# electronic Ligand Builder and Optimisation Workbench (eLBOW)
#   - a module of PHENIX version dev-svn-
#   - file written: Fri May  8 17:51:33 2020
#   Inital geometry file: a 169 line input string
#   Ligand name: N-{[(1S)-5-({2-[2-(acetylamino)ethoxy]-4-bromobenzoyl}amino)-1-carboxypentyl]carbamoyl}-L-glutamic acid
#   Quantum optimisation: True
#   Method: PBEh-3c
#   Random seed: 3628800
#   SMILES string: CC(=O)NCCOc1cc(Br)ccc1C(=O)NCCCC[C@H](NC(=O)N[C@@H](CCC(O)=O)C(O)=O)C(O)=O
#
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
 J21  J21  'N-{[(1S)-5-({2-[2-(acetylamino)ethoxy]-4-bromobenzoyl}amino)-1-carboxypentyl]carbamoyl}-L-glutamic acid'  ligand  66  38  .  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_J21
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
 J21  C1   C   CH1    0  -0.179   7.6849   0.6271  -0.2582
 J21  C2   C   CH2    0  -0.445   8.4137   0.3803  -1.5810
 J21  C3   C   CH2    0  -0.575   8.9921  -1.0197  -1.7118
 J21  C4   C   C      0   0.410   9.7386  -1.3112  -3.0255
 J21  C5   C   C      0   0.740   5.8292  -0.3175   0.9945
 J21  C6   C   CH1    0  -0.185   3.8798  -1.3289   2.0405
 J21  O1   O   O      0  -0.604   6.0750   2.4005  -0.3146
 J21  O2   O   O      0  -0.611   9.7079  -0.4439  -3.9213
 J21  O9   O   O      0  -0.513  -6.3518   5.0409   2.0359
 J21  C21  C   C      0   0.508  -5.4151   4.4566   1.5039
 J21  C22  C   CH3    0  -0.779  -4.3991   5.1927   0.6638
 J21  N3   N   NH1    0  -0.646  -5.1905   3.1395   1.6352
 J21  C20  C   CH2    0  -0.316  -6.0379   2.2367   2.3757
 J21  C19  C   CH2    0  -0.197  -6.5430   1.1207   1.4862
 J21  C18  C   CR6    0   0.400  -5.3940  -0.0499  -0.2586
 J21  C17  C   CR16   0  -0.332  -6.5397  -0.5618  -0.8617
 J21  C16  C   CR6    0  -0.101  -6.4511  -1.0905  -2.1406
 J21  BR   BR  BR     0  -0.031  -8.0110  -1.7758  -2.9500
 J21  C15  C   CR16   0  -0.247  -5.2517  -1.1364  -2.8302
 J21  C14  C   CR16   0  -0.258  -4.1186  -0.6326  -2.2081
 J21  C13  C   CR6    0  -0.168  -4.1690  -0.0780  -0.9356
 J21  C12  C   C      0   0.543  -2.9434   0.5481  -0.3421
 J21  O7   O   O      0  -0.490  -2.9459   1.6885   0.1108
 J21  N2   N   NH1    0  -0.626  -1.8532  -0.2247  -0.3837
 J21  C11  C   CH2    0  -0.248  -0.5309   0.1970   0.0332
 J21  C10  C   CH2    0  -0.457   0.2382  -0.9540   0.6629
 J21  C8   C   CH2    0  -0.453   2.4464  -1.6961   1.6536
 J21  C7   C   C      0   0.404   4.5601  -2.5212   2.7593
 J21  O6   O   OC    -1  -0.622   4.0919  -2.8018   3.8823
 J21  O5   O   O      0  -0.600   5.4821  -3.1066   2.1648
 J21  N1   N   NH1    0  -0.671   4.5934  -0.8786   0.8680
 J21  O4   O   O      0  -0.564   6.2480   0.1233   2.0610
 J21  N    N   NH1    0  -0.671   6.5653  -0.2820  -0.1515
 J21  C    C   C      0   0.402   7.2750   2.1163  -0.1503
 J21  O    O   OC    -1  -0.625   8.2121   2.9135   0.0649
 J21  O3   O   OC    -1  -0.635  10.3167  -2.4174  -3.0919
 J21  H1   H   HCH1   0   0.215   8.3820   0.4115   0.5568
 J21  H2   H   HCH2   0   0.206   7.7260   0.5788  -2.4101
 J21  H3   H   HCH2   0   0.222   9.2119   1.1192  -1.6660
 J21  H4   H   HCH2   0   0.213   9.6763  -1.2133  -0.8777
 J21  H5   H   HCH2   0   0.224   8.1981  -1.7665  -1.6047
 J21  H6   H   HCH1   0   0.224   3.8285  -0.4963   2.7479
 J21  H7   H   HCH3   0   0.267  -3.7678   5.7997   1.3141
 J21  H8   H   HCH3   0   0.243  -3.7545   4.5336   0.0853
 J21  H9   H   HCH3   0   0.260  -4.9099   5.8702  -0.0189
 J21  H10  H   HCH2   0   0.254  -5.4950   1.8187   3.2278
 J21  H11  H   HCH2   0   0.246  -7.1785   0.4354   2.0531
 J21  H12  H   HCH2   0   0.240  -7.1297   1.5379   0.6628
 J21  H13  H   HCR6   0   0.304  -7.4819  -0.5633  -0.3297
 J21  H14  H   HCR6   0   0.284  -5.1854  -1.5469  -3.8278
 J21  H15  H   HCR6   0   0.282  -3.1820  -0.6502  -2.7512
 J21  H16  H   HCH2   0   0.237   0.0229   0.5893  -0.8260
 J21  H17  H   HCH2   0   0.229  -0.2959  -1.3025   1.5517
 J21  H18  H   HCH2   0   0.225   0.2727  -1.7970  -0.0355
 J21  H19  H   HCH2   0   0.222   2.1751  -0.1907   0.1339
 J21  H20  H   HCH2   0   0.215   1.6351   0.2934   1.7274
 J21  H21  H   HCH2   0   0.215   2.4625  -2.5484   0.9627
 J21  H22  H   HCH2   0   0.232   1.9323  -2.0411   2.5527
 J21  H24  H   HNH1   0   0.367   4.4436  -1.4372   0.0407
 J21  H25  H   HNH1   0   0.366   6.0524  -0.4174  -1.0101
 J21  H28  H   HNH1   0   0.422  -4.4023   2.7271   1.1505
 J21  H29  H   HCH2   0   0.262  -6.8911   2.7836   2.7728
 J21  H30  H   HNH1   0   0.409  -1.9404  -1.1544  -0.7644
 J21  H31  H   HCH2   0   0.246  -0.6360   1.0134   0.7470
 J21  C9   C   CH2    0  -0.413   1.6607  -0.5499   1.0291
 J21  O8   O   O2     0  -0.474  -5.3947   0.4381   0.9883

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
 J21  O5   C7   deloc     1.243  0.020  1.243
 J21  O6   C7   deloc     1.249  0.020  1.249
 J21  C7   C6   single    1.549  0.020  1.549
 J21  O7   C12  double    1.227  0.020  1.227
 J21  C6   N1   single    1.445  0.020  1.445
 J21  C6   C8   single    1.529  0.020  1.529
 J21  N1   C5   single    1.363  0.020  1.363
 J21  C11  N2   single    1.449  0.020  1.449
 J21  C11  C10  single    1.521  0.020  1.521
 J21  C12  N2   single    1.337  0.020  1.337
 J21  C12  C13  single    1.499  0.020  1.499
 J21  C9   C8   single    1.524  0.020  1.524
 J21  C9   C10  single    1.523  0.020  1.523
 J21  C14  C13  aromatic  1.389  0.020  1.389
 J21  C14  C15  aromatic  1.387  0.020  1.387
 J21  C5   N    single    1.362  0.020  1.362
 J21  C5   O4   double    1.228  0.020  1.228
 J21  N    C1   single    1.446  0.020  1.446
 J21  C13  C18  aromatic  1.400  0.020  1.400
 J21  C15  C16  aromatic  1.384  0.020  1.384
 J21  C1   C2   single    1.530  0.020  1.530
 J21  C1   C    single    1.548  0.020  1.548
 J21  C18  O8   single    1.339  0.020  1.339
 J21  C18  C17  aromatic  1.392  0.020  1.392
 J21  C16  C17  aromatic  1.387  0.020  1.387
 J21  C16  BR   single    1.886  0.020  1.886
 J21  C2   C3   single    1.520  0.020  1.520
 J21  C3   C4   single    1.539  0.020  1.539
 J21  O8   C19  single    1.426  0.020  1.426
 J21  O2   C4   deloc     1.247  0.020  1.247
 J21  C    O1   deloc     1.244  0.020  1.244
 J21  C    O    deloc     1.249  0.020  1.249
 J21  C4   O3   deloc     1.250  0.020  1.250
 J21  C22  C21  single    1.510  0.020  1.510
 J21  N3   C21  single    1.343  0.020  1.343
 J21  N3   C20  single    1.443  0.020  1.443
 J21  C19  C20  single    1.514  0.020  1.514
 J21  C21  O9   double    1.225  0.020  1.225
 J21  C1   H1   single    0.970  0.020  1.090
 J21  C2   H2   single    0.970  0.020  1.090
 J21  C2   H3   single    0.970  0.020  1.090
 J21  C3   H4   single    0.970  0.020  1.090
 J21  C3   H5   single    0.970  0.020  1.090
 J21  C6   H6   single    0.970  0.020  1.090
 J21  C22  H7   single    0.970  0.020  1.090
 J21  C22  H8   single    0.970  0.020  1.090
 J21  C22  H9   single    0.970  0.020  1.090
 J21  C20  H10  single    0.970  0.020  1.090
 J21  C19  H11  single    0.970  0.020  1.090
 J21  C19  H12  single    0.970  0.020  1.090
 J21  C17  H13  single    0.930  0.020  1.080
 J21  C15  H14  single    0.930  0.020  1.080
 J21  C14  H15  single    0.930  0.020  1.080
 J21  C11  H16  single    0.970  0.020  1.090
 J21  C10  H17  single    0.970  0.020  1.090
 J21  C10  H18  single    0.970  0.020  1.090
 J21  C9   H19  single    0.970  0.020  1.090
 J21  C9   H20  single    0.970  0.020  1.090
 J21  C8   H21  single    0.970  0.020  1.090
 J21  C8   H22  single    0.970  0.020  1.090
 J21  N1   H24  single    0.890  0.020  1.040
 J21  N    H25  single    0.890  0.020  1.040
 J21  N3   H28  single    0.860  0.020  1.020
 J21  C20  H29  single    0.970  0.020  1.090
 J21  N2   H30  single    0.860  0.020  1.020
 J21  C11  H31  single    0.970  0.020  1.090

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
 J21  H1   C1   C    107.84  3.000
 J21  H1   C1   N    108.32  3.000
 J21  C    C1   N    113.24  3.000
 J21  H1   C1   C2   107.99  3.000
 J21  C    C1   C2   109.97  3.000
 J21  N    C1   C2   109.33  3.000
 J21  H3   C2   H2   106.12  3.000
 J21  H3   C2   C3   109.79  3.000
 J21  H2   C2   C3   109.91  3.000
 J21  H3   C2   C1   107.85  3.000
 J21  H2   C2   C1   109.03  3.000
 J21  C3   C2   C1   113.83  3.000
 J21  H5   C3   H4   104.93  3.000
 J21  H5   C3   C4   107.82  3.000
 J21  H4   C3   C4   108.26  3.000
 J21  H5   C3   C2   110.10  3.000
 J21  H4   C3   C2   109.55  3.000
 J21  C4   C3   C2   115.62  3.000
 J21  O3   C4   O2   126.06  3.000
 J21  O3   C4   C3   115.94  3.000
 J21  O2   C4   C3   118.00  3.000
 J21  N    C5   O4   122.48  3.000
 J21  O4   C5   N1   122.52  3.000
 J21  N    C5   N1   114.99  3.000
 J21  H6   C6   N1   108.11  3.000
 J21  H6   C6   C7   107.84  3.000
 J21  N1   C6   C7   113.55  3.000
 J21  H6   C6   C8   107.60  3.000
 J21  N1   C6   C8   109.42  3.000
 J21  C7   C6   C8   110.13  3.000
 J21  N3   C21  C22  114.84  3.000
 J21  N3   C21  O9   123.58  3.000
 J21  C22  C21  O9   121.57  3.000
 J21  H9   C22  H8   108.75  3.000
 J21  H9   C22  H7   107.40  3.000
 J21  H8   C22  H7   108.13  3.000
 J21  H9   C22  C21  109.65  3.000
 J21  H8   C22  C21  113.52  3.000
 J21  H7   C22  C21  109.20  3.000
 J21  H28  N3   C20  116.61  3.000
 J21  H28  N3   C21  118.86  3.000
 J21  C20  N3   C21  124.46  3.000
 J21  H29  C20  H10  107.28  3.000
 J21  H29  C20  C19  108.86  3.000
 J21  H10  C20  C19  109.98  3.000
 J21  H29  C20  N3   109.47  3.000
 J21  H10  C20  N3   110.34  3.000
 J21  C19  C20  N3   110.83  3.000
 J21  H12  C19  H11  108.53  3.000
 J21  H12  C19  O8   110.59  3.000
 J21  H11  C19  O8   110.44  3.000
 J21  H12  C19  C20  109.88  3.000
 J21  H11  C19  C20  110.57  3.000
 J21  O8   C19  C20  106.82  3.000
 J21  C13  C18  C17  120.21  3.000
 J21  C17  C18  O8   122.48  3.000
 J21  C13  C18  O8   117.26  3.000
 J21  H13  C17  C16  120.57  3.000
 J21  H13  C17  C18  120.26  3.000
 J21  C16  C17  C18  119.15  3.000
 J21  C15  C16  BR   119.39  3.000
 J21  BR   C16  C17  118.78  3.000
 J21  C15  C16  C17  121.83  3.000
 J21  H14  C15  C14  120.11  3.000
 J21  H14  C15  C16  121.71  3.000
 J21  C14  C15  C16  118.18  3.000
 J21  H15  C14  C13  119.82  3.000
 J21  H15  C14  C15  118.40  3.000
 J21  C13  C14  C15  121.75  3.000
 J21  C12  C13  C14  120.00  3.000
 J21  C14  C13  C18  118.87  3.000
 J21  C12  C13  C18  121.04  3.000
 J21  N2   C12  O7   123.39  3.000
 J21  N2   C12  C13  114.39  3.000
 J21  O7   C12  C13  122.19  3.000
 J21  H30  N2   C11  117.11  3.000
 J21  H30  N2   C12  118.31  3.000
 J21  C11  N2   C12  124.53  3.000
 J21  H31  C11  H16  107.12  3.000
 J21  H31  C11  C10  110.16  3.000
 J21  H16  C11  C10  109.90  3.000
 J21  H31  C11  N2   108.57  3.000
 J21  H16  C11  N2   109.88  3.000
 J21  C10  C11  N2   111.12  3.000
 J21  H18  C10  H17  106.76  3.000
 J21  H18  C10  C9   109.15  3.000
 J21  H17  C10  C9   110.19  3.000
 J21  H18  C10  C11  109.54  3.000
 J21  H17  C10  C11  109.31  3.000
 J21  C9   C10  C11  111.77  3.000
 J21  H22  C8   H21  106.26  3.000
 J21  H22  C8   C9   109.42  3.000
 J21  H21  C8   C9   109.50  3.000
 J21  H22  C8   C6   107.99  3.000
 J21  H21  C8   C6   109.39  3.000
 J21  C9   C8   C6   113.98  3.000
 J21  O5   C7   O6   127.03  3.000
 J21  O6   C7   C6   115.19  3.000
 J21  O5   C7   C6   117.77  3.000
 J21  H24  N1   C6   114.80  3.000
 J21  H24  N1   C5   116.00  3.000
 J21  C6   N1   C5   120.06  3.000
 J21  H25  N    C5   115.94  3.000
 J21  H25  N    C1   114.51  3.000
 J21  C5   N    C1   119.78  3.000
 J21  O    C    O1   126.91  3.000
 J21  O    C    C1   115.30  3.000
 J21  O1   C    C1   117.77  3.000
 J21  H20  C9   H19  106.27  3.000
 J21  H20  C9   C8   109.27  3.000
 J21  H19  C9   C8   109.89  3.000
 J21  H20  C9   C10  109.61  3.000
 J21  H19  C9   C10  109.25  3.000
 J21  C8   C9   C10  112.36  3.000
 J21  C18  O8   C19  120.01  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
 J21  CONST_01  C15  C14  C13  C18     0.00   0.0  0
 J21  CONST_02  C15  C16  C17  C18     0.00   0.0  0
 J21  CONST_03  C14  C13  C18  C17     0.00   0.0  0
 J21  CONST_04  C14  C15  C16  C17     0.00   0.0  0
 J21  CONST_05  C13  C14  C15  C16     0.00   0.0  0
 J21  CONST_06  C13  C18  C17  C16     0.00   0.0  0
 J21  CONST_07  C14  C13  C18  O8    180.00   0.0  0
 J21  CONST_08  C16  C17  C18  O8    180.00   0.0  0
 J21  CONST_09  BR   C16  C17  C18   180.00   0.0  0
 J21  CONST_10  C12  C13  C18  C17   180.00   0.0  0
 J21  CONST_11  C14  C15  C16  BR    180.00   0.0  0
 J21  CONST_12  C12  C13  C14  C15   180.00   0.0  0
 J21  CONST_13  H15  C14  C13  C18   180.00   0.0  0
 J21  CONST_14  H14  C15  C16  C17   180.00   0.0  0
 J21  CONST_15  H13  C17  C16  C15   180.00   0.0  0
 J21  CONST_16  C11  N2   C12  C13   180.00   0.0  0
 J21  CONST_17  H30  N2   C12  C13     0.00   0.0  0
 J21  CONST_20  C20  N3   C21  O9      0.00   0.0  0
 J21  CONST_21  C20  N3   C21  C22   180.00   0.0  0
 J21  CONST_22  C11  N2   C12  O7      0.00   0.0  0
 J21  CONST_25  H28  N3   C21  O9    180.00   0.0  0
 J21  Var_01    C13  C18  O8   C19   148.21  30.0  1
 J21  Var_02    O7   C12  C13  C18   -49.22  30.0  3
 J21  Var_03    H11  C19  O8   C18    95.66  30.0  3
 J21  Var_04    C4   C3   C2   C1   -179.80  30.0  3
 J21  Var_05    O2   C4   C3   C2     -6.59  30.0  3
 J21  Var_06    C10  C9   C8   C6   -179.79  30.0  1
 J21  Var_07    C19  C20  N3   C21   122.03  30.0  3
 J21  Var_08    O8   C19  C20  N3     59.37  30.0  1
 J21  Var_09    C10  C11  N2   C12   145.42  30.0  2
 J21  Var_10    C9   C10  C11  N2    176.50  30.0  3
 J21  Var_11    C8   C9   C10  C11  -179.65  30.0  1
 J21  Var_12    H7   C22  C21  O9     71.59  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
 J21  chir_01  C1  N   C2  C   negativ
 J21  chir_02  C6  N1  C7  C8  positiv

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
 J21  plan-1  C18  0.020
 J21  plan-1  C17  0.020
 J21  plan-1  C16  0.020
 J21  plan-1  BR   0.020
 J21  plan-1  C15  0.020
 J21  plan-1  C14  0.020
 J21  plan-1  C13  0.020
 J21  plan-1  C12  0.020
 J21  plan-1  H13  0.020
 J21  plan-1  H14  0.020
 J21  plan-1  H15  0.020
 J21  plan-1  O8   0.020
 J21  plan-2  C3   0.020
 J21  plan-2  C4   0.020
 J21  plan-2  O2   0.020
 J21  plan-2  O3   0.020
 J21  plan-3  C6   0.020
 J21  plan-3  C7   0.020
 J21  plan-3  O6   0.020
 J21  plan-3  O5   0.020
 J21  plan-4  C1   0.020
 J21  plan-4  O1   0.020
 J21  plan-4  C    0.020
 J21  plan-4  O    0.020
 J21  plan-5  C1   0.020
 J21  plan-5  C5   0.020
 J21  plan-5  C6   0.020
 J21  plan-5  N1   0.020
 J21  plan-5  O4   0.020
 J21  plan-5  N    0.020
 J21  plan-5  H24  0.020
 J21  plan-5  H25  0.020
 J21  plan-6  O9   0.020
 J21  plan-6  C21  0.020
 J21  plan-6  C22  0.020
 J21  plan-6  N3   0.020
 J21  plan-6  C20  0.020
 J21  plan-6  H28  0.020
 J21  plan-7  C13  0.020
 J21  plan-7  C12  0.020
 J21  plan-7  O7   0.020
 J21  plan-7  N2   0.020
 J21  plan-7  C11  0.020
 J21  plan-7  H30  0.020

