# electronic Ligand Builder and Optimisation Workbench (eLBOW)
#   - a module of PHENIX version 1.18.1-3865-
#   - file written: Tue Jun  2 06:50:41 2020
#   Inital geometry file: a 137 line input string
#   Ligand name: (2S)-tert-butoxy[4-(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(c3ccc4OCCCc4c3)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
 LF0  LF0  '(2S)-tert-butoxy[4-(3,4-dihydro-2H-chromen-6-yl)-2-methylquinolin-3-yl]ethanoic acid'  ligand  56  30  .  2021-08-12  2021-08-12  
;
Directly from eLBOW using geometry from QM method PBEh-3c with CPCM solvent model
Validated by Mogul as PERFECT
;

data_comp_LF0
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
 LF0  C1   C  C      0   0.149  -0.4889  -0.9541  -0.1668
 LF0  C2   C  C      0   0.072  -1.6217  -0.1725  -0.2030
 LF0  C3   C  C      0   0.195  -2.8820  -0.7915   0.0767
 LF0  N1   N  N      0  -0.472  -2.9971  -2.0564   0.3863
 LF0  C5   C  CR6    0   0.181  -1.8959  -2.8397   0.4353
 LF0  C6   C  CR6    0   0.060  -0.6058  -2.3401   0.1510
 LF0  C7   C  C      0  -0.050   0.8581  -0.4034  -0.4543
 LF0  C8   C  C1     0  -0.283   1.2024   0.0457  -1.7286
 LF0  C9   C  C1     0  -0.344   2.4671   0.5447  -1.9802
 LF0  C10  C  C      0   0.362   3.4147   0.6108  -0.9599
 LF0  C11  C  C      0   0.002   3.0971   0.1612   0.3239
 LF0  C12  C  C1     0  -0.336   1.8215  -0.3438   0.5467
 LF0  C13  C  CR16   0  -0.342   0.4865  -3.2385   0.1736
 LF0  C14  C  CR16   0  -0.255   0.3025  -4.5587   0.4908
 LF0  C15  C  CR16   0  -0.269  -0.9827  -5.0467   0.7954
 LF0  C16  C  CR16   0  -0.297  -2.0609  -4.2038   0.7639
 LF0  C17  C  CH3    0  -0.733  -4.1725  -0.0249   0.0332
 LF0  C18  C  CH1    0  -0.228  -1.5569   1.3009  -0.5274
 LF0  C19  C  C      0   0.409  -2.0711   1.6042  -1.9639
 LF0  O20  O  OC    -1  -0.595  -1.9614   0.6739  -2.7880
 LF0  O21  O  O      0  -0.586  -2.4952   2.7500  -2.1735
 LF0  O22  O  O2     0  -0.493  -2.2498   2.0659   0.4235
 LF0  C23  C  CT     0   0.201  -1.5006   2.8612   1.3351
 LF0  C24  C  CH3    0  -0.665  -0.7168   3.9500   0.6007
 LF0  C25  C  CH3    0  -0.662  -2.5517   3.5092   2.2292
 LF0  C26  C  CH3    0  -0.677  -0.5625   2.0045   2.1844
 LF0  O27  O  O2     0  -0.482   4.6286   1.1035  -1.2875
 LF0  C4   C  CH2    0  -0.189   5.5277   1.4010  -0.2235
 LF0  C20  C  CH2    0  -0.493   5.5219   0.3222   0.8374
 LF0  C21  C  CH2    0  -0.482   4.1225   0.2060   1.4236
 LF0  H1   H  H      0   0.259   0.4664   0.0178  -2.5214
 LF0  H2   H  H      0   0.258   2.7306   0.8899  -2.9725
 LF0  H3   H  H      0   0.256   1.5767  -0.6991   1.5424
 LF0  H4   H  HCR6   0   0.260   1.4780  -2.8824  -0.0698
 LF0  H5   H  HCR6   0   0.257   1.1486  -5.2331   0.5029
 LF0  H6   H  HCR6   0   0.258  -1.1161  -6.0914   1.0447
 LF0  H7   H  HCR6   0   0.254  -3.0589  -4.5616   0.9838
 LF0  H8   H  HCH3   0   0.244  -4.2506   0.6170  -0.8434
 LF0  H9   H  HCH3   0   0.239  -5.0049  -0.7254   0.0209
 LF0  H10  H  HCH3   0   0.255  -4.2768   0.6186   0.9060
 LF0  H11  H  HCH1   0   0.244  -0.4971   1.5834  -0.5485
 LF0  H13  H  HCH3   0   0.232  -1.3818   4.5514  -0.0185
 LF0  H14  H  HCH3   0   0.223  -0.2229   4.6079   1.3171
 LF0  H15  H  HCH3   0   0.221   0.0617   3.5400  -0.0453
 LF0  H16  H  HCH3   0   0.227  -3.2410   4.1228   1.6459
 LF0  H17  H  HCH3   0   0.228  -3.1335   2.7547   2.7618
 LF0  H18  H  HCH3   0   0.219  -2.0776   4.1535   2.9706
 LF0  H19  H  HCH3   0   0.227  -0.0657   2.6182   2.9374
 LF0  H20  H  HCH3   0   0.227  -1.1136   1.2168   2.7013
 LF0  H21  H  HCH3   0   0.240   0.2179   1.5338   1.5850
 LF0  H22  H  HCH2   0   0.247   6.5084   1.5079  -0.6855
 LF0  H23  H  HCH2   0   0.223   5.2578   2.3664   0.2200
 LF0  H24  H  HCH2   0   0.243   5.8346  -0.6294   0.4000
 LF0  H25  H  HCH2   0   0.253   6.2479   0.5761   1.6109
 LF0  H26  H  HCH2   0   0.251   3.9287   1.0619   2.0777
 LF0  H27  H  HCH2   0   0.257   4.0355  -0.6834   2.0505

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
 LF0  C25  C23  single    1.525  0.020  1.525
 LF0  C26  C23  single    1.528  0.020  1.528
 LF0  C23  C24  single    1.529  0.020  1.529
 LF0  C23  O22  single    1.423  0.020  1.423
 LF0  C15  C16  aromatic  1.369  0.020  1.369
 LF0  C15  C14  aromatic  1.408  0.020  1.408
 LF0  C8   C9   aromatic  1.383  0.020  1.383
 LF0  C8   C7   aromatic  1.394  0.020  1.394
 LF0  C16  C5   aromatic  1.413  0.020  1.413
 LF0  C9   C10  aromatic  1.394  0.020  1.394
 LF0  C14  C13  aromatic  1.370  0.020  1.370
 LF0  C5   N1   aromatic  1.352  0.020  1.352
 LF0  C5   C6   aromatic  1.412  0.020  1.412
 LF0  O22  C18  single    1.403  0.020  1.403
 LF0  C13  C6   aromatic  1.415  0.020  1.415
 LF0  N1   C3   aromatic  1.307  0.020  1.307
 LF0  C6   C1   aromatic  1.427  0.020  1.427
 LF0  C3   C17  single    1.502  0.020  1.502
 LF0  C3   C2   aromatic  1.432  0.020  1.432
 LF0  C1   C2   aromatic  1.377  0.020  1.377
 LF0  C1   C7   single    1.483  0.020  1.483
 LF0  C2   C18  single    1.510  0.020  1.510
 LF0  C7   C12  aromatic  1.391  0.020  1.391
 LF0  C18  C19  single    1.556  0.020  1.556
 LF0  C10  O27  single    1.350  0.020  1.350
 LF0  C10  C11  aromatic  1.397  0.020  1.397
 LF0  O27  C4   single    1.424  0.020  1.424
 LF0  C12  C11  aromatic  1.390  0.020  1.390
 LF0  C11  C21  single    1.504  0.020  1.504
 LF0  C19  O21  deloc     1.240  0.020  1.240
 LF0  C19  O20  deloc     1.248  0.020  1.248
 LF0  C4   C20  single    1.513  0.020  1.513
 LF0  C20  C21  single    1.522  0.020  1.522
 LF0  C8   H1   single    0.930  0.020  1.080
 LF0  C9   H2   single    0.930  0.020  1.080
 LF0  C12  H3   single    0.930  0.020  1.080
 LF0  C13  H4   single    0.930  0.020  1.080
 LF0  C14  H5   single    0.930  0.020  1.080
 LF0  C15  H6   single    0.930  0.020  1.080
 LF0  C16  H7   single    0.930  0.020  1.080
 LF0  C17  H8   single    0.970  0.020  1.090
 LF0  C17  H9   single    0.970  0.020  1.090
 LF0  C17  H10  single    0.970  0.020  1.090
 LF0  C18  H11  single    0.970  0.020  1.090
 LF0  C24  H13  single    0.970  0.020  1.090
 LF0  C24  H14  single    0.970  0.020  1.090
 LF0  C24  H15  single    0.970  0.020  1.090
 LF0  C25  H16  single    0.970  0.020  1.090
 LF0  C25  H17  single    0.970  0.020  1.090
 LF0  C25  H18  single    0.970  0.020  1.090
 LF0  C26  H19  single    0.970  0.020  1.090
 LF0  C26  H20  single    0.970  0.020  1.090
 LF0  C26  H21  single    0.970  0.020  1.090
 LF0  C4   H22  single    0.970  0.020  1.090
 LF0  C4   H23  single    0.970  0.020  1.090
 LF0  C20  H24  single    0.970  0.020  1.090
 LF0  C20  H25  single    0.970  0.020  1.090
 LF0  C21  H26  single    0.970  0.020  1.090
 LF0  C21  H27  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
 LF0  C7   C1   C6   118.57  3.000
 LF0  C7   C1   C2   122.10  3.000
 LF0  C6   C1   C2   119.34  3.000
 LF0  C18  C2   C3   120.10  3.000
 LF0  C18  C2   C1   121.62  3.000
 LF0  C3   C2   C1   118.28  3.000
 LF0  C17  C3   N1   115.16  3.000
 LF0  C17  C3   C2   122.02  3.000
 LF0  N1   C3   C2   122.82  3.000
 LF0  C5   N1   C3   119.83  3.000
 LF0  C16  C5   C6   119.67  3.000
 LF0  C6   C5   N1   122.12  3.000
 LF0  C16  C5   N1   118.20  3.000
 LF0  C13  C6   C5   118.52  3.000
 LF0  C13  C6   C1   123.87  3.000
 LF0  C5   C6   C1   117.60  3.000
 LF0  C12  C7   C8   118.23  3.000
 LF0  C12  C7   C1   120.37  3.000
 LF0  C8   C7   C1   121.39  3.000
 LF0  H1   C8   C9   119.87  3.000
 LF0  H1   C8   C7   119.56  3.000
 LF0  C9   C8   C7   120.56  3.000
 LF0  H2   C9   C10  119.34  3.000
 LF0  H2   C9   C8   120.28  3.000
 LF0  C10  C9   C8   120.38  3.000
 LF0  O27  C10  C11  123.01  3.000
 LF0  C11  C10  C9   120.19  3.000
 LF0  O27  C10  C9   116.79  3.000
 LF0  C21  C11  C12  121.28  3.000
 LF0  C21  C11  C10  120.49  3.000
 LF0  C12  C11  C10  118.23  3.000
 LF0  H3   C12  C11  118.23  3.000
 LF0  H3   C12  C7   119.35  3.000
 LF0  C11  C12  C7   122.41  3.000
 LF0  H4   C13  C14  119.51  3.000
 LF0  H4   C13  C6   119.69  3.000
 LF0  C14  C13  C6   120.80  3.000
 LF0  H5   C14  C15  119.69  3.000
 LF0  H5   C14  C13  119.88  3.000
 LF0  C15  C14  C13  120.43  3.000
 LF0  H6   C15  C16  120.17  3.000
 LF0  H6   C15  C14  119.79  3.000
 LF0  C16  C15  C14  120.04  3.000
 LF0  H7   C16  C15  121.19  3.000
 LF0  H7   C16  C5   118.29  3.000
 LF0  C15  C16  C5   120.52  3.000
 LF0  H10  C17  H9   108.43  3.000
 LF0  H10  C17  H8   106.84  3.000
 LF0  H9   C17  H8   108.39  3.000
 LF0  H10  C17  C3   111.14  3.000
 LF0  H9   C17  C3   109.22  3.000
 LF0  H8   C17  C3   112.69  3.000
 LF0  H11  C18  O22  110.46  3.000
 LF0  H11  C18  C19  104.56  3.000
 LF0  O22  C18  C19  110.87  3.000
 LF0  H11  C18  C2   107.27  3.000
 LF0  C19  C18  C2   111.99  3.000
 LF0  O22  C18  C2   111.42  3.000
 LF0  O21  C19  O20  127.42  3.000
 LF0  O20  C19  C18  115.81  3.000
 LF0  O21  C19  C18  116.71  3.000
 LF0  C23  O22  C18  118.61  3.000
 LF0  C26  C23  C25  109.61  3.000
 LF0  C26  C23  C24  110.57  3.000
 LF0  C25  C23  C24  109.41  3.000
 LF0  C24  C23  O22  111.11  3.000
 LF0  C26  C23  O22  111.46  3.000
 LF0  C25  C23  O22  104.49  3.000
 LF0  H15  C24  H14  106.99  3.000
 LF0  H15  C24  H13  107.83  3.000
 LF0  H14  C24  H13  108.46  3.000
 LF0  H15  C24  C23  112.48  3.000
 LF0  H14  C24  C23  110.25  3.000
 LF0  H13  C24  C23  110.67  3.000
 LF0  H18  C25  H17  107.96  3.000
 LF0  H18  C25  H16  107.80  3.000
 LF0  H17  C25  H16  108.22  3.000
 LF0  H18  C25  C23  110.49  3.000
 LF0  H17  C25  C23  111.09  3.000
 LF0  H16  C25  C23  111.15  3.000
 LF0  H21  C26  H20  108.06  3.000
 LF0  H21  C26  H19  107.23  3.000
 LF0  H20  C26  H19  108.00  3.000
 LF0  H21  C26  C23  112.06  3.000
 LF0  H20  C26  C23  110.97  3.000
 LF0  H19  C26  C23  110.35  3.000
 LF0  C4   O27  C10  117.54  3.000
 LF0  H23  C4   H22  107.87  3.000
 LF0  H23  C4   C20  110.08  3.000
 LF0  H22  C4   C20  111.76  3.000
 LF0  H23  C4   O27  109.31  3.000
 LF0  H22  C4   O27  105.79  3.000
 LF0  C20  C4   O27  111.87  3.000
 LF0  H25  C20  H24  107.22  3.000
 LF0  H25  C20  C21  110.90  3.000
 LF0  H24  C20  C21  110.53  3.000
 LF0  H25  C20  C4   109.19  3.000
 LF0  H24  C20  C4   109.82  3.000
 LF0  C21  C20  C4   109.15  3.000
 LF0  H27  C21  H26  106.26  3.000
 LF0  H27  C21  C20  110.90  3.000
 LF0  H26  C21  C20  109.47  3.000
 LF0  H27  C21  C11  109.95  3.000
 LF0  H26  C21  C11  109.85  3.000
 LF0  C20  C21  C11  110.34  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
 LF0  CONST_01  C16  C5   C6   C1    180.00   0.0  0
 LF0  CONST_02  N1   C5   C6   C1      0.00   0.0  0
 LF0  CONST_03  C14  C13  C6   C1    180.00   0.0  0
 LF0  CONST_04  N1   C3   C2   C1      0.00   0.0  0
 LF0  CONST_05  C9   C8   C7   C1    180.00   0.0  0
 LF0  CONST_06  C11  C12  C7   C1    180.00   0.0  0
 LF0  CONST_07  C5   N1   C3   C2      0.00   0.0  0
 LF0  CONST_08  C5   C6   C1   C2      0.00   0.0  0
 LF0  CONST_09  C13  C6   C1   C2    180.00   0.0  0
 LF0  CONST_12  C16  C5   N1   C3    180.00   0.0  0
 LF0  CONST_13  C6   C5   N1   C3      0.00   0.0  0
 LF0  CONST_14  C6   C1   C2   C3      0.00   0.0  0
 LF0  CONST_15  C7   C1   C2   C3    180.00   0.0  0
 LF0  CONST_16  C15  C16  C5   N1    180.00   0.0  0
 LF0  CONST_17  C13  C6   C5   N1    180.00   0.0  0
 LF0  CONST_18  C14  C15  C16  C5      0.00   0.0  0
 LF0  CONST_19  C14  C13  C6   C5      0.00   0.0  0
 LF0  CONST_20  C7   C1   C6   C5    180.00   0.0  0
 LF0  CONST_21  C15  C16  C5   C6      0.00   0.0  0
 LF0  CONST_22  C15  C14  C13  C6      0.00   0.0  0
 LF0  CONST_25  C10  C9   C8   C7      0.00   0.0  0
 LF0  CONST_26  C13  C6   C1   C7      0.00   0.0  0
 LF0  CONST_27  C10  C11  C12  C7      0.00   0.0  0
 LF0  CONST_28  C11  C10  C9   C8      0.00   0.0  0
 LF0  CONST_29  C11  C12  C7   C8      0.00   0.0  0
 LF0  CONST_30  C12  C7   C8   C9      0.00   0.0  0
 LF0  CONST_31  C12  C11  C10  C9      0.00   0.0  0
 LF0  CONST_32  C16  C15  C14  C13     0.00   0.0  0
 LF0  CONST_33  C16  C5   C6   C13     0.00   0.0  0
 LF0  CONST_34  C17  C3   C2   C1    180.00   0.0  0
 LF0  CONST_35  C18  C2   C3   N1    180.00   0.0  0
 LF0  CONST_36  C17  C3   N1   C5    180.00   0.0  0
 LF0  CONST_37  C18  C2   C1   C6    180.00   0.0  0
 LF0  CONST_38  C18  C2   C1   C7      0.00   0.0  0
 LF0  CONST_39  H4   C13  C6   C1      0.00   0.0  0
 LF0  CONST_40  H1   C8   C7   C1      0.00   0.0  0
 LF0  CONST_41  H3   C12  C7   C1      0.00   0.0  0
 LF0  CONST_42  H7   C16  C5   N1      0.00   0.0  0
 LF0  CONST_43  H6   C15  C16  C5    180.00   0.0  0
 LF0  CONST_44  H5   C14  C13  C6    180.00   0.0  0
 LF0  CONST_45  H2   C9   C8   C7    180.00   0.0  0
 LF0  Var_01    C20  C4   O27  C10    42.59  30.0  1
 LF0  Var_02    C20  C21  C11  C10   -19.00  30.0  1
 LF0  Var_03    C4   C20  C21  C11    47.12  30.0  1
 LF0  Var_04    C21  C20  C4   O27   -60.56  30.0  1
 LF0  Var_05    H8   C17  C3   C2     44.98  30.0  2
 LF0  Var_06    C25  C23  O22  C18  -178.40  30.0  2
 LF0  Var_07    H16  C25  C23  O22   -60.04  30.0  3
 LF0  Var_08    H19  C26  C23  O22  -174.81  30.0  3
 LF0  Var_09    H13  C24  C23  O22    54.72  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
 LF0  chir_01  C18  O22  C2  C19  negativ

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
 LF0  plan-1  C1   0.020
 LF0  plan-1  C2   0.020
 LF0  plan-1  C3   0.020
 LF0  plan-1  N1   0.020
 LF0  plan-1  C5   0.020
 LF0  plan-1  C6   0.020
 LF0  plan-1  C7   0.020
 LF0  plan-1  C13  0.020
 LF0  plan-1  C14  0.020
 LF0  plan-1  C15  0.020
 LF0  plan-1  C16  0.020
 LF0  plan-1  C17  0.020
 LF0  plan-1  C18  0.020
 LF0  plan-1  H4   0.020
 LF0  plan-1  H5   0.020
 LF0  plan-1  H6   0.020
 LF0  plan-1  H7   0.020
 LF0  plan-2  C1   0.020
 LF0  plan-2  C7   0.020
 LF0  plan-2  C8   0.020
 LF0  plan-2  C9   0.020
 LF0  plan-2  C10  0.020
 LF0  plan-2  C11  0.020
 LF0  plan-2  C12  0.020
 LF0  plan-2  O27  0.020
 LF0  plan-2  C21  0.020
 LF0  plan-2  H1   0.020
 LF0  plan-2  H2   0.020
 LF0  plan-2  H3   0.020
 LF0  plan-3  C18  0.020
 LF0  plan-3  C19  0.020
 LF0  plan-3  O20  0.020
 LF0  plan-3  O21  0.020

