# electronic Ligand Builder and Optimisation Workbench (eLBOW)
#   - a module of PHENIX version dev-svn-
#   - file written: Mon May  4 20:07:26 2020
#   Inital geometry file: a 113 line input string
#   Ligand name: N-{3-chloro-4-[(3-fluorobenzyl)oxy]phenyl}-6-ethylthieno[3,2-d]pyrimidin-4-amine
#   Quantum optimisation: True
#   Method: PBEh-3c
#   Random seed: 3628800
#   SMILES string: CCc1sc2c(Nc3ccc(OCc4cccc(F)c4)c(Cl)c3)ncnc2c1
#
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
 GW7  GW7  N-{3-chloro-4-[(3-fluorobenzyl)oxy]phenyl}-6-ethylthieno[3,2-d]pyrimidin-4-amine  ligand  45  28  .  2022-03-18  2023-02-15
;
Directly from eLBOW using geometry from QM method PBEh-3c with CPCM solvent model
Validated by Mogul as OK
;

data_comp_GW7
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
 GW7  F1    F   F     0  -0.316   7.9907  -1.6054   1.2128
 GW7  C1    C   CR6   0   0.542   7.4331  -0.6120   0.5017
 GW7  C2    C   CR16  0  -0.416   8.2112   0.0610  -0.4233
 GW7  C3    C   CR16  0  -0.224   7.6244   1.0837  -1.1518
 GW7  C4    C   CR16  0  -0.315   6.2891   1.4140  -0.9546
 GW7  C5    C   CR6   0   0.107   5.5277   0.7271  -0.0171
 GW7  C6    C   CH2   0  -0.263   4.0885   1.0834   0.2041
 GW7  O1    O   O2    0  -0.452   3.3084  -0.0530  -0.1407
 GW7  C7    C   CR6   0   0.455   1.9756   0.0263  -0.0129
 GW7  C8    C   CR16  0  -0.391   1.2727   1.1623   0.3772
 GW7  C9    C   CR16  0  -0.264  -0.1105   1.1504   0.4787
 GW7  C10   C   CR6   0   0.329  -0.8293   0.0023   0.1712
 GW7  N1    N   NH1   0  -0.775  -2.2261  -0.0762   0.2860
 GW7  C11   C   CR6   0   0.554  -3.1238   0.8488  -0.1284
 GW7  N2    N   N     0  -0.467  -2.7071   1.9675  -0.7052
 GW7  C12   C   CR16  0   0.035  -3.6203   2.8524  -1.1024
 GW7  N3    N   N     0  -0.457  -4.9268   2.7674  -0.9998
 GW7  C13   C   CR56  0   0.317  -5.3723   1.6400  -0.4174
 GW7  C14   C   CR15  0  -0.246  -6.7408   1.3014  -0.1820
 GW7  C15   C   CR5   0  -0.123  -6.8892   0.1004   0.4294
 GW7  C16   C   CH2   0  -0.504  -8.1566  -0.5943   0.8010
 GW7  C17   C   CH3   0  -0.658  -8.4182  -1.8399  -0.0439
 GW7  S1    S   S2    0   0.221  -5.3622  -0.6721   0.7469
 GW7  C18   C   CR56  0  -0.348  -4.5051   0.6477   0.0380
 GW7  C19   C   CR16  0  -0.280  -0.1376  -1.1413  -0.2200
 GW7  C20   C   CR6   0  -0.152   1.2411  -1.1276  -0.2959
 GW7  CL1   CL  CL    0  -0.106   2.0837  -2.5593  -0.7714
 GW7  C21   C   CR16  0  -0.438   6.1079  -0.3012   0.7226
 GW7  H2    H   HCR6  0   0.282   9.2488  -0.2088  -0.5690
 GW7  H3    H   HCR6  0   0.272   8.2127   1.6223  -1.8822
 GW7  H4    H   HCR6  0   0.263   5.8405   2.2110  -1.5341
 GW7  H61   H   HCH2  0   0.251   3.9156   1.3531   1.2519
 GW7  H62   H   HCH2  0   0.255   3.8138   1.9447  -0.4126
 GW7  H8    H   HCR6  0   0.296   1.7935   2.0778   0.6221
 GW7  H9    H   HCR6  0   0.277  -0.6162   2.0460   0.8057
 GW7  H1    H   HNH1  0   0.414  -2.5880  -0.9765   0.5611
 GW7  H12   H   HCR6  0   0.254  -3.2260   3.7495  -1.5681
 GW7  H14   H   HCR5  0   0.271  -7.5706   1.9364  -0.4597
 GW7  H161  H   HCH2  0   0.262  -8.1330  -0.8657   1.8590
 GW7  H162  H   HCH2  0   0.263  -8.9758   0.1159   0.6790
 GW7  H171  H   HCH3  0   0.235  -8.4733  -1.5891  -1.1029
 GW7  H172  H   HCH3  0   0.229  -7.6329  -2.5850   0.0859
 GW7  H173  H   HCH3  0   0.243  -9.3627  -2.2999   0.2450
 GW7  H19   H   HCR6  0   0.291  -0.6783  -2.0465  -0.4660
 GW7  H21   H   HCR6  0   0.277   5.5386  -0.8490   1.4635

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
 GW7  CL1  C20   single    1.728  0.020  1.728
 GW7  O1   C6    single    1.421  0.020  1.421
 GW7  O1   C7    single    1.341  0.020  1.341
 GW7  C6   C5    single    1.499  0.020  1.499
 GW7  C20  C7    aromatic  1.397  0.020  1.397
 GW7  C20  C19   aromatic  1.381  0.020  1.381
 GW7  C7   C8    aromatic  1.392  0.020  1.392
 GW7  C21  C5    aromatic  1.393  0.020  1.393
 GW7  C21  C1    aromatic  1.379  0.020  1.379
 GW7  C5   C4    aromatic  1.389  0.020  1.389
 GW7  F1   C1    single    1.343  0.020  1.343
 GW7  C1   C2    aromatic  1.383  0.020  1.383
 GW7  C19  C10   aromatic  1.393  0.020  1.393
 GW7  C4   C3    aromatic  1.390  0.020  1.390
 GW7  C8   C9    aromatic  1.387  0.020  1.387
 GW7  C2   C3    aromatic  1.386  0.020  1.386
 GW7  C10  C9    aromatic  1.389  0.020  1.389
 GW7  C10  N1    single    1.404  0.020  1.404
 GW7  N1   C11   single    1.354  0.020  1.354
 GW7  N2   C11   aromatic  1.326  0.020  1.326
 GW7  N2   C12   aromatic  1.332  0.020  1.332
 GW7  C11  C18   aromatic  1.406  0.020  1.406
 GW7  C12  N3    aromatic  1.313  0.020  1.313
 GW7  C18  S1    aromatic  1.726  0.020  1.726
 GW7  C18  C13   aromatic  1.394  0.020  1.394
 GW7  N3   C13   aromatic  1.345  0.020  1.345
 GW7  S1   C15   aromatic  1.740  0.020  1.740
 GW7  C13  C14   aromatic  1.429  0.020  1.429
 GW7  C14  C15   aromatic  1.356  0.020  1.356
 GW7  C15  C16   single    1.492  0.020  1.492
 GW7  C16  C17   single    1.528  0.020  1.528
 GW7  C2   H2    single    0.930  0.020  1.080
 GW7  C3   H3    single    0.930  0.020  1.080
 GW7  C4   H4    single    0.930  0.020  1.080
 GW7  C6   H61   single    0.970  0.020  1.090
 GW7  C6   H62   single    0.970  0.020  1.090
 GW7  C8   H8    single    0.930  0.020  1.080
 GW7  C9   H9    single    0.930  0.020  1.080
 GW7  N1   H1    single    0.860  0.020  1.020
 GW7  C12  H12   single    0.930  0.020  1.080
 GW7  C14  H14   single    0.930  0.020  1.080
 GW7  C16  H161  single    0.970  0.020  1.090
 GW7  C16  H162  single    0.970  0.020  1.090
 GW7  C17  H171  single    0.970  0.020  1.090
 GW7  C17  H172  single    0.970  0.020  1.090
 GW7  C17  H173  single    0.970  0.020  1.090
 GW7  C19  H19   single    0.930  0.020  1.080
 GW7  C21  H21   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
 GW7  C21   C1   C2    122.55  3.000
 GW7  C2    C1   F1    118.71  3.000
 GW7  C21   C1   F1    118.74  3.000
 GW7  H2    C2   C3    121.28  3.000
 GW7  H2    C2   C1    120.54  3.000
 GW7  C3    C2   C1    118.18  3.000
 GW7  H3    C3   C4    120.01  3.000
 GW7  H3    C3   C2    119.48  3.000
 GW7  C4    C3   C2    120.51  3.000
 GW7  H4    C4   C5    119.87  3.000
 GW7  H4    C4   C3    119.81  3.000
 GW7  C5    C4   C3    120.32  3.000
 GW7  C21   C5   C6    119.79  3.000
 GW7  C21   C5   C4    119.67  3.000
 GW7  C6    C5   C4    120.54  3.000
 GW7  H62   C6   H61   107.79  3.000
 GW7  H62   C6   O1    110.78  3.000
 GW7  H61   C6   O1    110.02  3.000
 GW7  H62   C6   C5    110.18  3.000
 GW7  H61   C6   C5    110.56  3.000
 GW7  O1    C6   C5    107.53  3.000
 GW7  C7    O1   C6    118.37  3.000
 GW7  C20   C7   C8    117.74  3.000
 GW7  C8    C7   O1    125.23  3.000
 GW7  C20   C7   O1    117.02  3.000
 GW7  H8    C8   C9    118.10  3.000
 GW7  H8    C8   C7    120.75  3.000
 GW7  C9    C8   C7    121.15  3.000
 GW7  H9    C9   C10   120.70  3.000
 GW7  H9    C9   C8    118.84  3.000
 GW7  C10   C9   C8    120.46  3.000
 GW7  C19   C10  N1    118.12  3.000
 GW7  N1    C10  C9    122.89  3.000
 GW7  C19   C10  C9    118.95  3.000
 GW7  H1    N1   C11   117.09  3.000
 GW7  H1    N1   C10   115.42  3.000
 GW7  C11   N1   C10   126.62  3.000
 GW7  C18   C11  N2    118.75  3.000
 GW7  C18   C11  N1    121.17  3.000
 GW7  N2    C11  N1    120.08  3.000
 GW7  C12   N2   C11   118.35  3.000
 GW7  H12   C12  N3    116.65  3.000
 GW7  H12   C12  N2    115.35  3.000
 GW7  N3    C12  N2    128.00  3.000
 GW7  C13   N3   C12   114.68  3.000
 GW7  C18   C13  C14   111.91  3.000
 GW7  C14   C13  N3    125.95  3.000
 GW7  C18   C13  N3    122.14  3.000
 GW7  H14   C14  C15   123.51  3.000
 GW7  H14   C14  C13   123.60  3.000
 GW7  C15   C14  C13   112.89  3.000
 GW7  S1    C15  C16   119.54  3.000
 GW7  C16   C15  C14   128.14  3.000
 GW7  S1    C15  C14   112.30  3.000
 GW7  H162  C16  H161  106.63  3.000
 GW7  H162  C16  C17   109.90  3.000
 GW7  H161  C16  C17   109.67  3.000
 GW7  H162  C16  C15   107.87  3.000
 GW7  H161  C16  C15   109.78  3.000
 GW7  C17   C16  C15   112.78  3.000
 GW7  H173  C17  H172  107.71  3.000
 GW7  H173  C17  H171  108.12  3.000
 GW7  H172  C17  H171  108.02  3.000
 GW7  H173  C17  C16   110.25  3.000
 GW7  H172  C17  C16   111.60  3.000
 GW7  H171  C17  C16   111.00  3.000
 GW7  C18   S1   C15    91.22  3.000
 GW7  S1    C18  C13   111.68  3.000
 GW7  C13   C18  C11   118.08  3.000
 GW7  S1    C18  C11   130.24  3.000
 GW7  H19   C19  C20   119.63  3.000
 GW7  H19   C19  C10   120.16  3.000
 GW7  C20   C19  C10   120.21  3.000
 GW7  CL1   C20  C19   119.59  3.000
 GW7  C19   C20  C7    121.47  3.000
 GW7  CL1   C20  C7    118.93  3.000
 GW7  H21   C21  C5    121.17  3.000
 GW7  H21   C21  C1    120.05  3.000
 GW7  C5    C21  C1    118.78  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
 GW7  CONST_01  C4    C5   C21  C1      0.00   0.0  0
 GW7  CONST_02  C4    C3   C2   C1      0.00   0.0  0
 GW7  CONST_03  C5    C21  C1   C2      0.00   0.0  0
 GW7  CONST_04  C5    C4   C3   C2      0.00   0.0  0
 GW7  CONST_05  C21   C5   C4   C3      0.00   0.0  0
 GW7  CONST_06  C21   C1   C2   C3      0.00   0.0  0
 GW7  CONST_07  C10   C19  C20  C7      0.00   0.0  0
 GW7  CONST_08  C10   C9   C8   C7      0.00   0.0  0
 GW7  CONST_09  C19   C20  C7   C8      0.00   0.0  0
 GW7  CONST_10  C19   C10  C9   C8      0.00   0.0  0
 GW7  CONST_11  C20   C7   C8   C9      0.00   0.0  0
 GW7  CONST_12  C20   C19  C10  C9      0.00   0.0  0
 GW7  CONST_13  N3    C12  N2   C11     0.00   0.0  0
 GW7  CONST_14  C15   S1   C18  C11   180.00   0.0  0
 GW7  CONST_15  N3    C13  C18  C11     0.00   0.0  0
 GW7  CONST_16  C14   C13  C18  C11   180.00   0.0  0
 GW7  CONST_17  S1    C18  C11  N2    180.00   0.0  0
 GW7  CONST_18  C13   C18  C11  N2      0.00   0.0  0
 GW7  CONST_19  C13   N3   C12  N2      0.00   0.0  0
 GW7  CONST_20  C18   C11  N2   C12     0.00   0.0  0
 GW7  CONST_21  C18   C13  N3   C12     0.00   0.0  0
 GW7  CONST_22  C14   C13  N3   C12   180.00   0.0  0
 GW7  CONST_23  S1    C18  C13  N3    180.00   0.0  0
 GW7  CONST_24  C15   C14  C13  N3    180.00   0.0  0
 GW7  CONST_25  C15   S1   C18  C13     0.00   0.0  0
 GW7  CONST_26  S1    C15  C14  C13     0.00   0.0  0
 GW7  CONST_27  S1    C18  C13  C14     0.00   0.0  0
 GW7  CONST_28  C18   S1   C15  C14     0.00   0.0  0
 GW7  CONST_29  C18   C13  C14  C15     0.00   0.0  0
 GW7  CONST_30  C5    C21  C1   F1    180.00   0.0  0
 GW7  CONST_31  C3    C2   C1   F1    180.00   0.0  0
 GW7  CONST_32  C6    C5   C21  C1    180.00   0.0  0
 GW7  CONST_33  C6    C5   C4   C3    180.00   0.0  0
 GW7  CONST_34  C19   C20  C7   O1    180.00   0.0  0
 GW7  CONST_35  C9    C8   C7   O1    180.00   0.0  0
 GW7  CONST_36  CL1   C20  C7   C8    180.00   0.0  0
 GW7  CONST_37  N1    C10  C9   C8    180.00   0.0  0
 GW7  CONST_38  CL1   C20  C19  C10   180.00   0.0  0
 GW7  CONST_39  C20   C19  C10  N1    180.00   0.0  0
 GW7  CONST_40  C12   N2   C11  N1    180.00   0.0  0
 GW7  CONST_41  S1    C18  C11  N1      0.00   0.0  0
 GW7  CONST_42  C13   C18  C11  N1    180.00   0.0  0
 GW7  CONST_43  C16   C15  C14  C13   180.00   0.0  0
 GW7  CONST_44  C18   S1   C15  C16   180.00   0.0  0
 GW7  CONST_45  H3    C3   C2   C1    180.00   0.0  0
 GW7  CONST_46  H21   C21  C1   C2    180.00   0.0  0
 GW7  CONST_47  H4    C4   C3   C2    180.00   0.0  0
 GW7  CONST_48  H2    C2   C3   C4    180.00   0.0  0
 GW7  CONST_49  H19   C19  C20  C7    180.00   0.0  0
 GW7  CONST_50  H9    C9   C8   C7    180.00   0.0  0
 GW7  CONST_51  H8    C8   C9   C10   180.00   0.0  0
 GW7  CONST_52  H12   C12  N2   C11   180.00   0.0  0
 GW7  CONST_53  H14   C14  C13  N3      0.00   0.0  0
 GW7  Var_01    C11   N1   C10  C9     44.86  30.0  2
 GW7  Var_02    N2    C11  N1   C10    -0.26  30.0  2
 GW7  Var_03    O1    C6   C5   C4    117.52  30.0  2
 GW7  Var_04    C20   C7   O1   C6   -176.91  30.0  2
 GW7  Var_05    C17   C16  C15  C14   110.38  30.0  2
 GW7  Var_06    H171  C17  C16  C15   -58.87  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
 GW7  plan-1  O1   0.020
 GW7  plan-1  C7   0.020
 GW7  plan-1  C8   0.020
 GW7  plan-1  C9   0.020
 GW7  plan-1  C10  0.020
 GW7  plan-1  N1   0.020
 GW7  plan-1  C19  0.020
 GW7  plan-1  C20  0.020
 GW7  plan-1  CL1  0.020
 GW7  plan-1  H8   0.020
 GW7  plan-1  H9   0.020
 GW7  plan-1  H19  0.020
 GW7  plan-2  F1   0.020
 GW7  plan-2  C1   0.020
 GW7  plan-2  C2   0.020
 GW7  plan-2  C3   0.020
 GW7  plan-2  C4   0.020
 GW7  plan-2  C5   0.020
 GW7  plan-2  C6   0.020
 GW7  plan-2  C21  0.020
 GW7  plan-2  H2   0.020
 GW7  plan-2  H3   0.020
 GW7  plan-2  H4   0.020
 GW7  plan-2  H21  0.020
 GW7  plan-3  N1   0.020
 GW7  plan-3  C11  0.020
 GW7  plan-3  N2   0.020
 GW7  plan-3  C12  0.020
 GW7  plan-3  N3   0.020
 GW7  plan-3  C13  0.020
 GW7  plan-3  C14  0.020
 GW7  plan-3  C15  0.020
 GW7  plan-3  C16  0.020
 GW7  plan-3  S1   0.020
 GW7  plan-3  C18  0.020
 GW7  plan-3  H12  0.020
 GW7  plan-3  H14  0.020

