# electronic Ligand Builder and Optimisation Workbench (eLBOW)
#   - a module of PHENIX version dev-svn-
#   - file written: Tue Apr 28 10:48:29 2020
#   Inital geometry file: a 87 line input string
#   Ligand name: (2R,3aR,6R,7S,7aR)-2-[(2S)-2-amino-2-carboxyethyl]-6,7-dihydroxyhexahydro-2H-furo[3,2-b]pyran-2-carboxylic acid (non-preferred name)
#   Quantum optimisation: True
#   Method: PBEh-3c
#   Random seed: 3628800
#   SMILES string: N[C@@H](C[C@@]1(C[C@H]2OC[C@@H](O)[C@H](O)[C@H]2O1)C(O)=O)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
 8EP  8EP  '(2R,3aR,6R,7S,7aR)-2-[(2S)-2-amino-2-carboxyethyl]-6,7-dihydroxyhexahydro-2H-furo[3,2-b]pyran-2-carboxylic acid (non-preferred name)'  ligand  37  20  .  2021-08-06  2021-08-06  
;
Directly from eLBOW using geometry from QM method PBEh-3c with CPCM solvent model
Validated by Mogul as PERFECT
;

data_comp_8EP
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
 8EP  OAC   O  OH1   0  -0.569  -0.3002   1.2835   1.6670
 8EP  CAN   C  C     0   0.546  -0.3607   1.5758   0.3825
 8EP  OAE   O  O     0  -0.443  -0.5009   2.6971  -0.0409
 8EP  CAT   C  CT    0   0.148  -0.3469   0.3384  -0.5158
 8EP  CB    C  CH2   0  -0.468  -1.8007  -0.0469  -0.8327
 8EP  CA    C  CH1   0  -0.234  -2.7307  -0.3209   0.3700
 8EP  N     N  NH2   0  -0.780  -2.3642  -1.4248   1.2279
 8EP  C     C  C     0   0.550  -4.1251  -0.5697  -0.1770
 8EP  O     O  O     0  -0.435  -4.6677  -1.6442  -0.2035
 8EP  OXT   O  OH1   0  -0.593  -4.6752   0.5396  -0.6566
 8EP  OAL   O  O2    0  -0.503   0.3438  -0.7177   0.1203
 8EP  CAS   C  CH1   0   0.058   1.5225  -1.0490  -0.5932
 8EP  CAQ   C  CH1   0  -0.018   2.6499  -1.4556   0.3527
 8EP  OAG   O  OH1   0  -0.674   3.5460  -2.1935  -0.4489
 8EP  CAP   C  CH1   0   0.003   3.3658  -0.2505   0.9735
 8EP  OAF   O  OH1   0  -0.653   2.5612   0.2346   2.0159
 8EP  CAH   C  CH2   0  -0.227   3.6333   0.7952  -0.0962
 8EP  OAK   O  O2    0  -0.483   2.4417   1.2035  -0.7277
 8EP  CAR   C  CH1   0  -0.021   1.8271   0.1680  -1.4593
 8EP  CAJ   C  CH2   0  -0.515   0.4265   0.6134  -1.8138
 8EP  HOAC  H  HOH1  0   0.479  -0.3643   2.0964   2.1909
 8EP  HB    H  HCH2  0   0.263  -2.2205   0.7524  -1.4478
 8EP  HBA   H  HCH2  0   0.262  -1.7694  -0.9425  -1.4613
 8EP  HA    H  HCH1  0   0.278  -2.7952   0.5797   0.9880
 8EP  HN    H  HNH2  0   0.343  -2.2237  -2.2598   0.6722
 8EP  HNA   H  HNH2  0   0.357  -1.4697  -1.2294   1.6554
 8EP  HO    H  HOH1  0   0.483  -5.5423   0.3411  -1.0409
 8EP  HAS   H  HCH1  0   0.235   1.3233  -1.9030  -1.2554
 8EP  HAQ   H  HCH1  0   0.236   2.2335  -2.0752   1.1592
 8EP  HOAG  H  HOH1  0   0.457   4.2654  -2.5106   0.1062
 8EP  HAP   H  HCH1  0   0.215   4.3427  -0.5911   1.3544
 8EP  HOAF  H  HOH1  0   0.448   2.9421   1.0544   2.3447
 8EP  HAH   H  HCH2  0   0.250   4.0867   1.6884   0.3411
 8EP  HAHA  H  HCH2  0   0.211   4.3493   0.3914  -0.8242
 8EP  HAR   H  HCH1  0   0.249   2.4263  -0.1033  -2.3379
 8EP  HAJ   H  HCH2  0   0.270   0.0389  -0.0160  -2.6181
 8EP  HAJA  H  HCH2  0   0.277   0.3654   1.6475  -2.1471

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
 8EP  OAC  CAN   single  1.319  0.020  1.319
 8EP  CAN  OAE   double  1.207  0.020  1.207
 8EP  CAN  CAT   single  1.529  0.020  1.529
 8EP  CAT  CB    single  1.537  0.020  1.537
 8EP  CAT  OAL   single  1.413  0.020  1.413
 8EP  CAT  CAJ   single  1.536  0.020  1.536
 8EP  CB   CA    single  1.545  0.020  1.545
 8EP  CA   N     single  1.445  0.020  1.445
 8EP  CA   C     single  1.518  0.020  1.518
 8EP  C    O     double  1.204  0.020  1.204
 8EP  C    OXT   single  1.328  0.020  1.328
 8EP  OAL  CAS   single  1.417  0.020  1.417
 8EP  CAS  CAQ   single  1.527  0.020  1.527
 8EP  CAS  CAR   single  1.524  0.020  1.524
 8EP  CAQ  OAG   single  1.411  0.020  1.411
 8EP  CAQ  CAP   single  1.533  0.020  1.533
 8EP  CAP  OAF   single  1.403  0.020  1.403
 8EP  CAP  CAH   single  1.520  0.020  1.520
 8EP  CAH  OAK   single  1.409  0.020  1.409
 8EP  OAK  CAR   single  1.409  0.020  1.409
 8EP  CAR  CAJ   single  1.512  0.020  1.512
 8EP  OAC  HOAC  single  0.850  0.020  0.980
 8EP  CB   HB    single  0.970  0.020  1.090
 8EP  CB   HBA   single  0.970  0.020  1.090
 8EP  CA   HA    single  0.970  0.020  1.090
 8EP  N    HN    single  0.890  0.020  1.040
 8EP  N    HNA   single  0.890  0.020  1.040
 8EP  OXT  HO    single  0.850  0.020  0.980
 8EP  CAS  HAS   single  0.970  0.020  1.090
 8EP  CAQ  HAQ   single  0.970  0.020  1.090
 8EP  OAG  HOAG  single  0.850  0.020  0.980
 8EP  CAP  HAP   single  0.970  0.020  1.090
 8EP  OAF  HOAF  single  0.850  0.020  0.980
 8EP  CAH  HAH   single  0.970  0.020  1.090
 8EP  CAH  HAHA  single  0.970  0.020  1.090
 8EP  CAR  HAR   single  0.970  0.020  1.090
 8EP  CAJ  HAJ   single  0.970  0.020  1.090
 8EP  CAJ  HAJA  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
 8EP  HOAC  OAC  CAN  109.73  3.000
 8EP  CAT   CAN  OAE  123.15  3.000
 8EP  CAT   CAN  OAC  113.10  3.000
 8EP  OAE   CAN  OAC  123.58  3.000
 8EP  CAJ   CAT  OAL  105.56  3.000
 8EP  CAJ   CAT  CB   110.30  3.000
 8EP  OAL   CAT  CB   111.58  3.000
 8EP  CAJ   CAT  CAN  110.86  3.000
 8EP  OAL   CAT  CAN  110.17  3.000
 8EP  CB    CAT  CAN  108.39  3.000
 8EP  HBA   CB   HB   106.63  3.000
 8EP  HBA   CB   CA   108.62  3.000
 8EP  HB    CB   CA   109.68  3.000
 8EP  HBA   CB   CAT  107.25  3.000
 8EP  HB    CB   CAT  107.22  3.000
 8EP  CA    CB   CAT  116.96  3.000
 8EP  HA    CA   C    106.51  3.000
 8EP  HA    CA   N    107.96  3.000
 8EP  C     CA   N    108.76  3.000
 8EP  HA    CA   CB   109.22  3.000
 8EP  C     CA   CB   107.54  3.000
 8EP  N     CA   CB   116.42  3.000
 8EP  HNA   N    HN   105.58  3.000
 8EP  HNA   N    CA   109.14  3.000
 8EP  HN    N    CA   109.82  3.000
 8EP  OXT   C    O    123.43  3.000
 8EP  OXT   C    CA   111.94  3.000
 8EP  O     C    CA   124.61  3.000
 8EP  HO    OXT  C    110.05  3.000
 8EP  CAS   OAL  CAT  110.77  3.000
 8EP  HAS   CAS  CAR  108.32  3.000
 8EP  HAS   CAS  CAQ  107.47  3.000
 8EP  CAR   CAS  CAQ  114.65  3.000
 8EP  HAS   CAS  OAL  109.53  3.000
 8EP  CAR   CAS  OAL  105.40  3.000
 8EP  CAQ   CAS  OAL  111.38  3.000
 8EP  HAQ   CAQ  CAP  108.84  3.000
 8EP  HAQ   CAQ  OAG  111.27  3.000
 8EP  CAP   CAQ  OAG  110.16  3.000
 8EP  HAQ   CAQ  CAS  108.97  3.000
 8EP  CAP   CAQ  CAS  112.73  3.000
 8EP  OAG   CAQ  CAS  104.86  3.000
 8EP  HOAG  OAG  CAQ  108.63  3.000
 8EP  HAP   CAP  CAH  107.45  3.000
 8EP  HAP   CAP  OAF  110.99  3.000
 8EP  CAH   CAP  OAF  112.70  3.000
 8EP  HAP   CAP  CAQ  108.11  3.000
 8EP  CAH   CAP  CAQ  109.76  3.000
 8EP  OAF   CAP  CAQ  107.75  3.000
 8EP  HOAF  OAF  CAP  108.75  3.000
 8EP  HAHA  CAH  HAH  107.18  3.000
 8EP  HAHA  CAH  OAK  111.15  3.000
 8EP  HAH   CAH  OAK  107.06  3.000
 8EP  HAHA  CAH  CAP  109.17  3.000
 8EP  HAH   CAH  CAP  110.72  3.000
 8EP  OAK   CAH  CAP  111.47  3.000
 8EP  CAR   OAK  CAH  112.87  3.000
 8EP  HAR   CAR  CAJ  113.01  3.000
 8EP  HAR   CAR  OAK  111.05  3.000
 8EP  CAJ   CAR  OAK  108.02  3.000
 8EP  HAR   CAR  CAS  111.51  3.000
 8EP  CAJ   CAR  CAS  100.56  3.000
 8EP  OAK   CAR  CAS  112.27  3.000
 8EP  HAJA  CAJ  HAJ  107.58  3.000
 8EP  HAJA  CAJ  CAR  113.81  3.000
 8EP  HAJ   CAJ  CAR  109.36  3.000
 8EP  HAJA  CAJ  CAT  113.63  3.000
 8EP  HAJ   CAJ  CAT  109.91  3.000
 8EP  CAR   CAJ  CAT  102.45  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
 8EP  CONST_01  HOAC  OAC  CAN  CAT  180.00   0.0  0
 8EP  CONST_02  HO    OXT  C    CA   180.00   0.0  0
 8EP  Var_01    HAH   CAH  OAK  CAR  173.56  30.0  1

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
 8EP  chir_01  CAT  CB   OAL  CAJ  negativ
 8EP  chir_02  CA   N    C    CB   positiv
 8EP  chir_03  CAS  OAL  CAQ  CAR  positiv
 8EP  chir_04  CAQ  OAG  CAS  CAP  positiv
 8EP  chir_05  CAP  OAF  CAQ  CAH  negativ
 8EP  chir_06  CAR  OAK  CAS  CAJ  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
 8EP  plan-1  OAC   0.020
 8EP  plan-1  CAN   0.020
 8EP  plan-1  OAE   0.020
 8EP  plan-1  CAT   0.020
 8EP  plan-1  HOAC  0.020
 8EP  plan-2  CA    0.020
 8EP  plan-2  C     0.020
 8EP  plan-2  O     0.020
 8EP  plan-2  OXT   0.020
 8EP  plan-2  HO    0.020

