# electronic Ligand Builder and Optimisation Workbench (eLBOW)
#   - a module of PHENIX version dev-svn-
#   - file written: Fri Apr 10 10:25:05 2020
#   Inital geometry file: a 94 line input string
#   Ligand name: (2S)-5,7-dihydroxy-2-(3-hydroxy-4-methoxyphenyl)-2,3-dihydro-4H-1-benzopyran-4-one
#   Quantum optimisation: True
#   Method: PBEh-3c
#   Random seed: 3628800
#   SMILES string: COc1ccc(cc1O)[C@@H]2CC(=O)c3c(O)cc(O)cc3O2
#
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
 6JP  6JP  (2S)-5,7-dihydroxy-2-(3-hydroxy-4-methoxyphenyl)-2,3-dihydro-4H-1-benzopyran-4-one  ligand  36  22  .  2021-08-05  2021-08-05  
;
Directly from eLBOW using geometry from QM method PBEh-3c with CPCM solvent model
Validated by Mogul as PERFECT
;

data_comp_6JP
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
 6JP  CAI  C  C     0  -0.597  -0.3757   1.4859   0.8984
 6JP  CAH  C  CR6   0   0.406  -1.8606   1.7548   0.8243
 6JP  OAT  O  O     0  -0.408  -2.3194   2.8002   1.2442
 6JP  CAE  C  CR66  0  -0.288  -2.6565   0.6587   0.2732
 6JP  CAD  C  CR6   0   0.391  -4.0720   0.6763   0.2221
 6JP  OAU  O  OH1   0  -0.595  -4.7055   1.7877   0.6006
 6JP  CAC  C  CR16  0  -0.509  -4.7886  -0.4302  -0.2006
 6JP  CAB  C  CR6   0   0.406  -4.1133  -1.5845  -0.5905
 6JP  OAV  O  OH1   0  -0.615  -4.8590  -2.6186  -0.9890
 6JP  CAA  C  CR16  0  -0.529  -2.7243  -1.6355  -0.5794
 6JP  CAF  C  CR66  0   0.440  -2.0151  -0.5229  -0.1566
 6JP  OAG  O  O     0  -0.478  -0.6798  -0.6439  -0.1770
 6JP  CAJ  C  CR16  0  -0.054   0.0793   0.5653  -0.2147
 6JP  CAK  C  CR6   0   0.108   1.5330   0.2049  -0.1206
 6JP  CAM  C  CR16  0  -0.409   2.4218   0.6903  -1.0764
 6JP  CAL  C  CR6   0   0.298   3.7761   0.4156  -0.9942
 6JP  OAQ  O  OH1   0  -0.632   4.6030   0.9060  -1.9390
 6JP  CAP  C  CR6   0   0.290   4.2597  -0.3706   0.0637
 6JP  OAR  O  O2    0  -0.487   5.5923  -0.5820   0.0510
 6JP  CAS  C  CH3   0  -0.432   6.1648  -1.3554   1.0872
 6JP  CAO  C  CR16  0  -0.364   3.3739  -0.8607   1.0116
 6JP  CAN  C  CR16  0  -0.313   2.0165  -0.5717   0.9216
 6JP  H1   H  H     0   0.285   0.1692   2.4290   0.8479
 6JP  H2   H  H     0   0.286  -0.1557   1.0400   1.8752
 6JP  H3   H  HOH1  0   0.481  -5.6595   1.6616   0.5283
 6JP  H4   H  HCR6  0   0.282  -5.8718  -0.4051  -0.2328
 6JP  H5   H  HOH1  0   0.483  -4.3029  -3.3661  -1.2384
 6JP  H6   H  HCR6  0   0.284  -2.1923  -2.5193  -0.9108
 6JP  H7   H  HCR6  0   0.266  -0.1091   1.0546  -1.1789
 6JP  H8   H  HCR6  0   0.264   2.0600   1.2902  -1.9039
 6JP  H9   H  HOH1  0   0.473   5.5117   0.6360  -1.7592
 6JP  H10  H  HCH3  0   0.263   7.2328  -1.3949   0.8900
 6JP  H11  H  HCH3  0   0.232   6.0026  -0.9004   2.0676
 6JP  H12  H  HCH3  0   0.232   5.7687  -2.3740   1.0988
 6JP  H13  H  HCR6  0   0.284   3.7269  -1.4682   1.8342
 6JP  H14  H  HCR6  0   0.255   1.3507  -0.9672   1.6781

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
 6JP  OAU  CAD  single    1.334  0.020  1.334
 6JP  OAT  CAH  double    1.216  0.020  1.216
 6JP  CAD  CAC  aromatic  1.384  0.020  1.384
 6JP  CAD  CAE  aromatic  1.417  0.020  1.417
 6JP  CAC  CAB  aromatic  1.393  0.020  1.393
 6JP  CAH  CAE  single    1.462  0.020  1.462
 6JP  CAH  CAI  single    1.511  0.020  1.511
 6JP  CAE  CAF  aromatic  1.411  0.020  1.411
 6JP  CAB  OAV  single    1.336  0.020  1.336
 6JP  CAB  CAA  aromatic  1.390  0.020  1.390
 6JP  CAI  CAJ  single    1.514  0.020  1.514
 6JP  CAF  CAA  aromatic  1.386  0.020  1.386
 6JP  CAF  OAG  single    1.341  0.020  1.341
 6JP  CAJ  OAG  single    1.428  0.020  1.428
 6JP  CAJ  CAK  single    1.501  0.020  1.501
 6JP  CAK  CAN  aromatic  1.387  0.020  1.387
 6JP  CAK  CAM  aromatic  1.393  0.020  1.393
 6JP  CAN  CAO  aromatic  1.391  0.020  1.391
 6JP  CAM  CAL  aromatic  1.384  0.020  1.384
 6JP  CAO  CAP  aromatic  1.387  0.020  1.387
 6JP  CAL  CAP  aromatic  1.404  0.020  1.404
 6JP  CAL  OAQ  single    1.348  0.020  1.348
 6JP  CAP  OAR  single    1.349  0.020  1.349
 6JP  OAR  CAS  single    1.414  0.020  1.414
 6JP  CAI  H1   single    0.970  0.020  1.090
 6JP  CAI  H2   single    0.970  0.020  1.090
 6JP  OAU  H3   single    0.850  0.020  0.980
 6JP  CAC  H4   single    0.930  0.020  1.080
 6JP  OAV  H5   single    0.850  0.020  0.980
 6JP  CAA  H6   single    0.930  0.020  1.080
 6JP  CAJ  H7   single    0.970  0.020  1.090
 6JP  CAM  H8   single    0.930  0.020  1.080
 6JP  OAQ  H9   single    0.850  0.020  0.980
 6JP  CAS  H10  single    0.970  0.020  1.090
 6JP  CAS  H11  single    0.970  0.020  1.090
 6JP  CAS  H12  single    0.970  0.020  1.090
 6JP  CAO  H13  single    0.930  0.020  1.080
 6JP  CAN  H14  single    0.930  0.020  1.080

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
 6JP  H2   CAI  H1   107.03  3.000
 6JP  H2   CAI  CAJ  110.33  3.000
 6JP  H1   CAI  CAJ  109.97  3.000
 6JP  H2   CAI  CAH  108.26  3.000
 6JP  H1   CAI  CAH  109.56  3.000
 6JP  CAJ  CAI  CAH  111.56  3.000
 6JP  CAE  CAH  OAT  124.68  3.000
 6JP  CAE  CAH  CAI  114.83  3.000
 6JP  OAT  CAH  CAI  120.45  3.000
 6JP  CAF  CAE  CAD  116.97  3.000
 6JP  CAF  CAE  CAH  119.66  3.000
 6JP  CAD  CAE  CAH  123.24  3.000
 6JP  CAC  CAD  OAU  120.45  3.000
 6JP  CAC  CAD  CAE  121.22  3.000
 6JP  OAU  CAD  CAE  118.33  3.000
 6JP  H3   OAU  CAD  109.83  3.000
 6JP  H4   CAC  CAB  119.69  3.000
 6JP  H4   CAC  CAD  120.52  3.000
 6JP  CAB  CAC  CAD  119.79  3.000
 6JP  CAA  CAB  OAV  122.13  3.000
 6JP  CAA  CAB  CAC  120.84  3.000
 6JP  OAV  CAB  CAC  117.02  3.000
 6JP  H5   OAV  CAB  110.81  3.000
 6JP  H6   CAA  CAF  119.81  3.000
 6JP  H6   CAA  CAB  121.21  3.000
 6JP  CAF  CAA  CAB  118.98  3.000
 6JP  OAG  CAF  CAA  115.63  3.000
 6JP  OAG  CAF  CAE  122.19  3.000
 6JP  CAA  CAF  CAE  122.18  3.000
 6JP  CAJ  OAG  CAF  116.95  3.000
 6JP  H7   CAJ  CAK  109.17  3.000
 6JP  H7   CAJ  OAG  108.02  3.000
 6JP  CAK  CAJ  OAG  108.05  3.000
 6JP  H7   CAJ  CAI  108.86  3.000
 6JP  CAK  CAJ  CAI  113.02  3.000
 6JP  OAG  CAJ  CAI  109.61  3.000
 6JP  CAN  CAK  CAM  119.24  3.000
 6JP  CAM  CAK  CAJ  119.44  3.000
 6JP  CAN  CAK  CAJ  121.29  3.000
 6JP  H8   CAM  CAL  118.79  3.000
 6JP  H8   CAM  CAK  120.24  3.000
 6JP  CAL  CAM  CAK  120.96  3.000
 6JP  CAP  CAL  OAQ  121.37  3.000
 6JP  OAQ  CAL  CAM  119.10  3.000
 6JP  CAP  CAL  CAM  119.53  3.000
 6JP  H9   OAQ  CAL  110.20  3.000
 6JP  CAO  CAP  OAR  125.58  3.000
 6JP  OAR  CAP  CAL  114.88  3.000
 6JP  CAO  CAP  CAL  119.53  3.000
 6JP  CAS  OAR  CAP  118.59  3.000
 6JP  H12  CAS  H11  108.95  3.000
 6JP  H12  CAS  H10  108.92  3.000
 6JP  H11  CAS  H10  108.89  3.000
 6JP  H12  CAS  OAR  111.76  3.000
 6JP  H11  CAS  OAR  111.68  3.000
 6JP  H10  CAS  OAR  106.54  3.000
 6JP  H13  CAO  CAN  118.97  3.000
 6JP  H13  CAO  CAP  120.65  3.000
 6JP  CAN  CAO  CAP  120.38  3.000
 6JP  H14  CAN  CAO  118.63  3.000
 6JP  H14  CAN  CAK  121.02  3.000
 6JP  CAO  CAN  CAK  120.35  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
 6JP  CONST_01  CAB  CAC  CAD  CAE     0.00   0.0  0
 6JP  CONST_02  CAB  CAA  CAF  CAE     0.00   0.0  0
 6JP  CONST_03  CAA  CAB  CAC  CAD     0.00   0.0  0
 6JP  CONST_04  CAA  CAF  CAE  CAD     0.00   0.0  0
 6JP  CONST_05  CAF  CAE  CAD  CAC     0.00   0.0  0
 6JP  CONST_06  CAF  CAA  CAB  CAC     0.00   0.0  0
 6JP  CONST_07  CAP  CAO  CAN  CAK     0.00   0.0  0
 6JP  CONST_08  CAP  CAL  CAM  CAK     0.00   0.0  0
 6JP  CONST_09  CAO  CAN  CAK  CAM     0.00   0.0  0
 6JP  CONST_10  CAO  CAP  CAL  CAM     0.00   0.0  0
 6JP  CONST_11  CAN  CAK  CAM  CAL     0.00   0.0  0
 6JP  CONST_12  CAN  CAO  CAP  CAL     0.00   0.0  0
 6JP  CONST_13  CAO  CAN  CAK  CAJ   180.00   0.0  0
 6JP  CONST_14  CAL  CAM  CAK  CAJ   180.00   0.0  0
 6JP  CONST_15  OAU  CAD  CAE  CAH     0.00   0.0  0
 6JP  CONST_16  OAV  CAB  CAC  CAD   180.00   0.0  0
 6JP  CONST_17  CAB  CAC  CAD  OAU   180.00   0.0  0
 6JP  CONST_18  CAF  CAE  CAD  OAU   180.00   0.0  0
 6JP  CONST_19  CAF  CAA  CAB  OAV   180.00   0.0  0
 6JP  CONST_20  OAQ  CAL  CAM  CAK   180.00   0.0  0
 6JP  CONST_21  OAR  CAP  CAL  CAM   180.00   0.0  0
 6JP  CONST_22  CAO  CAP  CAL  OAQ   180.00   0.0  0
 6JP  CONST_23  CAN  CAO  CAP  OAR   180.00   0.0  0
 6JP  CONST_24  H4   CAC  CAD  CAE   180.00   0.0  0
 6JP  CONST_25  H6   CAA  CAF  CAE   180.00   0.0  0
 6JP  CONST_26  H14  CAN  CAK  CAJ     0.00   0.0  0
 6JP  CONST_27  H8   CAM  CAK  CAJ     0.00   0.0  0
 6JP  CONST_28  H13  CAO  CAN  CAK   180.00   0.0  0
 6JP  Var_01    CAD  CAE  CAH  CAI   174.75  30.0  1
 6JP  Var_02    CAJ  CAI  CAH  CAE    31.01  30.0  1
 6JP  Var_03    CAO  CAP  OAR  CAS    -0.63  30.0  2
 6JP  Var_04    H10  CAS  OAR  CAP  -179.66  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
 6JP  chir_01  CAJ  CAI  OAG  CAK  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
 6JP  plan-1  CAJ  0.020
 6JP  plan-1  CAK  0.020
 6JP  plan-1  CAM  0.020
 6JP  plan-1  CAL  0.020
 6JP  plan-1  OAQ  0.020
 6JP  plan-1  CAP  0.020
 6JP  plan-1  OAR  0.020
 6JP  plan-1  CAO  0.020
 6JP  plan-1  CAN  0.020
 6JP  plan-1  H8   0.020
 6JP  plan-1  H13  0.020
 6JP  plan-1  H14  0.020
 6JP  plan-2  CAH  0.020
 6JP  plan-2  CAE  0.020
 6JP  plan-2  CAD  0.020
 6JP  plan-2  OAU  0.020
 6JP  plan-2  CAC  0.020
 6JP  plan-2  CAB  0.020
 6JP  plan-2  OAV  0.020
 6JP  plan-2  CAA  0.020
 6JP  plan-2  CAF  0.020
 6JP  plan-2  OAG  0.020
 6JP  plan-2  H4   0.020
 6JP  plan-2  H6   0.020
 6JP  plan-3  CAI  0.020
 6JP  plan-3  CAH  0.020
 6JP  plan-3  OAT  0.020
 6JP  plan-3  CAE  0.020

