# electronic Ligand Builder and Optimisation Workbench (eLBOW)
#   - a module of PHENIX version dev-svn-
#   - file written: Tue Mar  8 14:07:19 2022
#   Inital geometry file: a 98 line input string
#   Ligand name: prop-2-en-1-yl (2S)-2-[(2S,3R)-3-(acetyloxy)-1-oxobutan-2-yl]-2,3-dihydro-1,3-thiazole-4-carboxylate
#   Quantum optimisation: True
#   Method: PBEh-3c
#   Random seed: 3628800
#   SMILES string: C[C@@H](OC(C)=O)[C@@H](C=O)[C@H]1NC(=CS1)C(=O)OCC=C
#
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
 1PN  1PN  'prop-2-en-1-yl (2S)-2-[(2S,3R)-3-(acetyloxy)-1-oxobutan-2-yl]-2,3-dihydro-1,3-thiazole-4-carboxylate'  ligand  37  20  .  2022-03-10  2022-03-10
;
Directly from eLBOW using geometry from QM method PBEh-3c with CPCM solvent model
Validated by Mogul as PERFECT
;

data_comp_1PN
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
 1PN  S1    S  S2    0   0.105   0.5047  -1.2249  -0.0766
 1PN  C2    C  CR15  0  -0.497  -1.2310  -1.0354  -0.1097
 1PN  C3    C  CR5   0   0.288  -1.6051   0.2343   0.0763
 1PN  N4    N  NR15  0  -0.653  -0.5669   1.1569   0.2015
 1PN  C5    C  CR15  0  -0.218   0.7086   0.5236   0.4989
 1PN  C6    C  CH1   0  -0.387   1.8586   1.2233  -0.2304
 1PN  C7    C  C1    0   0.191   1.6923   1.0610  -1.7248
 1PN  O8    O  O     0  -0.369   2.6006   0.8537  -2.4883
 1PN  C9    C  C     0   0.562  -2.9844   0.7422   0.0837
 1PN  O10   O  O     0  -0.453  -3.2514   1.9116   0.2330
 1PN  O11   O  O2    0  -0.457  -3.8795  -0.2173  -0.0790
 1PN  C12   C  CH2   0  -0.229  -5.2662   0.1602  -0.1053
 1PN  C13   C  C1    0  -0.208  -6.0489  -1.0630  -0.4409
 1PN  C14   C  C2    0  -0.510  -7.0219  -1.5392   0.3244
 1PN  C15   C  CH1   0   0.015   3.2489   0.8258   0.2449
 1PN  C16   C  CH3   0  -0.679   3.5494   1.2244   1.6776
 1PN  O17   O  O2    0  -0.462   3.3108  -0.6011   0.1010
 1PN  C18   C  C     0   0.578   4.4661  -1.1904  -0.1953
 1PN  O19   O  O     0  -0.453   5.5073  -0.5956  -0.3148
 1PN  C20   C  CH3   0  -0.771   4.2921  -2.6668  -0.3876
 1PN  H2    H  HCR5  0   0.302  -1.8712  -1.8777  -0.3185
 1PN  HN4   H  HNR5  0   0.391  -0.7643   1.9412   0.8083
 1PN  H5    H  HCR5  0   0.303   0.9005   0.5121   1.5770
 1PN  H6    H  HCH1  0   0.319   1.7425   2.2982  -0.0312
 1PN  H7    H  H     0   0.220   0.6592   1.1841  -2.0887
 1PN  H12   H  HCH2  0   0.251  -5.5630   0.5677   0.8638
 1PN  H12A  H  HCH2  0   0.253  -5.4184   0.9338  -0.8625
 1PN  H13   H  H     0   0.261  -5.8113  -1.5460  -1.3837
 1PN  H14   H  H     0   0.250  -7.5967  -2.4073   0.0306
 1PN  H14A  H  H     0   0.248  -7.2838  -1.0767   1.2685
 1PN  H15   H  HCH1  0   0.266   3.9831   1.2933  -0.4137
 1PN  H16   H  HCH3  0   0.246   3.4009   2.2973   1.8007
 1PN  H16A  H  HCH3  0   0.239   2.9105   0.7092   2.3944
 1PN  H16B  H  HCH3  0   0.254   4.5861   1.0035   1.9287
 1PN  H20   H  HCH3  0   0.265   3.5517  -3.0798   0.2944
 1PN  H20A  H  HCH3  0   0.279   3.9413  -2.8549  -1.4044
 1PN  H20B  H  HCH3  0   0.265   5.2403  -3.1811  -0.2561

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
 1PN  S1   C2    single  1.746  0.020  1.746
 1PN  S1   C5    single  1.852  0.020  1.852
 1PN  C2   C3    double  1.337  0.020  1.337
 1PN  C3   N4    single  1.394  0.020  1.394
 1PN  C3   C9    single  1.470  0.020  1.470
 1PN  N4   C5    single  1.455  0.020  1.455
 1PN  C5   C6    single  1.531  0.020  1.531
 1PN  C6   C7    single  1.512  0.020  1.512
 1PN  C6   C15   single  1.522  0.020  1.522
 1PN  C7   O8    double  1.205  0.020  1.205
 1PN  C9   O10   double  1.209  0.020  1.209
 1PN  C9   O11   single  1.322  0.020  1.322
 1PN  O11  C12   single  1.437  0.020  1.437
 1PN  C12  C13   single  1.490  0.020  1.490
 1PN  C13  C14   double  1.326  0.020  1.326
 1PN  C15  C16   single  1.517  0.020  1.517
 1PN  C15  O17   single  1.435  0.020  1.435
 1PN  O17  C18   single  1.330  0.020  1.330
 1PN  C18  O19   double  1.205  0.020  1.205
 1PN  C18  C20   single  1.499  0.020  1.499
 1PN  C2   H2    single  0.930  0.020  1.080
 1PN  N4   HN4   single  0.890  0.020  1.040
 1PN  C5   H5    single  0.970  0.020  1.090
 1PN  C6   H6    single  0.970  0.020  1.090
 1PN  C7   H7    single  0.930  0.020  1.080
 1PN  C12  H12   single  0.970  0.020  1.090
 1PN  C12  H12A  single  0.970  0.020  1.090
 1PN  C13  H13   single  0.930  0.020  1.080
 1PN  C14  H14   single  0.930  0.020  1.080
 1PN  C14  H14A  single  0.930  0.020  1.080
 1PN  C15  H15   single  0.970  0.020  1.090
 1PN  C16  H16   single  0.970  0.020  1.090
 1PN  C16  H16A  single  0.970  0.020  1.090
 1PN  C16  H16B  single  0.970  0.020  1.090
 1PN  C20  H20   single  0.970  0.020  1.090
 1PN  C20  H20A  single  0.970  0.020  1.090
 1PN  C20  H20B  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
 1PN  C5    S1   C2     90.74  3.000
 1PN  H2    C2   C3    127.07  3.000
 1PN  H2    C2   S1    120.60  3.000
 1PN  C3    C2   S1    112.25  3.000
 1PN  C9    C3   N4    118.01  3.000
 1PN  C9    C3   C2    126.26  3.000
 1PN  N4    C3   C2    115.63  3.000
 1PN  HN4   N4   C5    112.71  3.000
 1PN  HN4   N4   C3    114.95  3.000
 1PN  C5    N4   C3    112.53  3.000
 1PN  H5    C5   C6    110.01  3.000
 1PN  H5    C5   N4    111.07  3.000
 1PN  C6    C5   N4    111.24  3.000
 1PN  H5    C5   S1    108.38  3.000
 1PN  C6    C5   S1    111.48  3.000
 1PN  N4    C5   S1    104.53  3.000
 1PN  H6    C6   C15   107.17  3.000
 1PN  H6    C6   C7    105.81  3.000
 1PN  C15   C6   C7    112.40  3.000
 1PN  H6    C6   C5    106.33  3.000
 1PN  C15   C6   C5    114.71  3.000
 1PN  C7    C6   C5    109.82  3.000
 1PN  H7    C7   O8    121.11  3.000
 1PN  H7    C7   C6    114.67  3.000
 1PN  O8    C7   C6    124.19  3.000
 1PN  O11   C9   O10   124.59  3.000
 1PN  O11   C9   C3    112.57  3.000
 1PN  O10   C9   C3    122.83  3.000
 1PN  C12   O11  C9    117.69  3.000
 1PN  H12A  C12  H12   108.22  3.000
 1PN  H12A  C12  C13   110.59  3.000
 1PN  H12   C12  C13   111.30  3.000
 1PN  H12A  C12  O11   109.44  3.000
 1PN  H12   C12  O11   110.11  3.000
 1PN  C13   C12  O11   107.17  3.000
 1PN  H13   C13  C14   120.13  3.000
 1PN  H13   C13  C12   116.47  3.000
 1PN  C14   C13  C12   123.36  3.000
 1PN  H14A  C14  H14   116.79  3.000
 1PN  H14A  C14  C13   121.80  3.000
 1PN  H14   C14  C13   121.41  3.000
 1PN  H15   C15  O17   109.65  3.000
 1PN  H15   C15  C16   108.91  3.000
 1PN  O17   C15  C16   110.32  3.000
 1PN  H15   C15  C6    108.31  3.000
 1PN  O17   C15  C6    105.53  3.000
 1PN  C16   C15  C6    114.03  3.000
 1PN  H16B  C16  H16A  108.09  3.000
 1PN  H16B  C16  H16   107.65  3.000
 1PN  H16A  C16  H16   108.13  3.000
 1PN  H16B  C16  C15   110.66  3.000
 1PN  H16A  C16  C15   112.38  3.000
 1PN  H16   C16  C15   109.77  3.000
 1PN  C18   O17  C15   120.01  3.000
 1PN  C20   C18  O19   125.01  3.000
 1PN  C20   C18  O17   111.35  3.000
 1PN  O19   C18  O17   123.62  3.000
 1PN  H20B  C20  H20A  108.15  3.000
 1PN  H20B  C20  H20   109.77  3.000
 1PN  H20A  C20  H20   107.44  3.000
 1PN  H20B  C20  C18   110.45  3.000
 1PN  H20A  C20  C18   109.05  3.000
 1PN  H20   C20  C18   111.86  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
 1PN  Var_01  N4   C3   C2   S1      2.59  30.0  1
 1PN  Var_02  C5   N4   C3   C2    -17.07  30.0  1
 1PN  Var_03  O10  C9   C3   C2   -178.54  30.0  2
 1PN  Var_04  C13  C12  O11  C9    174.13  30.0  3
 1PN  Var_05  C14  C13  C12  O11   123.51  30.0  3
 1PN  Var_06  O19  C18  O17  C15     2.46  30.0  3
 1PN  Var_07  H14  C14  C13  C12   177.50   0.0  2
 1PN  Var_08  H20  C20  C18  O17   -36.15  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
 1PN  chir_01  C5   S1   N4  C6   positiv
 1PN  chir_02  C6   C5   C7  C15  positiv
 1PN  chir_03  C15  O17  C6  C16  negativ

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
 1PN  plan-1  C3    0.020
 1PN  plan-1  N4    0.020
 1PN  plan-1  C5    0.020
 1PN  plan-1  HN4   0.020
 1PN  plan-2  C6    0.020
 1PN  plan-2  C7    0.020
 1PN  plan-2  O8    0.020
 1PN  plan-2  H7    0.020
 1PN  plan-3  C3    0.020
 1PN  plan-3  C9    0.020
 1PN  plan-3  O10   0.020
 1PN  plan-3  O11   0.020
 1PN  plan-4  C12   0.020
 1PN  plan-4  C13   0.020
 1PN  plan-4  C14   0.020
 1PN  plan-4  H13   0.020
 1PN  plan-4  H14   0.020
 1PN  plan-4  H14A  0.020
 1PN  plan-5  O17   0.020
 1PN  plan-5  C18   0.020
 1PN  plan-5  O19   0.020
 1PN  plan-5  C20   0.020

