# electronic Ligand Builder and Optimisation Workbench (eLBOW)
#   - a module of PHENIX version dev-svn-
#   - file written: Thu Mar 24 10:32:08 2022
#   Inital geometry file: a 108 line input string
#   Ligand name: [(2~{R})-1-[2-(1~{H}-indol-3-yl)ethylamino]-1-oxidanylidene-butan-2-yl] prop-2-enoate
#   Quantum optimisation: True
#   Method: PBEh-3c
#   Random seed: 3628800
#   SMILES string: CC[C@@H](OC(=O)C=C)C(=O)NCCc1c[nH]c2ccccc12
#
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
 UQW  UQW  '[(2~{R})-1-[2-(1~{H}-indol-3-yl)ethylamino]-1-oxidanylidene-butan-2-yl] prop-2-enoate'  ligand  42  22  .  2022-03-29  2022-03-29
;
Directly from eLBOW using geometry from QM method PBEh-3c with CPCM solvent model
Validated by Mogul as OK
;

data_comp_UQW
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
 UQW  C12  C  CR56  0   0.355  24.3578  2.6552  -30.7748
 UQW  C13  C  CR56  0   0.030  23.7130  3.2778  -29.6839
 UQW  C14  C  CR16  0  -0.367  24.2959  4.4097  -29.1019
 UQW  C17  C  CR16  0  -0.305  25.5618  3.1314  -31.2928
 UQW  C1   C  C2    0  -0.449  19.6797  2.1754  -23.5241
 UQW  C2   C  C1    0  -0.366  19.6078  3.2415  -24.3156
 UQW  O1   O  O2    0  -0.457  18.2267  4.8787  -25.4735
 UQW  C4   C  CH1   0  -0.106  19.3339  5.7700  -25.5923
 UQW  C5   C  CH2   0  -0.447  18.7796  7.1662  -25.8594
 UQW  C6   C  CH3   0  -0.677  17.9818  7.3123  -27.1475
 UQW  C7   C  C     0   0.507  20.3096  5.3556  -26.6903
 UQW  N1   N  NH1   0  -0.621  19.8471  4.5344  -27.6388
 UQW  C8   C  CH2   0  -0.288  20.6771  4.0725  -28.7310
 UQW  C10  C  CR5   0   0.004  22.5215  2.5288  -29.4118
 UQW  C11  C  CR15  0  -0.084  22.4953  1.5159  -30.3280
 UQW  N2   N  NR15  0  -0.688  23.5911  1.5893  -31.1438
 UQW  C15  C  CR16  0  -0.268  25.4890  4.8836  -29.6114
 UQW  C16  C  CR16  0  -0.282  26.1155  4.2484  -30.6969
 UQW  O2   O  O     0  -0.482  21.4438  5.8124  -26.6732
 UQW  O3   O  O     0  -0.416  17.2727  3.0930  -24.6756
 UQW  H1   H  HCR6  0   0.235  23.8170  4.9098  -28.2678
 UQW  H2   H  HCR6  0   0.256  26.0473  2.6442  -32.1290
 UQW  H3   H  H     0   0.271  18.8020  1.6239  -23.2141
 UQW  H4   H  H     0   0.273  20.6341  1.8248  -23.1571
 UQW  H6   H  H     0   0.288  20.5188  3.7593  -24.5827
 UQW  H8   H  HCH1  0   0.290  19.8950  5.8064  -24.6548
 UQW  H9   H  HCH2  0   0.251  19.6296  7.8509  -25.8653
 UQW  H10  H  HCH2  0   0.255  18.1663  7.4495  -25.0013
 UQW  H11  H  HCH3  0   0.242  17.5992  8.3290  -27.2309
 UQW  H12  H  HCH3  0   0.230  18.5907  7.1216  -28.0315
 UQW  H13  H  HCH3  0   0.231  17.1253  6.6391  -27.1775
 UQW  H14  H  HNH1  0   0.409  18.8899  4.2231  -27.6098
 UQW  H15  H  HCH2  0   0.249  21.3250  4.8885  -29.0514
 UQW  H16  H  HCH2  0   0.258  20.0227  3.8364  -29.5697
 UQW  H17  H  HCH2  0   0.248  20.8514  1.9920  -28.1945
 UQW  H18  H  HCH2  0   0.242  22.0182  3.0371  -27.4083
 UQW  H19  H  HCR5  0   0.279  21.7653  0.7322  -30.4608
 UQW  H20  H  HNR5  0   0.406  23.8004  0.9477  -31.8903
 UQW  H21  H  HCR6  0   0.243  25.9515  5.7580  -29.1718
 UQW  H22  H  HCR6  0   0.246  27.0499  4.6430  -31.0748
 UQW  C9   C  CH2   0  -0.541  21.5139  2.8444  -28.3595
 UQW  C3   C  C     0   0.546  18.2950  3.7119  -24.8175

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
 UQW  N2   C12  aromatic  1.364  0.020  1.364
 UQW  N2   C11  aromatic  1.368  0.020  1.368
 UQW  C17  C12  aromatic  1.394  0.020  1.394
 UQW  C17  C16  aromatic  1.382  0.020  1.382
 UQW  C12  C13  aromatic  1.412  0.020  1.412
 UQW  C11  C10  aromatic  1.366  0.020  1.366
 UQW  C16  C15  aromatic  1.405  0.020  1.405
 UQW  C13  C10  aromatic  1.433  0.020  1.433
 UQW  C13  C14  aromatic  1.400  0.020  1.400
 UQW  C10  C9   single    1.491  0.020  1.491
 UQW  C15  C14  aromatic  1.381  0.020  1.381
 UQW  C8   C9   single    1.532  0.020  1.532
 UQW  C8   N1   single    1.447  0.020  1.447
 UQW  O2   C7   double    1.223  0.020  1.223
 UQW  N1   C7   single    1.337  0.020  1.337
 UQW  C7   C4   single    1.526  0.020  1.526
 UQW  C6   C5   single    1.522  0.020  1.522
 UQW  C4   C5   single    1.526  0.020  1.526
 UQW  C4   O1   single    1.426  0.020  1.426
 UQW  O1   C3   single    1.340  0.020  1.340
 UQW  O3   C3   double    1.203  0.020  1.203
 UQW  C3   C2   single    1.482  0.020  1.482
 UQW  C2   C1   double    1.330  0.020  1.330
 UQW  C14  H1   single    0.930  0.020  1.080
 UQW  C17  H2   single    0.930  0.020  1.080
 UQW  C1   H3   single    0.930  0.020  1.080
 UQW  C1   H4   single    0.930  0.020  1.080
 UQW  C2   H6   single    0.930  0.020  1.080
 UQW  C4   H8   single    0.970  0.020  1.090
 UQW  C5   H9   single    0.970  0.020  1.090
 UQW  C5   H10  single    0.970  0.020  1.090
 UQW  C6   H11  single    0.970  0.020  1.090
 UQW  C6   H12  single    0.970  0.020  1.090
 UQW  C6   H13  single    0.970  0.020  1.090
 UQW  N1   H14  single    0.860  0.020  1.020
 UQW  C8   H15  single    0.970  0.020  1.090
 UQW  C8   H16  single    0.970  0.020  1.090
 UQW  C9   H17  single    0.970  0.020  1.090
 UQW  C9   H18  single    0.970  0.020  1.090
 UQW  C11  H19  single    0.930  0.020  1.080
 UQW  N2   H20  single    0.860  0.020  1.020
 UQW  C15  H21  single    0.930  0.020  1.080
 UQW  C16  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
 UQW  N2   C12  C17  130.67  3.000
 UQW  C17  C12  C13  122.06  3.000
 UQW  N2   C12  C13  107.27  3.000
 UQW  C10  C13  C14  133.61  3.000
 UQW  C14  C13  C12  119.18  3.000
 UQW  C10  C13  C12  107.21  3.000
 UQW  H1   C14  C15  120.48  3.000
 UQW  H1   C14  C13  120.59  3.000
 UQW  C15  C14  C13  118.93  3.000
 UQW  H2   C17  C16  121.13  3.000
 UQW  H2   C17  C12  121.36  3.000
 UQW  C16  C17  C12  117.51  3.000
 UQW  H4   C1   H3   116.98  3.000
 UQW  H4   C1   C2   120.65  3.000
 UQW  H3   C1   C2   122.37  3.000
 UQW  H6   C2   C3   120.70  3.000
 UQW  H6   C2   C1   119.04  3.000
 UQW  C3   C2   C1   120.26  3.000
 UQW  C4   O1   C3   123.04  3.000
 UQW  H8   C4   C7   107.34  3.000
 UQW  H8   C4   C5   107.83  3.000
 UQW  C7   C4   C5   110.78  3.000
 UQW  H8   C4   O1   110.35  3.000
 UQW  C5   C4   O1   107.72  3.000
 UQW  C7   C4   O1   112.74  3.000
 UQW  H10  C5   H9   106.19  3.000
 UQW  H10  C5   C6   110.22  3.000
 UQW  H9   C5   C6   110.08  3.000
 UQW  H10  C5   C4   107.69  3.000
 UQW  H9   C5   C4   106.98  3.000
 UQW  C6   C5   C4   115.24  3.000
 UQW  H13  C6   H12  107.97  3.000
 UQW  H13  C6   H11  107.36  3.000
 UQW  H12  C6   H11  107.29  3.000
 UQW  H13  C6   C5   112.08  3.000
 UQW  H12  C6   C5   112.13  3.000
 UQW  H11  C6   C5   109.78  3.000
 UQW  O2   C7   N1   124.06  3.000
 UQW  N1   C7   C4   117.13  3.000
 UQW  O2   C7   C4   118.78  3.000
 UQW  H14  N1   C8   117.92  3.000
 UQW  H14  N1   C7   119.88  3.000
 UQW  C8   N1   C7   122.20  3.000
 UQW  H16  C8   H15  107.04  3.000
 UQW  H16  C8   C9   109.94  3.000
 UQW  H15  C8   C9   110.29  3.000
 UQW  H16  C8   N1   107.79  3.000
 UQW  H15  C8   N1   108.89  3.000
 UQW  C9   C8   N1   112.71  3.000
 UQW  C11  C10  C9   128.13  3.000
 UQW  C9   C10  C13  125.82  3.000
 UQW  C11  C10  C13  106.03  3.000
 UQW  H19  C11  N2   120.48  3.000
 UQW  H19  C11  C10  129.35  3.000
 UQW  N2   C11  C10  110.17  3.000
 UQW  H20  N2   C11  125.08  3.000
 UQW  H20  N2   C12  125.59  3.000
 UQW  C11  N2   C12  109.32  3.000
 UQW  H21  C15  C16  119.24  3.000
 UQW  H21  C15  C14  119.77  3.000
 UQW  C16  C15  C14  121.00  3.000
 UQW  H22  C16  C15  119.33  3.000
 UQW  H22  C16  C17  119.34  3.000
 UQW  C15  C16  C17  121.33  3.000
 UQW  H18  C9   H17  106.60  3.000
 UQW  H18  C9   C10  109.85  3.000
 UQW  H17  C9   C10  110.58  3.000
 UQW  H18  C9   C8   108.76  3.000
 UQW  H17  C9   C8   109.33  3.000
 UQW  C10  C9   C8   111.58  3.000
 UQW  O3   C3   O1   117.52  3.000
 UQW  O3   C3   C2   123.32  3.000
 UQW  O1   C3   C2   119.15  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
 UQW  CONST_01  C10  C11  N2   C12     0.00   0.0  0
 UQW  CONST_02  C15  C16  C17  C12     0.00   0.0  0
 UQW  CONST_03  C11  C10  C13  C12     0.00   0.0  0
 UQW  CONST_04  C15  C14  C13  C12     0.00   0.0  0
 UQW  CONST_05  C11  N2   C12  C13     0.00   0.0  0
 UQW  CONST_06  C16  C17  C12  C13     0.00   0.0  0
 UQW  CONST_07  N2   C11  C10  C13     0.00   0.0  0
 UQW  CONST_08  C16  C15  C14  C13     0.00   0.0  0
 UQW  CONST_09  N2   C12  C13  C14   180.00   0.0  0
 UQW  CONST_10  C17  C12  C13  C14     0.00   0.0  0
 UQW  CONST_11  C11  C10  C13  C14   180.00   0.0  0
 UQW  CONST_12  C17  C16  C15  C14     0.00   0.0  0
 UQW  CONST_13  C11  N2   C12  C17   180.00   0.0  0
 UQW  CONST_14  C10  C13  C12  C17   180.00   0.0  0
 UQW  CONST_15  N2   C12  C13  C10     0.00   0.0  0
 UQW  CONST_16  C15  C14  C13  C10   180.00   0.0  0
 UQW  CONST_17  C16  C17  C12  N2    180.00   0.0  0
 UQW  CONST_18  C9   C10  C13  C12   180.00   0.0  0
 UQW  CONST_19  C9   C10  C13  C14     0.00   0.0  0
 UQW  CONST_20  N2   C11  C10  C9    180.00   0.0  0
 UQW  CONST_21  H19  C11  N2   C12   180.00   0.0  0
 UQW  CONST_22  H22  C16  C17  C12   180.00   0.0  0
 UQW  CONST_23  H1   C14  C13  C12   180.00   0.0  0
 UQW  CONST_24  H20  N2   C12  C13   180.00   0.0  0
 UQW  CONST_25  H2   C17  C12  C13   180.00   0.0  0
 UQW  CONST_26  H21  C15  C14  C13   180.00   0.0  0
 UQW  CONST_27  C8   N1   C7   C4    180.00   0.0  0
 UQW  CONST_28  O2   C7   N1   C8      0.00   0.0  0
 UQW  CONST_29  H14  N1   C7   C4      0.00   0.0  0
 UQW  Var_01    C8   C9   C10  C13    72.54  30.0  2
 UQW  Var_02    C10  C9   C8   N1   -170.40  30.0  3
 UQW  Var_03    O1   C3   C2   C1    171.76  30.0  2
 UQW  Var_04    C9   C8   N1   C7     84.54  30.0  1
 UQW  Var_05    H3   C1   C2   C3     -0.48   0.0  2
 UQW  Var_06    H11  C6   C5   C4    177.93  30.0  3

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
 UQW  chir_01  C4  C7  C5  O1  negativ

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
 UQW  plan-1  C12  0.020
 UQW  plan-1  C13  0.020
 UQW  plan-1  C14  0.020
 UQW  plan-1  C17  0.020
 UQW  plan-1  C10  0.020
 UQW  plan-1  C11  0.020
 UQW  plan-1  N2   0.020
 UQW  plan-1  C15  0.020
 UQW  plan-1  C16  0.020
 UQW  plan-1  H1   0.020
 UQW  plan-1  H2   0.020
 UQW  plan-1  H19  0.020
 UQW  plan-1  H20  0.020
 UQW  plan-1  H21  0.020
 UQW  plan-1  H22  0.020
 UQW  plan-1  C9   0.020
 UQW  plan-2  C4   0.020
 UQW  plan-2  C7   0.020
 UQW  plan-2  N1   0.020
 UQW  plan-2  C8   0.020
 UQW  plan-2  O2   0.020
 UQW  plan-2  H14  0.020
 UQW  plan-3  C2   0.020
 UQW  plan-3  O1   0.020
 UQW  plan-3  O3   0.020
 UQW  plan-3  C3   0.020
 UQW  plan-4  C1   0.020
 UQW  plan-4  C2   0.020
 UQW  plan-4  H3   0.020
 UQW  plan-4  H4   0.020
 UQW  plan-4  H6   0.020
 UQW  plan-4  C3   0.020

