# electronic Ligand Builder and Optimisation Workbench (eLBOW)
#   - a module of PHENIX version dev-svn-
#   - file written: Thu Apr  9 10:01:27 2020
#   Inital geometry file: a 95 line input string
#   Ligand name: (1S)-1-(3,4-dihydroxybenzyl)-1,2,3,4-tetrahydroisoquinoline-6,7-diol
#   Quantum optimisation: True
#   Method: PBEh-3c
#   Random seed: 3628800
#   SMILES string: Oc1ccc(C[C@@H]2NCCc3cc(O)c(O)cc23)cc1O
#
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
 2H4  2H4  (1S)-1-(3,4-dihydroxybenzyl)-1,2,3,4-tetrahydroisoquinoline-6,7-diol  ligand  38  21  .  2021-08-04  2021-08-04  
;
Directly from eLBOW using geometry from QM method PBEh-3c with CPCM solvent model
Validated by Mogul as PERFECT
;

data_comp_2H4
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
 2H4  OAC  O  OH1   0  -0.696   5.7796   0.7980   0.1209
 2H4  CAQ  C  CR6   0   0.210   4.4717   0.4597   0.0296
 2H4  CAH  C  CR16  0  -0.328   4.0086  -0.8351  -0.0987
 2H4  CAR  C  CR6   0   0.343   3.5533   1.5173   0.0503
 2H4  OAD  O  OH1   0  -0.688   3.9537   2.8052   0.1496
 2H4  CAI  C  CR16  0  -0.383   2.2035   1.2363  -0.0380
 2H4  CAT  C  CR6   0   0.061   1.7272  -0.0731  -0.1404
 2H4  CAS  C  CR6   0   0.082   2.6447  -1.1196  -0.1908
 2H4  CAK  C  CH2   0  -0.524   2.1901  -2.5402  -0.3866
 2H4  CAJ  C  CH2   0  -0.305   0.7889  -2.5656  -0.9663
 2H4  NAM  N  NH1   0  -0.631  -0.0571  -1.7352  -0.1339
 2H4  CAU  C  CH1   0  -0.105   0.2349  -0.3200  -0.2526
 2H4  CAL  C  CH2   0  -0.558  -0.5566   0.4345   0.8291
 2H4  CAN  C  CR6   0   0.203  -2.0413   0.2305   0.7028
 2H4  CAG  C  CR16  0  -0.381  -2.7534   0.9026  -0.2923
 2H4  CAE  C  CR16  0  -0.332  -2.7351  -0.6370   1.5353
 2H4  CAF  C  CR16  0  -0.357  -4.1045  -0.8293   1.3827
 2H4  CAO  C  CR6   0   0.213  -4.8061  -0.1623   0.3930
 2H4  OAA  O  OH1   0  -0.563  -6.1363  -0.3680   0.2702
 2H4  CAP  C  CR6   0   0.226  -4.1152   0.7158  -0.4532
 2H4  OAB  O  OH1   0  -0.646  -4.8567   1.3426  -1.3968
 2H4  H1   H  HOH1  0   0.450   6.3398   0.0150   0.0846
 2H4  H2   H  HCR6  0   0.249   4.7234  -1.6513  -0.1403
 2H4  H3   H  HOH1  0   0.472   4.9158   2.8576   0.1763
 2H4  H4   H  HCR6  0   0.246   1.5141   2.0720  -0.0345
 2H4  H5   H  HCH2  0   0.198   2.8840  -3.0665  -1.0461
 2H4  H6   H  HCH2  0   0.265   2.1942  -3.0790   0.5659
 2H4  H7   H  HCH2  0   0.241   0.8174  -2.2352  -2.0169
 2H4  H8   H  HCH2  0   0.217   0.3968  -3.5835  -0.9622
 2H4  H9   H  HNH1  0   0.347  -1.0297  -1.8888  -0.3644
 2H4  H11  H  HCH1  0   0.296  -0.0844   0.0776  -1.2335
 2H4  H12  H  HCH2  0   0.259  -0.2097   0.0964   1.8080
 2H4  H13  H  HCH2  0   0.229  -0.3381   1.5019   0.7633
 2H4  H14  H  HCR6  0   0.243  -2.2340   1.5912  -0.9524
 2H4  H15  H  HCR6  0   0.255  -2.2097  -1.1690   2.3184
 2H4  H16  H  HCR6  0   0.237  -4.6378  -1.5054   2.0401
 2H4  H17  H  HOH1  0   0.481  -6.4887   0.1324  -0.4745
 2H4  H18  H  HOH1  0   0.476  -4.3036   1.9054  -1.9497

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
 2H4  CAK  CAJ  single    1.517  0.020  1.517
 2H4  CAK  CAS  single    1.504  0.020  1.504
 2H4  CAJ  NAM  single    1.448  0.020  1.448
 2H4  CAH  CAS  aromatic  1.396  0.020  1.396
 2H4  CAH  CAQ  aromatic  1.381  0.020  1.381
 2H4  CAS  CAT  aromatic  1.393  0.020  1.393
 2H4  NAM  CAU  single    1.450  0.020  1.450
 2H4  OAC  CAQ  single    1.354  0.020  1.354
 2H4  CAQ  CAR  aromatic  1.401  0.020  1.401
 2H4  CAT  CAU  single    1.517  0.020  1.517
 2H4  CAT  CAI  aromatic  1.397  0.020  1.397
 2H4  CAU  CAL  single    1.538  0.020  1.538
 2H4  CAR  CAI  aromatic  1.382  0.020  1.382
 2H4  CAR  OAD  single    1.352  0.020  1.352
 2H4  CAL  CAN  single    1.504  0.020  1.504
 2H4  CAG  CAN  aromatic  1.396  0.020  1.396
 2H4  CAG  CAP  aromatic  1.384  0.020  1.384
 2H4  OAB  CAP  single    1.354  0.020  1.354
 2H4  CAN  CAE  aromatic  1.388  0.020  1.388
 2H4  CAP  CAO  aromatic  1.402  0.020  1.402
 2H4  CAE  CAF  aromatic  1.391  0.020  1.391
 2H4  CAO  CAF  aromatic  1.384  0.020  1.384
 2H4  CAO  OAA  single    1.352  0.020  1.352
 2H4  OAC  H1   single    0.850  0.020  0.980
 2H4  CAH  H2   single    0.930  0.020  1.080
 2H4  OAD  H3   single    0.850  0.020  0.980
 2H4  CAI  H4   single    0.930  0.020  1.080
 2H4  CAK  H5   single    0.970  0.020  1.090
 2H4  CAK  H6   single    0.970  0.020  1.090
 2H4  CAJ  H7   single    0.970  0.020  1.090
 2H4  CAJ  H8   single    0.970  0.020  1.090
 2H4  NAM  H9   single    0.890  0.020  1.040
 2H4  CAU  H11  single    0.970  0.020  1.090
 2H4  CAL  H12  single    0.970  0.020  1.090
 2H4  CAL  H13  single    0.970  0.020  1.090
 2H4  CAG  H14  single    0.930  0.020  1.080
 2H4  CAE  H15  single    0.930  0.020  1.080
 2H4  CAF  H16  single    0.930  0.020  1.080
 2H4  OAA  H17  single    0.850  0.020  0.980
 2H4  OAB  H18  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
 2H4  H1   OAC  CAQ  110.86  3.000
 2H4  CAR  CAQ  CAH  119.30  3.000
 2H4  CAR  CAQ  OAC  116.34  3.000
 2H4  CAH  CAQ  OAC  124.36  3.000
 2H4  H2   CAH  CAS  119.17  3.000
 2H4  H2   CAH  CAQ  119.18  3.000
 2H4  CAS  CAH  CAQ  121.65  3.000
 2H4  CAI  CAR  OAD  119.19  3.000
 2H4  OAD  CAR  CAQ  121.74  3.000
 2H4  CAI  CAR  CAQ  119.08  3.000
 2H4  H3   OAD  CAR  110.44  3.000
 2H4  H4   CAI  CAT  120.41  3.000
 2H4  H4   CAI  CAR  117.68  3.000
 2H4  CAT  CAI  CAR  121.90  3.000
 2H4  CAU  CAT  CAS  121.55  3.000
 2H4  CAU  CAT  CAI  119.57  3.000
 2H4  CAS  CAT  CAI  118.83  3.000
 2H4  CAK  CAS  CAT  121.01  3.000
 2H4  CAT  CAS  CAH  119.21  3.000
 2H4  CAK  CAS  CAH  119.75  3.000
 2H4  H6   CAK  H5   106.61  3.000
 2H4  H6   CAK  CAJ  109.14  3.000
 2H4  H5   CAK  CAJ  110.37  3.000
 2H4  H6   CAK  CAS  110.52  3.000
 2H4  H5   CAK  CAS  109.97  3.000
 2H4  CAJ  CAK  CAS  110.17  3.000
 2H4  H8   CAJ  H7   107.02  3.000
 2H4  H8   CAJ  NAM  108.84  3.000
 2H4  H7   CAJ  NAM  113.04  3.000
 2H4  H8   CAJ  CAK  110.26  3.000
 2H4  H7   CAJ  CAK  109.61  3.000
 2H4  NAM  CAJ  CAK  108.08  3.000
 2H4  H9   NAM  CAU  108.86  3.000
 2H4  H9   NAM  CAJ  110.10  3.000
 2H4  CAU  NAM  CAJ  113.26  3.000
 2H4  H11  CAU  CAL  107.39  3.000
 2H4  H11  CAU  NAM  111.44  3.000
 2H4  CAL  CAU  NAM  108.52  3.000
 2H4  H11  CAU  CAT  106.94  3.000
 2H4  CAL  CAU  CAT  111.99  3.000
 2H4  NAM  CAU  CAT  110.55  3.000
 2H4  H13  CAL  H12  107.04  3.000
 2H4  H13  CAL  CAN  108.98  3.000
 2H4  H12  CAL  CAN  110.29  3.000
 2H4  H13  CAL  CAU  109.53  3.000
 2H4  H12  CAL  CAU  108.36  3.000
 2H4  CAN  CAL  CAU  112.48  3.000
 2H4  CAE  CAN  CAG  118.26  3.000
 2H4  CAE  CAN  CAL  121.86  3.000
 2H4  CAG  CAN  CAL  119.87  3.000
 2H4  H14  CAG  CAP  119.04  3.000
 2H4  H14  CAG  CAN  119.64  3.000
 2H4  CAP  CAG  CAN  121.32  3.000
 2H4  H15  CAE  CAF  119.28  3.000
 2H4  H15  CAE  CAN  119.89  3.000
 2H4  CAF  CAE  CAN  120.83  3.000
 2H4  H16  CAF  CAO  119.01  3.000
 2H4  H16  CAF  CAE  120.29  3.000
 2H4  CAO  CAF  CAE  120.71  3.000
 2H4  CAP  CAO  OAA  121.71  3.000
 2H4  OAA  CAO  CAF  119.37  3.000
 2H4  CAP  CAO  CAF  118.92  3.000
 2H4  H17  OAA  CAO  110.55  3.000
 2H4  OAB  CAP  CAO  116.16  3.000
 2H4  CAO  CAP  CAG  119.96  3.000
 2H4  OAB  CAP  CAG  123.88  3.000
 2H4  H18  OAB  CAP  110.86  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
 2H4  CONST_01  CAT  CAS  CAH  CAQ     0.00   0.0  0
 2H4  CONST_02  CAT  CAI  CAR  CAQ     0.00   0.0  0
 2H4  CONST_03  CAI  CAT  CAS  CAH     0.00   0.0  0
 2H4  CONST_04  CAI  CAR  CAQ  CAH     0.00   0.0  0
 2H4  CONST_05  CAS  CAH  CAQ  CAR     0.00   0.0  0
 2H4  CONST_06  CAS  CAT  CAI  CAR     0.00   0.0  0
 2H4  CONST_07  CAO  CAP  CAG  CAN     0.00   0.0  0
 2H4  CONST_08  CAO  CAF  CAE  CAN     0.00   0.0  0
 2H4  CONST_09  CAF  CAE  CAN  CAG     0.00   0.0  0
 2H4  CONST_10  CAF  CAO  CAP  CAG     0.00   0.0  0
 2H4  CONST_11  CAP  CAG  CAN  CAE     0.00   0.0  0
 2H4  CONST_12  CAP  CAO  CAF  CAE     0.00   0.0  0
 2H4  CONST_13  CAS  CAH  CAQ  OAC   180.00   0.0  0
 2H4  CONST_14  CAI  CAR  CAQ  OAC   180.00   0.0  0
 2H4  CONST_15  OAD  CAR  CAQ  CAH   180.00   0.0  0
 2H4  CONST_16  CAT  CAI  CAR  OAD   180.00   0.0  0
 2H4  CONST_17  CAP  CAG  CAN  CAL   180.00   0.0  0
 2H4  CONST_18  CAF  CAE  CAN  CAL   180.00   0.0  0
 2H4  CONST_19  OAB  CAP  CAG  CAN   180.00   0.0  0
 2H4  CONST_20  OAA  CAO  CAP  CAG   180.00   0.0  0
 2H4  CONST_21  OAA  CAO  CAF  CAE   180.00   0.0  0
 2H4  CONST_22  OAB  CAP  CAO  CAF   180.00   0.0  0
 2H4  CONST_23  H4   CAI  CAR  CAQ   180.00   0.0  0
 2H4  CONST_24  H2   CAH  CAQ  CAR   180.00   0.0  0
 2H4  CONST_25  H16  CAF  CAE  CAN   180.00   0.0  0
 2H4  CONST_26  H15  CAE  CAN  CAG   180.00   0.0  0
 2H4  CONST_27  H14  CAG  CAN  CAE   180.00   0.0  0
 2H4  Var_01    CAJ  CAK  CAS  CAH  -158.84  30.0  1
 2H4  Var_02    NAM  CAJ  CAK  CAS   -52.22  30.0  1
 2H4  Var_03    CAU  NAM  CAJ  CAK    70.36  30.0  1
 2H4  Var_04    CAG  CAN  CAL  CAU   -76.05  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
 2H4  chir_01  CAU  NAM  CAT  CAL  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
 2H4  plan-1  CAL  0.020
 2H4  plan-1  CAN  0.020
 2H4  plan-1  CAG  0.020
 2H4  plan-1  CAE  0.020
 2H4  plan-1  CAF  0.020
 2H4  plan-1  CAO  0.020
 2H4  plan-1  OAA  0.020
 2H4  plan-1  CAP  0.020
 2H4  plan-1  OAB  0.020
 2H4  plan-1  H14  0.020
 2H4  plan-1  H15  0.020
 2H4  plan-1  H16  0.020
 2H4  plan-2  OAC  0.020
 2H4  plan-2  CAQ  0.020
 2H4  plan-2  CAH  0.020
 2H4  plan-2  CAR  0.020
 2H4  plan-2  OAD  0.020
 2H4  plan-2  CAI  0.020
 2H4  plan-2  CAT  0.020
 2H4  plan-2  CAS  0.020
 2H4  plan-2  CAK  0.020
 2H4  plan-2  CAU  0.020
 2H4  plan-2  H2   0.020
 2H4  plan-2  H4   0.020

