# electronic Ligand Builder and Optimisation Workbench (eLBOW)
#   - a module of PHENIX version dev-svn-
#   - file written: Fri Mar 11 17:47:44 2022
#   Inital geometry file: a 101 line input string
#   Ligand name: galanthamine
#   Quantum optimisation: True
#   Method: PBEh-3c
#   Random seed: 3628800
#   SMILES string: COc1ccc2CN(C)CC[C@@]34C=C[C@H](O)C[C@@H]3Oc1c24
#
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
 GNT  GNT  'galanthamine             '  ligand  42  21  .  2022-03-18  2022-03-18
;
Directly from eLBOW using geometry from QM method PBEh-3c with CPCM solvent model
Validated by Mogul as PERFECT
;

data_comp_GNT
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
 GNT  C1    C  C1    0  -0.144  2.5312  67.5815  63.3192
 GNT  C2    C  C1    0  -0.248  2.6241  68.0086  62.0645
 GNT  C3    C  CH1   0   0.002  3.9171  68.2064  61.3344
 GNT  C4    C  CH2   0  -0.520  5.0965  68.2089  62.2997
 GNT  C41   C  CR15  0   0.066  5.0160  67.1606  63.3814
 GNT  C42   C  CR5   0  -0.274  3.6967  67.1792  64.1850
 GNT  O5    O  O     0  -0.483  5.1282  65.8343  62.8338
 GNT  C6    C  CR6   0   0.262  4.4521  63.6353  63.6044
 GNT  C7    C  CR16  0  -0.383  3.6285  62.9603  64.5012
 GNT  C8    C  CR16  0  -0.343  2.7932  63.6583  65.3745
 GNT  C9    C  CH2   0  -0.392  1.7890  65.7822  66.2968
 GNT  N10   N  NT    0  -0.406  2.4139  66.8185  67.1095
 GNT  C11   C  CH2   0  -0.293  2.6383  68.0644  66.3902
 GNT  C12   C  CH2   0  -0.402  3.8242  68.0527  65.4345
 GNT  C13   C  CR56  0   0.346  4.3943  65.0275  63.6284
 GNT  C14   C  CR56  0   0.037  3.5580  65.7088  64.4863
 GNT  C15   C  CR6   0   0.067  2.7309  65.0477  65.3829
 GNT  C16   C  CH3   0  -0.434  5.3489  61.6611  62.6637
 GNT  O17   O  O2    0  -0.466  5.2985  63.0713  62.7209
 GNT  O18   O  OH1   0  -0.662  3.9960  67.2013  60.3411
 GNT  C19   C  CH3   0  -0.526  1.6156  67.0661  68.2961
 GNT  H1    H  H     0   0.259  1.5456  67.4735  63.7601
 GNT  H2    H  H     0   0.246  1.7153  68.2285  61.5139
 GNT  H3    H  HCH1  0   0.218  3.8850  69.1961  60.8572
 GNT  H41A  H  HCH2  0   0.259  6.0405  68.1252  61.7534
 GNT  H42   H  HCH2  0   0.247  5.1272  69.1797  62.8028
 GNT  H41   H  HCR5  0   0.248  5.8520  67.2937  64.0806
 GNT  H7    H  HCR6  0   0.277  3.6326  61.8791  64.5442
 GNT  H8    H  HCR6  0   0.244  2.1778  63.0910  66.0624
 GNT  H91   H  HCH2  0   0.252  1.3439  65.0476  66.9707
 GNT  H92   H  HCH2  0   0.217  0.9476  66.1940  65.7116
 GNT  H111  H  HCH2  0   0.201  1.7244  68.3969  65.8693
 GNT  H112  H  HCH2  0   0.241  2.8506  68.8347  67.1344
 GNT  H121  H  HCH2  0   0.231  4.7111  67.7340  65.9890
 GNT  H122  H  HCH2  0   0.240  4.0046  69.0839  65.1155
 GNT  H161  H  HCH3  0   0.257  6.0670  61.4071  61.8877
 GNT  H162  H  HCH3  0   0.226  5.6841  61.2246  63.6086
 GNT  H163  H  HCH3  0   0.226  4.3799  61.2274  62.4017
 GNT  H18   H  HOH1  0   0.446  4.7470  67.4031  59.7736
 GNT  H191  H  HCH3  0   0.234  2.1163  67.7930  68.9366
 GNT  H192  H  HCH3  0   0.193  0.6082  67.4527  68.0780
 GNT  H193  H  HCH3  0   0.234  1.5004  66.1448  68.8680

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
 GNT  C1   C2    double    1.329  0.020  1.329
 GNT  C1   C42   single    1.507  0.020  1.507
 GNT  C1   H1    single    0.930  0.020  1.080
 GNT  C2   C3    single    1.498  0.020  1.498
 GNT  C2   H2    single    0.930  0.020  1.080
 GNT  C3   C4    single    1.524  0.020  1.524
 GNT  C3   O18   single    1.415  0.020  1.415
 GNT  C3   H3    single    0.970  0.020  1.090
 GNT  C4   C41   single    1.508  0.020  1.508
 GNT  C4   H41A  single    0.970  0.020  1.090
 GNT  C4   H42   single    0.970  0.020  1.090
 GNT  C41  C42   single    1.545  0.020  1.545
 GNT  C41  O5    single    1.439  0.020  1.439
 GNT  C41  H41   single    0.970  0.020  1.090
 GNT  C42  C12   single    1.530  0.020  1.530
 GNT  C42  C14   single    1.507  0.020  1.507
 GNT  O5   C13   single    1.349  0.020  1.349
 GNT  C6   C7    aromatic  1.392  0.020  1.392
 GNT  C6   C13   aromatic  1.394  0.020  1.394
 GNT  C6   O17   single    1.347  0.020  1.347
 GNT  C7   C8    aromatic  1.396  0.020  1.396
 GNT  C7   H7    single    0.930  0.020  1.080
 GNT  C8   C15   aromatic  1.391  0.020  1.391
 GNT  C8   H8    single    0.930  0.020  1.080
 GNT  C9   N10   single    1.458  0.020  1.458
 GNT  C9   C15   single    1.504  0.020  1.504
 GNT  C9   H91   single    0.970  0.020  1.090
 GNT  C9   H92   single    0.970  0.020  1.090
 GNT  N10  C11   single    1.456  0.020  1.456
 GNT  N10  C19   single    1.451  0.020  1.451
 GNT  C11  C12   single    1.523  0.020  1.523
 GNT  C11  H111  single    0.970  0.020  1.090
 GNT  C11  H112  single    0.970  0.020  1.090
 GNT  C12  H121  single    0.970  0.020  1.090
 GNT  C12  H122  single    0.970  0.020  1.090
 GNT  C13  C14   aromatic  1.378  0.020  1.378
 GNT  C14  C15   aromatic  1.387  0.020  1.387
 GNT  C16  O17   single    1.412  0.020  1.412
 GNT  C16  H161  single    0.970  0.020  1.090
 GNT  C16  H162  single    0.970  0.020  1.090
 GNT  C16  H163  single    0.970  0.020  1.090
 GNT  O18  H18   single    0.850  0.020  0.980
 GNT  C19  H191  single    0.970  0.020  1.090
 GNT  C19  H192  single    0.970  0.020  1.090
 GNT  C19  H193  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
 GNT  H1    C1   C42   116.27  3.000
 GNT  H1    C1   C2    118.64  3.000
 GNT  C42   C1   C2    125.06  3.000
 GNT  H2    C2   C3    116.67  3.000
 GNT  H2    C2   C1    119.06  3.000
 GNT  C3    C2   C1    124.27  3.000
 GNT  H3    C3   O18   109.65  3.000
 GNT  H3    C3   C4    107.22  3.000
 GNT  O18   C3   C4    113.74  3.000
 GNT  H3    C3   C2    107.78  3.000
 GNT  O18   C3   C2    107.24  3.000
 GNT  C4    C3   C2    111.07  3.000
 GNT  H42   C4   H41A  105.87  3.000
 GNT  H42   C4   C41   106.77  3.000
 GNT  H41A  C4   C41   110.55  3.000
 GNT  H42   C4   C3    108.33  3.000
 GNT  H41A  C4   C3    110.57  3.000
 GNT  C41   C4   C3    114.31  3.000
 GNT  H41   C41  O5    107.13  3.000
 GNT  H41   C41  C42   108.51  3.000
 GNT  O5    C41  C42   106.00  3.000
 GNT  H41   C41  C4    109.38  3.000
 GNT  O5    C41  C4    111.31  3.000
 GNT  C42   C41  C4    114.22  3.000
 GNT  C14   C42  C12   113.67  3.000
 GNT  C14   C42  C41    99.83  3.000
 GNT  C12   C42  C41   111.13  3.000
 GNT  C14   C42  C1    107.71  3.000
 GNT  C12   C42  C1    112.42  3.000
 GNT  C41   C42  C1    111.40  3.000
 GNT  C13   O5   C41   106.53  3.000
 GNT  O17   C6   C13   117.10  3.000
 GNT  O17   C6   C7    126.24  3.000
 GNT  C13   C6   C7    116.66  3.000
 GNT  H7    C7   C8    118.50  3.000
 GNT  H7    C7   C6    120.52  3.000
 GNT  C8    C7   C6    120.98  3.000
 GNT  H8    C8   C15   119.59  3.000
 GNT  H8    C8   C7    118.39  3.000
 GNT  C15   C8   C7    122.02  3.000
 GNT  H92   C9   H91   105.50  3.000
 GNT  H92   C9   C15   109.71  3.000
 GNT  H91   C9   C15   107.57  3.000
 GNT  H92   C9   N10   110.91  3.000
 GNT  H91   C9   N10   108.00  3.000
 GNT  C15   C9   N10   114.68  3.000
 GNT  C19   N10  C11   110.04  3.000
 GNT  C19   N10  C9    109.96  3.000
 GNT  C11   N10  C9    113.51  3.000
 GNT  H112  C11  H111  105.68  3.000
 GNT  H112  C11  C12   106.36  3.000
 GNT  H111  C11  C12   110.55  3.000
 GNT  H112  C11  N10   107.27  3.000
 GNT  H111  C11  N10   111.32  3.000
 GNT  C12   C11  N10   115.05  3.000
 GNT  H122  C12  H121  106.79  3.000
 GNT  H122  C12  C11   107.70  3.000
 GNT  H121  C12  C11   108.39  3.000
 GNT  H122  C12  C42   108.28  3.000
 GNT  H121  C12  C42   108.38  3.000
 GNT  C11   C12  C42   116.87  3.000
 GNT  C14   C13  C6    121.99  3.000
 GNT  C14   C13  O5    113.64  3.000
 GNT  C6    C13  O5    124.38  3.000
 GNT  C15   C14  C13   121.90  3.000
 GNT  C15   C14  C42   130.45  3.000
 GNT  C13   C14  C42   107.58  3.000
 GNT  C14   C15  C9    122.23  3.000
 GNT  C14   C15  C8    116.44  3.000
 GNT  C9    C15  C8    121.31  3.000
 GNT  H163  C16  H162  108.69  3.000
 GNT  H163  C16  H161  108.76  3.000
 GNT  H162  C16  H161  108.72  3.000
 GNT  H163  C16  O17   111.97  3.000
 GNT  H162  C16  O17   112.00  3.000
 GNT  H161  C16  O17   106.60  3.000
 GNT  C16   O17  C6    117.83  3.000
 GNT  H18   O18  C3    107.96  3.000
 GNT  H193  C19  H192  107.69  3.000
 GNT  H193  C19  H191  107.67  3.000
 GNT  H192  C19  H191  107.61  3.000
 GNT  H193  C19  N10   110.04  3.000
 GNT  H192  C19  N10   113.66  3.000
 GNT  H191  C19  N10   109.96  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
 GNT  CONST_01  C15   C8   C7   C6      0.00   0.0  0
 GNT  CONST_02  C14   C13  C6   C7      0.00   0.0  0
 GNT  CONST_03  C13   C6   C7   C8      0.00   0.0  0
 GNT  CONST_04  O17   C6   C13  O5      0.00   0.0  0
 GNT  CONST_05  O17   C6   C7   C8    180.00   0.0  0
 GNT  CONST_06  O17   C6   C13  C14   180.00   0.0  0
 GNT  CONST_07  H8    C8   C7   C6    180.00   0.0  0
 GNT  CONST_08  H7    C7   C6   C13   180.00   0.0  0
 GNT  Var_01    C42   C1   C2   C3     -2.52  30.0  1
 GNT  Var_02    C6    C13  O5   C41  -166.60  30.0  1
 GNT  Var_03    H161  C16  O17  C6    178.97  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
 GNT  chir_01  C3   C2   C4   O18  negativ
 GNT  chir_02  C41  O5   C42  C4   positiv
 GNT  chir_03  C42  C12  C41  C1   positiv

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
 GNT  plan-1  C42  0.020
 GNT  plan-1  O5   0.020
 GNT  plan-1  C6   0.020
 GNT  plan-1  C7   0.020
 GNT  plan-1  C8   0.020
 GNT  plan-1  C9   0.020
 GNT  plan-1  C13  0.020
 GNT  plan-1  C14  0.020
 GNT  plan-1  C15  0.020
 GNT  plan-1  O17  0.020
 GNT  plan-1  H7   0.020
 GNT  plan-1  H8   0.020

