# electronic Ligand Builder and Optimisation Workbench (eLBOW)
#   - a module of PHENIX version dev-svn-
#   - file written: Sat Mar 26 15:56:32 2022
#   Inital geometry file: a 125 line input string
#   Ligand name: 2-methoxy-6-propyl-N-(2-{4-[(1H-tetrazol-5-yl)methoxy]phenyl}ethyl)thieno[2,3-d]pyrimidin-4-amine
#   Quantum optimisation: True
#   Method: PBEh-3c
#   Random seed: 3628800
#   SMILES string: CCCc1sc2nc(OC)nc(NCCc3ccc(OCc4[nH]nnn4)cc3)c2c1
#
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
 ZQY  ZQY  2-methoxy-6-propyl-N-(2-{4-[(1H-tetrazol-5-yl)methoxy]phenyl}ethyl)thieno[2,3-d]pyrimidin-4-amine  ligand  53  30  .  2022-03-29  2022-03-29
;
Directly from eLBOW using geometry from QM method PBEh-3c with CPCM solvent model
Validated by Mogul as PERFECT
;

data_comp_ZQY
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
 ZQY  N1   N  NH1   0  -0.659  195.6532  187.0150  171.7391
 ZQY  N3   N  N     0  -0.533  197.5149  185.7326  171.3680
 ZQY  C4   C  CR16  0  -0.297  197.2177  185.6914  175.8916
 ZQY  C5   C  CR16  0  -0.328  197.0964  185.0455  177.1093
 ZQY  C6   C  CR6   0   0.359  196.0062  185.3131  177.9330
 ZQY  C7   C  CH2   0  -0.519  196.3744  187.2656  174.1107
 ZQY  C8   C  CH2   0  -0.283  195.5006  186.5279  173.0906
 ZQY  C10  C  CR56  0   0.024  196.7367  187.1013  169.5859
 ZQY  C13  C  CH3   0  -0.416  199.2297  183.9743  172.3502
 ZQY  C15  C  CR15  0  -0.263  195.9616  188.0362  168.8275
 ZQY  C17  C  CH2   0  -0.424  196.9000  190.1205  165.9994
 ZQY  C20  C  CR5   0   0.444  193.6899  183.9278  179.2155
 ZQY  C1   C  CR16  0  -0.341  195.0458  186.2312  177.5244
 ZQY  O1   O  O2    0  -0.450  199.3464  184.4252  171.0089
 ZQY  S1   S  S2    0   0.192  197.8131  187.1948  167.2462
 ZQY  C2   C  CR16  0  -0.287  195.1891  186.8714  176.2987
 ZQY  N2   N  N     0  -0.482  198.6710  185.6660  169.2965
 ZQY  O2   O  O2    0  -0.476  195.9784  184.6412  179.1160
 ZQY  C3   C  CR6   0   0.100  196.2687  186.6182  175.4620
 ZQY  N4   N  NR15  0  -0.449  193.8165  182.7852  178.5402
 ZQY  N5   N  N     0  -0.066  192.6256  182.4053  178.1137
 ZQY  N6   N  N     0  -0.139  191.7991  183.2844  178.5218
 ZQY  N7   N  N     0  -0.329  192.4208  184.2482  179.2045
 ZQY  C9   C  CR6   0   0.536  196.6296  186.6205  170.9154
 ZQY  C11  C  CR56  0  -0.034  197.7876  186.5574  168.8555
 ZQY  C12  C  CR6   0   0.566  198.4671  185.3116  170.5514
 ZQY  C14  C  CR5   0  -0.132  196.4111  188.1937  167.5607
 ZQY  C16  C  CH2   0  -0.493  195.8830  189.0878  166.4896
 ZQY  C18  C  CH3   0  -0.663  196.3184  191.0370  164.9336
 ZQY  C19  C  CH2   0  -0.269  194.8026  184.6642  179.8833
 ZQY  H1   H  HNH1  0   0.410  195.0106  187.7201  171.4189
 ZQY  H2   H  HCR6  0   0.259  198.0702  185.4682  175.2599
 ZQY  H3   H  HCR6  0   0.263  197.8442  184.3291  177.4261
 ZQY  H4   H  HCH2  0   0.253  197.4118  187.2517  173.7719
 ZQY  H5   H  HCH2  0   0.247  196.0649  188.3121  174.1609
 ZQY  H6   H  HCH2  0   0.260  194.4496  186.6348  173.3603
 ZQY  H7   H  HCH2  0   0.251  195.7319  185.4629  173.1132
 ZQY  H8   H  HCH3  0   0.246  200.0291  183.2506  172.4885
 ZQY  H9   H  HCH3  0   0.233  199.3560  184.7879  173.0661
 ZQY  H10  H  HCH3  0   0.229  198.2706  183.4902  172.5365
 ZQY  H11  H  HCR5  0   0.265  195.1027  188.5763  169.2037
 ZQY  H12  H  HCH2  0   0.223  197.7787  189.6079  165.5983
 ZQY  H13  H  HCH2  0   0.229  197.2497  190.7102  166.8505
 ZQY  H14  H  HCR6  0   0.279  194.1859  186.4728  178.1348
 ZQY  H15  H  HCR6  0   0.254  194.4323  187.5869  175.9978
 ZQY  H16  H  HNR5  0   0.452  194.6422  182.2361  178.3377
 ZQY  H17  H  HCH2  0   0.252  195.0014  189.6000  166.8831
 ZQY  H18  H  HCH2  0   0.248  195.5395  188.4908  165.6385
 ZQY  H19  H  HCH3  0   0.232  197.0559  191.7636  164.5931
 ZQY  H20  H  HCH3  0   0.221  195.9860  190.4689  164.0631
 ZQY  H21  H  HCH3  0   0.221  195.4586  191.5905  165.3145
 ZQY  H22  H  HCH2  0   0.307  195.0509  184.1686  180.8230
 ZQY  H23  H  HCH2  0   0.276  194.4648  185.6739  180.1300

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
 ZQY  C18  C17  single    1.521  0.020  1.521
 ZQY  C16  C17  single    1.530  0.020  1.530
 ZQY  C16  C14  single    1.492  0.020  1.492
 ZQY  S1   C14  aromatic  1.750  0.020  1.750
 ZQY  S1   C11  aromatic  1.731  0.020  1.731
 ZQY  C14  C15  aromatic  1.353  0.020  1.353
 ZQY  C11  N2   aromatic  1.330  0.020  1.330
 ZQY  C11  C10  aromatic  1.391  0.020  1.391
 ZQY  C15  C10  aromatic  1.432  0.020  1.432
 ZQY  N2   C12  aromatic  1.320  0.020  1.320
 ZQY  C10  C9   aromatic  1.418  0.020  1.418
 ZQY  C12  O1   single    1.330  0.020  1.330
 ZQY  C12  N3   aromatic  1.323  0.020  1.323
 ZQY  O1   C13  single    1.420  0.020  1.420
 ZQY  C9   N3   aromatic  1.333  0.020  1.333
 ZQY  C9   N1   single    1.337  0.020  1.337
 ZQY  N1   C8   single    1.445  0.020  1.445
 ZQY  C8   C7   single    1.532  0.020  1.532
 ZQY  C7   C3   single    1.502  0.020  1.502
 ZQY  C3   C2   aromatic  1.389  0.020  1.389
 ZQY  C3   C4   aromatic  1.394  0.020  1.394
 ZQY  C2   C1   aromatic  1.390  0.020  1.390
 ZQY  C4   C5   aromatic  1.384  0.020  1.384
 ZQY  C1   C6   aromatic  1.390  0.020  1.390
 ZQY  C5   C6   aromatic  1.392  0.020  1.392
 ZQY  C6   O2   single    1.361  0.020  1.361
 ZQY  N7   N6   aromatic  1.335  0.020  1.335
 ZQY  N7   C20  aromatic  1.309  0.020  1.309
 ZQY  N6   N5   aromatic  1.274  0.020  1.274
 ZQY  O2   C19  single    1.404  0.020  1.404
 ZQY  C19  C20  single    1.492  0.020  1.492
 ZQY  C20  N4   aromatic  1.333  0.020  1.333
 ZQY  N5   N4   aromatic  1.321  0.020  1.321
 ZQY  N1   H1   single    0.860  0.020  1.020
 ZQY  C4   H2   single    0.930  0.020  1.080
 ZQY  C5   H3   single    0.930  0.020  1.080
 ZQY  C7   H4   single    0.970  0.020  1.090
 ZQY  C7   H5   single    0.970  0.020  1.090
 ZQY  C8   H6   single    0.970  0.020  1.090
 ZQY  C8   H7   single    0.970  0.020  1.090
 ZQY  C13  H8   single    0.970  0.020  1.090
 ZQY  C13  H9   single    0.970  0.020  1.090
 ZQY  C13  H10  single    0.970  0.020  1.090
 ZQY  C15  H11  single    0.930  0.020  1.080
 ZQY  C17  H12  single    0.970  0.020  1.090
 ZQY  C17  H13  single    0.970  0.020  1.090
 ZQY  C1   H14  single    0.930  0.020  1.080
 ZQY  C2   H15  single    0.930  0.020  1.080
 ZQY  N4   H16  single    0.860  0.020  1.020
 ZQY  C16  H17  single    0.970  0.020  1.090
 ZQY  C16  H18  single    0.970  0.020  1.090
 ZQY  C18  H19  single    0.970  0.020  1.090
 ZQY  C18  H20  single    0.970  0.020  1.090
 ZQY  C18  H21  single    0.970  0.020  1.090
 ZQY  C19  H22  single    0.970  0.020  1.090
 ZQY  C19  H23  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
 ZQY  H1   N1   C9   118.49  3.000
 ZQY  H1   N1   C8   117.81  3.000
 ZQY  C9   N1   C8   123.64  3.000
 ZQY  C12  N3   C9   118.71  3.000
 ZQY  H2   C4   C3   119.50  3.000
 ZQY  H2   C4   C5   119.05  3.000
 ZQY  C3   C4   C5   121.45  3.000
 ZQY  H3   C5   C6   119.65  3.000
 ZQY  H3   C5   C4   120.38  3.000
 ZQY  C6   C5   C4   119.97  3.000
 ZQY  O2   C6   C1   124.58  3.000
 ZQY  O2   C6   C5   115.81  3.000
 ZQY  C1   C6   C5   119.60  3.000
 ZQY  H5   C7   H4   107.21  3.000
 ZQY  H5   C7   C3   110.59  3.000
 ZQY  H4   C7   C3   109.92  3.000
 ZQY  H5   C7   C8   109.28  3.000
 ZQY  H4   C7   C8   109.22  3.000
 ZQY  C3   C7   C8   110.56  3.000
 ZQY  H7   C8   H6   107.17  3.000
 ZQY  H7   C8   C7   109.61  3.000
 ZQY  H6   C8   C7   109.75  3.000
 ZQY  H7   C8   N1   109.04  3.000
 ZQY  H6   C8   N1   107.47  3.000
 ZQY  C7   C8   N1   113.59  3.000
 ZQY  C11  C10  C9   114.64  3.000
 ZQY  C9   C10  C15  132.63  3.000
 ZQY  C11  C10  C15  112.73  3.000
 ZQY  H10  C13  H9   108.71  3.000
 ZQY  H10  C13  H8   109.24  3.000
 ZQY  H9   C13  H8   109.14  3.000
 ZQY  H10  C13  O1   112.00  3.000
 ZQY  H9   C13  O1   111.93  3.000
 ZQY  H8   C13  O1   105.73  3.000
 ZQY  H11  C15  C14  122.07  3.000
 ZQY  H11  C15  C10  124.85  3.000
 ZQY  C14  C15  C10  113.08  3.000
 ZQY  H13  C17  H12  106.35  3.000
 ZQY  H13  C17  C18  110.05  3.000
 ZQY  H12  C17  C18  109.43  3.000
 ZQY  H13  C17  C16  109.11  3.000
 ZQY  H12  C17  C16  109.59  3.000
 ZQY  C18  C17  C16  112.14  3.000
 ZQY  C19  C20  N7   127.30  3.000
 ZQY  C19  C20  N4   125.37  3.000
 ZQY  N7   C20  N4   107.31  3.000
 ZQY  H14  C1   C2   118.46  3.000
 ZQY  H14  C1   C6   122.06  3.000
 ZQY  C2   C1   C6   119.48  3.000
 ZQY  C12  O1   C13  118.84  3.000
 ZQY  C14  S1   C11   91.79  3.000
 ZQY  H15  C2   C3   119.72  3.000
 ZQY  H15  C2   C1   118.47  3.000
 ZQY  C3   C2   C1   121.82  3.000
 ZQY  C12  N2   C11  113.12  3.000
 ZQY  C19  O2   C6   118.95  3.000
 ZQY  C2   C3   C7   121.20  3.000
 ZQY  C2   C3   C4   117.68  3.000
 ZQY  C7   C3   C4   121.05  3.000
 ZQY  H16  N4   N5   121.00  3.000
 ZQY  H16  N4   C20  130.07  3.000
 ZQY  N5   N4   C20  108.93  3.000
 ZQY  N6   N5   N4   106.45  3.000
 ZQY  N7   N6   N5   111.09  3.000
 ZQY  N6   N7   C20  106.21  3.000
 ZQY  C10  C9   N3   119.61  3.000
 ZQY  N3   C9   N1   118.19  3.000
 ZQY  C10  C9   N1   122.20  3.000
 ZQY  N2   C11  S1   123.04  3.000
 ZQY  N2   C11  C10  126.15  3.000
 ZQY  S1   C11  C10  110.82  3.000
 ZQY  N2   C12  O1   113.83  3.000
 ZQY  O1   C12  N3   118.40  3.000
 ZQY  N2   C12  N3   127.77  3.000
 ZQY  C16  C14  S1   119.78  3.000
 ZQY  S1   C14  C15  111.59  3.000
 ZQY  C16  C14  C15  128.63  3.000
 ZQY  H18  C16  H17  106.40  3.000
 ZQY  H18  C16  C14  110.02  3.000
 ZQY  H17  C16  C14  107.93  3.000
 ZQY  H18  C16  C17  109.12  3.000
 ZQY  H17  C16  C17  109.58  3.000
 ZQY  C14  C16  C17  113.53  3.000
 ZQY  H21  C18  H20  107.61  3.000
 ZQY  H21  C18  H19  107.70  3.000
 ZQY  H20  C18  H19  107.69  3.000
 ZQY  H21  C18  C17  111.24  3.000
 ZQY  H20  C18  C17  111.21  3.000
 ZQY  H19  C18  C17  111.21  3.000
 ZQY  H23  C19  H22  107.20  3.000
 ZQY  H23  C19  O2   113.40  3.000
 ZQY  H22  C19  O2   105.82  3.000
 ZQY  H23  C19  C20  109.06  3.000
 ZQY  H22  C19  C20  109.33  3.000
 ZQY  O2   C19  C20  111.83  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
 ZQY  CONST_01  C11  N2   C12  N3      0.00   0.0  0
 ZQY  CONST_02  C11  C10  C9   N3      0.00   0.0  0
 ZQY  CONST_03  C15  C10  C9   N3    180.00   0.0  0
 ZQY  CONST_04  C1   C2   C3   C4      0.00   0.0  0
 ZQY  CONST_05  C1   C6   C5   C4      0.00   0.0  0
 ZQY  CONST_06  C2   C3   C4   C5      0.00   0.0  0
 ZQY  CONST_07  C2   C1   C6   C5      0.00   0.0  0
 ZQY  CONST_08  C3   C2   C1   C6      0.00   0.0  0
 ZQY  CONST_09  C3   C4   C5   C6      0.00   0.0  0
 ZQY  CONST_10  C14  S1   C11  C10     0.00   0.0  0
 ZQY  CONST_11  C12  N2   C11  C10     0.00   0.0  0
 ZQY  CONST_12  S1   C14  C15  C10     0.00   0.0  0
 ZQY  CONST_13  C12  N3   C9   C10     0.00   0.0  0
 ZQY  CONST_14  C11  S1   C14  C15     0.00   0.0  0
 ZQY  CONST_15  S1   C11  C10  C15     0.00   0.0  0
 ZQY  CONST_16  N2   C11  C10  C15   180.00   0.0  0
 ZQY  CONST_17  N5   N6   N7   C20     0.00   0.0  0
 ZQY  CONST_18  N6   N5   N4   C20     0.00   0.0  0
 ZQY  CONST_19  C12  N2   C11  S1    180.00   0.0  0
 ZQY  CONST_20  C9   C10  C11  S1    180.00   0.0  0
 ZQY  CONST_21  C14  S1   C11  N2    180.00   0.0  0
 ZQY  CONST_22  C9   C10  C11  N2      0.00   0.0  0
 ZQY  CONST_23  C9   N3   C12  N2      0.00   0.0  0
 ZQY  CONST_24  N6   N7   C20  N4      0.00   0.0  0
 ZQY  CONST_25  N7   N6   N5   N4      0.00   0.0  0
 ZQY  CONST_26  N7   C20  N4   N5      0.00   0.0  0
 ZQY  CONST_27  C14  C15  C10  C9    180.00   0.0  0
 ZQY  CONST_28  C14  C15  C10  C11     0.00   0.0  0
 ZQY  CONST_29  C11  C10  C9   N1    180.00   0.0  0
 ZQY  CONST_30  C15  C10  C9   N1      0.00   0.0  0
 ZQY  CONST_31  C12  N3   C9   N1    180.00   0.0  0
 ZQY  CONST_32  O2   C6   C5   C4    180.00   0.0  0
 ZQY  CONST_33  C7   C3   C4   C5    180.00   0.0  0
 ZQY  CONST_34  C1   C2   C3   C7    180.00   0.0  0
 ZQY  CONST_35  C16  C14  C15  C10   180.00   0.0  0
 ZQY  CONST_36  C11  N2   C12  O1    180.00   0.0  0
 ZQY  CONST_37  C9   N3   C12  O1    180.00   0.0  0
 ZQY  CONST_38  O2   C6   C1   C2    180.00   0.0  0
 ZQY  CONST_39  C19  C20  N4   N5    180.00   0.0  0
 ZQY  CONST_40  C19  C20  N7   N6    180.00   0.0  0
 ZQY  CONST_41  C16  C14  S1   C11   180.00   0.0  0
 ZQY  CONST_42  H15  C2   C3   C4    180.00   0.0  0
 ZQY  CONST_43  H14  C1   C6   C5    180.00   0.0  0
 ZQY  CONST_44  H2   C4   C5   C6    180.00   0.0  0
 ZQY  CONST_45  H3   C5   C6   C1    180.00   0.0  0
 ZQY  CONST_46  H11  C15  C14  S1    180.00   0.0  0
 ZQY  CONST_47  H16  N4   N5   N6    180.00   0.0  0
 ZQY  CONST_48  C8   N1   C9   N3      0.00   0.0  0
 ZQY  CONST_49  C10  C9   N1   C8    180.00   0.0  0
 ZQY  CONST_50  H1   N1   C9   N3    180.00   0.0  0
 ZQY  Var_01    C8   C7   C3   C4     96.59  30.0  1
 ZQY  Var_02    C20  C19  O2   C6     67.55  30.0  3
 ZQY  Var_03    N2   C12  O1   C13   179.72  30.0  2
 ZQY  Var_04    C17  C16  C14  C15   119.25  30.0  2
 ZQY  Var_05    N7   C20  C19  O2   -142.51  30.0  2
 ZQY  Var_06    C3   C7   C8   N1   -174.28  30.0  3
 ZQY  Var_07    C9   N1   C8   C7     83.52  30.0  1
 ZQY  Var_08    C18  C17  C16  C14  -178.57  30.0  3
 ZQY  Var_09    H8   C13  O1   C12   178.75  30.0  3
 ZQY  Var_10    H19  C18  C17  C16  -179.80  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
 ZQY  plan-1  C20  0.020
 ZQY  plan-1  N4   0.020
 ZQY  plan-1  N5   0.020
 ZQY  plan-1  N6   0.020
 ZQY  plan-1  N7   0.020
 ZQY  plan-1  C19  0.020
 ZQY  plan-1  H16  0.020
 ZQY  plan-2  C4   0.020
 ZQY  plan-2  C5   0.020
 ZQY  plan-2  C6   0.020
 ZQY  plan-2  C7   0.020
 ZQY  plan-2  C1   0.020
 ZQY  plan-2  C2   0.020
 ZQY  plan-2  O2   0.020
 ZQY  plan-2  C3   0.020
 ZQY  plan-2  H2   0.020
 ZQY  plan-2  H3   0.020
 ZQY  plan-2  H14  0.020
 ZQY  plan-2  H15  0.020
 ZQY  plan-3  N1   0.020
 ZQY  plan-3  N3   0.020
 ZQY  plan-3  C10  0.020
 ZQY  plan-3  C15  0.020
 ZQY  plan-3  O1   0.020
 ZQY  plan-3  S1   0.020
 ZQY  plan-3  N2   0.020
 ZQY  plan-3  C9   0.020
 ZQY  plan-3  C11  0.020
 ZQY  plan-3  C12  0.020
 ZQY  plan-3  C14  0.020
 ZQY  plan-3  C16  0.020
 ZQY  plan-3  H11  0.020
 ZQY  plan-4  N1   0.020
 ZQY  plan-4  C8   0.020
 ZQY  plan-4  C9   0.020
 ZQY  plan-4  H1   0.020

