  -1.8924  -0.9588
 92O  H12C  H  HCH3  0   0.222   3.9179  -1.6704  -1.5995
 92O  H13C  H  HCH3  0   0.228   5.0305  -0.3077  -1.5368
 92O  H21C  H  HCH2  0   0.236   3.9568  -1.7638   0.9402
 92O  H22C  H  HCH2  0   0.248   5.0246  -0.3816   0.9606
 92O  H9    H  HCR5  0   0.276  -0.5772  -2.5616  -0.5350
 92O  H2    H  HNH1  0   0.350  -5.7351   0.2773   0.1649
 92O  H131  H  HCH2  0   0.230  -4.9503  -1.1415  -1.5240
 92O  H132  H  HCH2  0   0.184  -4.3004   0.4763  -1.7847
 92O  H141  H  HCH2  0   0.184  -3.9613   1.9368   0.2461
 92O  H142  H  HCH2  0   0.230  -4.3904   1.2557   1.8145
 92O  H4    H  HCR6  0   0.238   4.1314   1.8562   0.7974
 92O  H5    H  HCR6  0   0.241   2.2004   3.3718   0.6832
 92O  H6    H  HCR6  0   0.237  -0.0642   2.5129   0.2161
 92O  H11   H  HCH1  0   0.217  -1.9492   0.9979  -0.9977
 92O  H121  H  HCH2  0   0.230  -2.5109  -1.1791  -2.0068
 92O  H122  H  HCH2  0   0.214  -2.8770  -1.8443  -0.4180
 92O  H151  H  HCH2  0   0.214  -2.5021  -0.3275   1.6829
 92O  H152  H  HCH2  0   0.230  -1.9281   1.3191   1.4460
 92O  H1    H  HNR5  0   0.406   1.8689  -2.4870  -0.1297

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
 92O  C1   C2    single    1.529  0.020  1.529
 92O  N1   C9    aromatic  1.369  0.020  1.369
 92O  N1   C10   aromatic  1.365  0.020  1.365
 92O  C2   C3    single    1.502  0.020  1.502
 92O  N2   C13   single    1.452  0.020  1.452
 92O  N2   C14   single    1.452  0.020  1.452
 92O  C3   C4    aromatic  1.384  0.020  1.384
 92O  C3   C10   aromatic  1.400  0.020  1.400
 92O  C4   C5    aromatic  1.405  0.020  1.405
 92O  C5   C6    aromatic  1.380  0.020  1.380
 92O  C6   C7    aromatic  1.401  0.020  1.401
 92O  C7   C8    aromatic  1.435  0.020  1.435
 92O  C7   C10   aromatic  1.411  0.020  1.411
 92O  C8   C9    aromatic  1.367  0.020  1.367
 92O  C8   C11   single    1.496  0.020  1.496
 92O  C11  C12   single    1.528  0.020  1.528
 92O  C11  C15   single    1.536  0.020  1.536
 92O  C12  C13   single    1.522  0.020  1.522
 92O  C14  C15   single    1.522  0.020  1.522
 92O  C1   H11C  single    0.970  0.020  1.090
 92O  C1   H12C  single    0.970  0.020  1.090
 92O  C1   H13C  single    0.970  0.020  1.090
 92O  C2   H21C  single    0.970  0.020  1.090
 92O  C2   H22C  single    0.970  0.020  1.090
 92O  N1   H1    single    0.860  0.020  1.020
 92O  C9   H9    single    0.930  0.020  1.080
 92O  N2   H2    single    0.890  0.020  1.040
 92O  C13  H131  single    0.970  0.020  1.090
 92O  C13  H132  single    0.970  0.020  1.090
 92O  C14  H141  single    0.970  0.020  1.090
 92O  C14  H142  single    0.970  0.020  1.090
 92O  C4   H4    single    0.930  0.020  1.080
 92O  C5   H5    single    0.930  0.020  1.080
 92O  C6   H6    single    0.930  0.020  1.080
 92O  C11  H11   single    0.970  0.020  1.090
 92O  C12  H121  single    0.970  0.020  1.090
 92O  C12  H122  single    0.970  0.020  1.090
 92O  C15  H151  single    0.970  0.020  1.090
 92O  C15  H152  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
 92O  H13C  C1   H12C  107.63  3.000
 92O  H13C  C1   H11C  107.89  3.000
 92O  H12C  C1   H11C  107.70  3.000
 92O  H13C  C1   C2    110.84  3.000
 92O  H12C  C1   C2    111.74  3.000
 92O  H11C  C1   C2    110.87  3.000
 92O  H1    N1   C10   126.05  3.000
 92O  H1    N1   C9    124.56  3.000
 92O  C10   N1   C9    109.37  3.000
 92O  H22C  C2   H21C  106.08  3.000
 92O  H22C  C2   C3    109.26  3.000
 92O  H21C  C2   C3    109.97  3.000
 92O  H22C  C2   C1    109.32  3.000
 92O  H21C  C2   C1    109.48  3.000
 92O  C3    C2   C1    112.52  3.000
 92O  H2    N2   C14   109.45  3.000
 92O  H2    N2   C13   109.40  3.000
 92O  C14   N2   C13   111.68  3.000
 92O  C10   C3   C4    115.96  3.000
 92O  C10   C3   C2    121.49  3.000
 92O  C4    C3   C2    122.52  3.000
 92O  H4    C4   C5    119.02  3.000
 92O  H4    C4   C3    118.79  3.000
 92O  C5    C4   C3    122.18  3.000
 92O  H5    C5   C6    119.81  3.000
 92O  H5    C5   C4    119.08  3.000
 92O  C6    C5   C4    121.11  3.000
 92O  H6    C6   C7    120.95  3.000
 92O  H6    C6   C5    120.42  3.000
 92O  C7    C6   C5    118.63  3.000
 92O  C10   C7   C8    107.40  3.000
 92O  C10   C7   C6    119.01  3.000
 92O  C8    C7   C6    133.59  3.000
 92O  C11   C8   C9    128.17  3.000
 92O  C11   C8   C7    125.96  3.000
 92O  C9    C8   C7    105.86  3.000
 92O  H9    C9   C8    129.83  3.000
 92O  H9    C9   N1    119.96  3.000
 92O  C8    C9   N1    110.22  3.000
 92O  C7    C10  C3    123.10  3.000
 92O  C7    C10  N1    107.15  3.000
 92O  C3    C10  N1    129.74  3.000
 92O  H11   C11  C15   106.89  3.000
 92O  H11   C11  C12   107.15  3.000
 92O  C15   C11  C12   109.19  3.000
 92O  H11   C11  C8    107.95  3.000
 92O  C15   C11  C8    111.89  3.000
 92O  C12   C11  C8    113.44  3.000
 92O  H122  C12  H121  107.21  3.000
 92O  H122  C12  C13   108.85  3.000
 92O  H121  C12  C13   109.77  3.000
 92O  H122  C12  C11   109.90  3.000
 92O  H121  C12  C11   110.40  3.000
 92O  C13   C12  C11   110.63  3.000
 92O  H132  C13  H131  106.85  3.000
 92O  H132  C13  C12   108.61  3.000
 92O  H131  C13  C12   109.92  3.000
 92O  H132  C13  N2    112.38  3.000
 92O  H131  C13  N2    108.91  3.000
 92O  C12   C13  N2    110.11  3.000
 92O  H142  C14  H141  106.79  3.000
 92O  H142  C14  C15   110.11  3.000
 92O  H141  C14  C15   108.48  3.000
 92O  H142  C14  N2    108.88  3.000
 92O  H141  C14  N2    112.47  3.000
 92O  C15   C14  N2    110.05  3.000
 92O  H152  C15  H151  107.16  3.000
 92O  H152  C15  C14   109.61  3.000
 92O  H151  C15  C14   109.73  3.000
 92O  H152  C15  C11   110.41  3.000
 92O  H151  C15  C11   109.09  3.000
 92O  C14   C15  C11   110.76  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
 92O  CONST_01  C7    C8   C9   N1      0.00   0.0  0
 92O  CONST_02  C4    C3   C10  N1    180.00   0.0  0
 92O  CONST_03  C6    C7   C10  N1    180.00   0.0  0
 92O  CONST_04  C8    C7   C10  N1      0.00   0.0  0
 92O  CONST_05  C6    C5   C4   C3      0.00   0.0  0
 92O  CONST_06  C9    N1   C10  C3    180.00   0.0  0
 92O  CONST_07  C6    C7   C10  C3      0.00   0.0  0
 92O  CONST_08  C8    C7   C10  C3    180.00   0.0  0
 92O  CONST_09  C7    C10  C3   C4      0.00   0.0  0
 92O  CONST_10  C7    C6   C5   C4      0.00   0.0  0
 92O  CONST_11  C10   C3   C4   C5      0.00   0.0  0
 92O  CONST_12  C8    C7   C6   C5    180.00   0.0  0
 92O  CONST_13  C10   C7   C6   C5      0.00   0.0  0
 92O  CONST_14  C9    C8   C7   C6    180.00   0.0  0
 92O  CONST_15  C9    N1   C10  C7      0.00   0.0  0
 92O  CONST_16  C10   N1   C9   C8      0.00   0.0  0
 92O  CONST_17  C10   C7   C8   C9      0.00   0.0  0
 92O  CONST_18  C11   C8   C9   N1    180.00   0.0  0
 92O  CONST_19  C11   C8   C7   C6      0.00   0.0  0
 92O  CONST_20  C11   C8   C7   C10   180.00   0.0  0
 92O  CONST_21  C2    C3   C10  N1      0.00   0.0  0
 92O  CONST_22  C5    C4   C3   C2    180.00   0.0  0
 92O  CONST_23  C7    C10  C3   C2    180.00   0.0  0
 92O  CONST_24  H5    C5   C4   C3    180.00   0.0  0
 92O  CONST_25  H1    N1   C10  C3      0.00   0.0  0
 92O  CONST_26  H6    C6   C5   C4    180.00   0.0  0
 92O  CONST_27  H4    C4   C5   C6    180.00   0.0  0
 92O  CONST_28  H9    C9   C8   C7    180.00   0.0  0
 92O  Var_01    C11   C12  C13  N2    -57.74  30.0  1
 92O  Var_02    C11   C15  C14  N2     57.19  30.0  1
 92O  Var_03    C14   N2   C13  C12    61.45  30.0  1
 92O  Var_04    C15   C14  N2   C13   -61.17  30.0  1
 92O  Var_05    C4    C3   C2   C1    -99.45  30.0  2
 92O  Var_06    H11C  C1   C2   C3   -178.67  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
 92O  chir_01  C11  C8  C12  C15  negativ

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
 92O  plan-1  N1   0.020
 92O  plan-1  C2   0.020
 92O  plan-1  C3   0.020
 92O  plan-1  C4   0.020
 92O  plan-1  C5   0.020
 92O  plan-1  C6   0.020
 92O  plan-1  C7   0.020
 92O  plan-1  C8   0.020
 92O  plan-1  C9   0.020
 92O  plan-1  C10  0.020
 92O  plan-1  C11  0.020
 92O  plan-1  H9   0.020
 92O  plan-1  H4   0.020
 92O  plan-1  H5   0.020
 92O  plan-1  H6   0.020
 92O  plan-1  H1   0.020

