# electronic Ligand Builder and Optimisation Workbench (eLBOW)
#   - a module of PHENIX version dev-svn-
#   - file written: Sun Apr 26 15:40:14 2020
#   Inital geometry file: a 131 line input string
#   Ligand name: (3S,4R,8S,9S,11E)-8,9,16-trihydroxy-3,4-dimethyl-14-(methylamino)-3,4,5,6,9,10-hexahydro-1H-2-benzoxacyclotetradecine-1,7(8H)-dione
#   Quantum optimisation: True
#   Method: PBEh-3c
#   Random seed: 3628800
#   SMILES string: CNc1cc(O)c2C(=O)O[C@@H](C)[C@H](C)CCC(=O)[C@@H](O)[C@@H](O)C\C=C\c2c1
#
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
 E62  E62  (3S,4R,8S,9S,11E)-8,9,16-trihydroxy-3,4-dimethyl-14-(methylamino)-3,4,5,6,9,10-hexahydro-1H-2-benzoxacyclotetradecine-1,7(8H)-dione  ligand  54  27  .  2022-07-24  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_E62
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
 E62  CAV  C  CH3   0  -0.668   1.3969   2.2790   1.6947
 E62  CAU  C  CH1   0  -0.282   1.8925   1.8615   0.3150
 E62  CAT  C  CH2   0  -0.454   3.4185   1.9638   0.2064
 E62  CAS  C  CH2   0  -0.536   4.1393   0.7700   0.8492
 E62  CAQ  C  C     0   0.367   3.8717  -0.4962   0.0592
 E62  OAR  O  O     0  -0.394   4.2903  -0.6029  -1.0706
 E62  CAO  C  CH1   0  -0.063   3.0882  -1.6450   0.6969
 E62  OAP  O  OH1   0  -0.643   2.2429  -1.1281   1.6851
 E62  CAM  C  CH1   0   0.041   2.3672  -2.4923  -0.3725
 E62  OAN  O  OH1   0  -0.676   3.3310  -3.4184  -0.8266
 E62  CAL  C  CH2   0  -0.554   1.1118  -3.2207   0.1429
 E62  CAK  C  C1    0  -0.175  -0.0776  -2.3207   0.3233
 E62  CAJ  C  C1    0  -0.286  -0.8173  -1.8716  -0.6863
 E62  CAH  C  CR6   0   0.084  -1.9373  -0.9204  -0.4807
 E62  CAI  C  CR16  0  -0.416  -3.1182  -1.4082   0.0259
 E62  CAC  C  CR6   0   0.435  -4.2022  -0.5485   0.3146
 E62  NAB  N  NH1   0  -0.683  -5.3530  -1.0639   0.7927
 E62  CAA  C  CH3   0  -0.529  -6.5174  -0.2837   1.1116
 E62  CAD  C  CR16  0  -0.474  -4.0374   0.8246   0.1132
 E62  CAE  C  CR6   0   0.395  -2.8341   1.3282  -0.3634
 E62  OAF  O  OH1   0  -0.633  -2.7739   2.6614  -0.4992
 E62  CAG  C  CR6   0  -0.288  -1.7728   0.4683  -0.7103
 E62  CAZ  C  C     0   0.587  -0.4940   0.9511  -1.2390
 E62  OBA  O  O     0  -0.434   0.2510   0.3105  -1.9397
 E62  OAY  O  O2    0  -0.531  -0.1987   2.2030  -0.8348
 E62  CAW  C  CH1   0   0.058   1.1925   2.6071  -0.8292
 E62  CAX  C  CH3   0  -0.693   1.2122   4.1158  -0.7250
 E62  H1   H  HCH3  0   0.230   0.3124   2.1961   1.7788
 E62  H2   H  HCH3  0   0.240   1.8292   1.6372   2.4619
 E62  H3   H  HCH3  0   0.220   1.6772   3.3069   1.9304
 E62  H4   H  HCH1  0   0.261   1.6298   0.8086   0.1849
 E62  H5   H  HCH2  0   0.238   3.7248   2.0245  -0.8418
 E62  H6   H  HCH2  0   0.242   3.7710   2.8832   0.6806
 E62  H7   H  HCH2  0   0.273   5.2172   0.9483   0.8125
 E62  H8   H  HCH2  0   0.255   3.8638   0.6668   1.8964
 E62  H9   H  HCH1  0   0.262   3.8549  -2.2962   1.1495
 E62  H10  H  HOH1  0   0.465   2.0534  -1.8177   2.3279
 E62  H11  H  HCH1  0   0.224   2.0399  -1.8417  -1.1935
 E62  H12  H  HOH1  0   0.452   3.0285  -3.7835  -1.6637
 E62  H13  H  HCH2  0   0.253   0.8713  -3.9774  -0.6099
 E62  H14  H  HCH2  0   0.241   1.3330  -3.7653   1.0649
 E62  H15  H  H     0   0.234  -0.3069  -1.9797   1.3267
 E62  H16  H  H     0   0.251  -0.5942  -2.1775  -1.7038
 E62  H17  H  HCR6  0   0.253  -3.2202  -2.4700   0.2140
 E62  H18  H  HNH1  0   0.396  -5.4101  -2.0608   0.9049
 E62  H19  H  HCH3  0   0.263  -7.2907  -0.9508   1.4822
 E62  H20  H  HCH3  0   0.233  -6.3139   0.4590   1.8873
 E62  H21  H  HCH3  0   0.232  -6.9138   0.2421   0.2388
 E62  H22  H  HCR6  0   0.272  -4.8326   1.5231   0.3397
 E62  H23  H  HOH1  0   0.476  -1.8626   2.9353  -0.6852
 E62  H24  H  HCH1  0   0.248   1.6460   2.3065  -1.7769
 E62  H25  H  HCH3  0   0.244   2.2435   4.4646  -0.6670
 E62  H26  H  HCH3  0   0.249   0.7591   4.5746  -1.6040
 E62  H27  H  HCH3  0   0.238   0.6864   4.4743   0.1601

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
 E62  OAN  CAM  single    1.412  0.020  1.412
 E62  CAS  CAT  single    1.536  0.020  1.536
 E62  CAS  CAQ  single    1.516  0.020  1.516
 E62  CAO  CAM  single    1.543  0.020  1.543
 E62  CAO  OAP  single    1.399  0.020  1.399
 E62  CAO  CAQ  single    1.530  0.020  1.530
 E62  CAM  CAL  single    1.540  0.020  1.540
 E62  CAT  CAU  single    1.533  0.020  1.533
 E62  CAQ  OAR  double    1.210  0.020  1.210
 E62  CAK  CAL  single    1.502  0.020  1.502
 E62  CAK  CAJ  double    1.330  0.020  1.330
 E62  NAB  CAC  single    1.349  0.020  1.349
 E62  NAB  CAA  single    1.437  0.020  1.437
 E62  CAD  CAC  aromatic  1.398  0.020  1.398
 E62  CAD  CAE  aromatic  1.389  0.020  1.389
 E62  CAC  CAI  aromatic  1.413  0.020  1.413
 E62  CAE  OAF  single    1.341  0.020  1.341
 E62  CAE  CAG  single    1.409  0.020  1.409
 E62  CAI  CAH  single    1.374  0.020  1.374
 E62  CAH  CAG  aromatic  1.417  0.020  1.417
 E62  CAH  CAJ  single    1.484  0.020  1.484
 E62  CAG  CAZ  single    1.466  0.020  1.466
 E62  OBA  CAZ  double    1.207  0.020  1.207
 E62  CAZ  OAY  single    1.348  0.020  1.348
 E62  CAU  CAW  single    1.535  0.020  1.535
 E62  CAU  CAV  single    1.524  0.020  1.524
 E62  OAY  CAW  single    1.449  0.020  1.449
 E62  CAW  CAX  single    1.512  0.020  1.512
 E62  CAV  H1   single    0.970  0.020  1.090
 E62  CAV  H2   single    0.970  0.020  1.090
 E62  CAV  H3   single    0.970  0.020  1.090
 E62  CAU  H4   single    0.970  0.020  1.090
 E62  CAT  H5   single    0.970  0.020  1.090
 E62  CAT  H6   single    0.970  0.020  1.090
 E62  CAS  H7   single    0.970  0.020  1.090
 E62  CAS  H8   single    0.970  0.020  1.090
 E62  CAO  H9   single    0.970  0.020  1.090
 E62  OAP  H10  single    0.850  0.020  0.980
 E62  CAM  H11  single    0.970  0.020  1.090
 E62  OAN  H12  single    0.850  0.020  0.980
 E62  CAL  H13  single    0.970  0.020  1.090
 E62  CAL  H14  single    0.970  0.020  1.090
 E62  CAK  H15  single    0.930  0.020  1.080
 E62  CAJ  H16  single    0.930  0.020  1.080
 E62  CAI  H17  single    0.930  0.020  1.080
 E62  NAB  H18  single    0.860  0.020  1.020
 E62  CAA  H19  single    0.970  0.020  1.090
 E62  CAA  H20  single    0.970  0.020  1.090
 E62  CAA  H21  single    0.970  0.020  1.090
 E62  CAD  H22  single    0.930  0.020  1.080
 E62  OAF  H23  single    0.850  0.020  0.980
 E62  CAW  H24  single    0.970  0.020  1.090
 E62  CAX  H25  single    0.970  0.020  1.090
 E62  CAX  H26  single    0.970  0.020  1.090
 E62  CAX  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
 E62  H3   CAV  H2   107.50  3.000
 E62  H3   CAV  H1   108.08  3.000
 E62  H2   CAV  H1   107.18  3.000
 E62  H3   CAV  CAU  111.71  3.000
 E62  H2   CAV  CAU  110.30  3.000
 E62  H1   CAV  CAU  111.85  3.000
 E62  H4   CAU  CAW  105.65  3.000
 E62  H4   CAU  CAT  107.16  3.000
 E62  CAW  CAU  CAT  111.64  3.000
 E62  H4   CAU  CAV  107.06  3.000
 E62  CAW  CAU  CAV  113.17  3.000
 E62  CAT  CAU  CAV  111.68  3.000
 E62  H6   CAT  H5   106.19  3.000
 E62  H6   CAT  CAS  108.73  3.000
 E62  H5   CAT  CAS  108.23  3.000
 E62  H6   CAT  CAU  110.27  3.000
 E62  H5   CAT  CAU  110.50  3.000
 E62  CAS  CAT  CAU  112.69  3.000
 E62  H8   CAS  H7   107.30  3.000
 E62  H8   CAS  CAQ  112.19  3.000
 E62  H7   CAS  CAQ  107.02  3.000
 E62  H8   CAS  CAT  110.97  3.000
 E62  H7   CAS  CAT  108.78  3.000
 E62  CAQ  CAS  CAT  110.39  3.000
 E62  CAO  CAQ  OAR  120.03  3.000
 E62  OAR  CAQ  CAS  119.95  3.000
 E62  CAO  CAQ  CAS  120.02  3.000
 E62  H9   CAO  CAM  106.56  3.000
 E62  H9   CAO  OAP  110.38  3.000
 E62  CAM  CAO  OAP  114.20  3.000
 E62  H9   CAO  CAQ  104.97  3.000
 E62  OAP  CAO  CAQ  109.05  3.000
 E62  CAM  CAO  CAQ  111.27  3.000
 E62  H10  OAP  CAO  109.04  3.000
 E62  H11  CAM  CAL  106.72  3.000
 E62  H11  CAM  OAN  110.60  3.000
 E62  CAL  CAM  OAN  110.72  3.000
 E62  H11  CAM  CAO  109.41  3.000
 E62  CAL  CAM  CAO  114.11  3.000
 E62  OAN  CAM  CAO  105.32  3.000
 E62  H12  OAN  CAM  108.31  3.000
 E62  H14  CAL  H13  106.27  3.000
 E62  H14  CAL  CAK  110.94  3.000
 E62  H13  CAL  CAK  108.83  3.000
 E62  H14  CAL  CAM  110.66  3.000
 E62  H13  CAL  CAM  106.02  3.000
 E62  CAK  CAL  CAM  113.71  3.000
 E62  H15  CAK  CAJ  118.61  3.000
 E62  H15  CAK  CAL  117.83  3.000
 E62  CAJ  CAK  CAL  123.47  3.000
 E62  H16  CAJ  CAH  117.75  3.000
 E62  H16  CAJ  CAK  120.14  3.000
 E62  CAH  CAJ  CAK  122.09  3.000
 E62  CAG  CAH  CAI  120.48  3.000
 E62  CAG  CAH  CAJ  121.21  3.000
 E62  CAI  CAH  CAJ  118.17  3.000
 E62  H17  CAI  CAC  119.25  3.000
 E62  H17  CAI  CAH  119.53  3.000
 E62  CAC  CAI  CAH  121.22  3.000
 E62  CAD  CAC  NAB  121.82  3.000
 E62  CAD  CAC  CAI  118.54  3.000
 E62  NAB  CAC  CAI  119.64  3.000
 E62  H18  NAB  CAA  117.88  3.000
 E62  H18  NAB  CAC  117.86  3.000
 E62  CAA  NAB  CAC  124.23  3.000
 E62  H21  CAA  H20  107.89  3.000
 E62  H21  CAA  H19  108.03  3.000
 E62  H20  CAA  H19  107.92  3.000
 E62  H21  CAA  NAB  112.19  3.000
 E62  H20  CAA  NAB  112.05  3.000
 E62  H19  CAA  NAB  108.60  3.000
 E62  H22  CAD  CAE  118.32  3.000
 E62  H22  CAD  CAC  121.14  3.000
 E62  CAE  CAD  CAC  120.52  3.000
 E62  CAG  CAE  OAF  123.21  3.000
 E62  CAG  CAE  CAD  121.05  3.000
 E62  OAF  CAE  CAD  115.72  3.000
 E62  H23  OAF  CAE  110.02  3.000
 E62  CAZ  CAG  CAE  123.02  3.000
 E62  CAZ  CAG  CAH  118.85  3.000
 E62  CAE  CAG  CAH  118.07  3.000
 E62  OAY  CAZ  OBA  122.12  3.000
 E62  OAY  CAZ  CAG  112.88  3.000
 E62  OBA  CAZ  CAG  124.98  3.000
 E62  CAW  OAY  CAZ  118.06  3.000
 E62  H24  CAW  CAX  109.19  3.000
 E62  H24  CAW  OAY  108.57  3.000
 E62  CAX  CAW  OAY  106.92  3.000
 E62  H24  CAW  CAU  108.89  3.000
 E62  CAX  CAW  CAU  115.30  3.000
 E62  OAY  CAW  CAU  107.78  3.000
 E62  H27  CAX  H26  108.41  3.000
 E62  H27  CAX  H25  107.93  3.000
 E62  H26  CAX  H25  107.54  3.000
 E62  H27  CAX  CAW  112.19  3.000
 E62  H26  CAX  CAW  111.03  3.000
 E62  H25  CAX  CAW  109.58  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
 E62  CONST_01  CAD  CAC  CAI  CAH     0.00   0.0  0
 E62  CONST_02  CAD  CAE  CAG  CAH     0.00   0.0  0
 E62  CONST_03  CAE  CAD  CAC  CAI     0.00   0.0  0
 E62  CONST_04  CAE  CAG  CAH  CAI     0.00   0.0  0
 E62  CONST_05  CAG  CAE  CAD  CAC     0.00   0.0  0
 E62  CONST_06  CAG  CAH  CAI  CAC     0.00   0.0  0
 E62  CONST_07  NAB  CAC  CAI  CAH   180.00   0.0  0
 E62  CONST_08  OAF  CAE  CAG  CAH   180.00   0.0  0
 E62  CONST_09  OAF  CAE  CAD  CAC   180.00   0.0  0
 E62  CONST_10  CAE  CAD  CAC  NAB   180.00   0.0  0
 E62  CONST_11  CAZ  CAG  CAE  OAF     0.00   0.0  0
 E62  CONST_12  H17  CAI  CAH  CAJ     0.00   0.0  0
 E62  CONST_13  H22  CAD  CAC  CAI   180.00   0.0  0
 E62  CONST_14  CAA  NAB  CAC  CAI   180.00   0.0  0
 E62  CONST_15  CAD  CAC  NAB  CAA     0.00   0.0  0
 E62  CONST_16  H18  NAB  CAC  CAI     0.00   0.0  0
 E62  Var_01    CAH  CAJ  CAK  CAL  -176.34   0.0  0
 E62  Var_02    CAQ  CAS  CAT  CAU    67.66  30.0  1
 E62  Var_03    CAO  CAQ  CAS  CAT  -115.05  30.0  1
 E62  Var_04    CAJ  CAK  CAL  CAM    76.19  30.0  1
 E62  Var_05    CAI  CAH  CAJ  CAK   -76.64  30.0  1
 E62  Var_06    OAY  CAZ  CAG  CAH  -150.04  30.0  1
 E62  Var_07    H15  CAK  CAJ  CAH     0.19   0.0  0
 E62  Var_08    H19  CAA  NAB  CAC  -179.55  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
 E62  chir_01  CAU  CAT  CAW  CAV  positiv
 E62  chir_02  CAO  OAP  CAM  CAQ  negativ
 E62  chir_03  CAM  OAN  CAO  CAL  positiv
 E62  chir_04  CAW  OAY  CAU  CAX  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
 E62  plan-1  CAJ  0.020
 E62  plan-1  CAH  0.020
 E62  plan-1  CAI  0.020
 E62  plan-1  CAC  0.020
 E62  plan-1  NAB  0.020
 E62  plan-1  CAD  0.020
 E62  plan-1  CAE  0.020
 E62  plan-1  OAF  0.020
 E62  plan-1  CAG  0.020
 E62  plan-1  CAZ  0.020
 E62  plan-1  H17  0.020
 E62  plan-1  H22  0.020
 E62  plan-2  CAC  0.020
 E62  plan-2  NAB  0.020
 E62  plan-2  CAA  0.020
 E62  plan-2  H18  0.020
 E62  plan-3  CAS  0.020
 E62  plan-3  CAQ  0.020
 E62  plan-3  OAR  0.020
 E62  plan-3  CAO  0.020
 E62  plan-4  CAL  0.020
 E62  plan-4  CAK  0.020
 E62  plan-4  CAJ  0.020
 E62  plan-4  CAH  0.020
 E62  plan-4  H15  0.020
 E62  plan-4  H16  0.020
 E62  plan-5  CAG  0.020
 E62  plan-5  CAZ  0.020
 E62  plan-5  OBA  0.020
 E62  plan-5  OAY  0.020

