# electronic Ligand Builder and Optimisation Workbench (eLBOW)
#   - a module of PHENIX version dev-svn-
#   - file written: Fri Mar 18 11:28:41 2022
#   Inital geometry file: a 129 line input string
#   Ligand name: (4R)-4-hydroxy-1-[(3-methyl-1,2-oxazol-5-yl)acetyl]-N-[4-(1,3-oxazol-5-yl)benzyl]-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)c4ocnc4)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
 L8B  L8B  (4R)-4-hydroxy-1-[(3-methyl-1,2-oxazol-5-yl)acetyl]-N-[4-(1,3-oxazol-5-yl)benzyl]-L-prolinamide  ligand  52  30  .  2022-08-10  2022-08-10
;
Directly from eLBOW using geometry from QM method PBEh-3c with CPCM solvent model
Validated by Mogul as OK (reasonable std)
;

data_comp_L8B
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
 L8B  CAA   C  CH3   0  -0.735   2.4291   4.9680  -0.9073
 L8B  CAW   C  CR5   0   0.254   2.7864   3.5310  -1.0430
 L8B  CAK   C  CR15  0  -0.520   3.0601   2.6009  -0.0054
 L8B  NAQ   N  N     0  -0.186   2.8912   2.9621  -2.2103
 L8B  OAT   O  O     0  -0.343   3.2327   1.6609  -1.9765
 L8B  CAZ   C  CR5   0   0.501   3.3272   1.4506  -0.6623
 L8B  CAM   C  CH2   0  -0.729   3.6818   0.0912  -0.1930
 L8B  CAU   C  C     0   0.590   2.5039  -0.8649  -0.3016
 L8B  OAB   O  O     0  -0.480   1.4655  -0.5440  -0.8606
 L8B  N     N  NR5   0  -0.473   2.6732  -2.0743   0.2467
 L8B  CD2   C  CH2   0  -0.301   3.8681  -2.5843   0.8997
 L8B  CG    C  CR15  0  -0.000   3.7006  -4.0940   0.7658
 L8B  OD1   O  OH1   0  -0.666   4.0324  -4.5482  -0.5250
 L8B  CB    C  CH2   0  -0.496   2.2004  -4.2596   0.9498
 L8B  CA    C  CR15  0  -0.181   1.5979  -3.0477   0.2197
 L8B  C     C  C     0   0.558   0.3746  -2.5290   0.9660
 L8B  O     O  O     0  -0.479   0.4828  -1.8795   1.9918
 L8B  NAR   N  NH1   0  -0.640  -0.8026  -2.9125   0.4491
 L8B  CAL   C  CH2   0  -0.328  -2.0664  -2.5913   1.0580
 L8B  CAX   C  CR6   0   0.067  -2.6033  -1.2166   0.7334
 L8B  CAF   C  CR16  0  -0.271  -3.8068  -0.8143   1.3074
 L8B  CAH   C  CR16  0  -0.284  -4.3527   0.4284   1.0372
 L8B  CAE   C  CR16  0  -0.286  -1.9533  -0.3354  -0.1224
 L8B  CAG   C  CR16  0  -0.314  -2.4929   0.9105  -0.3975
 L8B  CAY   C  CR6   0  -0.006  -3.6991   1.3132   0.1760
 L8B  CBA   C  CR5   0   0.356  -4.2410   2.6242  -0.1298
 L8B  CAJ   C  CR15  0  -0.240  -3.8265   3.6713  -0.8872
 L8B  NAP   N  N     0  -0.411  -4.7588   4.6811  -0.8131
 L8B  CAI   C  CR15  0   0.162  -5.6737   4.2211  -0.0369
 L8B  OAS   O  O     0  -0.403  -5.4308   2.9869   0.4143
 L8B  HAA1  H  HCH3  0   0.260   3.2479   5.5243  -0.4506
 L8B  HAA2  H  HCH3  0   0.256   2.2088   5.4133  -1.8754
 L8B  HAA3  H  HCH3  0   0.258   1.5567   5.0855  -0.2650
 L8B  HAK   H  HCR5  0   0.276   3.0533   2.7715   1.0579
 L8B  HAM1  H  HCH2  0   0.316   4.5244  -0.3034  -0.7700
 L8B  HAM2  H  HCH2  0   0.313   4.0215   0.1554   0.8424
 L8B  HD21  H  HCH2  0   0.271   4.7811  -2.2261   0.4233
 L8B  HD22  H  HCH2  0   0.254   3.9002  -2.2948   1.9543
 L8B  HA    H  HCR5  0   0.282   1.3409  -3.3025  -0.8129
 L8B  HG    H  HCR5  0   0.247   4.2673  -4.6201   1.5415
 L8B  HD1   H  HOH1  0   0.454   4.9732  -4.4053  -0.6692
 L8B  HB1C  H  HCH2  0   0.276   1.8252  -5.2054   0.5618
 L8B  HB2C  H  HCH2  0   0.266   1.9709  -4.2182   2.0160
 L8B  HAR   H  HNH1  0   0.408  -0.8128  -3.3886  -0.4381
 L8B  HAL1  H  HCH2  0   0.278  -2.7878  -3.3429   0.7340
 L8B  HAL2  H  HCH2  0   0.265  -1.9792  -2.6980   2.1409
 L8B  HAF   H  HCR6  0   0.254  -4.3310  -1.4829   1.9804
 L8B  HAE   H  HCR6  0   0.271  -1.0137  -0.6107  -0.5814
 L8B  HAH   H  HCR6  0   0.257  -5.2904   0.7009   1.5032
 L8B  HAG   H  HCR6  0   0.250  -1.9610   1.5732  -1.0687
 L8B  HAJ   H  HCR5  0   0.275  -2.9277   3.7662  -1.4748
 L8B  HAI   H  HCR5  0   0.297  -6.5859   4.7005   0.2835

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
 L8B  CAA  CAW   single    1.487  0.020  1.487
 L8B  CAW  CAK   aromatic  1.420  0.020  1.420
 L8B  CAW  NAQ   aromatic  1.303  0.020  1.303
 L8B  CAK  CAZ   aromatic  1.351  0.020  1.351
 L8B  NAQ  OAT   aromatic  1.365  0.020  1.365
 L8B  OAT  CAZ   aromatic  1.334  0.020  1.334
 L8B  CAZ  CAM   single    1.481  0.020  1.481
 L8B  CAM  CAU   single    1.521  0.020  1.521
 L8B  CAU  OAB   double    1.222  0.020  1.222
 L8B  CAU  N     single    1.339  0.020  1.339
 L8B  N    CD2   single    1.454  0.020  1.454
 L8B  N    CA    single    1.451  0.020  1.451
 L8B  CD2  CG    single    1.525  0.020  1.525
 L8B  CG   OD1   single    1.408  0.020  1.408
 L8B  CG   CB    single    1.520  0.020  1.520
 L8B  CB   CA    single    1.538  0.020  1.538
 L8B  CA   C     single    1.524  0.020  1.524
 L8B  C    O     double    1.219  0.020  1.219
 L8B  C    NAR   single    1.342  0.020  1.342
 L8B  NAR  CAL   single    1.439  0.020  1.439
 L8B  CAL  CAX   single    1.511  0.020  1.511
 L8B  CAX  CAF   aromatic  1.393  0.020  1.393
 L8B  CAX  CAE   aromatic  1.390  0.020  1.390
 L8B  CAF  CAH   aromatic  1.384  0.020  1.384
 L8B  CAH  CAY   aromatic  1.397  0.020  1.397
 L8B  CAE  CAG   aromatic  1.385  0.020  1.385
 L8B  CAG  CAY   aromatic  1.395  0.020  1.395
 L8B  CAY  CBA   single    1.451  0.020  1.451
 L8B  CBA  CAJ   aromatic  1.357  0.020  1.357
 L8B  CBA  OAS   aromatic  1.358  0.020  1.358
 L8B  CAJ  NAP   aromatic  1.376  0.020  1.376
 L8B  NAP  CAI   aromatic  1.285  0.020  1.285
 L8B  CAI  OAS   aromatic  1.336  0.020  1.336
 L8B  CAA  HAA1  single    0.970  0.020  1.090
 L8B  CAA  HAA2  single    0.970  0.020  1.090
 L8B  CAA  HAA3  single    0.970  0.020  1.090
 L8B  CAK  HAK   single    0.930  0.020  1.080
 L8B  CAM  HAM1  single    0.970  0.020  1.090
 L8B  CAM  HAM2  single    0.970  0.020  1.090
 L8B  CD2  HD21  single    0.970  0.020  1.090
 L8B  CD2  HD22  single    0.970  0.020  1.090
 L8B  CA   HA    single    0.970  0.020  1.090
 L8B  CG   HG    single    0.970  0.020  1.090
 L8B  OD1  HD1   single    0.850  0.020  0.980
 L8B  CB   HB1C  single    0.970  0.020  1.090
 L8B  CB   HB2C  single    0.970  0.020  1.090
 L8B  NAR  HAR   single    0.860  0.020  1.020
 L8B  CAL  HAL1  single    0.970  0.020  1.090
 L8B  CAL  HAL2  single    0.970  0.020  1.090
 L8B  CAF  HAF   single    0.930  0.020  1.080
 L8B  CAE  HAE   single    0.930  0.020  1.080
 L8B  CAH  HAH   single    0.930  0.020  1.080
 L8B  CAG  HAG   single    0.930  0.020  1.080
 L8B  CAJ  HAJ   single    0.930  0.020  1.080
 L8B  CAI  HAI   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
 L8B  HAA3  CAA  HAA2  108.55  3.000
 L8B  HAA3  CAA  HAA1  107.42  3.000
 L8B  HAA2  CAA  HAA1  108.42  3.000
 L8B  HAA3  CAA  CAW   110.51  3.000
 L8B  HAA2  CAA  CAW   111.28  3.000
 L8B  HAA1  CAA  CAW   110.55  3.000
 L8B  NAQ   CAW  CAK   110.68  3.000
 L8B  NAQ   CAW  CAA   121.54  3.000
 L8B  CAK   CAW  CAA   127.77  3.000
 L8B  HAK   CAK  CAZ   128.03  3.000
 L8B  HAK   CAK  CAW   128.06  3.000
 L8B  CAZ   CAK  CAW   103.91  3.000
 L8B  OAT   NAQ  CAW   106.43  3.000
 L8B  CAZ   OAT  NAQ   109.67  3.000
 L8B  CAM   CAZ  OAT   118.27  3.000
 L8B  CAM   CAZ  CAK   132.42  3.000
 L8B  OAT   CAZ  CAK   109.31  3.000
 L8B  HAM2  CAM  HAM1  106.35  3.000
 L8B  HAM2  CAM  CAU   110.23  3.000
 L8B  HAM1  CAM  CAU   109.38  3.000
 L8B  HAM2  CAM  CAZ   108.73  3.000
 L8B  HAM1  CAM  CAZ   110.37  3.000
 L8B  CAU   CAM  CAZ   111.65  3.000
 L8B  N     CAU  OAB   122.14  3.000
 L8B  N     CAU  CAM   116.15  3.000
 L8B  OAB   CAU  CAM   121.71  3.000
 L8B  CA    N    CD2   112.47  3.000
 L8B  CA    N    CAU   120.32  3.000
 L8B  CD2   N    CAU   127.21  3.000
 L8B  HD22  CD2  HD21  108.04  3.000
 L8B  HD22  CD2  CG    110.47  3.000
 L8B  HD21  CD2  CG    112.27  3.000
 L8B  HD22  CD2  N     111.36  3.000
 L8B  HD21  CD2  N     112.13  3.000
 L8B  CG    CD2  N     102.57  3.000
 L8B  HG    CG   CB    111.87  3.000
 L8B  HG    CG   OD1   111.86  3.000
 L8B  CB    CG   OD1   107.96  3.000
 L8B  HG    CG   CD2   110.89  3.000
 L8B  CB    CG   CD2   101.87  3.000
 L8B  OD1   CG   CD2   111.96  3.000
 L8B  HD1   OD1  CG    108.65  3.000
 L8B  HB2C  CB   HB1C  107.97  3.000
 L8B  HB2C  CB   CA    110.58  3.000
 L8B  HB1C  CB   CA    112.35  3.000
 L8B  HB2C  CB   CG    108.76  3.000
 L8B  HB1C  CB   CG    113.04  3.000
 L8B  CA    CB   CG    104.08  3.000
 L8B  HA    CA   C     110.67  3.000
 L8B  HA    CA   CB    110.89  3.000
 L8B  C     CA   CB    110.50  3.000
 L8B  HA    CA   N     110.36  3.000
 L8B  C     CA   N     110.94  3.000
 L8B  CB    CA   N     103.27  3.000
 L8B  NAR   C    O     123.66  3.000
 L8B  NAR   C    CA    114.73  3.000
 L8B  O     C    CA    121.48  3.000
 L8B  HAR   NAR  CAL   118.00  3.000
 L8B  HAR   NAR  C     118.91  3.000
 L8B  CAL   NAR  C     122.94  3.000
 L8B  HAL2  CAL  HAL1  106.27  3.000
 L8B  HAL2  CAL  CAX   109.29  3.000
 L8B  HAL1  CAL  CAX   109.15  3.000
 L8B  HAL2  CAL  NAR   109.13  3.000
 L8B  HAL1  CAL  NAR   107.53  3.000
 L8B  CAX   CAL  NAR   115.10  3.000
 L8B  CAE   CAX  CAF   118.34  3.000
 L8B  CAE   CAX  CAL   122.89  3.000
 L8B  CAF   CAX  CAL   118.77  3.000
 L8B  HAF   CAF  CAH   118.97  3.000
 L8B  HAF   CAF  CAX   119.71  3.000
 L8B  CAH   CAF  CAX   121.32  3.000
 L8B  HAH   CAH  CAY   120.76  3.000
 L8B  HAH   CAH  CAF   118.94  3.000
 L8B  CAY   CAH  CAF   120.30  3.000
 L8B  HAE   CAE  CAG   118.89  3.000
 L8B  HAE   CAE  CAX   120.42  3.000
 L8B  CAG   CAE  CAX   120.69  3.000
 L8B  HAG   CAG  CAY   120.19  3.000
 L8B  HAG   CAG  CAE   118.83  3.000
 L8B  CAY   CAG  CAE   120.98  3.000
 L8B  CBA   CAY  CAG   119.80  3.000
 L8B  CBA   CAY  CAH   121.83  3.000
 L8B  CAG   CAY  CAH   118.37  3.000
 L8B  OAS   CBA  CAJ   106.57  3.000
 L8B  OAS   CBA  CAY   118.96  3.000
 L8B  CAJ   CBA  CAY   134.47  3.000
 L8B  HAJ   CAJ  NAP   121.98  3.000
 L8B  HAJ   CAJ  CBA   128.81  3.000
 L8B  NAP   CAJ  CBA   109.21  3.000
 L8B  CAI   NAP  CAJ   104.61  3.000
 L8B  HAI   CAI  OAS   117.63  3.000
 L8B  HAI   CAI  NAP   128.48  3.000
 L8B  OAS   CAI  NAP   113.90  3.000
 L8B  CAI   OAS  CBA   105.71  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
 L8B  CONST_01  OAT   CAZ  CAK  CAW     0.00   0.0  0
 L8B  CONST_02  CAZ   OAT  NAQ  CAW     0.00   0.0  0
 L8B  CONST_03  OAT   NAQ  CAW  CAK     0.00   0.0  0
 L8B  CONST_04  NAQ   OAT  CAZ  CAK     0.00   0.0  0
 L8B  CONST_05  CAZ   CAK  CAW  NAQ     0.00   0.0  0
 L8B  CONST_06  CAY   CAH  CAF  CAX     0.00   0.0  0
 L8B  CONST_07  CAY   CAG  CAE  CAX     0.00   0.0  0
 L8B  CONST_08  CAG   CAE  CAX  CAF     0.00   0.0  0
 L8B  CONST_09  CAG   CAY  CAH  CAF     0.00   0.0  0
 L8B  CONST_10  CBA   CAY  CAH  CAF   180.00   0.0  0
 L8B  CONST_11  CAE   CAX  CAF  CAH     0.00   0.0  0
 L8B  CONST_12  CAE   CAG  CAY  CAH     0.00   0.0  0
 L8B  CONST_13  CAJ   CBA  CAY  CAH   180.00   0.0  0
 L8B  CONST_14  OAS   CBA  CAY  CAH     0.00   0.0  0
 L8B  CONST_15  CBA   CAY  CAG  CAE   180.00   0.0  0
 L8B  CONST_16  CAJ   CBA  CAY  CAG     0.00   0.0  0
 L8B  CONST_17  OAS   CBA  CAY  CAG   180.00   0.0  0
 L8B  CONST_18  NAP   CAJ  CBA  CAY   180.00   0.0  0
 L8B  CONST_19  CAI   OAS  CBA  CAY   180.00   0.0  0
 L8B  CONST_20  CAI   NAP  CAJ  CBA     0.00   0.0  0
 L8B  CONST_21  NAP   CAI  OAS  CBA     0.00   0.0  0
 L8B  CONST_22  CAI   OAS  CBA  CAJ     0.00   0.0  0
 L8B  CONST_23  OAS   CAI  NAP  CAJ     0.00   0.0  0
 L8B  CONST_24  OAS   CBA  CAJ  NAP     0.00   0.0  0
 L8B  CONST_25  CAZ   CAK  CAW  CAA   180.00   0.0  0
 L8B  CONST_26  OAT   NAQ  CAW  CAA   180.00   0.0  0
 L8B  CONST_27  CAM   CAZ  CAK  CAW   180.00   0.0  0
 L8B  CONST_28  CAM   CAZ  OAT  NAQ   180.00   0.0  0
 L8B  CONST_29  CAH   CAF  CAX  CAL   180.00   0.0  0
 L8B  CONST_30  CAG   CAE  CAX  CAL   180.00   0.0  0
 L8B  CONST_31  HAK   CAK  CAW  NAQ   180.00   0.0  0
 L8B  CONST_32  HAH   CAH  CAF  CAX   180.00   0.0  0
 L8B  CONST_33  HAG   CAG  CAE  CAX   180.00   0.0  0
 L8B  CONST_34  HAE   CAE  CAX  CAF   180.00   0.0  0
 L8B  CONST_35  HAF   CAF  CAX  CAE   180.00   0.0  0
 L8B  CONST_36  HAJ   CAJ  CBA  CAY     0.00   0.0  0
 L8B  CONST_37  HAI   CAI  OAS  CBA   180.00   0.0  0
 L8B  CONST_38  CD2   N    CAU  CAM     0.00   0.0  0
 L8B  CONST_39  CA    N    CAU  CAM   180.00   0.0  0
 L8B  CONST_40  CD2   N    CAU  OAB   180.00   0.0  0
 L8B  CONST_41  CA    N    CAU  OAB     0.00   0.0  0
 L8B  CONST_42  CAL   NAR  C    CA    180.00   0.0  0
 L8B  CONST_43  HAR   NAR  C    CA      0.00   0.0  0
 L8B  CONST_44  CAL   NAR  C    O       0.00   0.0  0
 L8B  Var_01    CA    N    CD2  CG     22.95  30.0  1
 L8B  Var_02    CAU   CAM  CAZ  CAK   104.17  30.0  2
 L8B  Var_03    N     CAU  CAM  CAZ  -172.21  30.0  3
 L8B  Var_04    CAF   CAX  CAL  NAR  -178.53  30.0  2
 L8B  Var_05    HAA1  CAA  CAW  CAK    63.39  30.0  2
 L8B  Var_06    CAX   CAL  NAR  C      82.73  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
 L8B  chir_01  CG  CD2  OD1  CB  positiv
 L8B  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
 L8B  plan-1  CAA  0.020
 L8B  plan-1  CAW  0.020
 L8B  plan-1  CAK  0.020
 L8B  plan-1  NAQ  0.020
 L8B  plan-1  OAT  0.020
 L8B  plan-1  CAZ  0.020
 L8B  plan-1  CAM  0.020
 L8B  plan-1  HAK  0.020
 L8B  plan-2  CAY  0.020
 L8B  plan-2  CBA  0.020
 L8B  plan-2  CAJ  0.020
 L8B  plan-2  NAP  0.020
 L8B  plan-2  CAI  0.020
 L8B  plan-2  OAS  0.020
 L8B  plan-2  HAJ  0.020
 L8B  plan-2  HAI  0.020
 L8B  plan-3  CAL  0.020
 L8B  plan-3  CAX  0.020
 L8B  plan-3  CAF  0.020
 L8B  plan-3  CAH  0.020
 L8B  plan-3  CAE  0.020
 L8B  plan-3  CAG  0.020
 L8B  plan-3  CAY  0.020
 L8B  plan-3  CBA  0.020
 L8B  plan-3  HAF  0.020
 L8B  plan-3  HAE  0.020
 L8B  plan-3  HAH  0.020
 L8B  plan-3  HAG  0.020
 L8B  plan-4  CA   0.020
 L8B  plan-4  C    0.020
 L8B  plan-4  O    0.020
 L8B  plan-4  NAR  0.020
 L8B  plan-4  CAL  0.020
 L8B  plan-4  HAR  0.020
 L8B  plan-5  CAM  0.020
 L8B  plan-5  CAU  0.020
 L8B  plan-5  OAB  0.020
 L8B  plan-5  N    0.020
 L8B  plan-5  CD2  0.020
 L8B  plan-5  CA   0.020

