# electronic Ligand Builder and Optimisation Workbench (eLBOW)
#   - a module of PHENIX version dev-svn-
#   - file written: Mon May  4 11:15:32 2020
#   Inital geometry file: a 103 line input string
#   Ligand name: (2R,3S,4R)-2-[(S)-(1S)-cyclohex-2-en-1-yl(hydroxy)methyl]-4-(2-fluoroethyl)-3-hydroxy-3-methyl-5-oxopyrrolidine-2-carbaldehyde
#   Quantum optimisation: True
#   Method: PBEh-3c
#   Random seed: 3628800
#   SMILES string: C[C@]1(O)[C@@H](CCF)C(=O)N[C@]1(C=O)[C@@H](O)[C@H]2CCCC=C2
#
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
 GPT  GPT  (2R,3S,4R)-2-[(S)-(1S)-cyclohex-2-en-1-yl(hydroxy)methyl]-4-(2-fluoroethyl)-3-hydroxy-3-methyl-5-oxopyrrolidine-2-carbaldehyde  ligand  43  21  .  2021-08-10  2021-08-10  
;
Directly from eLBOW using geometry from QM method PBEh-3c with CPCM solvent model
Validated by Mogul as OK
;

data_comp_GPT
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
 GPT  C1    C  CH2   0   0.004   4.2586   1.2788   0.7895
 GPT  C2    C  CH2   0  -0.521   3.6105  -0.0047   0.3194
 GPT  C3    C  CH1   0  -0.415   2.0912   0.1284   0.2751
 GPT  C4    C  CT    0   0.232   1.3194  -1.2007   0.2715
 GPT  C6    C  CH3   0  -0.702   1.1893  -1.8489   1.6347
 GPT  F21   F  F     0  -0.383   5.6400   1.1019   0.8793
 GPT  C19   C  C     0   0.579   1.5725   0.8207  -0.9693
 GPT  O20   O  O     0  -0.470   2.1082   1.7281  -1.5772
 GPT  N18   N  NH1   0  -0.668   0.3959   0.2464  -1.2953
 GPT  C7    C  CT    0  -0.009  -0.0368  -0.8200  -0.4246
 GPT  C16   C  C1    0   0.192  -0.4823  -2.0299  -1.2345
 GPT  O17   O  O     0  -0.366  -1.0508  -2.9714  -0.7473
 GPT  C8    C  CH1   0   0.055  -1.1531  -0.3905   0.5602
 GPT  O15   O  OH1   0  -0.650  -0.7291   0.6706   1.3756
 GPT  C9    C  CH1   0  -0.296  -2.5268  -0.0886  -0.0831
 GPT  C14   C  CH2   0  -0.440  -3.6200  -0.2756   0.9745
 GPT  C13   C  CH2   0  -0.450  -4.9612   0.2718   0.5091
 GPT  C12   C  CH2   0  -0.474  -4.8688   1.7710   0.2573
 GPT  C11   C  C1    0  -0.219  -3.6360   2.1180  -0.5161
 GPT  C10   C  C1    0  -0.244  -2.6058   1.2914  -0.6862
 GPT  O5    O  OH1   0  -0.667   1.9240  -2.0920  -0.6511
 GPT  H1    H  HCH2  0   0.213   4.0687   2.1007   0.1006
 GPT  H1A   H  HCH2  0   0.204   3.8915   1.5562   1.7800
 GPT  H2    H  HCH2  0   0.253   4.0096  -0.2836  -0.6578
 GPT  H2A   H  HCH2  0   0.255   3.8839  -0.7985   1.0206
 GPT  H3    H  HCH1  0   0.297   1.7550   0.7139   1.1369
 GPT  H6    H  HCH3  0   0.252   0.7559  -1.1740   2.3696
 GPT  H6A   H  HCH3  0   0.253   0.5799  -2.7524   1.5877
 GPT  H6B   H  HCH3  0   0.250   2.1761  -2.1384   2.0046
 GPT  HN18  H  HNH1  0   0.403  -0.1297   0.5563  -2.0994
 GPT  H16   H  H     0   0.219  -0.2581  -1.9808  -2.3148
 GPT  H8    H  HCH1  0   0.259  -1.3041  -1.2416   1.2299
 GPT  HO15  H  HOH1  0   0.457  -0.8421   1.5014   0.8992
 GPT  H9    H  HCH1  0   0.254  -2.7027  -0.8212  -0.8801
 GPT  H14   H  HCH2  0   0.239  -3.7051  -1.3369   1.2192
 GPT  H14A  H  HCH2  0   0.225  -3.3211   0.2385   1.8935
 GPT  H13   H  HCH2  0   0.221  -5.2611  -0.2354  -0.4129
 GPT  H13A  H  HCH2  0   0.236  -5.7348   0.0589   1.2496
 GPT  H12   H  HCH2  0   0.242  -5.7499   2.1279  -0.2826
 GPT  H12A  H  HCH2  0   0.238  -4.8678   2.3202   1.2059
 GPT  H11   H  H     0   0.243  -3.5982   3.0991  -0.9781
 GPT  H10   H  H     0   0.238  -1.7863   1.6349  -1.3078
 GPT  HO5   H  HOH1  0   0.464   2.7020  -2.4904  -0.2455

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
 GPT  C1   C2    single  1.513  0.020  1.513
 GPT  C1   F21   single  1.396  0.020  1.396
 GPT  C2   C3    single  1.526  0.020  1.526
 GPT  C3   C4    single  1.537  0.020  1.537
 GPT  C3   C19   single  1.516  0.020  1.516
 GPT  C4   C6    single  1.515  0.020  1.515
 GPT  C4   C7    single  1.571  0.020  1.571
 GPT  C4   O5    single  1.418  0.020  1.418
 GPT  C19  O20   double  1.216  0.020  1.216
 GPT  C19  N18   single  1.349  0.020  1.349
 GPT  N18  C7    single  1.443  0.020  1.443
 GPT  C7   C16   single  1.523  0.020  1.523
 GPT  C7   C8    single  1.549  0.020  1.549
 GPT  C16  O17   double  1.203  0.020  1.203
 GPT  C8   O15   single  1.404  0.020  1.404
 GPT  C8   C9    single  1.547  0.020  1.547
 GPT  C9   C14   single  1.532  0.020  1.532
 GPT  C9   C10   single  1.508  0.020  1.508
 GPT  C14  C13   single  1.522  0.020  1.522
 GPT  C13  C12   single  1.523  0.020  1.523
 GPT  C12  C11   single  1.496  0.020  1.496
 GPT  C11  C10   double  1.332  0.020  1.332
 GPT  C1   H1    single  0.970  0.020  1.090
 GPT  C1   H1A   single  0.970  0.020  1.090
 GPT  C2   H2    single  0.970  0.020  1.090
 GPT  C2   H2A   single  0.970  0.020  1.090
 GPT  C3   H3    single  0.970  0.020  1.090
 GPT  C6   H6    single  0.970  0.020  1.090
 GPT  C6   H6A   single  0.970  0.020  1.090
 GPT  C6   H6B   single  0.970  0.020  1.090
 GPT  N18  HN18  single  0.860  0.020  1.020
 GPT  C16  H16   single  0.930  0.020  1.080
 GPT  C8   H8    single  0.970  0.020  1.090
 GPT  O15  HO15  single  0.850  0.020  0.980
 GPT  C9   H9    single  0.970  0.020  1.090
 GPT  C14  H14   single  0.970  0.020  1.090
 GPT  C14  H14A  single  0.970  0.020  1.090
 GPT  C13  H13   single  0.970  0.020  1.090
 GPT  C13  H13A  single  0.970  0.020  1.090
 GPT  C12  H12   single  0.970  0.020  1.090
 GPT  C12  H12A  single  0.970  0.020  1.090
 GPT  C11  H11   single  0.930  0.020  1.080
 GPT  C10  H10   single  0.930  0.020  1.080
 GPT  O5   HO5   single  0.850  0.020  0.980

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
 GPT  H1A   C1   H1   108.86  3.000
 GPT  H1A   C1   F21  107.85  3.000
 GPT  H1    C1   F21  107.99  3.000
 GPT  H1A   C1   C2   110.70  3.000
 GPT  H1    C1   C2   111.66  3.000
 GPT  F21   C1   C2   109.67  3.000
 GPT  H2A   C2   H2   107.28  3.000
 GPT  H2A   C2   C3   109.32  3.000
 GPT  H2    C2   C3   111.12  3.000
 GPT  H2A   C2   C1   108.02  3.000
 GPT  H2    C2   C1   109.77  3.000
 GPT  C3    C2   C1   111.20  3.000
 GPT  H3    C3   C19  107.28  3.000
 GPT  H3    C3   C4   108.07  3.000
 GPT  C19   C3   C4   102.78  3.000
 GPT  H3    C3   C2   109.24  3.000
 GPT  C19   C3   C2   113.86  3.000
 GPT  C4    C3   C2   115.13  3.000
 GPT  O5    C4   C7   103.42  3.000
 GPT  O5    C4   C6   110.68  3.000
 GPT  C7    C4   C6   115.35  3.000
 GPT  O5    C4   C3   109.33  3.000
 GPT  C7    C4   C3   103.00  3.000
 GPT  C6    C4   C3   114.27  3.000
 GPT  H6B   C6   H6A  107.43  3.000
 GPT  H6B   C6   H6   107.18  3.000
 GPT  H6A   C6   H6   108.69  3.000
 GPT  H6B   C6   C4   109.90  3.000
 GPT  H6A   C6   C4   111.32  3.000
 GPT  H6    C6   C4   112.12  3.000
 GPT  N18   C19  O20  125.50  3.000
 GPT  N18   C19  C3   107.60  3.000
 GPT  O20   C19  C3   126.90  3.000
 GPT  HN18  N18  C7   123.46  3.000
 GPT  HN18  N18  C19  121.06  3.000
 GPT  C7    N18  C19  115.48  3.000
 GPT  C8    C7   C16  110.34  3.000
 GPT  C8    C7   N18  113.24  3.000
 GPT  C16   C7   N18  110.73  3.000
 GPT  C8    C7   C4   114.05  3.000
 GPT  C16   C7   C4   107.20  3.000
 GPT  N18   C7   C4   100.81  3.000
 GPT  H16   C16  O17  121.79  3.000
 GPT  H16   C16  C7   115.19  3.000
 GPT  O17   C16  C7   123.01  3.000
 GPT  H8    C8   C9   106.50  3.000
 GPT  H8    C8   O15  105.92  3.000
 GPT  C9    C8   O15  111.25  3.000
 GPT  H8    C8   C7   105.84  3.000
 GPT  C9    C8   C7   115.45  3.000
 GPT  O15   C8   C7   111.17  3.000
 GPT  HO15  O15  C8   109.20  3.000
 GPT  H9    C9   C10  108.19  3.000
 GPT  H9    C9   C14  107.79  3.000
 GPT  C10   C9   C14  110.50  3.000
 GPT  H9    C9   C8   108.32  3.000
 GPT  C10   C9   C8   113.05  3.000
 GPT  C14   C9   C8   108.83  3.000
 GPT  H14A  C14  H14  106.83  3.000
 GPT  H14A  C14  C13  109.18  3.000
 GPT  H14   C14  C13  110.45  3.000
 GPT  H14A  C14  C9   109.11  3.000
 GPT  H14   C14  C9   109.19  3.000
 GPT  C13   C14  C9   111.95  3.000
 GPT  H13A  C13  H13  106.67  3.000
 GPT  H13A  C13  C12  110.31  3.000
 GPT  H13   C13  C12  109.49  3.000
 GPT  H13A  C13  C14  110.30  3.000
 GPT  H13   C13  C14  109.43  3.000
 GPT  C12   C13  C14  110.57  3.000
 GPT  H12A  C12  H12  105.34  3.000
 GPT  H12A  C12  C11  109.30  3.000
 GPT  H12   C12  C11  109.46  3.000
 GPT  H12A  C12  C13  110.50  3.000
 GPT  H12   C12  C13  110.74  3.000
 GPT  C11   C12  C13  111.33  3.000
 GPT  H11   C11  C10  118.68  3.000
 GPT  H11   C11  C12  117.29  3.000
 GPT  C10   C11  C12  124.02  3.000
 GPT  H10   C10  C11  117.46  3.000
 GPT  H10   C10  C9   118.65  3.000
 GPT  C11   C10  C9   123.88  3.000
 GPT  HO5   O5   C4   109.28  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
 GPT  CONST_01  C7    N18  C19  C3     0.00   0.0  0
 GPT  CONST_02  C7    N18  C19  O20  180.00   0.0  0
 GPT  CONST_03  HN18  N18  C19  C3   180.00   0.0  0
 GPT  Var_01    C12   C13  C14  C9   -61.92  30.0  1
 GPT  Var_02    C12   C11  C10  C9    -2.08  30.0  1
 GPT  Var_03    C11   C12  C13  C14   45.38  30.0  1
 GPT  Var_04    C10   C11  C12  C13  -14.79  30.0  1
 GPT  Var_05    F21   C1   C2   C3   177.18  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
 GPT  chir_01  C3  C2   C4   C19  positiv
 GPT  chir_02  C4  C3   C6   C7   negativ
 GPT  chir_03  C7  N18  C16  C4   negativ
 GPT  chir_04  C8  O15  C7   C9   positiv
 GPT  chir_05  C9  C10  C14  C8   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
 GPT  plan-1  C3    0.020
 GPT  plan-1  C19   0.020
 GPT  plan-1  O20   0.020
 GPT  plan-1  N18   0.020
 GPT  plan-1  C7    0.020
 GPT  plan-1  HN18  0.020
 GPT  plan-2  C7    0.020
 GPT  plan-2  C16   0.020
 GPT  plan-2  O17   0.020
 GPT  plan-2  H16   0.020

