# electronic Ligand Builder and Optimisation Workbench (eLBOW)
#   - a module of PHENIX version dev-svn-
#   - file written: Sun Apr  5 11:12:15 2020
#   Inital geometry file: a 126 line input string
#   Ligand name: N,N-dicyclopropyl-6-[(2S)-2,3-dihydroxypropyl]-1-methyl-4-(methylamino)-1,6-dihydroimidazo[4,5-d]pyrrolo[2,3-b]pyridine-7-carboxamide
#   Quantum optimisation: True
#   Method: PBEh-3c
#   Random seed: 3628800
#   SMILES string: CNc1nc2n(C[C@H](O)CO)c(cc2c3n(C)cnc13)C(=O)N(C4CC4)C5CC5
#
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
 50O  50O  N,N-dicyclopropyl-6-[(2S)-2,3-dihydroxypropyl]-1-methyl-4-(methylamino)-1,6-dihydroimidazo[4,5-d]pyrrolo[2,3-b]pyridine-7-carboxamide  ligand  55  29  .  2022-09-22  2022-09-22
;
Directly from eLBOW using geometry from QM method PBEh-3c with CPCM solvent model
Validated by Mogul as OK
;

data_comp_50O
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
 50O  C13  C  C     0   0.510   -7.7231  -56.6212   0.8837
 50O  C18  C  CH3   0  -0.526  -12.2028  -59.4268  -4.5229
 50O  C17  C  CH3   0  -0.535  -10.1510  -61.9527   2.0267
 50O  C16  C  CH1   0   0.018  -10.4848  -55.6640  -2.0386
 50O  C21  C  CH2   0  -0.158  -10.1592  -54.2663  -2.5342
 50O  C24  C  CH1   0  -0.081   -9.0201  -56.4896   2.9452
 50O  C12  C  CR15  0   0.077  -11.5053  -62.6577   0.0271
 50O  C27  C  CH2   0  -0.491   -9.1844  -57.4021   4.1180
 50O  C1   C  CR56  0   0.490   -9.9704  -58.6654  -1.1172
 50O  C2   C  CR56  0   0.015   -9.8487  -59.4863   0.0136
 50O  N3   N  NR5   0  -0.570   -9.2511  -57.5314  -0.9026
 50O  N4   N  N     0  -0.610  -10.6838  -58.8958  -2.2340
 50O  C5   C  CR5   0   0.210   -8.7028  -57.5972   0.3687
 50O  C6   C  CR56  0  -0.058  -11.2615  -60.9954  -1.2545
 50O  C7   C  CR56  0   0.389  -10.5433  -60.7050  -0.1047
 50O  N8   N  N     0  -0.449  -11.8567  -62.2249  -1.1488
 50O  C9   C  CR15  0  -0.426   -9.0530  -58.7915   0.9503
 50O  C10  C  CR6   0   0.490  -11.3217  -60.0544  -2.3247
 50O  N11  N  NR5   0  -0.502  -10.7103  -61.7811   0.7060
 50O  N15  N  NH1   0  -0.655  -12.0244  -60.3457  -3.4293
 50O  N19  N  NT    0  -0.482   -7.7772  -56.3590   2.2188
 50O  O20  O  O     0  -0.480   -6.8768  -56.1259   0.1499
 50O  O22  O  OH1   0  -0.670  -11.3563  -53.5501  -2.7146
 50O  O23  O  OH1   0  -0.703  -11.3419  -56.2772  -2.9688
 50O  C25  C  CH1   0  -0.095   -6.7109  -55.5931   2.7911
 50O  C26  C  CH2   0  -0.512   -9.2051  -55.9114   4.3094
 50O  C28  C  CH2   0  -0.488   -5.3062  -56.0745   2.6600
 50O  C29  C  CH2   0  -0.503   -5.9786  -56.1200   3.9925
 50O  H1   H  HCH3  0   0.259  -12.7315  -59.9408  -5.3205
 50O  H2   H  HCH3  0   0.231  -12.7882  -58.5491  -4.2379
 50O  H3   H  HCH3  0   0.239  -11.2437  -59.0834  -4.9117
 50O  H4   H  HCH3  0   0.275  -10.4530  -62.9198   2.4189
 50O  H5   H  HCH3  0   0.265   -9.0637  -61.9160   1.9888
 50O  H6   H  HCH3  0   0.261  -10.5126  -61.1759   2.6988
 50O  H7   H  HCH1  0   0.202  -10.9681  -55.5749  -1.0513
 50O  H8   H  HCH2  0   0.196   -9.5854  -54.3426  -3.4693
 50O  H9   H  HCH2  0   0.196   -9.5063  -53.7826  -1.7957
 50O  H10  H  HCH1  0   0.281   -9.8838  -56.4074   2.2986
 50O  H11  H  HCR5  0   0.288  -11.7896  -63.6049   0.4608
 50O  H12  H  HCH2  0   0.257  -10.1100  -57.9584   4.1995
 50O  H13  H  HCH2  0   0.253   -8.3106  -57.9336   4.4734
 50O  H14  H  HCR5  0   0.266   -8.7411  -59.1281   1.9256
 50O  H15  H  HCH2  0   0.266   -8.8279  -56.8140  -2.8098
 50O  H16  H  HCH2  0   0.278   -8.3994  -55.7543  -1.4876
 50O  H17  H  HNH1  0   0.403  -12.5653  -61.1936  -3.4210
 50O  H18  H  HOH1  0   0.455  -11.1332  -52.6864  -3.0724
 50O  H19  H  HOH1  0   0.470  -11.2420  -57.2431  -2.8724
 50O  H20  H  HCH1  0   0.270   -6.8607  -54.5171   2.7626
 50O  H21  H  HCH2  0   0.269   -8.3648  -55.4591   4.8168
 50O  H22  H  HCH2  0   0.263  -10.1526  -55.4274   4.5086
 50O  H23  H  HCH2  0   0.257   -5.1338  -57.0172   2.1577
 50O  H24  H  HCH2  0   0.257   -4.5411  -55.3300   2.4838
 50O  H25  H  HCH2  0   0.258   -6.2542  -57.0935   4.3767
 50O  H26  H  HCH2  0   0.259   -5.6967  -55.4030   4.7526
 50O  C14  C  CH2   0  -0.376   -9.1705  -56.4288  -1.8461

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
 50O  C18  N15  single    1.440  0.020  1.440
 50O  N15  C10  single    1.341  0.020  1.341
 50O  O22  C21  single    1.407  0.020  1.407
 50O  O23  C16  single    1.406  0.020  1.406
 50O  C21  C16  single    1.518  0.020  1.518
 50O  C10  N4   aromatic  1.326  0.020  1.326
 50O  C10  C6   aromatic  1.426  0.020  1.426
 50O  N4   C1   aromatic  1.345  0.020  1.345
 50O  C16  C14  single    1.533  0.020  1.533
 50O  C14  N3   single    1.453  0.020  1.453
 50O  C6   N8   aromatic  1.370  0.020  1.370
 50O  C6   C7   aromatic  1.386  0.020  1.386
 50O  C1   N3   aromatic  1.360  0.020  1.360
 50O  C1   C2   aromatic  1.403  0.020  1.403
 50O  N8   C12  aromatic  1.301  0.020  1.301
 50O  N3   C5   aromatic  1.386  0.020  1.386
 50O  C7   C2   aromatic  1.408  0.020  1.408
 50O  C7   N11  aromatic  1.358  0.020  1.358
 50O  C2   C9   aromatic  1.412  0.020  1.412
 50O  C12  N11  aromatic  1.364  0.020  1.364
 50O  O20  C13  double    1.225  0.020  1.225
 50O  C5   C13  single    1.476  0.020  1.476
 50O  C5   C9   aromatic  1.374  0.020  1.374
 50O  N11  C17  single    1.445  0.020  1.445
 50O  C13  N19  single    1.362  0.020  1.362
 50O  N19  C24  single    1.446  0.020  1.446
 50O  N19  C25  single    1.432  0.020  1.432
 50O  C28  C25  single    1.491  0.020  1.491
 50O  C28  C29  single    1.493  0.020  1.493
 50O  C24  C27  single    1.495  0.020  1.495
 50O  C24  C26  single    1.493  0.020  1.493
 50O  C25  C29  single    1.502  0.020  1.502
 50O  C27  C26  single    1.503  0.020  1.503
 50O  C18  H1   single    0.970  0.020  1.090
 50O  C18  H2   single    0.970  0.020  1.090
 50O  C18  H3   single    0.970  0.020  1.090
 50O  C17  H4   single    0.970  0.020  1.090
 50O  C17  H5   single    0.970  0.020  1.090
 50O  C17  H6   single    0.970  0.020  1.090
 50O  C16  H7   single    0.970  0.020  1.090
 50O  C21  H8   single    0.970  0.020  1.090
 50O  C21  H9   single    0.970  0.020  1.090
 50O  C24  H10  single    0.970  0.020  1.090
 50O  C12  H11  single    0.930  0.020  1.080
 50O  C27  H12  single    0.970  0.020  1.090
 50O  C27  H13  single    0.970  0.020  1.090
 50O  C9   H14  single    0.930  0.020  1.080
 50O  C14  H15  single    0.970  0.020  1.090
 50O  C14  H16  single    0.970  0.020  1.090
 50O  N15  H17  single    0.860  0.020  1.020
 50O  O22  H18  single    0.850  0.020  0.980
 50O  O23  H19  single    0.850  0.020  0.980
 50O  C25  H20  single    0.970  0.020  1.090
 50O  C26  H21  single    0.970  0.020  1.090
 50O  C26  H22  single    0.970  0.020  1.090
 50O  C28  H23  single    0.970  0.020  1.090
 50O  C28  H24  single    0.970  0.020  1.090
 50O  C29  H25  single    0.970  0.020  1.090
 50O  C29  H26  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
 50O  O20  C13  N19  122.48  3.000
 50O  N19  C13  C5   116.31  3.000
 50O  O20  C13  C5   121.14  3.000
 50O  H3   C18  H2   108.13  3.000
 50O  H3   C18  H1   108.39  3.000
 50O  H2   C18  H1   108.11  3.000
 50O  H3   C18  N15  111.28  3.000
 50O  H2   C18  N15  112.39  3.000
 50O  H1   C18  N15  108.42  3.000
 50O  H6   C17  H5   109.22  3.000
 50O  H6   C17  H4   108.65  3.000
 50O  H5   C17  H4   108.68  3.000
 50O  H6   C17  N11  110.55  3.000
 50O  H5   C17  N11  110.54  3.000
 50O  H4   C17  N11  109.15  3.000
 50O  H7   C16  O23  111.13  3.000
 50O  H7   C16  C14  107.68  3.000
 50O  O23  C16  C14  112.85  3.000
 50O  H7   C16  C21  108.17  3.000
 50O  C14  C16  C21  108.45  3.000
 50O  O23  C16  C21  108.44  3.000
 50O  H9   C21  H8   106.99  3.000
 50O  H9   C21  O22  111.59  3.000
 50O  H8   C21  O22  111.74  3.000
 50O  H9   C21  C16  108.27  3.000
 50O  H8   C21  C16  109.00  3.000
 50O  O22  C21  C16  109.15  3.000
 50O  H10  C24  C26  114.69  3.000
 50O  H10  C24  N19  112.28  3.000
 50O  C26  C24  N19  122.05  3.000
 50O  H10  C24  C27  115.31  3.000
 50O  C26  C24  C27   60.40  3.000
 50O  N19  C24  C27  122.95  3.000
 50O  H11  C12  N11  121.15  3.000
 50O  H11  C12  N8   125.70  3.000
 50O  N11  C12  N8   113.15  3.000
 50O  H13  C27  H12  114.39  3.000
 50O  H13  C27  C26  117.14  3.000
 50O  H12  C27  C26  119.21  3.000
 50O  H13  C27  C24  117.93  3.000
 50O  H12  C27  C24  117.80  3.000
 50O  C26  C27  C24   59.74  3.000
 50O  N4   C1   N3   123.66  3.000
 50O  N3   C1   C2   108.36  3.000
 50O  N4   C1   C2   127.97  3.000
 50O  C9   C2   C7   139.46  3.000
 50O  C9   C2   C1   107.20  3.000
 50O  C7   C2   C1   113.33  3.000
 50O  C14  N3   C5   127.56  3.000
 50O  C5   N3   C1   108.32  3.000
 50O  C14  N3   C1   124.02  3.000
 50O  C10  N4   C1   117.49  3.000
 50O  C9   C5   N3   109.19  3.000
 50O  C9   C5   C13  126.62  3.000
 50O  N3   C5   C13  123.46  3.000
 50O  C10  C6   N8   129.17  3.000
 50O  N8   C6   C7   110.43  3.000
 50O  C10  C6   C7   120.39  3.000
 50O  N11  C7   C6   105.39  3.000
 50O  N11  C7   C2   134.17  3.000
 50O  C6   C7   C2   120.44  3.000
 50O  C6   N8   C12  104.53  3.000
 50O  H14  C9   C5   125.50  3.000
 50O  H14  C9   C2   127.57  3.000
 50O  C5   C9   C2   106.90  3.000
 50O  N15  C10  C6   119.79  3.000
 50O  C6   C10  N4   120.33  3.000
 50O  N15  C10  N4   119.89  3.000
 50O  C7   N11  C12  106.49  3.000
 50O  C12  N11  C17  127.17  3.000
 50O  C7   N11  C17  126.33  3.000
 50O  H17  N15  C10  117.26  3.000
 50O  H17  N15  C18  118.54  3.000
 50O  C10  N15  C18  123.50  3.000
 50O  C25  N19  C24  119.19  3.000
 50O  C25  N19  C13  117.73  3.000
 50O  C24  N19  C13  120.63  3.000
 50O  H18  O22  C21  107.92  3.000
 50O  H19  O23  C16  107.70  3.000
 50O  H20  C25  C29  115.81  3.000
 50O  H20  C25  C28  116.58  3.000
 50O  C29  C25  C28   59.85  3.000
 50O  H20  C25  N19  114.60  3.000
 50O  C29  C25  N19  119.67  3.000
 50O  C28  C25  N19  119.59  3.000
 50O  H22  C26  H21  114.01  3.000
 50O  H22  C26  C27  118.62  3.000
 50O  H21  C26  C27  117.65  3.000
 50O  H22  C26  C24  116.73  3.000
 50O  H21  C26  C24  119.65  3.000
 50O  C27  C26  C24   59.86  3.000
 50O  H24  C28  H23  114.29  3.000
 50O  H24  C28  C29  118.99  3.000
 50O  H23  C28  C29  117.35  3.000
 50O  H24  C28  C25  117.29  3.000
 50O  H23  C28  C25  118.18  3.000
 50O  C29  C28  C25   60.46  3.000
 50O  H26  C29  H25  114.38  3.000
 50O  H26  C29  C28  119.30  3.000
 50O  H25  C29  C28  117.31  3.000
 50O  H26  C29  C25  117.15  3.000
 50O  H25  C29  C25  118.37  3.000
 50O  C28  C29  C25   59.69  3.000
 50O  H16  C14  H15  106.71  3.000
 50O  H16  C14  N3   107.24  3.000
 50O  H15  C14  N3   108.81  3.000
 50O  H16  C14  C16  109.91  3.000
 50O  H15  C14  C16  109.51  3.000
 50O  N3   C14  C16  114.36  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
 50O  CONST_01  C10  C6   N8   C12   180.00   0.0  0
 50O  CONST_02  C7   C6   N8   C12     0.00   0.0  0
 50O  CONST_03  C6   C7   N11  C12     0.00   0.0  0
 50O  CONST_04  C2   C7   N11  C12   180.00   0.0  0
 50O  CONST_05  C6   C10  N4   C1      0.00   0.0  0
 50O  CONST_06  C9   C5   N3   C1      0.00   0.0  0
 50O  CONST_07  C6   C7   C2   C1      0.00   0.0  0
 50O  CONST_08  N11  C7   C2   C1    180.00   0.0  0
 50O  CONST_09  C5   C9   C2   C1      0.00   0.0  0
 50O  CONST_10  C10  N4   C1   C2      0.00   0.0  0
 50O  CONST_11  C5   N3   C1   C2      0.00   0.0  0
 50O  CONST_12  C10  C6   C7   C2      0.00   0.0  0
 50O  CONST_13  N8   C6   C7   C2    180.00   0.0  0
 50O  CONST_14  N3   C5   C9   C2      0.00   0.0  0
 50O  CONST_15  C10  N4   C1   N3    180.00   0.0  0
 50O  CONST_16  C7   C2   C1   N3    180.00   0.0  0
 50O  CONST_17  C9   C2   C1   N3      0.00   0.0  0
 50O  CONST_18  N8   C6   C10  N4    180.00   0.0  0
 50O  CONST_19  C7   C6   C10  N4      0.00   0.0  0
 50O  CONST_20  C5   N3   C1   N4    180.00   0.0  0
 50O  CONST_21  C7   C2   C1   N4      0.00   0.0  0
 50O  CONST_22  C9   C2   C1   N4    180.00   0.0  0
 50O  CONST_23  C7   C2   C9   C5    180.00   0.0  0
 50O  CONST_24  N11  C12  N8   C6      0.00   0.0  0
 50O  CONST_25  C9   C2   C7   C6    180.00   0.0  0
 50O  CONST_26  N8   C12  N11  C7      0.00   0.0  0
 50O  CONST_27  N11  C7   C6   N8      0.00   0.0  0
 50O  CONST_28  N11  C7   C2   C9      0.00   0.0  0
 50O  CONST_29  N11  C7   C6   C10   180.00   0.0  0
 50O  CONST_30  C1   N3   C5   C13   180.00   0.0  0
 50O  CONST_31  C2   C9   C5   C13   180.00   0.0  0
 50O  CONST_32  C6   C7   N11  C17   180.00   0.0  0
 50O  CONST_33  C2   C7   N11  C17     0.00   0.0  0
 50O  CONST_34  N8   C12  N11  C17   180.00   0.0  0
 50O  CONST_35  N15  C10  N4   C1    180.00   0.0  0
 50O  CONST_36  C14  N3   C1   C2    180.00   0.0  0
 50O  CONST_37  C14  N3   C1   N4      0.00   0.0  0
 50O  CONST_38  N15  C10  C6   C7    180.00   0.0  0
 50O  CONST_39  N15  C10  C6   N8      0.00   0.0  0
 50O  CONST_40  C14  N3   C5   C9    180.00   0.0  0
 50O  CONST_41  H14  C9   C2   C1    180.00   0.0  0
 50O  CONST_42  H11  C12  N8   C6    180.00   0.0  0
 50O  CONST_44  C25  N19  C13  C5    180.00   0.0  0
 50O  CONST_45  N4   C10  N15  C18     0.00   0.0  0
 50O  CONST_46  C6   C10  N15  C18   180.00   0.0  0
 50O  CONST_47  H17  N15  C10  N4    180.00   0.0  0
 50O  CONST_49  C25  N19  C13  O20     0.00   0.0  0
 50O  Var_01    C28  C25  N19  C24   140.34  30.0  3
 50O  Var_02    C25  N19  C24  C27   -76.54  30.0  3
 50O  Var_03    N19  C24  C26  C27  -112.47  30.0  1
 50O  Var_04    C29  C28  C25  N19  -109.17  30.0  1
 50O  Var_05    H21  C26  C27  C24  -109.97  30.0  1
 50O  Var_06    H25  C29  C28  C25   108.52  30.0  1
 50O  Var_07    C1   N3   C14  C16    67.57  30.0  2
 50O  Var_08    O20  C13  C5   N3    -35.62  30.0  2
 50O  Var_09    H4   C17  N11  C12     0.63  30.0  2
 50O  Var_10    H1   C18  N15  C10   174.99  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
 50O  chir_01  C16  O23  C21  C14  positiv
 50O  chir_02  C24  N19  C27  C26  both
 50O  chir_03  C25  N19  C28  C29  both

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
 50O  plan-1  C13  0.020
 50O  plan-1  C24  0.020
 50O  plan-1  C5   0.020
 50O  plan-1  N19  0.020
 50O  plan-1  O20  0.020
 50O  plan-1  C25  0.020
 50O  plan-2  C13  0.020
 50O  plan-2  C17  0.020
 50O  plan-2  C12  0.020
 50O  plan-2  C1   0.020
 50O  plan-2  C2   0.020
 50O  plan-2  N3   0.020
 50O  plan-2  N4   0.020
 50O  plan-2  C5   0.020
 50O  plan-2  C6   0.020
 50O  plan-2  C7   0.020
 50O  plan-2  N8   0.020
 50O  plan-2  C9   0.020
 50O  plan-2  C10  0.020
 50O  plan-2  N11  0.020
 50O  plan-2  N15  0.020
 50O  plan-2  H11  0.020
 50O  plan-2  H14  0.020
 50O  plan-2  C14  0.020
 50O  plan-3  C18  0.020
 50O  plan-3  C10  0.020
 50O  plan-3  N15  0.020
 50O  plan-3  H17  0.020

