# electronic Ligand Builder and Optimisation Workbench (eLBOW)
#   - a module of PHENIX version dev-svn-
#   - file written: Thu Mar 10 15:32:58 2022
#   Inital geometry file: a 117 line input string
#   Ligand name: N-({(1R)-1-carboxy-2-[(4-fluorobenzyl)sulfanyl]ethyl}carbamoyl)-L-glutamic acid
#   Quantum optimisation: True
#   Method: PBEh-3c
#   Random seed: 3628800
#   SMILES string: OC(=O)CC[C@H](NC(=O)N[C@@H](CSCc1ccc(F)cc1)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
 FBD  FBD  'N-({(1R)-1-carboxy-2-[(4-fluorobenzyl)sulfanyl]ethyl}carbamoyl)-L-glutamic acid'  ligand  43  27  .  2022-03-18  2022-03-18
;
Directly from eLBOW using geometry from QM method PBEh-3c with CPCM solvent model
Validated by Mogul as PERFECT
;

data_comp_FBD
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
 FBD  F21   F  F      0  -0.317  -7.3799  -3.1008   0.2591
 FBD  C20   C  CR6    0   0.512  -6.5677  -2.0372   0.3803
 FBD  C22   C  CR16   0  -0.397  -6.4413  -1.1677  -0.6857
 FBD  C23   C  CR16   0  -0.270  -5.5998  -0.0729  -0.5496
 FBD  C19   C  CR16   0  -0.397  -5.8885  -1.8464   1.5680
 FBD  C18   C  CR16   0  -0.272  -5.0534  -0.7443   1.6834
 FBD  C17   C  CR6    0   0.101  -4.9028   0.1578   0.6337
 FBD  C16   C  CH2    0  -0.620  -3.9758   1.3278   0.7569
 FBD  S15   S  S2     0  -0.014  -2.3245   0.8230   0.1734
 FBD  C14   C  CH2    0  -0.562  -1.4256   2.3814   0.4335
 FBD  C13   C  CH1    0  -0.209  -0.1157   2.3645  -0.3419
 FBD  C24   C  C      0   0.416   0.6403   3.7066  -0.1335
 FBD  O25   O  OC    -1  -0.615   0.0053   4.7267  -0.4674
 FBD  O26   O  O      0  -0.591   1.7869   3.6510   0.3397
 FBD  N12   N  NH1    0  -0.662   0.6495   1.1980   0.0230
 FBD  C11   C  C      0   0.742   1.6815   0.7885  -0.7731
 FBD  O27   O  O      0  -0.560   1.7867   1.1357  -1.9454
 FBD  N10   N  NH1    0  -0.671   2.5835  -0.0328  -0.1712
 FBD  C6    C  CH1    0  -0.173   3.4665  -0.8394  -0.9864
 FBD  C7    C  C      0   0.400   2.7108  -1.8332  -1.9010
 FBD  O8    O  OC    -1  -0.625   3.3698  -2.2829  -2.8621
 FBD  O9    O  O      0  -0.603   1.5437  -2.1308  -1.5900
 FBD  C5    C  CH2    0  -0.449   4.4372  -1.6064  -0.0873
 FBD  C4    C  CH2    0  -0.577   5.3334  -0.7137   0.7572
 FBD  C2    C  C      0   0.411   6.3471  -1.4485   1.6514
 FBD  O3    O  OC    -1  -0.636   7.0660  -0.7217   2.3718
 FBD  O1    O  O      0  -0.609   6.3844  -2.6932   1.5957
 FBD  H22   H  HCR6   0   0.279  -6.9882  -1.3397  -1.6035
 FBD  H23   H  HCR6   0   0.265  -5.4901   0.6142  -1.3796
 FBD  H19   H  HCR6   0   0.279  -6.0091  -2.5416   2.3882
 FBD  H18   H  HCR6   0   0.264  -4.5159  -0.5853   2.6103
 FBD  H16   H  HCH2   0   0.278  -4.3264   2.1685   0.1559
 FBD  H16A  H  HCH2   0   0.278  -3.9060   1.6608   1.7935
 FBD  H14   H  HCH2   0   0.273  -2.0387   3.2087   0.0788
 FBD  H14A  H  HCH2   0   0.259  -1.2502   2.5270   1.5032
 FBD  H13   H  HCH1   0   0.249  -0.3606   2.2821  -1.4033
 FBD  HN12  H  HNH1   0   0.370   0.7875   1.0807   1.0160
 FBD  HN10  H  HNH1   0   0.369   2.2905  -0.4627   0.6936
 FBD  H6    H  HCH1   0   0.214   4.0549  -0.1699  -1.6211
 FBD  H5    H  HCH2   0   0.207   3.8707  -2.2869   0.5579
 FBD  H5A   H  HCH2   0   0.223   5.0525  -2.2378  -0.7293
 FBD  H4    H  HCH2   0   0.217   5.8895  -0.0339   0.1000
 FBD  H4A   H  HCH2   0   0.222   4.7286  -0.0587   1.3926

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
 FBD  C20  F21   single    1.344  0.020  1.344
 FBD  C19  C20   aromatic  1.381  0.020  1.381
 FBD  C20  C22   aromatic  1.381  0.020  1.381
 FBD  C23  C22   aromatic  1.387  0.020  1.387
 FBD  C22  H22   single    0.930  0.020  1.080
 FBD  C17  C23   aromatic  1.393  0.020  1.393
 FBD  C23  H23   single    0.930  0.020  1.080
 FBD  C18  C19   aromatic  1.388  0.020  1.388
 FBD  C19  H19   single    0.930  0.020  1.080
 FBD  C18  C17   aromatic  1.392  0.020  1.392
 FBD  C18  H18   single    0.930  0.020  1.080
 FBD  C16  C17   single    1.498  0.020  1.498
 FBD  C16  S15   single    1.823  0.020  1.823
 FBD  C16  H16   single    0.970  0.020  1.090
 FBD  C16  H16A  single    0.970  0.020  1.090
 FBD  S15  C14   single    1.818  0.020  1.818
 FBD  C14  C13   single    1.522  0.020  1.522
 FBD  C14  H14   single    0.970  0.020  1.090
 FBD  C14  H14A  single    0.970  0.020  1.090
 FBD  N12  C13   single    1.442  0.020  1.442
 FBD  C13  C24   single    1.554  0.020  1.554
 FBD  C13  H13   single    0.970  0.020  1.090
 FBD  C24  O26   deloc     1.242  0.020  1.242
 FBD  C24  O25   deloc     1.247  0.020  1.247
 FBD  C11  N12   single    1.366  0.020  1.366
 FBD  N12  HN12  single    0.890  0.020  1.040
 FBD  O27  C11   double    1.227  0.020  1.227
 FBD  N10  C11   single    1.360  0.020  1.360
 FBD  C6   N10   single    1.447  0.020  1.447
 FBD  N10  HN10  single    0.890  0.020  1.040
 FBD  C7   C6    single    1.548  0.020  1.548
 FBD  C5   C6    single    1.529  0.020  1.529
 FBD  C6   H6    single    0.970  0.020  1.090
 FBD  O9   C7    deloc     1.244  0.020  1.244
 FBD  C7   O8    deloc     1.249  0.020  1.249
 FBD  C4   C5    single    1.521  0.020  1.521
 FBD  C5   H5    single    0.970  0.020  1.090
 FBD  C5   H5A   single    0.970  0.020  1.090
 FBD  C2   C4    single    1.539  0.020  1.539
 FBD  C4   H4    single    0.970  0.020  1.090
 FBD  C4   H4A   single    0.970  0.020  1.090
 FBD  O1   C2    deloc     1.247  0.020  1.247
 FBD  C2   O3    deloc     1.251  0.020  1.251

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
 FBD  C19   C20  C22  122.10  3.000
 FBD  C22   C20  F21  118.94  3.000
 FBD  C19   C20  F21  118.95  3.000
 FBD  H22   C22  C23  121.00  3.000
 FBD  H22   C22  C20  120.54  3.000
 FBD  C23   C22  C20  118.46  3.000
 FBD  H23   C23  C17  119.70  3.000
 FBD  H23   C23  C22  119.13  3.000
 FBD  C17   C23  C22  121.17  3.000
 FBD  H19   C19  C18  120.95  3.000
 FBD  H19   C19  C20  120.55  3.000
 FBD  C18   C19  C20  118.50  3.000
 FBD  H18   C18  C17  119.76  3.000
 FBD  H18   C18  C19  119.11  3.000
 FBD  C17   C18  C19  121.13  3.000
 FBD  C16   C17  C18  120.73  3.000
 FBD  C16   C17  C23  120.60  3.000
 FBD  C18   C17  C23  118.63  3.000
 FBD  H16A  C16  H16  107.98  3.000
 FBD  H16A  C16  S15  109.31  3.000
 FBD  H16   C16  S15  109.16  3.000
 FBD  H16A  C16  C17  110.87  3.000
 FBD  H16   C16  C17  110.95  3.000
 FBD  S15   C16  C17  108.55  3.000
 FBD  C14   S15  C16   99.49  3.000
 FBD  H14A  C14  H14  107.92  3.000
 FBD  H14A  C14  C13  111.21  3.000
 FBD  H14   C14  C13  109.08  3.000
 FBD  H14A  C14  S15  109.47  3.000
 FBD  H14   C14  S15  109.04  3.000
 FBD  C13   C14  S15  110.07  3.000
 FBD  H13   C13  N12  107.69  3.000
 FBD  H13   C13  C24  107.72  3.000
 FBD  N12   C13  C24  113.98  3.000
 FBD  H13   C13  C14  107.63  3.000
 FBD  C24   C13  C14  109.92  3.000
 FBD  N12   C13  C14  109.67  3.000
 FBD  O26   C24  O25  127.51  3.000
 FBD  O25   C24  C13  115.00  3.000
 FBD  O26   C24  C13  117.49  3.000
 FBD  HN12  N12  C11  115.79  3.000
 FBD  HN12  N12  C13  114.56  3.000
 FBD  C11   N12  C13  119.73  3.000
 FBD  N10   C11  O27  122.46  3.000
 FBD  N10   C11  N12  115.09  3.000
 FBD  O27   C11  N12  122.45  3.000
 FBD  HN10  N10  C6   114.98  3.000
 FBD  HN10  N10  C11  116.35  3.000
 FBD  C6    N10  C11  119.46  3.000
 FBD  H6    C6   C5   107.85  3.000
 FBD  H6    C6   C7   108.22  3.000
 FBD  C5    C6   C7   109.59  3.000
 FBD  H6    C6   N10  108.28  3.000
 FBD  C5    C6   N10  109.61  3.000
 FBD  C7    C6   N10  113.13  3.000
 FBD  O9    C7   O8   126.96  3.000
 FBD  O8    C7   C6   115.36  3.000
 FBD  O9    C7   C6   117.64  3.000
 FBD  H5A   C5   H5   106.19  3.000
 FBD  H5A   C5   C4   109.53  3.000
 FBD  H5    C5   C4   110.02  3.000
 FBD  H5A   C5   C6   107.60  3.000
 FBD  H5    C5   C6   109.24  3.000
 FBD  C4    C5   C6   113.96  3.000
 FBD  H4A   C4   H4   104.89  3.000
 FBD  H4A   C4   C2   108.20  3.000
 FBD  H4    C4   C2   108.07  3.000
 FBD  H4A   C4   C5   110.36  3.000
 FBD  H4    C4   C5   109.26  3.000
 FBD  C2    C4   C5   115.51  3.000
 FBD  O1    C2   O3   126.08  3.000
 FBD  O3    C2   C4   115.85  3.000
 FBD  O1    C2   C4   118.08  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
 FBD  CONST_01  C17  C18  C19  C20     0.00   0.0  0
 FBD  CONST_02  C17  C23  C22  C20     0.00   0.0  0
 FBD  CONST_03  C18  C19  C20  C22     0.00   0.0  0
 FBD  CONST_04  C18  C17  C23  C22     0.00   0.0  0
 FBD  CONST_05  C19  C20  C22  C23     0.00   0.0  0
 FBD  CONST_06  C19  C18  C17  C23     0.00   0.0  0
 FBD  CONST_07  C18  C19  C20  F21   180.00   0.0  0
 FBD  CONST_08  C23  C22  C20  F21   180.00   0.0  0
 FBD  CONST_09  C16  C17  C23  C22   180.00   0.0  0
 FBD  CONST_10  C16  C17  C18  C19   180.00   0.0  0
 FBD  CONST_11  H18  C18  C19  C20   180.00   0.0  0
 FBD  CONST_12  H23  C23  C22  C20   180.00   0.0  0
 FBD  CONST_13  H19  C19  C20  C22   180.00   0.0  0
 FBD  CONST_14  H22  C22  C20  C19   180.00   0.0  0
 FBD  Var_01    S15  C16  C17  C23   -88.15  30.0  3
 FBD  Var_02    C13  C14  S15  C16  -163.69  30.0  3
 FBD  Var_03    C2   C4   C5   C6   -178.63  30.0  2
 FBD  Var_04    O1   C2   C4   C5      1.77  30.0  2

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
 FBD  chir_01  C13  C14  N12  C24  positiv
 FBD  chir_02  C6   N10  C7   C5   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
 FBD  plan-1  F21   0.020
 FBD  plan-1  C20   0.020
 FBD  plan-1  C22   0.020
 FBD  plan-1  C23   0.020
 FBD  plan-1  C19   0.020
 FBD  plan-1  C18   0.020
 FBD  plan-1  C17   0.020
 FBD  plan-1  C16   0.020
 FBD  plan-1  H22   0.020
 FBD  plan-1  H23   0.020
 FBD  plan-1  H19   0.020
 FBD  plan-1  H18   0.020
 FBD  plan-2  C13   0.020
 FBD  plan-2  N12   0.020
 FBD  plan-2  C11   0.020
 FBD  plan-2  O27   0.020
 FBD  plan-2  N10   0.020
 FBD  plan-2  C6    0.020
 FBD  plan-2  HN12  0.020
 FBD  plan-2  HN10  0.020
 FBD  plan-3  C13   0.020
 FBD  plan-3  C24   0.020
 FBD  plan-3  O25   0.020
 FBD  plan-3  O26   0.020
 FBD  plan-4  C6    0.020
 FBD  plan-4  C7    0.020
 FBD  plan-4  O8    0.020
 FBD  plan-4  O9    0.020
 FBD  plan-5  C4    0.020
 FBD  plan-5  C2    0.020
 FBD  plan-5  O3    0.020
 FBD  plan-5  O1    0.020

