# electronic Ligand Builder and Optimisation Workbench (eLBOW)
#   - a module of PHENIX version dev-svn-
#   - file written: Wed May  6 05:54:54 2020
#   Inital geometry file: a 143 line input string
#   Ligand name: (2S)-tert-butoxy[4-(8-fluoro-5-methyl-3,4-dihydro-2H-chromen-6-yl)-2-methylquinolin-3-yl]ethanoic acid
#   Quantum optimisation: True
#   Method: PBEh-3c
#   Random seed: 3628800
#   SMILES string: Cc1nc2ccccc2c(c3cc(F)c4OCCCc4c3C)c1[C@H](OC(C)(C)C)C(O)=O
#
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
 TQX  TQX  '(2S)-tert-butoxy[4-(8-fluoro-5-methyl-3,4-dihydro-2H-chromen-6-yl)-2-methylquinolin-3-yl]ethanoic acid'  ligand  59  32  .  2022-07-22  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_TQX
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
 TQX  C01   C  CR16   0  -0.297   3.0232   3.7375   0.7777
 TQX  C02   C  CR66   0   0.180   2.5954   2.4335   0.4415
 TQX  C03   C  CR66   0   0.068   1.2173   2.1662   0.2962
 TQX  C04   C  CR16   0  -0.336   0.2993   3.2266   0.4733
 TQX  C05   C  CR16   0  -0.257   0.7363   4.4845   0.7965
 TQX  C06   C  CR16   0  -0.269   2.1114   4.7430   0.9557
 TQX  N07   N  N      0  -0.470   3.5351   1.4785   0.2582
 TQX  C08   C  CR6    0   0.196   3.1743   0.2666  -0.0720
 TQX  C09   C  CR6    0   0.064   1.8040  -0.1170  -0.2432
 TQX  C10   C  CR6    0   0.113   0.8316   0.8346  -0.0389
 TQX  C11   C  CH3    0  -0.729   4.3031  -0.7094  -0.2437
 TQX  C12   C  C      0  -0.063  -0.6163   0.5353  -0.1872
 TQX  C13   C  CH1    0  -0.216   1.4692  -1.5313  -0.6537
 TQX  O14   O  O2     0  -0.491   2.0795  -2.4549   0.2071
 TQX  C15   C  C1     0  -0.454  -1.1210   0.3130  -1.4689
 TQX  C16   C  C      0   0.464  -2.4554   0.0504  -1.6316
 TQX  C17   C  C      0   0.204  -3.3359   0.0088  -0.5540
 TQX  C18   C  C      0  -0.021  -2.8437   0.2584   0.7256
 TQX  C19   C  C      0   0.019  -1.4744   0.5048   0.9140
 TQX  O20   O  O2     0  -0.476  -4.6230  -0.2710  -0.8344
 TQX  C21   C  CH2    0  -0.191  -5.4515  -0.6186   0.2704
 TQX  C22   C  CH2    0  -0.489  -5.2470   0.3371   1.4226
 TQX  C23   C  CH2    0  -0.489  -3.7993   0.2697   1.8897
 TQX  C24   C  CH3    0  -0.756  -0.9659   0.7271   2.3102
 TQX  C25   C  CT     0   0.198   1.2572  -3.3128   0.9894
 TQX  C26   C  CH3    0  -0.659   2.2438  -4.1727   1.7720
 TQX  C27   C  CH3    0  -0.670   0.3904  -2.5184   1.9654
 TQX  C28   C  CH3    0  -0.665   0.3863  -4.2083   0.1077
 TQX  F29   F  F      0  -0.318  -2.9469  -0.1837  -2.8610
 TQX  C30   C  C      0   0.405   1.8505  -1.7792  -2.1421
 TQX  O31   O  OC    -1  -0.590   1.6550  -0.8111  -2.9056
 TQX  O32   O  O      0  -0.585   2.2694  -2.9052  -2.4467
 TQX  H01   H  HCR6   0   0.255   4.0852   3.9179   0.8870
 TQX  H04   H  HCR6   0   0.261  -0.7601   3.0470   0.3450
 TQX  H05   H  HCR6   0   0.258   0.0208   5.2857   0.9269
 TQX  H06   H  HCR6   0   0.258   2.4445   5.7398   1.2136
 TQX  H11   H  HCH3   0   0.254   4.4080  -1.3332   0.6444
 TQX  H11A  H  HCH3   0   0.247   4.1650  -1.3870  -1.0835
 TQX  H11B  H  HCH3   0   0.238   5.2326  -0.1617  -0.3846
 TQX  H13   H  HCH1   0   0.244   0.3777  -1.6337  -0.6256
 TQX  H15   H  H      0   0.278  -0.4543   0.3130  -2.3218
 TQX  H21   H  HCH2   0   0.251  -6.4732  -0.5923  -0.1054
 TQX  H21A  H  HCH2   0   0.226  -5.2294  -1.6456   0.5827
 TQX  H22   H  HCH2   0   0.245  -5.4998   1.3516   1.1045
 TQX  H22A  H  HCH2   0   0.255  -5.9243   0.0768   2.2369
 TQX  H23   H  HCH2   0   0.255  -3.6477  -0.6249   2.5030
 TQX  H23A  H  HCH2   0   0.261  -3.5830   1.1184   2.5420
 TQX  H24   H  HCH3   0   0.254  -1.2121   1.7292   2.6709
 TQX  H24A  H  HCH3   0   0.252  -1.4090   0.0188   3.0106
 TQX  H24B  H  HCH3   0   0.257   0.1139   0.6112   2.3721
 TQX  H26   H  HCH3   0   0.228   2.8883  -3.5543   2.3994
 TQX  H26A  H  HCH3   0   0.218   1.7133  -4.8708   2.4209
 TQX  H26B  H  HCH3   0   0.227   2.8770  -4.7535   1.0993
 TQX  H27   H  HCH3   0   0.235  -0.3459  -1.8949   1.4560
 TQX  H27A  H  HCH3   0   0.227  -0.1611  -3.1952   2.6197
 TQX  H27B  H  HCH3   0   0.227   1.0019  -1.8662   2.5909
 TQX  H28   H  HCH3   0   0.233   1.0000  -4.7766  -0.5907
 TQX  H28A  H  HCH3   0   0.223  -0.1760  -4.9102   0.7252
 TQX  H28B  H  HCH3   0   0.221  -0.3406  -3.6382  -0.4738

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
 TQX  C06  C01   aromatic  1.369  0.020  1.369
 TQX  C01  C02   aromatic  1.413  0.020  1.413
 TQX  C01  H01   single    0.930  0.020  1.080
 TQX  C02  C03   aromatic  1.411  0.020  1.411
 TQX  C02  N07   aromatic  1.352  0.020  1.352
 TQX  C04  C03   aromatic  1.414  0.020  1.414
 TQX  C03  C10   aromatic  1.426  0.020  1.426
 TQX  C05  C04   aromatic  1.370  0.020  1.370
 TQX  C04  H04   single    0.930  0.020  1.080
 TQX  C06  C05   aromatic  1.408  0.020  1.408
 TQX  C05  H05   single    0.930  0.020  1.080
 TQX  C06  H06   single    0.930  0.020  1.080
 TQX  N07  C08   aromatic  1.307  0.020  1.307
 TQX  C08  C11   single    1.502  0.020  1.502
 TQX  C08  C09   aromatic  1.433  0.020  1.433
 TQX  C10  C09   aromatic  1.376  0.020  1.376
 TQX  C09  C13   single    1.510  0.020  1.510
 TQX  C10  C12   single    1.486  0.020  1.486
 TQX  C11  H11   single    0.970  0.020  1.090
 TQX  C11  H11A  single    0.970  0.020  1.090
 TQX  C11  H11B  single    0.970  0.020  1.090
 TQX  C15  C12   aromatic  1.395  0.020  1.395
 TQX  C12  C19   aromatic  1.396  0.020  1.396
 TQX  O14  C13   single    1.402  0.020  1.402
 TQX  C13  C30   single    1.556  0.020  1.556
 TQX  C13  H13   single    0.970  0.020  1.090
 TQX  C25  O14   single    1.423  0.020  1.423
 TQX  C15  C16   aromatic  1.370  0.020  1.370
 TQX  C15  H15   single    0.930  0.020  1.080
 TQX  F29  C16   single    1.344  0.020  1.344
 TQX  C16  C17   aromatic  1.392  0.020  1.392
 TQX  C17  O20   single    1.347  0.020  1.347
 TQX  C17  C18   aromatic  1.394  0.020  1.394
 TQX  C19  C18   aromatic  1.404  0.020  1.404
 TQX  C18  C23   single    1.506  0.020  1.506
 TQX  C19  C24   single    1.502  0.020  1.502
 TQX  O20  C21   single    1.424  0.020  1.424
 TQX  C21  C22   single    1.511  0.020  1.511
 TQX  C21  H21   single    0.970  0.020  1.090
 TQX  C21  H21A  single    0.970  0.020  1.090
 TQX  C23  C22   single    1.523  0.020  1.523
 TQX  C22  H22   single    0.970  0.020  1.090
 TQX  C22  H22A  single    0.970  0.020  1.090
 TQX  C23  H23   single    0.970  0.020  1.090
 TQX  C23  H23A  single    0.970  0.020  1.090
 TQX  C24  H24   single    0.970  0.020  1.090
 TQX  C24  H24A  single    0.970  0.020  1.090
 TQX  C24  H24B  single    0.970  0.020  1.090
 TQX  C27  C25   single    1.528  0.020  1.528
 TQX  C26  C25   single    1.525  0.020  1.525
 TQX  C25  C28   single    1.529  0.020  1.529
 TQX  C26  H26   single    0.970  0.020  1.090
 TQX  C26  H26A  single    0.970  0.020  1.090
 TQX  C26  H26B  single    0.970  0.020  1.090
 TQX  C27  H27   single    0.970  0.020  1.090
 TQX  C27  H27A  single    0.970  0.020  1.090
 TQX  C27  H27B  single    0.970  0.020  1.090
 TQX  C28  H28   single    0.970  0.020  1.090
 TQX  C28  H28A  single    0.970  0.020  1.090
 TQX  C28  H28B  single    0.970  0.020  1.090
 TQX  C30  O32   deloc     1.239  0.020  1.239
 TQX  C30  O31   deloc     1.248  0.020  1.248

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
 TQX  H01   C01  C06   121.18  3.000
 TQX  H01   C01  C02   118.34  3.000
 TQX  C06   C01  C02   120.48  3.000
 TQX  N07   C02  C03   122.07  3.000
 TQX  N07   C02  C01   118.27  3.000
 TQX  C03   C02  C01   119.66  3.000
 TQX  C10   C03  C04   123.65  3.000
 TQX  C10   C03  C02   117.71  3.000
 TQX  C04   C03  C02   118.63  3.000
 TQX  H04   C04  C05   119.51  3.000
 TQX  H04   C04  C03   119.76  3.000
 TQX  C05   C04  C03   120.73  3.000
 TQX  H05   C05  C06   119.74  3.000
 TQX  H05   C05  C04   119.82  3.000
 TQX  C06   C05  C04   120.44  3.000
 TQX  H06   C06  C05   119.78  3.000
 TQX  H06   C06  C01   120.17  3.000
 TQX  C05   C06  C01   120.05  3.000
 TQX  C08   N07  C02   119.82  3.000
 TQX  C11   C08  C09   122.07  3.000
 TQX  C09   C08  N07   122.84  3.000
 TQX  C11   C08  N07   115.08  3.000
 TQX  C13   C09  C10   122.10  3.000
 TQX  C13   C09  C08   119.67  3.000
 TQX  C10   C09  C08   118.22  3.000
 TQX  C12   C10  C09   122.31  3.000
 TQX  C12   C10  C03   118.36  3.000
 TQX  C09   C10  C03   119.31  3.000
 TQX  H11B  C11  H11A  108.78  3.000
 TQX  H11B  C11  H11   108.14  3.000
 TQX  H11A  C11  H11   106.53  3.000
 TQX  H11B  C11  C08   109.25  3.000
 TQX  H11A  C11  C08   113.43  3.000
 TQX  H11   C11  C08   110.55  3.000
 TQX  C19   C12  C15   119.91  3.000
 TQX  C19   C12  C10   121.63  3.000
 TQX  C15   C12  C10   118.44  3.000
 TQX  H13   C13  C30   104.68  3.000
 TQX  H13   C13  O14   110.85  3.000
 TQX  C30   C13  O14   112.05  3.000
 TQX  H13   C13  C09   107.53  3.000
 TQX  C30   C13  C09   110.78  3.000
 TQX  O14   C13  C09   110.70  3.000
 TQX  C25   O14  C13   118.89  3.000
 TQX  H15   C15  C16   120.42  3.000
 TQX  H15   C15  C12   120.07  3.000
 TQX  C16   C15  C12   119.48  3.000
 TQX  F29   C16  C17   118.13  3.000
 TQX  C17   C16  C15   122.00  3.000
 TQX  F29   C16  C15   119.88  3.000
 TQX  O20   C17  C18   124.47  3.000
 TQX  C18   C17  C16   118.82  3.000
 TQX  O20   C17  C16   116.71  3.000
 TQX  C23   C18  C19   120.92  3.000
 TQX  C23   C18  C17   119.14  3.000
 TQX  C19   C18  C17   119.94  3.000
 TQX  C24   C19  C18   118.74  3.000
 TQX  C24   C19  C12   121.44  3.000
 TQX  C18   C19  C12   119.82  3.000
 TQX  C21   O20  C17   116.44  3.000
 TQX  H21A  C21  H21   108.12  3.000
 TQX  H21A  C21  C22   110.36  3.000
 TQX  H21   C21  C22   112.02  3.000
 TQX  H21A  C21  O20   109.38  3.000
 TQX  H21   C21  O20   105.80  3.000
 TQX  C22   C21  O20   111.01  3.000
 TQX  H22A  C22  H22   107.17  3.000
 TQX  H22A  C22  C23   110.54  3.000
 TQX  H22   C22  C23   110.51  3.000
 TQX  H22A  C22  C21   109.53  3.000
 TQX  H22   C22  C21   109.50  3.000
 TQX  C23   C22  C21   109.55  3.000
 TQX  H23A  C23  H23   105.84  3.000
 TQX  H23A  C23  C22   109.70  3.000
 TQX  H23   C23  C22   109.85  3.000
 TQX  H23A  C23  C18   109.99  3.000
 TQX  H23   C23  C18   109.81  3.000
 TQX  C22   C23  C18   111.50  3.000
 TQX  H24B  C24  H24A  107.32  3.000
 TQX  H24B  C24  H24   107.61  3.000
 TQX  H24A  C24  H24   106.98  3.000
 TQX  H24B  C24  C19   111.90  3.000
 TQX  H24A  C24  C19   111.30  3.000
 TQX  H24   C24  C19   111.47  3.000
 TQX  C28   C25  C27   110.46  3.000
 TQX  C28   C25  C26   109.52  3.000
 TQX  C27   C25  C26   109.42  3.000
 TQX  C28   C25  O14   111.42  3.000
 TQX  C26   C25  O14   104.38  3.000
 TQX  C27   C25  O14   111.44  3.000
 TQX  H26B  C26  H26A  107.95  3.000
 TQX  H26B  C26  H26   108.26  3.000
 TQX  H26A  C26  H26   107.92  3.000
 TQX  H26B  C26  C25   111.06  3.000
 TQX  H26A  C26  C25   110.59  3.000
 TQX  H26   C26  C25   110.95  3.000
 TQX  H27B  C27  H27A  108.07  3.000
 TQX  H27B  C27  H27   107.72  3.000
 TQX  H27A  C27  H27   107.06  3.000
 TQX  H27B  C27  C25   111.03  3.000
 TQX  H27A  C27  C25   110.32  3.000
 TQX  H27   C27  C25   112.44  3.000
 TQX  H28B  C28  H28A  107.12  3.000
 TQX  H28B  C28  H28   107.82  3.000
 TQX  H28A  C28  H28   108.51  3.000
 TQX  H28B  C28  C25   112.37  3.000
 TQX  H28A  C28  C25   110.12  3.000
 TQX  H28   C28  C25   110.74  3.000
 TQX  O32   C30  O31   127.39  3.000
 TQX  O31   C30  C13   115.02  3.000
 TQX  O32   C30  C13   117.56  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
 TQX  CONST_01  C04  C05  C06  C01    0.00   0.0  0
 TQX  CONST_02  C04  C03  C02  C01    0.00   0.0  0
 TQX  CONST_03  C10  C03  C02  C01  180.00   0.0  0
 TQX  CONST_04  C08  N07  C02  C01  180.00   0.0  0
 TQX  CONST_05  C05  C06  C01  C02    0.00   0.0  0
 TQX  CONST_06  C05  C04  C03  C02    0.00   0.0  0
 TQX  CONST_07  C09  C10  C03  C02    0.00   0.0  0
 TQX  CONST_08  C12  C10  C03  C02  180.00   0.0  0
 TQX  CONST_09  C09  C08  N07  C02    0.00   0.0  0
 TQX  CONST_10  C06  C01  C02  C03    0.00   0.0  0
 TQX  CONST_11  C08  N07  C02  C03    0.00   0.0  0
 TQX  CONST_12  C06  C05  C04  C03    0.00   0.0  0
 TQX  CONST_13  C08  C09  C10  C03    0.00   0.0  0
 TQX  CONST_16  N07  C02  C03  C04  180.00   0.0  0
 TQX  CONST_17  C09  C10  C03  C04  180.00   0.0  0
 TQX  CONST_18  C12  C10  C03  C04    0.00   0.0  0
 TQX  CONST_19  C10  C03  C04  C05  180.00   0.0  0
 TQX  CONST_20  N07  C02  C01  C06  180.00   0.0  0
 TQX  CONST_21  C10  C03  C02  N07    0.00   0.0  0
 TQX  CONST_22  C10  C09  C08  N07    0.00   0.0  0
 TQX  CONST_23  C12  C10  C09  C08  180.00   0.0  0
 TQX  CONST_26  C16  C15  C12  C10  180.00   0.0  0
 TQX  CONST_27  C18  C19  C12  C10  180.00   0.0  0
 TQX  CONST_28  C17  C16  C15  C12    0.00   0.0  0
 TQX  CONST_29  C17  C18  C19  C12    0.00   0.0  0
 TQX  CONST_30  C18  C19  C12  C15    0.00   0.0  0
 TQX  CONST_31  C18  C17  C16  C15    0.00   0.0  0
 TQX  CONST_32  C19  C12  C15  C16    0.00   0.0  0
 TQX  CONST_33  C19  C18  C17  C16    0.00   0.0  0
 TQX  CONST_34  C11  C08  N07  C02  180.00   0.0  0
 TQX  CONST_35  C13  C09  C10  C03  180.00   0.0  0
 TQX  CONST_36  C13  C09  C08  N07  180.00   0.0  0
 TQX  CONST_37  C11  C08  C09  C10  180.00   0.0  0
 TQX  CONST_38  C24  C19  C12  C10    0.00   0.0  0
 TQX  CONST_39  C13  C09  C10  C12    0.00   0.0  0
 TQX  CONST_40  F29  C16  C15  C12  180.00   0.0  0
 TQX  CONST_41  C24  C19  C12  C15  180.00   0.0  0
 TQX  CONST_42  C24  C19  C18  C17  180.00   0.0  0
 TQX  CONST_43  F29  C16  C17  C18  180.00   0.0  0
 TQX  CONST_44  F29  C16  C17  O20    0.00   0.0  0
 TQX  CONST_45  C24  C19  C18  C23    0.00   0.0  0
 TQX  CONST_46  H05  C05  C06  C01  180.00   0.0  0
 TQX  CONST_47  H06  C06  C01  C02  180.00   0.0  0
 TQX  CONST_48  H04  C04  C03  C02  180.00   0.0  0
 TQX  CONST_49  H01  C01  C02  C03  180.00   0.0  0
 TQX  CONST_50  H15  C15  C12  C10    0.00   0.0  0
 TQX  Var_01    C22  C21  O20  C17   46.14  30.0  1
 TQX  Var_02    C22  C23  C18  C17  -14.14  30.0  1
 TQX  Var_03    C21  C22  C23  C18   43.98  30.0  1
 TQX  Var_04    C23  C22  C21  O20  -61.16  30.0  1
 TQX  Var_05    H11  C11  C08  N07  100.15  30.0  2
 TQX  Var_06    H24  C24  C19  C12  103.67  30.0  2
 TQX  Var_07    C27  C25  O14  C13  -62.69  30.0  3
 TQX  Var_08    H27  C27  C25  O14   65.93  30.0  3
 TQX  Var_09    H26  C26  C25  O14   59.76  30.0  3
 TQX  Var_10    H28  C28  C25  O14   55.52  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
 TQX  chir_01  C13  C09  O14  C30  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
 TQX  plan-1  C01  0.020
 TQX  plan-1  C02  0.020
 TQX  plan-1  C03  0.020
 TQX  plan-1  C04  0.020
 TQX  plan-1  C05  0.020
 TQX  plan-1  C06  0.020
 TQX  plan-1  N07  0.020
 TQX  plan-1  C08  0.020
 TQX  plan-1  C09  0.020
 TQX  plan-1  C10  0.020
 TQX  plan-1  C11  0.020
 TQX  plan-1  C12  0.020
 TQX  plan-1  C13  0.020
 TQX  plan-1  H01  0.020
 TQX  plan-1  H04  0.020
 TQX  plan-1  H05  0.020
 TQX  plan-1  H06  0.020
 TQX  plan-2  C10  0.020
 TQX  plan-2  C12  0.020
 TQX  plan-2  C15  0.020
 TQX  plan-2  C16  0.020
 TQX  plan-2  C17  0.020
 TQX  plan-2  C18  0.020
 TQX  plan-2  C19  0.020
 TQX  plan-2  O20  0.020
 TQX  plan-2  C23  0.020
 TQX  plan-2  C24  0.020
 TQX  plan-2  F29  0.020
 TQX  plan-2  H15  0.020
 TQX  plan-3  C13  0.020
 TQX  plan-3  C30  0.020
 TQX  plan-3  O31  0.020
 TQX  plan-3  O32  0.020

