# electronic Ligand Builder and Optimisation Workbench (eLBOW)
#   - a module of PHENIX version dev-svn-
#   - file written: Sat May  2 02:13:28 2020
#   Inital geometry file: a 136 line input string
#   Ligand name: (~{Z})-5-[(1~{S},2~{S})-2-acetamido-1-oxidanyl-5-[oxidanyl(propanoyl)amino]pentoxy]-~{N},3-dimethyl-~{N}-oxidanyl-pent-2-enamide
#   Quantum optimisation: True
#   Method: PBEh-3c
#   Random seed: 3628800
#   SMILES string: CCC(=O)N(O)CCC[C@H](NC(C)=O)[C@@H](O)OCC\C(C)=C/C(=O)N(C)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
 FN8  FN8  (~{Z})-5-[(1~{S},2~{S})-2-acetamido-1-oxidanyl-5-[oxidanyl(propanoyl)amino]pentoxy]-~{N},3-dimethyl-~{N}-oxidanyl-pent-2-enamide  ligand  58  27  .  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_FN8
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
 FN8  N3   N  NT    0  -0.211   5.0769   1.4030   0.1145
 FN8  C4   C  CH2   0  -0.534  -3.1564  -0.6819  -0.7528
 FN8  C5   C  CH2   0  -0.129  -2.5783  -0.9501   0.6297
 FN8  C6   C  CH1   0   0.305  -0.4682  -1.2449   1.6666
 FN8  C7   C  CH1   0  -0.158   1.0138  -1.2963   1.2715
 FN8  C8   C  CH2   0  -0.451   1.5911   0.0607   0.8659
 FN8  C10  C  CH2   0  -0.276   3.6379   1.3801   0.2458
 FN8  C13  C  CH3   0  -0.778   1.8636  -4.2843  -0.9124
 FN8  C84  C  CH3   0  -0.516  -6.2351   3.7249  -0.3865
 FN8  N82  N  NT    0  -0.215  -6.3487   2.2928  -0.5216
 FN8  O83  O  OH1   0  -0.547  -7.3328   1.8866  -1.3887
 FN8  C80  C  C     0   0.517  -5.3268   1.4328  -0.2633
 FN8  O81  O  O     0  -0.490  -4.2903   1.8454   0.2444
 FN8  C2   C  C1    0  -0.401  -5.5859   0.0114  -0.5693
 FN8  C3   C  C     0   0.138  -4.6411  -0.9191  -0.7648
 FN8  C11  C  CH3   0  -0.714  -5.0447  -2.3372  -1.0324
 FN8  O7   O  O2    0  -0.502  -1.1757  -0.7809   0.5606
 FN8  O8   O  OH1   0  -0.662  -0.7009  -0.4894   2.8152
 FN8  N2   N  NH1   0  -0.620   1.1889  -2.2580   0.2060
 FN8  C12  C  C     0   0.523   1.7655  -3.4650   0.3504
 FN8  O9   O  O     0  -0.506   2.1987  -3.8793   1.4177
 FN8  C9   C  CH2   0  -0.439   3.0985   0.0124   0.6497
 FN8  O3   O  OH1   0  -0.549   5.7689   1.4249   1.2969
 FN8  C14  C  C     0   0.545   5.7604   1.4910  -1.0500
 FN8  O71  O  O     0  -0.497   5.1728   1.5225  -2.1214
 FN8  C72  C  CH2   0  -0.564   7.2702   1.5364  -0.9442
 FN8  C91  C  CH3   0  -0.658   7.9435   1.7028  -2.2950
 FN8  H1   H  HCH2  0   0.256  -2.9097   0.3345  -1.0546
 FN8  H2   H  HCH2  0   0.245  -2.6896  -1.3643  -1.4690
 FN8  H3   H  HCH2  0   0.220  -3.0258  -0.2618   1.3513
 FN8  H4   H  HCH2  0   0.203  -2.8161  -1.9718   0.9552
 FN8  H5   H  HCH1  0   0.221  -0.7924  -2.2621   1.9273
 FN8  H6   H  HCH1  0   0.266   1.5619  -1.6684   2.1392
 FN8  H7   H  HCH2  0   0.241   1.0938   0.4208  -0.0394
 FN8  H8   H  HCH2  0   0.230   1.3829   0.7968   1.6487
 FN8  H9   H  HCH2  0   0.248   3.3521   2.1353   0.9831
 FN8  H10  H  HCH2  0   0.254   3.2100   1.6853  -0.7073
 FN8  H11  H  HCH3  0   0.267   2.9138  -4.3962  -1.1844
 FN8  H12  H  HCH3  0   0.264   1.4675  -5.2825  -0.7304
 FN8  H13  H  HCH3  0   0.248   1.3372  -3.8505  -1.7605
 FN8  H14  H  HCH3  0   0.254  -5.5297   3.9611   0.4036
 FN8  H15  H  HCH3  0   0.242  -5.8981   4.1955  -1.3131
 FN8  H16  H  HCH3  0   0.249  -7.2052   4.1381  -0.1137
 FN8  H17  H  HOH1  0   0.477  -8.1268   1.7590  -0.8520
 FN8  H18  H  H     0   0.258  -6.6193  -0.3034  -0.6351
 FN8  H19  H  HCH3  0   0.252  -4.7365  -2.6364  -2.0369
 FN8  H20  H  HCH3  0   0.246  -4.5461  -3.0204  -0.3405
 FN8  H21  H  HCH3  0   0.248  -6.1194  -2.4874  -0.9445
 FN8  H22  H  HOH1  0   0.450  -0.4348   0.4252   2.6640
 FN8  H23  H  HNH1  0   0.396   0.8416  -1.9983  -0.7036
 FN8  H24  H  HCH2  0   0.227   3.5834  -0.3232   1.5714
 FN8  H25  H  HCH2  0   0.237   3.3477  -0.7145  -0.1268
 FN8  H26  H  HOH1  0   0.475   5.9323   0.5043   1.5443
 FN8  H27  H  HCH2  0   0.266   7.5651   2.3486  -0.2759
 FN8  H28  H  HCH2  0   0.262   7.6206   0.6193  -0.4616
 FN8  H29  H  HCH3  0   0.227   7.7180   0.8779  -2.9695
 FN8  H30  H  HCH3  0   0.227   7.6429   2.6287  -2.7842
 FN8  H31  H  HCH3  0   0.232   9.0248   1.7348  -2.1636

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
 FN8  C84  N82  single  1.443  0.020  1.443
 FN8  C11  C3   single  1.499  0.020  1.499
 FN8  C2   C3   double  1.340  0.020  1.340
 FN8  C2   C80  single  1.477  0.020  1.477
 FN8  C3   C4   single  1.504  0.020  1.504
 FN8  N82  C80  single  1.360  0.020  1.360
 FN8  N82  O83  single  1.373  0.020  1.373
 FN8  C80  O81  double  1.226  0.020  1.226
 FN8  C4   C5   single  1.522  0.020  1.522
 FN8  C5   O7   single  1.414  0.020  1.414
 FN8  C13  C12  single  1.509  0.020  1.509
 FN8  O7   C6   single  1.392  0.020  1.392
 FN8  C12  N2   single  1.345  0.020  1.345
 FN8  C12  O9   double  1.224  0.020  1.224
 FN8  N2   C7   single  1.446  0.020  1.446
 FN8  C6   O8   single  1.394  0.020  1.394
 FN8  C6   C7   single  1.535  0.020  1.535
 FN8  O71  C14  double  1.222  0.020  1.222
 FN8  O3   N3   single  1.370  0.020  1.370
 FN8  C7   C8   single  1.529  0.020  1.529
 FN8  C8   C9   single  1.524  0.020  1.524
 FN8  C14  N3   single  1.353  0.020  1.353
 FN8  C14  C72  single  1.514  0.020  1.514
 FN8  N3   C10  single  1.445  0.020  1.445
 FN8  C9   C10  single  1.525  0.020  1.525
 FN8  C91  C72  single  1.518  0.020  1.518
 FN8  C4   H1   single  0.970  0.020  1.090
 FN8  C4   H2   single  0.970  0.020  1.090
 FN8  C5   H3   single  0.970  0.020  1.090
 FN8  C5   H4   single  0.970  0.020  1.090
 FN8  C6   H5   single  0.970  0.020  1.090
 FN8  C7   H6   single  0.970  0.020  1.090
 FN8  C8   H7   single  0.970  0.020  1.090
 FN8  C8   H8   single  0.970  0.020  1.090
 FN8  C10  H9   single  0.970  0.020  1.090
 FN8  C10  H10  single  0.970  0.020  1.090
 FN8  C13  H11  single  0.970  0.020  1.090
 FN8  C13  H12  single  0.970  0.020  1.090
 FN8  C13  H13  single  0.970  0.020  1.090
 FN8  C84  H14  single  0.970  0.020  1.090
 FN8  C84  H15  single  0.970  0.020  1.090
 FN8  C84  H16  single  0.970  0.020  1.090
 FN8  O83  H17  single  0.850  0.020  0.980
 FN8  C2   H18  single  0.930  0.020  1.080
 FN8  C11  H19  single  0.970  0.020  1.090
 FN8  C11  H20  single  0.970  0.020  1.090
 FN8  C11  H21  single  0.970  0.020  1.090
 FN8  O8   H22  single  0.850  0.020  0.980
 FN8  N2   H23  single  0.860  0.020  1.020
 FN8  C9   H24  single  0.970  0.020  1.090
 FN8  C9   H25  single  0.970  0.020  1.090
 FN8  O3   H26  single  0.850  0.020  0.980
 FN8  C72  H27  single  0.970  0.020  1.090
 FN8  C72  H28  single  0.970  0.020  1.090
 FN8  C91  H29  single  0.970  0.020  1.090
 FN8  C91  H30  single  0.970  0.020  1.090
 FN8  C91  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
 FN8  C14  N3   O3   119.11  3.000
 FN8  C14  N3   C10  125.60  3.000
 FN8  O3   N3   C10  115.13  3.000
 FN8  H2   C4   H1   107.72  3.000
 FN8  H2   C4   C3   108.53  3.000
 FN8  H1   C4   C3   111.65  3.000
 FN8  H2   C4   C5   108.82  3.000
 FN8  H1   C4   C5   109.28  3.000
 FN8  C3   C4   C5   110.76  3.000
 FN8  H4   C5   H3   107.55  3.000
 FN8  H4   C5   O7   109.90  3.000
 FN8  H3   C5   O7   111.28  3.000
 FN8  H4   C5   C4   110.54  3.000
 FN8  H3   C5   C4   109.46  3.000
 FN8  O7   C5   C4   108.12  3.000
 FN8  H5   C6   O8   104.88  3.000
 FN8  H5   C6   O7   110.30  3.000
 FN8  O8   C6   O7   112.89  3.000
 FN8  H5   C6   C7   108.36  3.000
 FN8  O8   C6   C7   113.04  3.000
 FN8  O7   C6   C7   107.30  3.000
 FN8  H6   C7   N2   107.35  3.000
 FN8  H6   C7   C8   108.88  3.000
 FN8  N2   C7   C8   110.43  3.000
 FN8  H6   C7   C6   106.96  3.000
 FN8  C8   C7   C6   113.77  3.000
 FN8  N2   C7   C6   109.21  3.000
 FN8  H8   C8   H7   106.50  3.000
 FN8  H8   C8   C9   108.12  3.000
 FN8  H7   C8   C9   110.05  3.000
 FN8  H8   C8   C7   109.59  3.000
 FN8  H7   C8   C7   109.87  3.000
 FN8  C9   C8   C7   112.52  3.000
 FN8  H10  C10  H9   107.10  3.000
 FN8  H10  C10  C9   110.15  3.000
 FN8  H9   C10  C9   110.39  3.000
 FN8  H10  C10  N3   107.91  3.000
 FN8  H9   C10  N3   108.09  3.000
 FN8  C9   C10  N3   112.99  3.000
 FN8  H13  C13  H12  108.64  3.000
 FN8  H13  C13  H11  108.20  3.000
 FN8  H12  C13  H11  107.33  3.000
 FN8  H13  C13  C12  113.86  3.000
 FN8  H12  C13  C12  109.52  3.000
 FN8  H11  C13  C12  109.09  3.000
 FN8  H16  C84  H15  108.89  3.000
 FN8  H16  C84  H14  108.30  3.000
 FN8  H15  C84  H14  108.86  3.000
 FN8  H16  C84  N82  109.26  3.000
 FN8  H15  C84  N82  111.86  3.000
 FN8  H14  C84  N82  109.59  3.000
 FN8  C80  N82  O83  118.12  3.000
 FN8  O83  N82  C84  114.15  3.000
 FN8  C80  N82  C84  123.41  3.000
 FN8  H17  O83  N82  106.09  3.000
 FN8  C2   C80  O81  123.93  3.000
 FN8  O81  C80  N82  120.07  3.000
 FN8  C2   C80  N82  115.93  3.000
 FN8  H18  C2   C3   117.53  3.000
 FN8  H18  C2   C80  117.39  3.000
 FN8  C3   C2   C80  125.07  3.000
 FN8  C11  C3   C2   119.54  3.000
 FN8  C2   C3   C4   125.83  3.000
 FN8  C11  C3   C4   114.63  3.000
 FN8  H21  C11  H20  108.24  3.000
 FN8  H21  C11  H19  108.36  3.000
 FN8  H20  C11  H19  106.40  3.000
 FN8  H21  C11  C3   112.45  3.000
 FN8  H20  C11  C3   110.83  3.000
 FN8  H19  C11  C3   110.33  3.000
 FN8  C6   O7   C5   115.16  3.000
 FN8  H22  O8   C6   109.79  3.000
 FN8  H23  N2   C12  118.41  3.000
 FN8  H23  N2   C7   116.87  3.000
 FN8  C12  N2   C7   124.71  3.000
 FN8  O9   C12  N2   123.29  3.000
 FN8  O9   C12  C13  121.54  3.000
 FN8  N2   C12  C13  115.17  3.000
 FN8  H25  C9   H24  107.07  3.000
 FN8  H25  C9   C10  109.14  3.000
 FN8  H24  C9   C10  109.97  3.000
 FN8  H25  C9   C8   110.34  3.000
 FN8  H24  C9   C8   109.19  3.000
 FN8  C10  C9   C8   111.05  3.000
 FN8  H26  O3   N3   106.91  3.000
 FN8  C72  C14  O71  122.67  3.000
 FN8  C72  C14  N3   116.45  3.000
 FN8  O71  C14  N3   120.88  3.000
 FN8  H28  C72  H27  105.49  3.000
 FN8  H28  C72  C91  110.02  3.000
 FN8  H27  C72  C91  110.06  3.000
 FN8  H28  C72  C14  108.97  3.000
 FN8  H27  C72  C14  109.53  3.000
 FN8  C91  C72  C14  112.53  3.000
 FN8  H31  C91  H30  107.64  3.000
 FN8  H31  C91  H29  107.59  3.000
 FN8  H30  C91  H29  107.97  3.000
 FN8  H31  C91  C72  109.63  3.000
 FN8  H30  C91  C72  111.73  3.000
 FN8  H29  C91  C72  112.09  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
 FN8  CONST_01  C13  C12  N2   C7    180.00   0.0  0
 FN8  CONST_02  O9   C12  N2   C7      0.00   0.0  0
 FN8  CONST_03  O71  C14  N3   C10     0.00   0.0  0
 FN8  CONST_04  C72  C14  N3   C10   180.00   0.0  0
 FN8  CONST_05  C2   C80  N82  C84   180.00   0.0  0
 FN8  CONST_06  O81  C80  N82  C84     0.00   0.0  0
 FN8  CONST_09  O71  C14  N3   O3    180.00   0.0  0
 FN8  CONST_10  C72  C14  N3   O3      0.00   0.0  0
 FN8  CONST_11  H23  N2   C12  C13     0.00   0.0  0
 FN8  Var_01    C80  C2   C3   C4     -2.09   0.0  2
 FN8  Var_02    C91  C72  C14  N3   -177.21  30.0  3
 FN8  Var_03    C8   C9   C10  N3    176.21  30.0  2
 FN8  Var_04    C10  C9   C8   C7    179.93  30.0  3
 FN8  Var_05    C3   C2   C80  N82   159.49  30.0  1
 FN8  Var_06    O7   C5   C4   C3    176.90  30.0  3
 FN8  Var_07    O3   N3   C10  C9    -76.01  30.0  2
 FN8  Var_08    H19  C11  C3   C4    -64.06  30.0  3
 FN8  Var_09    H3   C5   O7   C6     71.99  30.0  1
 FN8  Var_10    H14  C84  N82  O83   172.79  30.0  3
 FN8  Var_11    H11  C13  C12  N2    113.34  30.0  3
 FN8  Var_12    H29  C91  C72  C14   -60.87  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
 FN8  chir_01  C6  O7  O8  C7  positiv
 FN8  chir_02  C7  N2  C8  C6  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
 FN8  plan-1  C84  0.020
 FN8  plan-1  N82  0.020
 FN8  plan-1  O83  0.020
 FN8  plan-1  C80  0.020
 FN8  plan-1  O81  0.020
 FN8  plan-1  C2   0.020
 FN8  plan-2  C7   0.020
 FN8  plan-2  C13  0.020
 FN8  plan-2  N2   0.020
 FN8  plan-2  C12  0.020
 FN8  plan-2  O9   0.020
 FN8  plan-2  H23  0.020
 FN8  plan-3  N3   0.020
 FN8  plan-3  C10  0.020
 FN8  plan-3  O3   0.020
 FN8  plan-3  C14  0.020
 FN8  plan-3  O71  0.020
 FN8  plan-3  C72  0.020
 FN8  plan-4  C4   0.020
 FN8  plan-4  C80  0.020
 FN8  plan-4  C2   0.020
 FN8  plan-4  C3   0.020
 FN8  plan-4  C11  0.020
 FN8  plan-4  H18  0.020

