# electronic Ligand Builder and Optimisation Workbench (eLBOW)
#   - a module of PHENIX version dev-svn-
#   - file written: Sun May  3 06:01:14 2020
#   Inital geometry file: a 132 line input string
#   Ligand name: S-[2-({N-[(2R)-2-hydroxy-4-{[(R)-hydroxy(oxo)-lambda~5~-phosphanyl]oxy}-3,3-dimethylbutanoyl]-beta-alanyl}amino)ethyl] 1H-pyrrole-2-carbothioate
#   Quantum optimisation: True
#   Method: PBEh-3c
#   Random seed: 3628800
#   SMILES string: CC(C)(CO[PH](O)=O)[C@@H](O)C(=O)NCCC(=O)NCCSC(=O)c1[nH]ccc1
#
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
 FK4  FK4  'S-[2-({N-[(2R)-2-hydroxy-4-{[(R)-hydroxy(oxo)-lambda~5~-phosphanyl]oxy}-3,3-dimethylbutanoyl]-beta-alanyl}amino)ethyl] 1H-pyrrole-2-carbothioate'  ligand  54  28  .  2021-08-09  2021-08-09  
;
Directly from eLBOW using geometry from QM method PBEh-3c with CPCM solvent model
Validated by Mogul as OK
;

data_comp_FK4
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
 FK4  O01  O  OH1   0  -0.734  -7.5544  -3.3154  -0.1008
 FK4  P02  P  P     0   1.133  -7.0632  -2.1630   0.8947
 FK4  O03  O  O2    0  -0.585  -6.6048  -1.1169  -0.2243
 FK4  C04  C  CH2   0  -0.147  -5.9008   0.0643   0.1760
 FK4  C05  C  CT    0  -0.163  -5.3647   0.7613  -1.0747
 FK4  C06  C  CH3   0  -0.667  -4.3640  -0.1382  -1.8019
 FK4  C07  C  CH3   0  -0.646  -6.5196   1.0917  -2.0266
 FK4  C08  C  CH1   0  -0.034  -4.6892   2.1045  -0.6762
 FK4  O09  O  OH1   0  -0.660  -5.5902   3.0077  -0.0967
 FK4  C10  C  C     0   0.516  -3.5046   1.9238   0.2751
 FK4  N11  N  NH1   0  -0.635  -2.3058   1.7618  -0.2879
 FK4  C12  C  CH2   0  -0.244  -1.0849   1.5458   0.4620
 FK4  C13  C  CH2   0  -0.624  -0.1231   0.6989  -0.3547
 FK4  C14  C  C     0   0.570   1.1933   0.4778   0.3601
 FK4  N15  N  NH1   0  -0.634   1.8686  -0.6155  -0.0364
 FK4  C16  C  CH2   0  -0.292   3.1852  -0.9519   0.4462
 FK4  C17  C  CH2   0  -0.552   4.2665  -0.1820  -0.3087
 FK4  S18  S  S2    0  -0.027   5.8830  -0.7018   0.3282
 FK4  C19  C  C     0   0.182   6.9715   0.3463  -0.6083
 FK4  C20  C  CR5   0   0.277   8.3813   0.1611  -0.3261
 FK4  C21  C  CR15  0  -0.328   9.4452   0.8612  -0.8703
 FK4  C22  C  CR15  0  -0.338  10.6202   0.3524  -0.2971
 FK4  C23  C  CR15  0  -0.038  10.2425  -0.6457   0.5803
 FK4  N24  N  NR15  0  -0.636   8.9006  -0.7496   0.5559
 FK4  O25  O  O     0  -0.402   6.5586   1.1512  -1.4133
 FK4  O26  O  O     0  -0.493   1.6116   1.2423   1.2167
 FK4  O27  O  O     0  -0.498  -3.6931   1.9353   1.4869
 FK4  O28  O  O     0  -0.710  -8.0415  -1.6840   1.8980
 FK4  H1   H  HOH1  0   0.500  -8.1070  -3.9834   0.3250
 FK4  H2   H  HCH2  0   0.242  -6.5846   0.7226   0.7184
 FK4  H3   H  HCH2  0   0.244  -5.0833  -0.2089   0.8512
 FK4  H4   H  HCH3  0   0.248  -4.8600  -1.0333  -2.1754
 FK4  H5   H  HCH3  0   0.235  -3.9373   0.3772  -2.6651
 FK4  H6   H  HCH3  0   0.234  -3.5402  -0.4606  -1.1636
 FK4  H7   H  HCH3  0   0.237  -7.2953   1.6801  -1.5372
 FK4  H8   H  HCH3  0   0.231  -6.1568   1.6643  -2.8832
 FK4  H9   H  HCH3  0   0.239  -6.9777   0.1835  -2.4171
 FK4  H10  H  HCH1  0   0.256  -4.3355   2.5574  -1.6098
 FK4  H11  H  HOH1  0   0.446  -5.5542   2.8875   0.8610
 FK4  H12  H  HNH1  0   0.405  -2.2271   1.8608  -1.2883
 FK4  H13  H  HCH2  0   0.251  -0.6259   2.5014   0.7218
 FK4  H14  H  HCH2  0   0.256  -1.3359   1.0408   1.3937
 FK4  H15  H  HCH2  0   0.273  -0.5851  -0.2582  -0.6080
 FK4  H16  H  HCH2  0   0.287   0.1007   1.1953  -1.3054
 FK4  H17  H  HNH1  0   0.408   1.4792  -1.1864  -0.7690
 FK4  H18  H  HCH2  0   0.261   3.2463  -0.7441   1.5145
 FK4  H19  H  HCH2  0   0.271   3.3213  -2.0248   0.3147
 FK4  H20  H  HCH2  0   0.288   4.2130  -0.3951  -1.3755
 FK4  H21  H  HCH2  0   0.290   4.1519   0.8897  -0.1541
 FK4  H22  H  HCR5  0   0.266   9.3679   1.6532  -1.5976
 FK4  H23  H  HCR5  0   0.259  11.6309   0.6713  -0.4935
 FK4  H24  H  HCR5  0   0.288  10.8369  -1.2829   1.2139
 FK4  H25  H  HNR5  0   0.422   8.3808  -1.4194   1.1017
 FK4  H27  H  H     0   0.071  -5.8640  -2.6180   1.4634

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
 FK4  C22  C23  aromatic  1.382  0.020  1.382
 FK4  C22  C21  aromatic  1.403  0.020  1.403
 FK4  C23  N24  aromatic  1.346  0.020  1.346
 FK4  C21  C20  aromatic  1.385  0.020  1.385
 FK4  N24  C20  aromatic  1.370  0.020  1.370
 FK4  C20  C19  single    1.450  0.020  1.450
 FK4  S18  C19  single    1.778  0.020  1.778
 FK4  S18  C17  single    1.814  0.020  1.814
 FK4  C19  O25  double    1.211  0.020  1.211
 FK4  C17  C16  single    1.527  0.020  1.527
 FK4  C16  N15  single    1.442  0.020  1.442
 FK4  N15  C14  single    1.345  0.020  1.345
 FK4  C14  O26  double    1.222  0.020  1.222
 FK4  C14  C13  single    1.514  0.020  1.514
 FK4  C13  C12  single    1.520  0.020  1.520
 FK4  C12  N11  single    1.449  0.020  1.449
 FK4  N11  C10  single    1.334  0.020  1.334
 FK4  O27  C10  double    1.226  0.020  1.226
 FK4  C10  C08  single    1.530  0.020  1.530
 FK4  O09  C08  single    1.401  0.020  1.401
 FK4  C08  C05  single    1.555  0.020  1.555
 FK4  O28  P02  double    1.481  0.020  1.481
 FK4  O03  C04  single    1.432  0.020  1.432
 FK4  O03  P02  single    1.599  0.020  1.599
 FK4  C05  C04  single    1.529  0.020  1.529
 FK4  C05  C07  single    1.533  0.020  1.533
 FK4  C05  C06  single    1.530  0.020  1.530
 FK4  P02  O01  single    1.600  0.020  1.600
 FK4  O01  H1   single    0.832  0.020  0.971
 FK4  C04  H2   single    0.939  0.020  1.096
 FK4  C04  H3   single    0.939  0.020  1.096
 FK4  C06  H4   single    0.939  0.020  1.096
 FK4  C06  H5   single    0.939  0.020  1.096
 FK4  C06  H6   single    0.939  0.020  1.096
 FK4  C07  H7   single    0.939  0.020  1.096
 FK4  C07  H8   single    0.939  0.020  1.096
 FK4  C07  H9   single    0.939  0.020  1.096
 FK4  C08  H10  single    0.939  0.020  1.096
 FK4  O09  H11  single    0.832  0.020  0.971
 FK4  N11  H12  single    0.868  0.020  1.013
 FK4  C12  H13  single    0.939  0.020  1.096
 FK4  C12  H14  single    0.939  0.020  1.096
 FK4  C13  H15  single    0.939  0.020  1.096
 FK4  C13  H16  single    0.939  0.020  1.096
 FK4  N15  H17  single    0.868  0.020  1.013
 FK4  C16  H18  single    0.939  0.020  1.096
 FK4  C16  H19  single    0.939  0.020  1.096
 FK4  C17  H20  single    0.939  0.020  1.096
 FK4  C17  H21  single    0.939  0.020  1.096
 FK4  C21  H22  single    0.929  0.020  1.085
 FK4  C22  H23  single    0.929  0.020  1.085
 FK4  C23  H24  single    0.929  0.020  1.085
 FK4  N24  H25  single    0.868  0.020  1.014
 FK4  P02  H27  single    1.209  0.020  1.412

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
 FK4  H1   O01  P02  113.54  3.000
 FK4  H27  P02  O28  113.26  3.000
 FK4  H27  P02  O03  104.52  3.000
 FK4  O28  P02  O03  116.87  3.000
 FK4  H27  P02  O01  106.32  3.000
 FK4  O03  P02  O01   97.11  3.000
 FK4  O28  P02  O01  116.85  3.000
 FK4  C04  O03  P02  119.00  3.000
 FK4  H3   C04  H2   108.14  3.000
 FK4  H3   C04  C05  110.88  3.000
 FK4  H2   C04  C05  110.53  3.000
 FK4  H3   C04  O03  109.48  3.000
 FK4  H2   C04  O03  109.14  3.000
 FK4  C05  C04  O03  108.64  3.000
 FK4  C08  C05  C07  107.47  3.000
 FK4  C07  C05  C06  108.94  3.000
 FK4  C08  C05  C06  110.21  3.000
 FK4  C06  C05  C04  110.51  3.000
 FK4  C07  C05  C04  110.01  3.000
 FK4  C08  C05  C04  109.65  3.000
 FK4  H6   C06  H5   107.87  3.000
 FK4  H6   C06  H4   107.56  3.000
 FK4  H5   C06  H4   107.14  3.000
 FK4  H6   C06  C05  112.93  3.000
 FK4  H5   C06  C05  110.72  3.000
 FK4  H4   C06  C05  110.38  3.000
 FK4  H9   C07  H8   107.19  3.000
 FK4  H9   C07  H7   108.16  3.000
 FK4  H8   C07  H7   107.79  3.000
 FK4  H9   C07  C05  111.08  3.000
 FK4  H8   C07  C05  110.48  3.000
 FK4  H7   C07  C05  111.96  3.000
 FK4  H10  C08  C10  109.18  3.000
 FK4  H10  C08  O09  107.06  3.000
 FK4  C10  C08  O09  108.47  3.000
 FK4  H10  C08  C05  106.19  3.000
 FK4  O09  C08  C05  112.54  3.000
 FK4  C10  C08  C05  113.18  3.000
 FK4  H11  O09  C08  107.81  3.000
 FK4  O27  C10  N11  123.79  3.000
 FK4  O27  C10  C08  119.62  3.000
 FK4  N11  C10  C08  116.59  3.000
 FK4  H12  N11  C12  117.54  3.000
 FK4  H12  N11  C10  118.48  3.000
 FK4  C12  N11  C10  123.83  3.000
 FK4  H14  C12  H13  107.42  3.000
 FK4  H14  C12  C13  110.32  3.000
 FK4  H13  C12  C13  110.47  3.000
 FK4  H14  C12  N11  108.53  3.000
 FK4  H13  C12  N11  110.30  3.000
 FK4  C13  C12  N11  109.77  3.000
 FK4  H16  C13  H15  106.38  3.000
 FK4  H16  C13  C14  107.35  3.000
 FK4  H15  C13  C14  110.44  3.000
 FK4  H16  C13  C12  110.07  3.000
 FK4  H15  C13  C12  110.19  3.000
 FK4  C14  C13  C12  112.21  3.000
 FK4  O26  C14  N15  122.92  3.000
 FK4  O26  C14  C13  122.49  3.000
 FK4  N15  C14  C13  114.59  3.000
 FK4  H17  N15  C16  117.67  3.000
 FK4  H17  N15  C14  118.76  3.000
 FK4  C16  N15  C14  123.33  3.000
 FK4  H19  C16  H18  107.40  3.000
 FK4  H19  C16  C17  110.39  3.000
 FK4  H18  C16  C17  110.41  3.000
 FK4  H19  C16  N15  107.66  3.000
 FK4  H18  C16  N15  109.56  3.000
 FK4  C17  C16  N15  111.31  3.000
 FK4  H21  C17  H20  109.05  3.000
 FK4  H21  C17  S18  109.03  3.000
 FK4  H20  C17  S18  109.37  3.000
 FK4  H21  C17  C16  110.58  3.000
 FK4  H20  C17  C16  110.54  3.000
 FK4  S18  C17  C16  108.24  3.000
 FK4  C19  S18  C17  101.06  3.000
 FK4  O25  C19  C20  123.09  3.000
 FK4  O25  C19  S18  122.22  3.000
 FK4  C20  C19  S18  114.69  3.000
 FK4  N24  C20  C21  107.33  3.000
 FK4  N24  C20  C19  125.37  3.000
 FK4  C21  C20  C19  127.30  3.000
 FK4  H22  C21  C22  127.02  3.000
 FK4  H22  C21  C20  125.55  3.000
 FK4  C22  C21  C20  107.43  3.000
 FK4  H23  C22  C23  125.87  3.000
 FK4  H23  C22  C21  127.12  3.000
 FK4  C23  C22  C21  107.01  3.000
 FK4  H24  C23  N24  121.00  3.000
 FK4  H24  C23  C22  130.53  3.000
 FK4  N24  C23  C22  108.47  3.000
 FK4  H25  N24  C23  123.74  3.000
 FK4  H25  N24  C20  126.49  3.000
 FK4  C23  N24  C20  109.77  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
 FK4  CONST_01  C23  C22  C21  C20     0.00   0.0  0
 FK4  CONST_02  C22  C23  N24  C20     0.00   0.0  0
 FK4  CONST_03  N24  C23  C22  C21     0.00   0.0  0
 FK4  CONST_04  C23  N24  C20  C21     0.00   0.0  0
 FK4  CONST_05  N24  C20  C21  C22     0.00   0.0  0
 FK4  CONST_06  C22  C21  C20  C19   180.00   0.0  0
 FK4  CONST_07  C23  N24  C20  C19   180.00   0.0  0
 FK4  CONST_08  H23  C22  C21  C20   180.00   0.0  0
 FK4  CONST_09  H24  C23  N24  C20   180.00   0.0  0
 FK4  CONST_10  H25  N24  C20  C21   180.00   0.0  0
 FK4  CONST_11  H22  C21  C22  C23   180.00   0.0  0
 FK4  CONST_12  C12  N11  C10  C08   180.00   0.0  0
 FK4  CONST_13  O27  C10  N11  C12     0.00   0.0  0
 FK4  CONST_14  C16  N15  C14  C13   180.00   0.0  0
 FK4  CONST_15  O26  C14  N15  C16     0.00   0.0  0
 FK4  CONST_16  H12  N11  C10  C08     0.00   0.0  0
 FK4  CONST_17  H17  N15  C14  C13     0.00   0.0  0
 FK4  Var_01    C21  C20  C19  S18  -177.88  30.0  2
 FK4  Var_02    C20  C19  S18  C17  -179.65  30.0  3
 FK4  Var_03    C05  C04  O03  P02   170.08  30.0  3
 FK4  Var_04    C08  C05  C04  O03   175.71  30.0  2
 FK4  Var_05    O28  P02  O03  C04    63.30  30.0  3
 FK4  Var_06    C13  C12  N11  C10   149.67  30.0  2
 FK4  Var_07    C14  C13  C12  N11   178.07  30.0  2
 FK4  Var_08    N15  C14  C13  C12   156.51  30.0  2
 FK4  Var_09    C17  C16  N15  C14   -82.01  30.0  2
 FK4  Var_10    S18  C17  C16  N15  -178.36  30.0  1
 FK4  Var_11    H7   C07  C05  C04    55.09  30.0  3
 FK4  Var_12    H4   C06  C05  C04    64.66  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
 FK4  chir_02  C08  C10  O09  C05  positiv
 FK4  chir_03  P02  O28  O03  O01  both

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
 FK4  plan-1  C19  0.020
 FK4  plan-1  C20  0.020
 FK4  plan-1  C21  0.020
 FK4  plan-1  C22  0.020
 FK4  plan-1  C23  0.020
 FK4  plan-1  N24  0.020
 FK4  plan-1  H22  0.020
 FK4  plan-1  H23  0.020
 FK4  plan-1  H24  0.020
 FK4  plan-1  H25  0.020
 FK4  plan-2  C08  0.020
 FK4  plan-2  C10  0.020
 FK4  plan-2  N11  0.020
 FK4  plan-2  C12  0.020
 FK4  plan-2  O27  0.020
 FK4  plan-2  H12  0.020
 FK4  plan-3  C13  0.020
 FK4  plan-3  C14  0.020
 FK4  plan-3  N15  0.020
 FK4  plan-3  C16  0.020
 FK4  plan-3  O26  0.020
 FK4  plan-3  H17  0.020
 FK4  plan-4  S18  0.020
 FK4  plan-4  C19  0.020
 FK4  plan-4  C20  0.020
 FK4  plan-4  O25  0.020

