# electronic Ligand Builder and Optimisation Workbench (eLBOW)
#   - a module of PHENIX version dev-svn-
#   - file written: Wed May  6 06:10:58 2020
#   Inital geometry file: a 140 line input string
#   Ligand name: (4R)-N-(biphenyl-4-ylmethyl)-4-hydroxy-1-[(3-methyl-1,2-oxazol-5-yl)acetyl]-L-prolinamide
#   Quantum optimisation: True
#   Method: PBEh-3c
#   Random seed: 3628800
#   SMILES string: Cc1cc(CC(=O)N2C[C@H](O)C[C@H]2C(=O)NCc3ccc(cc3)c4ccccc4)on1
#
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
 TR0  TR0  (4R)-N-(biphenyl-4-ylmethyl)-4-hydroxy-1-[(3-methyl-1,2-oxazol-5-yl)acetyl]-L-prolinamide  ligand  56  31  .  2021-08-23  2021-08-23  
;
Directly from eLBOW using geometry from QM method PBEh-3c with CPCM solvent model
Validated by Mogul as PERFECT
;

data_comp_TR0
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
 TR0  CAA   C  CH3   0  -0.736    6.4995   4.5263   0.6583
 TR0  CAW   C  CR5   0   0.255    6.0032   3.2408   0.1010
 TR0  CAK   C  CR15  0  -0.523    5.8528   1.9978   0.7715
 TR0  NAQ   N  N     0  -0.185    5.6373   3.1388  -1.1447
 TR0  OAT   O  O     0  -0.343    5.2412   1.8452  -1.3266
 TR0  CAZ   C  CR5   0   0.501    5.3681   1.1715  -0.1819
 TR0  CAM   C  CH2   0  -0.728    4.9822  -0.2580  -0.1693
 TR0  CAU   C  C     0   0.583    3.4714  -0.4343  -0.1682
 TR0  OAB   O  O     0  -0.486    2.7090   0.5180  -0.2433
 TR0  N     N  NR5   0  -0.478    3.0263  -1.6939  -0.0805
 TR0  CD2   C  CH2   0  -0.296    3.8242  -2.9084  -0.0135
 TR0  CG    C  CR15  0  -0.004    2.8443  -3.9799  -0.4816
 TR0  OD1   O  OH1   0  -0.666    2.7070  -3.9938  -1.8831
 TR0  CB    C  CH2   0  -0.495    1.5338  -3.4864   0.1091
 TR0  CA    C  CR15  0  -0.170    1.6006  -1.9623  -0.0666
 TR0  C     C  C     0   0.566    0.9167  -1.2521   1.0945
 TR0  O     O  O     0  -0.496    1.4389  -1.1729   2.1953
 TR0  NAR   N  NH1   0  -0.635   -0.3160  -0.8046   0.8297
 TR0  CAL   C  CH2   0  -0.319   -1.1299  -0.1361   1.8292
 TR0  CA0   C  CR16  0  -0.239   -8.8523   0.4393  -0.1374
 TR0  CAX   C  CR6   0   0.038   -2.5167   0.0860   1.2962
 TR0  CAF   C  CR16  0  -0.270   -3.4995  -0.8885   1.4412
 TR0  CA1   C  CR16  0  -0.239   -7.9012   1.5030  -2.0667
 TR0  CAH   C  CR16  0  -0.296   -4.7705  -0.6967   0.9242
 TR0  CAE   C  CR16  0  -0.271   -2.8371   1.2556   0.6144
 TR0  CA2   C  CR16  0  -0.309   -6.6302   1.3116  -1.5450
 TR0  CAG   C  CR16  0  -0.296   -4.1073   1.4492   0.0941
 TR0  CAY   C  CR6   0   0.079   -5.0964   0.4758   0.2401
 TR0  CBA   C  CR6   0   0.087   -6.4507   0.6805  -0.3125
 TR0  CAJ   C  CR16  0  -0.310   -7.5809   0.2474   0.3834
 TR0  CAI   C  CR16  0  -0.266   -9.0176   1.0669  -1.3653
 TR0  HAA1  H  HCH3  0   0.259    7.5218   4.4186   1.0210
 TR0  HAA2  H  HCH3  0   0.257    6.4807   5.3139  -0.0920
 TR0  HAA3  H  HCH3  0   0.259    5.8865   4.8393   1.5033
 TR0  HAK   H  HCR5  0   0.277    6.0720   1.7680   1.8005
 TR0  HAM1  H  HCH2  0   0.314    5.4083  -0.7738  -1.0354
 TR0  HAM2  H  HCH2  0   0.315    5.4151  -0.7343   0.7130
 TR0  HD21  H  HCH2  0   0.269    4.7090  -2.8542  -0.6500
 TR0  HD22  H  HCH2  0   0.254    4.1544  -3.1133   1.0093
 TR0  HA    H  HCR5  0   0.280    1.1506  -1.6595  -1.0173
 TR0  HG    H  HCR5  0   0.247    3.1256  -4.9638  -0.0914
 TR0  HD1   H  HOH1  0   0.454    3.5469  -4.2583  -2.2714
 TR0  HB1C  H  HCH2  0   0.276    0.6590  -3.9225  -0.3706
 TR0  HB2C  H  HCH2  0   0.264    1.5032  -3.7476   1.1685
 TR0  HAR   H  HNH1  0   0.405   -0.6488  -0.8203  -0.1211
 TR0  HAL1  H  HCH2  0   0.258   -1.1657  -0.7495   2.7314
 TR0  HAL2  H  HCH2  0   0.255   -0.6758   0.8187   2.1080
 TR0  HAJ   H  HCR6  0   0.254   -7.4704  -0.2268   1.3509
 TR0  HAI   H  HCR6  0   0.258  -10.0092   1.2157  -1.7722
 TR0  HAF   H  HCR6  0   0.255   -3.2689  -1.8094   1.9634
 TR0  HAE   H  HCR6  0   0.257   -2.0898   2.0313   0.4969
 TR0  HA1   H  HCR6  0   0.258   -8.0191   1.9890  -3.0266
 TR0  HA2   H  HCR6  0   0.255   -5.7679   1.6399  -2.1124
 TR0  HAH   H  HCR6  0   0.256   -5.5112  -1.4783   1.0391
 TR0  HAG   H  HCR6  0   0.256   -4.3355   2.3789  -0.4121
 TR0  HA0   H  HCR6  0   0.258   -9.7167   0.1047   0.4215

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
 TR0  CAA  CAW   single    1.486  0.020  1.486
 TR0  CAW  CAK   aromatic  1.420  0.020  1.420
 TR0  CAW  NAQ   aromatic  1.302  0.020  1.302
 TR0  CAK  CAZ   aromatic  1.352  0.020  1.352
 TR0  NAQ  OAT   aromatic  1.365  0.020  1.365
 TR0  OAT  CAZ   aromatic  1.334  0.020  1.334
 TR0  CAZ  CAM   single    1.481  0.020  1.481
 TR0  CAM  CAU   single    1.521  0.020  1.521
 TR0  CAU  OAB   double    1.222  0.020  1.222
 TR0  CAU  N     single    1.339  0.020  1.339
 TR0  N    CD2   single    1.455  0.020  1.455
 TR0  N    CA    single    1.451  0.020  1.451
 TR0  CD2  CG    single    1.526  0.020  1.526
 TR0  CG   OD1   single    1.408  0.020  1.408
 TR0  CG   CB    single    1.520  0.020  1.520
 TR0  CB   CA    single    1.536  0.020  1.536
 TR0  CA   C     single    1.523  0.020  1.523
 TR0  C    O     double    1.221  0.020  1.221
 TR0  C    NAR   single    1.338  0.020  1.338
 TR0  NAR  CAL   single    1.452  0.020  1.452
 TR0  CAL  CAX   single    1.502  0.020  1.502
 TR0  CA0  CAJ   aromatic  1.387  0.020  1.387
 TR0  CA0  CAI   aromatic  1.389  0.020  1.389
 TR0  CAX  CAF   aromatic  1.392  0.020  1.392
 TR0  CAX  CAE   aromatic  1.391  0.020  1.391
 TR0  CA1  CA2   aromatic  1.387  0.020  1.387
 TR0  CA1  CAI   aromatic  1.389  0.020  1.389
 TR0  CAF  CAH   aromatic  1.386  0.020  1.386
 TR0  CA2  CBA   aromatic  1.396  0.020  1.396
 TR0  CAH  CAY   aromatic  1.396  0.020  1.396
 TR0  CAE  CAG   aromatic  1.386  0.020  1.386
 TR0  CAG  CAY   aromatic  1.395  0.020  1.395
 TR0  CAY  CBA   single    1.477  0.020  1.477
 TR0  CBA  CAJ   aromatic  1.396  0.020  1.396
 TR0  CAA  HAA1  single    0.970  0.020  1.090
 TR0  CAA  HAA2  single    0.970  0.020  1.090
 TR0  CAA  HAA3  single    0.970  0.020  1.090
 TR0  CAK  HAK   single    0.930  0.020  1.080
 TR0  CAM  HAM1  single    0.970  0.020  1.090
 TR0  CAM  HAM2  single    0.970  0.020  1.090
 TR0  CD2  HD21  single    0.970  0.020  1.090
 TR0  CD2  HD22  single    0.970  0.020  1.090
 TR0  CA   HA    single    0.970  0.020  1.090
 TR0  CG   HG    single    0.970  0.020  1.090
 TR0  OD1  HD1   single    0.850  0.020  0.980
 TR0  CB   HB1C  single    0.970  0.020  1.090
 TR0  CB   HB2C  single    0.970  0.020  1.090
 TR0  NAR  HAR   single    0.860  0.020  1.020
 TR0  CAL  HAL1  single    0.970  0.020  1.090
 TR0  CAL  HAL2  single    0.970  0.020  1.090
 TR0  CA0  HA0   single    0.930  0.020  1.080
 TR0  CAJ  HAJ   single    0.930  0.020  1.080
 TR0  CAI  HAI   single    0.930  0.020  1.080
 TR0  CAF  HAF   single    0.930  0.020  1.080
 TR0  CAE  HAE   single    0.930  0.020  1.080
 TR0  CA1  HA1   single    0.930  0.020  1.080
 TR0  CA2  HA2   single    0.930  0.020  1.080
 TR0  CAH  HAH   single    0.930  0.020  1.080
 TR0  CAG  HAG   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
 TR0  HAA3  CAA  HAA2  108.49  3.000
 TR0  HAA3  CAA  HAA1  107.34  3.000
 TR0  HAA2  CAA  HAA1  108.50  3.000
 TR0  HAA3  CAA  CAW   110.57  3.000
 TR0  HAA2  CAA  CAW   111.20  3.000
 TR0  HAA1  CAA  CAW   110.63  3.000
 TR0  NAQ   CAW  CAK   110.68  3.000
 TR0  NAQ   CAW  CAA   121.35  3.000
 TR0  CAK   CAW  CAA   127.97  3.000
 TR0  HAK   CAK  CAZ   128.07  3.000
 TR0  HAK   CAK  CAW   128.04  3.000
 TR0  CAZ   CAK  CAW   103.89  3.000
 TR0  OAT   NAQ  CAW   106.45  3.000
 TR0  CAZ   OAT  NAQ   109.67  3.000
 TR0  CAM   CAZ  OAT   118.03  3.000
 TR0  CAM   CAZ  CAK   132.66  3.000
 TR0  OAT   CAZ  CAK   109.30  3.000
 TR0  HAM2  CAM  HAM1  106.24  3.000
 TR0  HAM2  CAM  CAU   110.04  3.000
 TR0  HAM1  CAM  CAU   109.43  3.000
 TR0  HAM2  CAM  CAZ   108.94  3.000
 TR0  HAM1  CAM  CAZ   110.29  3.000
 TR0  CAU   CAM  CAZ   111.76  3.000
 TR0  N     CAU  OAB   121.98  3.000
 TR0  N     CAU  CAM   116.06  3.000
 TR0  OAB   CAU  CAM   121.96  3.000
 TR0  CA    N    CD2   112.59  3.000
 TR0  CA    N    CAU   120.09  3.000
 TR0  CD2   N    CAU   127.31  3.000
 TR0  HD22  CD2  HD21  108.05  3.000
 TR0  HD22  CD2  CG    110.43  3.000
 TR0  HD21  CD2  CG    112.13  3.000
 TR0  HD22  CD2  N     111.40  3.000
 TR0  HD21  CD2  N     112.10  3.000
 TR0  CG    CD2  N     102.71  3.000
 TR0  HG    CG   CB    112.00  3.000
 TR0  HG    CG   OD1   111.77  3.000
 TR0  CB    CG   OD1   107.81  3.000
 TR0  HG    CG   CD2   110.90  3.000
 TR0  CB    CG   CD2   101.92  3.000
 TR0  OD1   CG   CD2   112.02  3.000
 TR0  HD1   OD1  CG    108.61  3.000
 TR0  HB2C  CB   HB1C  108.01  3.000
 TR0  HB2C  CB   CA    110.47  3.000
 TR0  HB1C  CB   CA    112.46  3.000
 TR0  HB2C  CB   CG    108.88  3.000
 TR0  HB1C  CB   CG    113.05  3.000
 TR0  CA    CB   CG    103.91  3.000
 TR0  HA    CA   C     110.40  3.000
 TR0  HA    CA   CB    110.86  3.000
 TR0  C     CA   CB    110.86  3.000
 TR0  HA    CA   N     110.14  3.000
 TR0  C     CA   N     111.24  3.000
 TR0  CB    CA   N     103.15  3.000
 TR0  NAR   C    O     123.42  3.000
 TR0  NAR   C    CA    114.75  3.000
 TR0  O     C    CA    121.70  3.000
 TR0  HAR   NAR  CAL   118.14  3.000
 TR0  HAR   NAR  C     119.08  3.000
 TR0  CAL   NAR  C     122.29  3.000
 TR0  HAL2  CAL  HAL1  107.07  3.000
 TR0  HAL2  CAL  CAX   110.17  3.000
 TR0  HAL1  CAL  CAX   110.25  3.000
 TR0  HAL2  CAL  NAR   110.16  3.000
 TR0  HAL1  CAL  NAR   109.18  3.000
 TR0  CAX   CAL  NAR   109.96  3.000
 TR0  HA0   CA0  CAI   120.08  3.000
 TR0  HA0   CA0  CAJ   119.68  3.000
 TR0  CAI   CA0  CAJ   120.24  3.000
 TR0  CAE   CAX  CAF   118.50  3.000
 TR0  CAE   CAX  CAL   120.72  3.000
 TR0  CAF   CAX  CAL   120.76  3.000
 TR0  HAF   CAF  CAH   119.52  3.000
 TR0  HAF   CAF  CAX   119.68  3.000
 TR0  CAH   CAF  CAX   120.80  3.000
 TR0  HA1   CA1  CAI   120.09  3.000
 TR0  HA1   CA1  CA2   119.69  3.000
 TR0  CAI   CA1  CA2   120.22  3.000
 TR0  HAH   CAH  CAY   119.90  3.000
 TR0  HAH   CAH  CAF   119.20  3.000
 TR0  CAY   CAH  CAF   120.88  3.000
 TR0  HAE   CAE  CAG   119.42  3.000
 TR0  HAE   CAE  CAX   119.75  3.000
 TR0  CAG   CAE  CAX   120.82  3.000
 TR0  HA2   CA2  CBA   119.80  3.000
 TR0  HA2   CA2  CA1   119.38  3.000
 TR0  CBA   CA2  CA1   120.81  3.000
 TR0  HAG   CAG  CAY   119.90  3.000
 TR0  HAG   CAG  CAE   119.24  3.000
 TR0  CAY   CAG  CAE   120.85  3.000
 TR0  CBA   CAY  CAG   120.94  3.000
 TR0  CBA   CAY  CAH   120.92  3.000
 TR0  CAG   CAY  CAH   118.14  3.000
 TR0  CAJ   CBA  CAY   120.85  3.000
 TR0  CAJ   CBA  CA2   118.43  3.000
 TR0  CAY   CBA  CA2   120.72  3.000
 TR0  HAJ   CAJ  CBA   119.90  3.000
 TR0  HAJ   CAJ  CA0   119.30  3.000
 TR0  CBA   CAJ  CA0   120.79  3.000
 TR0  HAI   CAI  CA1   120.24  3.000
 TR0  HAI   CAI  CA0   120.24  3.000
 TR0  CA1   CAI  CA0   119.52  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
 TR0  CONST_01  OAT   CAZ  CAK  CAW     0.00   0.0  0
 TR0  CONST_02  CAZ   OAT  NAQ  CAW     0.00   0.0  0
 TR0  CONST_03  OAT   NAQ  CAW  CAK     0.00   0.0  0
 TR0  CONST_04  NAQ   OAT  CAZ  CAK     0.00   0.0  0
 TR0  CONST_05  CAZ   CAK  CAW  NAQ     0.00   0.0  0
 TR0  CONST_06  CA2   CBA  CAJ  CA0     0.00   0.0  0
 TR0  CONST_07  CAY   CBA  CAJ  CA0   180.00   0.0  0
 TR0  CONST_08  CA2   CA1  CAI  CA0     0.00   0.0  0
 TR0  CONST_09  CAY   CAH  CAF  CAX     0.00   0.0  0
 TR0  CONST_10  CAY   CAG  CAE  CAX     0.00   0.0  0
 TR0  CONST_11  CAG   CAE  CAX  CAF     0.00   0.0  0
 TR0  CONST_12  CAG   CAY  CAH  CAF     0.00   0.0  0
 TR0  CONST_13  CBA   CAY  CAH  CAF   180.00   0.0  0
 TR0  CONST_14  CAY   CBA  CA2  CA1   180.00   0.0  0
 TR0  CONST_15  CAJ   CBA  CA2  CA1     0.00   0.0  0
 TR0  CONST_16  CAJ   CA0  CAI  CA1     0.00   0.0  0
 TR0  CONST_17  CAE   CAX  CAF  CAH     0.00   0.0  0
 TR0  CONST_18  CAE   CAG  CAY  CAH     0.00   0.0  0
 TR0  CONST_21  CBA   CAY  CAG  CAE   180.00   0.0  0
 TR0  CONST_24  CAI   CA1  CA2  CBA     0.00   0.0  0
 TR0  CONST_25  CAI   CA0  CAJ  CBA     0.00   0.0  0
 TR0  CONST_26  CAZ   CAK  CAW  CAA   180.00   0.0  0
 TR0  CONST_27  OAT   NAQ  CAW  CAA   180.00   0.0  0
 TR0  CONST_28  CAM   CAZ  CAK  CAW   180.00   0.0  0
 TR0  CONST_29  CAM   CAZ  OAT  NAQ   180.00   0.0  0
 TR0  CONST_30  CAH   CAF  CAX  CAL   180.00   0.0  0
 TR0  CONST_31  CAG   CAE  CAX  CAL   180.00   0.0  0
 TR0  CONST_32  HAK   CAK  CAW  NAQ   180.00   0.0  0
 TR0  CONST_33  HA1   CA1  CAI  CA0   180.00   0.0  0
 TR0  CONST_34  HAH   CAH  CAF  CAX   180.00   0.0  0
 TR0  CONST_35  HAG   CAG  CAE  CAX   180.00   0.0  0
 TR0  CONST_36  HAE   CAE  CAX  CAF   180.00   0.0  0
 TR0  CONST_37  HA0   CA0  CAI  CA1   180.00   0.0  0
 TR0  CONST_38  HAF   CAF  CAX  CAE   180.00   0.0  0
 TR0  CONST_39  HAI   CAI  CA1  CA2   180.00   0.0  0
 TR0  CONST_40  HAJ   CAJ  CBA  CA2   180.00   0.0  0
 TR0  CONST_41  HA2   CA2  CBA  CAY     0.00   0.0  0
 TR0  CONST_42  CD2   N    CAU  CAM     0.00   0.0  0
 TR0  CONST_43  CA    N    CAU  CAM   180.00   0.0  0
 TR0  CONST_44  CD2   N    CAU  OAB   180.00   0.0  0
 TR0  CONST_45  CA    N    CAU  OAB     0.00   0.0  0
 TR0  CONST_46  CAL   NAR  C    CA    180.00   0.0  0
 TR0  CONST_47  HAR   NAR  C    CA      0.00   0.0  0
 TR0  CONST_48  CAL   NAR  C    O       0.00   0.0  0
 TR0  Var_01    CA    N    CD2  CG     20.68  30.0  1
 TR0  Var_02    CAU   CAM  CAZ  CAK   104.88  30.0  2
 TR0  Var_03    N     CAU  CAM  CAZ  -176.35  30.0  3
 TR0  Var_04    CAF   CAX  CAL  NAR    87.92  30.0  2
 TR0  Var_05    HAA1  CAA  CAW  CAK    60.70  30.0  2
 TR0  Var_06    CAX   CAL  NAR  C    -172.59  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
 TR0  chir_01  CG  CD2  OD1  CB  positiv
 TR0  chir_02  CA  N    C    CB  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
 TR0  plan-1  CAA  0.020
 TR0  plan-1  CAW  0.020
 TR0  plan-1  CAK  0.020
 TR0  plan-1  NAQ  0.020
 TR0  plan-1  OAT  0.020
 TR0  plan-1  CAZ  0.020
 TR0  plan-1  CAM  0.020
 TR0  plan-1  HAK  0.020
 TR0  plan-2  CA0  0.020
 TR0  plan-2  CA1  0.020
 TR0  plan-2  CA2  0.020
 TR0  plan-2  CAY  0.020
 TR0  plan-2  CBA  0.020
 TR0  plan-2  CAJ  0.020
 TR0  plan-2  CAI  0.020
 TR0  plan-2  HAJ  0.020
 TR0  plan-2  HAI  0.020
 TR0  plan-2  HA1  0.020
 TR0  plan-2  HA2  0.020
 TR0  plan-2  HA0  0.020
 TR0  plan-3  CAL  0.020
 TR0  plan-3  CAX  0.020
 TR0  plan-3  CAF  0.020
 TR0  plan-3  CAH  0.020
 TR0  plan-3  CAE  0.020
 TR0  plan-3  CAG  0.020
 TR0  plan-3  CAY  0.020
 TR0  plan-3  CBA  0.020
 TR0  plan-3  HAF  0.020
 TR0  plan-3  HAE  0.020
 TR0  plan-3  HAH  0.020
 TR0  plan-3  HAG  0.020
 TR0  plan-4  CA   0.020
 TR0  plan-4  C    0.020
 TR0  plan-4  O    0.020
 TR0  plan-4  NAR  0.020
 TR0  plan-4  CAL  0.020
 TR0  plan-4  HAR  0.020
 TR0  plan-5  CAM  0.020
 TR0  plan-5  CAU  0.020
 TR0  plan-5  OAB  0.020
 TR0  plan-5  N    0.020
 TR0  plan-5  CD2  0.020
 TR0  plan-5  CA   0.020

