# electronic Ligand Builder and Optimisation Workbench (eLBOW)
#   - a module of PHENIX version dev-svn-
#   - file written: Sun Apr 12 16:30:52 2020
#   Inital geometry file: a 114 line input string
#   Ligand name: 5-[1-methyl-5-(1-phenylcyclopropyl)-1,2,4-triazol-3-yl]-3-(1~{H}-pyrazol-4-yl)pyrazin-2-amine
#   Quantum optimisation: True
#   Method: PBEh-3c
#   Random seed: 3628800
#   SMILES string: Cn1nc(nc1C2(CC2)c3ccccc3)c4cnc(N)c(n4)c5c[nH]nc5
#
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
 74O  74O  5-[1-methyl-5-(1-phenylcyclopropyl)-1,2,4-triazol-3-yl]-3-(1~{H}-pyrazol-4-yl)pyrazin-2-amine  ligand  45  27  .  2022-09-16  2023-02-02
;
Directly from eLBOW using geometry from QM method PBEh-3c with CPCM solvent model
Validated by Mogul as OK (reasonable std)
;

data_comp_74O
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
 74O  C1   C  CR16  0  -0.267  -5.9640   1.3066  -2.0671
 74O  C2   C  CR16  0  -0.239  -4.8600   0.5704  -2.4816
 74O  C3   C  CR16  0  -0.238  -6.2753   1.3701  -0.7171
 74O  C7   C  CR16  0  -0.093   1.5581  -2.0711  -0.5213
 74O  C8   C  CR15  0   0.038   4.4503   2.0261   0.0916
 74O  C9   C  CR5   0  -0.152   4.6186   0.6544   0.0262
 74O  C10  C  CR6   0   0.136  -4.3893  -0.0444  -0.1909
 74O  C11  C  CR6   0   0.089   1.3211  -0.8057  -0.0099
 74O  C12  C  CR6   0   0.110   3.5487  -0.3126  -0.1955
 74O  C13  C  CR6   0   0.402   3.7695  -1.5923  -0.7810
 74O  C14  C  CR5   0   0.274  -0.0206  -0.3772   0.3771
 74O  C15  C  CR5   0   0.523  -2.0892  -0.4276   0.7091
 74O  C16  C  CH2   0  -0.477  -4.0557  -1.2282   2.1162
 74O  N23  N  N     0  -0.482  -1.1049  -1.1743   0.2559
 74O  N25  N  NR15  0  -0.420   5.6531   2.5433   0.3562
 74O  N26  N  NR5   0  -0.307  -1.6020   0.7632   1.0865
 74O  C4   C  CR16  0  -0.288  -4.0811  -0.0987  -1.5505
 74O  C5   C  CR16  0  -0.327  -5.4894   0.7027   0.2155
 74O  C6   C  CR15  0  -0.124   5.9975   0.4744   0.2834
 74O  C17  C  CH2   0  -0.451  -3.8257  -2.2389   1.0446
 74O  C18  C  CT    0  -0.209  -3.5208  -0.7912   0.7770
 74O  N20  N  N     0  -0.408   2.7672  -2.4496  -0.9097
 74O  N21  N  N     0  -0.260   6.6058   1.6271   0.4817
 74O  N22  N  N     0  -0.390   2.3320   0.0479   0.1525
 74O  N24  N  N     0  -0.270  -0.2853   0.8110   0.8748
 74O  N27  N  NH2   0  -0.835   4.9997  -1.9942  -1.1961
 74O  H1   H  HCR6  0   0.257  -6.5752   1.8278  -2.7923
 74O  H2   H  HCR6  0   0.257  -4.6067   0.5149  -3.5324
 74O  H3   H  HCR6  0   0.257  -7.1302   1.9438  -0.3829
 74O  H4   H  HCR6  0   0.267   0.7563  -2.7910  -0.6307
 74O  H6   H  HCH2  0   0.267  -5.0748  -0.9633   2.3637
 74O  H7   H  HCH2  0   0.269  -3.3744  -1.2063   2.9572
 74O  H11  H  HNR5  0   0.427   5.8821   3.5203   0.4513
 74O  H12  H  HCR6  0   0.251  -3.2246  -0.6735  -1.8835
 74O  H13  H  HCR6  0   0.252  -5.7417   0.7732   1.2662
 74O  H14  H  HCR5  0   0.266   6.5555  -0.4464   0.3581
 74O  H15  H  HCH2  0   0.264  -2.9896  -2.9188   1.1390
 74O  H16  H  HCH2  0   0.266  -4.6895  -2.6520   0.5407
 74O  H17  H  HNH2  0   0.398   5.6496  -1.2880  -1.5021
 74O  H18  H  HNH2  0   0.393   5.0104  -2.8259  -1.7659
 74O  C19  C  CH3   0  -0.525  -2.3007   1.9055   1.6239
 74O  H5   H  HCR5  0   0.293   3.5754   2.6404  -0.0399
 74O  H8   H  HCH3  0   0.273  -1.7283   2.3181   2.4504
 74O  H9   H  HCH3  0   0.267  -2.4350   2.6690   0.8594
 74O  H10  H  HCH3  0   0.270  -3.2745   1.5960   1.9904

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
 74O  C1   C3   aromatic  1.387  0.020  1.387
 74O  C1   C2   aromatic  1.390  0.020  1.390
 74O  C3   C5   aromatic  1.390  0.020  1.390
 74O  C2   C4   aromatic  1.386  0.020  1.386
 74O  C5   C10  aromatic  1.391  0.020  1.391
 74O  C4   C10  aromatic  1.395  0.020  1.395
 74O  C10  C18  single    1.500  0.020  1.500
 74O  C18  C16  single    1.507  0.020  1.507
 74O  C18  C17  single    1.503  0.020  1.503
 74O  C18  C15  single    1.479  0.020  1.479
 74O  C16  C17  single    1.491  0.020  1.491
 74O  C15  N23  aromatic  1.316  0.020  1.316
 74O  C15  N26  aromatic  1.341  0.020  1.341
 74O  N25  C8   aromatic  1.336  0.020  1.336
 74O  N25  N21  aromatic  1.328  0.020  1.328
 74O  N23  C14  aromatic  1.351  0.020  1.351
 74O  C8   C9   aromatic  1.383  0.020  1.383
 74O  C19  N26  single    1.443  0.020  1.443
 74O  N26  N24  aromatic  1.334  0.020  1.334
 74O  N21  C6   aromatic  1.318  0.020  1.318
 74O  C14  N24  aromatic  1.315  0.020  1.315
 74O  C14  C11  single    1.461  0.020  1.461
 74O  C9   C6   aromatic  1.414  0.020  1.414
 74O  C9   C12  single    1.459  0.020  1.459
 74O  N22  C11  aromatic  1.333  0.020  1.333
 74O  N22  C12  aromatic  1.316  0.020  1.316
 74O  C11  C7   aromatic  1.385  0.020  1.385
 74O  C12  C13  aromatic  1.424  0.020  1.424
 74O  C7   N20  aromatic  1.325  0.020  1.325
 74O  C13  N20  aromatic  1.325  0.020  1.325
 74O  C13  N27  single    1.359  0.020  1.359
 74O  C1   H1   single    0.930  0.020  1.080
 74O  C2   H2   single    0.930  0.020  1.080
 74O  C3   H3   single    0.930  0.020  1.080
 74O  C7   H4   single    0.930  0.020  1.080
 74O  C8   H5   single    0.930  0.020  1.080
 74O  C16  H6   single    0.970  0.020  1.090
 74O  C16  H7   single    0.970  0.020  1.090
 74O  C19  H8   single    0.970  0.020  1.090
 74O  C19  H9   single    0.970  0.020  1.090
 74O  C19  H10  single    0.970  0.020  1.090
 74O  N25  H11  single    0.860  0.020  1.020
 74O  C4   H12  single    0.930  0.020  1.080
 74O  C5   H13  single    0.930  0.020  1.080
 74O  C6   H14  single    0.930  0.020  1.080
 74O  C17  H15  single    0.970  0.020  1.090
 74O  C17  H16  single    0.970  0.020  1.090
 74O  N27  H17  single    0.890  0.020  1.040
 74O  N27  H18  single    0.890  0.020  1.040

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
 74O  H1   C1   C3   120.23  3.000
 74O  H1   C1   C2   120.25  3.000
 74O  C3   C1   C2   119.52  3.000
 74O  H2   C2   C4   119.73  3.000
 74O  H2   C2   C1   120.16  3.000
 74O  C4   C2   C1   120.11  3.000
 74O  H3   C3   C5   119.59  3.000
 74O  H3   C3   C1   120.14  3.000
 74O  C5   C3   C1   120.27  3.000
 74O  H4   C7   N20  117.13  3.000
 74O  H4   C7   C11  121.18  3.000
 74O  N20  C7   C11  121.68  3.000
 74O  H5   C8   N25  122.33  3.000
 74O  H5   C8   C9   131.18  3.000
 74O  N25  C8   C9   106.49  3.000
 74O  C6   C9   C12  131.16  3.000
 74O  C12  C9   C8   125.11  3.000
 74O  C6   C9   C8   103.66  3.000
 74O  C18  C10  C5   122.49  3.000
 74O  C18  C10  C4   118.79  3.000
 74O  C5   C10  C4   118.72  3.000
 74O  N22  C11  C14  118.45  3.000
 74O  N22  C11  C7   120.01  3.000
 74O  C14  C11  C7   121.53  3.000
 74O  N22  C12  C13  119.88  3.000
 74O  C13  C12  C9   122.97  3.000
 74O  N22  C12  C9   117.14  3.000
 74O  N27  C13  N20  117.62  3.000
 74O  N27  C13  C12  122.11  3.000
 74O  N20  C13  C12  120.25  3.000
 74O  N24  C14  N23  113.91  3.000
 74O  N24  C14  C11  123.38  3.000
 74O  N23  C14  C11  122.70  3.000
 74O  C18  C15  N26  123.87  3.000
 74O  N26  C15  N23  109.21  3.000
 74O  C18  C15  N23  126.90  3.000
 74O  H7   C16  H6   114.22  3.000
 74O  H7   C16  C18  117.47  3.000
 74O  H6   C16  C18  117.83  3.000
 74O  H7   C16  C17  118.36  3.000
 74O  H6   C16  C17  118.41  3.000
 74O  C18  C16  C17   60.20  3.000
 74O  C15  N23  C14  103.57  3.000
 74O  H11  N25  N21  119.80  3.000
 74O  H11  N25  C8   126.77  3.000
 74O  N21  N25  C8   113.43  3.000
 74O  N24  N26  C19  120.56  3.000
 74O  N24  N26  C15  110.22  3.000
 74O  C19  N26  C15  129.20  3.000
 74O  H12  C4   C10  119.65  3.000
 74O  H12  C4   C2   119.58  3.000
 74O  C10  C4   C2   120.77  3.000
 74O  H13  C5   C10  120.19  3.000
 74O  H13  C5   C3   119.20  3.000
 74O  C10  C5   C3   120.60  3.000
 74O  H14  C6   N21  119.80  3.000
 74O  H14  C6   C9   128.70  3.000
 74O  N21  C6   C9   111.47  3.000
 74O  H16  C17  H15  114.69  3.000
 74O  H16  C17  C18  116.53  3.000
 74O  H15  C17  C18  117.64  3.000
 74O  H16  C17  C16  118.06  3.000
 74O  H15  C17  C16  118.85  3.000
 74O  C18  C17  C16   60.43  3.000
 74O  C17  C18  C16   59.37  3.000
 74O  C17  C18  C15  116.19  3.000
 74O  C16  C18  C15  117.11  3.000
 74O  C15  C18  C10  114.12  3.000
 74O  C17  C18  C10  118.49  3.000
 74O  C16  C18  C10  120.83  3.000
 74O  C13  N20  C7   118.48  3.000
 74O  C6   N21  N25  104.95  3.000
 74O  C12  N22  C11  119.57  3.000
 74O  N26  N24  C14  103.08  3.000
 74O  H18  N27  H17  113.57  3.000
 74O  H18  N27  C13  115.23  3.000
 74O  H17  N27  C13  117.99  3.000
 74O  H10  C19  H9   109.05  3.000
 74O  H10  C19  H8   108.90  3.000
 74O  H9   C19  H8   109.44  3.000
 74O  H10  C19  N26  109.54  3.000
 74O  H9   C19  N26  110.69  3.000
 74O  H8   C19  N26  109.20  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
 74O  CONST_01  C10  C5   C3   C1      0.00   0.0  0
 74O  CONST_02  C10  C4   C2   C1      0.00   0.0  0
 74O  CONST_03  C5   C3   C1   C2      0.00   0.0  0
 74O  CONST_04  C5   C10  C4   C2      0.00   0.0  0
 74O  CONST_05  C4   C2   C1   C3      0.00   0.0  0
 74O  CONST_06  C4   C10  C5   C3      0.00   0.0  0
 74O  CONST_07  N23  C14  C11  C7      0.00   0.0  0
 74O  CONST_08  N24  C14  C11  C7    180.00   0.0  0
 74O  CONST_09  C12  N22  C11  C7      0.00   0.0  0
 74O  CONST_10  C12  C13  N20  C7      0.00   0.0  0
 74O  CONST_11  C6   N21  N25  C8      0.00   0.0  0
 74O  CONST_12  N21  C6   C9   C8      0.00   0.0  0
 74O  CONST_15  N21  N25  C8   C9      0.00   0.0  0
 74O  CONST_16  N25  N21  C6   C9      0.00   0.0  0
 74O  CONST_17  C11  N22  C12  C9    180.00   0.0  0
 74O  CONST_18  N20  C13  C12  C9    180.00   0.0  0
 74O  CONST_19  C15  N23  C14  C11   180.00   0.0  0
 74O  CONST_20  N26  N24  C14  C11   180.00   0.0  0
 74O  CONST_21  C13  C12  N22  C11     0.00   0.0  0
 74O  CONST_22  C13  N20  C7   C11     0.00   0.0  0
 74O  CONST_23  N25  C8   C9   C12   180.00   0.0  0
 74O  CONST_24  N21  C6   C9   C12   180.00   0.0  0
 74O  CONST_25  C14  C11  N22  C12   180.00   0.0  0
 74O  CONST_27  N26  C15  N23  C14     0.00   0.0  0
 74O  CONST_28  C15  N26  N24  C14     0.00   0.0  0
 74O  CONST_29  N20  C7   C11  C14   180.00   0.0  0
 74O  CONST_30  N24  C14  N23  C15     0.00   0.0  0
 74O  CONST_31  N24  N26  C15  N23     0.00   0.0  0
 74O  CONST_32  N26  N24  C14  N23     0.00   0.0  0
 74O  CONST_33  N22  C11  C14  N23   180.00   0.0  0
 74O  CONST_34  C6   C9   C8   N25     0.00   0.0  0
 74O  CONST_36  N22  C11  C7   N20     0.00   0.0  0
 74O  CONST_37  N22  C12  C13  N20     0.00   0.0  0
 74O  CONST_38  N24  C14  C11  N22     0.00   0.0  0
 74O  CONST_39  C18  C10  C4   C2    180.00   0.0  0
 74O  CONST_40  C18  C10  C5   C3    180.00   0.0  0
 74O  CONST_41  C18  C15  N23  C14   180.00   0.0  0
 74O  CONST_42  N24  N26  C15  C18   180.00   0.0  0
 74O  CONST_43  N27  C13  N20  C7    180.00   0.0  0
 74O  CONST_44  N27  C13  C12  C9      0.00   0.0  0
 74O  CONST_45  C19  N26  N24  C14   180.00   0.0  0
 74O  CONST_46  C18  C15  N26  C19     0.00   0.0  0
 74O  CONST_47  N23  C15  N26  C19   180.00   0.0  0
 74O  CONST_48  N27  C13  C12  N22   180.00   0.0  0
 74O  CONST_49  H13  C5   C3   C1    180.00   0.0  0
 74O  CONST_50  H12  C4   C2   C1    180.00   0.0  0
 74O  CONST_51  H3   C3   C1   C2    180.00   0.0  0
 74O  CONST_52  H2   C2   C1   C3    180.00   0.0  0
 74O  CONST_53  H14  C6   C9   C8    180.00   0.0  0
 74O  CONST_54  H11  N25  C8   C9    180.00   0.0  0
 74O  CONST_55  H5   C8   C9   C12     0.00   0.0  0
 74O  CONST_56  H4   C7   N20  C13   180.00   0.0  0
 74O  CONST_57  H1   C1   C2   C4    180.00   0.0  0
 74O  CONST_59  H18  N27  C13  C12   180.00   0.0  0
 74O  Var_01    C17  C16  C18  C10   106.99  30.0  1
 74O  Var_02    N23  C15  C18  C10  -109.87  30.0  2
 74O  Var_03    C5   C10  C18  C15  -123.76  30.0  3
 74O  Var_04    H8   C19  N26  C15   136.95  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
 74O  plan-1  C11  0.020
 74O  plan-1  C14  0.020
 74O  plan-1  C15  0.020
 74O  plan-1  N23  0.020
 74O  plan-1  N26  0.020
 74O  plan-1  C18  0.020
 74O  plan-1  N24  0.020
 74O  plan-1  C19  0.020
 74O  plan-2  C8   0.020
 74O  plan-2  C9   0.020
 74O  plan-2  C12  0.020
 74O  plan-2  N25  0.020
 74O  plan-2  C6   0.020
 74O  plan-2  N21  0.020
 74O  plan-2  H11  0.020
 74O  plan-2  H14  0.020
 74O  plan-2  H5   0.020
 74O  plan-3  C1   0.020
 74O  plan-3  C2   0.020
 74O  plan-3  C3   0.020
 74O  plan-3  C10  0.020
 74O  plan-3  C4   0.020
 74O  plan-3  C5   0.020
 74O  plan-3  C18  0.020
 74O  plan-3  H1   0.020
 74O  plan-3  H2   0.020
 74O  plan-3  H3   0.020
 74O  plan-3  H12  0.020
 74O  plan-3  H13  0.020
 74O  plan-4  C7   0.020
 74O  plan-4  C9   0.020
 74O  plan-4  C11  0.020
 74O  plan-4  C12  0.020
 74O  plan-4  C13  0.020
 74O  plan-4  C14  0.020
 74O  plan-4  N20  0.020
 74O  plan-4  N22  0.020
 74O  plan-4  N27  0.020
 74O  plan-4  H4   0.020
 74O  plan-5  C13  0.020
 74O  plan-5  N27  0.020
 74O  plan-5  H17  0.020
 74O  plan-5  H18  0.020

