# electronic Ligand Builder and Optimisation Workbench (eLBOW)
#   - a module of PHENIX version dev-svn-
#   - file written: Mon Apr  6 01:07:05 2020
#   Inital geometry file: a 155 line input string
#   Ligand name: 5-[(2R)-2-hydroxy-2-phenylacetyl]-3-({[4-(4-methylpiperazin-1-yl)phenyl]carbonyl}amino)-1,6-dihydropyrrolo[3,4-c]pyrazol-5-ium
#   Quantum optimisation: True
#   Method: PBEh-3c
#   Random seed: 3628800
#   SMILES string: CN1CCN(CC1)c2ccc(cc2)C(=O)Nc3n[nH]c4C[N+](=Cc34)C(=O)[C@H](O)c5ccccc5
#
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
 571  571  5-[(2R)-2-hydroxy-2-phenylacetyl]-3-({[4-(4-methylpiperazin-1-yl)phenyl]carbonyl}amino)-1,6-dihydropyrrolo[3,4-c]pyrazol-5-ium  ligand  61  34  .  2021-08-04  2021-08-04  
;
Directly from eLBOW using geometry from QM method PBEh-3c with CPCM solvent model
Validated by Mogul as PERFECT
;

data_comp_571
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
 571  N1    N  NR5   1  -0.520    3.9191  -0.2771  -0.8942
 571  N2    N  NR15  0  -0.499    2.7040   3.0227  -0.3440
 571  C3    C  CR5   0   0.481    0.9521   1.7903  -0.3578
 571  N4    N  N     0  -0.254    1.3442   3.0328  -0.2226
 571  N5    N  NH1   0  -0.761   -0.3347   1.3425  -0.3009
 571  C6    C  C     0   0.558   -1.4645   2.1114  -0.1068
 571  C7    C  CR6   0  -0.109   -2.7439   1.3775  -0.0670
 571  O8    O  O     0  -0.433   -1.3927   3.3171   0.0130
 571  C9    C  CR16  0  -0.241   -3.9268   2.1215  -0.0812
 571  C10   C  CR16  0  -0.342   -5.1643   1.5219  -0.0466
 571  C11   C  CR16  0  -0.350   -4.1052  -0.6260   0.0367
 571  C12   C  CR16  0  -0.279   -2.8711  -0.0104  -0.0037
 571  C13   C  CR55  0   0.500    3.1771   1.8267  -0.5507
 571  C14   C  CR55  0  -0.182    2.0923   0.9529  -0.5740
 571  C15   C  CR15  0   0.127    2.5865  -0.3166  -0.7879
 571  C16   C  CH2   0  -0.318    4.4418   1.0961  -0.7597
 571  N17   N  NT    0  -0.520   -6.5319  -0.4815   0.1049
 571  C18   C  CH2   0  -0.310   -6.6316  -1.9307   0.0615
 571  C19   C  CH2   0  -0.283   -7.9486  -2.4134   0.6388
 571  N20   N  NT    0  -0.412   -9.0760  -1.7855  -0.0116
 571  C21   C  CH2   0  -0.284   -8.9856  -0.3534   0.1623
 571  C22   C  CH2   0  -0.309   -7.7050   0.1865  -0.4410
 571  C23   C  CH3   0  -0.520  -10.3325  -2.3071   0.4761
 571  C24   C  CR6   0   0.411   -5.3023   0.1188   0.0261
 571  C25   C  C     0   0.559    4.6931  -1.4347  -1.1398
 571  O26   O  O     0  -0.372    4.1518  -2.4924  -1.2893
 571  C27   C  CR6   0   0.028    6.7139  -0.9356   0.2231
 571  C29   C  CR16  0  -0.273    6.2931  -1.6874   1.3177
 571  C28   C  CR16  0  -0.288    7.6677   0.0612   0.4053
 571  C33   C  CR16  0  -0.237    6.8172  -1.4384   2.5783
 571  C31   C  CR16  0  -0.241    8.1899   0.3111   1.6661
 571  C20   C  CH1   0  -0.116    6.2035  -1.2394  -1.1708
 571  C35   C  CR16  0  -0.253    7.7653  -0.4395   2.7545
 571  O34   O  OH1   0  -0.626    6.8182  -2.3406  -1.7586
 571  H15   H  HCR5  0   0.366    2.0511  -1.2517  -0.8698
 571  H161  H  HCH2  0   0.357    5.1220   1.1765   0.0898
 571  H162  H  HCH2  0   0.360    4.9590   1.4052  -1.6694
 571  H2    H  HNR5  0   0.453    3.2053   3.8973  -0.2698
 571  H5    H  HNH1  0   0.441   -0.4454   0.3541  -0.4580
 571  H9    H  HCR6  0   0.261   -3.8794   3.2013  -0.1256
 571  H12   H  HCR6  0   0.249   -2.0096  -0.6661   0.0223
 571  H10   H  HCR6  0   0.272   -6.0292   2.1674  -0.0619
 571  H11   H  HCR6  0   0.275   -4.1183  -1.7045   0.0685
 571  H181  H  HCH2  0   0.229   -6.5154  -2.2964  -0.9677
 571  H182  H  HCH2  0   0.259   -5.8401  -2.3763   0.6605
 571  H221  H  HCH2  0   0.263   -7.6708   1.2520  -0.2338
 571  H222  H  HCH2  0   0.231   -7.7326   0.0658  -1.5319
 571  H191  H  HCH2  0   0.247   -8.0036  -3.4953   0.4986
 571  H192  H  HCH2  0   0.198   -7.9538  -2.2291   1.7276
 571  H211  H  HCH2  0   0.246   -9.8269   0.1286  -0.3406
 571  H212  H  HCH2  0   0.198   -9.0371  -0.0671   1.2277
 571  H231  H  HCH3  0   0.194  -10.4818  -2.1381   1.5538
 571  H232  H  HCH3  0   0.235  -11.1622  -1.8379  -0.0541
 571  H233  H  HCH3  0   0.236  -10.3844  -3.3821   0.2982
 571  H20   H  HCH1  0   0.295    6.4238  -0.3870  -1.8223
 571  H28   H  HCR6  0   0.272    7.9998   0.6490  -0.4420
 571  H29   H  HCR6  0   0.269    5.5528  -2.4712   1.2040
 571  H31   H  HCR6  0   0.267    8.9282   1.0912   1.7961
 571  H33   H  HCR6  0   0.267    6.4838  -2.0267   3.4229
 571  H35   H  HCR6  0   0.267    8.1713  -0.2458   3.7386
 571  H34   H  HOH1  0   0.461    6.7402  -3.1069  -1.1784

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
 571  N1   C15   double    1.337  0.020  1.337
 571  N1   C16   single    1.475  0.020  1.475
 571  N1   C25   single    1.414  0.020  1.414
 571  N2   N4    aromatic  1.365  0.020  1.365
 571  N2   C13   aromatic  1.303  0.020  1.303
 571  C3   N4    aromatic  1.310  0.020  1.310
 571  C3   N5    single    1.364  0.020  1.364
 571  C3   C14   aromatic  1.431  0.020  1.431
 571  N5   C6    single    1.380  0.020  1.380
 571  C6   C7    single    1.476  0.020  1.476
 571  C6   O8    double    1.214  0.020  1.214
 571  C7   C9    aromatic  1.397  0.020  1.397
 571  C7   C12   aromatic  1.395  0.020  1.395
 571  C9   C10   aromatic  1.376  0.020  1.376
 571  C10  C24   aromatic  1.412  0.020  1.412
 571  C11  C12   aromatic  1.380  0.020  1.380
 571  C11  C24   aromatic  1.410  0.020  1.410
 571  C13  C14   aromatic  1.393  0.020  1.393
 571  C13  C16   single    1.476  0.020  1.476
 571  C14  C15   single    1.379  0.020  1.379
 571  N17  C18   single    1.453  0.020  1.453
 571  N17  C22   single    1.456  0.020  1.456
 571  N17  C24   single    1.371  0.020  1.371
 571  C18  C19   single    1.517  0.020  1.517
 571  C19  N20   single    1.445  0.020  1.445
 571  N20  C21   single    1.445  0.020  1.445
 571  N20  C23   single    1.445  0.020  1.445
 571  C21  C22   single    1.515  0.020  1.515
 571  C25  O26   double    1.198  0.020  1.198
 571  C25  C20   single    1.523  0.020  1.523
 571  C27  C28   aromatic  1.392  0.020  1.392
 571  C27  C29   aromatic  1.393  0.020  1.393
 571  C27  C20   single    1.515  0.020  1.515
 571  C28  C31   aromatic  1.387  0.020  1.387
 571  C29  C33   aromatic  1.388  0.020  1.388
 571  C31  C35   aromatic  1.389  0.020  1.389
 571  C33  C35   aromatic  1.388  0.020  1.388
 571  C20  O34   single    1.391  0.020  1.391
 571  C15  H15   single    0.930  0.020  1.080
 571  C16  H161  single    0.970  0.020  1.090
 571  C16  H162  single    0.970  0.020  1.090
 571  N2   H2    single    0.860  0.020  1.020
 571  N5   H5    single    0.860  0.020  1.020
 571  C9   H9    single    0.930  0.020  1.080
 571  C12  H12   single    0.930  0.020  1.080
 571  C10  H10   single    0.930  0.020  1.080
 571  C11  H11   single    0.930  0.020  1.080
 571  C18  H181  single    0.970  0.020  1.090
 571  C18  H182  single    0.970  0.020  1.090
 571  C22  H221  single    0.970  0.020  1.090
 571  C22  H222  single    0.970  0.020  1.090
 571  C19  H191  single    0.970  0.020  1.090
 571  C19  H192  single    0.970  0.020  1.090
 571  C21  H211  single    0.970  0.020  1.090
 571  C21  H212  single    0.970  0.020  1.090
 571  C23  H231  single    0.970  0.020  1.090
 571  C23  H232  single    0.970  0.020  1.090
 571  C23  H233  single    0.970  0.020  1.090
 571  C20  H20   single    0.970  0.020  1.090
 571  C28  H28   single    0.930  0.020  1.080
 571  C29  H29   single    0.930  0.020  1.080
 571  C31  H31   single    0.930  0.020  1.080
 571  C33  H33   single    0.930  0.020  1.080
 571  C35  H35   single    0.930  0.020  1.080
 571  O34  H34   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
 571  C25   N1   C16   125.72  3.000
 571  C25   N1   C15   122.34  3.000
 571  C16   N1   C15   111.92  3.000
 571  H2    N2   C13   128.75  3.000
 571  H2    N2   N4    118.75  3.000
 571  C13   N2   N4    112.50  3.000
 571  C14   C3   N5    124.47  3.000
 571  C14   C3   N4    109.40  3.000
 571  N5    C3   N4    126.13  3.000
 571  C3    N4   N2    106.38  3.000
 571  H5    N5   C6    118.60  3.000
 571  H5    N5   C3    114.81  3.000
 571  C6    N5   C3    126.53  3.000
 571  O8    C6   C7    122.87  3.000
 571  O8    C6   N5    121.25  3.000
 571  C7    C6   N5    115.88  3.000
 571  C12   C7   C9    116.93  3.000
 571  C12   C7   C6    125.10  3.000
 571  C9    C7   C6    117.96  3.000
 571  H9    C9   C10   118.39  3.000
 571  H9    C9   C7    119.65  3.000
 571  C10   C9   C7    121.95  3.000
 571  H10   C10  C24   121.12  3.000
 571  H10   C10  C9    117.38  3.000
 571  C24   C10  C9    121.49  3.000
 571  H11   C11  C24   121.19  3.000
 571  H11   C11  C12   117.23  3.000
 571  C24   C11  C12   121.57  3.000
 571  H12   C12  C11   116.15  3.000
 571  H12   C12  C7    122.06  3.000
 571  C11   C12  C7    121.78  3.000
 571  C16   C13  C14   110.76  3.000
 571  C16   C13  N2    142.04  3.000
 571  C14   C13  N2    107.20  3.000
 571  C15   C14  C13   107.52  3.000
 571  C15   C14  C3    147.95  3.000
 571  C13   C14  C3    104.53  3.000
 571  H15   C15  C14   129.12  3.000
 571  H15   C15  N1    120.88  3.000
 571  C14   C15  N1    110.01  3.000
 571  H162  C16  H161  109.44  3.000
 571  H162  C16  C13   112.59  3.000
 571  H161  C16  C13   112.80  3.000
 571  H162  C16  N1    110.83  3.000
 571  H161  C16  N1    111.12  3.000
 571  C13   C16  N1     99.79  3.000
 571  C24   N17  C22   120.01  3.000
 571  C24   N17  C18   119.78  3.000
 571  C22   N17  C18   113.02  3.000
 571  H182  C18  H181  107.61  3.000
 571  H182  C18  C19   106.96  3.000
 571  H181  C18  C19   110.03  3.000
 571  H182  C18  N17   110.00  3.000
 571  H181  C18  N17   110.66  3.000
 571  C19   C18  N17   111.44  3.000
 571  H192  C19  H191  106.96  3.000
 571  H192  C19  N20   111.57  3.000
 571  H191  C19  N20   109.47  3.000
 571  H192  C19  C18   109.04  3.000
 571  H191  C19  C18   108.06  3.000
 571  N20   C19  C18   111.58  3.000
 571  C23   N20  C21   111.80  3.000
 571  C23   N20  C19   111.69  3.000
 571  C21   N20  C19   109.12  3.000
 571  H212  C21  H211  107.08  3.000
 571  H212  C21  C22   109.34  3.000
 571  H211  C21  C22   108.09  3.000
 571  H212  C21  N20   111.72  3.000
 571  H211  C21  N20   109.49  3.000
 571  C22   C21  N20   110.98  3.000
 571  H222  C22  H221  107.35  3.000
 571  H222  C22  C21   109.59  3.000
 571  H221  C22  C21   107.48  3.000
 571  H222  C22  N17   110.02  3.000
 571  H221  C22  N17   110.68  3.000
 571  C21   C22  N17   111.60  3.000
 571  H233  C23  H232  107.96  3.000
 571  H233  C23  H231  107.73  3.000
 571  H232  C23  H231  107.86  3.000
 571  H233  C23  N20   110.00  3.000
 571  H232  C23  N20   110.00  3.000
 571  H231  C23  N20   113.13  3.000
 571  N17   C24  C11   122.00  3.000
 571  N17   C24  C10   121.73  3.000
 571  C11   C24  C10   116.26  3.000
 571  C20   C25  O26   123.98  3.000
 571  C20   C25  N1    116.19  3.000
 571  O26   C25  N1    119.82  3.000
 571  C20   C27  C28   119.67  3.000
 571  C20   C27  C29   120.86  3.000
 571  C28   C27  C29   119.39  3.000
 571  H29   C29  C33   118.88  3.000
 571  H29   C29  C27   120.93  3.000
 571  C33   C29  C27   120.19  3.000
 571  H28   C28  C31   119.84  3.000
 571  H28   C28  C27   119.76  3.000
 571  C31   C28  C27   120.40  3.000
 571  H33   C33  C35   120.17  3.000
 571  H33   C33  C29   119.68  3.000
 571  C35   C33  C29   120.15  3.000
 571  H31   C31  C35   120.28  3.000
 571  H31   C31  C28   119.73  3.000
 571  C35   C31  C28   119.99  3.000
 571  H20   C20  O34   106.01  3.000
 571  H20   C20  C27   108.88  3.000
 571  O34   C20  C27   113.48  3.000
 571  H20   C20  C25   108.14  3.000
 571  O34   C20  C25   110.19  3.000
 571  C27   C20  C25   109.94  3.000
 571  H35   C35  C31   120.09  3.000
 571  H35   C35  C33   120.03  3.000
 571  C31   C35  C33   119.88  3.000
 571  H34   O34  C20   109.82  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
 571  CONST_01  C14   C3   N4   N2      0.00   0.0  0
 571  CONST_02  C3    C14  C13  N2      0.00   0.0  0
 571  CONST_03  C13   N2   N4   C3      0.00   0.0  0
 571  CONST_04  C14   C13  N2   N4      0.00   0.0  0
 571  CONST_05  C13   C14  C3   N4      0.00   0.0  0
 571  CONST_06  C24   C10  C9   C7      0.00   0.0  0
 571  CONST_07  C24   C11  C12  C7      0.00   0.0  0
 571  CONST_08  C11   C12  C7   C9      0.00   0.0  0
 571  CONST_09  C11   C24  C10  C9      0.00   0.0  0
 571  CONST_10  C12   C7   C9   C10     0.00   0.0  0
 571  CONST_11  C12   C11  C24  C10     0.00   0.0  0
 571  CONST_12  C35   C31  C28  C27     0.00   0.0  0
 571  CONST_13  C35   C33  C29  C27     0.00   0.0  0
 571  CONST_14  C31   C28  C27  C29     0.00   0.0  0
 571  CONST_15  C31   C35  C33  C29     0.00   0.0  0
 571  CONST_16  C33   C29  C27  C28     0.00   0.0  0
 571  CONST_17  C33   C35  C31  C28     0.00   0.0  0
 571  CONST_18  N17   C24  C10  C9    180.00   0.0  0
 571  CONST_19  N17   C24  C11  C12   180.00   0.0  0
 571  CONST_20  N5    C3   N4   N2    180.00   0.0  0
 571  CONST_21  C13   C14  C3   N5    180.00   0.0  0
 571  CONST_22  C15   C14  C3   N5      0.00   0.0  0
 571  CONST_23  C10   C9   C7   C6    180.00   0.0  0
 571  CONST_24  C11   C12  C7   C6    180.00   0.0  0
 571  CONST_25  C20   C27  C29  C33   180.00   0.0  0
 571  CONST_26  C20   C27  C28  C31   180.00   0.0  0
 571  CONST_27  H2    N2   N4   C3    180.00   0.0  0
 571  CONST_28  H10   C10  C9   C7    180.00   0.0  0
 571  CONST_29  H11   C11  C12  C7    180.00   0.0  0
 571  CONST_30  H12   C12  C7   C9    180.00   0.0  0
 571  CONST_31  H9    C9   C7   C12   180.00   0.0  0
 571  CONST_32  H31   C31  C28  C27   180.00   0.0  0
 571  CONST_33  H33   C33  C29  C27   180.00   0.0  0
 571  CONST_34  H28   C28  C27  C29   180.00   0.0  0
 571  CONST_35  H35   C35  C33  C29   180.00   0.0  0
 571  CONST_36  H29   C29  C27  C28   180.00   0.0  0
 571  CONST_37  C7    C6   N5   C3    180.00   0.0  0
 571  CONST_38  O26   C25  N1   C15     0.00   0.0  0
 571  CONST_39  C20   C25  N1   C15   180.00   0.0  0
 571  CONST_40  O26   C25  N1   C16   180.00   0.0  0
 571  CONST_41  C20   C25  N1   C16     0.00   0.0  0
 571  CONST_42  C6    N5   C3   N4      0.00   0.0  0
 571  CONST_43  C14   C3   N5   C6    180.00   0.0  0
 571  CONST_44  H5    N5   C3   N4    180.00   0.0  0
 571  CONST_45  O8    C6   N5   C3      0.00   0.0  0
 571  Var_01    C18   N17  C24  C10   174.70  30.0  3
 571  Var_02    N20   C19  C18  N17    54.66  30.0  1
 571  Var_03    N20   C21  C22  N17   -55.57  30.0  1
 571  Var_04    C21   C22  N17  C18    50.41  30.0  1
 571  Var_05    C21   N20  C19  C18   -59.63  30.0  1
 571  Var_06    C22   C21  N20  C19    59.89  30.0  1
 571  Var_07    C9    C7   C6   N5   -170.28  30.0  2
 571  Var_08    H231  C23  N20  C19    61.08  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
 571  chir_01  C20  C25  C27  O34  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
 571  plan-1  C6    0.020
 571  plan-1  C7    0.020
 571  plan-1  C9    0.020
 571  plan-1  C10   0.020
 571  plan-1  C11   0.020
 571  plan-1  C12   0.020
 571  plan-1  N17   0.020
 571  plan-1  C24   0.020
 571  plan-1  H9    0.020
 571  plan-1  H12   0.020
 571  plan-1  H10   0.020
 571  plan-1  H11   0.020
 571  plan-2  C27   0.020
 571  plan-2  C29   0.020
 571  plan-2  C28   0.020
 571  plan-2  C33   0.020
 571  plan-2  C31   0.020
 571  plan-2  C20   0.020
 571  plan-2  C35   0.020
 571  plan-2  H28   0.020
 571  plan-2  H29   0.020
 571  plan-2  H31   0.020
 571  plan-2  H33   0.020
 571  plan-2  H35   0.020
 571  plan-3  C3    0.020
 571  plan-3  N5    0.020
 571  plan-3  C6    0.020
 571  plan-3  C7    0.020
 571  plan-3  O8    0.020
 571  plan-3  H5    0.020
 571  plan-4  N1    0.020
 571  plan-4  N2    0.020
 571  plan-4  C3    0.020
 571  plan-4  N4    0.020
 571  plan-4  N5    0.020
 571  plan-4  C13   0.020
 571  plan-4  C14   0.020
 571  plan-4  C15   0.020
 571  plan-4  C16   0.020
 571  plan-4  C25   0.020
 571  plan-4  O26   0.020
 571  plan-4  C20   0.020
 571  plan-4  H15   0.020
 571  plan-4  H161  0.020
 571  plan-4  H162  0.020
 571  plan-4  H2    0.020

