# electronic Ligand Builder and Optimisation Workbench (eLBOW)
#   - a module of PHENIX version dev-svn-
#   - file written: Thu May 14 06:49:16 2020
#   Inital geometry file: a 125 line input string
#   Ligand name: (~{E})-3-[4-[[2-(2-methyl-1~{H}-indol-3-yl)ethylamino]methyl]phenyl]-~{N}-oxidanyl-prop-2-enamide
#   Quantum optimisation: True
#   Method: PBEh-3c
#   Random seed: 3628800
#   SMILES string: Cc1[nH]c2ccccc2c1CCNCc3ccc(/C=C/C(=O)NO)cc3
#
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
 LBH  LBH  (~{E})-3-[4-[[2-(2-methyl-1~{H}-indol-3-yl)ethylamino]methyl]phenyl]-~{N}-oxidanyl-prop-2-enamide  ligand  49  26  .  2022-03-22  2022-03-22
;
Directly from eLBOW using geometry from QM method PBEh-3c with CPCM solvent model
Validated by Mogul as PERFECT
;

data_comp_LBH
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
 LBH  O1   O  O     0  -0.479   8.2678   0.7517   0.9262
 LBH  C21  C  C     0   0.538   7.8912  -0.2469   0.3335
 LBH  N3   N  NH1   0  -0.393   8.7124  -1.2714   0.0150
 LBH  O2   O  OH1   0  -0.541  10.0583  -1.1208   0.1485
 LBH  C20  C  C1    0  -0.430   6.4941  -0.4915  -0.0817
 LBH  C19  C  C1    0  -0.229   5.5368   0.3993   0.1946
 LBH  C16  C  CR6   0   0.134   4.1252   0.3023  -0.1602
 LBH  C15  C  CR16  0  -0.300   3.6020  -0.7285  -0.9447
 LBH  C14  C  CR16  0  -0.287   2.2520  -0.7690  -1.2467
 LBH  C17  C  CR16  0  -0.290   3.2463   1.2861   0.3023
 LBH  C18  C  CR16  0  -0.276   1.8958   1.2411   0.0006
 LBH  C13  C  CR6   0   0.079   1.3788   0.2142  -0.7855
 LBH  C12  C  CH2   0  -0.314  -0.0809   0.1781  -1.1481
 LBH  N2   N  NH1   0  -0.597  -0.9265   0.4167   0.0039
 LBH  C11  C  CH2   0  -0.247  -2.3357   0.4539  -0.3365
 LBH  C10  C  CH2   0  -0.563  -3.1939   0.6664   0.9080
 LBH  C3   C  CR5   0  -0.031  -4.6544   0.6631   0.5983
 LBH  C4   C  CR56  0   0.056  -5.4397  -0.4972   0.2930
 LBH  C9   C  CR56  0   0.338  -6.7544  -0.0550   0.0299
 LBH  N1   N  NR15  0  -0.729  -6.7559   1.3015   0.1697
 LBH  C2   C  CR5   0   0.276  -5.4994   1.7388   0.5091
 LBH  C1   C  CH3   0  -0.741  -5.2409   3.1868   0.7224
 LBH  C8   C  CR16  0  -0.313  -7.7818  -0.9357  -0.3000
 LBH  C7   C  CR16  0  -0.288  -7.4727  -2.2828  -0.3642
 LBH  C6   C  CR16  0  -0.270  -6.1727  -2.7449  -0.1043
 LBH  C5   C  CR16  0  -0.377  -5.1567  -1.8655   0.2222
 LBH  H1   H  HNH1  0   0.415   8.4341  -2.0055  -0.6209
 LBH  H2   H  HOH1  0   0.479  10.2966  -1.5496   0.9805
 LBH  H3   H  H     0   0.272   6.2744  -1.4104  -0.6137
 LBH  H4   H  H     0   0.261   5.8202   1.2933   0.7421
 LBH  H5   H  HCR6  0   0.254   4.2465  -1.5086  -1.3300
 LBH  H6   H  HCR6  0   0.255   1.8680  -1.5824  -1.8511
 LBH  H7   H  HCR6  0   0.256   3.6305   2.0992   0.9071
 LBH  H8   H  HCR6  0   0.250   1.2364   2.0114   0.3795
 LBH  H9   H  HCH2  0   0.242  -0.2822   0.9668  -1.8813
 LBH  H10  H  HCH2  0   0.216  -0.3040  -0.7713  -1.6580
 LBH  H11  H  HNH1  0   0.342  -0.7710  -0.3226   0.6802
 LBH  H13  H  HCH2  0   0.222  -2.5009   1.2823  -1.0323
 LBH  H14  H  HCH2  0   0.196  -2.6695  -0.4576  -0.8564
 LBH  H15  H  HCH2  0   0.233  -2.9723  -0.1262   1.6318
 LBH  H16  H  HCH2  0   0.240  -2.8990   1.6044   1.3840
 LBH  H17  H  HNR5  0   0.402  -7.5559   1.8996   0.0466
 LBH  H18  H  HCH3  0   0.254  -5.4484   3.7669  -0.1788
 LBH  H19  H  HCH3  0   0.253  -5.8689   3.5900   1.5192
 LBH  H20  H  HCH3  0   0.253  -4.2030   3.3610   0.9967
 LBH  H21  H  HCR6  0   0.255  -8.7855  -0.5820  -0.5004
 LBH  H22  H  HCR6  0   0.246  -8.2487  -2.9937  -0.6181
 LBH  H23  H  HCR6  0   0.242  -5.9667  -3.8061  -0.1628
 LBH  H24  H  HCR6  0   0.237  -4.1564  -2.2328   0.4216

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
 LBH  O2   N3   single    1.361  0.020  1.361
 LBH  N3   C21  single    1.351  0.020  1.351
 LBH  C21  C20  single    1.478  0.020  1.478
 LBH  C21  O1   double    1.221  0.020  1.221
 LBH  C20  C19  double    1.337  0.020  1.337
 LBH  C15  C14  aromatic  1.384  0.020  1.384
 LBH  C15  C16  aromatic  1.397  0.020  1.397
 LBH  C14  C13  aromatic  1.394  0.020  1.394
 LBH  C19  C16  single    1.459  0.020  1.459
 LBH  C16  C17  aromatic  1.398  0.020  1.398
 LBH  C13  C12  single    1.504  0.020  1.504
 LBH  C13  C18  aromatic  1.393  0.020  1.393
 LBH  N2   C12  single    1.449  0.020  1.449
 LBH  N2   C11  single    1.450  0.020  1.450
 LBH  C10  C11  single    1.527  0.020  1.527
 LBH  C10  C3   single    1.493  0.020  1.493
 LBH  C17  C18  aromatic  1.385  0.020  1.385
 LBH  C5   C6   aromatic  1.383  0.020  1.383
 LBH  C5   C4   aromatic  1.399  0.020  1.399
 LBH  C6   C7   aromatic  1.404  0.020  1.404
 LBH  C3   C4   aromatic  1.434  0.020  1.434
 LBH  C3   C2   aromatic  1.371  0.020  1.371
 LBH  C4   C9   aromatic  1.412  0.020  1.412
 LBH  C7   C8   aromatic  1.384  0.020  1.384
 LBH  C2   C1   single    1.486  0.020  1.486
 LBH  C2   N1   aromatic  1.373  0.020  1.373
 LBH  C9   C8   aromatic  1.393  0.020  1.393
 LBH  C9   N1   aromatic  1.364  0.020  1.364
 LBH  N3   H1   single    0.890  0.020  1.040
 LBH  O2   H2   single    0.850  0.020  0.980
 LBH  C20  H3   single    0.930  0.020  1.080
 LBH  C19  H4   single    0.930  0.020  1.080
 LBH  C15  H5   single    0.930  0.020  1.080
 LBH  C14  H6   single    0.930  0.020  1.080
 LBH  C17  H7   single    0.930  0.020  1.080
 LBH  C18  H8   single    0.930  0.020  1.080
 LBH  C12  H9   single    0.970  0.020  1.090
 LBH  C12  H10  single    0.970  0.020  1.090
 LBH  N2   H11  single    0.890  0.020  1.040
 LBH  C11  H13  single    0.970  0.020  1.090
 LBH  C11  H14  single    0.970  0.020  1.090
 LBH  C10  H15  single    0.970  0.020  1.090
 LBH  C10  H16  single    0.970  0.020  1.090
 LBH  N1   H17  single    0.860  0.020  1.020
 LBH  C1   H18  single    0.970  0.020  1.090
 LBH  C1   H19  single    0.970  0.020  1.090
 LBH  C1   H20  single    0.970  0.020  1.090
 LBH  C8   H21  single    0.930  0.020  1.080
 LBH  C7   H22  single    0.930  0.020  1.080
 LBH  C6   H23  single    0.930  0.020  1.080
 LBH  C5   H24  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
 LBH  C20  C21  N3   112.51  3.000
 LBH  C20  C21  O1   124.29  3.000
 LBH  N3   C21  O1   123.18  3.000
 LBH  H1   N3   O2   114.49  3.000
 LBH  H1   N3   C21  122.14  3.000
 LBH  O2   N3   C21  119.61  3.000
 LBH  H2   O2   N3   106.23  3.000
 LBH  H3   C20  C19  121.41  3.000
 LBH  H3   C20  C21  118.01  3.000
 LBH  C19  C20  C21  120.58  3.000
 LBH  H4   C19  C16  115.46  3.000
 LBH  H4   C19  C20  117.78  3.000
 LBH  C16  C19  C20  126.76  3.000
 LBH  C17  C16  C15  118.01  3.000
 LBH  C17  C16  C19  118.76  3.000
 LBH  C15  C16  C19  123.23  3.000
 LBH  H5   C15  C14  118.81  3.000
 LBH  H5   C15  C16  120.56  3.000
 LBH  C14  C15  C16  120.63  3.000
 LBH  H6   C14  C13  119.48  3.000
 LBH  H6   C14  C15  119.30  3.000
 LBH  C13  C14  C15  121.22  3.000
 LBH  H7   C17  C18  119.45  3.000
 LBH  H7   C17  C16  119.33  3.000
 LBH  C18  C17  C16  121.22  3.000
 LBH  H8   C18  C13  119.74  3.000
 LBH  H8   C18  C17  119.66  3.000
 LBH  C13  C18  C17  120.60  3.000
 LBH  C12  C13  C18  120.92  3.000
 LBH  C18  C13  C14  118.32  3.000
 LBH  C12  C13  C14  120.75  3.000
 LBH  H10  C12  H9   105.89  3.000
 LBH  H10  C12  N2   113.09  3.000
 LBH  H9   C12  N2   107.84  3.000
 LBH  H10  C12  C13  109.21  3.000
 LBH  H9   C12  C13  108.81  3.000
 LBH  N2   C12  C13  111.76  3.000
 LBH  H11  N2   C11  108.92  3.000
 LBH  H11  N2   C12  108.71  3.000
 LBH  C11  N2   C12  112.63  3.000
 LBH  H14  C11  H13  106.31  3.000
 LBH  H14  C11  C10  109.25  3.000
 LBH  H13  C11  C10  109.15  3.000
 LBH  H14  C11  N2   112.59  3.000
 LBH  H13  C11  N2   108.38  3.000
 LBH  C10  C11  N2   111.01  3.000
 LBH  H16  C10  H15  106.18  3.000
 LBH  H16  C10  C3   110.88  3.000
 LBH  H15  C10  C3   109.46  3.000
 LBH  H16  C10  C11  108.84  3.000
 LBH  H15  C10  C11  108.91  3.000
 LBH  C3   C10  C11  112.37  3.000
 LBH  C2   C3   C4   106.47  3.000
 LBH  C2   C3   C10  127.93  3.000
 LBH  C4   C3   C10  125.57  3.000
 LBH  C5   C4   C9   119.03  3.000
 LBH  C9   C4   C3   107.23  3.000
 LBH  C5   C4   C3   133.74  3.000
 LBH  C8   C9   N1   130.72  3.000
 LBH  N1   C9   C4   107.07  3.000
 LBH  C8   C9   C4   122.21  3.000
 LBH  H17  N1   C2   124.64  3.000
 LBH  H17  N1   C9   125.41  3.000
 LBH  C2   N1   C9   109.94  3.000
 LBH  C1   C2   N1   120.33  3.000
 LBH  N1   C2   C3   109.28  3.000
 LBH  C1   C2   C3   130.39  3.000
 LBH  H20  C1   H19  107.80  3.000
 LBH  H20  C1   H18  107.73  3.000
 LBH  H19  C1   H18  107.28  3.000
 LBH  H20  C1   C2   110.99  3.000
 LBH  H19  C1   C2   111.37  3.000
 LBH  H18  C1   C2   111.48  3.000
 LBH  H21  C8   C7   121.10  3.000
 LBH  H21  C8   C9   121.40  3.000
 LBH  C7   C8   C9   117.50  3.000
 LBH  H22  C7   C6   119.41  3.000
 LBH  H22  C7   C8   119.34  3.000
 LBH  C6   C7   C8   121.25  3.000
 LBH  H23  C6   C5   119.76  3.000
 LBH  H23  C6   C7   119.26  3.000
 LBH  C5   C6   C7   120.98  3.000
 LBH  H24  C5   C6   120.39  3.000
 LBH  H24  C5   C4   120.58  3.000
 LBH  C6   C5   C4   119.03  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
 LBH  CONST_01  C13  C14  C15  C16     0.00   0.0  0
 LBH  CONST_02  C13  C18  C17  C16     0.00   0.0  0
 LBH  CONST_03  C18  C13  C14  C15     0.00   0.0  0
 LBH  CONST_04  C18  C17  C16  C15     0.00   0.0  0
 LBH  CONST_05  C17  C16  C15  C14     0.00   0.0  0
 LBH  CONST_06  C17  C18  C13  C14     0.00   0.0  0
 LBH  CONST_07  C6   C5   C4   C3    180.00   0.0  0
 LBH  CONST_08  C8   C9   C4   C3    180.00   0.0  0
 LBH  CONST_09  N1   C9   C4   C3      0.00   0.0  0
 LBH  CONST_10  C9   N1   C2   C3      0.00   0.0  0
 LBH  CONST_11  C7   C6   C5   C4      0.00   0.0  0
 LBH  CONST_12  N1   C2   C3   C4      0.00   0.0  0
 LBH  CONST_13  C7   C8   C9   C4      0.00   0.0  0
 LBH  CONST_14  C2   N1   C9   C4      0.00   0.0  0
 LBH  CONST_15  C6   C5   C4   C9      0.00   0.0  0
 LBH  CONST_16  C2   C3   C4   C9      0.00   0.0  0
 LBH  CONST_17  C6   C7   C8   C9      0.00   0.0  0
 LBH  CONST_18  C5   C4   C9   N1    180.00   0.0  0
 LBH  CONST_19  C7   C8   C9   N1    180.00   0.0  0
 LBH  CONST_20  C5   C4   C3   C2    180.00   0.0  0
 LBH  CONST_21  C8   C9   N1   C2    180.00   0.0  0
 LBH  CONST_22  C5   C6   C7   C8      0.00   0.0  0
 LBH  CONST_23  C5   C4   C9   C8      0.00   0.0  0
 LBH  CONST_24  C14  C15  C16  C19   180.00   0.0  0
 LBH  CONST_25  C18  C17  C16  C19   180.00   0.0  0
 LBH  CONST_26  C12  C13  C14  C15   180.00   0.0  0
 LBH  CONST_27  C12  C13  C18  C17   180.00   0.0  0
 LBH  CONST_28  C5   C4   C3   C10     0.00   0.0  0
 LBH  CONST_29  C9   C4   C3   C10   180.00   0.0  0
 LBH  CONST_30  N1   C2   C3   C10   180.00   0.0  0
 LBH  CONST_31  C1   C2   C3   C4    180.00   0.0  0
 LBH  CONST_32  C1   C2   N1   C9    180.00   0.0  0
 LBH  CONST_33  H6   C14  C15  C16   180.00   0.0  0
 LBH  CONST_34  H8   C18  C17  C16   180.00   0.0  0
 LBH  CONST_35  H7   C17  C16  C15   180.00   0.0  0
 LBH  CONST_36  H5   C15  C16  C17   180.00   0.0  0
 LBH  CONST_37  H24  C5   C4   C3      0.00   0.0  0
 LBH  CONST_38  H17  N1   C2   C3    180.00   0.0  0
 LBH  CONST_39  H23  C6   C5   C4    180.00   0.0  0
 LBH  CONST_40  H21  C8   C9   C4    180.00   0.0  0
 LBH  CONST_41  H22  C7   C8   C9    180.00   0.0  0
 LBH  CONST_42  O2   N3   C21  O1      0.00   0.0  0
 LBH  CONST_43  C20  C21  N3   O2    180.00   0.0  0
 LBH  CONST_44  H1   N3   C21  O1    180.00   0.0  0
 LBH  Var_01    C15  C16  C19  C20    -4.89  30.0  2
 LBH  Var_02    N2   C12  C13  C14   134.11  30.0  2
 LBH  Var_03    C4   C3   C10  C11    74.60  30.0  2
 LBH  Var_04    H18  C1   C2   C3    119.65  30.0  2
 LBH  Var_05    C16  C19  C20  C21   179.36   0.0  2
 LBH  Var_06    C11  N2   C12  C13   177.05  30.0  1
 LBH  Var_07    C3   C10  C11  N2   -178.05  30.0  1
 LBH  Var_08    C19  C20  C21  O1     -0.65  30.0  2
 LBH  Var_09    C10  C11  N2   C12   178.35  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
 LBH  plan-1  C19  0.020
 LBH  plan-1  C16  0.020
 LBH  plan-1  C15  0.020
 LBH  plan-1  C14  0.020
 LBH  plan-1  C17  0.020
 LBH  plan-1  C18  0.020
 LBH  plan-1  C13  0.020
 LBH  plan-1  C12  0.020
 LBH  plan-1  H5   0.020
 LBH  plan-1  H6   0.020
 LBH  plan-1  H7   0.020
 LBH  plan-1  H8   0.020
 LBH  plan-2  C10  0.020
 LBH  plan-2  C3   0.020
 LBH  plan-2  C4   0.020
 LBH  plan-2  C9   0.020
 LBH  plan-2  N1   0.020
 LBH  plan-2  C2   0.020
 LBH  plan-2  C1   0.020
 LBH  plan-2  C8   0.020
 LBH  plan-2  C7   0.020
 LBH  plan-2  C6   0.020
 LBH  plan-2  C5   0.020
 LBH  plan-2  H17  0.020
 LBH  plan-2  H21  0.020
 LBH  plan-2  H22  0.020
 LBH  plan-2  H23  0.020
 LBH  plan-2  H24  0.020
 LBH  plan-3  O1   0.020
 LBH  plan-3  C21  0.020
 LBH  plan-3  N3   0.020
 LBH  plan-3  O2   0.020
 LBH  plan-3  C20  0.020
 LBH  plan-3  H1   0.020
 LBH  plan-4  C21  0.020
 LBH  plan-4  C20  0.020
 LBH  plan-4  C19  0.020
 LBH  plan-4  C16  0.020
 LBH  plan-4  H3   0.020
 LBH  plan-4  H4   0.020

