# electronic Ligand Builder and Optimisation Workbench (eLBOW)
#   - a module of PHENIX version dev-svn-
#   - file written: Thu Apr  2 22:12:17 2020
#   Inital geometry file: a 95 line input string
#   Ligand name: 2-(1H-indol-3-yl)-N-[(1-methyl-1H-pyrrol-2-yl)methyl]ethanamine
#   Quantum optimisation: True
#   Method: PBEh-3c
#   Random seed: 3628800
#   SMILES string: Cn1cccc1CNCCc2c[nH]c3ccccc23
#
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
 4AQ  4AQ  2-(1H-indol-3-yl)-N-[(1-methyl-1H-pyrrol-2-yl)methyl]ethanamine  ligand  38  19  .  2021-08-04  2021-08-04  
;
Directly from eLBOW using geometry from QM method PBEh-3c with CPCM solvent model
Validated by Mogul as PERFECT
;

data_comp_4AQ
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
 4AQ  C4   C  CR5   0   0.327   3.8690  -0.6126  -0.4635
 4AQ  C5   C  CH2   0  -0.351   2.4652  -0.4346  -0.9266
 4AQ  C6   C  CH2   0  -0.248   0.2349   0.2461  -0.2811
 4AQ  N1   N  NH1   0  -0.587   1.6028   0.0319   0.1462
 4AQ  C7   C  CH2   0  -0.551  -0.6159   0.7894   0.8641
 4AQ  C8   C  CR5   0   0.009  -2.0432   0.9817   0.4717
 4AQ  N2   N  NR15  0  -0.687  -3.9780   1.9282  -0.1574
 4AQ  C9   C  CR15  0  -0.090  -2.6771   2.1604   0.1975
 4AQ  C10  C  CR56  0   0.354  -4.2218   0.5875  -0.1222
 4AQ  C11  C  CR56  0   0.025  -3.0220  -0.0470   0.2711
 4AQ  C12  C  CR16  0  -0.373  -2.9990  -1.4415   0.3945
 4AQ  C13  C  CR16  0  -0.270  -4.1492  -2.1572   0.1251
 4AQ  C14  C  CR16  0  -0.285  -5.3308  -1.5060  -0.2684
 4AQ  C15  C  CR16  0  -0.307  -5.3851  -0.1312  -0.3963
 4AQ  C    C  CH3   0  -0.515   4.2685   1.8256  -0.0863
 4AQ  N    N  NR5   0  -0.442   4.6596   0.4346  -0.0821
 4AQ  C3   C  CR15  0  -0.414   4.6000  -1.7675  -0.3052
 4AQ  C2   C  CR15  0  -0.355   5.8769  -1.4021   0.1872
 4AQ  C1   C  CR15  0  -0.084   5.8755  -0.0352   0.3134
 4AQ  H1   H  HCH2  0   0.234   2.4194   0.3021  -1.7372
 4AQ  H2   H  HCH2  0   0.222   2.1314  -1.3864  -1.3662
 4AQ  H3   H  HCH2  0   0.220   0.2386   0.9759  -1.0961
 4AQ  H4   H  HCH2  0   0.194  -0.2322  -0.6656  -0.6874
 4AQ  H5   H  HNH1  0   0.339   1.6136  -0.6574   0.8896
 4AQ  H7   H  HCH2  0   0.230  -0.5595   0.0973   1.7119
 4AQ  H8   H  HCH2  0   0.241  -0.1873   1.7347   1.2045
 4AQ  H9   H  HNR5  0   0.407  -4.6455   2.6413  -0.3977
 4AQ  H10  H  HCR5  0   0.279  -2.2918   3.1678   0.2327
 4AQ  H11  H  HCR6  0   0.239  -2.0926  -1.9528   0.6974
 4AQ  H12  H  HCR6  0   0.244  -4.1448  -3.2358   0.2150
 4AQ  H13  H  HCR6  0   0.248  -6.2157  -2.0936  -0.4770
 4AQ  H14  H  HCR6  0   0.257  -6.2975   0.3667  -0.6996
 4AQ  H15  H  HCH3  0   0.251   3.4696   2.0086   0.6292
 4AQ  H16  H  HCH3  0   0.254   5.1288   2.4370   0.1730
 4AQ  H17  H  HCH3  0   0.245   3.9212   2.1270  -1.0738
 4AQ  H18  H  HCR5  0   0.238   4.2454  -2.7636  -0.5237
 4AQ  H19  H  HCR5  0   0.236   6.6997  -2.0591   0.4215
 4AQ  H20  H  HCR5  0   0.265   6.6467   0.6400   0.6492

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
 4AQ  C1   C2   aromatic  1.373  0.020  1.373
 4AQ  C1   N    aromatic  1.362  0.020  1.362
 4AQ  C2   C3   aromatic  1.416  0.020  1.416
 4AQ  N    C    single    1.445  0.020  1.445
 4AQ  N    C4   aromatic  1.366  0.020  1.366
 4AQ  C3   C4   aromatic  1.376  0.020  1.376
 4AQ  C4   C5   single    1.489  0.020  1.489
 4AQ  N1   C5   single    1.453  0.020  1.453
 4AQ  N1   C6   single    1.449  0.020  1.449
 4AQ  C7   C6   single    1.527  0.020  1.527
 4AQ  C7   C8   single    1.493  0.020  1.493
 4AQ  C8   C11  aromatic  1.434  0.020  1.434
 4AQ  C8   C9   aromatic  1.366  0.020  1.366
 4AQ  C12  C11  aromatic  1.400  0.020  1.400
 4AQ  C12  C13  aromatic  1.381  0.020  1.381
 4AQ  C11  C10  aromatic  1.413  0.020  1.413
 4AQ  C9   N2   aromatic  1.368  0.020  1.368
 4AQ  C13  C14  aromatic  1.405  0.020  1.405
 4AQ  C10  N2   aromatic  1.363  0.020  1.363
 4AQ  C10  C15  aromatic  1.395  0.020  1.395
 4AQ  C14  C15  aromatic  1.382  0.020  1.382
 4AQ  C5   H1   single    0.970  0.020  1.090
 4AQ  C5   H2   single    0.970  0.020  1.090
 4AQ  C6   H3   single    0.970  0.020  1.090
 4AQ  C6   H4   single    0.970  0.020  1.090
 4AQ  N1   H5   single    0.890  0.020  1.040
 4AQ  C7   H7   single    0.970  0.020  1.090
 4AQ  C7   H8   single    0.970  0.020  1.090
 4AQ  N2   H9   single    0.860  0.020  1.020
 4AQ  C9   H10  single    0.930  0.020  1.080
 4AQ  C12  H11  single    0.930  0.020  1.080
 4AQ  C13  H12  single    0.930  0.020  1.080
 4AQ  C14  H13  single    0.930  0.020  1.080
 4AQ  C15  H14  single    0.930  0.020  1.080
 4AQ  C    H15  single    0.970  0.020  1.090
 4AQ  C    H16  single    0.970  0.020  1.090
 4AQ  C    H17  single    0.970  0.020  1.090
 4AQ  C3   H18  single    0.930  0.020  1.080
 4AQ  C2   H19  single    0.930  0.020  1.080
 4AQ  C1   H20  single    0.930  0.020  1.080

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
 4AQ  C3   C4   N    107.69  3.000
 4AQ  C3   C4   C5   129.57  3.000
 4AQ  N    C4   C5   122.73  3.000
 4AQ  H2   C5   H1   105.86  3.000
 4AQ  H2   C5   N1   113.11  3.000
 4AQ  H1   C5   N1   107.78  3.000
 4AQ  H2   C5   C4   107.87  3.000
 4AQ  H1   C5   C4   110.47  3.000
 4AQ  N1   C5   C4   111.60  3.000
 4AQ  H4   C6   H3   106.18  3.000
 4AQ  H4   C6   C7   109.56  3.000
 4AQ  H3   C6   C7   108.86  3.000
 4AQ  H4   C6   N1   112.74  3.000
 4AQ  H3   C6   N1   108.37  3.000
 4AQ  C7   C6   N1   110.95  3.000
 4AQ  H5   N1   C6   109.08  3.000
 4AQ  H5   N1   C5   108.47  3.000
 4AQ  C6   N1   C5   112.95  3.000
 4AQ  H8   C7   H7   106.57  3.000
 4AQ  H8   C7   C8   110.22  3.000
 4AQ  H7   C7   C8   109.51  3.000
 4AQ  H8   C7   C6   108.85  3.000
 4AQ  H7   C7   C6   109.08  3.000
 4AQ  C8   C7   C6   112.43  3.000
 4AQ  C11  C8   C9   105.91  3.000
 4AQ  C9   C8   C7   127.42  3.000
 4AQ  C11  C8   C7   126.66  3.000
 4AQ  H9   N2   C10  125.78  3.000
 4AQ  H9   N2   C9   124.93  3.000
 4AQ  C10  N2   C9   109.28  3.000
 4AQ  H10  C9   N2   120.42  3.000
 4AQ  H10  C9   C8   129.29  3.000
 4AQ  N2   C9   C8   110.29  3.000
 4AQ  C15  C10  C11  122.11  3.000
 4AQ  C15  C10  N2   130.61  3.000
 4AQ  C11  C10  N2   107.28  3.000
 4AQ  C12  C11  C10  119.06  3.000
 4AQ  C10  C11  C8   107.24  3.000
 4AQ  C12  C11  C8   133.70  3.000
 4AQ  H11  C12  C13  120.43  3.000
 4AQ  H11  C12  C11  120.55  3.000
 4AQ  C13  C12  C11  119.02  3.000
 4AQ  H12  C13  C14  119.24  3.000
 4AQ  H12  C13  C12  119.79  3.000
 4AQ  C14  C13  C12  120.98  3.000
 4AQ  H13  C14  C15  119.34  3.000
 4AQ  H13  C14  C13  119.33  3.000
 4AQ  C15  C14  C13  121.33  3.000
 4AQ  H14  C15  C14  121.10  3.000
 4AQ  H14  C15  C10  121.40  3.000
 4AQ  C14  C15  C10  117.50  3.000
 4AQ  H17  C    H16  108.24  3.000
 4AQ  H17  C    H15  108.40  3.000
 4AQ  H16  C    H15  109.26  3.000
 4AQ  H17  C    N    110.81  3.000
 4AQ  H16  C    N    109.06  3.000
 4AQ  H15  C    N    111.02  3.000
 4AQ  C1   N    C    125.07  3.000
 4AQ  C    N    C4   125.47  3.000
 4AQ  C1   N    C4   109.46  3.000
 4AQ  H18  C3   C2   127.19  3.000
 4AQ  H18  C3   C4   125.21  3.000
 4AQ  C2   C3   C4   107.60  3.000
 4AQ  H19  C2   C1   125.97  3.000
 4AQ  H19  C2   C3   127.29  3.000
 4AQ  C1   C2   C3   106.74  3.000
 4AQ  H20  C1   C2   130.64  3.000
 4AQ  H20  C1   N    120.84  3.000
 4AQ  C2   C1   N    108.52  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
 4AQ  CONST_01  C2   C1   N    C4      0.00   0.0  0
 4AQ  CONST_02  C1   C2   C3   C4      0.00   0.0  0
 4AQ  CONST_03  C13  C12  C11  C8    180.00   0.0  0
 4AQ  CONST_04  N2   C10  C11  C8      0.00   0.0  0
 4AQ  CONST_05  C15  C10  C11  C8    180.00   0.0  0
 4AQ  CONST_06  C10  N2   C9   C8      0.00   0.0  0
 4AQ  CONST_07  C11  C8   C9   N2      0.00   0.0  0
 4AQ  CONST_08  C12  C11  C10  N2    180.00   0.0  0
 4AQ  CONST_09  C14  C15  C10  N2    180.00   0.0  0
 4AQ  CONST_10  C12  C11  C8   C9    180.00   0.0  0
 4AQ  CONST_11  C10  C11  C8   C9      0.00   0.0  0
 4AQ  CONST_12  C11  C10  N2   C9      0.00   0.0  0
 4AQ  CONST_13  C15  C10  N2   C9    180.00   0.0  0
 4AQ  CONST_14  C13  C12  C11  C10     0.00   0.0  0
 4AQ  CONST_15  C13  C14  C15  C10     0.00   0.0  0
 4AQ  CONST_16  C14  C13  C12  C11     0.00   0.0  0
 4AQ  CONST_17  C14  C15  C10  C11     0.00   0.0  0
 4AQ  CONST_18  C15  C10  C11  C12     0.00   0.0  0
 4AQ  CONST_19  C15  C14  C13  C12     0.00   0.0  0
 4AQ  CONST_20  C3   C2   C1   N       0.00   0.0  0
 4AQ  CONST_21  C2   C3   C4   N       0.00   0.0  0
 4AQ  CONST_22  C1   N    C4   C3      0.00   0.0  0
 4AQ  CONST_23  C1   N    C4   C5    180.00   0.0  0
 4AQ  CONST_24  C2   C3   C4   C5    180.00   0.0  0
 4AQ  CONST_25  C12  C11  C8   C7      0.00   0.0  0
 4AQ  CONST_26  C10  C11  C8   C7    180.00   0.0  0
 4AQ  CONST_27  N2   C9   C8   C7    180.00   0.0  0
 4AQ  CONST_28  C2   C1   N    C     180.00   0.0  0
 4AQ  CONST_29  C3   C4   N    C     180.00   0.0  0
 4AQ  CONST_30  H20  C1   N    C4    180.00   0.0  0
 4AQ  CONST_31  H19  C2   C3   C4    180.00   0.0  0
 4AQ  CONST_32  H11  C12  C11  C8      0.00   0.0  0
 4AQ  CONST_33  H9   N2   C9   C8    180.00   0.0  0
 4AQ  CONST_34  H14  C15  C10  N2      0.00   0.0  0
 4AQ  CONST_35  H10  C9   N2   C10   180.00   0.0  0
 4AQ  CONST_36  H13  C14  C15  C10   180.00   0.0  0
 4AQ  CONST_37  H12  C13  C12  C11   180.00   0.0  0
 4AQ  CONST_38  H18  C3   C4   N     180.00   0.0  0
 4AQ  Var_01    C11  C8   C7   C6     73.74  30.0  2
 4AQ  Var_02    N    C4   C5   N1    -66.82  30.0  1
 4AQ  Var_03    H15  C    N    C4     65.06  30.0  2
 4AQ  Var_04    C6   N1   C5   C4    178.60  30.0  1
 4AQ  Var_05    C8   C7   C6   N1   -178.18  30.0  2
 4AQ  Var_06    C7   C6   N1   C5   -177.65  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
 4AQ  plan-1  C4   0.020
 4AQ  plan-1  C5   0.020
 4AQ  plan-1  C    0.020
 4AQ  plan-1  N    0.020
 4AQ  plan-1  C3   0.020
 4AQ  plan-1  C2   0.020
 4AQ  plan-1  C1   0.020
 4AQ  plan-1  H18  0.020
 4AQ  plan-1  H19  0.020
 4AQ  plan-1  H20  0.020
 4AQ  plan-2  C7   0.020
 4AQ  plan-2  C8   0.020
 4AQ  plan-2  N2   0.020
 4AQ  plan-2  C9   0.020
 4AQ  plan-2  C10  0.020
 4AQ  plan-2  C11  0.020
 4AQ  plan-2  C12  0.020
 4AQ  plan-2  C13  0.020
 4AQ  plan-2  C14  0.020
 4AQ  plan-2  C15  0.020
 4AQ  plan-2  H9   0.020
 4AQ  plan-2  H10  0.020
 4AQ  plan-2  H11  0.020
 4AQ  plan-2  H12  0.020
 4AQ  plan-2  H13  0.020
 4AQ  plan-2  H14  0.020

