# electronic Ligand Builder and Optimisation Workbench (eLBOW)
#   - a module of PHENIX version dev-svn-
#   - file written: Wed May  6 21:06:40 2020
#   Inital geometry file: a 114 line input string
#   Ligand name: 4-hydroxy-3-[(1S)-1-phenylpropyl]-5,6,7,8,9,10-hexahydro-2H-cycloocta[b]pyran-2-one
#   Quantum optimisation: True
#   Method: PBEh-3c
#   Random seed: 3628800
#   SMILES string: CC[C@@H](c1ccccc1)C2=C(O)C3=C(CCCCCC3)OC2=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
 UIN  UIN  4-hydroxy-3-[(1S)-1-phenylpropyl]-5,6,7,8,9,10-hexahydro-2H-cycloocta[b]pyran-2-one  ligand  47  23  .  2021-08-24  2021-08-24  
;
Directly from eLBOW using geometry from QM method PBEh-3c with CPCM solvent model
Validated by Mogul as PERFECT
;

data_comp_UIN
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
 UIN  CA    C  CR6   0  -0.217   0.0007   0.3118   0.3950
 UIN  CA2   C  CR6   0   0.530  -1.2189  -0.3890   0.1401
 UIN  OA2   O  OC    0  -0.454  -2.1776  -0.4859   0.8757
 UIN  OA3   O  O     0  -0.450  -1.3302  -1.0198  -1.0677
 UIN  CA4   C  CR6   0   0.361  -0.3667  -1.0356  -2.0012
 UIN  CA5   C  CR6   0  -0.116   0.8153  -0.4161  -1.8104
 UIN  CA6   C  CR6   0   0.411   0.9779   0.2948  -0.5711
 UIN  OA6   O  OH1   0  -0.594   2.1434   0.9244  -0.4538
 UIN  CB1   C  CR6   0   0.179   0.1528   0.0088   2.8579
 UIN  CB2   C  CR16  0  -0.294   1.2953  -0.7682   3.0432
 UIN  CB3   C  CR16  0  -0.245   1.3627  -1.7216   4.0485
 UIN  CB4   C  CR16  0  -0.273   0.2784  -1.9131   4.8955
 UIN  CB5   C  CR16  0  -0.248  -0.8636  -1.1435   4.7235
 UIN  CB6   C  CR16  0  -0.298  -0.9265  -0.1930   3.7115
 UIN  CG1   C  CH1   0  -0.409   0.1447   1.0222   1.7250
 UIN  CG2   C  CH2   0  -0.425  -0.8400   2.1881   1.8830
 UIN  CG3   C  CH3   0  -0.667  -0.5280   3.0733   3.0819
 UIN  CD1   C  CH2   0  -0.538  -0.7970  -1.6868  -3.2660
 UIN  CD2   C  CH2   0  -0.437  -1.5319  -0.6939  -4.1803
 UIN  CD3   C  CH2   0  -0.447  -0.8183   0.6377  -4.4096
 UIN  CD4   C  CH2   0  -0.442   0.6233   0.5451  -4.9353
 UIN  CD5   C  CH2   0  -0.424   1.7440   0.7124  -3.9063
 UIN  CD6   C  CH2   0  -0.519   1.8886  -0.4017  -2.8657
 UIN  HO6   H  HOH1  0   0.487   2.2052   1.4168   0.3736
 UIN  HB2   H  HCR6  0   0.241   2.1491  -0.6230   2.3898
 UIN  HB3   H  HCR6  0   0.252   2.2624  -2.3106   4.1730
 UIN  HB4   H  HCR6  0   0.253   0.3249  -2.6526   5.6844
 UIN  HB5   H  HCR6  0   0.251  -1.7144  -1.2831   5.3785
 UIN  HB6   H  HCR6  0   0.246  -1.8276   0.3946   3.5998
 UIN  HG1   H  HCH1  0   0.239   1.1368   1.4898   1.7655
 UIN  HG21  H  HCH2  0   0.240  -1.8647   1.8204   1.9381
 UIN  HG22  H  HCH2  0   0.240  -0.7829   2.7900   0.9728
 UIN  HG31  H  HCH3  0   0.233  -1.2326   3.9030   3.1428
 UIN  HG32  H  HCH3  0   0.226  -0.5840   2.5258   4.0233
 UIN  HG33  H  HCH3  0   0.222   0.4755   3.4966   3.0076
 UIN  HD11  H  HCH2  0   0.260   0.0724  -2.0914  -3.7826
 UIN  HD12  H  HCH2  0   0.275  -1.4507  -2.5336  -3.0480
 UIN  HD21  H  HCH2  0   0.240  -1.6924  -1.1906  -5.1405
 UIN  HD22  H  HCH2  0   0.236  -2.5247  -0.4937  -3.7697
 UIN  HD31  H  HCH2  0   0.239  -1.4223   1.1935  -5.1305
 UIN  HD32  H  HCH2  0   0.222  -0.8389   1.2386  -3.4951
 UIN  HD41  H  HCH2  0   0.218   0.7629  -0.3981  -5.4756
 UIN  HD42  H  HCH2  0   0.235   0.7681   1.3281  -5.6833
 UIN  HD51  H  HCH2  0   0.232   2.6902   0.7743  -4.4509
 UIN  HD52  H  HCH2  0   0.223   1.6277   1.6742  -3.3974
 UIN  HD61  H  HCH2  0   0.259   2.8634  -0.3089  -2.3871
 UIN  HD62  H  HCH2  0   0.248   1.9149  -1.3645  -3.3799

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
 UIN  CA   CA2   aromatic  1.430  0.020  1.430
 UIN  CA   CA6   aromatic  1.374  0.020  1.374
 UIN  CA   CG1   single    1.515  0.020  1.515
 UIN  CA2  OA2   double    1.212  0.020  1.212
 UIN  CA2  OA3   aromatic  1.367  0.020  1.367
 UIN  OA3  CA4   aromatic  1.342  0.020  1.342
 UIN  CA4  CA5   aromatic  1.348  0.020  1.348
 UIN  CA4  CD1   single    1.486  0.020  1.486
 UIN  CA5  CA6   aromatic  1.438  0.020  1.438
 UIN  CA5  CD6   single    1.505  0.020  1.505
 UIN  CA6  OA6   single    1.330  0.020  1.330
 UIN  OA6  HO6   single    0.850  0.020  0.980
 UIN  CB1  CB2   aromatic  1.394  0.020  1.394
 UIN  CB1  CB6   aromatic  1.391  0.020  1.391
 UIN  CB1  CG1   single    1.520  0.020  1.520
 UIN  CB2  CB3   aromatic  1.387  0.020  1.387
 UIN  CB2  HB2   single    0.930  0.020  1.080
 UIN  CB3  CB4   aromatic  1.389  0.020  1.389
 UIN  CB3  HB3   single    0.930  0.020  1.080
 UIN  CB4  CB5   aromatic  1.388  0.020  1.388
 UIN  CB4  HB4   single    0.930  0.020  1.080
 UIN  CB5  CB6   aromatic  1.390  0.020  1.390
 UIN  CB5  HB5   single    0.930  0.020  1.080
 UIN  CB6  HB6   single    0.930  0.020  1.080
 UIN  CG1  CG2   single    1.534  0.020  1.534
 UIN  CG1  HG1   single    0.970  0.020  1.090
 UIN  CG2  CG3   single    1.523  0.020  1.523
 UIN  CG2  HG21  single    0.970  0.020  1.090
 UIN  CG2  HG22  single    0.970  0.020  1.090
 UIN  CG3  HG31  single    0.970  0.020  1.090
 UIN  CG3  HG32  single    0.970  0.020  1.090
 UIN  CG3  HG33  single    0.970  0.020  1.090
 UIN  CD1  CD2   single    1.537  0.020  1.537
 UIN  CD1  HD11  single    0.970  0.020  1.090
 UIN  CD1  HD12  single    0.970  0.020  1.090
 UIN  CD2  CD3   single    1.528  0.020  1.528
 UIN  CD2  HD21  single    0.970  0.020  1.090
 UIN  CD2  HD22  single    0.970  0.020  1.090
 UIN  CD3  CD4   single    1.537  0.020  1.537
 UIN  CD3  HD31  single    0.970  0.020  1.090
 UIN  CD3  HD32  single    0.970  0.020  1.090
 UIN  CD4  CD5   single    1.531  0.020  1.531
 UIN  CD4  HD41  single    0.970  0.020  1.090
 UIN  CD4  HD42  single    0.970  0.020  1.090
 UIN  CD5  CD6   single    1.531  0.020  1.531
 UIN  CD5  HD51  single    0.970  0.020  1.090
 UIN  CD5  HD52  single    0.970  0.020  1.090
 UIN  CD6  HD61  single    0.970  0.020  1.090
 UIN  CD6  HD62  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
 UIN  CG1   CA   CA6   123.75  3.000
 UIN  CG1   CA   CA2   117.88  3.000
 UIN  CA6   CA   CA2   118.37  3.000
 UIN  OA3   CA2  OA2   115.78  3.000
 UIN  OA3   CA2  CA    116.95  3.000
 UIN  OA2   CA2  CA    127.27  3.000
 UIN  CA4   OA3  CA2   124.17  3.000
 UIN  CD1   CA4  CA5   125.14  3.000
 UIN  CD1   CA4  OA3   112.91  3.000
 UIN  CA5   CA4  OA3   121.72  3.000
 UIN  CD6   CA5  CA6   121.26  3.000
 UIN  CD6   CA5  CA4   122.03  3.000
 UIN  CA6   CA5  CA4   116.63  3.000
 UIN  OA6   CA6  CA5   114.15  3.000
 UIN  OA6   CA6  CA    123.73  3.000
 UIN  CA5   CA6  CA    122.12  3.000
 UIN  HO6   OA6  CA6   111.93  3.000
 UIN  CG1   CB1  CB6   123.37  3.000
 UIN  CG1   CB1  CB2   118.36  3.000
 UIN  CB6   CB1  CB2   118.27  3.000
 UIN  HB2   CB2  CB3   119.36  3.000
 UIN  HB2   CB2  CB1   119.36  3.000
 UIN  CB3   CB2  CB1   121.28  3.000
 UIN  HB3   CB3  CB4   120.24  3.000
 UIN  HB3   CB3  CB2   119.85  3.000
 UIN  CB4   CB3  CB2   119.92  3.000
 UIN  HB4   CB4  CB5   120.31  3.000
 UIN  HB4   CB4  CB3   120.33  3.000
 UIN  CB5   CB4  CB3   119.36  3.000
 UIN  HB5   CB5  CB6   119.55  3.000
 UIN  HB5   CB5  CB4   120.01  3.000
 UIN  CB6   CB5  CB4   120.44  3.000
 UIN  HB6   CB6  CB5   118.98  3.000
 UIN  HB6   CB6  CB1   120.29  3.000
 UIN  CB5   CB6  CB1   120.73  3.000
 UIN  HG1   CG1  CG2   104.64  3.000
 UIN  HG1   CG1  CB1   104.58  3.000
 UIN  CG2   CG1  CB1   115.68  3.000
 UIN  HG1   CG1  CA    108.55  3.000
 UIN  CG2   CG1  CA    112.69  3.000
 UIN  CB1   CG1  CA    110.02  3.000
 UIN  HG22  CG2  HG21  106.09  3.000
 UIN  HG22  CG2  CG3   108.96  3.000
 UIN  HG21  CG2  CG3   110.42  3.000
 UIN  HG22  CG2  CG1   107.41  3.000
 UIN  HG21  CG2  CG1   110.62  3.000
 UIN  CG3   CG2  CG1   113.04  3.000
 UIN  HG33  CG3  HG32  107.49  3.000
 UIN  HG33  CG3  HG31  107.63  3.000
 UIN  HG32  CG3  HG31  107.50  3.000
 UIN  HG33  CG3  CG2   111.12  3.000
 UIN  HG32  CG3  CG2   112.17  3.000
 UIN  HG31  CG3  CG2   110.73  3.000
 UIN  HD12  CD1  HD11  106.53  3.000
 UIN  HD12  CD1  CD2   109.49  3.000
 UIN  HD11  CD1  CD2   109.85  3.000
 UIN  HD12  CD1  CA4   110.08  3.000
 UIN  HD11  CD1  CA4   109.59  3.000
 UIN  CD2   CD1  CA4   111.21  3.000
 UIN  HD22  CD2  HD21  106.26  3.000
 UIN  HD22  CD2  CD3   108.72  3.000
 UIN  HD21  CD2  CD3   109.44  3.000
 UIN  HD22  CD2  CD1   109.22  3.000
 UIN  HD21  CD2  CD1   107.42  3.000
 UIN  CD3   CD2  CD1   115.40  3.000
 UIN  HD32  CD3  HD31  105.17  3.000
 UIN  HD32  CD3  CD4   109.66  3.000
 UIN  HD31  CD3  CD4   108.87  3.000
 UIN  HD32  CD3  CD2   110.14  3.000
 UIN  HD31  CD3  CD2   106.51  3.000
 UIN  CD4   CD3  CD2   115.90  3.000
 UIN  HD42  CD4  HD41  105.21  3.000
 UIN  HD42  CD4  CD5   106.56  3.000
 UIN  HD41  CD4  CD5   109.41  3.000
 UIN  HD42  CD4  CD3   108.38  3.000
 UIN  HD41  CD4  CD3   109.87  3.000
 UIN  CD5   CD4  CD3   116.76  3.000
 UIN  HD52  CD5  HD51  105.90  3.000
 UIN  HD52  CD5  CD6   109.48  3.000
 UIN  HD51  CD5  CD6   107.33  3.000
 UIN  HD52  CD5  CD4   109.32  3.000
 UIN  HD51  CD5  CD4   107.75  3.000
 UIN  CD6   CD5  CD4   116.51  3.000
 UIN  HD62  CD6  HD61  105.09  3.000
 UIN  HD62  CD6  CD5   108.90  3.000
 UIN  HD61  CD6  CD5   108.72  3.000
 UIN  HD62  CD6  CA5   109.81  3.000
 UIN  HD61  CD6  CA5   109.31  3.000
 UIN  CD5   CD6  CA5   114.58  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
 UIN  CONST_01  CA4   OA3  CA2  CA      0.00   0.0  0
 UIN  CONST_02  CA4   CA5  CA6  CA      0.00   0.0  0
 UIN  CONST_03  CA5   CA6  CA   CA2     0.00   0.0  0
 UIN  CONST_04  CA5   CA4  OA3  CA2     0.00   0.0  0
 UIN  CONST_05  CA6   CA   CA2  OA3     0.00   0.0  0
 UIN  CONST_06  CA6   CA5  CA4  OA3     0.00   0.0  0
 UIN  CONST_07  CB4   CB3  CB2  CB1     0.00   0.0  0
 UIN  CONST_08  CB4   CB5  CB6  CB1     0.00   0.0  0
 UIN  CONST_09  CB5   CB6  CB1  CB2     0.00   0.0  0
 UIN  CONST_10  CB5   CB4  CB3  CB2     0.00   0.0  0
 UIN  CONST_11  CB6   CB1  CB2  CB3     0.00   0.0  0
 UIN  CONST_12  CB6   CB5  CB4  CB3     0.00   0.0  0
 UIN  CONST_13  OA6   CA6  CA   CA2   180.00   0.0  0
 UIN  CONST_14  CA6   CA   CA2  OA2   180.00   0.0  0
 UIN  CONST_15  CA4   OA3  CA2  OA2   180.00   0.0  0
 UIN  CONST_16  CG1   CA   CA2  OA3   180.00   0.0  0
 UIN  CONST_17  OA6   CA6  CA5  CA4   180.00   0.0  0
 UIN  CONST_18  CG1   CA   CA6  CA5   180.00   0.0  0
 UIN  CONST_19  CD6   CA5  CA6  OA6     0.00   0.0  0
 UIN  CONST_20  CG1   CB1  CB2  CB3   180.00   0.0  0
 UIN  CONST_21  CG1   CB1  CB6  CB5   180.00   0.0  0
 UIN  CONST_22  HB3   CB3  CB2  CB1   180.00   0.0  0
 UIN  CONST_23  HB5   CB5  CB6  CB1   180.00   0.0  0
 UIN  CONST_24  HB6   CB6  CB1  CB2   180.00   0.0  0
 UIN  CONST_25  HB4   CB4  CB3  CB2   180.00   0.0  0
 UIN  CONST_26  HB2   CB2  CB3  CB4   180.00   0.0  0
 UIN  Var_01    CD2   CD1  CA4  OA3    84.80  30.0  1
 UIN  Var_02    CD5   CD6  CA5  CA4    85.15  30.0  1
 UIN  Var_03    CD3   CD2  CD1  CA4    49.72  30.0  1
 UIN  Var_04    CD4   CD5  CD6  CA5   -73.03  30.0  1
 UIN  Var_05    CD4   CD3  CD2  CD1    54.56  30.0  1
 UIN  Var_06    CD5   CD4  CD3  CD2  -100.01  30.0  1
 UIN  Var_07    CD6   CD5  CD4  CD3    67.87  30.0  1
 UIN  Var_08    HG31  CG3  CG2  CG1   178.46  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
 UIN  chir_01  CG1  CA  CB1  CG2  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
 UIN  plan-1  CB1  0.020
 UIN  plan-1  CB2  0.020
 UIN  plan-1  CB3  0.020
 UIN  plan-1  CB4  0.020
 UIN  plan-1  CB5  0.020
 UIN  plan-1  CB6  0.020
 UIN  plan-1  CG1  0.020
 UIN  plan-1  HB2  0.020
 UIN  plan-1  HB3  0.020
 UIN  plan-1  HB4  0.020
 UIN  plan-1  HB5  0.020
 UIN  plan-1  HB6  0.020
 UIN  plan-2  CA   0.020
 UIN  plan-2  CA2  0.020
 UIN  plan-2  OA2  0.020
 UIN  plan-2  OA3  0.020

