# electronic Ligand Builder and Optimisation Workbench (eLBOW)
#   - a module of PHENIX version dev-svn-
#   - file written: Sat Apr 25 21:30:29 2020
#   Inital geometry file: a 151 line input string
#   Ligand name: (2S)-tert-butoxy[4-(8-fluoro-5-methyl-3,4-dihydro-2H-chromen-6-yl)-2-methyl-1-oxo-1,2-dihydroisoquinolin-3-yl]ethanoic acid
#   Quantum optimisation: True
#   Method: PBEh-3c
#   Random seed: 3628800
#   SMILES string: CN1C(=O)c2ccccc2C(=C1[C@H](OC(C)(C)C)C(O)=O)c3cc(F)c4OCCCc4c3C
#
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
 2SQ  2SQ  '(2S)-tert-butoxy[4-(8-fluoro-5-methyl-3,4-dihydro-2H-chromen-6-yl)-2-methyl-1-oxo-1,2-dihydroisoquinolin-3-yl]ethanoic acid'  ligand  61  33  .  2021-08-04  2021-08-04  
;
Directly from eLBOW using geometry from QM method PBEh-3c with CPCM solvent model
Validated by Mogul as OK
;

data_comp_2SQ
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
 2SQ  C01  C  CH3   0  -0.750  -0.9519  -1.4387   2.1809
 2SQ  C05  C  CR6   0   0.040  -1.5383  -0.9908   0.8737
 2SQ  C06  C  CR6   0  -0.018  -2.9368  -0.9236   0.7538
 2SQ  C07  C  CH2   0  -0.486  -3.8279  -1.2122   1.9333
 2SQ  C10  C  CH2   0  -0.489  -5.2566  -0.7490   1.6822
 2SQ  C13  C  CH2   0  -0.193  -5.6794  -1.1452   0.2870
 2SQ  O16  O  O2    0  -0.475  -4.8426  -0.5378  -0.6929
 2SQ  C17  C  CR6   0   0.201  -3.5168  -0.5965  -0.4698
 2SQ  C18  C  CR6   0   0.463  -2.6879  -0.3115  -1.5514
 2SQ  F19  F  F     0  -0.315  -3.2594  -0.0001  -2.7265
 2SQ  C20  C  CR16  0  -0.438  -1.3230  -0.3455  -1.4416
 2SQ  C22  C  CR6   0  -0.114  -0.7321  -0.6705  -0.2199
 2SQ  C23  C  CR6   0  -0.119   0.7502  -0.7832  -0.1809
 2SQ  C24  C  CR6   0   0.402   1.5720   0.2515   0.1322
 2SQ  C25  C  CH1   0  -0.180   1.0080   1.6027   0.5390
 2SQ  O27  O  O2    0  -0.488   1.4241   2.6000  -0.3377
 2SQ  C28  C  CT    0   0.191   0.4871   3.5735  -0.8352
 2SQ  C29  C  CH3   0  -0.655   1.3620   4.5528  -1.6058
 2SQ  C33  C  CH3   0  -0.669  -0.5103   2.9116  -1.7781
 2SQ  C37  C  CH3   0  -0.677  -0.2542   4.3014   0.2815
 2SQ  C41  C  C     0   0.556   1.3953   1.9554   1.9829
 2SQ  O42  O  O     0  -0.415   1.7674   3.0371   2.3471
 2SQ  O44  O  OH1   0  -0.576   1.2398   0.9123   2.7804
 2SQ  N45  N  NR6   0  -0.596   2.9515   0.0998   0.1261
 2SQ  C46  C  CH3   0  -0.582   3.8673   1.1898   0.4639
 2SQ  C50  C  CR6   0   0.548   3.5738  -1.1038  -0.1307
 2SQ  O51  O  O     0  -0.483   4.7912  -1.2056  -0.0503
 2SQ  C52  C  CR66  0  -0.172   2.7117  -2.2188  -0.5011
 2SQ  C53  C  CR16  0  -0.277   3.2960  -3.4488  -0.8244
 2SQ  C55  C  CR16  0  -0.261   2.5063  -4.5196  -1.1773
 2SQ  C57  C  CR16  0  -0.230   1.1160  -4.3732  -1.2042
 2SQ  C59  C  CR16  0  -0.338   0.5309  -3.1682  -0.8850
 2SQ  C61  C  CR66  0   0.309   1.3212  -2.0614  -0.5284
 2SQ  H1   H  HCH3  0   0.250  -1.1147  -0.7005   2.9683
 2SQ  H2   H  HCH3  0   0.244  -1.4170  -2.3683   2.5128
 2SQ  H3   H  HCH3  0   0.257   0.1189  -1.6076   2.1097
 2SQ  H4   H  HCH2  0   0.256  -3.8169  -2.2863   2.1444
 2SQ  H5   H  HCH2  0   0.261  -3.4316  -0.7271   2.8275
 2SQ  H6   H  HCH2  0   0.255  -5.9368  -1.1954   2.4085
 2SQ  H7   H  HCH2  0   0.246  -5.3349   0.3355   1.7936
 2SQ  H8   H  HCH2  0   0.227  -5.6415  -2.2343   0.1713
 2SQ  H9   H  HCH2  0   0.252  -6.6913  -0.8153   0.0579
 2SQ  H10  H  HCR6  0   0.275  -0.7094  -0.1295  -2.3065
 2SQ  H11  H  HCH1  0   0.301  -0.0837   1.4855   0.5448
 2SQ  H12  H  HCH3  0   0.233   1.8875   4.0546  -2.4225
 2SQ  H13  H  HCH3  0   0.226   0.7493   5.3454  -2.0348
 2SQ  H14  H  HCH3  0   0.235   2.1023   5.0156  -0.9520
 2SQ  H15  H  HCH3  0   0.234  -1.1990   2.2498  -1.2515
 2SQ  H16  H  HCH3  0   0.239  -1.1143   3.6701  -2.2772
 2SQ  H17  H  HCH3  0   0.235   0.0003   2.3282  -2.5457
 2SQ  H18  H  HCH3  0   0.244   0.4281   4.8446   0.9323
 2SQ  H19  H  HCH3  0   0.238  -0.9453   5.0194  -0.1616
 2SQ  H20  H  HCH3  0   0.228  -0.8510   3.6238   0.8950
 2SQ  H21  H  HOH1  0   0.488   1.4486   1.1526   3.6964
 2SQ  H22  H  HCH3  0   0.256   4.2299   1.0900   1.4872
 2SQ  H23  H  HCH3  0   0.274   4.7245   1.1570  -0.2024
 2SQ  H24  H  HCH3  0   0.285   3.3940   2.1521   0.3330
 2SQ  H25  H  HCR6  0   0.260   4.3723  -3.5501  -0.7974
 2SQ  H26  H  HCR6  0   0.264   2.9573  -5.4690  -1.4322
 2SQ  H27  H  HCR6  0   0.266   0.4922  -5.2140  -1.4784
 2SQ  H28  H  HCR6  0   0.259  -0.5460  -3.0750  -0.9101

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
 2SQ  C07  C10  single    1.523  0.020  1.523
 2SQ  C07  C06  single    1.506  0.020  1.506
 2SQ  C10  C13  single    1.511  0.020  1.511
 2SQ  C01  C05  single    1.501  0.020  1.501
 2SQ  O42  C41  double    1.200  0.020  1.200
 2SQ  O44  C41  single    1.322  0.020  1.322
 2SQ  C13  O16  single    1.425  0.020  1.425
 2SQ  C41  C25  single    1.536  0.020  1.536
 2SQ  C06  C05  aromatic  1.405  0.020  1.405
 2SQ  C06  C17  aromatic  1.393  0.020  1.393
 2SQ  C05  C22  aromatic  1.396  0.020  1.396
 2SQ  O16  C17  single    1.346  0.020  1.346
 2SQ  C17  C18  aromatic  1.392  0.020  1.392
 2SQ  C25  C24  single    1.520  0.020  1.520
 2SQ  C25  O27  single    1.391  0.020  1.391
 2SQ  C22  C23  single    1.487  0.020  1.487
 2SQ  C22  C20  aromatic  1.395  0.020  1.395
 2SQ  C24  C23  double    1.358  0.020  1.358
 2SQ  C24  N45  single    1.388  0.020  1.388
 2SQ  C46  N45  single    1.463  0.020  1.463
 2SQ  C23  C61  single    1.442  0.020  1.442
 2SQ  N45  C50  single    1.379  0.020  1.379
 2SQ  C61  C59  aromatic  1.406  0.020  1.406
 2SQ  C61  C52  aromatic  1.400  0.020  1.400
 2SQ  O27  C28  single    1.440  0.020  1.440
 2SQ  C50  C52  single    1.457  0.020  1.457
 2SQ  C50  O51  double    1.224  0.020  1.224
 2SQ  C59  C57  aromatic  1.377  0.020  1.377
 2SQ  C52  C53  aromatic  1.400  0.020  1.400
 2SQ  C18  C20  aromatic  1.370  0.020  1.370
 2SQ  C18  F19  single    1.343  0.020  1.343
 2SQ  C57  C55  aromatic  1.398  0.020  1.398
 2SQ  C53  C55  aromatic  1.377  0.020  1.377
 2SQ  C29  C28  single    1.523  0.020  1.523
 2SQ  C28  C37  single    1.525  0.020  1.525
 2SQ  C28  C33  single    1.524  0.020  1.524
 2SQ  C01  H1   single    0.970  0.020  1.090
 2SQ  C01  H2   single    0.970  0.020  1.090
 2SQ  C01  H3   single    0.970  0.020  1.090
 2SQ  C07  H4   single    0.970  0.020  1.090
 2SQ  C07  H5   single    0.970  0.020  1.090
 2SQ  C10  H6   single    0.970  0.020  1.090
 2SQ  C10  H7   single    0.970  0.020  1.090
 2SQ  C13  H8   single    0.970  0.020  1.090
 2SQ  C13  H9   single    0.970  0.020  1.090
 2SQ  C20  H10  single    0.930  0.020  1.080
 2SQ  C25  H11  single    0.970  0.020  1.090
 2SQ  C29  H12  single    0.970  0.020  1.090
 2SQ  C29  H13  single    0.970  0.020  1.090
 2SQ  C29  H14  single    0.970  0.020  1.090
 2SQ  C33  H15  single    0.970  0.020  1.090
 2SQ  C33  H16  single    0.970  0.020  1.090
 2SQ  C33  H17  single    0.970  0.020  1.090
 2SQ  C37  H18  single    0.970  0.020  1.090
 2SQ  C37  H19  single    0.970  0.020  1.090
 2SQ  C37  H20  single    0.970  0.020  1.090
 2SQ  O44  H21  single    0.850  0.020  0.980
 2SQ  C46  H22  single    0.970  0.020  1.090
 2SQ  C46  H23  single    0.970  0.020  1.090
 2SQ  C46  H24  single    0.970  0.020  1.090
 2SQ  C53  H25  single    0.930  0.020  1.080
 2SQ  C55  H26  single    0.930  0.020  1.080
 2SQ  C57  H27  single    0.930  0.020  1.080
 2SQ  C59  H28  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
 2SQ  H3   C01  H2   107.91  3.000
 2SQ  H3   C01  H1   107.42  3.000
 2SQ  H2   C01  H1   107.05  3.000
 2SQ  H3   C01  C05  111.98  3.000
 2SQ  H2   C01  C05  110.64  3.000
 2SQ  H1   C01  C05  111.61  3.000
 2SQ  C22  C05  C06  119.80  3.000
 2SQ  C22  C05  C01  121.68  3.000
 2SQ  C06  C05  C01  118.51  3.000
 2SQ  C17  C06  C07  119.11  3.000
 2SQ  C17  C06  C05  120.04  3.000
 2SQ  C07  C06  C05  120.85  3.000
 2SQ  H5   C07  H4   105.93  3.000
 2SQ  H5   C07  C10  109.91  3.000
 2SQ  H4   C07  C10  109.85  3.000
 2SQ  H5   C07  C06  109.97  3.000
 2SQ  H4   C07  C06  109.45  3.000
 2SQ  C10  C07  C06  111.57  3.000
 2SQ  H7   C10  H6   107.07  3.000
 2SQ  H7   C10  C13  109.53  3.000
 2SQ  H6   C10  C13  109.46  3.000
 2SQ  H7   C10  C07  110.62  3.000
 2SQ  H6   C10  C07  110.54  3.000
 2SQ  C13  C10  C07  109.58  3.000
 2SQ  H9   C13  H8   108.12  3.000
 2SQ  H9   C13  O16  105.78  3.000
 2SQ  H8   C13  O16  109.31  3.000
 2SQ  H9   C13  C10  112.03  3.000
 2SQ  H8   C13  C10  110.39  3.000
 2SQ  O16  C13  C10  111.04  3.000
 2SQ  C17  O16  C13  116.50  3.000
 2SQ  C18  C17  O16  116.67  3.000
 2SQ  C18  C17  C06  118.85  3.000
 2SQ  O16  C17  C06  124.47  3.000
 2SQ  C20  C18  F19  119.99  3.000
 2SQ  F19  C18  C17  118.28  3.000
 2SQ  C20  C18  C17  121.74  3.000
 2SQ  H10  C20  C22  120.40  3.000
 2SQ  H10  C20  C18  119.74  3.000
 2SQ  C22  C20  C18  119.86  3.000
 2SQ  C23  C22  C20  117.56  3.000
 2SQ  C20  C22  C05  119.66  3.000
 2SQ  C23  C22  C05  122.53  3.000
 2SQ  C61  C23  C24  119.42  3.000
 2SQ  C61  C23  C22  117.09  3.000
 2SQ  C24  C23  C22  123.47  3.000
 2SQ  N45  C24  C25  117.86  3.000
 2SQ  N45  C24  C23  121.15  3.000
 2SQ  C25  C24  C23  120.97  3.000
 2SQ  H11  C25  C41  105.68  3.000
 2SQ  H11  C25  O27  112.15  3.000
 2SQ  C41  C25  O27  110.63  3.000
 2SQ  H11  C25  C24  105.99  3.000
 2SQ  O27  C25  C24  110.95  3.000
 2SQ  C41  C25  C24  111.24  3.000
 2SQ  C28  O27  C25  120.51  3.000
 2SQ  C37  C28  C33  110.01  3.000
 2SQ  C33  C28  C29  110.02  3.000
 2SQ  C37  C28  C29  110.05  3.000
 2SQ  C33  C28  O27  110.25  3.000
 2SQ  C37  C28  O27  112.70  3.000
 2SQ  C29  C28  O27  103.64  3.000
 2SQ  H14  C29  H13  107.99  3.000
 2SQ  H14  C29  H12  108.39  3.000
 2SQ  H13  C29  H12  107.95  3.000
 2SQ  H14  C29  C28  111.07  3.000
 2SQ  H13  C29  C28  110.12  3.000
 2SQ  H12  C29  C28  111.21  3.000
 2SQ  H17  C33  H16  108.01  3.000
 2SQ  H17  C33  H15  108.10  3.000
 2SQ  H16  C33  H15  107.06  3.000
 2SQ  H17  C33  C28  111.18  3.000
 2SQ  H16  C33  C28  110.10  3.000
 2SQ  H15  C33  C28  112.21  3.000
 2SQ  H20  C37  H19  106.88  3.000
 2SQ  H20  C37  H18  108.46  3.000
 2SQ  H19  C37  H18  108.16  3.000
 2SQ  H20  C37  C28  112.39  3.000
 2SQ  H19  C37  C28  108.95  3.000
 2SQ  H18  C37  C28  111.80  3.000
 2SQ  O44  C41  O42  124.35  3.000
 2SQ  O44  C41  C25  110.87  3.000
 2SQ  O42  C41  C25  124.77  3.000
 2SQ  H21  O44  C41  110.42  3.000
 2SQ  C50  N45  C46  114.25  3.000
 2SQ  C50  N45  C24  123.01  3.000
 2SQ  C46  N45  C24  122.66  3.000
 2SQ  H24  C46  H23  107.35  3.000
 2SQ  H24  C46  H22  109.94  3.000
 2SQ  H23  C46  H22  108.09  3.000
 2SQ  H24  C46  N45  111.19  3.000
 2SQ  H23  C46  N45  109.26  3.000
 2SQ  H22  C46  N45  110.90  3.000
 2SQ  C52  C50  O51  122.77  3.000
 2SQ  O51  C50  N45  120.60  3.000
 2SQ  C52  C50  N45  116.62  3.000
 2SQ  C61  C52  C53  120.60  3.000
 2SQ  C53  C52  C50  118.95  3.000
 2SQ  C61  C52  C50  120.44  3.000
 2SQ  H25  C53  C55  120.30  3.000
 2SQ  H25  C53  C52  119.48  3.000
 2SQ  C55  C53  C52  120.22  3.000
 2SQ  H26  C55  C57  120.13  3.000
 2SQ  H26  C55  C53  120.27  3.000
 2SQ  C57  C55  C53  119.60  3.000
 2SQ  H27  C57  C59  119.58  3.000
 2SQ  H27  C57  C55  119.78  3.000
 2SQ  C59  C57  C55  120.64  3.000
 2SQ  H28  C59  C61  119.86  3.000
 2SQ  H28  C59  C57  119.56  3.000
 2SQ  C61  C59  C57  120.59  3.000
 2SQ  C59  C61  C52  118.35  3.000
 2SQ  C52  C61  C23  119.22  3.000
 2SQ  C59  C61  C23  122.43  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
 2SQ  CONST_01  C18  C17  C06  C05    0.00   0.0  0
 2SQ  CONST_02  C18  C20  C22  C05    0.00   0.0  0
 2SQ  CONST_03  C20  C22  C05  C06    0.00   0.0  0
 2SQ  CONST_04  C20  C18  C17  C06    0.00   0.0  0
 2SQ  CONST_05  C22  C05  C06  C17    0.00   0.0  0
 2SQ  CONST_06  C22  C20  C18  C17    0.00   0.0  0
 2SQ  CONST_07  C57  C59  C61  C52    0.00   0.0  0
 2SQ  CONST_08  C57  C55  C53  C52    0.00   0.0  0
 2SQ  CONST_09  C59  C61  C52  C53    0.00   0.0  0
 2SQ  CONST_10  C59  C57  C55  C53    0.00   0.0  0
 2SQ  CONST_11  C61  C59  C57  C55    0.00   0.0  0
 2SQ  CONST_12  C61  C52  C53  C55    0.00   0.0  0
 2SQ  CONST_13  C23  C22  C05  C06  180.00   0.0  0
 2SQ  CONST_14  C23  C22  C20  C18  180.00   0.0  0
 2SQ  CONST_15  C52  C50  N45  C24    0.00   0.0  0
 2SQ  CONST_16  C07  C06  C05  C01    0.00   0.0  0
 2SQ  CONST_17  C17  C06  C05  C01  180.00   0.0  0
 2SQ  CONST_18  C23  C22  C05  C01    0.00   0.0  0
 2SQ  CONST_19  C20  C22  C05  C01  180.00   0.0  0
 2SQ  CONST_20  F19  C18  C17  C06  180.00   0.0  0
 2SQ  CONST_21  F19  C18  C17  O16    0.00   0.0  0
 2SQ  CONST_22  C22  C20  C18  F19  180.00   0.0  0
 2SQ  CONST_23  O51  C50  N45  C24  180.00   0.0  0
 2SQ  CONST_24  C52  C50  N45  C46  180.00   0.0  0
 2SQ  CONST_25  H10  C20  C22  C05  180.00   0.0  0
 2SQ  CONST_26  H28  C59  C61  C23    0.00   0.0  0
 2SQ  CONST_27  H25  C53  C52  C50    0.00   0.0  0
 2SQ  CONST_28  H26  C55  C53  C52  180.00   0.0  0
 2SQ  CONST_29  H27  C57  C55  C53  180.00   0.0  0
 2SQ  CONST_30  O51  C50  N45  C46    0.00   0.0  0
 2SQ  CONST_31  H21  O44  C41  C25  180.00   0.0  0
 2SQ  Var_01    C10  C07  C06  C05  165.75  30.0  1
 2SQ  Var_02    C24  C23  C22  C05  -93.84  30.0  2
 2SQ  Var_03    C13  C10  C07  C06   43.97  30.0  1
 2SQ  Var_04    O16  C13  C10  C07  -60.85  30.0  1
 2SQ  Var_05    C18  C17  O16  C13  164.65  30.0  1
 2SQ  Var_06    H1   C01  C05  C06  -68.83  30.0  2
 2SQ  Var_07    H22  C46  N45  C24  100.55  30.0  3
 2SQ  Var_08    C29  C28  O27  C25  173.53  30.0  3
 2SQ  Var_09    H12  C29  C28  O27   60.31  30.0  3
 2SQ  Var_10    H18  C37  C28  O27   60.60  30.0  3
 2SQ  Var_11    H15  C33  C28  O27   70.00  30.0  3

loop_
_chem_comp_chir.comp_id
_chem_comp_chir.id
_chem_comp_chir.atom_id_centre
_chem_comp_chir.atom_id_1
_chem_comp_chir.atom_id_2
_chem_comp_chir.atom_id_3
_chem_comp_chir.volume_sign
 2SQ  chir_01  C25  C41  C24  O27  positiv

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
 2SQ  plan-1  C22  0.020
 2SQ  plan-1  C23  0.020
 2SQ  plan-1  C24  0.020
 2SQ  plan-1  C25  0.020
 2SQ  plan-1  N45  0.020
 2SQ  plan-1  C46  0.020
 2SQ  plan-1  C50  0.020
 2SQ  plan-1  O51  0.020
 2SQ  plan-1  C52  0.020
 2SQ  plan-1  C53  0.020
 2SQ  plan-1  C55  0.020
 2SQ  plan-1  C57  0.020
 2SQ  plan-1  C59  0.020
 2SQ  plan-1  C61  0.020
 2SQ  plan-1  H25  0.020
 2SQ  plan-1  H26  0.020
 2SQ  plan-1  H27  0.020
 2SQ  plan-1  H28  0.020
 2SQ  plan-2  C01  0.020
 2SQ  plan-2  C05  0.020
 2SQ  plan-2  C06  0.020
 2SQ  plan-2  C07  0.020
 2SQ  plan-2  O16  0.020
 2SQ  plan-2  C17  0.020
 2SQ  plan-2  C18  0.020
 2SQ  plan-2  F19  0.020
 2SQ  plan-2  C20  0.020
 2SQ  plan-2  C22  0.020
 2SQ  plan-2  C23  0.020
 2SQ  plan-2  H10  0.020
 2SQ  plan-3  C25  0.020
 2SQ  plan-3  C41  0.020
 2SQ  plan-3  O42  0.020
 2SQ  plan-3  O44  0.020
 2SQ  plan-3  H21  0.020

