# electronic Ligand Builder and Optimisation Workbench (eLBOW)
#   - a module of PHENIX version dev-svn-
#   - file written: Mon May  4 09:38:03 2020
#   Inital geometry file: a 167 line input string
#   Ligand name: ethyl (4R)-4-{[N-(tert-butoxycarbonyl)-L-phenylalanyl]amino}-5-[(3S)-2-oxopyrrolidin-3-yl]pentanoate
#   Quantum optimisation: True
#   Method: PBEh-3c
#   Random seed: 3628800
#   SMILES string: CCOC(=O)CC[C@H](C[C@@H]1CCNC1=O)NC(=O)[C@H](Cc2ccccc2)NC(=O)OC(C)(C)C
#
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
 G81  G81  'ethyl (4R)-4-{[N-(tert-butoxycarbonyl)-L-phenylalanyl]amino}-5-[(3S)-2-oxopyrrolidin-3-yl]pentanoate'  ligand  71  34  .  2021-08-10  2021-08-10  
;
Directly from eLBOW using geometry from QM method PBEh-3c with CPCM solvent model
Validated by Mogul as GRAND
;

data_comp_G81
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
 G81  O35   O  O     0  -0.510   3.5570  -0.7304   1.2770
 G81  C31   C  C     0   0.773   3.4586  -0.8340   0.0724
 G81  O1    O  O2    0  -0.504   4.4030  -1.2837  -0.7525
 G81  C1    C  CT    0   0.190   5.7454  -1.6089  -0.3024
 G81  C2    C  CH3   0  -0.671   5.7311  -2.7442   0.7147
 G81  C4    C  CH3   0  -0.660   6.4317  -2.0733  -1.5814
 G81  C6    C  CH3   0  -0.666   6.4375  -0.3658   0.2424
 G81  N33   N  NH1   0  -0.654   2.3409  -0.5368  -0.6311
 G81  C37   C  CH1   0  -0.210   1.2168   0.1334  -0.0408
 G81  C41   C  CH2   0  -0.531   1.1930   1.6373  -0.3919
 G81  C51   C  CR6   0   0.147   2.4651   2.3206   0.0159
 G81  C53   C  CR16  0  -0.307   3.5175   2.4623  -0.8840
 G81  C7    C  CR16  0  -0.232   4.7142   3.0479  -0.4919
 G81  C9    C  CR16  0  -0.267   4.8740   3.5005   0.8102
 G81  C11   C  CR16  0  -0.242   3.8280   3.3684   1.7151
 G81  C55   C  CR16  0  -0.297   2.6353   2.7814   1.3189
 G81  C39   C  C     0   0.558  -0.0778  -0.5016  -0.5400
 G81  O47   O  O     0  -0.490  -0.1785  -0.9021  -1.6903
 G81  N49   N  NH1   0  -0.632  -1.0701  -0.5127   0.3593
 G81  C57   C  CH1   0  -0.089  -2.4219  -0.9805   0.1057
 G81  C59   C  CH2   0  -0.416  -2.6479  -2.2690   0.9044
 G81  C61   C  CH1   0  -0.430  -4.0492  -2.8660   0.8672
 G81  C73   C  CH2   0  -0.452  -4.2030  -4.1115   1.7429
 G81  C71   C  CH2   0  -0.261  -5.3232  -4.9019   1.0664
 G81  N69   N  NH1   0  -0.628  -5.1888  -4.4938  -0.3159
 G81  C65   C  C     0   0.573  -4.5190  -3.3444  -0.4984
 G81  O66   O  O     0  -0.493  -4.3450  -2.7815  -1.5689
 G81  C63   C  CH2   0  -0.436  -3.4367   0.1110   0.4396
 G81  C82   C  CH2   0  -0.588  -3.1574   1.4109  -0.2954
 G81  C84   C  C     0   0.611  -4.2202   2.4552  -0.0794
 G81  O88   O  O     0  -0.455  -5.2643   2.2759   0.4975
 G81  O86   O  O2    0  -0.460  -3.8723   3.6168  -0.6172
 G81  C3    C  CH2   0  -0.181  -4.8013   4.7090  -0.5313
 G81  C5    C  CH3   0  -0.689  -4.1653   5.9077  -1.1924
 G81  H33   H  HNH1  0   0.392   2.3767  -0.5895  -1.6376
 G81  H21C  H  HCH3  0   0.233   5.1667  -3.5998   0.3394
 G81  H22C  H  HCH3  0   0.232   6.7541  -3.0788   0.8916
 G81  H23C  H  HCH3  0   0.247   5.3107  -2.4405   1.6696
 G81  H41C  H  HCH3  0   0.237   6.4307  -1.2906  -2.3414
 G81  H42C  H  HCH3  0   0.230   7.4692  -2.3336  -1.3732
 G81  H43C  H  HCH3  0   0.236   5.9424  -2.9569  -1.9946
 G81  H61C  H  HCH3  0   0.245   5.9736  -0.0067   1.1578
 G81  H62C  H  HCH3  0   0.231   7.4807  -0.5977   0.4596
 G81  H63C  H  HCH3  0   0.235   6.4183   0.4433  -0.4890
 G81  H37   H  HCH1  0   0.287   1.2959   0.0259   1.0419
 G81  H411  H  HCH2  0   0.263   1.0333   1.7458  -1.4678
 G81  H412  H  HCH2  0   0.263   0.3367   2.0986   0.1067
 G81  H53   H  HCR6  0   0.244   3.4002   2.1176  -1.9046
 G81  H55   H  HCR6  0   0.244   1.8240   2.6804   2.0308
 G81  H7    H  HCR6  0   0.250   5.5217   3.1491  -1.2058
 G81  H9    H  HCR6  0   0.250   5.8051   3.9586   1.1182
 G81  H11   H  HCR6  0   0.251   3.9416   3.7248   2.7313
 G81  H49   H  HNH1  0   0.400  -0.8572  -0.2160   1.3003
 G81  H57   H  HCH1  0   0.260  -2.4845  -1.2004  -0.9585
 G81  H591  H  HCH2  0   0.246  -1.9290  -3.0203   0.5639
 G81  H592  H  HCH2  0   0.237  -2.4056  -2.0697   1.9541
 G81  H631  H  HCH2  0   0.249  -4.4284  -0.2524   0.1673
 G81  H632  H  HCH2  0   0.235  -3.4518   0.2841   1.5203
 G81  H61   H  HCH1  0   0.287  -4.7778  -2.1140   1.1946
 G81  H731  H  HCH2  0   0.244  -3.2772  -4.6920   1.7250
 G81  H732  H  HCH2  0   0.256  -4.4304  -3.8750   2.7807
 G81  H711  H  HCH2  0   0.251  -5.2033  -5.9794   1.1725
 G81  H712  H  HCH2  0   0.236  -6.3057  -4.6310   1.4644
 G81  H69   H  HNH1  0   0.395  -5.7003  -4.9357  -1.0641
 G81  H821  H  HCH2  0   0.274  -2.1948   1.8344   0.0022
 G81  H822  H  HCH2  0   0.279  -3.0803   1.2330  -1.3737
 G81  H31C  H  HCH2  0   0.234  -5.7336   4.4365  -1.0303
 G81  H32C  H  HCH2  0   0.234  -5.0299   4.9189   0.5153
 G81  H51C  H  HCH3  0   0.236  -3.2473   6.2043  -0.6853
 G81  H52C  H  HCH3  0   0.236  -3.9389   5.7163  -2.2413
 G81  H53C  H  HCH3  0   0.239  -4.8570   6.7484  -1.1489

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
 G81  O35  C31   double    1.213  0.020  1.213
 G81  C31  O1    single    1.332  0.020  1.332
 G81  C31  N33   single    1.354  0.020  1.354
 G81  O1   C1    single    1.453  0.020  1.453
 G81  C1   C2    single    1.524  0.020  1.524
 G81  C1   C4    single    1.524  0.020  1.524
 G81  C1   C6    single    1.524  0.020  1.524
 G81  N33  C37   single    1.436  0.020  1.436
 G81  C37  C41   single    1.544  0.020  1.544
 G81  C37  C39   single    1.526  0.020  1.526
 G81  C41  C51   single    1.500  0.020  1.500
 G81  C51  C53   aromatic  1.392  0.020  1.392
 G81  C51  C55   aromatic  1.393  0.020  1.393
 G81  C53  C7    aromatic  1.389  0.020  1.389
 G81  C7   C9    aromatic  1.388  0.020  1.388
 G81  C9   C11   aromatic  1.389  0.020  1.389
 G81  C11  C55   aromatic  1.387  0.020  1.387
 G81  C39  O47   double    1.222  0.020  1.222
 G81  C39  N49   single    1.339  0.020  1.339
 G81  N49  C57   single    1.453  0.020  1.453
 G81  C57  C59   single    1.533  0.020  1.533
 G81  C57  C63   single    1.527  0.020  1.527
 G81  C59  C61   single    1.524  0.020  1.524
 G81  C61  C73   single    1.530  0.020  1.530
 G81  C61  C65   single    1.521  0.020  1.521
 G81  C73  C71   single    1.529  0.020  1.529
 G81  C71  N69   single    1.448  0.020  1.448
 G81  N69  C65   single    1.343  0.020  1.343
 G81  C65  O66   double    1.222  0.020  1.222
 G81  C63  C82   single    1.519  0.020  1.519
 G81  C82  C84   single    1.506  0.020  1.506
 G81  C84  O88   double    1.206  0.020  1.206
 G81  C84  O86   single    1.326  0.020  1.326
 G81  O86  C3    single    1.436  0.020  1.436
 G81  C3   C5    single    1.509  0.020  1.509
 G81  N33  H33   single    0.860  0.020  1.020
 G81  C2   H21C  single    0.970  0.020  1.090
 G81  C2   H22C  single    0.970  0.020  1.090
 G81  C2   H23C  single    0.970  0.020  1.090
 G81  C4   H41C  single    0.970  0.020  1.090
 G81  C4   H42C  single    0.970  0.020  1.090
 G81  C4   H43C  single    0.970  0.020  1.090
 G81  C6   H61C  single    0.970  0.020  1.090
 G81  C6   H62C  single    0.970  0.020  1.090
 G81  C6   H63C  single    0.970  0.020  1.090
 G81  C37  H37   single    0.970  0.020  1.090
 G81  C41  H411  single    0.970  0.020  1.090
 G81  C41  H412  single    0.970  0.020  1.090
 G81  C53  H53   single    0.930  0.020  1.080
 G81  C55  H55   single    0.930  0.020  1.080
 G81  C7   H7    single    0.930  0.020  1.080
 G81  C9   H9    single    0.930  0.020  1.080
 G81  C11  H11   single    0.930  0.020  1.080
 G81  N49  H49   single    0.860  0.020  1.020
 G81  C57  H57   single    0.970  0.020  1.090
 G81  C59  H591  single    0.970  0.020  1.090
 G81  C59  H592  single    0.970  0.020  1.090
 G81  C63  H631  single    0.970  0.020  1.090
 G81  C63  H632  single    0.970  0.020  1.090
 G81  C61  H61   single    0.970  0.020  1.090
 G81  C73  H731  single    0.970  0.020  1.090
 G81  C73  H732  single    0.970  0.020  1.090
 G81  C71  H711  single    0.970  0.020  1.090
 G81  C71  H712  single    0.970  0.020  1.090
 G81  N69  H69   single    0.860  0.020  1.020
 G81  C82  H821  single    0.970  0.020  1.090
 G81  C82  H822  single    0.970  0.020  1.090
 G81  C3   H31C  single    0.970  0.020  1.090
 G81  C3   H32C  single    0.970  0.020  1.090
 G81  C5   H51C  single    0.970  0.020  1.090
 G81  C5   H52C  single    0.970  0.020  1.090
 G81  C5   H53C  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
 G81  N33   C31  O1    109.73  3.000
 G81  N33   C31  O35   124.35  3.000
 G81  O1    C31  O35   125.89  3.000
 G81  C1    O1   C31   122.60  3.000
 G81  C6    C1   C4    110.13  3.000
 G81  C6    C1   C2    111.92  3.000
 G81  C4    C1   C2    109.71  3.000
 G81  C6    C1   O1    110.36  3.000
 G81  C4    C1   O1    102.97  3.000
 G81  C2    C1   O1    111.40  3.000
 G81  H23C  C2   H22C  107.82  3.000
 G81  H23C  C2   H21C  108.73  3.000
 G81  H22C  C2   H21C  107.48  3.000
 G81  H23C  C2   C1    112.45  3.000
 G81  H22C  C2   C1    109.14  3.000
 G81  H21C  C2   C1    111.05  3.000
 G81  H43C  C4   H42C  107.80  3.000
 G81  H43C  C4   H41C  108.46  3.000
 G81  H42C  C4   H41C  107.78  3.000
 G81  H43C  C4   C1    111.26  3.000
 G81  H42C  C4   C1    109.96  3.000
 G81  H41C  C4   C1    111.45  3.000
 G81  H63C  C6   H62C  107.94  3.000
 G81  H63C  C6   H61C  108.18  3.000
 G81  H62C  C6   H61C  108.10  3.000
 G81  H63C  C6   C1    110.94  3.000
 G81  H62C  C6   C1    109.41  3.000
 G81  H61C  C6   C1    112.13  3.000
 G81  H33   N33  C37   117.55  3.000
 G81  H33   N33  C31   118.54  3.000
 G81  C37   N33  C31   122.36  3.000
 G81  H37   C37  C39   110.19  3.000
 G81  H37   C37  C41   108.83  3.000
 G81  C39   C37  C41   108.53  3.000
 G81  H37   C37  N33   107.77  3.000
 G81  C39   C37  N33   109.60  3.000
 G81  C41   C37  N33   111.91  3.000
 G81  H412  C41  H411  107.01  3.000
 G81  H412  C41  C51   110.36  3.000
 G81  H411  C41  C51   110.25  3.000
 G81  H412  C41  C37   108.62  3.000
 G81  H411  C41  C37   108.83  3.000
 G81  C51   C41  C37   111.63  3.000
 G81  C55   C51  C53   118.61  3.000
 G81  C55   C51  C41   120.57  3.000
 G81  C53   C51  C41   120.78  3.000
 G81  H53   C53  C7    119.56  3.000
 G81  H53   C53  C51   119.64  3.000
 G81  C7    C53  C51   120.79  3.000
 G81  H7    C7   C9    120.16  3.000
 G81  H7    C7   C53   119.73  3.000
 G81  C9    C7   C53   120.11  3.000
 G81  H9    C9   C11   120.16  3.000
 G81  H9    C9   C7    120.27  3.000
 G81  C11   C9   C7    119.57  3.000
 G81  H11   C11  C55   119.84  3.000
 G81  H11   C11  C9    120.06  3.000
 G81  C55   C11  C9    120.10  3.000
 G81  H55   C55  C11   119.69  3.000
 G81  H55   C55  C51   119.49  3.000
 G81  C11   C55  C51   120.82  3.000
 G81  N49   C39  O47   124.63  3.000
 G81  N49   C39  C37   114.35  3.000
 G81  O47   C39  C37   120.95  3.000
 G81  H49   N49  C57   116.98  3.000
 G81  H49   N49  C39   117.86  3.000
 G81  C57   N49  C39   125.09  3.000
 G81  H57   C57  C63   108.66  3.000
 G81  H57   C57  C59   109.34  3.000
 G81  C63   C57  C59   112.89  3.000
 G81  H57   C57  N49   106.81  3.000
 G81  C63   C57  N49   110.48  3.000
 G81  C59   C57  N49   108.48  3.000
 G81  H592  C59  H591  106.13  3.000
 G81  H592  C59  C61   107.34  3.000
 G81  H591  C59  C61   109.12  3.000
 G81  H592  C59  C57   108.28  3.000
 G81  H591  C59  C57   108.55  3.000
 G81  C61   C59  C57   116.89  3.000
 G81  H61   C61  C65   106.16  3.000
 G81  H61   C61  C73   108.69  3.000
 G81  C65   C61  C73   103.10  3.000
 G81  H61   C61  C59   109.57  3.000
 G81  C65   C61  C59   115.41  3.000
 G81  C73   C61  C59   113.41  3.000
 G81  H732  C73  H731  107.94  3.000
 G81  H732  C73  C71   112.40  3.000
 G81  H731  C73  C71   109.81  3.000
 G81  H732  C73  C61   112.94  3.000
 G81  H731  C73  C61   109.75  3.000
 G81  C71   C73  C61   103.96  3.000
 G81  H712  C71  H711  107.95  3.000
 G81  H712  C71  N69   111.16  3.000
 G81  H711  C71  N69   111.20  3.000
 G81  H712  C71  C73   111.66  3.000
 G81  H711  C71  C73   112.81  3.000
 G81  N69   C71  C73   102.05  3.000
 G81  H69   N69  C65   121.83  3.000
 G81  H69   N69  C71   122.54  3.000
 G81  C65   N69  C71   114.67  3.000
 G81  O66   C65  N69   125.76  3.000
 G81  O66   C65  C61   126.70  3.000
 G81  N69   C65  C61   107.53  3.000
 G81  H632  C63  H631  106.65  3.000
 G81  H632  C63  C82   110.18  3.000
 G81  H631  C63  C82   109.36  3.000
 G81  H632  C63  C57   109.76  3.000
 G81  H631  C63  C57   108.15  3.000
 G81  C82   C63  C57   112.56  3.000
 G81  H822  C82  H821  105.61  3.000
 G81  H822  C82  C84   107.67  3.000
 G81  H821  C82  C84   108.29  3.000
 G81  H822  C82  C63   110.49  3.000
 G81  H821  C82  C63   111.21  3.000
 G81  C84   C82  C63   113.22  3.000
 G81  O86   C84  O88   123.44  3.000
 G81  O86   C84  C82   111.36  3.000
 G81  O88   C84  C82   125.20  3.000
 G81  C3    O86  C84   118.17  3.000
 G81  H32C  C3   H31C  107.89  3.000
 G81  H32C  C3   C5    110.81  3.000
 G81  H31C  C3   C5    110.97  3.000
 G81  H32C  C3   O86   109.81  3.000
 G81  H31C  C3   O86   109.58  3.000
 G81  C5    C3   O86   107.77  3.000
 G81  H53C  C5   H52C  107.80  3.000
 G81  H53C  C5   H51C  107.83  3.000
 G81  H52C  C5   H51C  108.69  3.000
 G81  H53C  C5   C3    109.14  3.000
 G81  H52C  C5   C3    111.68  3.000
 G81  H51C  C5   C3    111.55  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
 G81  CONST_01  C9    C7   C53  C51    0.00   0.0  0
 G81  CONST_02  C9    C11  C55  C51    0.00   0.0  0
 G81  CONST_03  C11   C55  C51  C53    0.00   0.0  0
 G81  CONST_04  C11   C9   C7   C53    0.00   0.0  0
 G81  CONST_05  C55   C51  C53  C7     0.00   0.0  0
 G81  CONST_06  C55   C11  C9   C7     0.00   0.0  0
 G81  CONST_07  C71   N69  C65  C61    0.00   0.0  0
 G81  CONST_08  C7    C53  C51  C41  180.00   0.0  0
 G81  CONST_09  C11   C55  C51  C41  180.00   0.0  0
 G81  CONST_10  O66   C65  N69  C71  180.00   0.0  0
 G81  CONST_11  H7    C7   C53  C51  180.00   0.0  0
 G81  CONST_12  H11   C11  C55  C51  180.00   0.0  0
 G81  CONST_13  H55   C55  C51  C53  180.00   0.0  0
 G81  CONST_14  H9    C9   C7   C53  180.00   0.0  0
 G81  CONST_15  H53   C53  C7   C9   180.00   0.0  0
 G81  CONST_16  H69   N69  C65  C61  180.00   0.0  0
 G81  CONST_17  C57   N49  C39  C37  180.00   0.0  0
 G81  CONST_18  C57   N49  C39  O47    0.00   0.0  0
 G81  CONST_19  H49   N49  C39  C37    0.00   0.0  0
 G81  Var_01    N69   C71  C73  C61   28.31  30.0  1
 G81  Var_02    C65   N69  C71  C73  -20.01  30.0  1
 G81  Var_03    C53   C51  C41  C37   93.29  30.0  2
 G81  Var_04    C37   N33  C31  O35   10.02  30.0  2
 G81  Var_05    C2    C1   O1   C31   62.28  30.0  3
 G81  Var_06    N33   C31  O1   C1   176.19  30.0  1
 G81  Var_07    C84   C82  C63  C57  174.55  30.0  3
 G81  Var_08    O88   C84  C82  C63   -7.17  30.0  3
 G81  Var_09    C5    C3   O86  C84  179.15  30.0  3
 G81  Var_10    H21C  C2   C1   O1    51.58  30.0  3
 G81  Var_11    H41C  C4   C1   O1    59.57  30.0  3
 G81  Var_12    H61C  C6   C1   O1    67.07  30.0  3
 G81  Var_13    H51C  C5   C3   O86  -61.54  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
 G81  chir_01  C37  N33  C41  C39  negativ
 G81  chir_02  C57  N49  C59  C63  negativ
 G81  chir_03  C61  C59  C73  C65  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
 G81  plan-1  C41  0.020
 G81  plan-1  C51  0.020
 G81  plan-1  C53  0.020
 G81  plan-1  C7   0.020
 G81  plan-1  C9   0.020
 G81  plan-1  C11  0.020
 G81  plan-1  C55  0.020
 G81  plan-1  H53  0.020
 G81  plan-1  H55  0.020
 G81  plan-1  H7   0.020
 G81  plan-1  H9   0.020
 G81  plan-1  H11  0.020
 G81  plan-2  C37  0.020
 G81  plan-2  C39  0.020
 G81  plan-2  O47  0.020
 G81  plan-2  N49  0.020
 G81  plan-2  C57  0.020
 G81  plan-2  H49  0.020
 G81  plan-3  C61  0.020
 G81  plan-3  C71  0.020
 G81  plan-3  N69  0.020
 G81  plan-3  C65  0.020
 G81  plan-3  O66  0.020
 G81  plan-3  H69  0.020
 G81  plan-4  O35  0.020
 G81  plan-4  C31  0.020
 G81  plan-4  O1   0.020
 G81  plan-4  N33  0.020
 G81  plan-5  C82  0.020
 G81  plan-5  C84  0.020
 G81  plan-5  O88  0.020
 G81  plan-5  O86  0.020

