# electronic Ligand Builder and Optimisation Workbench (eLBOW)
#   - a module of PHENIX version dev-svn-
#   - file written: Sun Apr  5 07:40:57 2020
#   Inital geometry file: a 110 line input string
#   Ligand name: methyl (2E)-4-{[(5-methoxy-1,2-dimethyl-1H-indol-3-yl)carbonyl]amino}but-2-enoate
#   Quantum optimisation: True
#   Method: PBEh-3c
#   Random seed: 3628800
#   SMILES string: COC(=O)/C=C/CNC(=O)c1c(C)n(C)c2ccc(OC)cc12
#
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
 4YU  4YU  'methyl (2E)-4-{[(5-methoxy-1,2-dimethyl-1H-indol-3-yl)carbonyl]amino}but-2-enoate'  ligand  43  23  .  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_4YU
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
 4YU  O3   O  O2    0  -0.482  -4.8331  -2.6069  -1.8018
 4YU  C4   C  CH2   0  -0.357   2.5253  -1.1037  -0.5517
 4YU  C5   C  C     0   0.460   0.1193  -0.5555  -0.6934
 4YU  C6   C  CR5   0  -0.249  -1.0469  -0.0638   0.0515
 4YU  N1   N  NR5   0  -0.568  -2.3949   1.0449   1.4516
 4YU  C7   C  CR5   0   0.372  -1.1025   0.8950   1.0473
 4YU  C8   C  CH3   0  -0.773  -0.0202   1.7395   1.6223
 4YU  C9   C  CH3   0  -0.538  -2.8789   1.8986   2.5105
 4YU  C10  C  CR56  0   0.322  -3.1984   0.1857   0.7388
 4YU  C11  C  CR16  0  -0.301  -4.5636  -0.0404   0.8263
 4YU  C12  C  CR16  0  -0.404  -5.1290  -0.9768  -0.0240
 4YU  C13  C  CR6   0   0.394  -4.3364  -1.6804  -0.9470
 4YU  C14  C  CH3   0  -0.434  -6.2150  -2.8887  -1.7704
 4YU  C15  C  CR16  0  -0.485  -2.9689  -1.4533  -1.0271
 4YU  O1   O  O     0  -0.455   5.3907   2.1797  -0.7568
 4YU  C1   C  C     0   0.583   5.6296   1.1468  -0.1768
 4YU  O    O  O2    0  -0.460   6.7725   0.9063   0.4529
 4YU  C    C  CH3   0  -0.425   7.7643   1.9316   0.4313
 4YU  C2   C  C1    0  -0.393   4.7115  -0.0030  -0.0679
 4YU  C3   C  C1    0  -0.140   3.4989   0.0292  -0.6153
 4YU  N    N  NH1   0  -0.644   1.2665  -0.6782   0.0133
 4YU  O2   O  O     0  -0.495   0.0414  -0.8669  -1.8772
 4YU  C16  C  CR56  0   0.148  -2.3897  -0.5140  -0.1749
 4YU  H1   H  HCH2  0   0.275   2.3404  -1.4811  -1.5582
 4YU  H2   H  HCH2  0   0.272   2.9298  -1.9302   0.0348
 4YU  H3   H  HCH3  0   0.270   0.2170   1.4469   2.6473
 4YU  H4   H  HCH3  0   0.262   0.8889   1.6688   1.0315
 4YU  H5   H  HCH3  0   0.271  -0.3095   2.7907   1.6417
 4YU  H6   H  HCH3  0   0.271  -2.1651   2.6900   2.7162
 4YU  H7   H  HCH3  0   0.260  -3.8161   2.3649   2.2122
 4YU  H8   H  HCH3  0   0.257  -3.0445   1.3334   3.4281
 4YU  H9   H  HCR6  0   0.270  -5.1873   0.4855   1.5374
 4YU  H10  H  HCR6  0   0.274  -6.1929  -1.1558   0.0456
 4YU  H11  H  HCH3  0   0.223  -6.5383  -3.2662  -0.7963
 4YU  H12  H  HCH3  0   0.223  -6.8211  -2.0148  -2.0259
 4YU  H13  H  HCH3  0   0.256  -6.3907  -3.6611  -2.5157
 4YU  H14  H  HCR6  0   0.247  -2.3717  -1.9997  -1.7449
 4YU  H15  H  HCH3  0   0.240   8.0797   2.1601  -0.5864
 4YU  H16  H  HCH3  0   0.239   7.4063   2.8437   0.9085
 4YU  H17  H  HCH3  0   0.252   8.6095   1.5423   0.9909
 4YU  H18  H  H     0   0.277   5.0564  -0.8758   0.4747
 4YU  H20  H  H     0   0.275   3.1663   0.9158  -1.1469
 4YU  H22  H  HNH1  0   0.409   1.2352  -0.5552   1.0117

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
 4YU  C9   N1   single    1.444  0.020  1.444
 4YU  C8   C7   single    1.488  0.020  1.488
 4YU  N1   C7   aromatic  1.362  0.020  1.362
 4YU  N1   C10  aromatic  1.376  0.020  1.376
 4YU  C7   C6   aromatic  1.383  0.020  1.383
 4YU  C10  C11  aromatic  1.387  0.020  1.387
 4YU  C10  C16  aromatic  1.406  0.020  1.406
 4YU  C11  C12  aromatic  1.385  0.020  1.385
 4YU  O2   C5   double    1.227  0.020  1.227
 4YU  C6   C16  aromatic  1.434  0.020  1.434
 4YU  C6   C5   single    1.469  0.020  1.469
 4YU  C16  C15  aromatic  1.394  0.020  1.394
 4YU  C12  C13  aromatic  1.405  0.020  1.405
 4YU  C5   N    single    1.353  0.020  1.353
 4YU  C15  C13  aromatic  1.388  0.020  1.388
 4YU  C13  O3   single    1.355  0.020  1.355
 4YU  N    C4   single    1.444  0.020  1.444
 4YU  O3   C14  single    1.411  0.020  1.411
 4YU  C4   C3   single    1.495  0.020  1.495
 4YU  C3   C2   double    1.331  0.020  1.331
 4YU  C2   C1   single    1.475  0.020  1.475
 4YU  C1   O1   double    1.208  0.020  1.208
 4YU  C1   O    single    1.327  0.020  1.327
 4YU  O    C    single    1.427  0.020  1.427
 4YU  C4   H1   single    0.970  0.020  1.090
 4YU  C4   H2   single    0.970  0.020  1.090
 4YU  C8   H3   single    0.970  0.020  1.090
 4YU  C8   H4   single    0.970  0.020  1.090
 4YU  C8   H5   single    0.970  0.020  1.090
 4YU  C9   H6   single    0.970  0.020  1.090
 4YU  C9   H7   single    0.970  0.020  1.090
 4YU  C9   H8   single    0.970  0.020  1.090
 4YU  C11  H9   single    0.930  0.020  1.080
 4YU  C12  H10  single    0.930  0.020  1.080
 4YU  C14  H11  single    0.970  0.020  1.090
 4YU  C14  H12  single    0.970  0.020  1.090
 4YU  C14  H13  single    0.970  0.020  1.090
 4YU  C15  H14  single    0.930  0.020  1.080
 4YU  C    H15  single    0.970  0.020  1.090
 4YU  C    H16  single    0.970  0.020  1.090
 4YU  C    H17  single    0.970  0.020  1.090
 4YU  C2   H18  single    0.930  0.020  1.080
 4YU  C3   H20  single    0.930  0.020  1.080
 4YU  N    H22  single    0.860  0.020  1.020

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
 4YU  C14  O3   C13  118.79  3.000
 4YU  H2   C4   H1   107.26  3.000
 4YU  H2   C4   N    109.63  3.000
 4YU  H1   C4   N    108.38  3.000
 4YU  H2   C4   C3   110.82  3.000
 4YU  H1   C4   C3   109.47  3.000
 4YU  N    C4   C3   111.17  3.000
 4YU  O2   C5   N    122.34  3.000
 4YU  N    C5   C6   116.02  3.000
 4YU  O2   C5   C6   121.62  3.000
 4YU  C16  C6   C7   107.07  3.000
 4YU  C16  C6   C5   123.94  3.000
 4YU  C7   C6   C5   128.98  3.000
 4YU  C10  N1   C9   123.62  3.000
 4YU  C10  N1   C7   109.36  3.000
 4YU  C9   N1   C7   126.92  3.000
 4YU  C8   C7   N1   120.84  3.000
 4YU  N1   C7   C6   109.15  3.000
 4YU  C8   C7   C6   129.95  3.000
 4YU  H5   C8   H4   107.11  3.000
 4YU  H5   C8   H3   107.41  3.000
 4YU  H4   C8   H3   108.13  3.000
 4YU  H5   C8   C7   111.16  3.000
 4YU  H4   C8   C7   111.19  3.000
 4YU  H3   C8   C7   111.63  3.000
 4YU  H8   C9   H7   108.77  3.000
 4YU  H8   C9   H6   108.56  3.000
 4YU  H7   C9   H6   107.81  3.000
 4YU  H8   C9   N1   111.20  3.000
 4YU  H7   C9   N1   109.94  3.000
 4YU  H6   C9   N1   110.47  3.000
 4YU  C16  C10  C11  121.73  3.000
 4YU  C16  C10  N1   108.15  3.000
 4YU  C11  C10  N1   130.11  3.000
 4YU  H9   C11  C12  119.77  3.000
 4YU  H9   C11  C10  121.98  3.000
 4YU  C12  C11  C10  118.24  3.000
 4YU  H10  C12  C13  120.96  3.000
 4YU  H10  C12  C11  118.29  3.000
 4YU  C13  C12  C11  120.75  3.000
 4YU  C15  C13  C12  120.76  3.000
 4YU  C15  C13  O3   115.88  3.000
 4YU  C12  C13  O3   123.36  3.000
 4YU  H13  C14  H12  108.53  3.000
 4YU  H13  C14  H11  108.51  3.000
 4YU  H12  C14  H11  108.67  3.000
 4YU  H13  C14  O3   106.55  3.000
 4YU  H12  C14  O3   112.22  3.000
 4YU  H11  C14  O3   112.24  3.000
 4YU  H14  C15  C16  121.09  3.000
 4YU  H14  C15  C13  119.95  3.000
 4YU  C16  C15  C13  118.95  3.000
 4YU  C2   C1   O    111.09  3.000
 4YU  O    C1   O1   123.56  3.000
 4YU  C2   C1   O1   125.35  3.000
 4YU  C    O    C1   117.48  3.000
 4YU  H17  C    H16  109.27  3.000
 4YU  H17  C    H15  109.34  3.000
 4YU  H16  C    H15  109.18  3.000
 4YU  H17  C    O    106.00  3.000
 4YU  H16  C    O    111.50  3.000
 4YU  H15  C    O    111.48  3.000
 4YU  H18  C2   C3   121.01  3.000
 4YU  H18  C2   C1   117.80  3.000
 4YU  C3   C2   C1   121.18  3.000
 4YU  H20  C3   C2   120.01  3.000
 4YU  H20  C3   C4   116.10  3.000
 4YU  C2   C3   C4   123.89  3.000
 4YU  H22  N    C5   118.73  3.000
 4YU  H22  N    C4   116.83  3.000
 4YU  C5   N    C4   124.16  3.000
 4YU  C15  C16  C10  119.56  3.000
 4YU  C15  C16  C6   134.18  3.000
 4YU  C10  C16  C6   106.24  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
 4YU  CONST_01  C10  N1   C7   C6      0.00   0.0  0
 4YU  CONST_02  N1   C10  C16  C6      0.00   0.0  0
 4YU  CONST_03  C11  C10  C16  C6    180.00   0.0  0
 4YU  CONST_04  C13  C15  C16  C6    180.00   0.0  0
 4YU  CONST_05  C16  C6   C7   N1      0.00   0.0  0
 4YU  CONST_06  C12  C11  C10  N1    180.00   0.0  0
 4YU  CONST_07  C15  C16  C10  N1    180.00   0.0  0
 4YU  CONST_08  C11  C10  N1   C7    180.00   0.0  0
 4YU  CONST_09  C16  C10  N1   C7      0.00   0.0  0
 4YU  CONST_10  C10  C16  C6   C7      0.00   0.0  0
 4YU  CONST_11  C15  C16  C6   C7    180.00   0.0  0
 4YU  CONST_12  C13  C12  C11  C10     0.00   0.0  0
 4YU  CONST_13  C13  C15  C16  C10     0.00   0.0  0
 4YU  CONST_14  C15  C16  C10  C11     0.00   0.0  0
 4YU  CONST_15  C15  C13  C12  C11     0.00   0.0  0
 4YU  CONST_16  C16  C10  C11  C12     0.00   0.0  0
 4YU  CONST_17  C16  C15  C13  C12     0.00   0.0  0
 4YU  CONST_18  C11  C12  C13  O3    180.00   0.0  0
 4YU  CONST_19  C16  C15  C13  O3    180.00   0.0  0
 4YU  CONST_20  N1   C7   C6   C5    180.00   0.0  0
 4YU  CONST_21  C10  C16  C6   C5    180.00   0.0  0
 4YU  CONST_22  C15  C16  C6   C5      0.00   0.0  0
 4YU  CONST_23  C9   N1   C7   C6    180.00   0.0  0
 4YU  CONST_24  C10  N1   C7   C8    180.00   0.0  0
 4YU  CONST_25  C16  C6   C7   C8    180.00   0.0  0
 4YU  CONST_26  C11  C10  N1   C9      0.00   0.0  0
 4YU  CONST_27  C16  C10  N1   C9    180.00   0.0  0
 4YU  CONST_28  H14  C15  C16  C6      0.00   0.0  0
 4YU  CONST_29  H9   C11  C10  N1      0.00   0.0  0
 4YU  CONST_30  H10  C12  C11  C10   180.00   0.0  0
 4YU  CONST_31  C6   C5   N    C4    180.00   0.0  0
 4YU  CONST_32  H22  N    C5   C6      0.00   0.0  0
 4YU  CONST_33  O2   C5   N    C4      0.00   0.0  0
 4YU  Var_01    O2   C5   C6   C7   -144.41  30.0  2
 4YU  Var_02    C15  C13  O3   C14   179.84  30.0  1
 4YU  Var_03    H3   C8   C7   C6   -110.07  30.0  2
 4YU  Var_04    H6   C9   N1   C7     21.38  30.0  2
 4YU  Var_05    H11  C14  O3   C13   -60.48  30.0  3
 4YU  Var_06    C1   C2   C3   C4    179.47   0.0  2
 4YU  Var_07    C3   C4   N    C5    109.57  30.0  3
 4YU  Var_08    C3   C2   C1   O1     -0.71  30.0  1
 4YU  Var_09    C2   C1   O    C     179.88  30.0  2
 4YU  Var_10    N    C4   C3   C2    124.56  30.0  1
 4YU  Var_11    H15  C    O    C1    -60.96  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
 4YU  plan-1  O3   0.020
 4YU  plan-1  C5   0.020
 4YU  plan-1  C6   0.020
 4YU  plan-1  N1   0.020
 4YU  plan-1  C7   0.020
 4YU  plan-1  C8   0.020
 4YU  plan-1  C9   0.020
 4YU  plan-1  C10  0.020
 4YU  plan-1  C11  0.020
 4YU  plan-1  C12  0.020
 4YU  plan-1  C13  0.020
 4YU  plan-1  C15  0.020
 4YU  plan-1  C16  0.020
 4YU  plan-1  H9   0.020
 4YU  plan-1  H10  0.020
 4YU  plan-1  H14  0.020
 4YU  plan-2  C4   0.020
 4YU  plan-2  C5   0.020
 4YU  plan-2  C6   0.020
 4YU  plan-2  N    0.020
 4YU  plan-2  O2   0.020
 4YU  plan-2  H22  0.020
 4YU  plan-3  C4   0.020
 4YU  plan-3  C1   0.020
 4YU  plan-3  C2   0.020
 4YU  plan-3  C3   0.020
 4YU  plan-3  H18  0.020
 4YU  plan-3  H20  0.020
 4YU  plan-4  O1   0.020
 4YU  plan-4  C1   0.020
 4YU  plan-4  O    0.020
 4YU  plan-4  C2   0.020

