# electronic Ligand Builder and Optimisation Workbench (eLBOW)
#   - a module of PHENIX version dev-svn-
#   - file written: Fri May 15 01:12:36 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  69  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  -0.180   8.0145   0.1990  -0.1726
 J21  C2   C   CH2   0  -0.469   8.6534  -0.4313  -1.4145
 J21  C3   C   CH2   0  -0.577   8.6121  -1.9499  -1.3521
 J21  C4   C   C     0   0.554   9.2566  -2.6016  -2.5437
 J21  C5   C   C     0   0.768   5.9074   0.1349   1.0244
 J21  C6   C   CH1   0  -0.174   3.7355  -0.0034   2.0900
 J21  O1   O   O     0  -0.434   7.2964   2.4771  -0.5389
 J21  O2   O   O     0  -0.443   9.7777  -2.0159  -3.4596
 J21  O9   O   O     0  -0.504  -7.5533   0.7368   1.8525
 J21  C21  C   C     0   0.509  -6.5897   1.4594   1.6324
 J21  C22  C   CH3   0  -0.776  -6.7379   2.8201   1.0001
 J21  N3   N   NH1   0  -0.636  -5.3263   1.0938   1.9080
 J21  C20  C   CH2   0  -0.315  -4.9583  -0.2454   2.2972
 J21  C19  C   CH2   0  -0.215  -4.9900  -1.2238   1.1332
 J21  C18  C   CR6   0   0.398  -4.6829   0.0876  -0.8457
 J21  C17  C   CR16  0  -0.311  -5.8981  -0.1480  -1.4835
 J21  C16  C   CR6   0  -0.106  -6.3281   0.7361  -2.4610
 J21  BR   BR  BR    0  -0.036  -7.9847   0.4182  -3.3085
 J21  C15  C   CR16  0  -0.246  -5.5740   1.8348  -2.8402
 J21  C14  C   CR16  0  -0.241  -4.3579   2.0445  -2.2070
 J21  C13  C   CR6   0  -0.182  -3.9134   1.1953  -1.2041
 J21  C12  C   C     0   0.531  -2.6610   1.5206  -0.4486
 J21  O7   O   O     0  -0.485  -2.7021   1.9327   0.7059
 J21  N2   N   NH1   0  -0.605  -1.5315   1.3766  -1.1442
 J21  C11  C   CH2   0  -0.285  -0.2173   1.6599  -0.6050
 J21  C10  C   CH2   0  -0.431   0.3262   0.5446   0.2806
 J21  C8   C   CH2   0  -0.468   2.2713  -0.2280   1.6951
 J21  C7   C   C     0   0.540   4.1352  -1.0019   3.1664
 J21  O6   O   OH1   0  -0.592   3.6970  -0.6277   4.3605
 J21  O5   O   O     0  -0.437   4.7394  -2.0223   2.9609
 J21  N1   N   NH1   0  -0.683   4.5763  -0.1269   0.9331
 J21  O4   O   O     0  -0.535   6.4165   0.6131   2.0304
 J21  N    N   NH1   0  -0.685   6.6327  -0.1762  -0.0857
 J21  C    C   C     0   0.544   8.1715   1.7129  -0.2267
 J21  O    O   OH1   0  -0.591   9.4064   2.0822   0.0807
 J21  O3   O   OH1   0  -0.595   9.1868  -3.9266  -2.4738
 J21  H1   H   HCH1  0   0.288   8.5455  -0.1659   0.7110
 J21  H2   H   HCH2  0   0.258   8.1403  -0.0709  -2.3102
 J21  H3   H   HCH2  0   0.273   9.6875  -0.0943  -1.4868
 J21  H4   H   HCH2  0   0.288   9.1174  -2.3086  -0.4500
 J21  H5   H   HCH2  0   0.287   7.5854  -2.3176  -1.2774
 J21  H6   H   HCH1  0   0.281   3.8298   1.0034   2.5060
 J21  H7   H   HCH3  0   0.263  -7.5751   3.3535   1.4471
 J21  H8   H   HCH3  0   0.247  -5.8437   3.4356   1.0796
 J21  H9   H   HCH3  0   0.263  -6.9603   2.6889  -0.0608
 J21  H10  H   HCH2  0   0.259  -3.9527  -0.2003   2.7146
 J21  H11  H   HCH2  0   0.257  -4.5836  -2.1852   1.4464
 J21  H12  H   HCH2  0   0.238  -6.0148  -1.3931   0.7989
 J21  H13  H   HCR6  0   0.298  -6.4889  -1.0193  -1.2346
 J21  H14  H   HCR6  0   0.283  -5.9134   2.5185  -3.6055
 J21  H15  H   HCR6  0   0.278  -3.7618   2.9035  -2.4885
 J21  H16  H   HCH2  0   0.253   0.4471   1.8218  -1.4541
 J21  H17  H   HCH2  0   0.231  -0.3309   0.4180   1.1444
 J21  H18  H   HCH2  0   0.227   0.3098  -0.3985  -0.2732
 J21  H19  H   HCH2  0   0.230   2.4005   0.9216  -0.1297
 J21  H20  H   HCH2  0   0.229   1.7791   1.8124   1.2454
 J21  H21  H   HCH2  0   0.243   2.1702  -1.2213   1.2443
 J21  H22  H   HCH2  0   0.261   1.6578  -0.2355   2.5981
 J21  H23  H   HOH1  0   0.483   3.9153  -1.2987   5.0248
 J21  H24  H   HNH1  0   0.398   4.2529  -0.7309   0.1929
 J21  H25  H   HNH1  0   0.398   6.1402  -0.3169  -0.9547
 J21  H26  H   HOH1  0   0.485   9.5029   3.0427  -0.0050
 J21  H27  H   HOH1  0   0.480   9.6057  -4.3220  -3.2527
 J21  H28  H   HNH1  0   0.413  -4.5651   1.6903   1.6103
 J21  H29  H   HCH2  0   0.255  -5.6179  -0.6153   3.0840
 J21  H30  H   HNH1  0   0.411  -1.5869   0.9728  -2.0654
 J21  H31  H   HCH2  0   0.244  -0.2562   2.5973  -0.0473
 J21  C9   C   CH2   0  -0.424   1.7469   0.8404   0.7429
 J21  O8   O   O2    0  -0.484  -4.1643  -0.7608   0.0670

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   double    1.204  0.020  1.204
 J21  O6   C7   single    1.326  0.020  1.326
 J21  C7   C6   single    1.522  0.020  1.522
 J21  O7   C12  double    1.226  0.020  1.226
 J21  C6   N1   single    1.436  0.020  1.436
 J21  C6   C8   single    1.533  0.020  1.533
 J21  N1   C5   single    1.360  0.020  1.360
 J21  C11  N2   single    1.448  0.020  1.448
 J21  C11  C10  single    1.524  0.020  1.524
 J21  C12  N2   single    1.334  0.020  1.334
 J21  C12  C13  single    1.498  0.020  1.498
 J21  C9   C8   single    1.524  0.020  1.524
 J21  C9   C10  single    1.523  0.020  1.523
 J21  C14  C13  aromatic  1.387  0.020  1.387
 J21  C14  C15  aromatic  1.387  0.020  1.387
 J21  C5   N    single    1.362  0.020  1.362
 J21  C5   O4   double    1.225  0.020  1.225
 J21  N    C1   single    1.434  0.020  1.434
 J21  C13  C18  aromatic  1.396  0.020  1.396
 J21  C15  C16  aromatic  1.386  0.020  1.386
 J21  C1   C2   single    1.532  0.020  1.532
 J21  C1   C    single    1.523  0.020  1.523
 J21  C18  O8   single    1.350  0.020  1.350
 J21  C18  C17  aromatic  1.392  0.020  1.392
 J21  C16  C17  aromatic  1.386  0.020  1.386
 J21  C16  BR   single    1.888  0.020  1.888
 J21  C2   C3   single    1.520  0.020  1.520
 J21  C3   C4   single    1.503  0.020  1.503
 J21  O8   C19  single    1.426  0.020  1.426
 J21  O2   C4   double    1.206  0.020  1.206
 J21  C    O1   double    1.203  0.020  1.203
 J21  C    O    single    1.325  0.020  1.325
 J21  C4   O3   single    1.329  0.020  1.329
 J21  C22  C21  single    1.508  0.020  1.508
 J21  N3   C21  single    1.344  0.020  1.344
 J21  N3   C20  single    1.442  0.020  1.442
 J21  C19  C20  single    1.521  0.020  1.521
 J21  C21  O9   double    1.224  0.020  1.224
 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  O6   H23  single    0.850  0.020  0.980
 J21  N1   H24  single    0.890  0.020  1.040
 J21  N    H25  single    0.890  0.020  1.040
 J21  O    H26  single    0.850  0.020  0.980
 J21  O3   H27  single    0.850  0.020  0.980
 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    108.08  3.000
 J21  H1   C1   N    109.36  3.000
 J21  C    C1   N    111.19  3.000
 J21  H1   C1   C2   108.37  3.000
 J21  C    C1   C2   109.71  3.000
 J21  N    C1   C2   110.07  3.000
 J21  H3   C2   H2   106.79  3.000
 J21  H3   C2   C3   109.71  3.000
 J21  H2   C2   C3   110.49  3.000
 J21  H3   C2   C1   108.80  3.000
 J21  H2   C2   C1   109.44  3.000
 J21  C3   C2   C1   111.49  3.000
 J21  H5   C3   H4   105.49  3.000
 J21  H5   C3   C4   108.12  3.000
 J21  H4   C3   C4   108.26  3.000
 J21  H5   C3   C2   111.36  3.000
 J21  H4   C3   C2   110.40  3.000
 J21  C4   C3   C2   112.88  3.000
 J21  O3   C4   O2   123.17  3.000
 J21  O3   C4   C3   111.60  3.000
 J21  O2   C4   C3   125.23  3.000
 J21  N    C5   O4   122.50  3.000
 J21  O4   C5   N1   122.50  3.000
 J21  N    C5   N1   115.00  3.000
 J21  H6   C6   N1   109.59  3.000
 J21  H6   C6   C7   108.21  3.000
 J21  N1   C6   C7   111.08  3.000
 J21  H6   C6   C8   108.38  3.000
 J21  N1   C6   C8   109.83  3.000
 J21  C7   C6   C8   109.69  3.000
 J21  N3   C21  C22  115.09  3.000
 J21  N3   C21  O9   122.85  3.000
 J21  C22  C21  O9   122.05  3.000
 J21  H9   C22  H8   107.83  3.000
 J21  H9   C22  H7   107.53  3.000
 J21  H8   C22  H7   108.95  3.000
 J21  H9   C22  C21  108.61  3.000
 J21  H8   C22  C21  113.51  3.000
 J21  H7   C22  C21  110.22  3.000
 J21  H28  N3   C20  115.77  3.000
 J21  H28  N3   C21  119.11  3.000
 J21  C20  N3   C21  123.22  3.000
 J21  H29  C20  H10  107.19  3.000
 J21  H29  C20  C19  108.74  3.000
 J21  H10  C20  C19  109.82  3.000
 J21  H29  C20  N3   110.79  3.000
 J21  H10  C20  N3   107.48  3.000
 J21  C19  C20  N3   112.67  3.000
 J21  H12  C19  H11  107.55  3.000
 J21  H12  C19  O8   111.42  3.000
 J21  H11  C19  O8   106.58  3.000
 J21  H12  C19  C20  110.72  3.000
 J21  H11  C19  C20  109.86  3.000
 J21  O8   C19  C20  110.57  3.000
 J21  C13  C18  C17  119.86  3.000
 J21  C17  C18  O8   122.60  3.000
 J21  C13  C18  O8   117.43  3.000
 J21  H13  C17  C16  120.43  3.000
 J21  H13  C17  C18  120.50  3.000
 J21  C16  C17  C18  119.06  3.000
 J21  C15  C16  BR   119.23  3.000
 J21  BR   C16  C17  118.77  3.000
 J21  C15  C16  C17  121.99  3.000
 J21  H14  C15  C14  120.19  3.000
 J21  H14  C15  C16  121.63  3.000
 J21  C14  C15  C16  118.17  3.000
 J21  H15  C14  C13  119.81  3.000
 J21  H15  C14  C15  118.94  3.000
 J21  C13  C14  C15  121.23  3.000
 J21  C12  C13  C14  119.96  3.000
 J21  C14  C13  C18  119.66  3.000
 J21  C12  C13  C18  120.25  3.000
 J21  N2   C12  O7   123.73  3.000
 J21  N2   C12  C13  114.91  3.000
 J21  O7   C12  C13  121.30  3.000
 J21  H30  N2   C11  117.95  3.000
 J21  H30  N2   C12  118.26  3.000
 J21  C11  N2   C12  123.56  3.000
 J21  H31  C11  H16  106.98  3.000
 J21  H31  C11  C10  110.13  3.000
 J21  H16  C11  C10  110.11  3.000
 J21  H31  C11  N2   109.02  3.000
 J21  H16  C11  N2   106.98  3.000
 J21  C10  C11  N2   113.37  3.000
 J21  H18  C10  H17  106.94  3.000
 J21  H18  C10  C9   109.58  3.000
 J21  H17  C10  C9   110.09  3.000
 J21  H18  C10  C11  109.35  3.000
 J21  H17  C10  C11  109.25  3.000
 J21  C9   C10  C11  111.52  3.000
 J21  H22  C8   H21  106.40  3.000
 J21  H22  C8   C9   109.16  3.000
 J21  H21  C8   C9   110.29  3.000
 J21  H22  C8   C6   108.95  3.000
 J21  H21  C8   C6   109.09  3.000
 J21  C9   C8   C6   112.76  3.000
 J21  O5   C7   O6   123.98  3.000
 J21  O6   C7   C6   111.41  3.000
 J21  O5   C7   C6   124.58  3.000
 J21  H23  O6   C7   110.34  3.000
 J21  H24  N1   C6   117.08  3.000
 J21  H24  N1   C5   118.58  3.000
 J21  C6   N1   C5   120.18  3.000
 J21  H25  N    C5   118.29  3.000
 J21  H25  N    C1   117.04  3.000
 J21  C5   N    C1   120.17  3.000
 J21  O    C    O1   124.13  3.000
 J21  O    C    C1   111.40  3.000
 J21  O1   C    C1   124.45  3.000
 J21  H26  O    C    110.40  3.000
 J21  H27  O3   C4   110.00  3.000
 J21  H20  C9   H19  106.43  3.000
 J21  H20  C9   C8   108.99  3.000
 J21  H19  C9   C8   110.19  3.000
 J21  H20  C9   C10  109.83  3.000
 J21  H19  C9   C10  109.26  3.000
 J21  C8   C9   C10  111.99  3.000
 J21  C18  O8   C19  119.16  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
 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_18  O4   C5   N    C1      0.00   0.0  0
 J21  CONST_19  O4   C5   N1   C6      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_23  N1   C5   N    C1    180.00   0.0  0
 J21  CONST_24  N    C5   N1   C6    180.00   0.0  0
 J21  CONST_25  H28  N3   C21  O9    180.00   0.0  0
 J21  CONST_28  H26  O    C    C1    180.00   0.0  0
 J21  CONST_29  H27  O3   C4   C3    180.00   0.0  0
 J21  CONST_30  H23  O6   C7   C6    180.00   0.0  0
 J21  Var_01    C13  C18  O8   C19   134.64  30.0  2
 J21  Var_02    O7   C12  C13  C18   -69.77  30.0  2
 J21  Var_03    H11  C19  O8   C18   154.14  30.0  3
 J21  Var_04    C4   C3   C2   C1   -178.83  30.0  3
 J21  Var_05    O2   C4   C3   C2      1.04  30.0  3
 J21  Var_06    C10  C9   C8   C6    175.75  30.0  1
 J21  Var_07    C19  C20  N3   C21    74.00  30.0  3
 J21  Var_08    O8   C19  C20  N3     55.37  30.0  1
 J21  Var_09    C10  C11  N2   C12    79.35  30.0  2
 J21  Var_10    C9   C10  C11  N2    175.91  30.0  3
 J21  Var_11    C8   C9   C10  C11   176.65  30.0  1
 J21  Var_12    H7   C22  C21  O9     43.88  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-2  H27  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-3  H23  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-4  H26  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

