# electronic Ligand Builder and Optimisation Workbench (eLBOW)
#   - a module of PHENIX version dev-svn-
#   - file written: Wed Mar  9 14:38:09 2022
#   Inital geometry file: a 77 line input string
#   Ligand name: 5-[(3aS,4S,6aR)-2-oxohexahydro-1H-thieno[3,4-d]imidazol-4-yl]pentanoic acid
#   Quantum optimisation: True
#   Method: PBEh-3c
#   Random seed: 3628800
#   SMILES string: OC(=O)CCCC[C@@H]1SC[C@@H]2NC(=O)N[C@H]12
#
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
 BTN  BTN  '5-[(3aS,4S,6aR)-2-oxohexahydro-1H-thieno[3,4-d]imidazol-4-yl]pentanoic acid'  ligand  31  16  .  2022-03-15  2022-03-15
;
Directly from eLBOW using geometry from QM method PBEh-3c with CPCM solvent model
Validated by Mogul as PERFECT
;

data_comp_BTN
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
 BTN  C11   C  C      0   0.402  32.4388  18.3121  14.0591
 BTN  O11   O  O      0  -0.609  33.2237  17.7617  13.2594
 BTN  O12   O  OC    -1  -0.620  32.2826  19.5408  14.2166
 BTN  C10   C  CH2    0  -0.573  31.6103  17.3966  14.9855
 BTN  C9    C  CH2    0  -0.402  31.3260  15.9982  14.4567
 BTN  C8    C  CH2    0  -0.412  30.4063  15.9892  13.2419
 BTN  C7    C  CH2    0  -0.417  30.0727  14.5781  12.7713
 BTN  C2    C  CH1    0  -0.358  29.2900  14.5368  11.4724
 BTN  S1    S  S2     0  -0.026  27.6599  15.3455  11.5973
 BTN  C6    C  CH2    0  -0.569  27.2278  14.6511   9.9807
 BTN  C5    C  CR15   0  -0.046  27.7767  13.2193   9.9632
 BTN  N1    N  NR15   0  -0.660  26.8619  12.2448  10.4973
 BTN  C3    C  CR5    0   0.638  27.2529  11.7183  11.6866
 BTN  O3    O  O      0  -0.517  26.6319  10.9167  12.3653
 BTN  N2    N  NR15   0  -0.657  28.4751  12.2462  11.9750
 BTN  C4    C  CR15   0  -0.063  28.9771  13.1278  10.9525
 BTN  H101  H  HCH2   0   0.224  32.1598  17.3143  15.9315
 BTN  H102  H  HCH2   0   0.200  30.6701  17.8950  15.2411
 BTN  H91   H  HCH2   0   0.201  32.2665  15.5021  14.2040
 BTN  H92   H  HCH2   0   0.201  30.8677  15.3979  15.2499
 BTN  H81   H  HCH2   0   0.208  29.4826  16.5237  13.4889
 BTN  H82   H  HCH2   0   0.215  30.8753  16.5441  12.4250
 BTN  H71   H  HCH2   0   0.234  31.0050  14.0231  12.6186
 BTN  H72   H  HCH2   0   0.226  29.5213  14.0504  13.5542
 BTN  H2    H  HCH1   0   0.273  29.8575  15.0602  10.6948
 BTN  H61   H  HCH2   0   0.288  26.1488  14.6787   9.8312
 BTN  H62   H  HCH2   0   0.273  27.6947  15.2432   9.1918
 BTN  H5    H  HCR5   0   0.275  28.0726  12.9591   8.9444
 BTN  HN1   H  HNR5   0   0.396  25.9170  12.1501  10.1645
 BTN  HN2   H  HNR5   0   0.397  29.0842  11.7899  12.6330
 BTN  H4    H  HCR5   0   0.278  29.8683  12.7136  10.4719

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
 BTN  C11  O11   deloc   1.248  0.020  1.248
 BTN  C11  O12   deloc   1.249  0.020  1.249
 BTN  C11  C10   single  1.544  0.020  1.544
 BTN  C10  C9    single  1.522  0.020  1.522
 BTN  C10  H101  single  0.970  0.020  1.090
 BTN  C10  H102  single  0.970  0.020  1.090
 BTN  C9   C8    single  1.524  0.020  1.524
 BTN  C9   H91   single  0.970  0.020  1.090
 BTN  C9   H92   single  0.970  0.020  1.090
 BTN  C8   C7    single  1.524  0.020  1.524
 BTN  C8   H81   single  0.970  0.020  1.090
 BTN  C8   H82   single  0.970  0.020  1.090
 BTN  C7   C2    single  1.517  0.020  1.517
 BTN  C7   H71   single  0.970  0.020  1.090
 BTN  C7   H72   single  0.970  0.020  1.090
 BTN  C2   S1    single  1.824  0.020  1.824
 BTN  C2   C4    single  1.534  0.020  1.534
 BTN  C2   H2    single  0.970  0.020  1.090
 BTN  S1   C6    single  1.812  0.020  1.812
 BTN  C6   C5    single  1.534  0.020  1.534
 BTN  C6   H61   single  0.970  0.020  1.090
 BTN  C6   H62   single  0.970  0.020  1.090
 BTN  C5   N1    single  1.439  0.020  1.439
 BTN  C5   C4    single  1.558  0.020  1.558
 BTN  C5   H5    single  0.970  0.020  1.090
 BTN  N1   C3    single  1.358  0.020  1.358
 BTN  N1   HN1   single  0.860  0.020  1.020
 BTN  C3   O3    double  1.220  0.020  1.220
 BTN  C3   N2    single  1.362  0.020  1.362
 BTN  N2   C4    single  1.440  0.020  1.440
 BTN  N2   HN2   single  0.890  0.020  1.040
 BTN  C4   H4    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
 BTN  C10   C11  O12   116.15  3.000
 BTN  C10   C11  O11   117.41  3.000
 BTN  O12   C11  O11   126.39  3.000
 BTN  H102  C10  H101  105.26  3.000
 BTN  H102  C10  C9    109.82  3.000
 BTN  H101  C10  C9    108.92  3.000
 BTN  H102  C10  C11   109.34  3.000
 BTN  H101  C10  C11   107.05  3.000
 BTN  C9    C10  C11   115.89  3.000
 BTN  H92   C9   H91   106.19  3.000
 BTN  H92   C9   C8    108.75  3.000
 BTN  H91   C9   C8    109.41  3.000
 BTN  H92   C9   C10   109.28  3.000
 BTN  H91   C9   C10   109.67  3.000
 BTN  C8    C9   C10   113.28  3.000
 BTN  H82   C8   H81   106.41  3.000
 BTN  H82   C8   C7    109.45  3.000
 BTN  H81   C8   C7    109.68  3.000
 BTN  H82   C8   C9    109.50  3.000
 BTN  H81   C8   C9    109.05  3.000
 BTN  C7    C8   C9    112.56  3.000
 BTN  H72   C7   H71   106.52  3.000
 BTN  H72   C7   C2    109.86  3.000
 BTN  H71   C7   C2    107.81  3.000
 BTN  H72   C7   C8    109.64  3.000
 BTN  H71   C7   C8    109.01  3.000
 BTN  C2    C7   C8    113.73  3.000
 BTN  H2    C2   C4    107.68  3.000
 BTN  H2    C2   S1    107.44  3.000
 BTN  C4    C2   S1    104.37  3.000
 BTN  H2    C2   C7    109.11  3.000
 BTN  C4    C2   C7    114.86  3.000
 BTN  S1    C2   C7    112.98  3.000
 BTN  C6    S1   C2     88.98  3.000
 BTN  H62   C6   H61   108.10  3.000
 BTN  H62   C6   C5    110.19  3.000
 BTN  H61   C6   C5    112.11  3.000
 BTN  H62   C6   S1    109.58  3.000
 BTN  H61   C6   S1    110.42  3.000
 BTN  C5    C6   S1    106.42  3.000
 BTN  H5    C5   C4    111.68  3.000
 BTN  H5    C5   N1    110.92  3.000
 BTN  C4    C5   N1    102.37  3.000
 BTN  H5    C5   C6    109.27  3.000
 BTN  C4    C5   C6    108.86  3.000
 BTN  N1    C5   C6    113.61  3.000
 BTN  HN1   N1   C3    121.56  3.000
 BTN  HN1   N1   C5    122.54  3.000
 BTN  C3    N1   C5    113.86  3.000
 BTN  N2    C3   O3    126.40  3.000
 BTN  N2    C3   N1    107.06  3.000
 BTN  O3    C3   N1    126.53  3.000
 BTN  HN2   N2   C4    122.07  3.000
 BTN  HN2   N2   C3    120.39  3.000
 BTN  C4    N2   C3    113.56  3.000
 BTN  H4    C4   N2    111.35  3.000
 BTN  H4    C4   C5    111.77  3.000
 BTN  N2    C4   C5    102.60  3.000
 BTN  H4    C4   C2    109.30  3.000
 BTN  N2    C4   C2    113.12  3.000
 BTN  C5    C4   C2    108.57  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
 BTN  CONST_01  N2   C3   N1   C5      0.00   0.0  0
 BTN  CONST_02  C4   N2   C3   N1      0.00   0.0  0
 BTN  CONST_03  O3   C3   N1   C5    180.00   0.0  0
 BTN  CONST_04  C4   N2   C3   O3    180.00   0.0  0
 BTN  CONST_06  HN1  N1   C3   N2    180.00   0.0  0
 BTN  Var_01    C5   C6   S1   C2     40.47  30.0  1
 BTN  Var_02    C2   C7   C8   C9   -173.40  30.0  3
 BTN  Var_03    C8   C9   C10  C11   -66.95  30.0  3
 BTN  Var_04    C9   C10  C11  O11   -27.04  30.0  3
 BTN  Var_05    C7   C8   C9   C10  -176.94  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
 BTN  chir_01  C2  C7  S1  C4  positiv
 BTN  chir_02  C5  N1  C4  C6  positiv
 BTN  chir_03  C4  N2  C2  C5  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
 BTN  plan-1  C5   0.020
 BTN  plan-1  N1   0.020
 BTN  plan-1  C3   0.020
 BTN  plan-1  O3   0.020
 BTN  plan-1  N2   0.020
 BTN  plan-1  C4   0.020
 BTN  plan-1  HN1  0.020
 BTN  plan-1  HN2  0.020
 BTN  plan-2  C11  0.020
 BTN  plan-2  O11  0.020
 BTN  plan-2  O12  0.020
 BTN  plan-2  C10  0.020

