# electronic Ligand Builder and Optimisation Workbench (eLBOW)
#   - a module of PHENIX version dev-svn-
#   - file written: Thu Jul 22 19:44:02 2021
#   Inital geometry file: a 119 line input string
#   Ligand name: 3-amino-N-(5-phenyl-1,3,4-thiadiazol-2-yl)-6,7,8,9-tetrahydro-5H-cyclohepta[b]thieno[3,2-e]pyridine-2-carboxamide
#   Quantum optimisation: True
#   Method: PBEh-3c
#   Random seed: 3628800
#   SMILES string: Nc1c(sc2nc3CCCCCc3cc12)C(=O)Nc4sc(nn4)c5ccccc5
#
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
 QWY  QWY  3-amino-N-(5-phenyl-1,3,4-thiadiazol-2-yl)-6,7,8,9-tetrahydro-5H-cyclohepta[b]thieno[3,2-e]pyridine-2-carboxamide  ligand  48  29  .  2022-03-23  2022-03-23
;
Directly from eLBOW using geometry from QM method PBEh-3c with CPCM solvent model
Validated by Mogul as PERFECT
;

data_comp_QWY
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
 QWY  CAD  C  CR16  0  -0.278  17.3448  3.2636  39.1067
 QWY  CAC  C  CR16  0  -0.236  17.3788  3.6047  40.4480
 QWY  CAT  C  CR16  0  -0.257  17.2345  4.9306  40.8399
 QWY  CAU  C  CR16  0  -0.236  17.0555  5.9152  39.8783
 QWY  CAV  C  CR16  0  -0.321  17.0207  5.5782  38.5337
 QWY  CAE  C  CR6   0   0.102  17.1655  4.2498  38.1335
 QWY  CAF  C  CR5   0   0.026  17.1316  3.8761  36.7211
 QWY  SAW  S  S2    0   0.217  16.9619  5.0394  35.4387
 QWY  NAG  N  N     0  -0.264  17.2243  2.6593  36.2943
 QWY  NAH  N  N     0  -0.297  17.1688  2.5452  34.9555
 QWY  CAI  C  CR5   0   0.334  17.0322  3.6919  34.3652
 QWY  NAJ  N  NH1   0  -0.749  16.9518  3.7899  33.0071
 QWY  CAK  C  C     0   0.624  16.7964  4.9812  32.3372
 QWY  OAA  O  O     0  -0.488  16.7362  6.0284  32.9782
 QWY  CAL  C  CR5   0  -0.471  16.7066  4.9308  30.9053
 QWY  SAX  S  S2    0   0.174  16.7755  3.4305  29.9825
 QWY  CAY  C  CR56  0  -0.040  16.5596  4.3089  28.5035
 QWY  NAZ  N  N     0  -0.441  16.5066  3.7142  27.3262
 QWY  CBA  C  CR6   0   0.215  16.3418  4.4792  26.2548
 QWY  CBB  C  CH2   0  -0.535  16.2865  3.7727  24.9335
 QWY  CBC  C  CH2   0  -0.438  17.4529  4.1119  23.9963
 QWY  CAS  C  CH2   0  -0.435  17.3079  5.4362  23.2570
 QWY  CAR  C  CH2   0  -0.430  17.2600  6.6774  24.1396
 QWY  CAQ  C  CH2   0  -0.530  16.0648  6.7275  25.0975
 QWY  CAP  C  CR6   0   0.078  16.2284  5.8869  26.3313
 QWY  CAO  C  CR16  0  -0.248  16.2861  6.4790  27.5771
 QWY  CAN  C  CR56  0   0.120  16.4525  5.6830  28.7091
 QWY  CAM  C  CR5   0   0.418  16.5347  6.0501  30.1013
 QWY  NAB  N  NH2   0  -0.849  16.4671  7.3230  30.5041
 QWY  H1   H  HCR6  0   0.262  17.4587  2.2298  38.8097
 QWY  H2   H  HCR6  0   0.265  17.5184  2.8316  41.1920
 QWY  H3   H  HCR6  0   0.264  17.2609  5.1928  41.8893
 QWY  H4   H  HCR6  0   0.266  16.9407  6.9502  40.1716
 QWY  H5   H  HCR6  0   0.258  16.8780  6.3659  37.8033
 QWY  H6   H  HNH1  0   0.431  17.0039  2.9077  32.5159
 QWY  H7   H  HCH2  0   0.250  15.3416  4.0099  24.4321
 QWY  H8   H  HCH2  0   0.261  16.2772  2.7015  25.1337
 QWY  H9   H  HCH2  0   0.242  17.5278  3.3125  23.2556
 QWY  H10  H  HCH2  0   0.227  18.3918  4.0946  24.5585
 QWY  H11  H  HCH2  0   0.234  18.1385  5.5367  22.5537
 QWY  H12  H  HCH2  0   0.215  16.3969  5.4015  22.6495
 QWY  H13  H  HCH2  0   0.224  18.1884  6.7672  24.7120
 QWY  H14  H  HCH2  0   0.239  17.2113  7.5567  23.4932
 QWY  H15  H  HCH2  0   0.258  15.9028  7.7606  25.4098
 QWY  H16  H  HCH2  0   0.247  15.1584  6.4297  24.5597
 QWY  H17  H  HCR6  0   0.265  16.1990  7.5567  27.6604
 QWY  H18  H  HNH2  0   0.415  16.4293  7.5358  31.4864
 QWY  H19  H  HNH2  0   0.410  16.1971  8.0465  29.8613

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
 QWY  CAS  CBC  single    1.524  0.020  1.524
 QWY  CAS  CAR  single    1.524  0.020  1.524
 QWY  CBC  CBB  single    1.534  0.020  1.534
 QWY  CAR  CAQ  single    1.533  0.020  1.533
 QWY  CBB  CBA  single    1.499  0.020  1.499
 QWY  CAQ  CAP  single    1.502  0.020  1.502
 QWY  CBA  CAP  aromatic  1.414  0.020  1.414
 QWY  CBA  NAZ  aromatic  1.327  0.020  1.327
 QWY  CAP  CAO  aromatic  1.381  0.020  1.381
 QWY  NAZ  CAY  aromatic  1.320  0.020  1.320
 QWY  CAO  CAN  aromatic  1.394  0.020  1.394
 QWY  CAY  CAN  aromatic  1.394  0.020  1.394
 QWY  CAY  SAX  aromatic  1.734  0.020  1.734
 QWY  CAN  CAM  aromatic  1.442  0.020  1.442
 QWY  SAX  CAL  aromatic  1.763  0.020  1.763
 QWY  CAM  NAB  single    1.337  0.020  1.337
 QWY  CAM  CAL  aromatic  1.389  0.020  1.389
 QWY  CAL  CAK  single    1.436  0.020  1.436
 QWY  CAK  OAA  double    1.229  0.020  1.229
 QWY  CAK  NAJ  single    1.376  0.020  1.376
 QWY  NAJ  CAI  single    1.364  0.020  1.364
 QWY  CAI  NAH  aromatic  1.297  0.020  1.297
 QWY  CAI  SAW  aromatic  1.724  0.020  1.724
 QWY  NAH  NAG  aromatic  1.345  0.020  1.345
 QWY  SAW  CAF  aromatic  1.740  0.020  1.740
 QWY  NAG  CAF  aromatic  1.293  0.020  1.293
 QWY  CAF  CAE  single    1.461  0.020  1.461
 QWY  CAE  CAV  aromatic  1.395  0.020  1.395
 QWY  CAE  CAD  aromatic  1.397  0.020  1.397
 QWY  CAV  CAU  aromatic  1.387  0.020  1.387
 QWY  CAD  CAC  aromatic  1.384  0.020  1.384
 QWY  CAU  CAT  aromatic  1.388  0.020  1.388
 QWY  CAC  CAT  aromatic  1.390  0.020  1.390
 QWY  CAD  H1   single    0.930  0.020  1.080
 QWY  CAC  H2   single    0.930  0.020  1.080
 QWY  CAT  H3   single    0.930  0.020  1.080
 QWY  CAU  H4   single    0.930  0.020  1.080
 QWY  CAV  H5   single    0.930  0.020  1.080
 QWY  NAJ  H6   single    0.860  0.020  1.020
 QWY  CBB  H7   single    0.970  0.020  1.090
 QWY  CBB  H8   single    0.970  0.020  1.090
 QWY  CBC  H9   single    0.970  0.020  1.090
 QWY  CBC  H10  single    0.970  0.020  1.090
 QWY  CAS  H11  single    0.970  0.020  1.090
 QWY  CAS  H12  single    0.970  0.020  1.090
 QWY  CAR  H13  single    0.970  0.020  1.090
 QWY  CAR  H14  single    0.970  0.020  1.090
 QWY  CAQ  H15  single    0.970  0.020  1.090
 QWY  CAQ  H16  single    0.970  0.020  1.090
 QWY  CAO  H17  single    0.930  0.020  1.080
 QWY  NAB  H18  single    0.860  0.020  1.020
 QWY  NAB  H19  single    0.860  0.020  1.020

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
 QWY  H1   CAD  CAE  119.80  3.000
 QWY  H1   CAD  CAC  119.92  3.000
 QWY  CAE  CAD  CAC  120.28  3.000
 QWY  H2   CAC  CAT  120.07  3.000
 QWY  H2   CAC  CAD  119.56  3.000
 QWY  CAT  CAC  CAD  120.37  3.000
 QWY  H3   CAT  CAU  120.21  3.000
 QWY  H3   CAT  CAC  120.13  3.000
 QWY  CAU  CAT  CAC  119.65  3.000
 QWY  H4   CAU  CAV  119.52  3.000
 QWY  H4   CAU  CAT  120.30  3.000
 QWY  CAV  CAU  CAT  120.18  3.000
 QWY  H5   CAV  CAE  120.83  3.000
 QWY  H5   CAV  CAU  118.70  3.000
 QWY  CAE  CAV  CAU  120.46  3.000
 QWY  CAF  CAE  CAV  121.22  3.000
 QWY  CAV  CAE  CAD  119.06  3.000
 QWY  CAF  CAE  CAD  119.72  3.000
 QWY  NAG  CAF  SAW  113.15  3.000
 QWY  NAG  CAF  CAE  123.92  3.000
 QWY  SAW  CAF  CAE  122.93  3.000
 QWY  CAI  SAW  CAF   86.12  3.000
 QWY  NAH  NAG  CAF  113.92  3.000
 QWY  CAI  NAH  NAG  112.49  3.000
 QWY  NAJ  CAI  NAH  121.53  3.000
 QWY  NAH  CAI  SAW  114.32  3.000
 QWY  NAJ  CAI  SAW  124.15  3.000
 QWY  H6   NAJ  CAK  121.66  3.000
 QWY  H6   NAJ  CAI  114.71  3.000
 QWY  CAK  NAJ  CAI  123.63  3.000
 QWY  CAL  CAK  OAA  123.16  3.000
 QWY  OAA  CAK  NAJ  119.30  3.000
 QWY  CAL  CAK  NAJ  117.54  3.000
 QWY  CAM  CAL  SAX  112.82  3.000
 QWY  CAM  CAL  CAK  123.84  3.000
 QWY  SAX  CAL  CAK  123.34  3.000
 QWY  CAY  SAX  CAL   90.60  3.000
 QWY  CAN  CAY  NAZ  124.94  3.000
 QWY  CAN  CAY  SAX  112.54  3.000
 QWY  NAZ  CAY  SAX  122.52  3.000
 QWY  CBA  NAZ  CAY  117.74  3.000
 QWY  CAP  CBA  CBB  120.91  3.000
 QWY  CAP  CBA  NAZ  122.70  3.000
 QWY  CBB  CBA  NAZ  116.39  3.000
 QWY  H8   CBB  H7   106.82  3.000
 QWY  H8   CBB  CBC  109.64  3.000
 QWY  H7   CBB  CBC  109.16  3.000
 QWY  H8   CBB  CBA  107.55  3.000
 QWY  H7   CBB  CBA  109.45  3.000
 QWY  CBC  CBB  CBA  113.96  3.000
 QWY  H10  CBC  H9   106.14  3.000
 QWY  H10  CBC  CAS  110.16  3.000
 QWY  H9   CBC  CAS  108.28  3.000
 QWY  H10  CBC  CBB  109.57  3.000
 QWY  H9   CBC  CBB  107.73  3.000
 QWY  CAS  CBC  CBB  114.59  3.000
 QWY  H12  CAS  H11  106.14  3.000
 QWY  H12  CAS  CAR  108.72  3.000
 QWY  H11  CAS  CAR  108.77  3.000
 QWY  H12  CAS  CBC  108.70  3.000
 QWY  H11  CAS  CBC  108.65  3.000
 QWY  CAR  CAS  CBC  115.47  3.000
 QWY  H14  CAR  H13  106.34  3.000
 QWY  H14  CAR  CAQ  107.99  3.000
 QWY  H13  CAR  CAQ  109.39  3.000
 QWY  H14  CAR  CAS  108.32  3.000
 QWY  H13  CAR  CAS  110.07  3.000
 QWY  CAQ  CAR  CAS  114.40  3.000
 QWY  H16  CAQ  H15  105.97  3.000
 QWY  H16  CAQ  CAP  109.96  3.000
 QWY  H15  CAQ  CAP  108.11  3.000
 QWY  H16  CAQ  CAR  109.24  3.000
 QWY  H15  CAQ  CAR  109.00  3.000
 QWY  CAP  CAQ  CAR  114.22  3.000
 QWY  CAO  CAP  CAQ  120.38  3.000
 QWY  CAO  CAP  CBA  118.19  3.000
 QWY  CAQ  CAP  CBA  121.43  3.000
 QWY  H17  CAO  CAN  120.98  3.000
 QWY  H17  CAO  CAP  119.49  3.000
 QWY  CAN  CAO  CAP  119.53  3.000
 QWY  CAM  CAN  CAO  130.20  3.000
 QWY  CAM  CAN  CAY  112.90  3.000
 QWY  CAO  CAN  CAY  116.90  3.000
 QWY  NAB  CAM  CAN  122.03  3.000
 QWY  NAB  CAM  CAL  126.82  3.000
 QWY  CAN  CAM  CAL  111.14  3.000
 QWY  H19  NAB  H18  117.54  3.000
 QWY  H19  NAB  CAM  120.43  3.000
 QWY  H18  NAB  CAM  119.84  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
 QWY  CONST_01  SAW  CAF  CAE  CAD  180.00   0.0  0
 QWY  CONST_02  NAG  CAF  CAE  CAD    0.00   0.0  0
 QWY  CONST_03  CAU  CAV  CAE  CAD    0.00   0.0  0
 QWY  CONST_04  CAU  CAT  CAC  CAD    0.00   0.0  0
 QWY  CONST_05  CAF  CAE  CAD  CAC  180.00   0.0  0
 QWY  CONST_06  CAV  CAE  CAD  CAC    0.00   0.0  0
 QWY  CONST_07  CAV  CAU  CAT  CAC    0.00   0.0  0
 QWY  CONST_08  CAE  CAV  CAU  CAT    0.00   0.0  0
 QWY  CONST_09  CAE  CAD  CAC  CAT    0.00   0.0  0
 QWY  CONST_10  CAF  CAE  CAV  CAU  180.00   0.0  0
 QWY  CONST_11  SAW  CAF  CAE  CAV    0.00   0.0  0
 QWY  CONST_12  NAG  CAF  CAE  CAV  180.00   0.0  0
 QWY  CONST_13  CAI  SAW  CAF  CAE  180.00   0.0  0
 QWY  CONST_14  NAH  NAG  CAF  CAE  180.00   0.0  0
 QWY  CONST_15  NAH  CAI  SAW  CAF    0.00   0.0  0
 QWY  CONST_16  CAI  NAH  NAG  CAF    0.00   0.0  0
 QWY  CONST_17  NAG  NAH  CAI  SAW    0.00   0.0  0
 QWY  CONST_18  NAH  NAG  CAF  SAW    0.00   0.0  0
 QWY  CONST_19  CAI  SAW  CAF  NAG    0.00   0.0  0
 QWY  CONST_20  NAZ  CAY  SAX  CAL  180.00   0.0  0
 QWY  CONST_21  CAN  CAY  SAX  CAL    0.00   0.0  0
 QWY  CONST_22  CAO  CAN  CAM  CAL  180.00   0.0  0
 QWY  CONST_23  CAY  CAN  CAM  CAL    0.00   0.0  0
 QWY  CONST_24  CBA  NAZ  CAY  SAX  180.00   0.0  0
 QWY  CONST_25  CAO  CAN  CAY  SAX  180.00   0.0  0
 QWY  CONST_26  CAM  CAN  CAY  SAX    0.00   0.0  0
 QWY  CONST_27  CAN  CAM  CAL  SAX    0.00   0.0  0
 QWY  CONST_28  CAP  CAO  CAN  CAY    0.00   0.0  0
 QWY  CONST_29  CAM  CAL  SAX  CAY    0.00   0.0  0
 QWY  CONST_30  CAO  CAN  CAY  NAZ    0.00   0.0  0
 QWY  CONST_31  CAM  CAN  CAY  NAZ  180.00   0.0  0
 QWY  CONST_32  CAN  CAY  NAZ  CBA    0.00   0.0  0
 QWY  CONST_33  CAM  CAN  CAO  CAP  180.00   0.0  0
 QWY  CONST_34  NAJ  CAI  SAW  CAF  180.00   0.0  0
 QWY  CONST_35  NAJ  CAI  NAH  NAG  180.00   0.0  0
 QWY  CONST_36  CAY  SAX  CAL  CAK  180.00   0.0  0
 QWY  CONST_37  CAN  CAM  CAL  CAK  180.00   0.0  0
 QWY  CONST_38  NAB  CAM  CAL  SAX  180.00   0.0  0
 QWY  CONST_39  NAB  CAM  CAN  CAY  180.00   0.0  0
 QWY  CONST_40  NAB  CAM  CAN  CAO    0.00   0.0  0
 QWY  CONST_41  H5   CAV  CAE  CAD  180.00   0.0  0
 QWY  CONST_42  H3   CAT  CAC  CAD  180.00   0.0  0
 QWY  CONST_43  H4   CAU  CAT  CAC  180.00   0.0  0
 QWY  CONST_44  H1   CAD  CAC  CAT  180.00   0.0  0
 QWY  CONST_45  H2   CAC  CAT  CAU  180.00   0.0  0
 QWY  CONST_46  H17  CAO  CAN  CAY  180.00   0.0  0
 QWY  CONST_47  CAL  CAK  NAJ  CAI  180.00   0.0  0
 QWY  CONST_48  CAK  NAJ  CAI  SAW    0.00   0.0  0
 QWY  CONST_49  CAK  NAJ  CAI  NAH  180.00   0.0  0
 QWY  CONST_50  H6   NAJ  CAI  SAW  180.00   0.0  0
 QWY  CONST_51  H18  NAB  CAM  CAL    0.00   0.0  0
 QWY  CONST_52  H19  NAB  CAM  CAL  180.00   0.0  0
 QWY  CONST_53  OAA  CAK  NAJ  CAI    0.00   0.0  0
 QWY  Var_01    SAX  CAL  CAK  NAJ    0.39  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
 QWY  plan-1  CAE  0.020
 QWY  plan-1  CAF  0.020
 QWY  plan-1  SAW  0.020
 QWY  plan-1  NAG  0.020
 QWY  plan-1  NAH  0.020
 QWY  plan-1  CAI  0.020
 QWY  plan-1  NAJ  0.020
 QWY  plan-2  CAD  0.020
 QWY  plan-2  CAC  0.020
 QWY  plan-2  CAT  0.020
 QWY  plan-2  CAU  0.020
 QWY  plan-2  CAV  0.020
 QWY  plan-2  CAE  0.020
 QWY  plan-2  CAF  0.020
 QWY  plan-2  H1   0.020
 QWY  plan-2  H2   0.020
 QWY  plan-2  H3   0.020
 QWY  plan-2  H4   0.020
 QWY  plan-2  H5   0.020
 QWY  plan-3  CAK  0.020
 QWY  plan-3  CAL  0.020
 QWY  plan-3  SAX  0.020
 QWY  plan-3  CAY  0.020
 QWY  plan-3  NAZ  0.020
 QWY  plan-3  CBA  0.020
 QWY  plan-3  CBB  0.020
 QWY  plan-3  CAQ  0.020
 QWY  plan-3  CAP  0.020
 QWY  plan-3  CAO  0.020
 QWY  plan-3  CAN  0.020
 QWY  plan-3  CAM  0.020
 QWY  plan-3  NAB  0.020
 QWY  plan-3  H17  0.020
 QWY  plan-4  CAI  0.020
 QWY  plan-4  NAJ  0.020
 QWY  plan-4  CAK  0.020
 QWY  plan-4  OAA  0.020
 QWY  plan-4  CAL  0.020
 QWY  plan-4  H6   0.020
 QWY  plan-5  CAM  0.020
 QWY  plan-5  NAB  0.020
 QWY  plan-5  H18  0.020
 QWY  plan-5  H19  0.020

