# electronic Ligand Builder and Optimisation Workbench (eLBOW)
#   - a module of PHENIX version dev-svn-
#   - file written: Sat May  9 22:16:05 2020
#   Inital geometry file: a 114 line input string
#   Ligand name: ethyl 4-[(dimethylamino)methyl]-5-hydroxy-2-phenyl-1-benzofuran-3-carboxylate
#   Quantum optimisation: True
#   Method: PBEh-3c
#   Random seed: 3628800
#   SMILES string: CCOC(=O)c1c(oc2ccc(O)c(CN(C)C)c12)c3ccccc3
#
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
 JS1  JS1  'ethyl 4-[(dimethylamino)methyl]-5-hydroxy-2-phenyl-1-benzofuran-3-carboxylate'  ligand  46  25  .  2021-08-12  2021-08-12  
;
Directly from eLBOW using geometry from QM method PBEh-3c with CPCM solvent model
Validated by Mogul as PERFECT
;

data_comp_JS1
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
 JS1  C1   C  CH3   0  -0.689  -1.4604   3.9731  -1.3028
 JS1  C2   C  CH2   0  -0.186  -0.8710   3.4067  -0.0344
 JS1  O3   O  O2    0  -0.441  -0.5938   2.0187  -0.2660
 JS1  C4   C  C     0   0.461  -0.0865   1.3139   0.7291
 JS1  O5   O  O     0  -0.453   0.1791   1.7588   1.8201
 JS1  C6   C  CR5   0  -0.180  -0.0067  -0.1243   0.3953
 JS1  C7   C  CR5   0   0.405  -1.0668  -0.9145   0.0689
 JS1  O8   O  O     0  -0.462  -0.6805  -2.2010  -0.0912
 JS1  C9   C  CR56  0   0.317   0.6536  -2.2525   0.1369
 JS1  C10  C  CR56  0   0.174   1.1436  -0.9862   0.4494
 JS1  C11  C  CR6   0  -0.102   2.5150  -0.7889   0.6569
 JS1  C12  C  CR6   0   0.316   3.3226  -1.9218   0.6009
 JS1  C13  C  CR16  0  -0.406   2.7954  -3.1935   0.3180
 JS1  C14  C  CR16  0  -0.346   1.4494  -3.3784   0.0656
 JS1  O15  O  OH1   0  -0.632   4.6485  -1.7641   0.8190
 JS1  C16  C  CH2   0  -0.343   3.0706   0.5913   0.8660
 JS1  N17  N  NT    0  -0.406   2.5240   1.5294  -0.0988
 JS1  C18  C  CH3   0  -0.521   2.9000   2.8850   0.2366
 JS1  C19  C  CH3   0  -0.510   2.8959   1.2043  -1.4588
 JS1  C20  C  CR6   0   0.013  -2.4851  -0.6352  -0.1224
 JS1  C21  C  CR16  0  -0.292  -3.2087  -1.3223  -1.1002
 JS1  C22  C  CR16  0  -0.243  -4.5518  -1.0441  -1.2994
 JS1  C23  C  CR16  0  -0.257  -5.1905  -0.0833  -0.5262
 JS1  C24  C  CR16  0  -0.239  -4.4805   0.5925   0.4577
 JS1  C25  C  CR16  0  -0.305  -3.1386   0.3154   0.6636
 JS1  H1   H  HCH3  0   0.234  -0.7580   3.9130  -2.1342
 JS1  H2   H  HCH3  0   0.236  -2.3774   3.4545  -1.5827
 JS1  H3   H  HCH3  0   0.238  -1.7045   5.0235  -1.1475
 JS1  H4   H  HCH2  0   0.241   0.0503   3.9258   0.2365
 JS1  H5   H  HCH2  0   0.232  -1.5706   3.5077   0.7989
 JS1  H6   H  HCR6  0   0.274   3.4618  -4.0475   0.2799
 JS1  H7   H  HCR6  0   0.276   1.0509  -4.3538  -0.1777
 JS1  H8   H  HOH1  0   0.474   5.1091  -2.5995   0.6876
 JS1  H9   H  HCH2  0   0.252   2.8010   0.9464   1.8653
 JS1  H10  H  HCH2  0   0.227   4.1692   0.5735   0.8322
 JS1  H12  H  HCH3  0   0.201   3.9893   3.0457   0.2225
 JS1  H13  H  HCH3  0   0.231   2.4532   3.5817  -0.4738
 JS1  H14  H  HCH3  0   0.235   2.5346   3.1397   1.2316
 JS1  H15  H  HCH3  0   0.239   2.5488   0.2062  -1.7241
 JS1  H16  H  HCH3  0   0.232   2.4262   1.9097  -2.1451
 JS1  H17  H  HCH3  0   0.193   3.9833   1.2408  -1.6284
 JS1  H18  H  HCR6  0   0.260  -2.7215  -2.0641  -1.7197
 JS1  H19  H  HCR6  0   0.262  -5.1007  -1.5765  -2.0648
 JS1  H20  H  HCR6  0   0.263  -6.2386   0.1335  -0.6855
 JS1  H21  H  HCR6  0   0.267  -4.9761   1.3283   1.0770
 JS1  H22  H  HCR6  0   0.263  -2.6132   0.8176   1.4655

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
 JS1  C1   C2   single    1.509  0.020  1.509
 JS1  C2   O3   single    1.434  0.020  1.434
 JS1  O3   C4   single    1.321  0.020  1.321
 JS1  O5   C4   double    1.208  0.020  1.208
 JS1  C4   C6   single    1.479  0.020  1.479
 JS1  C23  C24  aromatic  1.389  0.020  1.389
 JS1  C23  C22  aromatic  1.389  0.020  1.389
 JS1  C24  C25  aromatic  1.386  0.020  1.386
 JS1  C22  C21  aromatic  1.386  0.020  1.386
 JS1  C25  C20  aromatic  1.396  0.020  1.396
 JS1  C21  C20  aromatic  1.397  0.020  1.397
 JS1  C20  C7   single    1.458  0.020  1.458
 JS1  C6   C7   aromatic  1.362  0.020  1.362
 JS1  C6   C10  aromatic  1.438  0.020  1.438
 JS1  C16  C11  single    1.502  0.020  1.502
 JS1  C16  N17  single    1.452  0.020  1.452
 JS1  C7   O8   aromatic  1.353  0.020  1.353
 JS1  C10  C11  aromatic  1.401  0.020  1.401
 JS1  C10  C9   aromatic  1.393  0.020  1.393
 JS1  C19  N17  single    1.447  0.020  1.447
 JS1  C11  C12  aromatic  1.392  0.020  1.392
 JS1  O8   C9   aromatic  1.354  0.020  1.354
 JS1  C9   C14  aromatic  1.381  0.020  1.381
 JS1  N17  C18  single    1.446  0.020  1.446
 JS1  C12  O15  single    1.353  0.020  1.353
 JS1  C12  C13  aromatic  1.405  0.020  1.405
 JS1  C14  C13  aromatic  1.382  0.020  1.382
 JS1  C1   H1   single    0.970  0.020  1.090
 JS1  C1   H2   single    0.970  0.020  1.090
 JS1  C1   H3   single    0.970  0.020  1.090
 JS1  C2   H4   single    0.970  0.020  1.090
 JS1  C2   H5   single    0.970  0.020  1.090
 JS1  C13  H6   single    0.930  0.020  1.080
 JS1  C14  H7   single    0.930  0.020  1.080
 JS1  O15  H8   single    0.850  0.020  0.980
 JS1  C16  H9   single    0.970  0.020  1.090
 JS1  C16  H10  single    0.970  0.020  1.090
 JS1  C18  H12  single    0.970  0.020  1.090
 JS1  C18  H13  single    0.970  0.020  1.090
 JS1  C18  H14  single    0.970  0.020  1.090
 JS1  C19  H15  single    0.970  0.020  1.090
 JS1  C19  H16  single    0.970  0.020  1.090
 JS1  C19  H17  single    0.970  0.020  1.090
 JS1  C21  H18  single    0.930  0.020  1.080
 JS1  C22  H19  single    0.930  0.020  1.080
 JS1  C23  H20  single    0.930  0.020  1.080
 JS1  C24  H21  single    0.930  0.020  1.080
 JS1  C25  H22  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
 JS1  H3   C1   H2   107.87  3.000
 JS1  H3   C1   H1   107.84  3.000
 JS1  H2   C1   H1   108.66  3.000
 JS1  H3   C1   C2   109.24  3.000
 JS1  H2   C1   C2   111.46  3.000
 JS1  H1   C1   C2   111.64  3.000
 JS1  H5   C2   H4   107.89  3.000
 JS1  H5   C2   O3   109.65  3.000
 JS1  H4   C2   O3   109.70  3.000
 JS1  H5   C2   C1   110.87  3.000
 JS1  H4   C2   C1   111.09  3.000
 JS1  O3   C2   C1   107.64  3.000
 JS1  C4   O3   C2   117.97  3.000
 JS1  C6   C4   O5   123.39  3.000
 JS1  C6   C4   O3   111.70  3.000
 JS1  O5   C4   O3   124.65  3.000
 JS1  C10  C6   C7   106.49  3.000
 JS1  C10  C6   C4   128.13  3.000
 JS1  C7   C6   C4   125.20  3.000
 JS1  C20  C7   O8   116.38  3.000
 JS1  O8   C7   C6   110.97  3.000
 JS1  C20  C7   C6   132.65  3.000
 JS1  C9   O8   C7   107.31  3.000
 JS1  C14  C9   C10  123.37  3.000
 JS1  C14  C9   O8   126.16  3.000
 JS1  C10  C9   O8   110.46  3.000
 JS1  C11  C10  C9   120.36  3.000
 JS1  C9   C10  C6   104.77  3.000
 JS1  C11  C10  C6   134.75  3.000
 JS1  C16  C11  C12  122.59  3.000
 JS1  C12  C11  C10  116.57  3.000
 JS1  C16  C11  C10  120.79  3.000
 JS1  O15  C12  C13  120.37  3.000
 JS1  C13  C12  C11  121.78  3.000
 JS1  O15  C12  C11  117.84  3.000
 JS1  H6   C13  C14  119.14  3.000
 JS1  H6   C13  C12  119.30  3.000
 JS1  C14  C13  C12  121.55  3.000
 JS1  H7   C14  C13  121.38  3.000
 JS1  H7   C14  C9   122.33  3.000
 JS1  C13  C14  C9   116.29  3.000
 JS1  H8   O15  C12  110.22  3.000
 JS1  H10  C16  H9   106.23  3.000
 JS1  H10  C16  N17  111.48  3.000
 JS1  H9   C16  N17  107.72  3.000
 JS1  H10  C16  C11  110.51  3.000
 JS1  H9   C16  C11  109.52  3.000
 JS1  N17  C16  C11  111.21  3.000
 JS1  C19  N17  C18  111.21  3.000
 JS1  C18  N17  C16  110.70  3.000
 JS1  C19  N17  C16  112.48  3.000
 JS1  H14  C18  H13  107.93  3.000
 JS1  H14  C18  H12  108.01  3.000
 JS1  H13  C18  H12  107.68  3.000
 JS1  H14  C18  N17  110.09  3.000
 JS1  H13  C18  N17  109.94  3.000
 JS1  H12  C18  N17  113.02  3.000
 JS1  H17  C19  H16  107.87  3.000
 JS1  H17  C19  H15  107.91  3.000
 JS1  H16  C19  H15  107.58  3.000
 JS1  H17  C19  N17  113.03  3.000
 JS1  H16  C19  N17  109.60  3.000
 JS1  H15  C19  N17  110.66  3.000
 JS1  C25  C20  C21  119.12  3.000
 JS1  C21  C20  C7   120.09  3.000
 JS1  C25  C20  C7   120.79  3.000
 JS1  H18  C21  C22  119.44  3.000
 JS1  H18  C21  C20  120.30  3.000
 JS1  C22  C21  C20  120.25  3.000
 JS1  H19  C22  C23  120.06  3.000
 JS1  H19  C22  C21  119.64  3.000
 JS1  C23  C22  C21  120.30  3.000
 JS1  H20  C23  C24  120.13  3.000
 JS1  H20  C23  C22  120.14  3.000
 JS1  C24  C23  C22  119.73  3.000
 JS1  H21  C24  C25  119.64  3.000
 JS1  H21  C24  C23  120.15  3.000
 JS1  C25  C24  C23  120.20  3.000
 JS1  H22  C25  C24  119.17  3.000
 JS1  H22  C25  C20  120.40  3.000
 JS1  C24  C25  C20  120.39  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
 JS1  CONST_03  C9   O8   C7   C6     0.00   0.0  0
 JS1  CONST_04  C12  C11  C10  C6   180.00   0.0  0
 JS1  CONST_05  O8   C9   C10  C6     0.00   0.0  0
 JS1  CONST_06  C14  C9   C10  C6   180.00   0.0  0
 JS1  CONST_07  C24  C25  C20  C7   180.00   0.0  0
 JS1  CONST_08  C22  C21  C20  C7   180.00   0.0  0
 JS1  CONST_09  C11  C10  C6   C7   180.00   0.0  0
 JS1  CONST_10  C9   C10  C6   C7     0.00   0.0  0
 JS1  CONST_11  C10  C9   O8   C7     0.00   0.0  0
 JS1  CONST_12  C14  C9   O8   C7   180.00   0.0  0
 JS1  CONST_15  C10  C6   C7   O8     0.00   0.0  0
 JS1  CONST_16  C11  C10  C9   O8   180.00   0.0  0
 JS1  CONST_17  C13  C14  C9   O8   180.00   0.0  0
 JS1  CONST_18  C12  C11  C10  C9     0.00   0.0  0
 JS1  CONST_19  C20  C7   O8   C9   180.00   0.0  0
 JS1  CONST_20  C12  C13  C14  C9     0.00   0.0  0
 JS1  CONST_21  C20  C7   C6   C10  180.00   0.0  0
 JS1  CONST_22  C13  C12  C11  C10    0.00   0.0  0
 JS1  CONST_23  C13  C14  C9   C10    0.00   0.0  0
 JS1  CONST_24  C14  C9   C10  C11    0.00   0.0  0
 JS1  CONST_25  C14  C13  C12  C11    0.00   0.0  0
 JS1  CONST_26  C23  C24  C25  C20    0.00   0.0  0
 JS1  CONST_27  C23  C22  C21  C20    0.00   0.0  0
 JS1  CONST_28  C24  C23  C22  C21    0.00   0.0  0
 JS1  CONST_29  C24  C25  C20  C21    0.00   0.0  0
 JS1  CONST_30  C25  C24  C23  C22    0.00   0.0  0
 JS1  CONST_31  C25  C20  C21  C22    0.00   0.0  0
 JS1  CONST_32  C20  C7   C6   C4     0.00   0.0  0
 JS1  CONST_33  O8   C7   C6   C4   180.00   0.0  0
 JS1  CONST_34  C11  C10  C6   C4     0.00   0.0  0
 JS1  CONST_35  C9   C10  C6   C4   180.00   0.0  0
 JS1  CONST_36  C16  C11  C10  C6     0.00   0.0  0
 JS1  CONST_37  C16  C11  C10  C9   180.00   0.0  0
 JS1  CONST_38  O15  C12  C11  C10  180.00   0.0  0
 JS1  CONST_39  C16  C11  C12  C13  180.00   0.0  0
 JS1  CONST_40  O15  C12  C13  C14  180.00   0.0  0
 JS1  CONST_41  H22  C25  C20  C7     0.00   0.0  0
 JS1  CONST_42  H18  C21  C20  C7     0.00   0.0  0
 JS1  CONST_43  H7   C14  C9   O8     0.00   0.0  0
 JS1  CONST_44  H6   C13  C14  C9   180.00   0.0  0
 JS1  CONST_45  H21  C24  C25  C20  180.00   0.0  0
 JS1  CONST_46  H19  C22  C21  C20  180.00   0.0  0
 JS1  CONST_47  H20  C23  C22  C21  180.00   0.0  0
 JS1  Var_01    C7   C6   C4   O3   -59.69  30.0  2
 JS1  Var_02    N17  C16  C11  C10  -45.53  30.0  1
 JS1  Var_03    C6   C4   O3   C2   173.19  30.0  3
 JS1  Var_04    C19  N17  C16  C11  -63.79  30.0  3
 JS1  Var_05    H1   C1   C2   O3   -62.23  30.0  3
 JS1  Var_06    H4   C2   O3   C4    60.01  30.0  1
 JS1  Var_07    H15  C19  N17  C16   59.02  30.0  3
 JS1  Var_08    H12  C18  N17  C16   61.73  30.0  3

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
 JS1  plan-1  C7   0.020
 JS1  plan-1  C20  0.020
 JS1  plan-1  C21  0.020
 JS1  plan-1  C22  0.020
 JS1  plan-1  C23  0.020
 JS1  plan-1  C24  0.020
 JS1  plan-1  C25  0.020
 JS1  plan-1  H18  0.020
 JS1  plan-1  H19  0.020
 JS1  plan-1  H20  0.020
 JS1  plan-1  H21  0.020
 JS1  plan-1  H22  0.020
 JS1  plan-2  C4   0.020
 JS1  plan-2  C6   0.020
 JS1  plan-2  C7   0.020
 JS1  plan-2  O8   0.020
 JS1  plan-2  C9   0.020
 JS1  plan-2  C10  0.020
 JS1  plan-2  C11  0.020
 JS1  plan-2  C12  0.020
 JS1  plan-2  C13  0.020
 JS1  plan-2  C14  0.020
 JS1  plan-2  O15  0.020
 JS1  plan-2  C16  0.020
 JS1  plan-2  C20  0.020
 JS1  plan-2  H6   0.020
 JS1  plan-2  H7   0.020
 JS1  plan-3  O3   0.020
 JS1  plan-3  C4   0.020
 JS1  plan-3  O5   0.020
 JS1  plan-3  C6   0.020

