# electronic Ligand Builder and Optimisation Workbench (eLBOW)
#   - a module of PHENIX version dev-svn-
#   - file written: Sat Apr 18 15:40:00 2020
#   Inital geometry file: a 130 line input string
#   Ligand name: 4-[(4-{5-[(3aS,4S,6aR)-2-oxohexahydro-1H-thieno[3,4-d]imidazol-4-yl]pentyl}-1H-1,2,3-triazol-1-yl)methyl]benzoic acid
#   Quantum optimisation: True
#   Method: PBEh-3c
#   Random seed: 3628800
#   SMILES string: OC(=O)c1ccc(Cn2cc(CCCCC[C@@H]3SC[C@@H]4NC(=O)N[C@H]34)nn2)cc1
#
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
 BTV  BTV  '4-[(4-{5-[(3aS,4S,6aR)-2-oxohexahydro-1H-thieno[3,4-d]imidazol-4-yl]pentyl}-1H-1,2,3-triazol-1-yl)methyl]benzoic acid'  ligand  53  29  .  2021-08-06  2021-08-06  
;
Directly from eLBOW using geometry from QM method PBEh-3c with CPCM solvent model
Validated by Mogul as PERFECT
;

data_comp_BTV
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
 BTV  C16  C  CR16   0  -0.294   6.8355   1.4545   0.6816
 BTV  C19  C  C      0   0.397   9.5621  -0.8344  -0.6975
 BTV  C22  C  CR16   0  -0.276   7.3023  -1.2537   0.3824
 BTV  N25  N  N      0  -0.324   2.2102   0.8037  -0.7953
 BTV  C02  C  CR5    0   0.642  -8.5014  -1.4965   0.4745
 BTV  C04  C  CR15   0  -0.065  -7.1853  -0.3461  -1.0854
 BTV  C05  C  CH1    0  -0.362  -5.8739   0.4020  -0.8147
 BTV  C06  C  CH2    0  -0.420  -4.6513  -0.4904  -0.7071
 BTV  C07  C  CH2    0  -0.416  -3.3477   0.2758  -0.5181
 BTV  C08  C  CH2    0  -0.420  -2.1317  -0.6417  -0.5009
 BTV  C09  C  CH2    0  -0.415  -0.8281   0.1081  -0.2630
 BTV  C11  C  CR5    0   0.170   1.6585  -0.1036   0.0415
 BTV  C12  C  CR15   0  -0.102   2.4567  -0.1694   1.1559
 BTV  C14  C  CH2    0  -0.399   4.5958   1.0301   1.7376
 BTV  C15  C  CR6    0   0.120   5.8779   0.5474   1.1172
 BTV  C17  C  CR16   0  -0.275   8.0175   1.0106   0.1043
 BTV  C18  C  CR6    0  -0.106   8.2672  -0.3482  -0.0573
 BTV  C23  C  CR16   0  -0.273   6.1243  -0.8147   0.9644
 BTV  C27  C  CH2    0  -0.570  -7.8188   1.8092   0.0438
 BTV  C28  C  CR15   0  -0.043  -8.3754   0.5583  -0.6462
 BTV  N03  N  NR15   0  -0.656  -7.3507  -1.5120  -0.2542
 BTV  N13  N  NR5    0  -0.244   3.4425   0.7121   0.9134
 BTV  N24  N  N      0  -0.101   3.2824   1.2850  -0.2627
 BTV  N29  N  NR15   0  -0.661  -9.1098  -0.3090   0.2359
 BTV  O20  O  O      0  -0.592   9.7024  -2.0678  -0.8020
 BTV  O21  O  OC    -1  -0.593  10.3674   0.0434  -1.0620
 BTV  S26  S  S2     0  -0.025  -6.1981   1.3491   0.7091
 BTV  H1   H  HCR6   0   0.250   6.6577   2.5177   0.7955
 BTV  H2   H  HCR6   0   0.245   7.4805  -2.3149   0.2692
 BTV  H5   H  HCH1   0   0.274  -5.7258   1.1213  -1.6274
 BTV  H6   H  HCH2   0   0.231  -4.7847  -1.1987   0.1151
 BTV  H7   H  HCH2   0   0.238  -4.5896  -1.0864  -1.6249
 BTV  H8   H  HCH2   0   0.218  -3.2370   1.0149  -1.3185
 BTV  H9   H  HCH2   0   0.218  -3.3827   0.8427   0.4183
 BTV  H10  H  HCH2   0   0.215  -2.2605  -1.3989   0.2800
 BTV  H11  H  HCH2   0   0.215  -2.0747  -1.1876  -1.4491
 BTV  H12  H  HCH2   0   0.222  -0.6947   0.8715  -1.0352
 BTV  H13  H  HCH2   0   0.221  -0.8803   0.6404   0.6919
 BTV  H16  H  HCR5   0   0.306   2.3972  -0.7489   2.0618
 BTV  H17  H  HCH2   0   0.291   4.4263   0.5659   2.7085
 BTV  H18  H  HCH2   0   0.295   4.6195   2.1083   1.8925
 BTV  H19  H  HCR6   0   0.244   8.7541   1.7301  -0.2281
 BTV  H20  H  HCR6   0   0.247   5.3915  -1.5393   1.3026
 BTV  H21  H  HCH2   0   0.274  -7.7006   2.6152  -0.6819
 BTV  H22  H  HCH2   0   0.289  -8.4688   2.1644   0.8427
 BTV  H23  H  HCR5   0   0.278  -8.9887   0.8606  -1.4979
 BTV  H25  H  HNR5   0   0.399  -6.9045  -2.3864  -0.4744
 BTV  H26  H  HNR5   0   0.399  -9.9092  -0.0035   0.7644
 BTV  O01  O  O      0  -0.529  -8.9082  -2.3896   1.2021
 BTV  C10  C  CH2    0  -0.504   0.3869  -0.8206  -0.2537
 BTV  H3   H  HCR5   0   0.281  -7.2412  -0.6052  -2.1467
 BTV  H14  H  HCH2   0   0.242   0.2432  -1.6022   0.4954
 BTV  H15  H  HCH2   0   0.243   0.4623  -1.3272  -1.2203

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
 BTV  C16  C15  aromatic  1.389  0.020  1.389
 BTV  C16  C17  aromatic  1.388  0.020  1.388
 BTV  C19  C18  single    1.524  0.020  1.524
 BTV  C19  O20  deloc     1.246  0.020  1.246
 BTV  C19  O21  deloc     1.246  0.020  1.246
 BTV  C22  C18  aromatic  1.394  0.020  1.394
 BTV  C22  C23  aromatic  1.385  0.020  1.385
 BTV  N25  C11  aromatic  1.352  0.020  1.352
 BTV  N25  N24  aromatic  1.290  0.020  1.290
 BTV  C02  N03  single    1.362  0.020  1.362
 BTV  C02  N29  single    1.355  0.020  1.355
 BTV  C02  O01  double    1.222  0.020  1.222
 BTV  C04  C05  single    1.534  0.020  1.534
 BTV  C04  N03  single    1.441  0.020  1.441
 BTV  C05  C06  single    1.518  0.020  1.518
 BTV  C05  S26  single    1.823  0.020  1.823
 BTV  C06  C07  single    1.524  0.020  1.524
 BTV  C07  C08  single    1.523  0.020  1.523
 BTV  C08  C09  single    1.523  0.020  1.523
 BTV  C09  C10  single    1.529  0.020  1.529
 BTV  C10  C11  single    1.489  0.020  1.489
 BTV  C11  C12  aromatic  1.372  0.020  1.372
 BTV  C12  N13  aromatic  1.344  0.020  1.344
 BTV  C14  C15  single    1.504  0.020  1.504
 BTV  C14  N13  single    1.453  0.020  1.453
 BTV  C15  C23  aromatic  1.393  0.020  1.393
 BTV  C17  C18  aromatic  1.391  0.020  1.391
 BTV  C27  C28  single    1.533  0.020  1.533
 BTV  C27  S26  single    1.811  0.020  1.811
 BTV  C28  N29  single    1.439  0.020  1.439
 BTV  N13  N24  aromatic  1.318  0.020  1.318
 BTV  C16  H1   single    0.930  0.020  1.080
 BTV  C22  H2   single    0.930  0.020  1.080
 BTV  C04  H3   single    0.970  0.020  1.090
 BTV  C05  H5   single    0.970  0.020  1.090
 BTV  C06  H6   single    0.970  0.020  1.090
 BTV  C06  H7   single    0.970  0.020  1.090
 BTV  C07  H8   single    0.970  0.020  1.090
 BTV  C07  H9   single    0.970  0.020  1.090
 BTV  C08  H10  single    0.970  0.020  1.090
 BTV  C08  H11  single    0.970  0.020  1.090
 BTV  C09  H12  single    0.970  0.020  1.090
 BTV  C09  H13  single    0.970  0.020  1.090
 BTV  C10  H14  single    0.970  0.020  1.090
 BTV  C10  H15  single    0.970  0.020  1.090
 BTV  C12  H16  single    0.930  0.020  1.080
 BTV  C14  H17  single    0.970  0.020  1.090
 BTV  C14  H18  single    0.970  0.020  1.090
 BTV  C17  H19  single    0.930  0.020  1.080
 BTV  C23  H20  single    0.930  0.020  1.080
 BTV  C27  H21  single    0.970  0.020  1.090
 BTV  C27  H22  single    0.970  0.020  1.090
 BTV  C28  H23  single    0.970  0.020  1.090
 BTV  N03  H25  single    0.890  0.020  1.040
 BTV  N29  H26  single    0.860  0.020  1.020
 BTV  C28  C04  single    1.558  0.020  1.558

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
 BTV  H1   C16  C17  119.80  3.000
 BTV  H1   C16  C15  119.63  3.000
 BTV  C17  C16  C15  120.56  3.000
 BTV  O21  C19  O20  126.89  3.000
 BTV  O21  C19  C18  116.57  3.000
 BTV  O20  C19  C18  116.54  3.000
 BTV  H2   C22  C23  119.66  3.000
 BTV  H2   C22  C18  119.34  3.000
 BTV  C23  C22  C18  121.00  3.000
 BTV  N24  N25  C11  109.51  3.000
 BTV  O01  C02  N29  126.57  3.000
 BTV  O01  C02  N03  126.28  3.000
 BTV  N29  C02  N03  107.15  3.000
 BTV  H3   C04  N03  111.23  3.000
 BTV  H3   C04  C28  111.84  3.000
 BTV  N03  C04  C28  102.67  3.000
 BTV  C28  C04  C05  108.67  3.000
 BTV  H3   C04  C05  109.30  3.000
 BTV  N03  C04  C05  113.01  3.000
 BTV  H5   C05  S26  107.64  3.000
 BTV  H5   C05  C06  109.26  3.000
 BTV  S26  C05  C06  112.92  3.000
 BTV  H5   C05  C04  107.75  3.000
 BTV  S26  C05  C04  104.41  3.000
 BTV  C06  C05  C04  114.49  3.000
 BTV  H7   C06  H6   106.52  3.000
 BTV  H7   C06  C07  109.21  3.000
 BTV  H6   C06  C07  109.69  3.000
 BTV  H7   C06  C05  107.80  3.000
 BTV  H6   C06  C05  109.63  3.000
 BTV  C07  C06  C05  113.72  3.000
 BTV  H9   C07  H8   106.19  3.000
 BTV  H9   C07  C08  109.12  3.000
 BTV  H8   C07  C08  109.51  3.000
 BTV  H9   C07  C06  109.82  3.000
 BTV  H8   C07  C06  109.59  3.000
 BTV  C08  C07  C06  112.42  3.000
 BTV  H11  C08  H10  106.18  3.000
 BTV  H11  C08  C09  109.64  3.000
 BTV  H10  C08  C09  109.26  3.000
 BTV  H11  C08  C07  109.38  3.000
 BTV  H10  C08  C07  109.30  3.000
 BTV  C09  C08  C07  112.87  3.000
 BTV  H13  C09  H12  106.39  3.000
 BTV  H13  C09  C10  109.14  3.000
 BTV  H12  C09  C10  109.34  3.000
 BTV  H13  C09  C08  109.57  3.000
 BTV  H12  C09  C08  109.75  3.000
 BTV  C10  C09  C08  112.46  3.000
 BTV  C12  C11  C10  129.38  3.000
 BTV  C12  C11  N25  107.30  3.000
 BTV  C10  C11  N25  123.29  3.000
 BTV  H16  C12  N13  123.03  3.000
 BTV  H16  C12  C11  132.58  3.000
 BTV  N13  C12  C11  104.39  3.000
 BTV  H18  C14  H17  107.36  3.000
 BTV  H18  C14  N13  108.34  3.000
 BTV  H17  C14  N13  106.79  3.000
 BTV  H18  C14  C15  110.96  3.000
 BTV  H17  C14  C15  111.31  3.000
 BTV  N13  C14  C15  111.87  3.000
 BTV  C23  C15  C14  120.67  3.000
 BTV  C23  C15  C16  118.84  3.000
 BTV  C14  C15  C16  120.49  3.000
 BTV  H19  C17  C18  119.45  3.000
 BTV  H19  C17  C16  119.65  3.000
 BTV  C18  C17  C16  120.90  3.000
 BTV  C17  C18  C22  118.27  3.000
 BTV  C17  C18  C19  120.86  3.000
 BTV  C22  C18  C19  120.87  3.000
 BTV  H20  C23  C15  119.98  3.000
 BTV  H20  C23  C22  119.59  3.000
 BTV  C15  C23  C22  120.43  3.000
 BTV  H22  C27  H21  108.15  3.000
 BTV  H22  C27  S26  110.33  3.000
 BTV  H21  C27  S26  109.58  3.000
 BTV  H22  C27  C28  112.30  3.000
 BTV  H21  C27  C28  110.04  3.000
 BTV  S26  C27  C28  106.43  3.000
 BTV  H23  C28  N29  110.99  3.000
 BTV  H23  C28  C27  109.21  3.000
 BTV  N29  C28  C27  113.66  3.000
 BTV  H23  C28  C04  111.70  3.000
 BTV  N29  C28  C04  102.29  3.000
 BTV  C27  C28  C04  108.86  3.000
 BTV  H25  N03  C04  121.73  3.000
 BTV  H25  N03  C02  120.11  3.000
 BTV  C04  N03  C02  113.35  3.000
 BTV  N24  N13  C14  120.50  3.000
 BTV  N24  N13  C12  110.91  3.000
 BTV  C14  N13  C12  128.56  3.000
 BTV  N13  N24  N25  107.88  3.000
 BTV  H26  N29  C28  123.01  3.000
 BTV  H26  N29  C02  122.03  3.000
 BTV  C28  N29  C02  114.01  3.000
 BTV  C27  S26  C05   89.09  3.000
 BTV  H15  C10  H14  106.48  3.000
 BTV  H15  C10  C11  109.83  3.000
 BTV  H14  C10  C11  108.72  3.000
 BTV  H15  C10  C09  109.31  3.000
 BTV  H14  C10  C09  109.53  3.000
 BTV  C11  C10  C09  112.78  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
 BTV  CONST_01  C22  C23  C15  C16     0.00   0.0  0
 BTV  CONST_02  C22  C18  C17  C16     0.00   0.0  0
 BTV  CONST_03  N13  C12  C11  N25     0.00   0.0  0
 BTV  CONST_04  C12  N13  N24  N25     0.00   0.0  0
 BTV  CONST_05  N13  N24  N25  C11     0.00   0.0  0
 BTV  CONST_06  N24  N13  C12  C11     0.00   0.0  0
 BTV  CONST_07  N24  N25  C11  C12     0.00   0.0  0
 BTV  CONST_08  C18  C17  C16  C15     0.00   0.0  0
 BTV  CONST_09  C18  C22  C23  C15     0.00   0.0  0
 BTV  CONST_10  C23  C15  C16  C17     0.00   0.0  0
 BTV  CONST_11  C23  C22  C18  C17     0.00   0.0  0
 BTV  CONST_12  N29  C02  N03  C04     0.00   0.0  0
 BTV  CONST_13  N03  C02  N29  C28     0.00   0.0  0
 BTV  CONST_14  C19  C18  C17  C16   180.00   0.0  0
 BTV  CONST_15  C23  C22  C18  C19   180.00   0.0  0
 BTV  CONST_16  C14  C15  C23  C22   180.00   0.0  0
 BTV  CONST_17  C14  N13  N24  N25   180.00   0.0  0
 BTV  CONST_18  N24  N25  C11  C10   180.00   0.0  0
 BTV  CONST_19  N13  C12  C11  C10   180.00   0.0  0
 BTV  CONST_20  C14  N13  C12  C11   180.00   0.0  0
 BTV  CONST_21  C17  C16  C15  C14   180.00   0.0  0
 BTV  CONST_22  O01  C02  N03  C04   180.00   0.0  0
 BTV  CONST_23  O01  C02  N29  C28   180.00   0.0  0
 BTV  CONST_24  H20  C23  C15  C16   180.00   0.0  0
 BTV  CONST_25  H19  C17  C18  C22   180.00   0.0  0
 BTV  CONST_26  H16  C12  C11  N25   180.00   0.0  0
 BTV  CONST_27  H2   C22  C23  C15   180.00   0.0  0
 BTV  CONST_28  H1   C16  C17  C18   180.00   0.0  0
 BTV  CONST_29  H26  N29  C02  N03   180.00   0.0  0
 BTV  Var_01    C28  C27  S26  C05    40.35  30.0  1
 BTV  Var_02    N13  C14  C15  C16   113.85  30.0  2
 BTV  Var_03    C15  C14  N13  C12   110.72  30.0  2
 BTV  Var_04    O20  C19  C18  C22     0.02  30.0  3
 BTV  Var_05    C09  C10  C11  N25   -67.12  30.0  2
 BTV  Var_06    C08  C07  C06  C05  -176.43  30.0  3
 BTV  Var_07    C11  C10  C09  C08  -177.32  30.0  3
 BTV  Var_08    C09  C08  C07  C06  -177.96  30.0  3
 BTV  Var_09    C10  C09  C08  C07  -179.75  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
 BTV  chir_01  C04  C05  N03  C28  negativ
 BTV  chir_02  C05  S26  C04  C06  positiv
 BTV  chir_03  C28  N29  C04  C27  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
 BTV  plan-1  N25  0.020
 BTV  plan-1  C11  0.020
 BTV  plan-1  C12  0.020
 BTV  plan-1  C14  0.020
 BTV  plan-1  N13  0.020
 BTV  plan-1  N24  0.020
 BTV  plan-1  H16  0.020
 BTV  plan-1  C10  0.020
 BTV  plan-2  C16  0.020
 BTV  plan-2  C19  0.020
 BTV  plan-2  C22  0.020
 BTV  plan-2  C14  0.020
 BTV  plan-2  C15  0.020
 BTV  plan-2  C17  0.020
 BTV  plan-2  C18  0.020
 BTV  plan-2  C23  0.020
 BTV  plan-2  H1   0.020
 BTV  plan-2  H2   0.020
 BTV  plan-2  H19  0.020
 BTV  plan-2  H20  0.020
 BTV  plan-3  C02  0.020
 BTV  plan-3  C04  0.020
 BTV  plan-3  C28  0.020
 BTV  plan-3  N03  0.020
 BTV  plan-3  N29  0.020
 BTV  plan-3  H25  0.020
 BTV  plan-3  H26  0.020
 BTV  plan-3  O01  0.020
 BTV  plan-4  C19  0.020
 BTV  plan-4  C18  0.020
 BTV  plan-4  O20  0.020
 BTV  plan-4  O21  0.020

