# electronic Ligand Builder and Optimisation Workbench (eLBOW)
#   - a module of PHENIX version dev-svn-
#   - file written: Sat Apr  4 16:34:35 2020
#   Inital geometry file: a 91 line input string
#   Ligand name: ethyl 5-(1-methyl-1H-imidazol-5-yl)-1H-indole-2-carboxylate
#   Quantum optimisation: True
#   Method: PBEh-3c
#   Random seed: 3628800
#   SMILES string: CCOC(=O)c1[nH]c2ccc(cc2c1)c3cncn3C
#
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
 4UE  4UE  'ethyl 5-(1-methyl-1H-imidazol-5-yl)-1H-indole-2-carboxylate'  ligand  35  20  .  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_4UE
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
 4UE  C1   C  CR6   0   0.046  -2.1347   0.3873  -0.0779
 4UE  C2   C  CR16  0  -0.320  -1.6126   1.6493   0.3027
 4UE  C3   C  CR16  0  -0.290  -0.2622   1.8879   0.3989
 4UE  C5   C  CR56  0   0.089   0.1123  -0.4453  -0.2594
 4UE  N7   N  NR15  0  -0.725   1.9557   0.7632   0.1329
 4UE  C9   C  CR15  0  -0.399   1.2466  -1.2738  -0.4740
 4UE  C14  C  CH3   0  -0.687   6.7051   1.1068   0.2597
 4UE  C15  C  CR15  0  -0.262  -4.5129   1.1071  -0.7263
 4UE  C16  C  CR5   0   0.271  -3.5858   0.2466  -0.1927
 4UE  C18  C  CR15  0   0.077  -5.6124  -0.5687  -0.0367
 4UE  O11  O  O     0  -0.445   4.0956  -2.0286  -0.6316
 4UE  O12  O  O2    0  -0.468   4.5785   0.0761  -0.0247
 4UE  C13  C  CH2   0  -0.179   5.9931  -0.1757  -0.0923
 4UE  C8   C  CR5   0   0.208   2.3500  -0.5010  -0.2248
 4UE  C6   C  CR56  0   0.349   0.6006   0.8260   0.1177
 4UE  C4   C  CR16  0  -0.386  -1.2685  -0.6532  -0.3640
 4UE  N17  N  NR5   0  -0.447  -4.3188  -0.8298   0.2470
 4UE  N19  N  N     0  -0.443  -5.7678   0.5890  -0.6257
 4UE  H1   H  HCR6  0   0.255  -2.3047   2.4487   0.5343
 4UE  H2   H  HCR6  0   0.269   0.1124   2.8596   0.6924
 4UE  H3   H  HNR5  0   0.415   2.5740   1.5257   0.3585
 4UE  H4   H  HCR5  0   0.264   1.2524  -2.3097  -0.7733
 4UE  H5   H  HCH3  0   0.241   7.7808   0.9401   0.2110
 4UE  H6   H  HCH3  0   0.238   6.4590   1.9064  -0.4388
 4UE  H7   H  HCH3  0   0.238   6.4633   1.4376   1.2696
 4UE  H8   H  HCR5  0   0.254  -4.3213   2.0637  -1.1899
 4UE  H9   H  HCR5  0   0.278  -6.4000  -1.2620   0.2197
 4UE  H10  H  HCH3  0   0.260  -3.3714  -2.7105   0.2628
 4UE  H11  H  HCH3  0   0.264  -3.1349  -1.7294   1.7183
 4UE  H12  H  HCH3  0   0.272  -4.6936  -2.4980   1.4120
 4UE  H13  H  HCH2  0   0.240   6.2546  -0.5063  -1.0991
 4UE  H14  H  HCH2  0   0.240   6.2539  -0.9746   0.6042
 4UE  H15  H  HCR6  0   0.256  -1.6391  -1.6155  -0.6933
 4UE  C10  C  C     0   0.563   3.7523  -0.9135  -0.3190
 4UE  C20  C  CH3   0  -0.537  -3.8457  -2.0060   0.9430

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
 4UE  C20  N17  single    1.446  0.020  1.446
 4UE  C18  N17  aromatic  1.350  0.020  1.350
 4UE  C18  N19  aromatic  1.308  0.020  1.308
 4UE  N17  C16  aromatic  1.374  0.020  1.374
 4UE  N19  C15  aromatic  1.361  0.020  1.361
 4UE  C16  C15  aromatic  1.373  0.020  1.373
 4UE  C16  C1   single    1.462  0.020  1.462
 4UE  C2   C1   aromatic  1.418  0.020  1.418
 4UE  C2   C3   aromatic  1.375  0.020  1.375
 4UE  C1   C4   aromatic  1.384  0.020  1.384
 4UE  C3   C6   aromatic  1.397  0.020  1.397
 4UE  C4   C5   aromatic  1.400  0.020  1.400
 4UE  C6   C5   aromatic  1.413  0.020  1.413
 4UE  C6   N7   aromatic  1.357  0.020  1.357
 4UE  C5   C9   aromatic  1.421  0.020  1.421
 4UE  N7   C8   aromatic  1.372  0.020  1.372
 4UE  C9   C8   aromatic  1.370  0.020  1.370
 4UE  C8   C10  single    1.465  0.020  1.465
 4UE  C10  O12  single    1.322  0.020  1.322
 4UE  C10  O11  double    1.208  0.020  1.208
 4UE  O12  C13  single    1.438  0.020  1.438
 4UE  C13  C14  single    1.508  0.020  1.508
 4UE  C2   H1   single    0.930  0.020  1.080
 4UE  C3   H2   single    0.930  0.020  1.080
 4UE  N7   H3   single    0.860  0.020  1.020
 4UE  C9   H4   single    0.930  0.020  1.080
 4UE  C14  H5   single    0.970  0.020  1.090
 4UE  C14  H6   single    0.970  0.020  1.090
 4UE  C14  H7   single    0.970  0.020  1.090
 4UE  C15  H8   single    0.930  0.020  1.080
 4UE  C18  H9   single    0.930  0.020  1.080
 4UE  C20  H10  single    0.970  0.020  1.090
 4UE  C20  H11  single    0.970  0.020  1.090
 4UE  C20  H12  single    0.970  0.020  1.090
 4UE  C13  H13  single    0.970  0.020  1.090
 4UE  C13  H14  single    0.970  0.020  1.090
 4UE  C4   H15  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
 4UE  C4   C1   C16  122.17  3.000
 4UE  C4   C1   C2   119.63  3.000
 4UE  C16  C1   C2   118.17  3.000
 4UE  H1   C2   C3   119.01  3.000
 4UE  H1   C2   C1   118.64  3.000
 4UE  C3   C2   C1   122.35  3.000
 4UE  H2   C3   C6   121.57  3.000
 4UE  H2   C3   C2   121.00  3.000
 4UE  C6   C3   C2   117.43  3.000
 4UE  C4   C5   C6   119.62  3.000
 4UE  C6   C5   C9   106.80  3.000
 4UE  C4   C5   C9   133.57  3.000
 4UE  H3   N7   C6   125.50  3.000
 4UE  H3   N7   C8   125.42  3.000
 4UE  C6   N7   C8   109.08  3.000
 4UE  H4   C9   C8   126.02  3.000
 4UE  H4   C9   C5   127.32  3.000
 4UE  C8   C9   C5   106.65  3.000
 4UE  H7   C14  H6   108.73  3.000
 4UE  H7   C14  H5   107.87  3.000
 4UE  H6   C14  H5   107.85  3.000
 4UE  H7   C14  C13  111.69  3.000
 4UE  H6   C14  C13  111.57  3.000
 4UE  H5   C14  C13  109.00  3.000
 4UE  H8   C15  N19  122.16  3.000
 4UE  H8   C15  C16  127.03  3.000
 4UE  N19  C15  C16  110.80  3.000
 4UE  N17  C16  C15  104.78  3.000
 4UE  C15  C16  C1   129.81  3.000
 4UE  N17  C16  C1   125.41  3.000
 4UE  H9   C18  N19  126.04  3.000
 4UE  H9   C18  N17  121.65  3.000
 4UE  N19  C18  N17  112.31  3.000
 4UE  C13  O12  C10  118.23  3.000
 4UE  H14  C13  H13  108.03  3.000
 4UE  H14  C13  O12  109.45  3.000
 4UE  H13  C13  O12  109.39  3.000
 4UE  H14  C13  C14  111.14  3.000
 4UE  H13  C13  C14  111.08  3.000
 4UE  O12  C13  C14  107.73  3.000
 4UE  C10  C8   C9   126.91  3.000
 4UE  C10  C8   N7   123.47  3.000
 4UE  C9   C8   N7   109.62  3.000
 4UE  N7   C6   C5   107.85  3.000
 4UE  N7   C6   C3   130.53  3.000
 4UE  C5   C6   C3   121.62  3.000
 4UE  H15  C4   C5   119.49  3.000
 4UE  H15  C4   C1   121.14  3.000
 4UE  C5   C4   C1   119.35  3.000
 4UE  C20  N17  C18  124.88  3.000
 4UE  C18  N17  C16  107.00  3.000
 4UE  C20  N17  C16  128.06  3.000
 4UE  C18  N19  C15  105.10  3.000
 4UE  C8   C10  O12  111.91  3.000
 4UE  O12  C10  O11  124.81  3.000
 4UE  C8   C10  O11  123.28  3.000
 4UE  H12  C20  H11  108.51  3.000
 4UE  H12  C20  H10  108.46  3.000
 4UE  H11  C20  H10  108.99  3.000
 4UE  H12  C20  N17  108.71  3.000
 4UE  H11  C20  N17  110.49  3.000
 4UE  H10  C20  N17  111.61  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
 4UE  CONST_01  C18  N17  C16  C1    180.00   0.0  0
 4UE  CONST_02  N19  C15  C16  C1    180.00   0.0  0
 4UE  CONST_03  C6   C3   C2   C1      0.00   0.0  0
 4UE  CONST_04  C6   C5   C4   C1      0.00   0.0  0
 4UE  CONST_05  C9   C5   C4   C1    180.00   0.0  0
 4UE  CONST_08  C5   C4   C1   C2      0.00   0.0  0
 4UE  CONST_09  C5   C6   C3   C2      0.00   0.0  0
 4UE  CONST_10  N7   C6   C3   C2    180.00   0.0  0
 4UE  CONST_11  C16  C1   C2   C3    180.00   0.0  0
 4UE  CONST_12  C4   C1   C2   C3      0.00   0.0  0
 4UE  CONST_13  C4   C5   C6   C3      0.00   0.0  0
 4UE  CONST_14  C9   C5   C6   C3    180.00   0.0  0
 4UE  CONST_15  C8   N7   C6   C3    180.00   0.0  0
 4UE  CONST_16  C16  C1   C4   C5    180.00   0.0  0
 4UE  CONST_17  C8   N7   C6   C5      0.00   0.0  0
 4UE  CONST_18  N7   C8   C9   C5      0.00   0.0  0
 4UE  CONST_19  C4   C5   C6   N7    180.00   0.0  0
 4UE  CONST_20  C9   C5   C6   N7      0.00   0.0  0
 4UE  CONST_21  C6   N7   C8   C9      0.00   0.0  0
 4UE  CONST_22  N17  C18  N19  C15     0.00   0.0  0
 4UE  CONST_23  C18  N17  C16  C15     0.00   0.0  0
 4UE  CONST_25  N19  C18  N17  C16     0.00   0.0  0
 4UE  CONST_26  C18  N19  C15  C16     0.00   0.0  0
 4UE  CONST_27  C4   C5   C9   C8    180.00   0.0  0
 4UE  CONST_28  C6   C5   C9   C8      0.00   0.0  0
 4UE  CONST_30  N19  C15  C16  N17     0.00   0.0  0
 4UE  CONST_31  C20  N17  C16  C1      0.00   0.0  0
 4UE  CONST_32  C10  C8   C9   C5    180.00   0.0  0
 4UE  CONST_33  C6   N7   C8   C10   180.00   0.0  0
 4UE  CONST_34  C20  N17  C16  C15   180.00   0.0  0
 4UE  CONST_35  N19  C18  N17  C20   180.00   0.0  0
 4UE  CONST_36  H8   C15  C16  C1      0.00   0.0  0
 4UE  CONST_37  H2   C3   C2   C1    180.00   0.0  0
 4UE  CONST_38  H15  C4   C1   C2    180.00   0.0  0
 4UE  CONST_39  H3   N7   C6   C3      0.00   0.0  0
 4UE  CONST_40  H4   C9   C8   N7    180.00   0.0  0
 4UE  CONST_41  H9   C18  N19  C15   180.00   0.0  0
 4UE  CONST_42  H1   C2   C1   C16     0.00   0.0  0
 4UE  Var_01    O12  C10  C8   N7     -0.27  30.0  2
 4UE  Var_02    H10  C20  N17  C16   -77.98  30.0  2
 4UE  Var_03    C8   C10  O12  C13  -179.16  30.0  1
 4UE  Var_04    C14  C13  O12  C10   178.94  30.0  3
 4UE  Var_05    H5   C14  C13  O12  -179.78  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
 4UE  plan-1  C1   0.020
 4UE  plan-1  C15  0.020
 4UE  plan-1  C16  0.020
 4UE  plan-1  C18  0.020
 4UE  plan-1  N17  0.020
 4UE  plan-1  N19  0.020
 4UE  plan-1  H8   0.020
 4UE  plan-1  H9   0.020
 4UE  plan-1  C20  0.020
 4UE  plan-2  C1   0.020
 4UE  plan-2  C2   0.020
 4UE  plan-2  C3   0.020
 4UE  plan-2  C5   0.020
 4UE  plan-2  N7   0.020
 4UE  plan-2  C9   0.020
 4UE  plan-2  C16  0.020
 4UE  plan-2  C8   0.020
 4UE  plan-2  C6   0.020
 4UE  plan-2  C4   0.020
 4UE  plan-2  H1   0.020
 4UE  plan-2  H2   0.020
 4UE  plan-2  H3   0.020
 4UE  plan-2  H4   0.020
 4UE  plan-2  H15  0.020
 4UE  plan-2  C10  0.020
 4UE  plan-3  O11  0.020
 4UE  plan-3  O12  0.020
 4UE  plan-3  C8   0.020
 4UE  plan-3  C10  0.020

