# electronic Ligand Builder and Optimisation Workbench (eLBOW)
#   - a module of PHENIX version dev-svn-
#   - file written: Tue May 12 08:09:28 2020
#   Inital geometry file: a 92 line input string
#   Ligand name: ~{N}-[2-(1~{H}-indol-3-yl)ethyl]-3-methyl-butan-1-amine
#   Quantum optimisation: True
#   Method: PBEh-3c
#   Random seed: 3628800
#   SMILES string: CC(C)CCNCCc1c[nH]c2ccccc12
#
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
 KWK  KWK  ~{N}-[2-(1~{H}-indol-3-yl)ethyl]-3-methyl-butan-1-amine  ligand  39  17  .  2021-08-12  2021-08-12  
;
Directly from eLBOW using geometry from QM method PBEh-3c with CPCM solvent model
Validated by Mogul as GRAND
;

data_comp_KWK
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
 KWK  C1   C  CH3   0  -0.650  -6.8118  -0.1301  -0.2903
 KWK  C2   C  CH1   0  -0.235  -5.4924  -0.2711   0.4622
 KWK  C3   C  CH3   0  -0.659  -5.3357  -1.6884   1.0058
 KWK  C4   C  CH2   0  -0.422  -4.3230   0.1329  -0.4366
 KWK  C5   C  CH2   0  -0.252  -2.9710   0.1303   0.2612
 KWK  C6   C  CH2   0  -0.245  -0.6263   0.6633   0.0262
 KWK  C7   C  CH2   0  -0.550   0.4262   1.2936  -0.8832
 KWK  C8   C  CR5   0   0.009   1.8030   1.1930  -0.3155
 KWK  C9   C  CR15  0  -0.089   2.5292   2.1801   0.2887
 KWK  C10  C  CR56  0   0.354   3.8210   0.3681   0.3926
 KWK  C11  C  CR16  0  -0.306   4.8456  -0.5527   0.6095
 KWK  C12  C  CR16  0  -0.285   4.6480  -1.8443   0.1600
 KWK  N1   N  NH1   0  -0.603  -1.9334   0.6666  -0.5999
 KWK  N2   N  NR15  0  -0.687   3.7341   1.6903   0.7134
 KWK  C13  C  CR16  0  -0.269   3.4603  -2.2167  -0.4924
 KWK  C14  C  CR16  0  -0.373   2.4473  -1.3018  -0.7035
 KWK  C15  C  CR56  0   0.025   2.6177   0.0145  -0.2587
 KWK  H1   H  HCH3  0   0.223  -7.6633  -0.3554   0.3542
 KWK  H2   H  HCH3  0   0.222  -6.9465   0.8827  -0.6743
 KWK  H3   H  HCH3  0   0.212  -6.8509  -0.8149  -1.1411
 KWK  H4   H  HCH1  0   0.211  -5.5139   0.4195   1.3141
 KWK  H5   H  HCH3  0   0.212  -5.2480  -2.4092   0.1887
 KWK  H6   H  HCH3  0   0.228  -4.4524  -1.7931   1.6371
 KWK  H7   H  HCH3  0   0.225  -6.1991  -1.9756   1.6086
 KWK  H8   H  HCH2  0   0.210  -4.2851  -0.5331  -1.3060
 KWK  H9   H  HCH2  0   0.216  -4.5159   1.1391  -0.8262
 KWK  H10  H  HCH2  0   0.182  -3.0519   0.6823   1.2132
 KWK  H11  H  HCH2  0   0.216  -2.6872  -0.8919   0.5282
 KWK  H12  H  HCH2  0   0.217  -0.3507  -0.3746   0.2396
 KWK  H13  H  HCH2  0   0.188  -0.6157   1.1875   0.9954
 KWK  H14  H  HCH2  0   0.230   0.3834   0.8045  -1.8609
 KWK  H15  H  HCH2  0   0.239   0.1721   2.3442  -1.0515
 KWK  H16  H  HCR5  0   0.278   2.2712   3.2151   0.4516
 KWK  H17  H  HCR6  0   0.257   5.7615  -0.2673   1.1119
 KWK  H18  H  HCR6  0   0.248   5.4225  -2.5847   0.3138
 KWK  H19  H  HNH1  0   0.335  -2.1768   1.6215  -0.8408
 KWK  H21  H  HNR5  0   0.407   4.4447   2.2298   1.1778
 KWK  H22  H  HCR6  0   0.244   3.3416  -3.2375  -0.8326
 KWK  H23  H  HCR6  0   0.240   1.5351  -1.6012  -1.2057

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
 KWK  C11  C12  aromatic  1.382  0.020  1.382
 KWK  C11  C10  aromatic  1.395  0.020  1.395
 KWK  C12  C13  aromatic  1.405  0.020  1.405
 KWK  C10  N2   aromatic  1.363  0.020  1.363
 KWK  C10  C15  aromatic  1.413  0.020  1.413
 KWK  N2   C9   aromatic  1.368  0.020  1.368
 KWK  C13  C14  aromatic  1.381  0.020  1.381
 KWK  C9   C8   aromatic  1.366  0.020  1.366
 KWK  C15  C14  aromatic  1.400  0.020  1.400
 KWK  C15  C8   aromatic  1.434  0.020  1.434
 KWK  C8   C7   single    1.493  0.020  1.493
 KWK  C7   C6   single    1.527  0.020  1.527
 KWK  C6   N1   single    1.449  0.020  1.449
 KWK  N1   C5   single    1.451  0.020  1.451
 KWK  C5   C4   single    1.521  0.020  1.521
 KWK  C4   C2   single    1.529  0.020  1.529
 KWK  C3   C2   single    1.526  0.020  1.526
 KWK  C2   C1   single    1.525  0.020  1.525
 KWK  C1   H1   single    0.970  0.020  1.090
 KWK  C1   H2   single    0.970  0.020  1.090
 KWK  C1   H3   single    0.970  0.020  1.090
 KWK  C2   H4   single    0.970  0.020  1.090
 KWK  C3   H5   single    0.970  0.020  1.090
 KWK  C3   H6   single    0.970  0.020  1.090
 KWK  C3   H7   single    0.970  0.020  1.090
 KWK  C4   H8   single    0.970  0.020  1.090
 KWK  C4   H9   single    0.970  0.020  1.090
 KWK  C5   H10  single    0.970  0.020  1.090
 KWK  C5   H11  single    0.970  0.020  1.090
 KWK  C6   H12  single    0.970  0.020  1.090
 KWK  C6   H13  single    0.970  0.020  1.090
 KWK  C7   H14  single    0.970  0.020  1.090
 KWK  C7   H15  single    0.970  0.020  1.090
 KWK  C9   H16  single    0.930  0.020  1.080
 KWK  C11  H17  single    0.930  0.020  1.080
 KWK  C12  H18  single    0.930  0.020  1.080
 KWK  N1   H19  single    0.890  0.020  1.040
 KWK  N2   H21  single    0.860  0.020  1.020
 KWK  C13  H22  single    0.930  0.020  1.080
 KWK  C14  H23  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
 KWK  H3   C1   H2   107.65  3.000
 KWK  H3   C1   H1   107.61  3.000
 KWK  H2   C1   H1   107.64  3.000
 KWK  H3   C1   C2   110.92  3.000
 KWK  H2   C1   C2   111.47  3.000
 KWK  H1   C1   C2   111.37  3.000
 KWK  H4   C2   C4   107.76  3.000
 KWK  H4   C2   C3   108.06  3.000
 KWK  C4   C2   C3   112.10  3.000
 KWK  H4   C2   C1   107.94  3.000
 KWK  C3   C2   C1   110.51  3.000
 KWK  C4   C2   C1   110.31  3.000
 KWK  H7   C3   H6   107.20  3.000
 KWK  H7   C3   H5   107.62  3.000
 KWK  H6   C3   H5   107.72  3.000
 KWK  H7   C3   C2   111.09  3.000
 KWK  H6   C3   C2   112.24  3.000
 KWK  H5   C3   C2   110.75  3.000
 KWK  H9   C4   H8   106.38  3.000
 KWK  H9   C4   C5   108.72  3.000
 KWK  H8   C4   C5   109.40  3.000
 KWK  H9   C4   C2   108.48  3.000
 KWK  H8   C4   C2   109.40  3.000
 KWK  C5   C4   C2   114.17  3.000
 KWK  H11  C5   H10  106.02  3.000
 KWK  H11  C5   N1   107.74  3.000
 KWK  H10  C5   N1   112.30  3.000
 KWK  H11  C5   C4   110.13  3.000
 KWK  H10  C5   C4   109.25  3.000
 KWK  N1   C5   C4   111.26  3.000
 KWK  H13  C6   H12  106.09  3.000
 KWK  H13  C6   N1   112.80  3.000
 KWK  H12  C6   N1   108.27  3.000
 KWK  H13  C6   C7   108.71  3.000
 KWK  H12  C6   C7   109.50  3.000
 KWK  N1   C6   C7   111.30  3.000
 KWK  H15  C7   H14  106.42  3.000
 KWK  H15  C7   C8   109.73  3.000
 KWK  H14  C7   C8   110.23  3.000
 KWK  H15  C7   C6   109.15  3.000
 KWK  H14  C7   C6   108.70  3.000
 KWK  C8   C7   C6   112.42  3.000
 KWK  C15  C8   C9   105.92  3.000
 KWK  C15  C8   C7   126.48  3.000
 KWK  C9   C8   C7   127.57  3.000
 KWK  H16  C9   N2   120.47  3.000
 KWK  H16  C9   C8   129.25  3.000
 KWK  N2   C9   C8   110.29  3.000
 KWK  C15  C10  N2   107.27  3.000
 KWK  C15  C10  C11  122.15  3.000
 KWK  N2   C10  C11  130.58  3.000
 KWK  H17  C11  C12  121.21  3.000
 KWK  H17  C11  C10  121.31  3.000
 KWK  C12  C11  C10  117.48  3.000
 KWK  H18  C12  C13  119.30  3.000
 KWK  H18  C12  C11  119.40  3.000
 KWK  C13  C12  C11  121.30  3.000
 KWK  H19  N1   C6   108.74  3.000
 KWK  H19  N1   C5   108.50  3.000
 KWK  C6   N1   C5   112.80  3.000
 KWK  H21  N2   C10  125.72  3.000
 KWK  H21  N2   C9   124.99  3.000
 KWK  C10  N2   C9   109.28  3.000
 KWK  H22  C13  C14  119.75  3.000
 KWK  H22  C13  C12  119.24  3.000
 KWK  C14  C13  C12  121.02  3.000
 KWK  H23  C14  C15  120.64  3.000
 KWK  H23  C14  C13  120.35  3.000
 KWK  C15  C14  C13  119.01  3.000
 KWK  C14  C15  C10  119.03  3.000
 KWK  C14  C15  C8   133.72  3.000
 KWK  C10  C15  C8   107.24  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
 KWK  CONST_01  C10  N2   C9   C8      0.00   0.0  0
 KWK  CONST_02  C11  C10  C15  C8    180.00   0.0  0
 KWK  CONST_03  N2   C10  C15  C8      0.00   0.0  0
 KWK  CONST_04  C13  C14  C15  C8    180.00   0.0  0
 KWK  CONST_05  C11  C10  N2   C9    180.00   0.0  0
 KWK  CONST_06  C15  C10  N2   C9      0.00   0.0  0
 KWK  CONST_07  C10  C15  C8   C9      0.00   0.0  0
 KWK  CONST_08  C14  C15  C8   C9    180.00   0.0  0
 KWK  CONST_09  C13  C12  C11  C10     0.00   0.0  0
 KWK  CONST_10  C13  C14  C15  C10     0.00   0.0  0
 KWK  CONST_11  C14  C13  C12  C11     0.00   0.0  0
 KWK  CONST_12  C14  C15  C10  C11     0.00   0.0  0
 KWK  CONST_13  N2   C10  C11  C12   180.00   0.0  0
 KWK  CONST_14  C15  C10  C11  C12     0.00   0.0  0
 KWK  CONST_15  C15  C14  C13  C12     0.00   0.0  0
 KWK  CONST_16  C14  C15  C10  N2    180.00   0.0  0
 KWK  CONST_17  C15  C8   C9   N2      0.00   0.0  0
 KWK  CONST_18  N2   C9   C8   C7    180.00   0.0  0
 KWK  CONST_19  C10  C15  C8   C7    180.00   0.0  0
 KWK  CONST_20  C14  C15  C8   C7      0.00   0.0  0
 KWK  CONST_21  H21  N2   C9   C8    180.00   0.0  0
 KWK  CONST_22  H23  C14  C15  C8      0.00   0.0  0
 KWK  CONST_23  H18  C12  C11  C10   180.00   0.0  0
 KWK  CONST_24  H16  C9   N2   C10   180.00   0.0  0
 KWK  CONST_25  H22  C13  C12  C11   180.00   0.0  0
 KWK  CONST_26  H17  C11  C10  N2      0.00   0.0  0
 KWK  Var_01    C9   C8   C7   C6   -103.31  30.0  3
 KWK  Var_02    N1   C6   C7   C8   -174.85  30.0  3
 KWK  Var_03    C5   C4   C2   C1    175.43  30.0  2
 KWK  Var_04    N1   C5   C4   C2   -173.47  30.0  1
 KWK  Var_05    C6   N1   C5   C4   -179.23  30.0  1
 KWK  Var_06    C7   C6   N1   C5   -177.34  30.0  1
 KWK  Var_07    H5   C3   C2   C1     65.54  30.0  3
 KWK  Var_08    H1   C1   C2   C3     58.97  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
 KWK  plan-1  C7   0.020
 KWK  plan-1  C8   0.020
 KWK  plan-1  C9   0.020
 KWK  plan-1  C10  0.020
 KWK  plan-1  C11  0.020
 KWK  plan-1  C12  0.020
 KWK  plan-1  N2   0.020
 KWK  plan-1  C13  0.020
 KWK  plan-1  C14  0.020
 KWK  plan-1  C15  0.020
 KWK  plan-1  H16  0.020
 KWK  plan-1  H17  0.020
 KWK  plan-1  H18  0.020
 KWK  plan-1  H21  0.020
 KWK  plan-1  H22  0.020
 KWK  plan-1  H23  0.020

