# electronic Ligand Builder and Optimisation Workbench (eLBOW)
#   - a module of PHENIX version dev-svn-
#   - file written: Sun Apr 26 08:39:06 2020
#   Inital geometry file: a 149 line input string
#   Ligand name: (1S,2R)-2-{[(1S)-1-[(1,3-dioxo-1,3-dihydro-2H-isoindol-2-yl)methyl]-3,4-dihydroisoquinolin-2(1H)-yl]carbonyl}cyclohexanecarboxylic acid
#   Quantum optimisation: True
#   Method: PBEh-3c
#   Random seed: 3628800
#   SMILES string: OC(=O)[C@H]1CCCC[C@H]1C(=O)N2CCc3ccccc3[C@H]2CN4C(=O)c5ccccc5C4=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
 1VV  1VV  '(1S,2R)-2-{[(1S)-1-[(1,3-dioxo-1,3-dihydro-2H-isoindol-2-yl)methyl]-3,4-dihydroisoquinolin-2(1H)-yl]carbonyl}cyclohexanecarboxylic acid'  ligand  59  33  .  2021-08-03  2021-08-03  
;
Directly from eLBOW using geometry from QM method PBEh-3c with CPCM solvent model
Validated by Mogul as PERFECT
;

data_comp_1VV
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
 1VV  C16  C  CR16  0  -0.241   6.5303   0.5037  -0.7453
 1VV  C17  C  CR16  0  -0.241   6.1913   1.8231  -0.4576
 1VV  C3   C  CR16  0  -0.251   2.5004  -3.2373   2.3040
 1VV  C4   C  CR16  0  -0.253   2.6900  -1.8731   2.4794
 1VV  C15  C  CR16  0  -0.297   5.5510  -0.4485  -1.0227
 1VV  C18  C  CR16  0  -0.296   4.8606   2.2368  -0.4358
 1VV  C2   C  CR16  0  -0.324   1.4567  -3.6964   1.5119
 1VV  C21  C  CR16  0  -0.316   1.8370  -0.9731   1.8560
 1VV  C19  C  CR56  0  -0.023   4.2389  -0.0272  -0.9966
 1VV  C13  C  CR56  0  -0.025   3.9019   1.2850  -0.7097
 1VV  C1   C  CR6   0   0.112   0.6153  -2.7979   0.8691
 1VV  C5   C  CR6   0   0.120   0.8086  -1.4308   1.0407
 1VV  C12  C  CR5   0   0.584   2.9864  -0.7787  -1.2460
 1VV  C14  C  CR5   0   0.569   2.4259   1.3989  -0.7560
 1VV  C23  C  C     0   0.612  -2.3768   0.0491   0.0144
 1VV  C31  C  C     0   0.582  -4.4628   0.9811   1.8439
 1VV  C9   C  CH2   0  -0.549  -0.5310  -3.2161   0.0048
 1VV  C27  C  CH2   0  -0.430  -4.2675   0.5013  -2.4746
 1VV  C28  C  CH2   0  -0.435  -5.3345   1.4353  -1.9211
 1VV  C26  C  CH2   0  -0.434  -4.1345  -0.7353  -1.5965
 1VV  C30  C  CH2   0  -0.418  -5.0291   1.8590  -0.4889
 1VV  C8   C  CH2   0  -0.295  -1.7395  -2.3307   0.2668
 1VV  C6   C  CH1   0  -0.181  -0.0393  -0.4620   0.2661
 1VV  C25  C  CH1   0  -0.403  -3.8196  -0.4036  -0.1265
 1VV  C29  C  CH1   0  -0.387  -4.8084   0.6376   0.4142
 1VV  N11  N  NR5   0  -0.597   1.9534   0.1387  -1.0836
 1VV  N7   N  NT    0  -0.484  -1.4223  -0.9110   0.1210
 1VV  O22  O  O     0  -0.388   2.8521  -1.9357  -1.5472
 1VV  O20  O  O     0  -0.400   1.7401   2.3692  -0.5513
 1VV  O24  O  O     0  -0.495  -2.0782   1.2364  -0.0112
 1VV  O33  O  OH1   0  -0.592  -5.1224   2.0398   2.2972
 1VV  H1   H  HCR6  0   0.279   7.5728   0.2153  -0.7542
 1VV  H2   H  HCR6  0   0.279   6.9758   2.5376  -0.2478
 1VV  H3   H  HCR6  0   0.254   3.1579  -3.9436   2.7943
 1VV  H4   H  HCR6  0   0.255   3.4938  -1.5103   3.1066
 1VV  H5   H  HCR6  0   0.276   5.8151  -1.4730  -1.2481
 1VV  H6   H  HCR6  0   0.276   4.5969   3.2620  -0.2128
 1VV  H7   H  HCR6  0   0.249   1.2972  -4.7613   1.3893
 1VV  H8   H  HCR6  0   0.253   1.9705   0.0914   2.0117
 1VV  H9   H  HCH2  0   0.259  -0.2523  -3.1689  -1.0522
 1VV  H10  H  HCH2  0   0.275  -0.8153  -4.2503   0.2028
 1VV  H11  H  HCH2  0   0.235  -4.5253   0.1942  -3.4906
 1VV  H12  H  HCH2  0   0.220  -3.3108   1.0272  -2.5434
 1VV  H13  H  HCH2  0   0.234  -5.4293   2.3226  -2.5505
 1VV  H14  H  HCH2  0   0.212  -6.3046   0.9267  -1.9502
 1VV  H15  H  HCH2  0   0.239  -5.0778  -1.2897  -1.6174
 1VV  H16  H  HCH2  0   0.243  -3.3795  -1.4121  -2.0038
 1VV  H17  H  HCH2  0   0.235  -4.1491   2.5006  -0.4742
 1VV  H18  H  HCH2  0   0.237  -5.8632   2.4469  -0.1040
 1VV  H19  H  HCH2  0   0.266  -2.5241  -2.6095  -0.4332
 1VV  H20  H  HCH2  0   0.249  -2.1126  -2.5318   1.2758
 1VV  H21  H  HCH1  0   0.283  -0.0494   0.4906   0.7981
 1VV  H22  H  HCH1  0   0.286  -3.9707  -1.3125   0.4567
 1VV  H23  H  HCH1  0   0.293  -5.7768   0.1191   0.4765
 1VV  H26  H  HOH1  0   0.480  -4.8945   2.1954   3.2261
 1VV  C10  C  CH2   0  -0.302   0.5543  -0.2088  -1.1377
 1VV  O32  O  O     0  -0.444  -3.7014   0.3450   2.5323
 1VV  H24  H  HCH2  0   0.273   0.4572  -1.0959  -1.7605
 1VV  H25  H  HCH2  0   0.284   0.0057   0.5966  -1.6244

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
 1VV  C2   C3   aromatic  1.388  0.020  1.388
 1VV  C2   C1   aromatic  1.389  0.020  1.389
 1VV  C3   C4   aromatic  1.388  0.020  1.388
 1VV  C9   C1   single    1.495  0.020  1.495
 1VV  C9   C8   single    1.521  0.020  1.521
 1VV  C1   C5   aromatic  1.391  0.020  1.391
 1VV  C4   C21  aromatic  1.388  0.020  1.388
 1VV  C8   N7   single    1.462  0.020  1.462
 1VV  C5   C21  aromatic  1.390  0.020  1.390
 1VV  C5   C6   single    1.502  0.020  1.502
 1VV  N7   C6   single    1.461  0.020  1.461
 1VV  N7   C23  single    1.358  0.020  1.358
 1VV  O32  C31  double    1.208  0.020  1.208
 1VV  O22  C12  double    1.203  0.020  1.203
 1VV  C6   C10  single    1.545  0.020  1.545
 1VV  C25  C26  single    1.539  0.020  1.539
 1VV  C25  C23  single    1.519  0.020  1.519
 1VV  C25  C29  single    1.534  0.020  1.534
 1VV  C10  N11  single    1.443  0.020  1.443
 1VV  C26  C27  single    1.523  0.020  1.523
 1VV  C31  C29  single    1.511  0.020  1.511
 1VV  C31  O33  single    1.327  0.020  1.327
 1VV  C23  O24  double    1.225  0.020  1.225
 1VV  C29  C30  single    1.535  0.020  1.535
 1VV  C12  N11  single    1.391  0.020  1.391
 1VV  C12  C19  single    1.482  0.020  1.482
 1VV  N11  C14  single    1.385  0.020  1.385
 1VV  C27  C28  single    1.522  0.020  1.522
 1VV  C19  C15  aromatic  1.378  0.020  1.378
 1VV  C19  C13  aromatic  1.385  0.020  1.385
 1VV  C30  C28  single    1.524  0.020  1.524
 1VV  C14  O20  double    1.206  0.020  1.206
 1VV  C14  C13  single    1.481  0.020  1.481
 1VV  C15  C16  aromatic  1.394  0.020  1.394
 1VV  C13  C18  aromatic  1.378  0.020  1.378
 1VV  C16  C17  aromatic  1.392  0.020  1.392
 1VV  C18  C17  aromatic  1.394  0.020  1.394
 1VV  C16  H1   single    0.930  0.020  1.080
 1VV  C17  H2   single    0.930  0.020  1.080
 1VV  C3   H3   single    0.930  0.020  1.080
 1VV  C4   H4   single    0.930  0.020  1.080
 1VV  C15  H5   single    0.930  0.020  1.080
 1VV  C18  H6   single    0.930  0.020  1.080
 1VV  C2   H7   single    0.930  0.020  1.080
 1VV  C21  H8   single    0.930  0.020  1.080
 1VV  C9   H9   single    0.970  0.020  1.090
 1VV  C9   H10  single    0.970  0.020  1.090
 1VV  C27  H11  single    0.970  0.020  1.090
 1VV  C27  H12  single    0.970  0.020  1.090
 1VV  C28  H13  single    0.970  0.020  1.090
 1VV  C28  H14  single    0.970  0.020  1.090
 1VV  C26  H15  single    0.970  0.020  1.090
 1VV  C26  H16  single    0.970  0.020  1.090
 1VV  C30  H17  single    0.970  0.020  1.090
 1VV  C30  H18  single    0.970  0.020  1.090
 1VV  C8   H19  single    0.970  0.020  1.090
 1VV  C8   H20  single    0.970  0.020  1.090
 1VV  C6   H21  single    0.970  0.020  1.090
 1VV  C25  H22  single    0.970  0.020  1.090
 1VV  C29  H23  single    0.970  0.020  1.090
 1VV  C10  H24  single    0.970  0.020  1.090
 1VV  C10  H25  single    0.970  0.020  1.090
 1VV  O33  H26  single    0.850  0.020  0.980

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
 1VV  H1   C16  C15  119.56  3.000
 1VV  H1   C16  C17  119.28  3.000
 1VV  C15  C16  C17  121.16  3.000
 1VV  H2   C17  C18  119.56  3.000
 1VV  H2   C17  C16  119.31  3.000
 1VV  C18  C17  C16  121.13  3.000
 1VV  H3   C3   C2   119.96  3.000
 1VV  H3   C3   C4   120.06  3.000
 1VV  C2   C3   C4   119.97  3.000
 1VV  H4   C4   C21  119.96  3.000
 1VV  H4   C4   C3   120.27  3.000
 1VV  C21  C4   C3   119.77  3.000
 1VV  H5   C15  C19  121.72  3.000
 1VV  H5   C15  C16  121.13  3.000
 1VV  C19  C15  C16  117.15  3.000
 1VV  H6   C18  C13  121.72  3.000
 1VV  H6   C18  C17  121.15  3.000
 1VV  C13  C18  C17  117.13  3.000
 1VV  H7   C2   C1   119.62  3.000
 1VV  H7   C2   C3   120.01  3.000
 1VV  C1   C2   C3   120.38  3.000
 1VV  H8   C21  C5   119.91  3.000
 1VV  H8   C21  C4   119.78  3.000
 1VV  C5   C21  C4   120.31  3.000
 1VV  C12  C19  C13  108.04  3.000
 1VV  C13  C19  C15  121.68  3.000
 1VV  C12  C19  C15  130.28  3.000
 1VV  C14  C13  C19  108.00  3.000
 1VV  C14  C13  C18  130.26  3.000
 1VV  C19  C13  C18  121.75  3.000
 1VV  C9   C1   C5   116.91  3.000
 1VV  C5   C1   C2   119.63  3.000
 1VV  C9   C1   C2   123.44  3.000
 1VV  C6   C5   C1   119.45  3.000
 1VV  C6   C5   C21  120.50  3.000
 1VV  C1   C5   C21  119.91  3.000
 1VV  O22  C12  N11  125.49  3.000
 1VV  N11  C12  C19  105.88  3.000
 1VV  O22  C12  C19  128.63  3.000
 1VV  O20  C14  N11  125.33  3.000
 1VV  O20  C14  C13  128.57  3.000
 1VV  N11  C14  C13  106.10  3.000
 1VV  O24  C23  N7   121.04  3.000
 1VV  O24  C23  C25  121.25  3.000
 1VV  N7   C23  C25  117.67  3.000
 1VV  O33  C31  O32  122.61  3.000
 1VV  O33  C31  C29  113.01  3.000
 1VV  O32  C31  C29  124.34  3.000
 1VV  H10  C9   H9   106.42  3.000
 1VV  H10  C9   C8   108.27  3.000
 1VV  H9   C9   C8   110.10  3.000
 1VV  H10  C9   C1   111.11  3.000
 1VV  H9   C9   C1   110.55  3.000
 1VV  C8   C9   C1   110.29  3.000
 1VV  H12  C27  H11  106.45  3.000
 1VV  H12  C27  C26  110.51  3.000
 1VV  H11  C27  C26  109.19  3.000
 1VV  H12  C27  C28  109.93  3.000
 1VV  H11  C27  C28  110.20  3.000
 1VV  C26  C27  C28  110.48  3.000
 1VV  H14  C28  H13  106.56  3.000
 1VV  H14  C28  C30  109.35  3.000
 1VV  H13  C28  C30  109.45  3.000
 1VV  H14  C28  C27  109.03  3.000
 1VV  H13  C28  C27  110.47  3.000
 1VV  C30  C28  C27  111.82  3.000
 1VV  H16  C26  H15  105.94  3.000
 1VV  H16  C26  C25  110.37  3.000
 1VV  H15  C26  C25  107.68  3.000
 1VV  H16  C26  C27  110.39  3.000
 1VV  H15  C26  C27  108.97  3.000
 1VV  C25  C26  C27  113.18  3.000
 1VV  H18  C30  H17  107.19  3.000
 1VV  H18  C30  C29  109.35  3.000
 1VV  H17  C30  C29  110.16  3.000
 1VV  H18  C30  C28  109.16  3.000
 1VV  H17  C30  C28  109.77  3.000
 1VV  C29  C30  C28  111.12  3.000
 1VV  H20  C8   H19  107.47  3.000
 1VV  H20  C8   N7   110.15  3.000
 1VV  H19  C8   N7   109.95  3.000
 1VV  H20  C8   C9   108.83  3.000
 1VV  H19  C8   C9   108.24  3.000
 1VV  N7   C8   C9   112.07  3.000
 1VV  H21  C6   N7   107.93  3.000
 1VV  H21  C6   C10  107.67  3.000
 1VV  N7   C6   C10  108.89  3.000
 1VV  H21  C6   C5   108.47  3.000
 1VV  C10  C6   C5   110.93  3.000
 1VV  N7   C6   C5   112.77  3.000
 1VV  H22  C25  C29  106.73  3.000
 1VV  H22  C25  C26  107.62  3.000
 1VV  C29  C25  C26  110.54  3.000
 1VV  H22  C25  C23  109.29  3.000
 1VV  C29  C25  C23  112.17  3.000
 1VV  C26  C25  C23  110.31  3.000
 1VV  H23  C29  C25  105.51  3.000
 1VV  H23  C29  C30  106.37  3.000
 1VV  C25  C29  C30  115.17  3.000
 1VV  H23  C29  C31  104.77  3.000
 1VV  C30  C29  C31  114.13  3.000
 1VV  C25  C29  C31  109.90  3.000
 1VV  C10  N11  C14  123.97  3.000
 1VV  C14  N11  C12  111.98  3.000
 1VV  C10  N11  C12  123.85  3.000
 1VV  C6   N7   C8   119.59  3.000
 1VV  C6   N7   C23  117.11  3.000
 1VV  C8   N7   C23  122.81  3.000
 1VV  H26  O33  C31  109.79  3.000
 1VV  H25  C10  H24  107.59  3.000
 1VV  H25  C10  N11  109.09  3.000
 1VV  H24  C10  N11  107.72  3.000
 1VV  H25  C10  C6   109.48  3.000
 1VV  H24  C10  C6   110.61  3.000
 1VV  N11  C10  C6   112.21  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
 1VV  CONST_01  C13  C19  C15  C16    0.00   0.0  0
 1VV  CONST_02  C13  C18  C17  C16    0.00   0.0  0
 1VV  CONST_03  C19  C15  C16  C17    0.00   0.0  0
 1VV  CONST_04  C19  C13  C18  C17    0.00   0.0  0
 1VV  CONST_05  C5   C1   C2   C3     0.00   0.0  0
 1VV  CONST_06  C5   C21  C4   C3     0.00   0.0  0
 1VV  CONST_07  C1   C2   C3   C4     0.00   0.0  0
 1VV  CONST_08  C1   C5   C21  C4     0.00   0.0  0
 1VV  CONST_09  C18  C13  C19  C15    0.00   0.0  0
 1VV  CONST_10  C18  C17  C16  C15    0.00   0.0  0
 1VV  CONST_11  C21  C4   C3   C2     0.00   0.0  0
 1VV  CONST_12  C21  C5   C1   C2     0.00   0.0  0
 1VV  CONST_13  C14  N11  C12  C19    0.00   0.0  0
 1VV  CONST_14  C25  C23  N7   C8     0.00   0.0  0
 1VV  CONST_15  C25  C23  N7   C6   180.00   0.0  0
 1VV  CONST_16  C10  N11  C12  C19  180.00   0.0  0
 1VV  CONST_17  O22  C12  N11  C14  180.00   0.0  0
 1VV  CONST_18  H6   C18  C17  C16  180.00   0.0  0
 1VV  CONST_19  H5   C15  C16  C17  180.00   0.0  0
 1VV  CONST_20  H8   C21  C4   C3   180.00   0.0  0
 1VV  CONST_21  H7   C2   C3   C4   180.00   0.0  0
 1VV  CONST_22  H2   C17  C16  C15  180.00   0.0  0
 1VV  CONST_23  H1   C16  C17  C18  180.00   0.0  0
 1VV  CONST_24  H4   C4   C3   C2   180.00   0.0  0
 1VV  CONST_25  H3   C3   C4   C21  180.00   0.0  0
 1VV  CONST_26  O24  C23  N7   C8   180.00   0.0  0
 1VV  CONST_27  O24  C23  N7   C6     0.00   0.0  0
 1VV  CONST_28  O22  C12  N11  C10    0.00   0.0  0
 1VV  CONST_29  H26  O33  C31  C29  180.00   0.0  0
 1VV  Var_01    C8   C9   C1   C2   138.62  30.0  1
 1VV  Var_02    N7   C8   C9   C1    54.03  30.0  1
 1VV  Var_03    C6   N7   C8   C9   -23.04  30.0  1
 1VV  Var_04    C29  C30  C28  C27  -54.00  30.0  1
 1VV  Var_05    C25  C26  C27  C28  -56.62  30.0  1
 1VV  Var_06    C30  C28  C27  C26   57.78  30.0  1
 1VV  Var_07    C6   C10  N11  C12   95.43  30.0  2

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
 1VV  chir_01  C6   C5   N7   C10  positiv
 1VV  chir_02  C25  C26  C23  C29  negativ
 1VV  chir_03  C29  C25  C31  C30  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
 1VV  plan-1  C16  0.020
 1VV  plan-1  C17  0.020
 1VV  plan-1  C15  0.020
 1VV  plan-1  C18  0.020
 1VV  plan-1  C19  0.020
 1VV  plan-1  C13  0.020
 1VV  plan-1  C12  0.020
 1VV  plan-1  C14  0.020
 1VV  plan-1  N11  0.020
 1VV  plan-1  O22  0.020
 1VV  plan-1  O20  0.020
 1VV  plan-1  H1   0.020
 1VV  plan-1  H2   0.020
 1VV  plan-1  H5   0.020
 1VV  plan-1  H6   0.020
 1VV  plan-1  C10  0.020
 1VV  plan-2  C3   0.020
 1VV  plan-2  C4   0.020
 1VV  plan-2  C2   0.020
 1VV  plan-2  C21  0.020
 1VV  plan-2  C1   0.020
 1VV  plan-2  C5   0.020
 1VV  plan-2  C9   0.020
 1VV  plan-2  C6   0.020
 1VV  plan-2  H3   0.020
 1VV  plan-2  H4   0.020
 1VV  plan-2  H7   0.020
 1VV  plan-2  H8   0.020
 1VV  plan-3  C23  0.020
 1VV  plan-3  C8   0.020
 1VV  plan-3  C6   0.020
 1VV  plan-3  C25  0.020
 1VV  plan-3  N7   0.020
 1VV  plan-3  O24  0.020
 1VV  plan-4  C31  0.020
 1VV  plan-4  C29  0.020
 1VV  plan-4  O33  0.020
 1VV  plan-4  H26  0.020
 1VV  plan-4  O32  0.020

