# electronic Ligand Builder and Optimisation Workbench (eLBOW)
#   - a module of PHENIX version dev-svn-
#   - file written: Thu Jul 22 07:43:14 2021
#   Inital geometry file: a 119 line input string
#   Ligand name: 3-(4-methoxyphenyl)-~{N}-[(3~{R})-1-pyridin-4-ylpyrrolidin-3-yl]-[1,2,3]triazolo[4,5-d]pyrimidin-5-amine
#   Quantum optimisation: True
#   Method: PBEh-3c
#   Random seed: 3628800
#   SMILES string: COc1ccc(cc1)n2nnc3cnc(N[C@@H]4CCN(C4)c5ccncc5)nc23
#
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
 OWQ  OWQ  3-(4-methoxyphenyl)-~{N}-[(3~{R})-1-pyridin-4-ylpyrrolidin-3-yl]-[1,2,3]triazolo[4,5-d]pyrimidin-5-amine  ligand  49  29  .  2022-03-23  2022-03-23
;
Directly from eLBOW using geometry from QM method PBEh-3c with CPCM solvent model
Validated by Mogul as OK
;

data_comp_OWQ
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
 OWQ  C1   C  CR6   0   0.620  25.3562   2.1778  -65.1511
 OWQ  C3   C  CR16  0  -0.019  27.2947   1.1234  -65.7978
 OWQ  N6   N  N     0  -0.478  25.5198   2.0175  -63.8406
 OWQ  C9   C  CR6   0   0.314  26.6027   1.1998  -61.0471
 OWQ  C10  C  CR16  0  -0.268  26.7242   0.1828  -60.1045
 OWQ  C11  C  CR16  0  -0.381  25.4209   2.5489  -59.4464
 OWQ  C12  C  CR16  0  -0.269  25.9546   2.3784  -60.7165
 OWQ  C14  C  CR6   0   0.391  25.5491   1.5400  -58.4943
 OWQ  C15  C  CR16  0  -0.340  26.2096   0.3566  -58.8364
 OWQ  C19  C  CR15  0  -0.092  23.2216   3.2930  -64.7073
 OWQ  C20  C  CH2   0  -0.476  22.2704   2.2205  -64.1747
 OWQ  C21  C  CH2   0  -0.282  21.0516   3.0267  -63.7547
 OWQ  C24  C  CR6   0   0.488  20.0338   5.0229  -64.7958
 OWQ  N2   N  N     0  -0.461  26.1999   1.7540  -66.1347
 OWQ  C4   C  CR56  0   0.009  27.5767   0.9009  -64.4476
 OWQ  C5   C  CR56  0   0.545  26.6383   1.3815  -63.5417
 OWQ  N7   N  NR5   0  -0.499  27.1399   1.0211  -62.3396
 OWQ  N8   N  N     0  -0.287  28.5768   0.2872  -63.7580
 OWQ  N13  N  N     0  -0.072  28.3103   0.3668  -62.5180
 OWQ  O16  O  O2    0  -0.466  25.0738   1.6133  -57.2407
 OWQ  N17  N  NH1   0  -0.670  24.2638   2.8256  -65.5807
 OWQ  C18  C  CH3   0  -0.440  24.4137   2.7961  -56.8323
 OWQ  N22  N  NR5   0  -0.531  21.0544   4.1503  -64.6798
 OWQ  C23  C  CH2   0  -0.268  22.2861   4.2598  -65.4310
 OWQ  C25  C  CR16  0  -0.424  18.8927   4.9467  -63.9743
 OWQ  C26  C  CR16  0  -0.075  17.8787   5.8676  -64.1413
 OWQ  N27  N  N     0  -0.439  17.8841   6.8528  -65.0369
 OWQ  C28  C  CR16  0  -0.076  18.9642   6.9225  -65.8125
 OWQ  C29  C  CR16  0  -0.422  20.0418   6.0630  -65.7454
 OWQ  H1   H  HCR6  0   0.296  27.9544   0.7904  -66.5919
 OWQ  H2   H  HCR6  0   0.278  27.2186  -0.7445  -60.3604
 OWQ  H3   H  HCR6  0   0.288  24.9203   3.4797  -59.2186
 OWQ  H4   H  HCR6  0   0.281  25.8582   3.1758  -61.4397
 OWQ  H5   H  HCR6  0   0.274  26.3070  -0.4316  -58.1009
 OWQ  H6   H  HCR5  0   0.272  23.6809   3.8101  -63.8610
 OWQ  H7   H  HCH2  0   0.246  22.0169   1.5255  -64.9783
 OWQ  H8   H  HCH2  0   0.265  22.7010   1.6507  -63.3536
 OWQ  H9   H  HCH2  0   0.252  20.1307   2.4456  -63.8352
 OWQ  H10  H  HCH2  0   0.240  21.1344   3.3716  -62.7183
 OWQ  H11  H  HNH1  0   0.401  24.1088   2.8343  -66.5765
 OWQ  H12  H  HCH3  0   0.263  24.1167   2.6415  -55.7983
 OWQ  H13  H  HCH3  0   0.232  25.0712   3.6676  -56.8836
 OWQ  H14  H  HCH3  0   0.231  23.5190   2.9928  -57.4283
 OWQ  H15  H  HCH2  0   0.261  22.6754   5.2800  -65.4241
 OWQ  H16  H  HCH2  0   0.239  22.1455   3.9649  -66.4793
 OWQ  H17  H  HCR6  0   0.273  18.7944   4.1917  -63.2069
 OWQ  H18  H  HCR6  0   0.253  17.0036   5.8018  -63.5028
 OWQ  H19  H  HCR6  0   0.253  18.9784   7.7206  -66.5476
 OWQ  H20  H  HCR6  0   0.273  20.8658   6.2013  -66.4318

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
 OWQ  N2   C3   aromatic  1.308  0.020  1.308
 OWQ  N2   C1   aromatic  1.363  0.020  1.363
 OWQ  C3   C4   aromatic  1.397  0.020  1.397
 OWQ  N17  C1   single    1.341  0.020  1.341
 OWQ  N17  C19  single    1.438  0.020  1.438
 OWQ  C1   N6   aromatic  1.330  0.020  1.330
 OWQ  C23  C19  single    1.528  0.020  1.528
 OWQ  C23  N22  single    1.447  0.020  1.447
 OWQ  C26  N27  aromatic  1.331  0.020  1.331
 OWQ  C26  C25  aromatic  1.380  0.020  1.380
 OWQ  N27  C28  aromatic  1.331  0.020  1.331
 OWQ  C25  C24  aromatic  1.408  0.020  1.408
 OWQ  C19  C20  single    1.529  0.020  1.529
 OWQ  C4   N8   aromatic  1.361  0.020  1.361
 OWQ  C4   C5   aromatic  1.390  0.020  1.390
 OWQ  C28  C29  aromatic  1.380  0.020  1.380
 OWQ  C24  C29  aromatic  1.408  0.020  1.408
 OWQ  C24  N22  single    1.348  0.020  1.348
 OWQ  C20  C21  single    1.520  0.020  1.520
 OWQ  N6   C5   aromatic  1.321  0.020  1.321
 OWQ  N22  C21  single    1.455  0.020  1.455
 OWQ  N8   N13  aromatic  1.271  0.020  1.271
 OWQ  C5   N7   aromatic  1.351  0.020  1.351
 OWQ  N13  N7   aromatic  1.353  0.020  1.353
 OWQ  N7   C9   single    1.411  0.020  1.411
 OWQ  C9   C12  aromatic  1.385  0.020  1.385
 OWQ  C9   C10  aromatic  1.392  0.020  1.392
 OWQ  C12  C11  aromatic  1.388  0.020  1.388
 OWQ  C10  C15  aromatic  1.380  0.020  1.380
 OWQ  C11  C14  aromatic  1.393  0.020  1.393
 OWQ  C15  C14  aromatic  1.398  0.020  1.398
 OWQ  C14  O16  single    1.343  0.020  1.343
 OWQ  O16  C18  single    1.415  0.020  1.415
 OWQ  C3   H1   single    0.930  0.020  1.080
 OWQ  C10  H2   single    0.930  0.020  1.080
 OWQ  C11  H3   single    0.930  0.020  1.080
 OWQ  C12  H4   single    0.930  0.020  1.080
 OWQ  C15  H5   single    0.930  0.020  1.080
 OWQ  C19  H6   single    0.970  0.020  1.090
 OWQ  C20  H7   single    0.970  0.020  1.090
 OWQ  C20  H8   single    0.970  0.020  1.090
 OWQ  C21  H9   single    0.970  0.020  1.090
 OWQ  C21  H10  single    0.970  0.020  1.090
 OWQ  N17  H11  single    0.860  0.020  1.020
 OWQ  C18  H12  single    0.970  0.020  1.090
 OWQ  C18  H13  single    0.970  0.020  1.090
 OWQ  C18  H14  single    0.970  0.020  1.090
 OWQ  C23  H15  single    0.970  0.020  1.090
 OWQ  C23  H16  single    0.970  0.020  1.090
 OWQ  C25  H17  single    0.930  0.020  1.080
 OWQ  C26  H18  single    0.930  0.020  1.080
 OWQ  C28  H19  single    0.930  0.020  1.080
 OWQ  C29  H20  single    0.930  0.020  1.080

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
 OWQ  N17  C1   N2   115.04  3.000
 OWQ  N17  C1   N6   118.30  3.000
 OWQ  N2   C1   N6   126.66  3.000
 OWQ  H1   C3   C4   122.40  3.000
 OWQ  H1   C3   N2   117.95  3.000
 OWQ  C4   C3   N2   119.66  3.000
 OWQ  C5   N6   C1   112.64  3.000
 OWQ  N7   C9   C12  120.30  3.000
 OWQ  C12  C9   C10  120.06  3.000
 OWQ  N7   C9   C10  119.64  3.000
 OWQ  H2   C10  C15  119.74  3.000
 OWQ  H2   C10  C9   120.40  3.000
 OWQ  C15  C10  C9   119.86  3.000
 OWQ  H3   C11  C14  121.48  3.000
 OWQ  H3   C11  C12  118.46  3.000
 OWQ  C14  C11  C12  120.06  3.000
 OWQ  H4   C12  C11  119.16  3.000
 OWQ  H4   C12  C9   120.66  3.000
 OWQ  C11  C12  C9   120.18  3.000
 OWQ  O16  C14  C15  116.23  3.000
 OWQ  O16  C14  C11  124.47  3.000
 OWQ  C15  C14  C11  119.30  3.000
 OWQ  H5   C15  C14  119.52  3.000
 OWQ  H5   C15  C10  119.95  3.000
 OWQ  C14  C15  C10  120.52  3.000
 OWQ  H6   C19  C23  108.95  3.000
 OWQ  H6   C19  N17  108.63  3.000
 OWQ  C23  C19  N17  111.21  3.000
 OWQ  H6   C19  C20  108.88  3.000
 OWQ  C23  C19  C20  103.18  3.000
 OWQ  N17  C19  C20  115.75  3.000
 OWQ  H8   C20  H7   108.29  3.000
 OWQ  H8   C20  C21  112.73  3.000
 OWQ  H7   C20  C21  110.77  3.000
 OWQ  H8   C20  C19  112.57  3.000
 OWQ  H7   C20  C19  109.53  3.000
 OWQ  C21  C20  C19  102.88  3.000
 OWQ  H10  C21  H9   107.52  3.000
 OWQ  H10  C21  N22  110.99  3.000
 OWQ  H9   C21  N22  111.44  3.000
 OWQ  H10  C21  C20  111.58  3.000
 OWQ  H9   C21  C20  111.93  3.000
 OWQ  N22  C21  C20  103.43  3.000
 OWQ  C29  C24  C25  115.97  3.000
 OWQ  C29  C24  N22  122.14  3.000
 OWQ  C25  C24  N22  121.89  3.000
 OWQ  C3   N2   C1   118.83  3.000
 OWQ  N8   C4   C5   108.77  3.000
 OWQ  C5   C4   C3   116.01  3.000
 OWQ  N8   C4   C3   135.22  3.000
 OWQ  N7   C5   C4   103.71  3.000
 OWQ  N7   C5   N6   130.08  3.000
 OWQ  C4   C5   N6   126.20  3.000
 OWQ  N13  N7   C5   109.43  3.000
 OWQ  N13  N7   C9   120.76  3.000
 OWQ  C5   N7   C9   129.77  3.000
 OWQ  N13  N8   C4   108.18  3.000
 OWQ  N8   N13  N7   109.90  3.000
 OWQ  C18  O16  C14  118.70  3.000
 OWQ  H11  N17  C19  119.07  3.000
 OWQ  H11  N17  C1   116.49  3.000
 OWQ  C19  N17  C1   123.57  3.000
 OWQ  H14  C18  H13  108.87  3.000
 OWQ  H14  C18  H12  108.70  3.000
 OWQ  H13  C18  H12  108.81  3.000
 OWQ  H14  C18  O16  112.03  3.000
 OWQ  H13  C18  O16  111.87  3.000
 OWQ  H12  C18  O16  106.45  3.000
 OWQ  C23  N22  C24  123.43  3.000
 OWQ  C24  N22  C21  123.58  3.000
 OWQ  C23  N22  C21  112.96  3.000
 OWQ  H16  C23  H15  107.62  3.000
 OWQ  H16  C23  N22  111.49  3.000
 OWQ  H15  C23  N22  111.77  3.000
 OWQ  H16  C23  C19  111.14  3.000
 OWQ  H15  C23  C19  111.72  3.000
 OWQ  N22  C23  C19  103.15  3.000
 OWQ  H17  C25  C26  119.03  3.000
 OWQ  H17  C25  C24  121.71  3.000
 OWQ  C26  C25  C24  119.25  3.000
 OWQ  H18  C26  N27  116.35  3.000
 OWQ  H18  C26  C25  118.74  3.000
 OWQ  N27  C26  C25  124.91  3.000
 OWQ  C28  N27  C26  115.71  3.000
 OWQ  H19  C28  C29  118.73  3.000
 OWQ  H19  C28  N27  116.34  3.000
 OWQ  C29  C28  N27  124.92  3.000
 OWQ  H20  C29  C28  118.98  3.000
 OWQ  H20  C29  C24  121.78  3.000
 OWQ  C28  C29  C24  119.23  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
 OWQ  CONST_01  C4   C3   N2   C1      0.00   0.0  0
 OWQ  CONST_02  C4   C5   N6   C1      0.00   0.0  0
 OWQ  CONST_03  N7   C5   N6   C1    180.00   0.0  0
 OWQ  CONST_04  N6   C1   N2   C3      0.00   0.0  0
 OWQ  CONST_05  N13  N8   C4   C3    180.00   0.0  0
 OWQ  CONST_06  N6   C5   C4   C3      0.00   0.0  0
 OWQ  CONST_07  N7   C5   C4   C3    180.00   0.0  0
 OWQ  CONST_08  N8   C4   C5   N6    180.00   0.0  0
 OWQ  CONST_09  N13  N7   C5   N6    180.00   0.0  0
 OWQ  CONST_10  C9   N7   C5   N6      0.00   0.0  0
 OWQ  CONST_11  C4   C5   N7   C9    180.00   0.0  0
 OWQ  CONST_12  N8   N13  N7   C9    180.00   0.0  0
 OWQ  CONST_13  C14  C11  C12  C9      0.00   0.0  0
 OWQ  CONST_14  C14  C15  C10  C9      0.00   0.0  0
 OWQ  CONST_17  C11  C12  C9   C10     0.00   0.0  0
 OWQ  CONST_18  C11  C14  C15  C10     0.00   0.0  0
 OWQ  CONST_19  N7   C9   C12  C11   180.00   0.0  0
 OWQ  CONST_22  C15  C10  C9   C12     0.00   0.0  0
 OWQ  CONST_23  C15  C14  C11  C12     0.00   0.0  0
 OWQ  CONST_24  N7   C9   C10  C15   180.00   0.0  0
 OWQ  CONST_25  N27  C26  C25  C24     0.00   0.0  0
 OWQ  CONST_26  N27  C28  C29  C24     0.00   0.0  0
 OWQ  CONST_27  N8   C4   C3   N2    180.00   0.0  0
 OWQ  CONST_28  C5   C4   C3   N2      0.00   0.0  0
 OWQ  CONST_29  C5   N6   C1   N2      0.00   0.0  0
 OWQ  CONST_30  N7   N13  N8   C4      0.00   0.0  0
 OWQ  CONST_31  N13  N7   C5   C4      0.00   0.0  0
 OWQ  CONST_32  N13  N8   C4   C5      0.00   0.0  0
 OWQ  CONST_33  N8   N13  N7   C5      0.00   0.0  0
 OWQ  CONST_34  N8   C4   C5   N7      0.00   0.0  0
 OWQ  CONST_35  C28  N27  C26  C25     0.00   0.0  0
 OWQ  CONST_36  C28  C29  C24  C25     0.00   0.0  0
 OWQ  CONST_37  C29  C28  N27  C26     0.00   0.0  0
 OWQ  CONST_38  C29  C24  C25  C26     0.00   0.0  0
 OWQ  CONST_39  C26  C25  C24  N22   180.00   0.0  0
 OWQ  CONST_40  C28  C29  C24  N22   180.00   0.0  0
 OWQ  CONST_41  N17  C1   N2   C3    180.00   0.0  0
 OWQ  CONST_42  O16  C14  C15  C10   180.00   0.0  0
 OWQ  CONST_43  O16  C14  C11  C12   180.00   0.0  0
 OWQ  CONST_44  N17  C1   N6   C5    180.00   0.0  0
 OWQ  CONST_45  C19  N17  C1   N6      0.00   0.0  0
 OWQ  CONST_46  N2   C1   N17  C19   180.00   0.0  0
 OWQ  CONST_47  H1   C3   N2   C1    180.00   0.0  0
 OWQ  CONST_48  H3   C11  C12  C9    180.00   0.0  0
 OWQ  CONST_49  H5   C15  C10  C9    180.00   0.0  0
 OWQ  CONST_50  H4   C12  C9   C10   180.00   0.0  0
 OWQ  CONST_51  H2   C10  C9   C12   180.00   0.0  0
 OWQ  CONST_52  H18  C26  C25  C24   180.00   0.0  0
 OWQ  CONST_53  H19  C28  C29  C24   180.00   0.0  0
 OWQ  CONST_54  H17  C25  C24  N22     0.00   0.0  0
 OWQ  CONST_55  H20  C29  C24  N22     0.00   0.0  0
 OWQ  CONST_56  H11  N17  C1   N6    180.00   0.0  0
 OWQ  Var_01    C24  N22  C23  C19   166.12  30.0  1
 OWQ  Var_02    N22  C21  C20  C19    30.65  30.0  1
 OWQ  Var_03    C23  N22  C21  C20   -11.94  30.0  1
 OWQ  Var_04    C25  C24  N22  C21     2.91  30.0  1
 OWQ  Var_05    H12  C18  O16  C14  -179.94  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
 OWQ  chir_01  C19  N17  C23  C20  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
 OWQ  plan-1  C9   0.020
 OWQ  plan-1  C10  0.020
 OWQ  plan-1  C11  0.020
 OWQ  plan-1  C12  0.020
 OWQ  plan-1  C14  0.020
 OWQ  plan-1  C15  0.020
 OWQ  plan-1  N7   0.020
 OWQ  plan-1  O16  0.020
 OWQ  plan-1  H2   0.020
 OWQ  plan-1  H3   0.020
 OWQ  plan-1  H4   0.020
 OWQ  plan-1  H5   0.020
 OWQ  plan-2  C24  0.020
 OWQ  plan-2  N22  0.020
 OWQ  plan-2  C25  0.020
 OWQ  plan-2  C26  0.020
 OWQ  plan-2  N27  0.020
 OWQ  plan-2  C28  0.020
 OWQ  plan-2  C29  0.020
 OWQ  plan-2  H17  0.020
 OWQ  plan-2  H18  0.020
 OWQ  plan-2  H19  0.020
 OWQ  plan-2  H20  0.020
 OWQ  plan-3  C1   0.020
 OWQ  plan-3  C3   0.020
 OWQ  plan-3  N6   0.020
 OWQ  plan-3  C9   0.020
 OWQ  plan-3  N2   0.020
 OWQ  plan-3  C4   0.020
 OWQ  plan-3  C5   0.020
 OWQ  plan-3  N7   0.020
 OWQ  plan-3  N8   0.020
 OWQ  plan-3  N13  0.020
 OWQ  plan-3  N17  0.020
 OWQ  plan-3  H1   0.020
 OWQ  plan-4  C1   0.020
 OWQ  plan-4  C19  0.020
 OWQ  plan-4  N17  0.020
 OWQ  plan-4  H11  0.020

