# electronic Ligand Builder and Optimisation Workbench (eLBOW)
#   - a module of PHENIX version dev-svn-
#   - file written: Wed Jun 10 00:57:46 2020
#   Inital geometry file: a 122 line input string
#   Ligand name: (4R)-N-[4-(dihydroxyamino)benzyl]-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)N(O)O)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
 ZUN  ZUN  (4R)-N-[4-(dihydroxyamino)benzyl]-4-hydroxy-1-[(3-methyl-1,2-oxazol-5-yl)acetyl]-L-prolinamide  ligand  50  28  .  2021-08-25  2021-08-25  
;
Directly from eLBOW using geometry from QM method PBEh-3c with CPCM solvent model
Validated by Mogul as PERFECT
;

data_comp_ZUN
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
 ZUN  CAA   C  CH3   0  -0.735   5.7623   4.4114   0.3814
 ZUN  CAW   C  CR5   0   0.255   5.2732   3.0846  -0.0768
 ZUN  CAK   C  CR15  0  -0.523   5.0547   1.9173   0.7023
 ZUN  NAQ   N  N     0  -0.185   4.9830   2.8643  -1.3272
 ZUN  OAT   O  O     0  -0.343   4.5710   1.5650  -1.4052
 ZUN  CAZ   C  CR5   0   0.500   4.6118   1.0076  -0.1935
 ZUN  CAM   C  CH2   0  -0.727   4.1947  -0.4073  -0.0646
 ZUN  CAU   C  C     0   0.583   2.6816  -0.5546  -0.1112
 ZUN  OAB   O  O     0  -0.486   1.9445   0.4034  -0.2924
 ZUN  N     N  NR5   0  -0.479   2.2062  -1.7945   0.0609
 ZUN  CD2   C  CH2   0  -0.295   2.9770  -3.0150   0.2426
 ZUN  CG    C  CR15  0  -0.005   1.9867  -4.1013  -0.1654
 ZUN  OD1   O  OH1   0  -0.666   1.8832  -4.2234  -1.5646
 ZUN  CB    C  CH2   0  -0.494   0.6726  -3.5376   0.3496
 ZUN  CA    C  CR15  0  -0.171   0.7756  -2.0341   0.0522
 ZUN  C     C  C     0   0.567   0.0736  -1.2178   1.1303
 ZUN  O     O  O     0  -0.497   0.5669  -1.0549   2.2354
 ZUN  NAR   N  NH1   0  -0.634  -1.1399  -0.7701   0.7921
 ZUN  CAL   C  CH2   0  -0.317  -1.9738  -0.0114   1.7083
 ZUN  CAX   C  CR6   0   0.035  -3.2703   0.3500   1.0427
 ZUN  CAE   C  CR16  0  -0.281  -4.3991  -0.4485   1.1853
 ZUN  CAG   C  CR16  0  -0.294  -5.5894  -0.1392   0.5458
 ZUN  CAF   C  CR16  0  -0.275  -3.3677   1.4768   0.2333
 ZUN  CAH   C  CR16  0  -0.294  -4.5481   1.8012  -0.4161
 ZUN  CAY   C  CR6   0   0.289  -5.6725   0.9894  -0.2682
 ZUN  NBB   N  NT    0  -0.050  -6.9080   1.3645  -0.8482
 ZUN  OAS   O  OH1   0  -0.550  -7.6630   0.2400  -1.1286
 ZUN  OAD   O  OH1   0  -0.551  -6.6921   2.0487  -2.0306
 ZUN  HAA1  H  HCH3  0   0.259   6.7644   4.3267   0.8024
 ZUN  HAA2  H  HCH3  0   0.256   5.7927   5.1248  -0.4394
 ZUN  HAA3  H  HCH3  0   0.259   5.1142   4.8093   1.1620
 ZUN  HAK   H  HCR5  0   0.277   5.2036   1.7871   1.7609
 ZUN  HAM1  H  HCH2  0   0.314   4.6458  -1.0091  -0.8592
 ZUN  HAM2  H  HCH2  0   0.315   4.5791  -0.8058   0.8767
 ZUN  HD21  H  HCH2  0   0.268   3.8766  -3.0260  -0.3750
 ZUN  HD22  H  HCH2  0   0.254   3.2797  -3.1454   1.2858
 ZUN  HA    H  HCR5  0   0.279   0.3594  -1.8016  -0.9332
 ZUN  HG    H  HCR5  0   0.247   2.2387  -5.0566   0.3078
 ZUN  HD1   H  HOH1  0   0.454   2.7319  -4.5150  -1.9121
 ZUN  HB1C  H  HCH2  0   0.276  -0.1997  -3.9948  -0.1149
 ZUN  HB2C  H  HCH2  0   0.264   0.6108  -3.7093   1.4257
 ZUN  HAR   H  HNH1  0   0.405  -1.4613  -0.8887  -0.1552
 ZUN  HAL1  H  HCH2  0   0.255  -2.1638  -0.6017   2.6073
 ZUN  HAL2  H  HCH2  0   0.254  -1.4467   0.8922   2.0259
 ZUN  HAE   H  HCR6  0   0.256  -4.3585  -1.3323   1.8109
 ZUN  HAF   H  HCR6  0   0.256  -2.5074   2.1229   0.1042
 ZUN  HAG   H  HCR6  0   0.265  -6.4461  -0.7805   0.6916
 ZUN  HAH   H  HCR6  0   0.265  -4.5822   2.6898  -1.0290
 ZUN  HAD   H  HOH1  0   0.474  -7.2718   2.8183  -1.9770
 ZUN  HAS   H  HOH1  0   0.474  -8.5458   0.4514  -0.8018

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
 ZUN  CAA  CAW   single    1.486  0.020  1.486
 ZUN  CAW  CAK   aromatic  1.420  0.020  1.420
 ZUN  CAW  NAQ   aromatic  1.302  0.020  1.302
 ZUN  CAK  CAZ   aromatic  1.351  0.020  1.351
 ZUN  NAQ  OAT   aromatic  1.365  0.020  1.365
 ZUN  OAT  CAZ   aromatic  1.334  0.020  1.334
 ZUN  CAZ  CAM   single    1.481  0.020  1.481
 ZUN  CAM  CAU   single    1.521  0.020  1.521
 ZUN  CAU  OAB   double    1.222  0.020  1.222
 ZUN  CAU  N     single    1.339  0.020  1.339
 ZUN  N    CD2   single    1.455  0.020  1.455
 ZUN  N    CA    single    1.451  0.020  1.451
 ZUN  CD2  CG    single    1.526  0.020  1.526
 ZUN  CG   OD1   single    1.408  0.020  1.408
 ZUN  CG   CB    single    1.520  0.020  1.520
 ZUN  CB   CA    single    1.536  0.020  1.536
 ZUN  CA   C     single    1.524  0.020  1.524
 ZUN  C    O     double    1.221  0.020  1.221
 ZUN  C    NAR   single    1.337  0.020  1.337
 ZUN  NAR  CAL   single    1.453  0.020  1.453
 ZUN  CAL  CAX   single    1.502  0.020  1.502
 ZUN  CAX  CAE   aromatic  1.390  0.020  1.390
 ZUN  CAX  CAF   aromatic  1.391  0.020  1.391
 ZUN  CAE  CAG   aromatic  1.386  0.020  1.386
 ZUN  CAG  CAY   aromatic  1.394  0.020  1.394
 ZUN  CAF  CAH   aromatic  1.386  0.020  1.386
 ZUN  CAH  CAY   aromatic  1.395  0.020  1.395
 ZUN  CAY  NBB   single    1.416  0.020  1.416
 ZUN  OAD  NBB   single    1.383  0.020  1.383
 ZUN  OAS  NBB   single    1.383  0.020  1.383
 ZUN  CAA  HAA1  single    0.970  0.020  1.090
 ZUN  CAA  HAA2  single    0.970  0.020  1.090
 ZUN  CAA  HAA3  single    0.970  0.020  1.090
 ZUN  CAK  HAK   single    0.930  0.020  1.080
 ZUN  CAM  HAM1  single    0.970  0.020  1.090
 ZUN  CAM  HAM2  single    0.970  0.020  1.090
 ZUN  CD2  HD21  single    0.970  0.020  1.090
 ZUN  CD2  HD22  single    0.970  0.020  1.090
 ZUN  CA   HA    single    0.970  0.020  1.090
 ZUN  CG   HG    single    0.970  0.020  1.090
 ZUN  OD1  HD1   single    0.850  0.020  0.980
 ZUN  CB   HB1C  single    0.970  0.020  1.090
 ZUN  CB   HB2C  single    0.970  0.020  1.090
 ZUN  NAR  HAR   single    0.860  0.020  1.020
 ZUN  CAL  HAL1  single    0.970  0.020  1.090
 ZUN  CAL  HAL2  single    0.970  0.020  1.090
 ZUN  CAE  HAE   single    0.930  0.020  1.080
 ZUN  CAF  HAF   single    0.930  0.020  1.080
 ZUN  CAG  HAG   single    0.930  0.020  1.080
 ZUN  CAH  HAH   single    0.930  0.020  1.080
 ZUN  OAS  HAS   single    0.850  0.020  0.980
 ZUN  OAD  HAD   single    0.850  0.020  0.980

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
 ZUN  HAA3  CAA  HAA2  108.52  3.000
 ZUN  HAA3  CAA  HAA1  107.37  3.000
 ZUN  HAA2  CAA  HAA1  108.46  3.000
 ZUN  HAA3  CAA  CAW   110.55  3.000
 ZUN  HAA2  CAA  CAW   111.22  3.000
 ZUN  HAA1  CAA  CAW   110.62  3.000
 ZUN  NAQ   CAW  CAK   110.69  3.000
 ZUN  NAQ   CAW  CAA   121.35  3.000
 ZUN  CAK   CAW  CAA   127.96  3.000
 ZUN  HAK   CAK  CAZ   127.99  3.000
 ZUN  HAK   CAK  CAW   128.11  3.000
 ZUN  CAZ   CAK  CAW   103.89  3.000
 ZUN  OAT   NAQ  CAW   106.45  3.000
 ZUN  CAZ   OAT  NAQ   109.66  3.000
 ZUN  CAM   CAZ  OAT   118.01  3.000
 ZUN  CAM   CAZ  CAK   132.68  3.000
 ZUN  OAT   CAZ  CAK   109.31  3.000
 ZUN  HAM2  CAM  HAM1  106.26  3.000
 ZUN  HAM2  CAM  CAU   109.95  3.000
 ZUN  HAM1  CAM  CAU   109.55  3.000
 ZUN  HAM2  CAM  CAZ   108.94  3.000
 ZUN  HAM1  CAM  CAZ   110.26  3.000
 ZUN  CAU   CAM  CAZ   111.72  3.000
 ZUN  N     CAU  OAB   122.05  3.000
 ZUN  N     CAU  CAM   116.04  3.000
 ZUN  OAB   CAU  CAM   121.91  3.000
 ZUN  CA    N    CD2   112.62  3.000
 ZUN  CA    N    CAU   120.16  3.000
 ZUN  CD2   N    CAU   127.21  3.000
 ZUN  HD22  CD2  HD21  108.08  3.000
 ZUN  HD22  CD2  CG    110.47  3.000
 ZUN  HD21  CD2  CG    112.12  3.000
 ZUN  HD22  CD2  N     111.44  3.000
 ZUN  HD21  CD2  N     112.00  3.000
 ZUN  CG    CD2  N     102.71  3.000
 ZUN  HG    CG   CB    112.08  3.000
 ZUN  HG    CG   OD1   111.75  3.000
 ZUN  CB    CG   OD1   107.77  3.000
 ZUN  HG    CG   CD2   110.86  3.000
 ZUN  CB    CG   CD2   101.92  3.000
 ZUN  OD1   CG   CD2   112.03  3.000
 ZUN  HD1   OD1  CG    108.68  3.000
 ZUN  HB2C  CB   HB1C  108.01  3.000
 ZUN  HB2C  CB   CA    110.40  3.000
 ZUN  HB1C  CB   CA    112.47  3.000
 ZUN  HB2C  CB   CG    108.95  3.000
 ZUN  HB1C  CB   CG    113.10  3.000
 ZUN  CA    CB   CG    103.85  3.000
 ZUN  HA    CA   C     110.36  3.000
 ZUN  HA    CA   CB    110.89  3.000
 ZUN  C     CA   CB    110.89  3.000
 ZUN  HA    CA   N     110.20  3.000
 ZUN  C     CA   N     111.20  3.000
 ZUN  CB    CA   N     103.10  3.000
 ZUN  NAR   C    O     123.44  3.000
 ZUN  NAR   C    CA    114.75  3.000
 ZUN  O     C    CA    121.71  3.000
 ZUN  HAR   NAR  CAL   118.12  3.000
 ZUN  HAR   NAR  C     119.21  3.000
 ZUN  CAL   NAR  C     122.44  3.000
 ZUN  HAL2  CAL  HAL1  106.95  3.000
 ZUN  HAL2  CAL  CAX   110.25  3.000
 ZUN  HAL1  CAL  CAX   110.16  3.000
 ZUN  HAL2  CAL  NAR   109.77  3.000
 ZUN  HAL1  CAL  NAR   109.68  3.000
 ZUN  CAX   CAL  NAR   109.99  3.000
 ZUN  CAF   CAX  CAE   117.92  3.000
 ZUN  CAF   CAX  CAL   120.89  3.000
 ZUN  CAE   CAX  CAL   121.16  3.000
 ZUN  HAE   CAE  CAG   118.72  3.000
 ZUN  HAE   CAE  CAX   119.83  3.000
 ZUN  CAG   CAE  CAX   121.46  3.000
 ZUN  HAG   CAG  CAY   120.82  3.000
 ZUN  HAG   CAG  CAE   119.10  3.000
 ZUN  CAY   CAG  CAE   120.08  3.000
 ZUN  HAF   CAF  CAH   118.74  3.000
 ZUN  HAF   CAF  CAX   119.79  3.000
 ZUN  CAH   CAF  CAX   121.47  3.000
 ZUN  HAH   CAH  CAY   120.90  3.000
 ZUN  HAH   CAH  CAF   119.04  3.000
 ZUN  CAY   CAH  CAF   120.05  3.000
 ZUN  NBB   CAY  CAH   120.40  3.000
 ZUN  NBB   CAY  CAG   120.38  3.000
 ZUN  CAH   CAY  CAG   119.02  3.000
 ZUN  OAD   NBB  OAS   108.31  3.000
 ZUN  OAS   NBB  CAY   110.13  3.000
 ZUN  OAD   NBB  CAY   110.19  3.000
 ZUN  HAS   OAS  NBB   104.64  3.000
 ZUN  HAD   OAD  NBB   104.67  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
 ZUN  CONST_01  OAT   CAZ  CAK  CAW     0.00   0.0  0
 ZUN  CONST_02  CAZ   OAT  NAQ  CAW     0.00   0.0  0
 ZUN  CONST_03  OAT   NAQ  CAW  CAK     0.00   0.0  0
 ZUN  CONST_04  NAQ   OAT  CAZ  CAK     0.00   0.0  0
 ZUN  CONST_05  CAZ   CAK  CAW  NAQ     0.00   0.0  0
 ZUN  CONST_06  CAY   CAG  CAE  CAX     0.00   0.0  0
 ZUN  CONST_07  CAY   CAH  CAF  CAX     0.00   0.0  0
 ZUN  CONST_08  CAH   CAF  CAX  CAE     0.00   0.0  0
 ZUN  CONST_09  CAH   CAY  CAG  CAE     0.00   0.0  0
 ZUN  CONST_10  CAF   CAX  CAE  CAG     0.00   0.0  0
 ZUN  CONST_11  CAF   CAH  CAY  CAG     0.00   0.0  0
 ZUN  CONST_12  CAZ   CAK  CAW  CAA   180.00   0.0  0
 ZUN  CONST_13  OAT   NAQ  CAW  CAA   180.00   0.0  0
 ZUN  CONST_14  CAM   CAZ  CAK  CAW   180.00   0.0  0
 ZUN  CONST_15  CAM   CAZ  OAT  NAQ   180.00   0.0  0
 ZUN  CONST_16  CAG   CAE  CAX  CAL   180.00   0.0  0
 ZUN  CONST_17  CAH   CAF  CAX  CAL   180.00   0.0  0
 ZUN  CONST_18  NBB   CAY  CAG  CAE   180.00   0.0  0
 ZUN  CONST_19  NBB   CAY  CAH  CAF   180.00   0.0  0
 ZUN  CONST_20  HAK   CAK  CAW  NAQ   180.00   0.0  0
 ZUN  CONST_21  HAG   CAG  CAE  CAX   180.00   0.0  0
 ZUN  CONST_22  HAH   CAH  CAF  CAX   180.00   0.0  0
 ZUN  CONST_23  HAF   CAF  CAX  CAE   180.00   0.0  0
 ZUN  CONST_24  HAE   CAE  CAX  CAF   180.00   0.0  0
 ZUN  CONST_25  CD2   N    CAU  CAM     0.00   0.0  0
 ZUN  CONST_26  CA    N    CAU  CAM   180.00   0.0  0
 ZUN  CONST_27  CD2   N    CAU  OAB   180.00   0.0  0
 ZUN  CONST_28  CA    N    CAU  OAB     0.00   0.0  0
 ZUN  CONST_33  CAL   NAR  C    CA    180.00   0.0  0
 ZUN  CONST_34  HAR   NAR  C    CA      0.00   0.0  0
 ZUN  CONST_37  CAL   NAR  C    O       0.00   0.0  0
 ZUN  Var_01    CA    N    CD2  CG     20.37  30.0  1
 ZUN  Var_02    CAU   CAM  CAZ  CAK   103.61  30.0  2
 ZUN  Var_03    N     CAU  CAM  CAZ  -176.99  30.0  3
 ZUN  Var_04    CAE   CAX  CAL  NAR    93.85  30.0  2
 ZUN  Var_05    HAA1  CAA  CAW  CAK    61.61  30.0  2
 ZUN  Var_06    CAX   CAL  NAR  C     179.91  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
 ZUN  chir_01  CG  CD2  OD1  CB  positiv
 ZUN  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
 ZUN  plan-1  CAA  0.020
 ZUN  plan-1  CAW  0.020
 ZUN  plan-1  CAK  0.020
 ZUN  plan-1  NAQ  0.020
 ZUN  plan-1  OAT  0.020
 ZUN  plan-1  CAZ  0.020
 ZUN  plan-1  CAM  0.020
 ZUN  plan-1  HAK  0.020
 ZUN  plan-2  CAL  0.020
 ZUN  plan-2  CAX  0.020
 ZUN  plan-2  CAE  0.020
 ZUN  plan-2  CAG  0.020
 ZUN  plan-2  CAF  0.020
 ZUN  plan-2  CAH  0.020
 ZUN  plan-2  CAY  0.020
 ZUN  plan-2  NBB  0.020
 ZUN  plan-2  HAE  0.020
 ZUN  plan-2  HAF  0.020
 ZUN  plan-2  HAG  0.020
 ZUN  plan-2  HAH  0.020
 ZUN  plan-3  CA   0.020
 ZUN  plan-3  C    0.020
 ZUN  plan-3  O    0.020
 ZUN  plan-3  NAR  0.020
 ZUN  plan-3  CAL  0.020
 ZUN  plan-3  HAR  0.020
 ZUN  plan-4  CAY  0.020
 ZUN  plan-4  NBB  0.020
 ZUN  plan-4  OAS  0.020
 ZUN  plan-4  OAD  0.020
 ZUN  plan-5  CAM  0.020
 ZUN  plan-5  CAU  0.020
 ZUN  plan-5  OAB  0.020
 ZUN  plan-5  N    0.020
 ZUN  plan-5  CD2  0.020
 ZUN  plan-5  CA   0.020

