# electronic Ligand Builder and Optimisation Workbench (eLBOW)
#   - a module of PHENIX version dev-svn-
#   - file written: Wed Jul 21 08:42:37 2021
#   Inital geometry file: a 151 line input string
#   Ligand name: (2~{S})-4-methyl-~{N}-[(2~{S})-1-oxidanylidene-3-[(3~{S})-2-oxidanylidenepiperidin-3-yl]propan-2-yl]-2-[[(~{E})-3-phenylprop-2-enoyl]amino]pentanamide
#   Quantum optimisation: True
#   Method: PBEh-3c
#   Random seed: 3628800
#   SMILES string: CC(C)C[C@H](NC(=O)/C=C/c1ccccc1)C(=O)N[C@@H](C[C@@H]2CCCNC2=O)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
 EOC  EOC  (2~{S})-4-methyl-~{N}-[(2~{S})-1-oxidanylidene-3-[(3~{S})-2-oxidanylidenepiperidin-3-yl]propan-2-yl]-2-[[(~{E})-3-phenylprop-2-enoyl]amino]pentanamide  ligand  61  30  .  2022-03-18  2022-07-24
;
Directly from eLBOW using geometry from QM method PBEh-3c with CPCM solvent model
Validated by Mogul as PERFECT
;

data_comp_EOC
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
 EOC  C12  C  C     0   0.599  -23.8580  25.0416   3.9208
 EOC  O21  O  O     0  -0.488  -22.6672  24.9614   3.6412
 EOC  C13  C  C1    0  -0.428  -24.6525  26.2776   3.7583
 EOC  C14  C  C1    0  -0.228  -24.0938  27.3888   3.2700
 EOC  C15  C  CR6   0   0.150  -24.7489  28.6737   3.0439
 EOC  C20  C  CR16  0  -0.314  -26.1175  28.8784   3.2507
 EOC  C19  C  CR16  0  -0.233  -26.6871  30.1184   3.0201
 EOC  C18  C  CR16  0  -0.260  -25.9034  31.1802   2.5788
 EOC  C17  C  CR16  0  -0.240  -24.5448  30.9913   2.3686
 EOC  C16  C  CR16  0  -0.307  -23.9748  29.7476   2.5978
 EOC  N11  N  NH1   0  -0.660  -24.5444  23.9936   4.4150
 EOC  C10  C  CH1   0  -0.193  -23.9393  22.6957   4.5528
 EOC  C09  C  C     0   0.570  -23.5986  22.1444   3.1668
 EOC  O26  O  O     0  -0.479  -24.3649  22.2694   2.2281
 EOC  C22  C  CH2   0  -0.443  -24.8780  21.7115   5.2609
 EOC  C23  C  CH1   0  -0.234  -24.8911  21.8045   6.7892
 EOC  C24  C  CH3   0  -0.665  -25.3734  23.1520   7.3175
 EOC  C25  C  CH3   0  -0.656  -25.7479  20.6763   7.3561
 EOC  C28  C  CH2   0  -0.474  -21.4120  24.9433   0.0206
 EOC  C05  C  CH1   0  -0.226  -21.8937  20.8886   1.9000
 EOC  C27  C  CH2   0  -0.449  -21.5028  23.4387   0.2026
 EOC  C02  C  C     0   0.566  -19.1788  23.5591   1.2051
 EOC  C04  C  CH2   0  -0.429  -20.5397  21.4822   1.5240
 EOC  C06  C  C1    0   0.200  -21.8600  19.3835   2.0625
 EOC  C03  C  CH1   0  -0.400  -20.5872  22.9978   1.3408
 EOC  C29  C  CH2   0  -0.260  -20.0035  25.3225  -0.3856
 EOC  N08  N  NH1   0  -0.638  -22.4345  21.4699   3.1055
 EOC  N30  N  NH1   0  -0.631  -19.0198  24.6611   0.4532
 EOC  H2   H  H     0   0.272  -25.6976  26.2443   4.0456
 EOC  H18  H  H     0   0.261  -23.0404  27.3497   3.0090
 EOC  H5   H  HCR6  0   0.256  -26.7462  28.0644   3.5892
 EOC  H22  H  HCR6  0   0.262  -27.7476  30.2598   3.1828
 EOC  H21  H  HCR6  0   0.263  -26.3522  32.1484   2.3985
 EOC  H4   H  HCR6  0   0.261  -23.9284  31.8119   2.0257
 EOC  H20  H  HCR6  0   0.260  -22.9135  29.6056   2.4314
 EOC  H32  H  HNH1  0   0.403  -25.5378  24.0775   4.5594
 EOC  H1   H  HCH1  0   0.272  -23.0208  22.7878   5.1423
 EOC  H6   H  HCH2  0   0.240  -25.8935  21.8295   4.8659
 EOC  H7   H  HCH2  0   0.256  -24.5665  20.6978   4.9940
 EOC  H23  H  HCH1  0   0.225  -23.8617  21.6509   7.1335
 EOC  H10  H  HCH3  0   0.214  -26.3754  23.3823   6.9455
 EOC  H8   H  HCH3  0   0.231  -25.4246  23.1374   8.4075
 EOC  H9   H  HCH3  0   0.234  -24.7134  23.9719   7.0347
 EOC  H24  H  HCH3  0   0.230  -25.7111  20.6677   8.4465
 EOC  H25  H  HCH3  0   0.217  -26.7939  20.7929   7.0625
 EOC  H26  H  HCH3  0   0.227  -25.4111  19.7001   7.0030
 EOC  H11  H  HCH2  0   0.239  -21.6868  25.4378   0.9565
 EOC  H12  H  HCH2  0   0.248  -22.1070  25.2911  -0.7448
 EOC  H16  H  HCH1  0   0.302  -22.6252  21.0686   1.1039
 EOC  H27  H  HCH2  0   0.254  -22.5309  23.1508   0.4225
 EOC  H28  H  HCH2  0   0.227  -21.2190  22.9308  -0.7260
 EOC  H14  H  HCH2  0   0.249  -20.1976  21.0070   0.6017
 EOC  H15  H  HCH2  0   0.251  -19.8130  21.2273   2.2973
 EOC  H17  H  H     0   0.209  -22.7466  18.9726   2.5794
 EOC  H13  H  HCH1  0   0.289  -20.9801  23.4456   2.2633
 EOC  H29  H  HCH2  0   0.231  -19.8358  25.0498  -1.4324
 EOC  H30  H  HCH2  0   0.250  -19.8524  26.4000  -0.3081
 EOC  H31  H  HNH1  0   0.408  -21.8328  21.4849   3.9153
 EOC  H33  H  HNH1  0   0.390  -18.0715  25.0009   0.3851
 EOC  O07  O  O     0  -0.367  -20.9758  18.6699   1.6684
 EOC  O01  O  O     0  -0.512  -18.2293  23.0559   1.7980

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
 EOC  C29  C28  single    1.514  0.020  1.514
 EOC  C29  N30  single    1.452  0.020  1.452
 EOC  C28  C27  single    1.518  0.020  1.518
 EOC  N30  C02  single    1.344  0.020  1.344
 EOC  C27  C03  single    1.526  0.020  1.526
 EOC  C02  C03  single    1.522  0.020  1.522
 EOC  C02  O01  double    1.227  0.020  1.227
 EOC  C03  C04  single    1.527  0.020  1.527
 EOC  O07  C06  double    1.203  0.020  1.203
 EOC  C17  C16  aromatic  1.387  0.020  1.387
 EOC  C17  C18  aromatic  1.388  0.020  1.388
 EOC  C16  C15  aromatic  1.397  0.020  1.397
 EOC  C04  C05  single    1.525  0.020  1.525
 EOC  C05  C06  single    1.514  0.020  1.514
 EOC  C05  N08  single    1.444  0.020  1.444
 EOC  O26  C09  double    1.218  0.020  1.218
 EOC  C18  C19  aromatic  1.392  0.020  1.392
 EOC  C15  C14  single    1.460  0.020  1.460
 EOC  C15  C20  aromatic  1.399  0.020  1.399
 EOC  C14  C13  double    1.336  0.020  1.336
 EOC  C09  N08  single    1.347  0.020  1.347
 EOC  C09  C10  single    1.530  0.020  1.530
 EOC  C19  C20  aromatic  1.384  0.020  1.384
 EOC  O21  C12  double    1.226  0.020  1.226
 EOC  C13  C12  single    1.478  0.020  1.478
 EOC  C12  N11  single    1.347  0.020  1.347
 EOC  N11  C10  single    1.439  0.020  1.439
 EOC  C10  C22  single    1.533  0.020  1.533
 EOC  C22  C23  single    1.531  0.020  1.531
 EOC  C23  C25  single    1.526  0.020  1.526
 EOC  C23  C24  single    1.526  0.020  1.526
 EOC  C10  H1   single    0.970  0.020  1.090
 EOC  C13  H2   single    0.930  0.020  1.080
 EOC  C17  H4   single    0.930  0.020  1.080
 EOC  C20  H5   single    0.930  0.020  1.080
 EOC  C22  H6   single    0.970  0.020  1.090
 EOC  C22  H7   single    0.970  0.020  1.090
 EOC  C24  H8   single    0.970  0.020  1.090
 EOC  C24  H9   single    0.970  0.020  1.090
 EOC  C24  H10  single    0.970  0.020  1.090
 EOC  C28  H11  single    0.970  0.020  1.090
 EOC  C28  H12  single    0.970  0.020  1.090
 EOC  C03  H13  single    0.970  0.020  1.090
 EOC  C04  H14  single    0.970  0.020  1.090
 EOC  C04  H15  single    0.970  0.020  1.090
 EOC  C05  H16  single    0.970  0.020  1.090
 EOC  C06  H17  single    0.930  0.020  1.080
 EOC  C14  H18  single    0.930  0.020  1.080
 EOC  C16  H20  single    0.930  0.020  1.080
 EOC  C18  H21  single    0.930  0.020  1.080
 EOC  C19  H22  single    0.930  0.020  1.080
 EOC  C23  H23  single    0.970  0.020  1.090
 EOC  C25  H24  single    0.970  0.020  1.090
 EOC  C25  H25  single    0.970  0.020  1.090
 EOC  C25  H26  single    0.970  0.020  1.090
 EOC  C27  H27  single    0.970  0.020  1.090
 EOC  C27  H28  single    0.970  0.020  1.090
 EOC  C29  H29  single    0.970  0.020  1.090
 EOC  C29  H30  single    0.970  0.020  1.090
 EOC  N08  H31  single    0.860  0.020  1.020
 EOC  N11  H32  single    0.860  0.020  1.020
 EOC  N30  H33  single    0.860  0.020  1.020

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
 EOC  N11  C12  C13  114.65  3.000
 EOC  N11  C12  O21  121.87  3.000
 EOC  C13  C12  O21  123.49  3.000
 EOC  H2   C13  C14  121.69  3.000
 EOC  H2   C13  C12  117.59  3.000
 EOC  C14  C13  C12  120.72  3.000
 EOC  H18  C14  C15  115.45  3.000
 EOC  H18  C14  C13  117.61  3.000
 EOC  C15  C14  C13  126.94  3.000
 EOC  C16  C15  C20  118.47  3.000
 EOC  C20  C15  C14  123.01  3.000
 EOC  C16  C15  C14  118.52  3.000
 EOC  H5   C20  C19  119.12  3.000
 EOC  H5   C20  C15  120.27  3.000
 EOC  C19  C20  C15  120.61  3.000
 EOC  H22  C19  C18  119.99  3.000
 EOC  H22  C19  C20  119.70  3.000
 EOC  C18  C19  C20  120.31  3.000
 EOC  H21  C18  C17  120.18  3.000
 EOC  H21  C18  C19  120.12  3.000
 EOC  C17  C18  C19  119.70  3.000
 EOC  H4   C17  C16  119.88  3.000
 EOC  H4   C17  C18  120.16  3.000
 EOC  C16  C17  C18  119.96  3.000
 EOC  H20  C16  C17  119.64  3.000
 EOC  H20  C16  C15  119.41  3.000
 EOC  C17  C16  C15  120.95  3.000
 EOC  H32  N11  C10  118.44  3.000
 EOC  H32  N11  C12  119.37  3.000
 EOC  C10  N11  C12  121.52  3.000
 EOC  H1   C10  C22  108.59  3.000
 EOC  H1   C10  C09  109.34  3.000
 EOC  C22  C10  C09  108.87  3.000
 EOC  H1   C10  N11  109.17  3.000
 EOC  C22  C10  N11  111.45  3.000
 EOC  C09  C10  N11  109.39  3.000
 EOC  N08  C09  O26  124.06  3.000
 EOC  N08  C09  C10  114.46  3.000
 EOC  O26  C09  C10  121.40  3.000
 EOC  H7   C22  H6   106.01  3.000
 EOC  H7   C22  C23  107.60  3.000
 EOC  H6   C22  C23  110.20  3.000
 EOC  H7   C22  C10  107.93  3.000
 EOC  H6   C22  C10  109.38  3.000
 EOC  C23  C22  C10  115.29  3.000
 EOC  H23  C23  C25  107.88  3.000
 EOC  H23  C23  C24  108.18  3.000
 EOC  C25  C23  C24  110.30  3.000
 EOC  H23  C23  C22  107.27  3.000
 EOC  C24  C23  C22  113.70  3.000
 EOC  C25  C23  C22  109.31  3.000
 EOC  H9   C24  H8   107.31  3.000
 EOC  H9   C24  H10  107.95  3.000
 EOC  H8   C24  H10  107.44  3.000
 EOC  H10  C24  C23  110.98  3.000
 EOC  H9   C24  C23  112.53  3.000
 EOC  H8   C24  C23  110.42  3.000
 EOC  H26  C25  H25  107.70  3.000
 EOC  H26  C25  H24  107.81  3.000
 EOC  H25  C25  H24  107.56  3.000
 EOC  H26  C25  C23  111.58  3.000
 EOC  H25  C25  C23  111.03  3.000
 EOC  H24  C25  C23  110.99  3.000
 EOC  H12  C28  H11  107.23  3.000
 EOC  H12  C28  C29  108.93  3.000
 EOC  H11  C28  C29  110.49  3.000
 EOC  H12  C28  C27  111.23  3.000
 EOC  H11  C28  C27  109.30  3.000
 EOC  C29  C28  C27  109.63  3.000
 EOC  H16  C05  N08  106.88  3.000
 EOC  H16  C05  C06  104.83  3.000
 EOC  N08  C05  C06  108.60  3.000
 EOC  H16  C05  C04  110.45  3.000
 EOC  N08  C05  C04  112.44  3.000
 EOC  C06  C05  C04  113.17  3.000
 EOC  H28  C27  H27  107.03  3.000
 EOC  H28  C27  C03  110.05  3.000
 EOC  H27  C27  C03  109.83  3.000
 EOC  H28  C27  C28  110.01  3.000
 EOC  H27  C27  C28  110.01  3.000
 EOC  C03  C27  C28  109.87  3.000
 EOC  O01  C02  N30  121.01  3.000
 EOC  O01  C02  C03  121.44  3.000
 EOC  N30  C02  C03  117.50  3.000
 EOC  H15  C04  H14  106.74  3.000
 EOC  H15  C04  C03  109.72  3.000
 EOC  H14  C04  C03  109.88  3.000
 EOC  H15  C04  C05  109.00  3.000
 EOC  H14  C04  C05  108.47  3.000
 EOC  C03  C04  C05  112.84  3.000
 EOC  H17  C06  O07  121.49  3.000
 EOC  H17  C06  C05  113.69  3.000
 EOC  O07  C06  C05  124.82  3.000
 EOC  H13  C03  C04  108.36  3.000
 EOC  H13  C03  C02  104.80  3.000
 EOC  C04  C03  C02  110.36  3.000
 EOC  H13  C03  C27  107.11  3.000
 EOC  C04  C03  C27  113.26  3.000
 EOC  C02  C03  C27  112.47  3.000
 EOC  H30  C29  H29  107.03  3.000
 EOC  H30  C29  N30  108.36  3.000
 EOC  H29  C29  N30  109.58  3.000
 EOC  H30  C29  C28  110.92  3.000
 EOC  H29  C29  C28  109.68  3.000
 EOC  N30  C29  C28  111.17  3.000
 EOC  H31  N08  C05  116.92  3.000
 EOC  H31  N08  C09  118.13  3.000
 EOC  C05  N08  C09  124.30  3.000
 EOC  H33  N30  C29  116.36  3.000
 EOC  H33  N30  C02  115.14  3.000
 EOC  C29  N30  C02  128.08  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
 EOC  CONST_01  C18  C17  C16  C15     0.00   0.0  0
 EOC  CONST_02  C18  C19  C20  C15     0.00   0.0  0
 EOC  CONST_03  C17  C16  C15  C20     0.00   0.0  0
 EOC  CONST_04  C17  C18  C19  C20     0.00   0.0  0
 EOC  CONST_05  C16  C17  C18  C19     0.00   0.0  0
 EOC  CONST_06  C16  C15  C20  C19     0.00   0.0  0
 EOC  CONST_07  C29  N30  C02  C03     0.00   0.0  0
 EOC  CONST_08  C17  C16  C15  C14   180.00   0.0  0
 EOC  CONST_09  C19  C20  C15  C14   180.00   0.0  0
 EOC  CONST_10  O01  C02  N30  C29   180.00   0.0  0
 EOC  CONST_11  H4   C17  C16  C15   180.00   0.0  0
 EOC  CONST_12  H22  C19  C20  C15   180.00   0.0  0
 EOC  CONST_13  H20  C16  C15  C20   180.00   0.0  0
 EOC  CONST_14  H21  C18  C19  C20   180.00   0.0  0
 EOC  CONST_15  H5   C20  C19  C18   180.00   0.0  0
 EOC  CONST_16  H33  N30  C02  C03   180.00   0.0  0
 EOC  CONST_17  C10  N11  C12  O21     0.00   0.0  0
 EOC  CONST_18  C10  N11  C12  C13   180.00   0.0  0
 EOC  CONST_19  C05  N08  C09  C10   180.00   0.0  0
 EOC  CONST_20  C05  N08  C09  O26     0.00   0.0  0
 EOC  CONST_21  H32  N11  C12  O21   180.00   0.0  0
 EOC  CONST_22  H31  N08  C09  C10     0.00   0.0  0
 EOC  Var_01    C02  N30  C29  C28    20.33  30.0  1
 EOC  Var_02    N30  C29  C28  C27   -46.79  30.0  1
 EOC  Var_03    C29  C28  C27  C03    63.16  30.0  1
 EOC  Var_04    C16  C15  C14  C13   176.24  30.0  3
 EOC  Var_05    C15  C14  C13  C12   179.49   0.0  2
 EOC  Var_06    C14  C13  C12  O21     0.83  30.0  2
 EOC  Var_07    C25  C23  C22  C10  -173.99  30.0  3
 EOC  Var_08    H24  C25  C23  C22   175.42  30.0  3
 EOC  Var_09    H8   C24  C23  C22   176.25  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
 EOC  chir_01  C10  C09  N11  C22  negativ
 EOC  chir_02  C05  N08  C06  C04  positiv
 EOC  chir_03  C03  C04  C02  C27  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
 EOC  plan-1  C14  0.020
 EOC  plan-1  C15  0.020
 EOC  plan-1  C20  0.020
 EOC  plan-1  C19  0.020
 EOC  plan-1  C18  0.020
 EOC  plan-1  C17  0.020
 EOC  plan-1  C16  0.020
 EOC  plan-1  H5   0.020
 EOC  plan-1  H22  0.020
 EOC  plan-1  H21  0.020
 EOC  plan-1  H4   0.020
 EOC  plan-1  H20  0.020
 EOC  plan-2  C12  0.020
 EOC  plan-2  C13  0.020
 EOC  plan-2  C14  0.020
 EOC  plan-2  C15  0.020
 EOC  plan-2  H2   0.020
 EOC  plan-2  H18  0.020
 EOC  plan-3  C12  0.020
 EOC  plan-3  O21  0.020
 EOC  plan-3  C13  0.020
 EOC  plan-3  N11  0.020
 EOC  plan-3  C10  0.020
 EOC  plan-3  H32  0.020
 EOC  plan-4  C10  0.020
 EOC  plan-4  C09  0.020
 EOC  plan-4  O26  0.020
 EOC  plan-4  C05  0.020
 EOC  plan-4  N08  0.020
 EOC  plan-4  H31  0.020
 EOC  plan-5  C02  0.020
 EOC  plan-5  C03  0.020
 EOC  plan-5  C29  0.020
 EOC  plan-5  N30  0.020
 EOC  plan-5  H33  0.020
 EOC  plan-5  O01  0.020
 EOC  plan-6  C05  0.020
 EOC  plan-6  C06  0.020
 EOC  plan-6  H17  0.020
 EOC  plan-6  O07  0.020

