# electronic Ligand Builder and Optimisation Workbench (eLBOW)
#   - a module of PHENIX version dev-svn-
#   - file written: Sun Mar 22 01:04:35 2020
#   Inital geometry file: a 84 line input string
#   Ligand name: 3-(1H-tetrazol-5-ylmethyl)-5,6,7,8-tetrahydro[1]benzothieno[2,3-d]pyrimidin-4(3H)-one
#   Quantum optimisation: True
#   Method: PBEh-3c
#   Random seed: 3628800
#   SMILES string: O=C1N(Cc2[nH]nnn2)C=Nc3sc4CCCCc4c13
#
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
 1CE  1CE  3-(1H-tetrazol-5-ylmethyl)-5,6,7,8-tetrahydro[1]benzothieno[2,3-d]pyrimidin-4(3H)-one  ligand  32  20  .  2021-08-03  2021-08-03  
;
Directly from eLBOW using geometry from QM method PBEh-3c with CPCM solvent model
Validated by Mogul as PERFECT
;

data_comp_1CE
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
 1CE  O20   O  O     0  -0.454   0.8586  -1.3844   0.9081
 1CE  C12   C  CR6   0   0.584   0.5189  -0.2223   0.7731
 1CE  N7    N  NR6   0  -0.534   1.4537   0.8023   0.9835
 1CE  C6    C  CH2   0  -0.388   2.7814   0.4063   1.4226
 1CE  C3    C  CR5   0   0.516   3.5011  -0.3921   0.3956
 1CE  N2    N  N     0  -0.335   4.2834  -1.4173   0.6154
 1CE  N4    N  NR15  0  -0.466   3.5127  -0.1563  -0.9155
 1CE  N5    N  N     0  -0.068   4.2974  -1.0441  -1.5032
 1CE  N1    N  N     0  -0.139   4.7546  -1.7875  -0.5766
 1CE  C11   C  CR56  0  -0.053  -0.7777   0.2713   0.4016
 1CE  C13   C  CR5   0   0.200  -1.9716  -0.4669   0.1168
 1CE  C16   C  CH2   0  -0.493  -2.1347  -1.9579   0.1571
 1CE  C17   C  CH2   0  -0.450  -3.6098  -2.3528   0.1399
 1CE  C18   C  CH2   0  -0.448  -4.3941  -1.5624  -0.9002
 1CE  C19   C  CH2   0  -0.480  -4.3836  -0.0703  -0.5751
 1CE  C14   C  CR5   0  -0.266  -3.0001   0.3606  -0.2126
 1CE  S15   S  S2    0   0.241  -2.5519   2.0368  -0.1719
 1CE  C10   C  CR56  0  -0.056  -0.9455   1.6384   0.2915
 1CE  N9    N  N     0  -0.432   0.0001   2.5792   0.5098
 1CE  C8    C  CR16  0   0.161   1.1536   2.1226   0.8497
 1CE  H6    H  HCH2  0   0.326   3.3480   1.3109   1.6434
 1CE  H6A   H  HCH2  0   0.324   2.7237  -0.1743   2.3418
 1CE  HN4   H  HNR5  0   0.449   3.0407   0.5517  -1.4612
 1CE  H16   H  HCH2  0   0.244  -1.6153  -2.3991  -0.6994
 1CE  H16A  H  HCH2  0   0.251  -1.6492  -2.3643   1.0451
 1CE  H17   H  HCH2  0   0.241  -3.6969  -3.4236  -0.0516
 1CE  H17A  H  HCH2  0   0.227  -4.0430  -2.1747   1.1288
 1CE  H18   H  HCH2  0   0.229  -3.9593  -1.7259  -1.8905
 1CE  H18A  H  HCH2  0   0.243  -5.4264  -1.9127  -0.9489
 1CE  H19   H  HCH2  0   0.260  -4.7574   0.5081  -1.4231
 1CE  H19A  H  HCH2  0   0.256  -5.0629   0.1350   0.2583
 1CE  H8    H  HCR6  0   0.311   1.9649   2.8124   1.0465

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
 1CE  O20  C12   double    1.218  0.020  1.218
 1CE  C12  N7    single    1.403  0.020  1.403
 1CE  C12  C11   single    1.436  0.020  1.436
 1CE  N7   C6    single    1.453  0.020  1.453
 1CE  N7   C8    single    1.361  0.020  1.361
 1CE  C6   C3    single    1.487  0.020  1.487
 1CE  C3   N2    aromatic  1.308  0.020  1.308
 1CE  C3   N4    aromatic  1.332  0.020  1.332
 1CE  N2   N1    aromatic  1.334  0.020  1.334
 1CE  N4   N5    aromatic  1.323  0.020  1.323
 1CE  N5   N1    aromatic  1.273  0.020  1.273
 1CE  C11  C13   aromatic  1.432  0.020  1.432
 1CE  C11  C10   aromatic  1.382  0.020  1.382
 1CE  C13  C16   single    1.500  0.020  1.500
 1CE  C13  C14   aromatic  1.361  0.020  1.361
 1CE  C16  C17   single    1.527  0.020  1.527
 1CE  C17  C18   single    1.524  0.020  1.524
 1CE  C18  C19   single    1.527  0.020  1.527
 1CE  C19  C14   single    1.494  0.020  1.494
 1CE  C14  S15   aromatic  1.736  0.020  1.736
 1CE  S15  C10   aromatic  1.719  0.020  1.719
 1CE  C10  N9    single    1.352  0.020  1.352
 1CE  N9   C8    double    1.286  0.020  1.286
 1CE  C6   H6    single    0.970  0.020  1.090
 1CE  C6   H6A   single    0.970  0.020  1.090
 1CE  N4   HN4   single    0.860  0.020  1.020
 1CE  C16  H16   single    0.970  0.020  1.090
 1CE  C16  H16A  single    0.970  0.020  1.090
 1CE  C17  H17   single    0.970  0.020  1.090
 1CE  C17  H17A  single    0.970  0.020  1.090
 1CE  C18  H18   single    0.970  0.020  1.090
 1CE  C18  H18A  single    0.970  0.020  1.090
 1CE  C19  H19   single    0.970  0.020  1.090
 1CE  C19  H19A  single    0.970  0.020  1.090
 1CE  C8   H8    single    0.930  0.020  1.080

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
 1CE  C11   C12  N7   112.91  3.000
 1CE  C11   C12  O20  127.46  3.000
 1CE  N7    C12  O20  119.63  3.000
 1CE  C8    N7   C6   119.71  3.000
 1CE  C8    N7   C12  123.16  3.000
 1CE  C6    N7   C12  117.06  3.000
 1CE  H6A   C6   H6   107.40  3.000
 1CE  H6A   C6   C3   108.82  3.000
 1CE  H6    C6   C3   109.52  3.000
 1CE  H6A   C6   N7   110.61  3.000
 1CE  H6    C6   N7   108.05  3.000
 1CE  C3    C6   N7   112.33  3.000
 1CE  N4    C3   N2   107.39  3.000
 1CE  N4    C3   C6   126.09  3.000
 1CE  N2    C3   C6   126.47  3.000
 1CE  N1    N2   C3   106.18  3.000
 1CE  HN4   N4   N5   120.48  3.000
 1CE  HN4   N4   C3   130.63  3.000
 1CE  N5    N4   C3   108.89  3.000
 1CE  N1    N5   N4   106.36  3.000
 1CE  N5    N1   N2   111.19  3.000
 1CE  C10   C11  C13  113.13  3.000
 1CE  C10   C11  C12  118.05  3.000
 1CE  C13   C11  C12  128.81  3.000
 1CE  C14   C13  C16  121.92  3.000
 1CE  C14   C13  C11  111.39  3.000
 1CE  C16   C13  C11  126.69  3.000
 1CE  H16A  C16  H16  106.00  3.000
 1CE  H16A  C16  C17  110.05  3.000
 1CE  H16   C16  C17  110.20  3.000
 1CE  H16A  C16  C13  110.11  3.000
 1CE  H16   C16  C13  109.15  3.000
 1CE  C17   C16  C13  111.20  3.000
 1CE  H17A  C17  H17  106.67  3.000
 1CE  H17A  C17  C18  109.19  3.000
 1CE  H17   C17  C18  110.37  3.000
 1CE  H17A  C17  C16  109.28  3.000
 1CE  H17   C17  C16  109.44  3.000
 1CE  C18   C17  C16  111.76  3.000
 1CE  H18A  C18  H18  106.72  3.000
 1CE  H18A  C18  C19  109.25  3.000
 1CE  H18   C18  C19  109.63  3.000
 1CE  H18A  C18  C17  110.54  3.000
 1CE  H18   C18  C17  109.63  3.000
 1CE  C19   C18  C17  110.97  3.000
 1CE  H19A  C19  H19  106.22  3.000
 1CE  H19A  C19  C14  109.63  3.000
 1CE  H19   C19  C14  110.64  3.000
 1CE  H19A  C19  C18  109.94  3.000
 1CE  H19   C19  C18  110.47  3.000
 1CE  C14   C19  C18  109.87  3.000
 1CE  S15   C14  C19  121.57  3.000
 1CE  S15   C14  C13  112.74  3.000
 1CE  C19   C14  C13  125.69  3.000
 1CE  C10   S15  C14   91.36  3.000
 1CE  N9    C10  S15  122.42  3.000
 1CE  N9    C10  C11  126.21  3.000
 1CE  S15   C10  C11  111.37  3.000
 1CE  C8    N9   C10  115.03  3.000
 1CE  H8    C8   N9   119.59  3.000
 1CE  H8    C8   N7   115.78  3.000
 1CE  N9    C8   N7   124.63  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
 1CE  CONST_01  N5   N1   N2   C3      0.00   0.0  0
 1CE  CONST_02  N1   N5   N4   C3      0.00   0.0  0
 1CE  CONST_03  N5   N4   C3   N2      0.00   0.0  0
 1CE  CONST_04  N4   N5   N1   N2      0.00   0.0  0
 1CE  CONST_05  N1   N2   C3   N4      0.00   0.0  0
 1CE  CONST_06  S15  C14  C13  C11     0.00   0.0  0
 1CE  CONST_07  C14  S15  C10  C11     0.00   0.0  0
 1CE  CONST_08  S15  C10  C11  C13     0.00   0.0  0
 1CE  CONST_09  C10  S15  C14  C13     0.00   0.0  0
 1CE  CONST_10  C10  C11  C13  C14     0.00   0.0  0
 1CE  CONST_11  N9   C8   N7   C12     0.00   0.0  0
 1CE  CONST_12  C10  N9   C8   N7      0.00   0.0  0
 1CE  CONST_13  C8   N7   C12  C11     0.00   0.0  0
 1CE  CONST_14  N1   N2   C3   C6    180.00   0.0  0
 1CE  CONST_15  N5   N4   C3   C6    180.00   0.0  0
 1CE  CONST_16  C8   N7   C12  O20   180.00   0.0  0
 1CE  CONST_17  C11  C12  N7   C6    180.00   0.0  0
 1CE  CONST_18  N9   C8   N7   C6    180.00   0.0  0
 1CE  CONST_19  HN4  N4   C3   N2    180.00   0.0  0
 1CE  CONST_20  H8   C8   N7   C12   180.00   0.0  0
 1CE  CONST_21  C6   N7   C12  O20     0.00   0.0  0
 1CE  Var_01    C17  C16  C13  C11   165.74  30.0  1
 1CE  Var_02    C18  C17  C16  C13    45.04  30.0  1
 1CE  Var_03    C18  C19  C14  C13   -15.55  30.0  1
 1CE  Var_04    C19  C18  C17  C16   -62.95  30.0  1
 1CE  Var_05    C14  C19  C18  C17    45.60  30.0  1
 1CE  Var_06    C3   C6   N7   C12    65.15  30.0  3
 1CE  Var_07    N2   C3   C6   N7   -141.82  30.0  2

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
 1CE  plan-1  C6   0.020
 1CE  plan-1  C3   0.020
 1CE  plan-1  N2   0.020
 1CE  plan-1  N4   0.020
 1CE  plan-1  N5   0.020
 1CE  plan-1  N1   0.020
 1CE  plan-1  HN4  0.020
 1CE  plan-2  O20  0.020
 1CE  plan-2  C12  0.020
 1CE  plan-2  N7   0.020
 1CE  plan-2  C6   0.020
 1CE  plan-2  C11  0.020
 1CE  plan-2  C13  0.020
 1CE  plan-2  C16  0.020
 1CE  plan-2  C19  0.020
 1CE  plan-2  C14  0.020
 1CE  plan-2  S15  0.020
 1CE  plan-2  C10  0.020
 1CE  plan-2  N9   0.020
 1CE  plan-2  C8   0.020
 1CE  plan-2  H8   0.020

