# electronic Ligand Builder and Optimisation Workbench (eLBOW)
#   - a module of PHENIX version dev-svn-
#   - file written: Mon Apr 13 03:37:55 2020
#   Inital geometry file: a 102 line input string
#   Ligand name: 3-{[(1R)-1-phenylethyl]amino}-4-(pyridin-4-ylamino)cyclobut-3-ene-1,2-dione
#   Quantum optimisation: True
#   Method: PBEh-3c
#   Random seed: 3628800
#   SMILES string: C[C@@H](NC1=C(Nc2ccncc2)C(=O)C1=O)c3ccccc3
#
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
 793  793  3-{[(1R)-1-phenylethyl]amino}-4-(pyridin-4-ylamino)cyclobut-3-ene-1,2-dione  ligand  37  22  .  2021-08-05  2021-08-05  
;
Directly from eLBOW using geometry from QM method PBEh-3c with CPCM solvent model
Validated by Mogul as PERFECT
;

data_comp_793
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
 793  C1    C  CH3   0  -0.642  -2.8350  -1.2488  -2.0453
 793  C2    C  CH1   0  -0.204  -2.5857  -0.8184  -0.6045
 793  C3    C  CR6   0   0.153  -3.6112   0.1699  -0.1020
 793  C4    C  CR16  0  -0.318  -4.3612  -0.1197   1.0327
 793  C5    C  CR16  0  -0.237  -5.3053   0.7815   1.5078
 793  C6    C  CR16  0  -0.265  -5.5026   1.9900   0.8548
 793  C11   C  C     0   0.244   1.5408  -2.0625   0.1766
 793  C12   C  C     0   0.258   0.0656  -2.3756   0.1177
 793  C13   C  CR6   0   0.459   3.1555   0.8091  -0.0381
 793  C14   C  CR16  0  -0.420   3.7243   1.9404  -0.6265
 793  C15   C  CR16  0  -0.060   5.0173   2.2890  -0.2882
 793  C16   C  CR16  0  -0.072   5.2177   0.5379   1.1278
 793  C17   C  CR16  0  -0.371   3.9308   0.0951   0.8740
 793  C7    C  CR16  0  -0.237  -4.7562   2.2889  -0.2782
 793  C8    C  CR16  0  -0.309  -3.8210   1.3821  -0.7566
 793  N1    N  NH1   0  -0.634  -1.2483  -0.2409  -0.4499
 793  C9    C  C     0   0.224  -0.1711  -0.9557  -0.2019
 793  C10   C  C     0   0.197   1.1971  -0.6727  -0.1241
 793  O2    O  O     0  -0.404  -0.6200  -3.3606   0.2450
 793  N2    N  NH1   0  -0.760   1.8518   0.4832  -0.3580
 793  N3    N  N     0  -0.420   5.7713   1.6089   0.5706
 793  H1    H  HCH3  0   0.244  -2.1150  -2.0098  -2.3474
 793  H1A   H  HCH3  0   0.246  -3.8348  -1.6713  -2.1428
 793  H1B   H  HCH3  0   0.234  -2.7505  -0.4089  -2.7348
 793  H2    H  HCH1  0   0.286  -2.6244  -1.6999   0.0359
 793  H4    H  HCR6  0   0.257  -4.2091  -1.0600   1.5490
 793  H5    H  HCR6  0   0.259  -5.8829   0.5394   2.3906
 793  H6    H  HCR6  0   0.259  -6.2340   2.6957   1.2264
 793  H14   H  HCR6  0   0.284   3.1688   2.5381  -1.3382
 793  H15   H  HCR6  0   0.268   5.4661   3.1656  -0.7416
 793  H16   H  HCR6  0   0.267   5.8291  -0.0101   1.8359
 793  H17   H  HCR6  0   0.285   3.5608  -0.7765   1.3910
 793  H7    H  HCR6  0   0.260  -4.9045   3.2293  -0.7929
 793  H8    H  HCR6  0   0.258  -3.2594   1.6315  -1.6504
 793  HN2   H  HNH1  0   0.423   1.3353   1.2000  -0.8474
 793  H151  H  HNH1  0   0.414  -1.1424   0.7419  -0.6587
 793  O1    O  O     0  -0.425   2.5434  -2.7127   0.3700

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
 793  C1   C2    single    1.524  0.020  1.524
 793  C1   H1    single    0.970  0.020  1.090
 793  C1   H1A   single    0.970  0.020  1.090
 793  C1   H1B   single    0.970  0.020  1.090
 793  C2   C3    single    1.510  0.020  1.510
 793  C2   N1    single    1.465  0.020  1.465
 793  C2   H2    single    0.970  0.020  1.090
 793  C3   C4    aromatic  1.391  0.020  1.391
 793  C3   C8    aromatic  1.394  0.020  1.394
 793  C4   C5    aromatic  1.389  0.020  1.389
 793  C4   H4    single    0.930  0.020  1.080
 793  C5   C6    aromatic  1.388  0.020  1.388
 793  C5   H5    single    0.930  0.020  1.080
 793  C6   C7    aromatic  1.389  0.020  1.389
 793  C6   H6    single    0.930  0.020  1.080
 793  C11  C12   single    1.509  0.020  1.509
 793  C11  C10   single    1.463  0.020  1.463
 793  C11  O1    double    1.211  0.020  1.211
 793  C12  C9    single    1.475  0.020  1.475
 793  C12  O2    double    1.207  0.020  1.207
 793  C13  C14   aromatic  1.396  0.020  1.396
 793  C13  C17   aromatic  1.394  0.020  1.394
 793  C13  N2    single    1.381  0.020  1.381
 793  C14  C15   aromatic  1.381  0.020  1.381
 793  C14  H14   single    0.930  0.020  1.080
 793  C15  N3    aromatic  1.330  0.020  1.330
 793  C15  H15   single    0.930  0.020  1.080
 793  C16  C17   aromatic  1.384  0.020  1.384
 793  C16  N3    aromatic  1.328  0.020  1.328
 793  C16  H16   single    0.930  0.020  1.080
 793  C17  H17   single    0.930  0.020  1.080
 793  C7   C8    aromatic  1.388  0.020  1.388
 793  C7   H7    single    0.930  0.020  1.080
 793  C8   H8    single    0.930  0.020  1.080
 793  N1   C9    single    1.316  0.020  1.316
 793  C9   C10   double    1.399  0.020  1.399
 793  C10  N2    single    1.349  0.020  1.349
 793  N2   HN2   single    0.860  0.020  1.020
 793  N1   H151  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
 793  H1B   C1   H1A  108.25  3.000
 793  H1B   C1   H1   108.14  3.000
 793  H1A   C1   H1   108.09  3.000
 793  H1B   C1   C2   111.57  3.000
 793  H1A   C1   C2   110.13  3.000
 793  H1    C1   C2   110.55  3.000
 793  H2    C2   N1   106.81  3.000
 793  H2    C2   C3   108.03  3.000
 793  N1    C2   C3   109.08  3.000
 793  H2    C2   C1   108.73  3.000
 793  N1    C2   C1   111.12  3.000
 793  C3    C2   C1   112.84  3.000
 793  C8    C3   C4   118.89  3.000
 793  C8    C3   C2   121.01  3.000
 793  C4    C3   C2   120.09  3.000
 793  H4    C4   C5   119.71  3.000
 793  H4    C4   C3   119.59  3.000
 793  C5    C4   C3   120.70  3.000
 793  H5    C5   C6   120.18  3.000
 793  H5    C5   C4   119.77  3.000
 793  C6    C5   C4   120.05  3.000
 793  H6    C6   C7   120.19  3.000
 793  H6    C6   C5   120.16  3.000
 793  C7    C6   C5   119.65  3.000
 793  O1    C11  C10  137.54  3.000
 793  O1    C11  C12  134.78  3.000
 793  C10   C11  C12   87.68  3.000
 793  O2    C12  C9   135.86  3.000
 793  O2    C12  C11  136.10  3.000
 793  C9    C12  C11   88.02  3.000
 793  N2    C13  C17  123.75  3.000
 793  N2    C13  C14  118.56  3.000
 793  C17   C13  C14  117.66  3.000
 793  H14   C14  C15  120.13  3.000
 793  H14   C14  C13  121.02  3.000
 793  C15   C14  C13  118.86  3.000
 793  H15   C15  N3   116.67  3.000
 793  H15   C15  C14  119.28  3.000
 793  N3    C15  C14  124.04  3.000
 793  H16   C16  N3   116.52  3.000
 793  H16   C16  C17  118.83  3.000
 793  N3    C16  C17  124.65  3.000
 793  H17   C17  C16  119.30  3.000
 793  H17   C17  C13  122.46  3.000
 793  C16   C17  C13  118.24  3.000
 793  H7    C7   C8   119.75  3.000
 793  H7    C7   C6   120.08  3.000
 793  C8    C7   C6   120.17  3.000
 793  H8    C8   C7   118.87  3.000
 793  H8    C8   C3   120.60  3.000
 793  C7    C8   C3   120.53  3.000
 793  H151  N1   C9   118.78  3.000
 793  H151  N1   C2   117.22  3.000
 793  C9    N1   C2   123.57  3.000
 793  C10   C9   N1   134.49  3.000
 793  C10   C9   C12   91.48  3.000
 793  N1    C9   C12  134.03  3.000
 793  N2    C10  C9   129.66  3.000
 793  N2    C10  C11  137.37  3.000
 793  C9    C10  C11   92.81  3.000
 793  HN2   N2   C10  116.36  3.000
 793  HN2   N2   C13  115.30  3.000
 793  C10   N2   C13  128.33  3.000
 793  C16   N3   C15  116.55  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
 793  CONST_01  C6   C5   C4   C3     0.00   0.0  0
 793  CONST_02  C6   C7   C8   C3     0.00   0.0  0
 793  CONST_03  C7   C8   C3   C4     0.00   0.0  0
 793  CONST_04  C7   C6   C5   C4     0.00   0.0  0
 793  CONST_05  C8   C3   C4   C5     0.00   0.0  0
 793  CONST_06  C8   C7   C6   C5     0.00   0.0  0
 793  CONST_07  N3   C15  C14  C13    0.00   0.0  0
 793  CONST_08  N3   C16  C17  C13    0.00   0.0  0
 793  CONST_09  C16  C17  C13  C14    0.00   0.0  0
 793  CONST_10  C16  N3   C15  C14    0.00   0.0  0
 793  CONST_11  C17  C13  C14  C15    0.00   0.0  0
 793  CONST_12  C17  C16  N3   C15    0.00   0.0  0
 793  CONST_13  C5   C4   C3   C2   180.00   0.0  0
 793  CONST_14  C7   C8   C3   C2   180.00   0.0  0
 793  CONST_15  N2   C13  C14  C15  180.00   0.0  0
 793  CONST_16  N2   C13  C17  C16  180.00   0.0  0
 793  CONST_18  C9   C10  N2   C13  180.00   0.0  0
 793  CONST_19  C10  N2   C13  C14  180.00   0.0  0
 793  CONST_21  H5   C5   C4   C3   180.00   0.0  0
 793  CONST_22  H7   C7   C8   C3   180.00   0.0  0
 793  CONST_23  H8   C8   C3   C4   180.00   0.0  0
 793  CONST_24  H6   C6   C5   C4   180.00   0.0  0
 793  CONST_25  H4   C4   C5   C6   180.00   0.0  0
 793  CONST_26  H15  C15  C14  C13  180.00   0.0  0
 793  CONST_27  H16  C16  C17  C13  180.00   0.0  0
 793  CONST_28  H17  C17  C13  C14  180.00   0.0  0
 793  CONST_29  H14  C14  C13  C17  180.00   0.0  0
 793  CONST_30  HN2  N2   C13  C14    0.00   0.0  0
 793  Var_01    C10  C9   C12  C11   -0.86  30.0  1

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
 793  chir_01  C2  C1  C3  N1  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
 793  plan-1  C2   0.020
 793  plan-1  C3   0.020
 793  plan-1  C4   0.020
 793  plan-1  C5   0.020
 793  plan-1  C6   0.020
 793  plan-1  C7   0.020
 793  plan-1  C8   0.020
 793  plan-1  H4   0.020
 793  plan-1  H5   0.020
 793  plan-1  H6   0.020
 793  plan-1  H7   0.020
 793  plan-1  H8   0.020
 793  plan-2  C13  0.020
 793  plan-2  C14  0.020
 793  plan-2  C15  0.020
 793  plan-2  C16  0.020
 793  plan-2  C17  0.020
 793  plan-2  N2   0.020
 793  plan-2  N3   0.020
 793  plan-2  H14  0.020
 793  plan-2  H15  0.020
 793  plan-2  H16  0.020
 793  plan-2  H17  0.020
 793  plan-3  C13  0.020
 793  plan-3  C10  0.020
 793  plan-3  N2   0.020
 793  plan-3  HN2  0.020
 793  plan-4  C11  0.020
 793  plan-4  C12  0.020
 793  plan-4  C10  0.020
 793  plan-4  O1   0.020
 793  plan-5  C11  0.020
 793  plan-5  C12  0.020
 793  plan-5  C9   0.020
 793  plan-5  O2   0.020

