# electronic Ligand Builder and Optimisation Workbench (eLBOW)
#   - a module of PHENIX version dev-svn-
#   - file written: Sat May  2 06:48:16 2020
#   Inital geometry file: a 117 line input string
#   Ligand name: methyl 3-chloro-2-{3-[(2,5-dihydroxy-4-methoxyphenyl)amino]-3-oxopropyl}-4,6-dihydroxybenzoate
#   Quantum optimisation: True
#   Method: PBEh-3c
#   Random seed: 3628800
#   SMILES string: COC(=O)c1c(O)cc(O)c(Cl)c1CCC(=O)Nc2cc(O)c(OC)cc2O
#
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
 RDA  RDA  'methyl 3-chloro-2-{3-[(2,5-dihydroxy-4-methoxyphenyl)amino]-3-oxopropyl}-4,6-dihydroxybenzoate'  ligand  46  28  .  2021-08-23  2021-08-23  
;
Directly from eLBOW using geometry from QM method PBEh-3c with CPCM solvent model
Validated by Mogul as PERFECT
;

data_comp_RDA
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
 RDA  C7    C   CH3   0  -0.425   1.3487   3.6476  -0.2367
 RDA  O4    O   O2    0  -0.440   2.0440   2.4669   0.1706
 RDA  C6    C   C     0   0.507   3.1287   2.1264  -0.5088
 RDA  O3    O   O     0  -0.429   3.5932   2.7841  -1.4044
 RDA  C5    C   CR6   0  -0.226   3.7086   0.8446  -0.0177
 RDA  C4    C   CR6   0   0.405   5.0094   0.8682   0.4924
 RDA  O2    O   OH1   0  -0.616   5.6357   2.0520   0.5426
 RDA  C3    C   CR16  0  -0.544   5.6031  -0.2958   0.9578
 RDA  C2    C   CR6   0   0.467   4.9098  -1.4961   0.9034
 RDA  O1    O   OH1   0  -0.605   5.4292  -2.6482   1.3350
 RDA  C1    C   CR6   0  -0.264   3.6163  -1.5165   0.3780
 RDA  CL    CL  CL    0  -0.106   2.8045  -3.0465   0.3154
 RDA  C8    C   CR6   0   0.257   2.9994  -0.3593  -0.0843
 RDA  C9    C   CH2   0  -0.534   1.6067  -0.4151  -0.6544
 RDA  C10   C   CH2   0  -0.586   0.5494  -0.4093   0.4434
 RDA  C11   C   C     0   0.552  -0.8603  -0.3262  -0.0970
 RDA  O5    O   O     0  -0.464  -1.1215  -0.1658  -1.2735
 RDA  N1    N   NH1   0  -0.760  -1.8241  -0.4416   0.8557
 RDA  C12   C   CR6   0   0.185  -3.1965  -0.2322   0.5769
 RDA  C18   C   CR16  0  -0.364  -3.7193   1.0556   0.4679
 RDA  C17   C   CR6   0   0.258  -5.0568   1.2613   0.2053
 RDA  O8    O   OH1   0  -0.640  -5.5316   2.5251   0.1073
 RDA  C15   C   CR6   0   0.321  -5.8989   0.1450   0.0522
 RDA  O7    O   O2    0  -0.485  -7.1893   0.4409  -0.1948
 RDA  C16   C   CH3   0  -0.434  -8.1289  -0.6138  -0.2720
 RDA  C14   C   CR16  0  -0.481  -5.3874  -1.1372   0.1609
 RDA  C13   C   CR6   0   0.322  -4.0303  -1.3313   0.4188
 RDA  O6    O   OH1   0  -0.624  -3.5779  -2.5976   0.5068
 RDA  H71   H   HCH3  0   0.245   1.9801   4.5307  -0.1460
 RDA  H72   H   HCH3  0   0.242   0.9911   3.5632  -1.2626
 RDA  H73   H   HCH3  0   0.254   0.5009   3.7386   0.4353
 RDA  HO2   H   HOH1  0   0.485   6.5103   1.9596   0.9379
 RDA  H3    H   HCR6  0   0.298   6.6074  -0.2705   1.3681
 RDA  HO1   H   HOH1  0   0.487   6.3192  -2.5096   1.6805
 RDA  H91   H   HCH2  0   0.264   1.4412   0.4173  -1.3368
 RDA  H92   H   HCH2  0   0.268   1.5016  -1.3146  -1.2625
 RDA  H101  H   HCH2  0   0.278   0.6376  -1.3005   1.0697
 RDA  H102  H   HCH2  0   0.291   0.7019   0.4394   1.1145
 RDA  HN1   H   HNH1  0   0.412  -1.5346  -0.4928   1.8223
 RDA  H18   H   HCR6  0   0.271  -3.0634   1.9080   0.5969
 RDA  HO8   H   HOH1  0   0.470  -6.4858   2.5093  -0.0316
 RDA  H161  H   HCH3  0   0.233  -7.9147  -1.2874  -1.1053
 RDA  H162  H   HCH3  0   0.233  -8.1612  -1.1919   0.6546
 RDA  H163  H   HCH3  0   0.266  -9.0992  -0.1519  -0.4336
 RDA  H14   H   HCR6  0   0.290  -6.0228  -2.0057   0.0474
 RDA  HO6   H   HOH1  0   0.468  -2.6312  -2.5834   0.6998

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
 RDA  C7   O4    single    1.430  0.020  1.430
 RDA  C7   H71   single    0.970  0.020  1.090
 RDA  C7   H72   single    0.970  0.020  1.090
 RDA  C7   H73   single    0.970  0.020  1.090
 RDA  O4   C6    single    1.324  0.020  1.324
 RDA  C6   O3    double    1.204  0.020  1.204
 RDA  C6   C5    single    1.490  0.020  1.490
 RDA  C5   C4    aromatic  1.397  0.020  1.397
 RDA  C5   C8    aromatic  1.399  0.020  1.399
 RDA  C4   O2    single    1.340  0.020  1.340
 RDA  C4   C3    aromatic  1.387  0.020  1.387
 RDA  O2   HO2   single    0.850  0.020  0.980
 RDA  C3   C2    aromatic  1.387  0.020  1.387
 RDA  C3   H3    single    0.930  0.020  1.080
 RDA  C2   O1    single    1.335  0.020  1.335
 RDA  C2   C1    aromatic  1.396  0.020  1.396
 RDA  O1   HO1   single    0.850  0.020  0.980
 RDA  C1   CL    single    1.733  0.020  1.733
 RDA  C1   C8    aromatic  1.390  0.020  1.390
 RDA  C8   C9    single    1.506  0.020  1.506
 RDA  C9   C10   single    1.524  0.020  1.524
 RDA  C9   H91   single    0.970  0.020  1.090
 RDA  C9   H92   single    0.970  0.020  1.090
 RDA  C10  C11   single    1.512  0.020  1.512
 RDA  C10  H101  single    0.970  0.020  1.090
 RDA  C10  H102  single    0.970  0.020  1.090
 RDA  C11  O5    double    1.216  0.020  1.216
 RDA  C11  N1    single    1.360  0.020  1.360
 RDA  N1   C12   single    1.416  0.020  1.416
 RDA  N1   HN1   single    0.860  0.020  1.020
 RDA  C12  C18   aromatic  1.394  0.020  1.394
 RDA  C12  C13   aromatic  1.389  0.020  1.389
 RDA  C18  C17   aromatic  1.378  0.020  1.378
 RDA  C18  H18   single    0.930  0.020  1.080
 RDA  C17  O8    single    1.354  0.020  1.354
 RDA  C17  C15   aromatic  1.407  0.020  1.407
 RDA  O8   HO8   single    0.850  0.020  0.980
 RDA  C15  O7    single    1.347  0.020  1.347
 RDA  C15  C14   aromatic  1.385  0.020  1.385
 RDA  O7   C16   single    1.415  0.020  1.415
 RDA  C16  H161  single    0.970  0.020  1.090
 RDA  C16  H162  single    0.970  0.020  1.090
 RDA  C16  H163  single    0.970  0.020  1.090
 RDA  C14  C13   aromatic  1.395  0.020  1.395
 RDA  C14  H14   single    0.930  0.020  1.080
 RDA  C13  O6    single    1.348  0.020  1.348
 RDA  O6   HO6   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
 RDA  H73   C7   H72   109.45  3.000
 RDA  H73   C7   H71   109.46  3.000
 RDA  H72   C7   H71   109.35  3.000
 RDA  H73   C7   O4    105.83  3.000
 RDA  H72   C7   O4    111.34  3.000
 RDA  H71   C7   O4    111.34  3.000
 RDA  C6    O4   C7    117.68  3.000
 RDA  C5    C6   O3    124.38  3.000
 RDA  C5    C6   O4    111.76  3.000
 RDA  O3    C6   O4    123.85  3.000
 RDA  C8    C5   C4    120.25  3.000
 RDA  C8    C5   C6    121.83  3.000
 RDA  C4    C5   C6    117.90  3.000
 RDA  C3    C4   O2    121.91  3.000
 RDA  C3    C4   C5    120.45  3.000
 RDA  O2    C4   C5    117.62  3.000
 RDA  HO2   O2   C4    110.77  3.000
 RDA  H3    C3   C2    119.84  3.000
 RDA  H3    C3   C4    120.23  3.000
 RDA  C2    C3   C4    119.93  3.000
 RDA  C1    C2   O1    117.99  3.000
 RDA  C1    C2   C3    119.37  3.000
 RDA  O1    C2   C3    122.64  3.000
 RDA  HO1   O1   C2    110.53  3.000
 RDA  C8    C1   CL    120.99  3.000
 RDA  C8    C1   C2    121.60  3.000
 RDA  CL    C1   C2    117.41  3.000
 RDA  C9    C8   C1    120.35  3.000
 RDA  C9    C8   C5    121.25  3.000
 RDA  C1    C8   C5    118.39  3.000
 RDA  H92   C9   H91   105.45  3.000
 RDA  H92   C9   C10   109.74  3.000
 RDA  H91   C9   C10   110.05  3.000
 RDA  H92   C9   C8    109.32  3.000
 RDA  H91   C9   C8    110.45  3.000
 RDA  C10   C9   C8    111.64  3.000
 RDA  H102  C10  H101  105.67  3.000
 RDA  H102  C10  C11   107.88  3.000
 RDA  H101  C10  C11   108.96  3.000
 RDA  H102  C10  C9    110.40  3.000
 RDA  H101  C10  C9    110.71  3.000
 RDA  C11   C10  C9    112.93  3.000
 RDA  N1    C11  O5    122.47  3.000
 RDA  N1    C11  C10   113.93  3.000
 RDA  O5    C11  C10   123.60  3.000
 RDA  HN1   N1   C12   118.27  3.000
 RDA  HN1   N1   C11   118.13  3.000
 RDA  C12   N1   C11   122.43  3.000
 RDA  C13   C12  C18   119.81  3.000
 RDA  C13   C12  N1    119.16  3.000
 RDA  C18   C12  N1    121.03  3.000
 RDA  H18   C18  C17   119.52  3.000
 RDA  H18   C18  C12   119.37  3.000
 RDA  C17   C18  C12   121.10  3.000
 RDA  C15   C17  O8    121.54  3.000
 RDA  C15   C17  C18   118.89  3.000
 RDA  O8    C17  C18   119.57  3.000
 RDA  HO8   O8   C17   110.01  3.000
 RDA  C14   C15  O7    124.87  3.000
 RDA  C14   C15  C17   120.34  3.000
 RDA  O7    C15  C17   114.79  3.000
 RDA  C16   O7   C15   118.86  3.000
 RDA  H163  C16  H162  108.94  3.000
 RDA  H163  C16  H161  108.88  3.000
 RDA  H162  C16  H161  109.05  3.000
 RDA  H163  C16  O7    106.52  3.000
 RDA  H162  C16  O7    111.58  3.000
 RDA  H161  C16  O7    111.78  3.000
 RDA  H14   C14  C13   118.62  3.000
 RDA  H14   C14  C15   121.20  3.000
 RDA  C13   C14  C15   120.18  3.000
 RDA  O6    C13  C14   118.00  3.000
 RDA  O6    C13  C12   122.33  3.000
 RDA  C14   C13  C12   119.68  3.000
 RDA  HO6   O6   C13   109.16  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
 RDA  CONST_01  C2    C3   C4   C5      0.00   0.0  0
 RDA  CONST_02  C2    C1   C8   C5      0.00   0.0  0
 RDA  CONST_03  C1    C8   C5   C4      0.00   0.0  0
 RDA  CONST_04  C1    C2   C3   C4      0.00   0.0  0
 RDA  CONST_05  C8    C5   C4   C3      0.00   0.0  0
 RDA  CONST_06  C8    C1   C2   C3      0.00   0.0  0
 RDA  CONST_07  C15   C17  C18  C12     0.00   0.0  0
 RDA  CONST_08  C15   C14  C13  C12     0.00   0.0  0
 RDA  CONST_09  C14   C13  C12  C18     0.00   0.0  0
 RDA  CONST_10  C14   C15  C17  C18     0.00   0.0  0
 RDA  CONST_11  C13   C12  C18  C17     0.00   0.0  0
 RDA  CONST_12  C13   C14  C15  C17     0.00   0.0  0
 RDA  CONST_13  C3    C4   C5   C6    180.00   0.0  0
 RDA  CONST_14  C1    C8   C5   C6    180.00   0.0  0
 RDA  CONST_15  CL    C1   C8   C5    180.00   0.0  0
 RDA  CONST_16  C9    C8   C5   C4    180.00   0.0  0
 RDA  CONST_17  O1    C2   C3   C4    180.00   0.0  0
 RDA  CONST_18  C8    C5   C4   O2    180.00   0.0  0
 RDA  CONST_19  C2    C3   C4   O2    180.00   0.0  0
 RDA  CONST_20  CL    C1   C2   C3    180.00   0.0  0
 RDA  CONST_21  C9    C8   C1   C2    180.00   0.0  0
 RDA  CONST_22  C8    C1   C2   O1    180.00   0.0  0
 RDA  CONST_23  C17   C18  C12  N1    180.00   0.0  0
 RDA  CONST_24  C14   C13  C12  N1    180.00   0.0  0
 RDA  CONST_25  O8    C17  C18  C12   180.00   0.0  0
 RDA  CONST_26  O6    C13  C12  C18   180.00   0.0  0
 RDA  CONST_27  O7    C15  C17  C18   180.00   0.0  0
 RDA  CONST_28  C14   C15  C17  O8    180.00   0.0  0
 RDA  CONST_29  O6    C13  C14  C15   180.00   0.0  0
 RDA  CONST_30  C13   C14  C15  O7    180.00   0.0  0
 RDA  CONST_31  H3    C3   C4   C5    180.00   0.0  0
 RDA  CONST_32  H14   C14  C13  C12   180.00   0.0  0
 RDA  CONST_33  H18   C18  C17  C15   180.00   0.0  0
 RDA  CONST_37  C12   N1   C11  C10   180.00   0.0  0
 RDA  CONST_38  C12   N1   C11  O5      0.00   0.0  0
 RDA  Var_01    C4    C5   C6   O4   -118.95  30.0  2
 RDA  Var_02    C10   C9   C8   C5    -98.89  30.0  2
 RDA  Var_03    C14   C15  O7   C16     4.13  30.0  2
 RDA  Var_04    C5    C6   O4   C7   -177.19  30.0  3
 RDA  Var_05    C11   C10  C9   C8    174.30  30.0  3
 RDA  Var_06    H161  C16  O7   C15   -63.53  30.0  3
 RDA  Var_07    O5    C11  C10  C9     -5.92  30.0  3
 RDA  Var_08    H71   C7   O4   C6    -61.58  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
 RDA  plan-1  C6   0.020
 RDA  plan-1  C5   0.020
 RDA  plan-1  C4   0.020
 RDA  plan-1  O2   0.020
 RDA  plan-1  C3   0.020
 RDA  plan-1  C2   0.020
 RDA  plan-1  O1   0.020
 RDA  plan-1  C1   0.020
 RDA  plan-1  CL   0.020
 RDA  plan-1  C8   0.020
 RDA  plan-1  C9   0.020
 RDA  plan-1  H3   0.020
 RDA  plan-2  N1   0.020
 RDA  plan-2  C12  0.020
 RDA  plan-2  C18  0.020
 RDA  plan-2  C17  0.020
 RDA  plan-2  O8   0.020
 RDA  plan-2  C15  0.020
 RDA  plan-2  O7   0.020
 RDA  plan-2  C14  0.020
 RDA  plan-2  C13  0.020
 RDA  plan-2  O6   0.020
 RDA  plan-2  H18  0.020
 RDA  plan-2  H14  0.020
 RDA  plan-3  C10  0.020
 RDA  plan-3  C11  0.020
 RDA  plan-3  O5   0.020
 RDA  plan-3  N1   0.020
 RDA  plan-3  C12  0.020
 RDA  plan-3  HN1  0.020
 RDA  plan-4  O4   0.020
 RDA  plan-4  C6   0.020
 RDA  plan-4  O3   0.020
 RDA  plan-4  C5   0.020

