# electronic Ligand Builder and Optimisation Workbench (eLBOW)
#   - a module of PHENIX version dev-svn-
#   - file written: Sun Mar 22 14:41:23 2020
#   Inital geometry file: a 91 line input string
#   Ligand name: (4S)-3-phenyl-4-(pyridin-3-yl)-4,5-dihydropyrrolo[3,4-c]pyrazol-6(2H)-one
#   Quantum optimisation: True
#   Method: PBEh-3c
#   Random seed: 3628800
#   SMILES string: O=C1N[C@@H](c2cccnc2)c3c([nH]nc13)c4ccccc4
#
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
 1JR  1JR  (4S)-3-phenyl-4-(pyridin-3-yl)-4,5-dihydropyrrolo[3,4-c]pyrazol-6(2H)-one  ligand  33  21  .  2021-08-03  2021-08-03  
;
Directly from eLBOW using geometry from QM method PBEh-3c with CPCM solvent model
Validated by Mogul as OK
;

data_comp_1JR
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
 1JR  C1   C  CR16  0  -0.259   4.5282   0.0037   0.0382
 1JR  C2   C  CR16  0  -0.236   3.6068  -0.2724   1.0404
 1JR  C3   C  CR16  0  -0.242   4.1489   0.7763  -1.0518
 1JR  C4   C  CR16  0  -0.316   0.0463  -3.6311   0.5811
 1JR  C5   C  CR16  0  -0.318   2.3153   0.2220   0.9534
 1JR  C6   C  CR16  0  -0.301   2.8552   1.2657  -1.1461
 1JR  C7   C  CR16  0  -0.202  -0.2192  -2.4036   1.1708
 1JR  C8   C  CR16  0  -0.070  -0.4713  -3.8824  -0.6783
 1JR  C9   C  CR16  0  -0.086  -1.4544  -1.8333  -0.7781
 1JR  C10  C  CR6   0   0.058   1.9253   0.9943  -0.1414
 1JR  C11  C  CR6   0   0.080  -0.9826  -1.4752   0.4814
 1JR  C12  C  CR55  0  -0.071  -0.6299   1.0036   0.2923
 1JR  C13  C  CR5   0   0.390   0.5541   1.4831  -0.2195
 1JR  C14  C  CR55  0   0.037  -1.6001   1.8870  -0.1539
 1JR  C15  C  CR5   0   0.529  -2.9305   1.4388   0.2986
 1JR  C16  C  CR15  0  -0.231  -1.2634  -0.1106   1.0612
 1JR  N17  N  N     0  -0.401  -1.2116  -3.0034  -1.3486
 1JR  N18  N  NR15  0  -0.508   0.1877   2.5998  -0.9060
 1JR  N19  N  N     0  -0.250  -1.1109   2.8688  -0.8835
 1JR  N20  N  NR15  0  -0.660  -2.6667   0.2790   0.9597
 1JR  O21  O  O     0  -0.467  -4.0192   1.9550   0.1359
 1JR  H1   H  HCR6  0   0.264   5.5369  -0.3818   0.1060
 1JR  H2   H  HCR6  0   0.264   3.8957  -0.8668   1.8970
 1JR  H3   H  HCR6  0   0.265   4.8608   0.9928  -1.8373
 1JR  H5   H  HCR6  0   0.252   1.6140   0.0255   1.7539
 1JR  H6   H  HCR6  0   0.258   2.5716   1.8446  -2.0164
 1JR  H7   H  HCR6  0   0.276   0.1610  -2.1756   2.1594
 1JR  H8   H  HCR6  0   0.267  -0.2845  -4.8319  -1.1673
 1JR  H9   H  HCR6  0   0.260  -2.0633  -1.1385  -1.3490
 1JR  H10  H  HCR5  0   0.303  -0.9539  -0.1035   2.1119
 1JR  H11  H  HNR5  0   0.431   0.8081   3.2387  -1.3817
 1JR  H12  H  HNR5  0   0.409  -3.3872  -0.2360   1.4421
 1JR  H4   H  HCR6  0   0.275   0.6395  -4.3790   1.0885

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
 1JR  C8   C4   aromatic  1.385  0.020  1.385
 1JR  C8   N17  aromatic  1.330  0.020  1.330
 1JR  C4   C7   aromatic  1.387  0.020  1.387
 1JR  N17  C9   aromatic  1.324  0.020  1.324
 1JR  C7   C11  aromatic  1.386  0.020  1.386
 1JR  C9   C11  aromatic  1.392  0.020  1.392
 1JR  C11  C16  single    1.509  0.020  1.509
 1JR  N20  C16  single    1.460  0.020  1.460
 1JR  N20  C15  single    1.361  0.020  1.361
 1JR  C16  C12  single    1.495  0.020  1.495
 1JR  C15  O21  double    1.216  0.020  1.216
 1JR  C15  C14  single    1.475  0.020  1.475
 1JR  C3   C6   aromatic  1.386  0.020  1.386
 1JR  C3   C1   aromatic  1.389  0.020  1.389
 1JR  C6   C10  aromatic  1.396  0.020  1.396
 1JR  C12  C14  aromatic  1.386  0.020  1.386
 1JR  C12  C13  aromatic  1.376  0.020  1.376
 1JR  C14  N19  aromatic  1.317  0.020  1.317
 1JR  C1   C2   aromatic  1.389  0.020  1.389
 1JR  C10  C13  single    1.458  0.020  1.458
 1JR  C10  C5   aromatic  1.395  0.020  1.395
 1JR  C13  N18  aromatic  1.361  0.020  1.361
 1JR  N19  N18  aromatic  1.326  0.020  1.326
 1JR  C2   C5   aromatic  1.386  0.020  1.386
 1JR  C1   H1   single    0.930  0.020  1.080
 1JR  C2   H2   single    0.930  0.020  1.080
 1JR  C3   H3   single    0.930  0.020  1.080
 1JR  C4   H4   single    0.930  0.020  1.080
 1JR  C5   H5   single    0.930  0.020  1.080
 1JR  C6   H6   single    0.930  0.020  1.080
 1JR  C7   H7   single    0.930  0.020  1.080
 1JR  C8   H8   single    0.930  0.020  1.080
 1JR  C9   H9   single    0.930  0.020  1.080
 1JR  C16  H10  single    0.970  0.020  1.090
 1JR  N18  H11  single    0.860  0.020  1.020
 1JR  N20  H12  single    0.860  0.020  1.020

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
 1JR  H1   C1   C3   120.13  3.000
 1JR  H1   C1   C2   120.16  3.000
 1JR  C3   C1   C2   119.72  3.000
 1JR  H2   C2   C5   119.65  3.000
 1JR  H2   C2   C1   120.22  3.000
 1JR  C5   C2   C1   120.13  3.000
 1JR  H3   C3   C6   119.60  3.000
 1JR  H3   C3   C1   120.10  3.000
 1JR  C6   C3   C1   120.30  3.000
 1JR  H4   C4   C8   120.43  3.000
 1JR  H4   C4   C7   121.17  3.000
 1JR  C8   C4   C7   118.40  3.000
 1JR  H5   C5   C10  119.98  3.000
 1JR  H5   C5   C2   119.52  3.000
 1JR  C10  C5   C2   120.48  3.000
 1JR  H6   C6   C10  120.53  3.000
 1JR  H6   C6   C3   119.19  3.000
 1JR  C10  C6   C3   120.27  3.000
 1JR  H7   C7   C11  120.42  3.000
 1JR  H7   C7   C4   120.45  3.000
 1JR  C11  C7   C4   119.13  3.000
 1JR  H8   C8   N17  116.57  3.000
 1JR  H8   C8   C4   120.31  3.000
 1JR  N17  C8   C4   123.12  3.000
 1JR  H9   C9   N17  116.21  3.000
 1JR  H9   C9   C11  120.07  3.000
 1JR  N17  C9   C11  123.71  3.000
 1JR  C13  C10  C6   121.53  3.000
 1JR  C13  C10  C5   119.38  3.000
 1JR  C6   C10  C5   119.09  3.000
 1JR  C16  C11  C9   121.15  3.000
 1JR  C16  C11  C7   121.15  3.000
 1JR  C9   C11  C7   117.68  3.000
 1JR  C16  C12  C14  110.12  3.000
 1JR  C14  C12  C13  105.10  3.000
 1JR  C16  C12  C13  144.66  3.000
 1JR  N18  C13  C12  104.00  3.000
 1JR  N18  C13  C10  123.74  3.000
 1JR  C12  C13  C10  132.26  3.000
 1JR  N19  C14  C15  136.99  3.000
 1JR  N19  C14  C12  113.17  3.000
 1JR  C15  C14  C12  109.81  3.000
 1JR  O21  C15  N20  126.90  3.000
 1JR  O21  C15  C14  129.61  3.000
 1JR  N20  C15  C14  103.48  3.000
 1JR  H10  C16  N20  109.66  3.000
 1JR  H10  C16  C12  111.65  3.000
 1JR  N20  C16  C12   99.95  3.000
 1JR  H10  C16  C11  108.78  3.000
 1JR  C12  C16  C11  113.43  3.000
 1JR  N20  C16  C11  113.17  3.000
 1JR  C9   N17  C8   117.95  3.000
 1JR  H11  N18  N19  118.77  3.000
 1JR  H11  N18  C13  126.25  3.000
 1JR  N19  N18  C13  114.93  3.000
 1JR  N18  N19  C14  102.81  3.000
 1JR  H12  N20  C16  121.15  3.000
 1JR  H12  N20  C15  121.94  3.000
 1JR  C16  N20  C15  116.59  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
 1JR  CONST_01  C10  C6   C3   C1     0.00  0.0  0
 1JR  CONST_02  C10  C5   C2   C1     0.00  0.0  0
 1JR  CONST_03  C6   C3   C1   C2     0.00  0.0  0
 1JR  CONST_04  C6   C10  C5   C2     0.00  0.0  0
 1JR  CONST_05  C13  C10  C5   C2   180.00  0.0  0
 1JR  CONST_06  C13  C10  C6   C3   180.00  0.0  0
 1JR  CONST_07  C5   C10  C6   C3     0.00  0.0  0
 1JR  CONST_08  C5   C2   C1   C3     0.00  0.0  0
 1JR  CONST_09  C9   N17  C8   C4     0.00  0.0  0
 1JR  CONST_10  C9   C11  C7   C4     0.00  0.0  0
 1JR  CONST_15  N17  C8   C4   C7     0.00  0.0  0
 1JR  CONST_16  N17  C9   C11  C7     0.00  0.0  0
 1JR  CONST_17  C11  C7   C4   C8     0.00  0.0  0
 1JR  CONST_18  C11  C9   N17  C8     0.00  0.0  0
 1JR  CONST_19  C14  C12  C13  C10  180.00  0.0  0
 1JR  CONST_20  N19  N18  C13  C10  180.00  0.0  0
 1JR  CONST_21  N18  N19  C14  C12    0.00  0.0  0
 1JR  CONST_22  N19  N18  C13  C12    0.00  0.0  0
 1JR  CONST_23  N19  C14  C12  C13    0.00  0.0  0
 1JR  CONST_24  C14  N19  N18  C13    0.00  0.0  0
 1JR  CONST_25  N18  C13  C12  C14    0.00  0.0  0
 1JR  CONST_26  C16  C11  C7   C4   180.00  0.0  0
 1JR  CONST_27  C16  C12  C13  C10    0.00  0.0  0
 1JR  CONST_28  N17  C9   C11  C16  180.00  0.0  0
 1JR  CONST_29  C16  N20  C15  C14    0.00  0.0  0
 1JR  CONST_30  O21  C15  N20  C16  180.00  0.0  0
 1JR  CONST_31  H6   C6   C3   C1   180.00  0.0  0
 1JR  CONST_32  H5   C5   C2   C1   180.00  0.0  0
 1JR  CONST_33  H3   C3   C1   C2   180.00  0.0  0
 1JR  CONST_34  H2   C2   C1   C3   180.00  0.0  0
 1JR  CONST_35  H1   C1   C2   C5   180.00  0.0  0
 1JR  CONST_36  H8   C8   C4   C7   180.00  0.0  0
 1JR  CONST_37  H9   C9   C11  C7   180.00  0.0  0
 1JR  CONST_38  H7   C7   C4   C8   180.00  0.0  0
 1JR  CONST_39  H11  N18  C13  C10    0.00  0.0  0
 1JR  CONST_40  H4   C4   C7   C11  180.00  0.0  0
 1JR  CONST_41  H12  N20  C15  C14  180.00  0.0  0

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
 1JR  chir_01  C16  C11  N20  C12  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
 1JR  plan-1  C1   0.020
 1JR  plan-1  C2   0.020
 1JR  plan-1  C3   0.020
 1JR  plan-1  C5   0.020
 1JR  plan-1  C6   0.020
 1JR  plan-1  C10  0.020
 1JR  plan-1  C13  0.020
 1JR  plan-1  H1   0.020
 1JR  plan-1  H2   0.020
 1JR  plan-1  H3   0.020
 1JR  plan-1  H5   0.020
 1JR  plan-1  H6   0.020
 1JR  plan-2  C4   0.020
 1JR  plan-2  C7   0.020
 1JR  plan-2  C8   0.020
 1JR  plan-2  C9   0.020
 1JR  plan-2  C11  0.020
 1JR  plan-2  C16  0.020
 1JR  plan-2  N17  0.020
 1JR  plan-2  H7   0.020
 1JR  plan-2  H8   0.020
 1JR  plan-2  H9   0.020
 1JR  plan-2  H4   0.020
 1JR  plan-3  C10  0.020
 1JR  plan-3  C12  0.020
 1JR  plan-3  C13  0.020
 1JR  plan-3  C14  0.020
 1JR  plan-3  C15  0.020
 1JR  plan-3  C16  0.020
 1JR  plan-3  N18  0.020
 1JR  plan-3  N19  0.020
 1JR  plan-3  N20  0.020
 1JR  plan-3  O21  0.020
 1JR  plan-3  H11  0.020
 1JR  plan-3  H12  0.020

