# electronic Ligand Builder and Optimisation Workbench (eLBOW)
#   - a module of PHENIX version dev-svn-
#   - file written: Tue Mar 22 13:51:18 2022
#   Inital geometry file: a 117 line input string
#   Ligand name: (4R,5S)-3-{[1-(4,5-dihydro-1,3-thiazol-2-yl)azetidin-3-yl]sulfanyl}-5-[(2S,3R)-3-hydroxy-1-oxobutan-2-yl]-4-methyl-4,5-dihydro-1H-pyrrole-2-carboxylic acid
#   Quantum optimisation: True
#   Method: PBEh-3c
#   Random seed: 3628800
#   SMILES string: C[C@@H](O)[C@@H](C=O)[C@@H]1NC(=C(SC2CN(C2)C3=NCCS3)[C@@H]1C)C(O)=O
#
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
 TEB  TEB  '(4R,5S)-3-{[1-(4,5-dihydro-1,3-thiazol-2-yl)azetidin-3-yl]sulfanyl}-5-[(2S,3R)-3-hydroxy-1-oxobutan-2-yl]-4-methyl-4,5-dihydro-1H-pyrrole-2-carboxylic acid'  ligand  47  25  .  2022-03-23  2023-02-15
;
Directly from eLBOW using geometry from QM method PBEh-3c with CPCM solvent model
Validated by Mogul as OK
;

data_comp_TEB
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
 TEB  C7    C  C1     0   0.188   4.4729   1.1470  -1.3910
 TEB  O14   O  O      0  -0.382   4.9245   1.8588  -2.2555
 TEB  C6    C  CH1    0  -0.426   3.6440   1.6240  -0.2296
 TEB  C8    C  CH1    0   0.043   4.6103   1.7627   0.9857
 TEB  O15   O  OH1    0  -0.654   3.9112   1.8718   2.2037
 TEB  C9    C  CH3    0  -0.687   5.5812   2.9215   0.8115
 TEB  C5    C  CR15   0  -0.048   2.4799   0.6812   0.0875
 TEB  C1    C  CR15   0  -0.243   1.3596   0.5144  -0.9654
 TEB  C10   C  CH3    0  -0.681   1.7541   0.5889  -2.4380
 TEB  N4    N  NR15   0  -0.654   2.9035  -0.6906   0.3422
 TEB  C3    C  CR5    0   0.222   1.8118  -1.5122   0.1139
 TEB  C11   C  C      0   0.360   1.8421  -2.9207   0.6781
 TEB  O13   O  OC    -1  -0.597   2.9056  -3.2376   1.2460
 TEB  O12   O  O      0  -0.564   0.8209  -3.6133   0.5395
 TEB  C2    C  CR5    0  -0.238   0.8673  -0.8745  -0.6074
 TEB  S16   S  S2     0  -0.002  -0.6107  -1.5114  -1.2922
 TEB  C17   C  C      0  -0.431  -1.6892  -1.5667   0.1551
 TEB  C20   C  C      0  -0.252  -3.1714  -1.6973  -0.2498
 TEB  N19   N  N      0  -0.453  -3.3550  -0.3105   0.1510
 TEB  C18   C  C      0  -0.243  -2.0379  -0.1957   0.7651
 TEB  C21   C  C      0   0.306  -4.5098   0.2760   0.5052
 TEB  N25   N  N      0  -0.433  -5.6669  -0.1251   0.1648
 TEB  C24   C  CH2    0  -0.289  -6.7100   0.6769   0.7643
 TEB  C23   C  CH2    0  -0.582  -6.1532   2.0561   1.1485
 TEB  S22   S  S2     0  -0.013  -4.4007   1.7430   1.5147
 TEB  H7    H  H      0   0.199   4.6964   0.0657  -1.3763
 TEB  H6    H  HCH1   0   0.265   3.2414   2.6157  -0.4658
 TEB  H8    H  HCH1   0   0.233   5.1852   0.8346   1.0722
 TEB  HO15  H  HOH1   0   0.448   3.4407   2.7132   2.2144
 TEB  H9    H  HCH3   0   0.229   5.0445   3.8679   0.7128
 TEB  H9A   H  HCH3   0   0.244   6.2383   2.9903   1.6786
 TEB  H9B   H  HCH3   0   0.238   6.2122   2.8070  -0.0684
 TEB  H5    H  HCR5   0   0.243   1.9827   1.0744   0.9828
 TEB  H1    H  HCR5   0   0.242   0.5926   1.2736  -0.7906
 TEB  H10   H  HCH3   0   0.243   0.8838   0.3588  -3.0559
 TEB  H10A  H  HCH3   0   0.235   2.0916   1.5856  -2.7242
 TEB  H10B  H  HCH3   0   0.225   2.5304  -0.1335  -2.6949
 TEB  HN4   H  HNR5   0   0.364   3.3877  -0.8617   1.2116
 TEB  H17   H  H      0   0.302  -1.3164  -2.3111   0.8525
 TEB  H20   H  H      0   0.250  -3.3821  -1.8994  -1.3020
 TEB  H20A  H  H      0   0.249  -3.7345  -2.4040   0.3650
 TEB  H18   H  H      0   0.247  -2.0614  -0.2041   1.8589
 TEB  H18A  H  H      0   0.256  -1.4443   0.6544   0.4246
 TEB  H24   H  HCH2   0   0.240  -7.5499   0.7960   0.0778
 TEB  H24A  H  HCH2   0   0.232  -7.0965   0.1699   1.6554
 TEB  H23   H  HCH2   0   0.282  -6.2206   2.7670   0.3255
 TEB  H23A  H  HCH2   0   0.286  -6.6468   2.4772   2.0215

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
 TEB  C10  C1    single  1.526  0.020  1.526
 TEB  O15  C8    single  1.409  0.020  1.409
 TEB  C9   C8    single  1.522  0.020  1.522
 TEB  C8   C6    single  1.559  0.020  1.559
 TEB  C6   C5    single  1.531  0.020  1.531
 TEB  C6   C7    single  1.504  0.020  1.504
 TEB  S16  C17   single  1.806  0.020  1.806
 TEB  S16  C2    single  1.749  0.020  1.749
 TEB  C1   C2    single  1.516  0.020  1.516
 TEB  C1   C5    single  1.546  0.020  1.546
 TEB  C18  C17   single  1.541  0.020  1.541
 TEB  C18  N19   single  1.458  0.020  1.458
 TEB  O14  C7    double  1.207  0.020  1.207
 TEB  C17  C20   single  1.542  0.020  1.542
 TEB  C2   C3    double  1.349  0.020  1.349
 TEB  C5   N4    single  1.458  0.020  1.458
 TEB  N19  C20   single  1.455  0.020  1.455
 TEB  N19  C21   single  1.343  0.020  1.343
 TEB  C3   N4    single  1.385  0.020  1.385
 TEB  C3   C11   single  1.518  0.020  1.518
 TEB  N25  C21   double  1.271  0.020  1.271
 TEB  N25  C24   single  1.446  0.020  1.446
 TEB  C21  S22   single  1.784  0.020  1.784
 TEB  O12  C11   deloc   1.242  0.020  1.242
 TEB  C24  C23   single  1.536  0.020  1.536
 TEB  C11  O13   deloc   1.247  0.020  1.247
 TEB  S22  C23   single  1.818  0.020  1.818
 TEB  C7   H7    single  0.930  0.020  1.080
 TEB  C6   H6    single  0.970  0.020  1.090
 TEB  C8   H8    single  0.970  0.020  1.090
 TEB  O15  HO15  single  0.850  0.020  0.980
 TEB  C9   H9    single  0.970  0.020  1.090
 TEB  C9   H9A   single  0.970  0.020  1.090
 TEB  C9   H9B   single  0.970  0.020  1.090
 TEB  C5   H5    single  0.970  0.020  1.090
 TEB  C1   H1    single  0.970  0.020  1.090
 TEB  C10  H10   single  0.970  0.020  1.090
 TEB  C10  H10A  single  0.970  0.020  1.090
 TEB  C10  H10B  single  0.970  0.020  1.090
 TEB  N4   HN4   single  0.890  0.020  1.040
 TEB  C17  H17   single  0.970  0.020  1.090
 TEB  C20  H20   single  0.970  0.020  1.090
 TEB  C20  H20A  single  0.970  0.020  1.090
 TEB  C18  H18   single  0.970  0.020  1.090
 TEB  C18  H18A  single  0.970  0.020  1.090
 TEB  C24  H24   single  0.970  0.020  1.090
 TEB  C24  H24A  single  0.970  0.020  1.090
 TEB  C23  H23   single  0.970  0.020  1.090
 TEB  C23  H23A  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
 TEB  H7    C7   C6    114.31  3.000
 TEB  H7    C7   O14   120.74  3.000
 TEB  C6    C7   O14   124.88  3.000
 TEB  H6    C6   C5    108.81  3.000
 TEB  H6    C6   C8    108.37  3.000
 TEB  C5    C6   C8    111.38  3.000
 TEB  H6    C6   C7    108.84  3.000
 TEB  C5    C6   C7    112.55  3.000
 TEB  C8    C6   C7    106.77  3.000
 TEB  H8    C8   C9    108.63  3.000
 TEB  H8    C8   O15   104.95  3.000
 TEB  C9    C8   O15   110.89  3.000
 TEB  H8    C8   C6    108.16  3.000
 TEB  C9    C8   C6    111.96  3.000
 TEB  O15   C8   C6    111.93  3.000
 TEB  HO15  O15  C8    108.63  3.000
 TEB  H9B   C9   H9A   107.47  3.000
 TEB  H9B   C9   H9    107.63  3.000
 TEB  H9A   C9   H9    108.26  3.000
 TEB  H9B   C9   C8    112.47  3.000
 TEB  H9A   C9   C8    109.97  3.000
 TEB  H9    C9   C8    110.89  3.000
 TEB  H5    C5   N4    109.05  3.000
 TEB  H5    C5   C1    105.43  3.000
 TEB  N4    C5   C1    103.17  3.000
 TEB  H5    C5   C6    107.03  3.000
 TEB  N4    C5   C6    113.24  3.000
 TEB  C1    C5   C6    118.43  3.000
 TEB  H1    C1   C2    111.74  3.000
 TEB  H1    C1   C10   107.56  3.000
 TEB  C2    C1   C10   110.88  3.000
 TEB  H1    C1   C5    108.93  3.000
 TEB  C2    C1   C5     99.98  3.000
 TEB  C10   C1   C5    117.67  3.000
 TEB  H10B  C10  H10A  108.86  3.000
 TEB  H10B  C10  H10   107.12  3.000
 TEB  H10A  C10  H10   106.91  3.000
 TEB  H10B  C10  C1    112.25  3.000
 TEB  H10A  C10  C1    112.20  3.000
 TEB  H10   C10  C1    109.25  3.000
 TEB  HN4   N4   C3    114.79  3.000
 TEB  HN4   N4   C5    116.68  3.000
 TEB  C3    N4   C5    107.47  3.000
 TEB  C2    C3   C11   130.66  3.000
 TEB  C11   C3   N4    118.26  3.000
 TEB  C2    C3   N4    111.08  3.000
 TEB  O12   C11  O13   127.64  3.000
 TEB  O13   C11  C3    114.98  3.000
 TEB  O12   C11  C3    117.37  3.000
 TEB  S16   C2   C3    128.98  3.000
 TEB  C3    C2   C1    109.38  3.000
 TEB  S16   C2   C1    121.03  3.000
 TEB  C17   S16  C2    101.66  3.000
 TEB  H17   C17  C18   115.68  3.000
 TEB  H17   C17  C20   116.14  3.000
 TEB  C18   C17  C20    87.81  3.000
 TEB  H17   C17  S16   109.31  3.000
 TEB  C20   C17  S16   111.49  3.000
 TEB  C18   C17  S16   115.17  3.000
 TEB  H20A  C20  H20   108.84  3.000
 TEB  H20A  C20  N19   113.35  3.000
 TEB  H20   C20  N19   114.67  3.000
 TEB  H20A  C20  C17   113.72  3.000
 TEB  H20   C20  C17   117.01  3.000
 TEB  N19   C20  C17    88.18  3.000
 TEB  C21   N19  C18   129.16  3.000
 TEB  C21   N19  C20   126.69  3.000
 TEB  C18   N19  C20    94.42  3.000
 TEB  H18A  C18  H18   109.24  3.000
 TEB  H18A  C18  N19   114.92  3.000
 TEB  H18   C18  N19   113.65  3.000
 TEB  H18A  C18  C17   116.53  3.000
 TEB  H18   C18  C17   113.20  3.000
 TEB  N19   C18  C17    88.14  3.000
 TEB  S22   C21  N25   117.82  3.000
 TEB  S22   C21  N19   117.12  3.000
 TEB  N25   C21  N19   125.06  3.000
 TEB  C24   N25  C21   111.76  3.000
 TEB  H24A  C24  H24   106.89  3.000
 TEB  H24A  C24  C23   109.87  3.000
 TEB  H24   C24  C23   109.78  3.000
 TEB  H24A  C24  N25   109.57  3.000
 TEB  H24   C24  N25   110.79  3.000
 TEB  C23   C24  N25   109.89  3.000
 TEB  H23A  C23  H23   109.00  3.000
 TEB  H23A  C23  S22   110.03  3.000
 TEB  H23   C23  S22   108.91  3.000
 TEB  H23A  C23  C24   112.58  3.000
 TEB  H23   C23  C24   111.98  3.000
 TEB  S22   C23  C24   104.20  3.000
 TEB  C23   S22  C21    88.20  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
 TEB  CONST_03  C24  N25  C21  N19  180.00   0.0  0
 TEB  CONST_06  S22  C21  N25  C24    0.00   0.0  0
 TEB  Var_01    C2   C3   N4   C5    17.33  30.0  1
 TEB  Var_02    N4   C3   C2   C1     2.21  30.0  1
 TEB  Var_03    C20  N19  C18  C17    9.36  30.0  1
 TEB  Var_04    C23  C24  N25  C21   22.59  30.0  1
 TEB  Var_05    C24  C23  S22  C21   22.65  30.0  1
 TEB  Var_06    S22  C23  C24  N25  -29.80  30.0  1
 TEB  Var_07    O12  C11  C3   N4   175.41  30.0  2

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
 TEB  chir_01  C6   C8   C5   C7   positiv
 TEB  chir_02  C8   O15  C6   C9   negativ
 TEB  chir_03  C5   N4   C6   C1   negativ
 TEB  chir_04  C1   C5   C2   C10  positiv
 TEB  chir_05  C17  S16  C18  C20  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
 TEB  plan-1  C20  0.020
 TEB  plan-1  N19  0.020
 TEB  plan-1  C18  0.020
 TEB  plan-1  C21  0.020
 TEB  plan-1  N25  0.020
 TEB  plan-1  C24  0.020
 TEB  plan-1  S22  0.020
 TEB  plan-2  C5   0.020
 TEB  plan-2  N4   0.020
 TEB  plan-2  C3   0.020
 TEB  plan-2  HN4  0.020
 TEB  plan-3  C3   0.020
 TEB  plan-3  C11  0.020
 TEB  plan-3  O13  0.020
 TEB  plan-3  O12  0.020
 TEB  plan-4  C7   0.020
 TEB  plan-4  O14  0.020
 TEB  plan-4  C6   0.020
 TEB  plan-4  H7   0.020

