# electronic Ligand Builder and Optimisation Workbench (eLBOW)
#   - a module of PHENIX version dev-svn-
#   - file written: Tue May 26 03:29:12 2020
#   Inital geometry file: a 106 line input string
#   Ligand name: (1R,5R)-1,5-dihydroxy-4-oxo-3-[3-oxo-3-(phenylamino)propyl]cyclohex-2-ene-1-carboxylic acid
#   Quantum optimisation: True
#   Method: PBEh-3c
#   Random seed: 3628800
#   SMILES string: O[C@@H]1C[C@@](O)(C=C(CCC(=O)Nc2ccccc2)C1=O)C(O)=O
#
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
 RJP  RJP  '(1R,5R)-1,5-dihydroxy-4-oxo-3-[3-oxo-3-(phenylamino)propyl]cyclohex-2-ene-1-carboxylic acid'  ligand  40  23  .  2021-08-23  2021-08-23  
;
Directly from eLBOW using geometry from QM method PBEh-3c with CPCM solvent model
Validated by Mogul as GRAND
;

data_comp_RJP
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
 RJP  OAA   O  O     0  -0.467  -2.4612  -0.9912  -1.5015
 RJP  OAC   O  O     0  -0.421   4.7150  -2.0796  -1.1460
 RJP  OAD   O  OH1   0  -0.662   3.6224   3.0512   0.1735
 RJP  OAE   O  O     0  -0.393   1.2707   2.2623  -0.9055
 RJP  OAF   O  OH1   0  -0.644   3.7595  -0.7312   1.9631
 RJP  CAG   C  CH2   0  -0.596  -0.8741  -0.0880   0.0597
 RJP  CAH   C  CH2   0  -0.489   0.2197  -0.3875  -0.9604
 RJP  CAI   C  C1    0  -0.218   2.4562  -0.9517  -0.0310
 RJP  CAJ   C  CR16  0  -0.274  -7.4393  -0.0899   0.1073
 RJP  CAK   C  CR16  0  -0.245  -6.6776  -0.6121  -0.9270
 RJP  CAL   C  CR16  0  -0.244  -6.7907   0.4795   1.1959
 RJP  CAM   C  CR16  0  -0.318  -5.2891  -0.5767  -0.8944
 RJP  CAN   C  CR16  0  -0.350  -5.4083   0.5224   1.2432
 RJP  CAO   C  CH2   0  -0.503   4.2680   0.7649   0.2009
 RJP  NAP   N  NH1   0  -0.749  -3.2515   0.0954   0.3356
 RJP  CAQ   C  C     0   0.563  -2.2643  -0.3809  -0.4668
 RJP  CAR   C  C     0   0.538   4.8323  -1.6174  -0.0399
 RJP  CAS   C  C     0  -0.003   1.5761  -0.0287  -0.4289
 RJP  CAT   C  CR6   0   0.371  -4.6394  -0.0041   0.2009
 RJP  CAU   C  CH1   0  -0.015   3.1541   1.7675   0.4590
 RJP  CAV   C  C     0   0.322   1.9365   1.4044  -0.3651
 RJP  CAW   C  CT    0   0.038   3.8111  -0.6495   0.5624
 RJP  HOAB  H  HOH1  0   0.488   6.4985  -2.4208   0.3228
 RJP  HOAD  H  HOH1  0   0.453   2.8632   3.6313   0.0412
 RJP  HOAF  H  HOH1  0   0.462   3.3660  -1.5705   2.2287
 RJP  HAG   H  HCH2  0   0.290  -0.7155  -0.6911   0.9596
 RJP  HAGA  H  HCH2  0   0.279  -0.8284   0.9542   0.3856
 RJP  HAH   H  HCH2  0   0.261   0.2054  -1.4466  -1.2168
 RJP  HAHA  H  HCH2  0   0.258   0.0285   0.1639  -1.8830
 RJP  HAI   H  H     0   0.294   2.1692  -1.9987  -0.0779
 RJP  HAJ   H  HCR6  0   0.255  -8.5198  -0.1250   0.0673
 RJP  HAK   H  HCR6  0   0.258  -7.1647  -1.0583  -1.7845
 RJP  HAL   H  HCR6  0   0.259  -7.3606   0.8944   2.0171
 RJP  HAM   H  HCR6  0   0.278  -4.7315  -0.9910  -1.7174
 RJP  HAN   H  HCR6  0   0.269  -4.9161   0.9683   2.0995
 RJP  HAO   H  HCH2  0   0.277   4.5481   0.8059  -0.8548
 RJP  HAOA  H  HCH2  0   0.286   5.1527   1.0268   0.7851
 RJP  HNAP  H  HNH1  0   0.416  -2.9442   0.5731   1.1700
 RJP  HAU   H  HCH1  0   0.252   2.8343   1.6796   1.5105
 RJP  OAB   O  OH1   0  -0.577   5.8559  -1.8413   0.7602

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
 RJP  OAA  CAQ   double    1.217  0.020  1.217
 RJP  CAR  OAB   single    1.318  0.020  1.318
 RJP  OAB  HOAB  single    0.850  0.020  0.980
 RJP  CAR  OAC   double    1.205  0.020  1.205
 RJP  OAD  CAU   single    1.396  0.020  1.396
 RJP  OAD  HOAD  single    0.850  0.020  0.980
 RJP  OAE  CAV   double    1.213  0.020  1.213
 RJP  OAF  CAW   single    1.404  0.020  1.404
 RJP  OAF  HOAF  single    0.850  0.020  0.980
 RJP  CAH  CAG   single    1.525  0.020  1.525
 RJP  CAG  CAQ   single    1.515  0.020  1.515
 RJP  CAG  HAG   single    0.970  0.020  1.090
 RJP  CAG  HAGA  single    0.970  0.020  1.090
 RJP  CAS  CAH   single    1.500  0.020  1.500
 RJP  CAH  HAH   single    0.970  0.020  1.090
 RJP  CAH  HAHA  single    0.970  0.020  1.090
 RJP  CAW  CAI   single    1.510  0.020  1.510
 RJP  CAS  CAI   double    1.336  0.020  1.336
 RJP  CAI  HAI   single    0.930  0.020  1.080
 RJP  CAK  CAJ   aromatic  1.387  0.020  1.387
 RJP  CAJ  CAL   aromatic  1.389  0.020  1.389
 RJP  CAJ  HAJ   single    0.930  0.020  1.080
 RJP  CAM  CAK   aromatic  1.389  0.020  1.389
 RJP  CAK  HAK   single    0.930  0.020  1.080
 RJP  CAN  CAL   aromatic  1.384  0.020  1.384
 RJP  CAL  HAL   single    0.930  0.020  1.080
 RJP  CAM  CAT   aromatic  1.396  0.020  1.396
 RJP  CAM  HAM   single    0.930  0.020  1.080
 RJP  CAT  CAN   aromatic  1.398  0.020  1.398
 RJP  CAN  HAN   single    0.930  0.020  1.080
 RJP  CAU  CAO   single    1.521  0.020  1.521
 RJP  CAO  CAW   single    1.530  0.020  1.530
 RJP  CAO  HAO   single    0.970  0.020  1.090
 RJP  CAO  HAOA  single    0.970  0.020  1.090
 RJP  CAQ  NAP   single    1.358  0.020  1.358
 RJP  NAP  CAT   single    1.398  0.020  1.398
 RJP  NAP  HNAP  single    0.860  0.020  1.020
 RJP  CAW  CAR   single    1.530  0.020  1.530
 RJP  CAV  CAS   single    1.479  0.020  1.479
 RJP  CAU  CAV   single    1.514  0.020  1.514
 RJP  CAU  HAU   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
 RJP  HOAD  OAD  CAU  108.49  3.000
 RJP  HOAF  OAF  CAW  109.90  3.000
 RJP  HAGA  CAG  HAG  105.91  3.000
 RJP  HAGA  CAG  CAQ  109.05  3.000
 RJP  HAG   CAG  CAQ  108.19  3.000
 RJP  HAGA  CAG  CAH  110.89  3.000
 RJP  HAG   CAG  CAH  109.73  3.000
 RJP  CAQ   CAG  CAH  112.80  3.000
 RJP  HAHA  CAH  HAH  106.84  3.000
 RJP  HAHA  CAH  CAS  109.70  3.000
 RJP  HAH   CAH  CAS  109.13  3.000
 RJP  HAHA  CAH  CAG  109.90  3.000
 RJP  HAH   CAH  CAG  109.80  3.000
 RJP  CAS   CAH  CAG  111.37  3.000
 RJP  HAI   CAI  CAW  116.54  3.000
 RJP  HAI   CAI  CAS  118.61  3.000
 RJP  CAW   CAI  CAS  124.75  3.000
 RJP  HAJ   CAJ  CAL  120.57  3.000
 RJP  HAJ   CAJ  CAK  120.59  3.000
 RJP  CAL   CAJ  CAK  118.84  3.000
 RJP  HAK   CAK  CAM  118.61  3.000
 RJP  HAK   CAK  CAJ  119.93  3.000
 RJP  CAM   CAK  CAJ  121.46  3.000
 RJP  HAL   CAL  CAN  119.22  3.000
 RJP  HAL   CAL  CAJ  120.39  3.000
 RJP  CAN   CAL  CAJ  120.38  3.000
 RJP  HAM   CAM  CAT  121.09  3.000
 RJP  HAM   CAM  CAK  119.32  3.000
 RJP  CAT   CAM  CAK  119.59  3.000
 RJP  HAN   CAN  CAT  119.62  3.000
 RJP  HAN   CAN  CAL  119.57  3.000
 RJP  CAT   CAN  CAL  120.81  3.000
 RJP  HAOA  CAO  HAO  107.46  3.000
 RJP  HAOA  CAO  CAW  109.71  3.000
 RJP  HAO   CAO  CAW  109.85  3.000
 RJP  HAOA  CAO  CAU  110.15  3.000
 RJP  HAO   CAO  CAU  109.09  3.000
 RJP  CAW   CAO  CAU  110.54  3.000
 RJP  HNAP  NAP  CAT  114.56  3.000
 RJP  HNAP  NAP  CAQ  115.66  3.000
 RJP  CAT   NAP  CAQ  129.76  3.000
 RJP  NAP   CAQ  CAG  113.18  3.000
 RJP  NAP   CAQ  OAA  124.08  3.000
 RJP  CAG   CAQ  OAA  122.73  3.000
 RJP  CAW   CAR  OAC  122.62  3.000
 RJP  CAW   CAR  OAB  112.74  3.000
 RJP  OAC   CAR  OAB  124.60  3.000
 RJP  CAV   CAS  CAI  119.74  3.000
 RJP  CAV   CAS  CAH  117.86  3.000
 RJP  CAI   CAS  CAH  122.40  3.000
 RJP  NAP   CAT  CAN  116.57  3.000
 RJP  NAP   CAT  CAM  124.52  3.000
 RJP  CAN   CAT  CAM  118.90  3.000
 RJP  HAU   CAU  CAV  105.47  3.000
 RJP  HAU   CAU  CAO  108.77  3.000
 RJP  CAV   CAU  CAO  109.78  3.000
 RJP  HAU   CAU  OAD  111.45  3.000
 RJP  CAV   CAU  OAD  112.27  3.000
 RJP  CAO   CAU  OAD  109.02  3.000
 RJP  CAU   CAV  CAS  116.85  3.000
 RJP  CAU   CAV  OAE  120.94  3.000
 RJP  CAS   CAV  OAE  122.16  3.000
 RJP  CAR   CAW  CAO  107.01  3.000
 RJP  CAR   CAW  CAI  108.52  3.000
 RJP  CAO   CAW  CAI  111.11  3.000
 RJP  CAR   CAW  OAF  112.36  3.000
 RJP  CAO   CAW  OAF  107.49  3.000
 RJP  CAI   CAW  OAF  110.33  3.000
 RJP  HOAB  OAB  CAR  110.02  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
 RJP  CONST_01  CAT   CAM  CAK  CAJ    0.00   0.0  0
 RJP  CONST_02  CAT   CAN  CAL  CAJ    0.00   0.0  0
 RJP  CONST_03  CAN   CAL  CAJ  CAK    0.00   0.0  0
 RJP  CONST_04  CAN   CAT  CAM  CAK    0.00   0.0  0
 RJP  CONST_05  CAM   CAK  CAJ  CAL    0.00   0.0  0
 RJP  CONST_06  CAM   CAT  CAN  CAL    0.00   0.0  0
 RJP  CONST_07  NAP   CAT  CAM  CAK  180.00   0.0  0
 RJP  CONST_08  NAP   CAT  CAN  CAL  180.00   0.0  0
 RJP  CONST_09  HAM   CAM  CAK  CAJ  180.00   0.0  0
 RJP  CONST_10  HAN   CAN  CAL  CAJ  180.00   0.0  0
 RJP  CONST_11  HAL   CAL  CAJ  CAK  180.00   0.0  0
 RJP  CONST_12  HAK   CAK  CAJ  CAL  180.00   0.0  0
 RJP  CONST_13  HAJ   CAJ  CAK  CAM  180.00   0.0  0
 RJP  CONST_14  CAQ   NAP  CAT  CAM    0.00   0.0  0
 RJP  CONST_15  CAQ   NAP  CAT  CAN  180.00   0.0  0
 RJP  CONST_16  HNAP  NAP  CAT  CAM  180.00   0.0  0
 RJP  CONST_17  CAT   NAP  CAQ  OAA    0.00   0.0  0
 RJP  CONST_18  CAT   NAP  CAQ  CAG  180.00   0.0  0
 RJP  CONST_19  HOAB  OAB  CAR  CAW  180.00   0.0  0
 RJP  Var_01    CAU   CAV  CAS  CAI  -14.47  30.0  1
 RJP  Var_02    CAW   CAI  CAS  CAV    3.22  30.0  1
 RJP  Var_03    CAS   CAH  CAG  CAQ  177.45  30.0  2
 RJP  Var_04    CAH   CAG  CAQ  OAA   11.29  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
 RJP  chir_01  CAU  OAD  CAO  CAV  positiv
 RJP  chir_02  CAW  CAI  CAO  CAR  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
 RJP  plan-1  CAJ   0.020
 RJP  plan-1  CAK   0.020
 RJP  plan-1  CAL   0.020
 RJP  plan-1  CAM   0.020
 RJP  plan-1  CAN   0.020
 RJP  plan-1  NAP   0.020
 RJP  plan-1  CAT   0.020
 RJP  plan-1  HAJ   0.020
 RJP  plan-1  HAK   0.020
 RJP  plan-1  HAL   0.020
 RJP  plan-1  HAM   0.020
 RJP  plan-1  HAN   0.020
 RJP  plan-2  OAA   0.020
 RJP  plan-2  CAG   0.020
 RJP  plan-2  NAP   0.020
 RJP  plan-2  CAQ   0.020
 RJP  plan-2  CAT   0.020
 RJP  plan-2  HNAP  0.020
 RJP  plan-3  OAE   0.020
 RJP  plan-3  CAS   0.020
 RJP  plan-3  CAU   0.020
 RJP  plan-3  CAV   0.020
 RJP  plan-4  OAC   0.020
 RJP  plan-4  CAR   0.020
 RJP  plan-4  CAW   0.020
 RJP  plan-4  HOAB  0.020
 RJP  plan-4  OAB   0.020

