# electronic Ligand Builder and Optimisation Workbench (eLBOW)
#   - a module of PHENIX version dev-svn-
#   - file written: Fri May 29 15:42:17 2020
#   Inital geometry file: a 92 line input string
#   Ligand name: (3S)-3-(dioxidosulfanyl)-N-[(1E)-3-oxoprop-1-en-1-yl]-4-(1H-1,2,3-triazol-1-yl)-D-valine
#   Quantum optimisation: True
#   Method: PBEh-3c
#   Random seed: 3628800
#   SMILES string: C[C@](Cn1ccnn1)([C@@H](N\C=C\C=O)C(O)=O)[SH](=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
 TBI  TBI  (3S)-3-(dioxidosulfanyl)-N-[(1E)-3-oxoprop-1-en-1-yl]-4-(1H-1,2,3-triazol-1-yl)-D-valine  ligand  34  20  .  2022-03-23  2022-11-17
;
Directly from eLBOW using geometry from QM method PBEh-3c with CPCM solvent model
Validated by Mogul as PERFECT
;

data_comp_TBI
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
 TBI  C18   C  CR15  0  -0.041   0.0089   2.0888   2.2757
 TBI  C19   C  CR15  0  -0.217  -1.1561   1.9578   2.9813
 TBI  N17   N  N     0  -0.306  -2.1719   2.3815   2.2002
 TBI  N16   N  N     0  -0.119  -1.6997   2.7656   1.0676
 TBI  N15   N  NR5   0  -0.192  -0.3850   2.5965   1.0937
 TBI  C14   C  CH2   0  -0.285   0.4324   2.9191  -0.0512
 TBI  C2    C  CT    0  -0.386   0.3299   1.8454  -1.1565
 TBI  S1    S  SH1   0   1.052   1.6578   2.2776  -2.3583
 TBI  O12   O  OS    0  -0.489   1.1371   3.2385  -3.3284
 TBI  O13   O  OS    0  -0.700   2.8577   2.6188  -1.6012
 TBI  C20   C  CH3   0  -0.644   0.6669   0.4643  -0.6011
 TBI  C3    C  CH1   0  -0.147  -1.0717   1.8721  -1.8058
 TBI  C9    C  C     0   0.506  -1.2159   0.9422  -3.0094
 TBI  O11   O  O     0  -0.350  -0.2959   0.4721  -3.6287
 TBI  O10   O  OH1   0  -0.661  -2.4857   0.7516  -3.2988
 TBI  N4    N  NH1   0  -0.645  -1.5145   3.1874  -2.1843
 TBI  C5    C  C1    0   0.076  -2.7203   3.6810  -1.8713
 TBI  C6    C  C1    0  -0.413  -3.2352   4.8537  -2.3223
 TBI  C7    C  C1    0   0.129  -4.5277   5.2545  -1.8566
 TBI  O8    O  O     0  -0.526  -5.1179   6.2749  -2.1720
 TBI  H18   H  HCR5  0   0.293   1.0377   1.8806   2.5139
 TBI  H19   H  HCR5  0   0.306  -1.3089   1.5929   3.9828
 TBI  H141  H  HCH2  0   0.319   1.4574   2.9858   0.3047
 TBI  H142  H  HCH2  0   0.318   0.1420   3.9015  -0.4191
 TBI  H201  H  HCH3  0   0.274   1.6136   0.4784  -0.0620
 TBI  H202  H  HCH3  0   0.295  -0.1057   0.1427   0.0967
 TBI  H203  H  HCH3  0   0.267   0.7343  -0.2944  -1.3784
 TBI  H3    H  HCH1  0   0.339  -1.7571   1.5081  -1.0346
 TBI  H10   H  HOH1  0   0.449  -2.5784   0.2108  -4.0985
 TBI  HN4   H  HNH1  0   0.408  -0.9442   3.6890  -2.8515
 TBI  H5    H  H     0   0.298  -3.3002   3.0747  -1.1838
 TBI  H6    H  H     0   0.283  -2.6877   5.4856  -3.0125
 TBI  H77   H  H     0   0.266  -5.0014   4.5338  -1.1608
 TBI  HS1   H  HSH1  0   0.246   1.8856   1.0948  -2.9743

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
 TBI  C18  C19   aromatic  1.368  0.020  1.368
 TBI  C18  N15   aromatic  1.345  0.020  1.345
 TBI  C18  H18   single    0.930  0.020  1.080
 TBI  C19  N17   aromatic  1.350  0.020  1.350
 TBI  C19  H19   single    0.930  0.020  1.080
 TBI  N17  N16   aromatic  1.286  0.020  1.286
 TBI  N16  N15   aromatic  1.326  0.020  1.326
 TBI  N15  C14   single    1.443  0.020  1.443
 TBI  C14  C2    single    1.544  0.020  1.544
 TBI  C14  H141  single    0.970  0.020  1.090
 TBI  C14  H142  single    0.970  0.020  1.090
 TBI  C2   S1    single    1.842  0.020  1.842
 TBI  C2   C20   single    1.526  0.020  1.526
 TBI  C2   C3    single    1.545  0.020  1.545
 TBI  S1   O12   double    1.461  0.020  1.461
 TBI  S1   O13   double    1.459  0.020  1.459
 TBI  C20  H201  single    0.970  0.020  1.090
 TBI  C20  H202  single    0.970  0.020  1.090
 TBI  C20  H203  single    0.970  0.020  1.090
 TBI  C3   C9    single    1.528  0.020  1.528
 TBI  C3   N4    single    1.439  0.020  1.439
 TBI  C3   H3    single    0.970  0.020  1.090
 TBI  C9   O11   double    1.205  0.020  1.205
 TBI  C9   O10   single    1.316  0.020  1.316
 TBI  O10  H10   single    0.850  0.020  0.980
 TBI  N4   C5    single    1.340  0.020  1.340
 TBI  N4   HN4   single    0.860  0.020  1.020
 TBI  C5   C6    double    1.358  0.020  1.358
 TBI  C5   H5    single    0.930  0.020  1.080
 TBI  C6   C7    single    1.431  0.020  1.431
 TBI  C6   H6    single    0.930  0.020  1.080
 TBI  C7   O8    double    1.220  0.020  1.220
 TBI  C7   H77   single    0.930  0.020  1.080
 TBI  HS1  S1    single    1.200  0.020  1.300

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
 TBI  H18   C18  N15   123.18  3.000
 TBI  H18   C18  C19   132.93  3.000
 TBI  N15   C18  C19   103.88  3.000
 TBI  H19   C19  N17   122.54  3.000
 TBI  H19   C19  C18   129.26  3.000
 TBI  N17   C19  C18   108.20  3.000
 TBI  N16   N17  C19   109.10  3.000
 TBI  N15   N16  N17   107.98  3.000
 TBI  C14   N15  N16   121.16  3.000
 TBI  C14   N15  C18   127.99  3.000
 TBI  N16   N15  C18   110.84  3.000
 TBI  H142  C14  H141  107.87  3.000
 TBI  H142  C14  C2    111.58  3.000
 TBI  H141  C14  C2    109.85  3.000
 TBI  H142  C14  N15   108.59  3.000
 TBI  H141  C14  N15   106.74  3.000
 TBI  C2    C14  N15   112.01  3.000
 TBI  C3    C2   C20   111.64  3.000
 TBI  C3    C2   S1    112.07  3.000
 TBI  C20   C2   S1    106.89  3.000
 TBI  C3    C2   C14   110.43  3.000
 TBI  C20   C2   C14   110.73  3.000
 TBI  S1    C2   C14   104.83  3.000
 TBI  HS1   S1   O13   107.59  3.000
 TBI  HS1   S1   O12   109.43  3.000
 TBI  O13   S1   O12   118.92  3.000
 TBI  HS1   S1   C2    102.32  3.000
 TBI  O13   S1   C2    108.01  3.000
 TBI  O12   S1   C2    109.30  3.000
 TBI  H203  C20  H202  107.19  3.000
 TBI  H203  C20  H201  107.97  3.000
 TBI  H202  C20  H201  107.64  3.000
 TBI  H203  C20  C2    112.62  3.000
 TBI  H202  C20  C2    110.10  3.000
 TBI  H201  C20  C2    111.11  3.000
 TBI  H3    C3   N4    107.27  3.000
 TBI  H3    C3   C9    107.08  3.000
 TBI  N4    C3   C9    108.67  3.000
 TBI  H3    C3   C2    105.45  3.000
 TBI  N4    C3   C2    113.93  3.000
 TBI  C9    C3   C2    113.97  3.000
 TBI  O10   C9   O11   124.56  3.000
 TBI  O10   C9   C3    110.64  3.000
 TBI  O11   C9   C3    124.78  3.000
 TBI  H10   O10  C9    110.75  3.000
 TBI  HN4   N4   C5    118.62  3.000
 TBI  HN4   N4   C3    116.98  3.000
 TBI  C5    N4   C3    123.53  3.000
 TBI  H5    C5   C6    119.38  3.000
 TBI  H5    C5   N4    115.04  3.000
 TBI  C6    C5   N4    125.58  3.000
 TBI  H6    C6   C7    120.00  3.000
 TBI  H6    C6   C5    121.56  3.000
 TBI  C7    C6   C5    118.44  3.000
 TBI  H77   C7   O8    119.96  3.000
 TBI  H77   C7   C6    114.09  3.000
 TBI  O8    C7   C6    125.94  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
 TBI  CONST_01  N16  N17  C19  C18     0.00   0.0  0
 TBI  CONST_02  N17  N16  N15  C18     0.00   0.0  0
 TBI  CONST_03  N16  N15  C18  C19     0.00   0.0  0
 TBI  CONST_04  N15  N16  N17  C19     0.00   0.0  0
 TBI  CONST_05  N15  C18  C19  N17     0.00   0.0  0
 TBI  CONST_06  C14  N15  C18  C19   180.00   0.0  0
 TBI  CONST_07  C14  N15  N16  N17   180.00   0.0  0
 TBI  CONST_08  H18  C18  C19  N17   180.00   0.0  0
 TBI  CONST_09  H19  C19  N17  N16   180.00   0.0  0
 TBI  CONST_10  H10  O10  C9   C3    180.00   0.0  0
 TBI  Var_01    C2   C14  N15  C18   102.27  30.0  2
 TBI  Var_02    C7   C6   C5   N4   -178.14   0.0  2
 TBI  Var_03    C6   C5   N4   C3   -172.65  30.0  2
 TBI  Var_04    O8   C7   C6   C5   -179.91  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
 TBI  chir_01  C2  S1  C20  C3  positiv
 TBI  chir_02  C3  N4  C2   C9  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
 TBI  plan-1  C18  0.020
 TBI  plan-1  C19  0.020
 TBI  plan-1  N17  0.020
 TBI  plan-1  N16  0.020
 TBI  plan-1  N15  0.020
 TBI  plan-1  C14  0.020
 TBI  plan-1  H18  0.020
 TBI  plan-1  H19  0.020
 TBI  plan-2  C3   0.020
 TBI  plan-2  C9   0.020
 TBI  plan-2  O11  0.020
 TBI  plan-2  O10  0.020
 TBI  plan-2  H10  0.020
 TBI  plan-3  N4   0.020
 TBI  plan-3  C5   0.020
 TBI  plan-3  C6   0.020
 TBI  plan-3  C7   0.020
 TBI  plan-3  H5   0.020
 TBI  plan-3  H6   0.020
 TBI  plan-4  C6   0.020
 TBI  plan-4  C7   0.020
 TBI  plan-4  O8   0.020
 TBI  plan-4  H77  0.020

