# electronic Ligand Builder and Optimisation Workbench (eLBOW)
#   - a module of PHENIX version dev-svn-
#   - file written: Mon Apr  6 00:09:25 2020
#   Inital geometry file: a 143 line input string
#   Ligand name: Nalpha-[(benzyloxy)carbonyl]-N-[(1S,2E)-1-methyl-4,5-dioxopent-2-en-1-yl]-D-phenylalaninamide
#   Quantum optimisation: True
#   Method: PBEh-3c
#   Random seed: 3628800
#   SMILES string: C[C@H](NC(=O)[C@@H](Cc1ccccc1)NC(=O)OCc2ccccc2)\C=C\C(=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
 186  186  Nalpha-[(benzyloxy)carbonyl]-N-[(1S,2E)-1-methyl-4,5-dioxopent-2-en-1-yl]-D-phenylalaninamide  ligand  54  30  .  2021-08-03  2021-08-03  
;
Directly from eLBOW using geometry from QM method PBEh-3c with CPCM solvent model
Validated by Mogul as PERFECT
;

data_comp_186
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
 186  O34   O  O     0  -0.504   1.3021   1.1357  -1.7075
 186  C18   C  C     0   0.772   1.3687   0.2719  -0.8604
 186  O26   O  O2    0  -0.480   2.3612  -0.6210  -0.7803
 186  C27   C  CH2   0  -0.234   3.4564  -0.4494  -1.6823
 186  C28   C  CR6   0   0.076   4.5390  -1.3945  -1.2554
 186  C33   C  CR16  0  -0.305   4.9762  -2.4023  -2.1063
 186  C32   C  CR16  0  -0.240   5.9924  -3.2669  -1.7156
 186  C31   C  CR16  0  -0.263   6.5730  -3.1337  -0.4630
 186  C30   C  CR16  0  -0.242   6.1382  -2.1299   0.3960
 186  C29   C  CR16  0  -0.281   5.1294  -1.2653   0.0008
 186  N17   N  NH1   0  -0.657   0.4538   0.0485   0.1065
 186  C13   C  CH1   0  -0.213  -0.5639   1.0101   0.4272
 186  C16   C  CH2   0  -0.520  -0.1280   1.9535   1.5734
 186  C20   C  CR6   0   0.130   1.1838   2.6131   1.2641
 186  C25   C  CR16  0  -0.287   1.2258   3.7823   0.5096
 186  C24   C  CR16  0  -0.243   2.4377   4.3560   0.1546
 186  C23   C  CR16  0  -0.266   3.6307   3.7607   0.5455
 186  C22   C  CR16  0  -0.240   3.6009   2.5984   1.3038
 186  C21   C  CR16  0  -0.309   2.3847   2.0322   1.6634
 186  C12   C  C     0   0.571  -1.8322   0.2773   0.8501
 186  O19   O  O     0  -0.474  -1.7925  -0.8171   1.3868
 186  N11   N  NH1   0  -0.636  -2.9678   0.9638   0.6500
 186  C8    C  CH1   0  -0.162  -4.2680   0.4668   1.0612
 186  C14   C  CH3   0  -0.676  -5.2621   1.6206   1.1120
 186  C7    C  C1    0  -0.091  -4.7375  -0.5812   0.0988
 186  C6    C  C1    0  -0.377  -5.0941  -1.8186   0.4500
 186  C5    C  C     0   0.270  -5.5709  -2.7958  -0.5282
 186  O10   O  O     0  -0.366  -5.6929  -2.6010  -1.7158
 186  C4    C  C1    0   0.110  -5.9341  -4.1744   0.0372
 186  O9    O  O     0  -0.329  -6.3296  -5.0503  -0.6790
 186  H271  H  HCH2  0   0.249   3.1446  -0.6580  -2.7082
 186  H272  H  HCH2  0   0.246   3.8108   0.5837  -1.6417
 186  H33   H  HCR6  0   0.256   4.5236  -2.5139  -3.0844
 186  H32   H  HCR6  0   0.258   6.3271  -4.0441  -2.3902
 186  H31   H  HCR6  0   0.258   7.3629  -3.8068  -0.1552
 186  H30   H  HCR6  0   0.258   6.5882  -2.0208   1.3742
 186  H29   H  HCR6  0   0.250   4.7997  -0.4838   0.6758
 186  H17   H  HNH1  0   0.396   0.6438  -0.6653   0.7937
 186  H13   H  HCH1  0   0.292  -0.7615   1.6080  -0.4638
 186  H161  H  HCH2  0   0.265  -0.9071   2.7037   1.7257
 186  H162  H  HCH2  0   0.264  -0.0544   1.3748   2.4977
 186  H25   H  HCR6  0   0.244   0.2982   4.2460   0.1932
 186  H24   H  HCR6  0   0.252   2.4521   5.2672  -0.4299
 186  H23   H  HCR6  0   0.253   4.5780   4.2045   0.2679
 186  H22   H  HCR6  0   0.252   4.5262   2.1343   1.6207
 186  H21   H  HCR6  0   0.249   2.3714   1.1322   2.2672
 186  H11   H  HNH1  0   0.411  -2.9351   1.8301   0.1336
 186  H8    H  HCH1  0   0.276  -4.1729   0.0310   2.0578
 186  H141  H  HCH3  0   0.241  -5.4006   2.0691   0.1270
 186  H142  H  HCH3  0   0.257  -6.2306   1.2683   1.4622
 186  H143  H  HCH3  0   0.256  -4.9123   2.3931   1.7970
 186  H7    H  H     0   0.285  -4.7902  -0.2765  -0.9436
 186  H6    H  H     0   0.279  -5.0344  -2.1318   1.4870
 186  H4    H  H     0   0.221  -5.8110  -4.3101   1.1242

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
 186  O34  C18   double    1.212  0.020  1.212
 186  C18  O26   single    1.337  0.020  1.337
 186  C18  N17   single    1.350  0.020  1.350
 186  O26  C27   single    1.429  0.020  1.429
 186  C27  C28   single    1.499  0.020  1.499
 186  C27  H271  single    0.970  0.020  1.090
 186  C27  H272  single    0.970  0.020  1.090
 186  C28  C33   aromatic  1.390  0.020  1.390
 186  C28  C29   aromatic  1.394  0.020  1.394
 186  C33  C32   aromatic  1.390  0.020  1.390
 186  C33  H33   single    0.930  0.020  1.080
 186  C32  C31   aromatic  1.387  0.020  1.387
 186  C32  H32   single    0.930  0.020  1.080
 186  C31  C30   aromatic  1.391  0.020  1.391
 186  C31  H31   single    0.930  0.020  1.080
 186  C30  C29   aromatic  1.386  0.020  1.386
 186  C30  H30   single    0.930  0.020  1.080
 186  C29  H29   single    0.930  0.020  1.080
 186  N17  C13   single    1.436  0.020  1.436
 186  N17  H17   single    0.860  0.020  1.020
 186  C13  C16   single    1.547  0.020  1.547
 186  C13  C12   single    1.525  0.020  1.525
 186  C13  H13   single    0.970  0.020  1.090
 186  C16  C20   single    1.501  0.020  1.501
 186  C16  H161  single    0.970  0.020  1.090
 186  C16  H162  single    0.970  0.020  1.090
 186  C20  C25   aromatic  1.392  0.020  1.392
 186  C20  C21   aromatic  1.392  0.020  1.392
 186  C25  C24   aromatic  1.387  0.020  1.387
 186  C25  H25   single    0.930  0.020  1.080
 186  C24  C23   aromatic  1.389  0.020  1.389
 186  C24  H24   single    0.930  0.020  1.080
 186  C23  C22   aromatic  1.388  0.020  1.388
 186  C23  H23   single    0.930  0.020  1.080
 186  C22  C21   aromatic  1.389  0.020  1.389
 186  C22  H22   single    0.930  0.020  1.080
 186  C21  H21   single    0.930  0.020  1.080
 186  C12  O19   double    1.220  0.020  1.220
 186  C12  N11   single    1.342  0.020  1.342
 186  N11  C8    single    1.451  0.020  1.451
 186  N11  H11   single    0.860  0.020  1.020
 186  C8   C14   single    1.524  0.020  1.524
 186  C8   C7    single    1.498  0.020  1.498
 186  C8   H8    single    0.970  0.020  1.090
 186  C14  H141  single    0.970  0.020  1.090
 186  C14  H142  single    0.970  0.020  1.090
 186  C14  H143  single    0.970  0.020  1.090
 186  C7   C6    double    1.335  0.020  1.335
 186  C7   H7    single    0.930  0.020  1.080
 186  C6   C5    single    1.463  0.020  1.463
 186  C6   H6    single    0.930  0.020  1.080
 186  C5   O10   double    1.210  0.020  1.210
 186  C5   C4    single    1.534  0.020  1.534
 186  C4   O9    double    1.199  0.020  1.199
 186  C4   H4    single    0.930  0.020  1.080

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
 186  N17   C18  O26   110.47  3.000
 186  N17   C18  O34   125.56  3.000
 186  O26   C18  O34   123.96  3.000
 186  C27   O26  C18   116.79  3.000
 186  H272  C27  H271  107.93  3.000
 186  H272  C27  C28   110.56  3.000
 186  H271  C27  C28   110.68  3.000
 186  H272  C27  O26   109.79  3.000
 186  H271  C27  O26   110.55  3.000
 186  C28   C27  O26   107.34  3.000
 186  C29   C28  C33   119.07  3.000
 186  C29   C28  C27   120.26  3.000
 186  C33   C28  C27   120.67  3.000
 186  H33   C33  C32   119.67  3.000
 186  H33   C33  C28   119.74  3.000
 186  C32   C33  C28   120.59  3.000
 186  H32   C32  C31   120.16  3.000
 186  H32   C32  C33   119.83  3.000
 186  C31   C32  C33   120.01  3.000
 186  H31   C31  C30   120.08  3.000
 186  H31   C31  C32   120.17  3.000
 186  C30   C31  C32   119.74  3.000
 186  H30   C30  C29   119.83  3.000
 186  H30   C30  C31   120.06  3.000
 186  C29   C30  C31   120.11  3.000
 186  H29   C29  C30   119.57  3.000
 186  H29   C29  C28   119.95  3.000
 186  C30   C29  C28   120.48  3.000
 186  H17   N17  C13   117.07  3.000
 186  H17   N17  C18   118.51  3.000
 186  C13   N17  C18   121.96  3.000
 186  H13   C13  C12   109.83  3.000
 186  H13   C13  C16   108.77  3.000
 186  C12   C13  C16   108.78  3.000
 186  H13   C13  N17   108.24  3.000
 186  C12   C13  N17   109.24  3.000
 186  C16   C13  N17   111.96  3.000
 186  H162  C16  H161  107.08  3.000
 186  H162  C16  C20   110.38  3.000
 186  H161  C16  C20   110.52  3.000
 186  H162  C16  C13   108.82  3.000
 186  H161  C16  C13   108.73  3.000
 186  C20   C16  C13   111.20  3.000
 186  C21   C20  C25   118.67  3.000
 186  C21   C20  C16   120.76  3.000
 186  C25   C20  C16   120.48  3.000
 186  H25   C25  C24   119.73  3.000
 186  H25   C25  C20   119.44  3.000
 186  C24   C25  C20   120.82  3.000
 186  H24   C24  C23   120.07  3.000
 186  H24   C24  C25   119.86  3.000
 186  C23   C24  C25   120.07  3.000
 186  H23   C23  C22   120.14  3.000
 186  H23   C23  C24   120.24  3.000
 186  C22   C23  C24   119.61  3.000
 186  H22   C22  C21   119.86  3.000
 186  H22   C22  C23   120.04  3.000
 186  C21   C22  C23   120.10  3.000
 186  H21   C21  C22   119.57  3.000
 186  H21   C21  C20   119.71  3.000
 186  C22   C21  C20   120.72  3.000
 186  N11   C12  O19   123.52  3.000
 186  N11   C12  C13   114.63  3.000
 186  O19   C12  C13   121.76  3.000
 186  H11   N11  C8    117.91  3.000
 186  H11   N11  C12   119.21  3.000
 186  C8    N11  C12   122.73  3.000
 186  H8    C8   C7    109.54  3.000
 186  H8    C8   C14   109.18  3.000
 186  C7    C8   C14   110.28  3.000
 186  H8    C8   N11   108.50  3.000
 186  C7    C8   N11   109.77  3.000
 186  C14   C8   N11   109.55  3.000
 186  H143  C14  H142  108.22  3.000
 186  H143  C14  H141  108.46  3.000
 186  H142  C14  H141  108.09  3.000
 186  H143  C14  C8    110.38  3.000
 186  H142  C14  C8    110.25  3.000
 186  H141  C14  C8    111.34  3.000
 186  H7    C7   C6    119.94  3.000
 186  H7    C7   C8    115.79  3.000
 186  C6    C7   C8    124.27  3.000
 186  H6    C6   C5    117.67  3.000
 186  H6    C6   C7    120.29  3.000
 186  C5    C6   C7    122.04  3.000
 186  C4    C5   O10   118.87  3.000
 186  C4    C5   C6    115.54  3.000
 186  O10   C5   C6    125.59  3.000
 186  H4    C4   O9    122.42  3.000
 186  H4    C4   C5    116.60  3.000
 186  O9    C4   C5    120.98  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
 186  CONST_01  C31  C32  C33  C28     0.00   0.0  0
 186  CONST_02  C31  C30  C29  C28     0.00   0.0  0
 186  CONST_03  C30  C29  C28  C33     0.00   0.0  0
 186  CONST_04  C30  C31  C32  C33     0.00   0.0  0
 186  CONST_05  C29  C28  C33  C32     0.00   0.0  0
 186  CONST_06  C29  C30  C31  C32     0.00   0.0  0
 186  CONST_07  C23  C24  C25  C20     0.00   0.0  0
 186  CONST_08  C23  C22  C21  C20     0.00   0.0  0
 186  CONST_09  C22  C21  C20  C25     0.00   0.0  0
 186  CONST_10  C22  C23  C24  C25     0.00   0.0  0
 186  CONST_11  C21  C20  C25  C24     0.00   0.0  0
 186  CONST_12  C21  C22  C23  C24     0.00   0.0  0
 186  CONST_13  C32  C33  C28  C27   180.00   0.0  0
 186  CONST_14  C30  C29  C28  C27   180.00   0.0  0
 186  CONST_15  C24  C25  C20  C16   180.00   0.0  0
 186  CONST_16  C22  C21  C20  C16   180.00   0.0  0
 186  CONST_17  H32  C32  C33  C28   180.00   0.0  0
 186  CONST_18  H30  C30  C29  C28   180.00   0.0  0
 186  CONST_19  H29  C29  C28  C33   180.00   0.0  0
 186  CONST_20  H31  C31  C32  C33   180.00   0.0  0
 186  CONST_21  H33  C33  C32  C31   180.00   0.0  0
 186  CONST_22  H24  C24  C25  C20   180.00   0.0  0
 186  CONST_23  H22  C22  C21  C20   180.00   0.0  0
 186  CONST_24  H21  C21  C20  C25   180.00   0.0  0
 186  CONST_25  H23  C23  C24  C25   180.00   0.0  0
 186  CONST_26  H25  C25  C24  C23   180.00   0.0  0
 186  CONST_27  C8   N11  C12  C13   180.00   0.0  0
 186  CONST_28  C8   N11  C12  O19     0.00   0.0  0
 186  CONST_29  H11  N11  C12  C13     0.00   0.0  0
 186  Var_01    C33  C28  C27  O26   118.24  30.0  2
 186  Var_02    C25  C20  C16  C13    85.41  30.0  2
 186  Var_03    C28  C27  O26  C18   170.14  30.0  3
 186  Var_04    C5   C6   C7   C8    178.77   0.0  2
 186  Var_05    C13  N17  C18  O34   -14.58  30.0  2
 186  Var_06    N17  C18  O26  C27  -175.58  30.0  2
 186  Var_07    O10  C5   C6   C7     -0.11  30.0  2
 186  Var_08    O9   C4   C5   C6   -179.67  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
 186  chir_01  C13  N17  C16  C12  positiv
 186  chir_02  C8   N11  C14  C7   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
 186  plan-1  C27  0.020
 186  plan-1  C28  0.020
 186  plan-1  C33  0.020
 186  plan-1  C32  0.020
 186  plan-1  C31  0.020
 186  plan-1  C30  0.020
 186  plan-1  C29  0.020
 186  plan-1  H33  0.020
 186  plan-1  H32  0.020
 186  plan-1  H31  0.020
 186  plan-1  H30  0.020
 186  plan-1  H29  0.020
 186  plan-2  C5   0.020
 186  plan-2  C4   0.020
 186  plan-2  O9   0.020
 186  plan-2  H4   0.020
 186  plan-3  C16  0.020
 186  plan-3  C20  0.020
 186  plan-3  C25  0.020
 186  plan-3  C24  0.020
 186  plan-3  C23  0.020
 186  plan-3  C22  0.020
 186  plan-3  C21  0.020
 186  plan-3  H25  0.020
 186  plan-3  H24  0.020
 186  plan-3  H23  0.020
 186  plan-3  H22  0.020
 186  plan-3  H21  0.020
 186  plan-4  C13  0.020
 186  plan-4  C12  0.020
 186  plan-4  O19  0.020
 186  plan-4  N11  0.020
 186  plan-4  C8   0.020
 186  plan-4  H11  0.020
 186  plan-5  C6   0.020
 186  plan-5  C5   0.020
 186  plan-5  O10  0.020
 186  plan-5  C4   0.020
 186  plan-6  O34  0.020
 186  plan-6  C18  0.020
 186  plan-6  O26  0.020
 186  plan-6  N17  0.020
 186  plan-7  C8   0.020
 186  plan-7  C7   0.020
 186  plan-7  C6   0.020
 186  plan-7  C5   0.020
 186  plan-7  H7   0.020
 186  plan-7  H6   0.020

