# electronic Ligand Builder and Optimisation Workbench (eLBOW)
#   - a module of PHENIX version dev-svn-
#   - file written: Wed Apr 15 19:43:50 2020
#   Inital geometry file: a 119 line input string
#   Ligand name: ethyl 4-[5-(morpholin-4-yl)-7-oxo-7H-thieno[3,2-b]pyran-3-yl]benzoate
#   Quantum optimisation: True
#   Method: PBEh-3c
#   Random seed: 3628800
#   SMILES string: CCOC(=O)c1ccc(cc1)c2csc3C(=O)C=C(Oc23)N4CCOCC4
#
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
 837  837  'ethyl 4-[5-(morpholin-4-yl)-7-oxo-7H-thieno[3,2-b]pyran-3-yl]benzoate'  ligand  46  27  .  2022-07-23  2022-07-26
;
Directly from eLBOW using geometry from QM method PBEh-3c with CPCM solvent model
Validated by Mogul as OK (reasonable std)
;

data_comp_837
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
 837  C10  C  CR16  0  -0.299  -1.2062  -0.1395   0.9881
 837  C13  C  CR15  0  -0.554   0.4161  -3.2745  -0.0529
 837  C15  C  CR56  0  -0.435   2.5839  -2.1440  -0.1442
 837  C20  C  CR6   0   0.486   3.9534  -1.6716  -0.2118
 837  C24  C  CH2   0  -0.188   3.9814   4.0385  -0.6222
 837  C26  C  CH2   0  -0.194   1.7299   4.0511  -0.1298
 837  C01  C  CH3   0  -0.687  -7.9975  -0.0056  -1.0642
 837  C02  C  CH2   0  -0.181  -7.0849   0.8165  -0.1882
 837  C04  C  C     0   0.601  -4.8150   0.7643   0.4844
 837  O05  O  O     0  -0.450  -4.9646   1.7420   1.1787
 837  C06  C  CR6   0  -0.096  -3.5215   0.0482   0.3425
 837  C07  C  CR16  0  -0.250  -3.3613  -1.0447  -0.5073
 837  C08  C  CR16  0  -0.289  -2.1318  -1.6711  -0.6126
 837  C09  C  CR6   0   0.104  -1.0382  -1.2298   0.1323
 837  C11  C  CR16  0  -0.238  -2.4321   0.4931   1.0877
 837  C12  C  CR5   0   0.151   0.2534  -1.9181   0.0231
 837  S14  S  S2    0   0.286   2.0488  -3.7713  -0.1786
 837  C16  C  CR56  0   0.371   1.5291  -1.2894  -0.0352
 837  O17  O  O     0  -0.466   1.6867   0.0436  -0.0206
 837  C18  C  CR6   0   0.700   2.9249   0.5638  -0.0846
 837  C19  C  CR16  0  -0.624   4.0375  -0.2397  -0.1511
 837  N22  N  NT    0  -0.524   2.9065   1.9113  -0.0949
 837  C23  C  CH2   0  -0.325   4.1685   2.6361  -0.0733
 837  O25  O  O2    0  -0.478   2.9502   4.7314   0.0373
 837  C27  C  CH2   0  -0.329   1.7760   2.6556   0.4609
 837  H1   H  HCR6  0   0.262  -0.3863   0.2080   1.6023
 837  H2   H  HCR5  0   0.314  -0.3654  -4.0186  -0.0187
 837  H3   H  HCH2  0   0.253   4.9054   4.6003  -0.4830
 837  H4   H  HCH2  0   0.216   3.7788   3.9821  -1.7006
 837  H5   H  HCH2  0   0.253   0.9540   4.6246   0.3781
 837  H6   H  HCH2  0   0.216   1.4649   3.9891  -1.1942
 837  H7   H  HCH3  0   0.240  -8.9927   0.4380  -1.0566
 837  H8   H  HCH3  0   0.237  -7.6502  -0.0277  -2.0971
 837  H9   H  HCH3  0   0.237  -8.0857  -1.0300  -0.7028
 837  H10  H  HCH2  0   0.238  -7.0218   1.8463  -0.5450
 837  H11  H  HCH2  0   0.238  -7.4452   0.8380   0.8420
 837  H12  H  HCR6  0   0.267  -4.1860  -1.4099  -1.1027
 837  H13  H  HCR6  0   0.266  -2.0185  -2.5028  -1.2959
 837  H14  H  HCR6  0   0.268  -2.5404   1.3341   1.7590
 837  H15  H  HCR6  0   0.284   5.0220   0.2034  -0.1551
 837  H16  H  HCH2  0   0.273   4.8971   2.1324  -0.7062
 837  H17  H  HCH2  0   0.251   4.5704   2.6702   0.9460
 837  H18  H  HCH2  0   0.250   1.8682   2.7091   1.5520
 837  H19  H  HCH2  0   0.274   0.8356   2.1635   0.2260
 837  O21  O  O     0  -0.475   4.9140  -2.4353  -0.2923
 837  O03  O  O2    0  -0.457  -5.7805   0.2149  -0.2296

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
 837  C01  C02  single    1.509  0.020  1.509
 837  C08  C07  aromatic  1.384  0.020  1.384
 837  C08  C09  aromatic  1.395  0.020  1.395
 837  C07  C06  aromatic  1.394  0.020  1.394
 837  C13  S14  aromatic  1.711  0.020  1.711
 837  C13  C12  aromatic  1.368  0.020  1.368
 837  O03  C02  single    1.437  0.020  1.437
 837  O03  C04  single    1.321  0.020  1.321
 837  S14  C15  aromatic  1.713  0.020  1.713
 837  C12  C09  single    1.468  0.020  1.468
 837  C12  C16  aromatic  1.423  0.020  1.423
 837  C09  C10  aromatic  1.396  0.020  1.396
 837  C06  C04  single    1.485  0.020  1.485
 837  C06  C11  aromatic  1.393  0.020  1.393
 837  C04  O05  double    1.208  0.020  1.208
 837  C15  C16  aromatic  1.362  0.020  1.362
 837  C15  C20  single    1.450  0.020  1.450
 837  C16  O17  single    1.342  0.020  1.342
 837  O21  C20  double    1.230  0.020  1.230
 837  C10  C11  aromatic  1.383  0.020  1.383
 837  C20  C19  single    1.436  0.020  1.436
 837  O17  C18  single    1.345  0.020  1.345
 837  C19  C18  double    1.374  0.020  1.374
 837  C18  N22  single    1.348  0.020  1.348
 837  N22  C27  single    1.463  0.020  1.463
 837  N22  C23  single    1.455  0.020  1.455
 837  C27  C26  single    1.516  0.020  1.516
 837  C23  C24  single    1.518  0.020  1.518
 837  C26  O25  single    1.407  0.020  1.407
 837  C24  O25  single    1.407  0.020  1.407
 837  C10  H1   single    0.930  0.020  1.080
 837  C13  H2   single    0.930  0.020  1.080
 837  C24  H3   single    0.970  0.020  1.090
 837  C24  H4   single    0.970  0.020  1.090
 837  C26  H5   single    0.970  0.020  1.090
 837  C26  H6   single    0.970  0.020  1.090
 837  C01  H7   single    0.970  0.020  1.090
 837  C01  H8   single    0.970  0.020  1.090
 837  C01  H9   single    0.970  0.020  1.090
 837  C02  H10  single    0.970  0.020  1.090
 837  C02  H11  single    0.970  0.020  1.090
 837  C07  H12  single    0.930  0.020  1.080
 837  C08  H13  single    0.930  0.020  1.080
 837  C11  H14  single    0.930  0.020  1.080
 837  C19  H15  single    0.930  0.020  1.080
 837  C23  H16  single    0.970  0.020  1.090
 837  C23  H17  single    0.970  0.020  1.090
 837  C27  H18  single    0.970  0.020  1.090
 837  C27  H19  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
 837  H1   C10  C11  118.94  3.000
 837  H1   C10  C09  120.51  3.000
 837  C11  C10  C09  120.53  3.000
 837  H2   C13  S14  119.53  3.000
 837  H2   C13  C12  126.54  3.000
 837  S14  C13  C12  113.91  3.000
 837  C16  C15  S14  110.83  3.000
 837  C16  C15  C20  122.05  3.000
 837  S14  C15  C20  127.11  3.000
 837  O21  C20  C19  125.20  3.000
 837  C19  C20  C15  112.22  3.000
 837  O21  C20  C15  122.57  3.000
 837  H4   C24  H3   107.94  3.000
 837  H4   C24  O25  110.51  3.000
 837  H3   C24  O25  107.91  3.000
 837  H4   C24  C23  109.28  3.000
 837  H3   C24  C23  108.99  3.000
 837  O25  C24  C23  112.09  3.000
 837  H6   C26  H5   108.02  3.000
 837  H6   C26  C27  109.44  3.000
 837  H5   C26  C27  108.92  3.000
 837  H6   C26  O25  110.58  3.000
 837  H5   C26  O25  107.91  3.000
 837  C27  C26  O25  111.86  3.000
 837  H9   C01  H8   108.72  3.000
 837  H9   C01  H7   107.85  3.000
 837  H8   C01  H7   107.81  3.000
 837  H9   C01  C02  111.63  3.000
 837  H8   C01  C02  111.63  3.000
 837  H7   C01  C02  109.06  3.000
 837  H11  C02  H10  108.00  3.000
 837  H11  C02  O03  109.58  3.000
 837  H10  C02  O03  109.46  3.000
 837  H11  C02  C01  111.04  3.000
 837  H10  C02  C01  111.05  3.000
 837  O03  C02  C01  107.71  3.000
 837  C06  C04  O05  123.55  3.000
 837  O05  C04  O03  123.84  3.000
 837  C06  C04  O03  112.61  3.000
 837  C11  C06  C07  119.13  3.000
 837  C11  C06  C04  118.42  3.000
 837  C07  C06  C04  122.44  3.000
 837  H12  C07  C08  118.88  3.000
 837  H12  C07  C06  120.88  3.000
 837  C08  C07  C06  120.24  3.000
 837  H13  C08  C09  119.88  3.000
 837  H13  C08  C07  119.27  3.000
 837  C09  C08  C07  120.84  3.000
 837  C12  C09  C08  120.13  3.000
 837  C12  C09  C10  121.18  3.000
 837  C08  C09  C10  118.68  3.000
 837  H14  C11  C06  120.15  3.000
 837  H14  C11  C10  119.28  3.000
 837  C06  C11  C10  120.57  3.000
 837  C16  C12  C09  125.78  3.000
 837  C16  C12  C13  109.21  3.000
 837  C09  C12  C13  125.01  3.000
 837  C15  S14  C13   91.19  3.000
 837  O17  C16  C12  122.92  3.000
 837  O17  C16  C15  122.21  3.000
 837  C12  C16  C15  114.85  3.000
 837  C18  O17  C16  119.46  3.000
 837  N22  C18  C19  126.54  3.000
 837  N22  C18  O17  112.00  3.000
 837  C19  C18  O17  121.45  3.000
 837  H15  C19  C18  119.90  3.000
 837  H15  C19  C20  117.56  3.000
 837  C18  C19  C20  122.54  3.000
 837  C27  N22  C23  114.26  3.000
 837  C23  N22  C18  119.08  3.000
 837  C27  N22  C18  121.08  3.000
 837  H17  C23  H16  108.03  3.000
 837  H17  C23  N22  110.32  3.000
 837  H16  C23  N22  109.96  3.000
 837  H17  C23  C24  110.66  3.000
 837  H16  C23  C24  107.45  3.000
 837  N22  C23  C24  110.36  3.000
 837  C26  O25  C24  109.99  3.000
 837  H19  C27  H18  108.06  3.000
 837  H19  C27  N22  110.85  3.000
 837  H18  C27  N22  109.75  3.000
 837  H19  C27  C26  107.83  3.000
 837  H18  C27  C26  110.21  3.000
 837  N22  C27  C26  110.10  3.000
 837  C04  O03  C02  118.28  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
 837  CONST_01  C07  C08  C09  C10     0.00   0.0  0
 837  CONST_04  C07  C06  C11  C10     0.00   0.0  0
 837  CONST_05  C16  C15  S14  C13     0.00   0.0  0
 837  CONST_07  C15  C16  C12  C13     0.00   0.0  0
 837  CONST_08  C12  C13  S14  C15     0.00   0.0  0
 837  CONST_09  C09  C12  C16  C15   180.00   0.0  0
 837  CONST_10  C09  C08  C07  C06     0.00   0.0  0
 837  CONST_11  C09  C10  C11  C06     0.00   0.0  0
 837  CONST_12  C12  C09  C08  C07   180.00   0.0  0
 837  CONST_13  C11  C06  C07  C08     0.00   0.0  0
 837  CONST_15  C11  C10  C09  C08     0.00   0.0  0
 837  CONST_16  S14  C13  C12  C09   180.00   0.0  0
 837  CONST_17  C12  C09  C10  C11   180.00   0.0  0
 837  CONST_18  S14  C15  C16  C12     0.00   0.0  0
 837  CONST_19  C16  C12  C13  S14     0.00   0.0  0
 837  CONST_20  O17  C16  C12  C09     0.00   0.0  0
 837  CONST_21  C04  C06  C11  C10   180.00   0.0  0
 837  CONST_22  C08  C07  C06  C04   180.00   0.0  0
 837  CONST_23  H13  C08  C09  C10   180.00   0.0  0
 837  CONST_24  H2   C13  S14  C15   180.00   0.0  0
 837  CONST_25  H1   C10  C11  C06   180.00   0.0  0
 837  CONST_26  H14  C11  C06  C07   180.00   0.0  0
 837  CONST_27  H12  C07  C08  C09   180.00   0.0  0
 837  Var_01    C18  C19  C20  C15    -2.14  30.0  1
 837  Var_02    O17  C18  C19  C20     2.61  30.0  1
 837  Var_03    C18  N22  C23  C24   157.94  30.0  1
 837  Var_04    C27  C26  O25  C24    61.19  30.0  1
 837  Var_05    C23  C24  O25  C26   -60.75  30.0  1
 837  Var_06    C19  C20  C15  S14  -179.75  30.0  1
 837  Var_07    C19  C18  O17  C16    -0.68  30.0  1
 837  Var_08    O25  C26  C27  N22   -54.43  30.0  1
 837  Var_09    O25  C24  C23  N22    53.71  30.0  1
 837  Var_10    C07  C06  C04  O03     2.74  30.0  1
 837  Var_11    C06  C04  O03  C02  -179.63  30.0  3
 837  Var_12    H7   C01  C02  O03  -179.44  30.0  3
 837  Var_13    H10  C02  O03  C04    59.95  30.0  3

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
 837  plan-1  C10  0.020
 837  plan-1  C04  0.020
 837  plan-1  C06  0.020
 837  plan-1  C07  0.020
 837  plan-1  C08  0.020
 837  plan-1  C09  0.020
 837  plan-1  C11  0.020
 837  plan-1  C12  0.020
 837  plan-1  H1   0.020
 837  plan-1  H12  0.020
 837  plan-1  H13  0.020
 837  plan-1  H14  0.020
 837  plan-2  C13  0.020
 837  plan-2  C15  0.020
 837  plan-2  C20  0.020
 837  plan-2  C09  0.020
 837  plan-2  C12  0.020
 837  plan-2  S14  0.020
 837  plan-2  C16  0.020
 837  plan-2  O17  0.020
 837  plan-2  H2   0.020
 837  plan-3  C15  0.020
 837  plan-3  C20  0.020
 837  plan-3  C19  0.020
 837  plan-3  O21  0.020
 837  plan-4  C18  0.020
 837  plan-4  N22  0.020
 837  plan-4  C23  0.020
 837  plan-4  C27  0.020
 837  plan-5  C04  0.020
 837  plan-5  O05  0.020
 837  plan-5  C06  0.020
 837  plan-5  O03  0.020

