# electronic Ligand Builder and Optimisation Workbench (eLBOW)
#   - a module of PHENIX version dev-svn-
#   - file written: Sun Apr 26 04:54:08 2020
#   Inital geometry file: a 158 line input string
#   Ligand name: (1R)-N-(4-tert-butyl-3-fluorophenyl)-6-methoxy-2-[(3-oxo-2,3-dihydro-1,2-oxazol-5-yl)acetyl]-1,2,3,4-tetrahydroisoquinoline-1-carboxamide
#   Quantum optimisation: True
#   Method: PBEh-3c
#   Random seed: 3628800
#   SMILES string: COc1ccc2[C@@H](N(CCc2c1)C(=O)CC3=CC(=O)NO3)C(=O)Nc4ccc(c(F)c4)C(C)(C)C
#
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
 E3S  E3S  (1R)-N-(4-tert-butyl-3-fluorophenyl)-6-methoxy-2-[(3-oxo-2,3-dihydro-1,2-oxazol-5-yl)acetyl]-1,2,3,4-tetrahydroisoquinoline-1-carboxamide  ligand  63  35  .  2021-08-08  2021-08-08  
;
Directly from eLBOW using geometry from QM method PBEh-3c with CPCM solvent model
Validated by Mogul as PERFECT
;

data_comp_E3S
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
 E3S  C4   C  CR16  0  -0.385   0.1359   4.0109   1.3777
 E3S  C5   C  CR16  0  -0.271  -0.1567   2.6574   1.4424
 E3S  C6   C  CR66  0   0.001  -0.7817   1.9910   0.3942
 E3S  C7   C  CR16  0  -0.294  -1.0627   0.5122   0.5094
 E3S  C10  C  C     0  -0.358  -1.8246   0.5397  -1.7860
 E3S  C13  C  CR16  0  -0.392  -0.8656   4.0710  -0.8096
 E3S  C17  C  CR5   0   0.547  -5.4060  -1.5398  -0.4495
 E3S  C26  C  CR6   0   0.379   2.6168  -0.4269   0.1230
 E3S  C28  C  CR16  0  -0.310   4.9991  -0.0723   0.0059
 E3S  C1   C  CH3   0  -0.439   0.6602   6.7549   1.0982
 E3S  C3   C  CR6   0   0.398  -0.2184   4.7276   0.2361
 E3S  N9   N  NR6   0  -0.456  -2.0884   0.1109  -0.4240
 E3S  C11  C  C     0  -0.492  -1.8976   2.0542  -1.8703
 E3S  C12  C  CR66  0   0.110  -1.1500   2.7157  -0.7437
 E3S  C14  C  C     0   0.594  -3.1908  -0.5338   0.0067
 E3S  O15  O  O     0  -0.475  -3.3767  -0.8311   1.1741
 E3S  C16  C  CH2   0  -0.736  -4.2331  -0.8685  -1.0533
 E3S  C18  C  CR15  0  -0.617  -6.6442  -1.0983  -0.1777
 E3S  C19  C  CR5   0   0.533  -7.3607  -2.2096   0.4121
 E3S  O20  O  O     0  -0.488  -8.4835  -2.2975   0.8814
 E3S  N21  N  NR15  0  -0.378  -6.4766  -3.2639   0.3111
 E3S  O22  O  O     0  -0.336  -5.2500  -2.8315  -0.1271
 E3S  C23  C  C     0   0.564   0.1430  -0.4351   0.3101
 E3S  O24  O  O     0  -0.449  -0.0475  -1.6341   0.2590
 E3S  N25  N  NH1   0  -0.755   1.3522   0.1577   0.2262
 E3S  C27  C  CR16  0  -0.341   3.7141   0.4306   0.1030
 E3S  C29  C  CR6   0  -0.028   5.2778  -1.4373  -0.0762
 E3S  C30  C  CR6   0   0.544   4.1485  -2.2494  -0.0549
 E3S  F31  F  F     0  -0.316   4.2885  -3.5870  -0.1330
 E3S  C32  C  CR16  0  -0.473   2.8460  -1.7969   0.0404
 E3S  C33  C  CT    0  -0.153   6.6989  -1.9864  -0.1774
 E3S  C34  C  CH3   0  -0.639   7.0056  -2.8816   1.0330
 E3S  C35  C  CH3   0  -0.639   6.8736  -2.7741  -1.4851
 E3S  C36  C  CH3   0  -0.670   7.7328  -0.8576  -0.1831
 E3S  H1   H  HCR6  0   0.284   0.6247   4.4813   2.2190
 E3S  H2   H  HCR6  0   0.272   0.1128   2.1118   2.3398
 E3S  H3   H  HCR6  0   0.327  -1.4173   0.3000   1.5211
 E3S  H4   H  H     0   0.272  -0.8308   0.1874  -2.0774
 E3S  H5   H  H     0   0.295  -2.5215   0.0829  -2.4823
 E3S  H6   H  HCR6  0   0.261  -1.1560   4.6373  -1.6875
 E3S  H7   H  HCR6  0   0.270   5.8098   0.6411  -0.0028
 E3S  H8   H  HCH3  0   0.230   0.0764   6.7489   2.0223
 E3S  H9   H  HCH3  0   0.231   1.6574   6.3599   1.3074
 E3S  H10  H  HCH3  0   0.262   0.7559   7.7807   0.7516
 E3S  H11  H  H     0   0.267  -1.5060   2.3860  -2.8332
 E3S  H12  H  H     0   0.265  -2.9450   2.3691  -1.8335
 E3S  H13  H  HCH2  0   0.326  -3.7991  -1.5088  -1.8261
 E3S  H14  H  HCH2  0   0.326  -4.5720   0.0415  -1.5518
 E3S  H15  H  HCR5  0   0.294  -7.0274  -0.1049  -0.3389
 E3S  H16  H  HNR5  0   0.433  -6.3996  -4.0189   0.9802
 E3S  H17  H  HNH1  0   0.426   1.3557   1.1673   0.2348
 E3S  H18  H  HCR6  0   0.268   3.5697   1.5024   0.1646
 E3S  H19  H  HCR6  0   0.296   2.0430  -2.5158   0.0452
 E3S  H20  H  HCH3  0   0.227   6.9211  -2.3164   1.9631
 E3S  H21  H  HCH3  0   0.236   6.3453  -3.7439   1.1005
 E3S  H22  H  HCH3  0   0.227   8.0294  -3.2560   0.9685
 E3S  H23  H  HCH3  0   0.227   7.8980  -3.1442  -1.5606
 E3S  H24  H  HCH3  0   0.236   6.2090  -3.6327  -1.5539
 E3S  H25  H  HCH3  0   0.227   6.6898  -2.1341  -2.3501
 E3S  H26  H  HCH3  0   0.233   7.7049  -0.2660   0.7336
 E3S  H27  H  HCH3  0   0.242   8.7316  -1.2897  -0.2596
 E3S  H28  H  HCH3  0   0.233   7.6036  -0.1814  -1.0298
 E3S  O2   O  O2    0  -0.470   0.0151   6.0398   0.0619

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
 E3S  C1   O2   single    1.415  0.020  1.415
 E3S  C34  C33  single    1.536  0.020  1.536
 E3S  C4   C5   aromatic  1.386  0.020  1.386
 E3S  C4   C3   aromatic  1.394  0.020  1.394
 E3S  O2   C3   single    1.344  0.020  1.344
 E3S  C28  C27  aromatic  1.383  0.020  1.383
 E3S  C28  C29  aromatic  1.396  0.020  1.396
 E3S  C27  C26  aromatic  1.393  0.020  1.393
 E3S  C5   C6   aromatic  1.390  0.020  1.390
 E3S  C3   C13  aromatic  1.394  0.020  1.394
 E3S  C33  C36  single    1.531  0.020  1.531
 E3S  C33  C29  single    1.527  0.020  1.527
 E3S  C33  C35  single    1.537  0.020  1.537
 E3S  C29  C30  aromatic  1.391  0.020  1.391
 E3S  C26  N25  single    1.397  0.020  1.397
 E3S  C26  C32  aromatic  1.391  0.020  1.391
 E3S  N25  C23  single    1.349  0.020  1.349
 E3S  C6   C7   single    1.510  0.020  1.510
 E3S  C6   C12  aromatic  1.398  0.020  1.398
 E3S  C13  C12  aromatic  1.386  0.020  1.386
 E3S  C30  C32  aromatic  1.382  0.020  1.382
 E3S  C30  F31  single    1.347  0.020  1.347
 E3S  C7   C23  single    1.546  0.020  1.546
 E3S  C7   N9   single    1.444  0.020  1.444
 E3S  C12  C11  single    1.505  0.020  1.505
 E3S  C23  O24  double    1.215  0.020  1.215
 E3S  N9   C10  single    1.452  0.020  1.452
 E3S  N9   C14  single    1.348  0.020  1.348
 E3S  O15  C14  double    1.219  0.020  1.219
 E3S  C11  C10  single    1.519  0.020  1.519
 E3S  C14  C16  single    1.524  0.020  1.524
 E3S  N21  O22  single    1.372  0.020  1.372
 E3S  N21  C19  single    1.380  0.020  1.380
 E3S  O20  C19  double    1.220  0.020  1.220
 E3S  O22  C17  single    1.340  0.020  1.340
 E3S  C19  C18  single    1.448  0.020  1.448
 E3S  C17  C18  double    1.342  0.020  1.342
 E3S  C17  C16  single    1.480  0.020  1.480
 E3S  C4   H1   single    0.930  0.020  1.080
 E3S  C5   H2   single    0.930  0.020  1.080
 E3S  C7   H3   single    0.970  0.020  1.090
 E3S  C10  H4   single    0.970  0.020  1.090
 E3S  C10  H5   single    0.970  0.020  1.090
 E3S  C13  H6   single    0.930  0.020  1.080
 E3S  C28  H7   single    0.930  0.020  1.080
 E3S  C1   H8   single    0.970  0.020  1.090
 E3S  C1   H9   single    0.970  0.020  1.090
 E3S  C1   H10  single    0.970  0.020  1.090
 E3S  C11  H11  single    0.970  0.020  1.090
 E3S  C11  H12  single    0.970  0.020  1.090
 E3S  C16  H13  single    0.970  0.020  1.090
 E3S  C16  H14  single    0.970  0.020  1.090
 E3S  C18  H15  single    0.930  0.020  1.080
 E3S  N21  H16  single    0.890  0.020  1.040
 E3S  N25  H17  single    0.860  0.020  1.020
 E3S  C27  H18  single    0.930  0.020  1.080
 E3S  C32  H19  single    0.930  0.020  1.080
 E3S  C34  H20  single    0.970  0.020  1.090
 E3S  C34  H21  single    0.970  0.020  1.090
 E3S  C34  H22  single    0.970  0.020  1.090
 E3S  C35  H23  single    0.970  0.020  1.090
 E3S  C35  H24  single    0.970  0.020  1.090
 E3S  C35  H25  single    0.970  0.020  1.090
 E3S  C36  H26  single    0.970  0.020  1.090
 E3S  C36  H27  single    0.970  0.020  1.090
 E3S  C36  H28  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
 E3S  H1   C4   C3   121.92  3.000
 E3S  H1   C4   C5   118.95  3.000
 E3S  C3   C4   C5   119.12  3.000
 E3S  H2   C5   C6   119.64  3.000
 E3S  H2   C5   C4   118.52  3.000
 E3S  C6   C5   C4   121.84  3.000
 E3S  C12  C6   C7   121.38  3.000
 E3S  C12  C6   C5   118.91  3.000
 E3S  C7   C6   C5   119.71  3.000
 E3S  H3   C7   C23  104.67  3.000
 E3S  H3   C7   N9   108.30  3.000
 E3S  C23  C7   N9   107.48  3.000
 E3S  H3   C7   C6   108.74  3.000
 E3S  N9   C7   C6   110.81  3.000
 E3S  C23  C7   C6   116.43  3.000
 E3S  H5   C10  H4   106.07  3.000
 E3S  H5   C10  C11  110.67  3.000
 E3S  H4   C10  C11  110.49  3.000
 E3S  H5   C10  N9   111.14  3.000
 E3S  H4   C10  N9   108.65  3.000
 E3S  C11  C10  N9   109.74  3.000
 E3S  H6   C13  C12  119.61  3.000
 E3S  H6   C13  C3   119.05  3.000
 E3S  C12  C13  C3   121.34  3.000
 E3S  O22  C17  C18  112.06  3.000
 E3S  C18  C17  C16  131.63  3.000
 E3S  O22  C17  C16  116.29  3.000
 E3S  C32  C26  C27  118.39  3.000
 E3S  C32  C26  N25  124.43  3.000
 E3S  C27  C26  N25  117.17  3.000
 E3S  H7   C28  C29  119.72  3.000
 E3S  H7   C28  C27  117.24  3.000
 E3S  C29  C28  C27  123.04  3.000
 E3S  H10  C1   H9   108.77  3.000
 E3S  H10  C1   H8   108.77  3.000
 E3S  H9   C1   H8   108.88  3.000
 E3S  H10  C1   O2   106.47  3.000
 E3S  H9   C1   O2   111.94  3.000
 E3S  H8   C1   O2   111.90  3.000
 E3S  O2   C3   C13  116.31  3.000
 E3S  C13  C3   C4   119.35  3.000
 E3S  O2   C3   C4   124.34  3.000
 E3S  C14  N9   C10  126.13  3.000
 E3S  C14  N9   C7   120.49  3.000
 E3S  C10  N9   C7   113.28  3.000
 E3S  H12  C11  H11  106.59  3.000
 E3S  H12  C11  C12  108.89  3.000
 E3S  H11  C11  C12  110.40  3.000
 E3S  H12  C11  C10  109.34  3.000
 E3S  H11  C11  C10  109.57  3.000
 E3S  C12  C11  C10  111.89  3.000
 E3S  C11  C12  C13  119.73  3.000
 E3S  C11  C12  C6   120.80  3.000
 E3S  C13  C12  C6   119.42  3.000
 E3S  C16  C14  O15  120.55  3.000
 E3S  C16  C14  N9   116.25  3.000
 E3S  O15  C14  N9   123.20  3.000
 E3S  H14  C16  H13  106.78  3.000
 E3S  H14  C16  C14  110.30  3.000
 E3S  H13  C16  C14  110.41  3.000
 E3S  H14  C16  C17  108.56  3.000
 E3S  H13  C16  C17  109.71  3.000
 E3S  C14  C16  C17  110.97  3.000
 E3S  H15  C18  C19  126.37  3.000
 E3S  H15  C18  C17  126.96  3.000
 E3S  C19  C18  C17  106.65  3.000
 E3S  N21  C19  O20  124.25  3.000
 E3S  O20  C19  C18  131.86  3.000
 E3S  N21  C19  C18  103.86  3.000
 E3S  H16  N21  O22  112.23  3.000
 E3S  H16  N21  C19  124.79  3.000
 E3S  O22  N21  C19  110.82  3.000
 E3S  N21  O22  C17  106.04  3.000
 E3S  N25  C23  O24  124.84  3.000
 E3S  O24  C23  C7   119.19  3.000
 E3S  N25  C23  C7   115.96  3.000
 E3S  H17  N25  C23  116.22  3.000
 E3S  H17  N25  C26  114.57  3.000
 E3S  C23  N25  C26  129.20  3.000
 E3S  H18  C27  C28  119.18  3.000
 E3S  H18  C27  C26  120.22  3.000
 E3S  C28  C27  C26  120.60  3.000
 E3S  C33  C29  C30  123.14  3.000
 E3S  C30  C29  C28  114.08  3.000
 E3S  C33  C29  C28  122.78  3.000
 E3S  C32  C30  F31  115.28  3.000
 E3S  F31  C30  C29  119.63  3.000
 E3S  C32  C30  C29  125.10  3.000
 E3S  H19  C32  C30  118.95  3.000
 E3S  H19  C32  C26  122.26  3.000
 E3S  C30  C32  C26  118.79  3.000
 E3S  C36  C33  C35  107.34  3.000
 E3S  C35  C33  C34  110.43  3.000
 E3S  C36  C33  C34  107.32  3.000
 E3S  C35  C33  C29  110.28  3.000
 E3S  C36  C33  C29  111.33  3.000
 E3S  C34  C33  C29  110.07  3.000
 E3S  H22  C34  H21  107.51  3.000
 E3S  H22  C34  H20  107.48  3.000
 E3S  H21  C34  H20  108.09  3.000
 E3S  H22  C34  C33  109.90  3.000
 E3S  H21  C34  C33  112.92  3.000
 E3S  H20  C34  C33  110.73  3.000
 E3S  H25  C35  H24  108.04  3.000
 E3S  H25  C35  H23  107.57  3.000
 E3S  H24  C35  H23  107.53  3.000
 E3S  H25  C35  C33  110.77  3.000
 E3S  H24  C35  C33  112.89  3.000
 E3S  H23  C35  C33  109.83  3.000
 E3S  H28  C36  H27  107.42  3.000
 E3S  H28  C36  H26  108.22  3.000
 E3S  H27  C36  H26  107.28  3.000
 E3S  H28  C36  C33  112.32  3.000
 E3S  H27  C36  C33  109.06  3.000
 E3S  H26  C36  C33  112.30  3.000
 E3S  C3   O2   C1   118.54  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
 E3S  CONST_01  C12  C6   C5   C4      0.00   0.0  0
 E3S  CONST_02  C12  C13  C3   C4      0.00   0.0  0
 E3S  CONST_03  C13  C3   C4   C5      0.00   0.0  0
 E3S  CONST_04  C13  C12  C6   C5      0.00   0.0  0
 E3S  CONST_05  C3   C4   C5   C6      0.00   0.0  0
 E3S  CONST_06  C3   C13  C12  C6      0.00   0.0  0
 E3S  CONST_07  C29  C28  C27  C26     0.00   0.0  0
 E3S  CONST_08  C29  C30  C32  C26     0.00   0.0  0
 E3S  CONST_09  C32  C26  C27  C28     0.00   0.0  0
 E3S  CONST_10  C32  C30  C29  C28     0.00   0.0  0
 E3S  CONST_11  C30  C29  C28  C27     0.00   0.0  0
 E3S  CONST_12  C30  C32  C26  C27     0.00   0.0  0
 E3S  CONST_13  O22  N21  C19  C18     0.00   0.0  0
 E3S  CONST_14  O2   C3   C4   C5    180.00   0.0  0
 E3S  CONST_15  F31  C30  C32  C26   180.00   0.0  0
 E3S  CONST_16  N25  C26  C27  C28   180.00   0.0  0
 E3S  CONST_17  F31  C30  C29  C28   180.00   0.0  0
 E3S  CONST_18  C12  C13  C3   O2    180.00   0.0  0
 E3S  CONST_19  C30  C32  C26  N25   180.00   0.0  0
 E3S  CONST_20  C33  C29  C28  C27   180.00   0.0  0
 E3S  CONST_21  C33  C29  C30  C32   180.00   0.0  0
 E3S  CONST_22  O22  N21  C19  O20   180.00   0.0  0
 E3S  CONST_23  H6   C13  C3   C4    180.00   0.0  0
 E3S  CONST_24  H1   C4   C5   C6    180.00   0.0  0
 E3S  CONST_25  H2   C5   C6   C7      0.00   0.0  0
 E3S  CONST_26  H7   C28  C27  C26   180.00   0.0  0
 E3S  CONST_27  H19  C32  C26  C27   180.00   0.0  0
 E3S  CONST_28  H18  C27  C28  C29   180.00   0.0  0
 E3S  CONST_30  C26  N25  C23  C7    180.00   0.0  0
 E3S  CONST_31  O15  C14  N9   C7      0.00   0.0  0
 E3S  CONST_32  C16  C14  N9   C7    180.00   0.0  0
 E3S  CONST_33  O15  C14  N9   C10   180.00   0.0  0
 E3S  CONST_34  C16  C14  N9   C10     0.00   0.0  0
 E3S  CONST_35  C27  C26  N25  C23   180.00   0.0  0
 E3S  CONST_36  C32  C26  N25  C23     0.00   0.0  0
 E3S  CONST_37  H17  N25  C26  C27     0.00   0.0  0
 E3S  CONST_38  O24  C23  N25  C26     0.00   0.0  0
 E3S  Var_01    C10  C11  C12  C6    -16.14  30.0  1
 E3S  Var_02    C11  C10  N9   C7    -66.79  30.0  1
 E3S  Var_03    C12  C11  C10  N9     45.88  30.0  1
 E3S  Var_04    N9   C14  C16  C17  -178.47  30.0  1
 E3S  Var_05    C34  C33  C29  C28   118.57  30.0  3
 E3S  Var_06    O22  C17  C16  C14   -76.62  30.0  2
 E3S  Var_07    H8   C1   O2   C3    -61.75  30.0  3
 E3S  Var_08    H20  C34  C33  C29   -60.23  30.0  3
 E3S  Var_09    H26  C36  C33  C29    61.41  30.0  3
 E3S  Var_10    H23  C35  C33  C29   178.74  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
 E3S  chir_01  C7  C6  C23  N9  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
 E3S  plan-1  C17  0.020
 E3S  plan-1  C16  0.020
 E3S  plan-1  C18  0.020
 E3S  plan-1  C19  0.020
 E3S  plan-1  O20  0.020
 E3S  plan-1  N21  0.020
 E3S  plan-1  O22  0.020
 E3S  plan-1  H15  0.020
 E3S  plan-1  H16  0.020
 E3S  plan-2  C26  0.020
 E3S  plan-2  C28  0.020
 E3S  plan-2  N25  0.020
 E3S  plan-2  C27  0.020
 E3S  plan-2  C29  0.020
 E3S  plan-2  C30  0.020
 E3S  plan-2  F31  0.020
 E3S  plan-2  C32  0.020
 E3S  plan-2  C33  0.020
 E3S  plan-2  H7   0.020
 E3S  plan-2  H18  0.020
 E3S  plan-2  H19  0.020
 E3S  plan-3  C4   0.020
 E3S  plan-3  C5   0.020
 E3S  plan-3  C6   0.020
 E3S  plan-3  C7   0.020
 E3S  plan-3  C13  0.020
 E3S  plan-3  C3   0.020
 E3S  plan-3  C11  0.020
 E3S  plan-3  C12  0.020
 E3S  plan-3  H1   0.020
 E3S  plan-3  H2   0.020
 E3S  plan-3  H6   0.020
 E3S  plan-3  O2   0.020
 E3S  plan-4  C7   0.020
 E3S  plan-4  C10  0.020
 E3S  plan-4  N9   0.020
 E3S  plan-4  C14  0.020
 E3S  plan-4  O15  0.020
 E3S  plan-4  C16  0.020
 E3S  plan-5  C7   0.020
 E3S  plan-5  C26  0.020
 E3S  plan-5  C23  0.020
 E3S  plan-5  O24  0.020
 E3S  plan-5  N25  0.020
 E3S  plan-5  H17  0.020

