# electronic Ligand Builder and Optimisation Workbench (eLBOW)
#   - a module of PHENIX version dev-svn-
#   - file written: Fri Jul 29 20:12:33 2022
#   Inital geometry file: a 106 line input string
#   Ligand name: (3R)-N,N-dimethyl-1-[(8S)-5-phenylpyrazolo[1,5-a]pyrimidin-7-yl]pyrrolidin-3-amine
#   Quantum optimisation: True
#   Method: PBEh-3c
#   Random seed: 3628800
#   SMILES string: CN(C)[C@@H]1CCN(C1)c2cc(nc3ccnn23)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
 8IU  8IU  "(3R)-N,N-dimethyl-1-[(8S)-5-phenylpyrazolo[1,5-a]pyrimidin-7-yl]pyrrolidin-3-amine"
  ligand  44  23  .  2022-09-16  2022-09-16
;
Directly from eLBOW using geometry from QM method PBEh-3c with CPCM solvent model
Validated by Mogul as OK
;

data_comp_8IU
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
 8IU  C10  C  CR16  0  -0.314  114.2091  140.7608  81.1515
 8IU  C13  C  CR16  0  -0.239  115.5956  142.4813  79.4783
 8IU  C17  C  CR15  0  -0.589  113.9381  136.9294  76.4783
 8IU  C21  C  CH2   0  -0.260  113.8362  134.1264  80.5480
 8IU  C22  C  CH2   0  -0.505  114.0800  133.5223  81.9211
 8IU  C03  C  CH1   0  -0.072  113.3580  134.4713  82.8713
 8IU  C04  C  CH2   0  -0.282  113.6728  135.8335  82.2547
 8IU  C06  C  CR6   0   0.734  113.9460  136.5861  79.9795
 8IU  C07  C  CR16  0  -0.518  114.1959  137.8904  80.3941
 8IU  C08  C  CR6   0   0.241  114.3734  138.9184  79.4547
 8IU  C09  C  CR6   0   0.061  114.6436  140.3020  79.9074
 8IU  C11  C  CR16  0  -0.237  114.4630  142.0642  81.5531
 8IU  C12  C  CR16  0  -0.258  115.1597  142.9280  80.7195
 8IU  C14  C  CR16  0  -0.287  115.3360  141.1815  79.0734
 8IU  C16  C  CR56  0   0.572  114.0872  137.4713  77.7455
 8IU  C18  C  CR15  0   0.001  113.6409  135.5851  76.7025
 8IU  N02  N  NT    0  -0.411  113.8010  134.3820  84.2465
 8IU  N05  N  NT    0  -0.521  113.7620  135.5678  80.8252
 8IU  N15  N  N     0  -0.492  114.3326  138.7201  78.1533
 8IU  N19  N  N     0  -0.310  113.6003  135.2687  77.9849
 8IU  N20  N  N     0  -0.447  113.8839  136.4138  78.6230
 8IU  H1   H  HCR6  0   0.254  113.6458  140.1102  81.8080
 8IU  H2   H  HCR6  0   0.257  116.1407  143.1482  78.8230
 8IU  H3   H  HCR5  0   0.263  114.0246  137.4493  75.5396
 8IU  H4   H  HCH2  0   0.247  112.9006  133.7683  80.1183
 8IU  H5   H  HCH2  0   0.261  114.6353  133.8955  79.8496
 8IU  H6   H  HCH2  0   0.263  113.7180  132.4962  81.9676
 8IU  H7   H  HCH2  0   0.244  115.1473  133.5204  82.1573
 8IU  H8   H  HCH3  0   0.237  113.9616  133.0277  85.8222
 8IU  H9   H  HCH3  0   0.194  112.5594  132.7261  84.7853
 8IU  H10  H  HCH3  0   0.242  114.1911  132.3166  84.2327
 8IU  H11  H  HCH1  0   0.214  112.2695  134.2933  82.7907
 8IU  H12  H  HCH2  0   0.245  114.6255  136.2053  82.6515
 8IU  H13  H  HCH2  0   0.265  112.9043  136.5828  82.4531
 8IU  H14  H  HCR6  0   0.290  114.3063  138.0960  81.4458
 8IU  H15  H  HCR6  0   0.258  114.1096  142.4056  82.5172
 8IU  H16  H  HCR6  0   0.258  115.3593  143.9444  81.0333
 8IU  H17  H  HCR6  0   0.253  115.6789  140.8405  78.1059
 8IU  H18  H  HCR5  0   0.269  113.4457  134.8203  75.9654
 8IU  H19  H  HCH3  0   0.238  113.5009  135.2737  86.1086
 8IU  H20  H  HCH3  0   0.242  113.3720  136.3788  84.7508
 8IU  H21  H  HCH3  0   0.196  112.0466  135.2565  85.0989
 8IU  C01  C  CH3   0  -0.527  113.6113  133.0518  84.7899
 8IU  C23  C  CH3   0  -0.531  113.1422  135.3662  85.0831

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
 8IU  C17  C18  aromatic  1.395  0.020  1.395
 8IU  C17  C16  aromatic  1.386  0.020  1.386
 8IU  C18  N19  aromatic  1.321  0.020  1.321
 8IU  C16  N15  aromatic  1.336  0.020  1.336
 8IU  C16  N20  aromatic  1.389  0.020  1.389
 8IU  N19  N20  aromatic  1.341  0.020  1.341
 8IU  N15  C08  aromatic  1.317  0.020  1.317
 8IU  N20  C06  aromatic  1.369  0.020  1.369
 8IU  C08  C09  single    1.481  0.020  1.481
 8IU  C08  C07  aromatic  1.404  0.020  1.404
 8IU  C14  C09  aromatic  1.396  0.020  1.396
 8IU  C14  C13  aromatic  1.386  0.020  1.386
 8IU  C06  C07  aromatic  1.391  0.020  1.391
 8IU  C06  N05  single    1.336  0.020  1.336
 8IU  C09  C10  aromatic  1.395  0.020  1.395
 8IU  C13  C12  aromatic  1.389  0.020  1.389
 8IU  C21  N05  single    1.470  0.020  1.470
 8IU  C21  C22  single    1.520  0.020  1.520
 8IU  N05  C04  single    1.457  0.020  1.457
 8IU  C10  C11  aromatic  1.387  0.020  1.387
 8IU  C12  C11  aromatic  1.388  0.020  1.388
 8IU  C22  C03  single    1.525  0.020  1.525
 8IU  C04  C03  single    1.528  0.020  1.528
 8IU  C03  N02  single    1.448  0.020  1.448
 8IU  N02  C01  single    1.449  0.020  1.449
 8IU  N02  C23  single    1.450  0.020  1.450
 8IU  C10  H1   single    0.930  0.020  1.080
 8IU  C13  H2   single    0.930  0.020  1.080
 8IU  C17  H3   single    0.930  0.020  1.080
 8IU  C21  H4   single    0.970  0.020  1.090
 8IU  C21  H5   single    0.970  0.020  1.090
 8IU  C22  H6   single    0.970  0.020  1.090
 8IU  C22  H7   single    0.970  0.020  1.090
 8IU  C01  H8   single    0.970  0.020  1.090
 8IU  C01  H9   single    0.970  0.020  1.090
 8IU  C01  H10  single    0.970  0.020  1.090
 8IU  C03  H11  single    0.970  0.020  1.090
 8IU  C04  H12  single    0.970  0.020  1.090
 8IU  C04  H13  single    0.970  0.020  1.090
 8IU  C07  H14  single    0.930  0.020  1.080
 8IU  C11  H15  single    0.930  0.020  1.080
 8IU  C12  H16  single    0.930  0.020  1.080
 8IU  C14  H17  single    0.930  0.020  1.080
 8IU  C18  H18  single    0.930  0.020  1.080
 8IU  C23  H19  single    0.970  0.020  1.090
 8IU  C23  H20  single    0.970  0.020  1.090
 8IU  C23  H21  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
 8IU  H1   C10  C11  118.97  3.000
 8IU  H1   C10  C09  120.35  3.000
 8IU  C11  C10  C09  120.67  3.000
 8IU  H2   C13  C14  119.69  3.000
 8IU  H2   C13  C12  120.06  3.000
 8IU  C14  C13  C12  120.25  3.000
 8IU  H3   C17  C18  128.51  3.000
 8IU  H3   C17  C16  126.84  3.000
 8IU  C18  C17  C16  104.64  3.000
 8IU  H5   C21  H4   107.95  3.000
 8IU  H5   C21  N05  111.52  3.000
 8IU  H4   C21  N05  110.69  3.000
 8IU  H5   C21  C22  112.23  3.000
 8IU  H4   C21  C22  111.30  3.000
 8IU  N05  C21  C22  103.15  3.000
 8IU  H7   C22  H6   108.29  3.000
 8IU  H7   C22  C03  109.20  3.000
 8IU  H6   C22  C03  113.73  3.000
 8IU  H7   C22  C21  110.64  3.000
 8IU  H6   C22  C21  111.08  3.000
 8IU  C03  C22  C21  103.86  3.000
 8IU  H11  C03  N02  111.13  3.000
 8IU  H11  C03  C04  108.48  3.000
 8IU  N02  C03  C04  112.04  3.000
 8IU  H11  C03  C22  108.69  3.000
 8IU  N02  C03  C22  114.13  3.000
 8IU  C04  C03  C22  101.88  3.000
 8IU  H13  C04  H12  108.24  3.000
 8IU  H13  C04  N05  110.28  3.000
 8IU  H12  C04  N05  111.32  3.000
 8IU  H13  C04  C03  113.18  3.000
 8IU  H12  C04  C03  109.58  3.000
 8IU  N05  C04  C03  104.24  3.000
 8IU  N20  C06  N05  121.67  3.000
 8IU  N05  C06  C07  123.40  3.000
 8IU  N20  C06  C07  114.93  3.000
 8IU  H14  C07  C08  120.04  3.000
 8IU  H14  C07  C06  119.23  3.000
 8IU  C08  C07  C06  120.65  3.000
 8IU  N15  C08  C09  116.65  3.000
 8IU  C09  C08  C07  120.18  3.000
 8IU  N15  C08  C07  123.17  3.000
 8IU  C14  C09  C08  119.78  3.000
 8IU  C14  C09  C10  118.68  3.000
 8IU  C08  C09  C10  121.54  3.000
 8IU  H15  C11  C12  120.18  3.000
 8IU  H15  C11  C10  119.64  3.000
 8IU  C12  C11  C10  120.18  3.000
 8IU  H16  C12  C11  120.20  3.000
 8IU  H16  C12  C13  120.20  3.000
 8IU  C11  C12  C13  119.60  3.000
 8IU  H17  C14  C09  119.54  3.000
 8IU  H17  C14  C13  119.84  3.000
 8IU  C09  C14  C13  120.62  3.000
 8IU  N20  C16  N15  123.06  3.000
 8IU  N20  C16  C17  105.31  3.000
 8IU  N15  C16  C17  131.61  3.000
 8IU  H18  C18  N19  119.16  3.000
 8IU  H18  C18  C17  127.68  3.000
 8IU  N19  C18  C17  113.16  3.000
 8IU  C23  N02  C03  111.55  3.000
 8IU  C23  N02  C01  110.32  3.000
 8IU  C03  N02  C01  111.88  3.000
 8IU  C06  N05  C04  119.38  3.000
 8IU  C04  N05  C21  111.53  3.000
 8IU  C06  N05  C21  128.38  3.000
 8IU  C16  N15  C08  116.61  3.000
 8IU  N20  N19  C18  104.53  3.000
 8IU  N19  N20  C16  112.35  3.000
 8IU  N19  N20  C06  126.06  3.000
 8IU  C16  N20  C06  121.57  3.000
 8IU  H10  C01  H9   107.85  3.000
 8IU  H10  C01  H8   107.35  3.000
 8IU  H9   C01  H8   107.71  3.000
 8IU  H10  C01  N02  110.98  3.000
 8IU  H9   C01  N02  113.26  3.000
 8IU  H8   C01  N02  109.46  3.000
 8IU  H21  C23  H20  107.85  3.000
 8IU  H21  C23  H19  107.78  3.000
 8IU  H20  C23  H19  107.23  3.000
 8IU  H21  C23  N02  113.12  3.000
 8IU  H20  C23  N02  111.02  3.000
 8IU  H19  C23  N02  109.61  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
 8IU  CONST_03  C13  C14  C09  C10     0.00   0.0  0
 8IU  CONST_04  C13  C12  C11  C10     0.00   0.0  0
 8IU  CONST_05  C08  C09  C14  C13   180.00   0.0  0
 8IU  CONST_06  N20  N19  C18  C17     0.00   0.0  0
 8IU  CONST_07  C08  N15  C16  C17   180.00   0.0  0
 8IU  CONST_08  N19  N20  C16  C17     0.00   0.0  0
 8IU  CONST_09  C06  N20  C16  C17   180.00   0.0  0
 8IU  CONST_10  N15  C16  N20  C06     0.00   0.0  0
 8IU  CONST_11  C18  N19  N20  C06   180.00   0.0  0
 8IU  CONST_12  N15  C08  C07  C06     0.00   0.0  0
 8IU  CONST_13  C09  C08  C07  C06   180.00   0.0  0
 8IU  CONST_14  C16  N15  C08  C07     0.00   0.0  0
 8IU  CONST_16  C16  N20  C06  C07     0.00   0.0  0
 8IU  CONST_17  N19  N20  C06  C07   180.00   0.0  0
 8IU  CONST_18  N20  C16  N15  C08     0.00   0.0  0
 8IU  CONST_19  C11  C10  C09  C08   180.00   0.0  0
 8IU  CONST_20  N20  C06  C07  C08     0.00   0.0  0
 8IU  CONST_21  C16  N15  C08  C09   180.00   0.0  0
 8IU  CONST_22  C12  C13  C14  C09     0.00   0.0  0
 8IU  CONST_23  C12  C11  C10  C09     0.00   0.0  0
 8IU  CONST_24  C14  C09  C10  C11     0.00   0.0  0
 8IU  CONST_25  C14  C13  C12  C11     0.00   0.0  0
 8IU  CONST_27  N19  C18  C17  C16     0.00   0.0  0
 8IU  CONST_28  C18  N19  N20  C16     0.00   0.0  0
 8IU  CONST_29  N15  C16  C17  C18   180.00   0.0  0
 8IU  CONST_30  N20  C16  C17  C18     0.00   0.0  0
 8IU  CONST_31  N19  N20  C16  N15   180.00   0.0  0
 8IU  CONST_32  N05  C06  C07  C08   180.00   0.0  0
 8IU  CONST_33  N05  C06  N20  C16   180.00   0.0  0
 8IU  CONST_34  N19  N20  C06  N05     0.00   0.0  0
 8IU  CONST_35  H17  C14  C09  C10   180.00   0.0  0
 8IU  CONST_36  H16  C12  C11  C10   180.00   0.0  0
 8IU  CONST_37  H15  C11  C12  C13   180.00   0.0  0
 8IU  CONST_38  H17  C14  C09  C08     0.00   0.0  0
 8IU  CONST_39  H1   C10  C09  C08     0.00   0.0  0
 8IU  CONST_40  H14  C07  C08  C09     0.00   0.0  0
 8IU  CONST_41  H2   C13  C14  C09   180.00   0.0  0
 8IU  CONST_42  H15  C11  C10  C09   180.00   0.0  0
 8IU  CONST_43  H2   C13  C12  C11   180.00   0.0  0
 8IU  CONST_44  H17  C14  C13  C12   180.00   0.0  0
 8IU  CONST_45  H1   C10  C11  C12   180.00   0.0  0
 8IU  CONST_46  H1   C10  C09  C14   180.00   0.0  0
 8IU  CONST_47  H16  C12  C13  C14   180.00   0.0  0
 8IU  CONST_48  H18  C18  C17  C16   180.00   0.0  0
 8IU  CONST_49  H14  C07  C06  N05     0.00   0.0  0
 8IU  CONST_50  H3   C17  C16  N15     0.00   0.0  0
 8IU  CONST_51  H14  C07  C08  N15   180.00   0.0  0
 8IU  CONST_52  H3   C17  C18  N19   180.00   0.0  0
 8IU  CONST_53  H3   C17  C16  N20   180.00   0.0  0
 8IU  CONST_54  H18  C18  N19  N20   180.00   0.0  0
 8IU  CONST_55  H14  C07  C06  N20   180.00   0.0  0
 8IU  Var_01    N20  C06  N05  C21    18.11  30.0  2
 8IU  Var_02    C07  C06  N05  C21  -162.70  30.0  2
 8IU  Var_03    C03  C04  N05  C21   -13.11  30.0  1
 8IU  Var_04    C06  N05  C21  C22   158.72  30.0  1
 8IU  Var_05    C04  N05  C21  C22   -11.45  30.0  1
 8IU  Var_06    N05  C21  C22  C03    31.46  30.0  1
 8IU  Var_07    C06  N05  C04  C03   175.72  30.0  1
 8IU  Var_08    N20  C06  N05  C04  -172.40  30.0  2
 8IU  Var_09    C07  C06  N05  C04     6.79  30.0  2
 8IU  Var_10    H12  C04  N05  C21   104.94  30.0  1
 8IU  Var_11    H13  C04  N05  C21  -134.90  30.0  1
 8IU  Var_12    H4   C21  C22  C03   -87.25  30.0  1
 8IU  Var_13    H5   C21  C22  C03   151.63  30.0  1
 8IU  Var_14    H4   C21  N05  C04   107.70  30.0  1
 8IU  Var_15    H5   C21  N05  C04  -132.10  30.0  1
 8IU  Var_16    H4   C21  N05  C06   -82.13  30.0  1
 8IU  Var_17    H5   C21  N05  C06    38.07  30.0  1
 8IU  Var_18    H12  C04  N05  C06   -66.22  30.0  1
 8IU  Var_19    H13  C04  N05  C06    53.94  30.0  1
 8IU  Var_20    H6   C22  C21  N05   154.10  30.0  1
 8IU  Var_21    H7   C22  C21  N05   -85.59  30.0  1
 8IU  Var_22    H8   C01  N02  C03   179.71  30.0  3
 8IU  Var_23    H9   C01  N02  C03   -60.08  30.0  3
 8IU  Var_24    H10  C01  N02  C03    61.40  30.0  3
 8IU  Var_25    H19  C23  N02  C03  -179.79  30.0  3
 8IU  Var_26    H20  C23  N02  C03   -61.51  30.0  3
 8IU  Var_27    H21  C23  N02  C03    59.90  30.0  3
 8IU  Var_28    H19  C23  N02  C01    55.22  30.0  3
 8IU  Var_29    H20  C23  N02  C01   173.50  30.0  3
 8IU  Var_30    H21  C23  N02  C01   -65.09  30.0  3
 8IU  Var_31    H8   C01  N02  C23   -55.49  30.0  3
 8IU  Var_32    H9   C01  N02  C23    64.72  30.0  3
 8IU  Var_33    H10  C01  N02  C23  -173.80  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
 8IU  chir_01  C03  C22  C04  N02  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
 8IU  plan-1  C10  0.020
 8IU  plan-1  C13  0.020
 8IU  plan-1  C08  0.020
 8IU  plan-1  C09  0.020
 8IU  plan-1  C11  0.020
 8IU  plan-1  C12  0.020
 8IU  plan-1  C14  0.020
 8IU  plan-1  H1   0.020
 8IU  plan-1  H2   0.020
 8IU  plan-1  H15  0.020
 8IU  plan-1  H16  0.020
 8IU  plan-1  H17  0.020
 8IU  plan-2  C17  0.020
 8IU  plan-2  C06  0.020
 8IU  plan-2  C16  0.020
 8IU  plan-2  C18  0.020
 8IU  plan-2  N15  0.020
 8IU  plan-2  N19  0.020
 8IU  plan-2  N20  0.020
 8IU  plan-2  H3   0.020
 8IU  plan-2  H18  0.020

