# electronic Ligand Builder and Optimisation Workbench (eLBOW)
#   - a module of PHENIX version dev-svn-
#   - file written: Thu Apr 16 23:09:55 2020
#   Inital geometry file: a 86 line input string
#   Ligand name: 2-methyl-5-[2-([1,2,4]triazolo[1,5-a]pyrimidin-2-yl)ethyl]pyrazolo[1,5-a]pyrimidin-7-ol
#   Quantum optimisation: True
#   Method: PBEh-3c
#   Random seed: 3628800
#   SMILES string: Cc1cc2nc(CCc3nn4cccnc4n3)cc(O)n2n1
#
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
 8G3  8G3  2-methyl-5-[2-([1,2,4]triazolo[1,5-a]pyrimidin-2-yl)ethyl]pyrazolo[1,5-a]pyrimidin-7-ol  ligand  35  22  .  2021-08-06  2022-09-22
;
Directly from eLBOW using geometry from QM method PBEh-3c with CPCM solvent model
Validated by Mogul as PERFECT
;

data_comp_8G3
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
 8G3  C9   C  CR15  0  -0.600  -4.0333   1.8417   0.0432
 8G3  C8   C  CR5   0   0.316  -5.3164   1.2725   0.0255
 8G3  C5   C  CR56  0   0.586  -3.1631   0.7695  -0.0122
 8G3  C15  C  CR5   0   0.370   2.4196   0.4046   0.0883
 8G3  C12  C  CR56  0   0.596   4.3124  -0.1548  -0.6098
 8G3  C18  C  CR16  0  -0.398   6.6981   0.0536   0.6254
 8G3  C3   C  CR16  0  -0.496  -2.0878  -1.7033  -0.1311
 8G3  C17  C  CR16  0   0.101   5.5941   0.4920   1.2922
 8G3  C19  C  CR16  0  -0.037   6.5352  -0.4834  -0.6693
 8G3  C4   C  CR6   0   0.637  -3.4514  -1.5960  -0.1170
 8G3  C2   C  CR6   0   0.265  -1.3058  -0.5249  -0.0828
 8G3  C10  C  CH3   0  -0.735  -6.6190   1.9912   0.0729
 8G3  C20  C  CH2   0  -0.528   0.9497   0.6276   0.1277
 8G3  C21  C  CH2   0  -0.513   0.1878  -0.6704  -0.1102
 8G3  N7   N  N     0  -0.330  -5.2816  -0.0516  -0.0360
 8G3  N11  N  N     0  -0.502   3.0446  -0.1370  -0.9735
 8G3  N14  N  N     0  -0.297   3.2037   0.7318   1.1013
 8G3  N1   N  N     0  -0.488  -1.8246   0.6752  -0.0235
 8G3  N16  N  N     0  -0.432   5.3804  -0.5892  -1.2792
 8G3  N6   N  N     0  -0.414  -3.9768  -0.3506  -0.0587
 8G3  N13  N  N     0  -0.344   4.4136   0.3771   0.6562
 8G3  O22  O  OH1   0  -0.570  -4.3344  -2.5693  -0.1510
 8G3  H1   H  HCR5  0   0.264  -3.7741   2.8863   0.0866
 8G3  H2   H  HCR6  0   0.303   7.6746   0.1199   1.0789
 8G3  H3   H  HCR6  0   0.292  -1.6188  -2.6768  -0.1748
 8G3  H5   H  HCR6  0   0.334   5.5920   0.9231   2.2825
 8G3  H6   H  HCR6  0   0.289   7.4059  -0.8340  -1.2107
 8G3  H7   H  HCH3  0   0.252  -6.7022   2.7017  -0.7499
 8G3  H8   H  HCH3  0   0.250  -7.4536   1.2954   0.0107
 8G3  H9   H  HCH3  0   0.253  -6.7155   2.5585   0.9992
 8G3  H10  H  HCH2  0   0.261   0.6799   1.0606   1.0906
 8G3  H11  H  HCH2  0   0.267   0.6844   1.3609  -0.6369
 8G3  H12  H  HCH2  0   0.271   0.4766  -1.4170   0.6352
 8G3  H13  H  HCH2  0   0.274   0.4710  -1.0969  -1.0769
 8G3  H4   H  HOH1  0   0.504  -3.8923  -3.4282  -0.1810

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
 8G3  C18  C17  aromatic  1.362  0.020  1.362
 8G3  C18  C19  aromatic  1.411  0.020  1.411
 8G3  C17  N13  aromatic  1.346  0.020  1.346
 8G3  C19  N16  aromatic  1.310  0.020  1.310
 8G3  N13  N14  aromatic  1.337  0.020  1.337
 8G3  N13  C12  aromatic  1.377  0.020  1.377
 8G3  N14  C15  aromatic  1.322  0.020  1.322
 8G3  N16  C12  aromatic  1.333  0.020  1.333
 8G3  C12  N11  aromatic  1.319  0.020  1.319
 8G3  C15  N11  aromatic  1.346  0.020  1.346
 8G3  C15  C20  single    1.487  0.020  1.487
 8G3  C20  C21  single    1.524  0.020  1.524
 8G3  C21  C2   single    1.501  0.020  1.501
 8G3  C3   C2   aromatic  1.415  0.020  1.415
 8G3  C3   C4   aromatic  1.368  0.020  1.368
 8G3  C2   N1   aromatic  1.309  0.020  1.309
 8G3  O22  C4   single    1.315  0.020  1.315
 8G3  C4   N6   aromatic  1.353  0.020  1.353
 8G3  N1   C5   aromatic  1.342  0.020  1.342
 8G3  N6   C5   aromatic  1.385  0.020  1.385
 8G3  N6   N7   aromatic  1.339  0.020  1.339
 8G3  C5   C9   aromatic  1.382  0.020  1.382
 8G3  N7   C8   aromatic  1.326  0.020  1.326
 8G3  C9   C8   aromatic  1.404  0.020  1.404
 8G3  C8   C10  single    1.488  0.020  1.488
 8G3  C9   H1   single    0.930  0.020  1.080
 8G3  C18  H2   single    0.930  0.020  1.080
 8G3  C3   H3   single    0.930  0.020  1.080
 8G3  C17  H5   single    0.930  0.020  1.080
 8G3  C19  H6   single    0.930  0.020  1.080
 8G3  C10  H7   single    0.970  0.020  1.090
 8G3  C10  H8   single    0.970  0.020  1.090
 8G3  C10  H9   single    0.970  0.020  1.090
 8G3  C20  H10  single    0.970  0.020  1.090
 8G3  C20  H11  single    0.970  0.020  1.090
 8G3  C21  H12  single    0.970  0.020  1.090
 8G3  C21  H13  single    0.970  0.020  1.090
 8G3  O22  H4   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
 8G3  H1   C9   C5   127.05  3.000
 8G3  H1   C9   C8   127.86  3.000
 8G3  C5   C9   C8   105.09  3.000
 8G3  N7   C8   C10  120.44  3.000
 8G3  C10  C8   C9   127.13  3.000
 8G3  N7   C8   C9   112.43  3.000
 8G3  N6   C5   N1   121.92  3.000
 8G3  N6   C5   C9   105.00  3.000
 8G3  N1   C5   C9   133.08  3.000
 8G3  N14  C15  N11  115.38  3.000
 8G3  N11  C15  C20  122.70  3.000
 8G3  N14  C15  C20  121.92  3.000
 8G3  N13  C12  N16  121.92  3.000
 8G3  N16  C12  N11  129.48  3.000
 8G3  N13  C12  N11  108.60  3.000
 8G3  H2   C18  C19  120.91  3.000
 8G3  H2   C18  C17  120.54  3.000
 8G3  C19  C18  C17  118.55  3.000
 8G3  H3   C3   C2   120.75  3.000
 8G3  H3   C3   C4   120.22  3.000
 8G3  C2   C3   C4   119.03  3.000
 8G3  H5   C17  N13  117.75  3.000
 8G3  H5   C17  C18  125.37  3.000
 8G3  N13  C17  C18  116.88  3.000
 8G3  H6   C19  N16  116.71  3.000
 8G3  H6   C19  C18  119.26  3.000
 8G3  N16  C19  C18  124.03  3.000
 8G3  O22  C4   N6   114.95  3.000
 8G3  N6   C4   C3   117.37  3.000
 8G3  O22  C4   C3   127.68  3.000
 8G3  N1   C2   C21  118.96  3.000
 8G3  N1   C2   C3   123.09  3.000
 8G3  C21  C2   C3   117.94  3.000
 8G3  H9   C10  H8   108.26  3.000
 8G3  H9   C10  H7   107.17  3.000
 8G3  H8   C10  H7   108.35  3.000
 8G3  H9   C10  C8   110.84  3.000
 8G3  H8   C10  C8   111.14  3.000
 8G3  H7   C10  C8   110.94  3.000
 8G3  H11  C20  H10  106.96  3.000
 8G3  H11  C20  C21  109.95  3.000
 8G3  H10  C20  C21  110.65  3.000
 8G3  H11  C20  C15  108.80  3.000
 8G3  H10  C20  C15  109.13  3.000
 8G3  C21  C20  C15  111.24  3.000
 8G3  H13  C21  H12  105.53  3.000
 8G3  H13  C21  C20  109.92  3.000
 8G3  H12  C21  C20  110.06  3.000
 8G3  H13  C21  C2   108.16  3.000
 8G3  H12  C21  C2   108.45  3.000
 8G3  C20  C21  C2   114.34  3.000
 8G3  N6   N7   C8   104.44  3.000
 8G3  C12  N11  C15  103.54  3.000
 8G3  N13  N14  C15  102.47  3.000
 8G3  C2   N1   C5   117.41  3.000
 8G3  C19  N16  C12  116.49  3.000
 8G3  N7   N6   C4   125.79  3.000
 8G3  N7   N6   C5   113.04  3.000
 8G3  C4   N6   C5   121.17  3.000
 8G3  N14  N13  C17  127.87  3.000
 8G3  N14  N13  C12  110.00  3.000
 8G3  C17  N13  C12  122.13  3.000
 8G3  H4   O22  C4   110.58  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
 8G3  CONST_01  C2   N1   C5   C9    180.00   0.0  0
 8G3  CONST_02  C4   N6   C5   C9    180.00   0.0  0
 8G3  CONST_03  N7   N6   C5   C9      0.00   0.0  0
 8G3  CONST_04  N6   N7   C8   C9      0.00   0.0  0
 8G3  CONST_05  C4   N6   N7   C8    180.00   0.0  0
 8G3  CONST_06  C5   N6   N7   C8      0.00   0.0  0
 8G3  CONST_07  N1   C5   C9   C8    180.00   0.0  0
 8G3  CONST_08  N6   C5   C9   C8      0.00   0.0  0
 8G3  CONST_09  C3   C2   N1   C5      0.00   0.0  0
 8G3  CONST_10  C3   C4   N6   C5      0.00   0.0  0
 8G3  CONST_11  N7   C8   C9   C5      0.00   0.0  0
 8G3  CONST_12  C17  N13  N14  C15   180.00   0.0  0
 8G3  CONST_13  C12  N13  N14  C15     0.00   0.0  0
 8G3  CONST_14  N13  C12  N11  C15     0.00   0.0  0
 8G3  CONST_15  N16  C12  N11  C15   180.00   0.0  0
 8G3  CONST_16  C18  C17  N13  C12     0.00   0.0  0
 8G3  CONST_17  C18  C19  N16  C12     0.00   0.0  0
 8G3  CONST_18  N14  C15  N11  C12     0.00   0.0  0
 8G3  CONST_19  N14  N13  C17  C18   180.00   0.0  0
 8G3  CONST_20  N7   N6   C4   C3    180.00   0.0  0
 8G3  CONST_21  N16  C19  C18  C17     0.00   0.0  0
 8G3  CONST_22  N16  C12  N13  C17     0.00   0.0  0
 8G3  CONST_23  N11  C12  N13  C17   180.00   0.0  0
 8G3  CONST_24  N13  C17  C18  C19     0.00   0.0  0
 8G3  CONST_25  N13  C12  N16  C19     0.00   0.0  0
 8G3  CONST_26  N11  C12  N16  C19   180.00   0.0  0
 8G3  CONST_27  N1   C2   C3   C4      0.00   0.0  0
 8G3  CONST_28  N1   C5   N6   C4      0.00   0.0  0
 8G3  CONST_29  N6   C4   C3   C2      0.00   0.0  0
 8G3  CONST_30  N6   C5   N1   C2      0.00   0.0  0
 8G3  CONST_31  N1   C5   N6   N7    180.00   0.0  0
 8G3  CONST_32  N14  N13  C12  N11     0.00   0.0  0
 8G3  CONST_33  N13  N14  C15  N11     0.00   0.0  0
 8G3  CONST_34  N16  C12  N13  N14   180.00   0.0  0
 8G3  CONST_35  C21  C2   N1   C5    180.00   0.0  0
 8G3  CONST_36  O22  C4   N6   C5    180.00   0.0  0
 8G3  CONST_37  C10  C8   C9   C5    180.00   0.0  0
 8G3  CONST_38  C20  C15  N11  C12   180.00   0.0  0
 8G3  CONST_39  C21  C2   C3   C4    180.00   0.0  0
 8G3  CONST_40  O22  C4   C3   C2    180.00   0.0  0
 8G3  CONST_41  N6   N7   C8   C10   180.00   0.0  0
 8G3  CONST_42  N13  N14  C15  C20   180.00   0.0  0
 8G3  CONST_43  O22  C4   N6   N7      0.00   0.0  0
 8G3  CONST_44  H5   C17  N13  C12   180.00   0.0  0
 8G3  CONST_45  H6   C19  N16  C12   180.00   0.0  0
 8G3  CONST_46  H1   C9   C8   N7    180.00   0.0  0
 8G3  CONST_47  H3   C3   C2   N1    180.00   0.0  0
 8G3  CONST_48  H2   C18  C19  N16   180.00   0.0  0
 8G3  Var_01    C2   C21  C20  C15   179.91  30.0  3
 8G3  Var_02    C20  C21  C2   C3   -172.42  30.0  1
 8G3  Var_03    N14  C15  C20  C21  -123.39  30.0  2
 8G3  Var_04    H7   C10  C8   C9     57.44  30.0  2

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
 8G3  plan-1  C9   0.020
 8G3  plan-1  C8   0.020
 8G3  plan-1  C5   0.020
 8G3  plan-1  C3   0.020
 8G3  plan-1  C4   0.020
 8G3  plan-1  C2   0.020
 8G3  plan-1  C10  0.020
 8G3  plan-1  C21  0.020
 8G3  plan-1  N7   0.020
 8G3  plan-1  N1   0.020
 8G3  plan-1  N6   0.020
 8G3  plan-1  O22  0.020
 8G3  plan-1  H1   0.020
 8G3  plan-1  H3   0.020
 8G3  plan-2  C15  0.020
 8G3  plan-2  C12  0.020
 8G3  plan-2  C18  0.020
 8G3  plan-2  C17  0.020
 8G3  plan-2  C19  0.020
 8G3  plan-2  C20  0.020
 8G3  plan-2  N11  0.020
 8G3  plan-2  N14  0.020
 8G3  plan-2  N16  0.020
 8G3  plan-2  N13  0.020
 8G3  plan-2  H2   0.020
 8G3  plan-2  H5   0.020
 8G3  plan-2  H6   0.020

