# electronic Ligand Builder and Optimisation Workbench (eLBOW)
#   - a module of PHENIX version dev-svn-
#   - file written: Mon Apr 27 23:29:59 2020
#   Inital geometry file: a 89 line input string
#   Ligand name: (4~{R})-5-methyl-4-phenyl-2-pyridin-2-yl-pyrazolidin-3-one
#   Quantum optimisation: True
#   Method: PBEh-3c
#   Random seed: 3628800
#   SMILES string: C[C@H]1NN(C(=O)[C@@H]1c2ccccc2)c3ccccn3
#
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
 ENZ  ENZ  (4~{R})-5-methyl-4-phenyl-2-pyridin-2-yl-pyrazolidin-3-one  ligand  34  19  .  2021-08-08  2021-08-08  
;
Directly from eLBOW using geometry from QM method PBEh-3c with CPCM solvent model
Validated by Mogul as OK
;

data_comp_ENZ
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
 ENZ  CAA  C  CH3   0  -0.675   1.2504   3.0540   0.0026
 ENZ  CAC  C  CR6   0   0.505  -2.4757  -0.0107  -0.0895
 ENZ  CAD  C  CR16  0  -0.378  -3.3699   0.8647   0.5361
 ENZ  CAF  C  CR16  0  -0.146  -4.6604   0.4225   0.7534
 ENZ  CAG  C  CR16  0  -0.064  -4.0627  -1.6310  -0.2669
 ENZ  CAH  C  CR16  0  -0.340  -5.0280  -0.8547   0.3484
 ENZ  CAK  C  CR5   0   0.588  -0.0676  -0.3710  -0.6564
 ENZ  CAL  C  CR15  0  -0.055   0.6016   1.7112   0.2401
 ENZ  CAM  C  CR15  0  -0.579   1.1321   0.5674  -0.6297
 ENZ  CAN  C  CR6   0   0.217   2.4000  -0.0708  -0.1551
 ENZ  CAO  C  CR16  0  -0.310   2.4411  -0.7758   1.0474
 ENZ  CAP  C  CR16  0  -0.322   3.5726   0.0642  -0.8916
 ENZ  CAQ  C  CR16  0  -0.241   3.6280  -1.3328   1.4994
 ENZ  CAR  C  CR16  0  -0.240   4.7637  -0.4908  -0.4406
 ENZ  CAS  C  CR16  0  -0.267   4.7941  -1.1923   0.7561
 ENZ  NAE  N  N     0  -0.428  -2.8182  -1.2239  -0.4888
 ENZ  NAI  N  NR5   0  -0.450  -1.1609   0.3966  -0.3260
 ENZ  NAJ  N  NR15  0  -0.446  -0.8297   1.7375  -0.0663
 ENZ  H1   H  HCH3  0   0.233   1.1638   3.3572  -1.0428
 ENZ  H2   H  HCH3  0   0.252   0.7958   3.8254   0.6239
 ENZ  H3   H  HCH3  0   0.250   2.3099   3.0052   0.2507
 ENZ  H4   H  HCR6  0   0.283  -3.0598   1.8508   0.8444
 ENZ  H5   H  HCR6  0   0.276  -5.3753   1.0745   1.2379
 ENZ  H6   H  HCR6  0   0.264  -4.3010  -2.6323  -0.6078
 ENZ  H7   H  HCR6  0   0.269  -6.0292  -1.2329   0.4984
 ENZ  H8   H  HCR5  0   0.261   0.7075   1.4337   1.2945
 ENZ  H9   H  HCR5  0   0.311   1.2715   0.9373  -1.6553
 ENZ  H10  H  HCR6  0   0.252   1.5418  -0.8932   1.6409
 ENZ  H11  H  HCR6  0   0.253   3.5561   0.6104  -1.8273
 ENZ  H12  H  HCR6  0   0.257   3.6425  -1.8798   2.4333
 ENZ  H13  H  HCR6  0   0.257   5.6664  -0.3744  -1.0261
 ENZ  H14  H  HCR6  0   0.257   5.7199  -1.6277   1.1090
 ENZ  H15  H  HNR5  0   0.376  -0.9731   2.2556  -0.9312
 ENZ  OAB  O  O     0  -0.417  -0.0494  -1.5539  -0.8925

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
 ENZ  CAH  CAF  aromatic  1.389  0.020  1.389
 ENZ  CAH  CAG  aromatic  1.383  0.020  1.383
 ENZ  CAF  CAD  aromatic  1.381  0.020  1.381
 ENZ  CAG  NAE  aromatic  1.328  0.020  1.328
 ENZ  CAD  CAC  aromatic  1.399  0.020  1.399
 ENZ  NAE  CAC  aromatic  1.322  0.020  1.322
 ENZ  CAC  NAI  single    1.397  0.020  1.397
 ENZ  NAI  NAJ  single    1.405  0.020  1.405
 ENZ  NAI  CAK  single    1.376  0.020  1.376
 ENZ  NAJ  CAL  single    1.464  0.020  1.464
 ENZ  OAB  CAK  double    1.206  0.020  1.206
 ENZ  CAK  CAM  single    1.523  0.020  1.523
 ENZ  CAL  CAM  single    1.532  0.020  1.532
 ENZ  CAL  CAA  single    1.510  0.020  1.510
 ENZ  CAM  CAN  single    1.497  0.020  1.497
 ENZ  CAN  CAP  aromatic  1.391  0.020  1.391
 ENZ  CAN  CAO  aromatic  1.394  0.020  1.394
 ENZ  CAP  CAR  aromatic  1.389  0.020  1.389
 ENZ  CAO  CAQ  aromatic  1.387  0.020  1.387
 ENZ  CAR  CAS  aromatic  1.387  0.020  1.387
 ENZ  CAQ  CAS  aromatic  1.390  0.020  1.390
 ENZ  CAA  H1   single    0.970  0.020  1.090
 ENZ  CAA  H2   single    0.970  0.020  1.090
 ENZ  CAA  H3   single    0.970  0.020  1.090
 ENZ  CAD  H4   single    0.930  0.020  1.080
 ENZ  CAF  H5   single    0.930  0.020  1.080
 ENZ  CAG  H6   single    0.930  0.020  1.080
 ENZ  CAH  H7   single    0.930  0.020  1.080
 ENZ  CAL  H8   single    0.970  0.020  1.090
 ENZ  CAM  H9   single    0.970  0.020  1.090
 ENZ  CAO  H10  single    0.930  0.020  1.080
 ENZ  CAP  H11  single    0.930  0.020  1.080
 ENZ  CAQ  H12  single    0.930  0.020  1.080
 ENZ  CAR  H13  single    0.930  0.020  1.080
 ENZ  CAS  H14  single    0.930  0.020  1.080
 ENZ  NAJ  H15  single    0.890  0.020  1.040

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
 ENZ  H3   CAA  H2   107.91  3.000
 ENZ  H3   CAA  H1   107.92  3.000
 ENZ  H2   CAA  H1   108.43  3.000
 ENZ  H3   CAA  CAL  110.01  3.000
 ENZ  H2   CAA  CAL  111.13  3.000
 ENZ  H1   CAA  CAL  111.31  3.000
 ENZ  NAI  CAC  NAE  117.40  3.000
 ENZ  NAI  CAC  CAD  119.66  3.000
 ENZ  NAE  CAC  CAD  122.93  3.000
 ENZ  H4   CAD  CAF  121.08  3.000
 ENZ  H4   CAD  CAC  121.07  3.000
 ENZ  CAF  CAD  CAC  117.85  3.000
 ENZ  H5   CAF  CAH  120.64  3.000
 ENZ  H5   CAF  CAD  119.65  3.000
 ENZ  CAH  CAF  CAD  119.71  3.000
 ENZ  H6   CAG  NAE  115.88  3.000
 ENZ  H6   CAG  CAH  120.32  3.000
 ENZ  NAE  CAG  CAH  123.79  3.000
 ENZ  H7   CAH  CAG  120.79  3.000
 ENZ  H7   CAH  CAF  121.76  3.000
 ENZ  CAG  CAH  CAF  117.45  3.000
 ENZ  OAB  CAK  NAI  127.30  3.000
 ENZ  OAB  CAK  CAM  126.55  3.000
 ENZ  NAI  CAK  CAM  106.13  3.000
 ENZ  H8   CAL  NAJ  107.49  3.000
 ENZ  H8   CAL  CAM  108.90  3.000
 ENZ  NAJ  CAL  CAM  103.48  3.000
 ENZ  H8   CAL  CAA  109.58  3.000
 ENZ  CAM  CAL  CAA  115.21  3.000
 ENZ  NAJ  CAL  CAA  111.78  3.000
 ENZ  H9   CAM  CAN  109.39  3.000
 ENZ  H9   CAM  CAL  108.81  3.000
 ENZ  CAN  CAM  CAL  115.57  3.000
 ENZ  H9   CAM  CAK  106.91  3.000
 ENZ  CAN  CAM  CAK  114.21  3.000
 ENZ  CAL  CAM  CAK  101.37  3.000
 ENZ  CAP  CAN  CAO  118.73  3.000
 ENZ  CAO  CAN  CAM  120.93  3.000
 ENZ  CAP  CAN  CAM  120.31  3.000
 ENZ  H10  CAO  CAQ  119.21  3.000
 ENZ  H10  CAO  CAN  120.17  3.000
 ENZ  CAQ  CAO  CAN  120.61  3.000
 ENZ  H11  CAP  CAR  119.65  3.000
 ENZ  H11  CAP  CAN  119.55  3.000
 ENZ  CAR  CAP  CAN  120.80  3.000
 ENZ  H12  CAQ  CAS  120.08  3.000
 ENZ  H12  CAQ  CAO  119.71  3.000
 ENZ  CAS  CAQ  CAO  120.21  3.000
 ENZ  H13  CAR  CAS  120.18  3.000
 ENZ  H13  CAR  CAP  119.77  3.000
 ENZ  CAS  CAR  CAP  120.05  3.000
 ENZ  H14  CAS  CAR  120.23  3.000
 ENZ  H14  CAS  CAQ  120.17  3.000
 ENZ  CAR  CAS  CAQ  119.60  3.000
 ENZ  CAG  NAE  CAC  118.26  3.000
 ENZ  NAJ  NAI  CAK  112.92  3.000
 ENZ  CAK  NAI  CAC  128.75  3.000
 ENZ  NAJ  NAI  CAC  117.96  3.000
 ENZ  H15  NAJ  NAI  107.17  3.000
 ENZ  H15  NAJ  CAL  108.94  3.000
 ENZ  NAI  NAJ  CAL  104.59  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
 ENZ  CONST_01  CAH  CAF  CAD  CAC    0.00   0.0  0
 ENZ  CONST_02  CAH  CAG  NAE  CAC    0.00   0.0  0
 ENZ  CONST_03  CAG  CAH  CAF  CAD    0.00   0.0  0
 ENZ  CONST_04  CAG  NAE  CAC  CAD    0.00   0.0  0
 ENZ  CONST_05  NAE  CAG  CAH  CAF    0.00   0.0  0
 ENZ  CONST_06  NAE  CAC  CAD  CAF    0.00   0.0  0
 ENZ  CONST_07  CAS  CAR  CAP  CAN    0.00   0.0  0
 ENZ  CONST_08  CAS  CAQ  CAO  CAN    0.00   0.0  0
 ENZ  CONST_09  CAR  CAP  CAN  CAO    0.00   0.0  0
 ENZ  CONST_10  CAR  CAS  CAQ  CAO    0.00   0.0  0
 ENZ  CONST_11  CAQ  CAO  CAN  CAP    0.00   0.0  0
 ENZ  CONST_12  CAQ  CAS  CAR  CAP    0.00   0.0  0
 ENZ  CONST_13  NAI  CAC  CAD  CAF  180.00   0.0  0
 ENZ  CONST_14  NAI  CAC  NAE  CAG  180.00   0.0  0
 ENZ  CONST_15  CAR  CAP  CAN  CAM  180.00   0.0  0
 ENZ  CONST_16  CAQ  CAO  CAN  CAM  180.00   0.0  0
 ENZ  CONST_17  CAM  CAK  NAI  CAC  180.00   0.0  0
 ENZ  CONST_18  NAJ  NAI  CAK  CAM    0.00   0.0  0
 ENZ  CONST_19  OAB  CAK  NAI  CAC    0.00   0.0  0
 ENZ  CONST_20  OAB  CAK  NAI  NAJ  180.00   0.0  0
 ENZ  CONST_21  H5   CAF  CAD  CAC  180.00   0.0  0
 ENZ  CONST_22  H6   CAG  NAE  CAC  180.00   0.0  0
 ENZ  CONST_23  H7   CAH  CAF  CAD  180.00   0.0  0
 ENZ  CONST_24  H4   CAD  CAF  CAH  180.00   0.0  0
 ENZ  CONST_25  H11  CAP  CAN  CAM    0.00   0.0  0
 ENZ  CONST_26  H10  CAO  CAN  CAM    0.00   0.0  0
 ENZ  CONST_27  H13  CAR  CAP  CAN  180.00   0.0  0
 ENZ  CONST_28  H12  CAQ  CAO  CAN  180.00   0.0  0
 ENZ  CONST_29  H14  CAS  CAQ  CAO  180.00   0.0  0
 ENZ  Var_01    CAL  NAJ  NAI  CAC  153.00  30.0  1
 ENZ  Var_02    NAJ  NAI  CAC  CAD   -7.44  30.0  2

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
 ENZ  chir_01  CAL  NAJ  CAM  CAA  negativ
 ENZ  chir_02  CAM  CAK  CAL  CAN  negativ

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
 ENZ  plan-1  CAC  0.020
 ENZ  plan-1  CAD  0.020
 ENZ  plan-1  CAF  0.020
 ENZ  plan-1  CAG  0.020
 ENZ  plan-1  CAH  0.020
 ENZ  plan-1  NAE  0.020
 ENZ  plan-1  NAI  0.020
 ENZ  plan-1  H4   0.020
 ENZ  plan-1  H5   0.020
 ENZ  plan-1  H6   0.020
 ENZ  plan-1  H7   0.020
 ENZ  plan-2  CAM  0.020
 ENZ  plan-2  CAN  0.020
 ENZ  plan-2  CAO  0.020
 ENZ  plan-2  CAP  0.020
 ENZ  plan-2  CAQ  0.020
 ENZ  plan-2  CAR  0.020
 ENZ  plan-2  CAS  0.020
 ENZ  plan-2  H10  0.020
 ENZ  plan-2  H11  0.020
 ENZ  plan-2  H12  0.020
 ENZ  plan-2  H13  0.020
 ENZ  plan-2  H14  0.020
 ENZ  plan-3  CAC  0.020
 ENZ  plan-3  CAK  0.020
 ENZ  plan-3  CAM  0.020
 ENZ  plan-3  NAI  0.020
 ENZ  plan-3  NAJ  0.020
 ENZ  plan-3  OAB  0.020

