# electronic Ligand Builder and Optimisation Workbench (eLBOW)
#   - a module of PHENIX version dev-svn-
#   - file written: Sun Apr 12 23:16:07 2020
#   Inital geometry file: a 133 line input string
#   Ligand name: 4-[3-azanyl-6-[1-methyl-5-(1-phenylcyclopropyl)-1,2,4-triazol-3-yl]pyrazin-2-yl]benzamide
#   Quantum optimisation: True
#   Method: PBEh-3c
#   Random seed: 3628800
#   SMILES string: Cn1nc(nc1C2(CC2)c3ccccc3)c4cnc(N)c(n4)c5ccc(cc5)C(N)=O
#
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
 74N  74N  4-[3-azanyl-6-[1-methyl-5-(1-phenylcyclopropyl)-1,2,4-triazol-3-yl]pyrazin-2-yl]benzamide  ligand  52  31  .  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_74N
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
 74N  C1   C  CH3   0  -0.525  -2.9035   2.2951  -1.2906
 74N  C3   C  CR5   0   0.529  -3.1441  -0.1626  -0.8181
 74N  N6   N  N     0  -0.272  -1.1489   0.7444  -0.7106
 74N  C7   C  CR6   0   0.087   0.1024  -1.2638  -0.0933
 74N  C8   C  CR16  0  -0.084   0.0830  -2.6158   0.2173
 74N  C10  C  CR6   0   0.417   2.3313  -2.6073   0.5861
 74N  C11  C  CR6   0   0.115   2.3699  -1.2349   0.2089
 74N  C13  C  CR6   0   0.045   3.6198  -0.4492   0.1652
 74N  C14  C  CR16  0  -0.293   4.7827  -0.9470  -0.4234
 74N  C15  C  CR16  0  -0.250   5.9293  -0.1735  -0.4821
 74N  C16  C  CR6   0  -0.045   5.9423   1.1189   0.0344
 74N  C19  C  C     0   0.490   7.2180   1.8981  -0.0419
 74N  C24  C  CH2   0  -0.480  -5.1685  -0.1947  -2.3711
 74N  C27  C  CR16  0  -0.326  -6.2302   1.4194   0.0290
 74N  C30  C  CR16  0  -0.239  -5.8962   0.2839   2.5378
 74N  C31  C  CR16  0  -0.284  -5.2119  -0.2260   1.4457
 74N  N2   N  NR5   0  -0.307  -2.4405   0.9701  -0.9572
 74N  N4   N  N     0  -0.480  -2.3291  -1.1406  -0.4852
 74N  C5   C  CR5   0   0.281  -1.1202  -0.5409  -0.4311
 74N  N9   N  N     0  -0.409   1.1793  -3.2690   0.5628
 74N  N12  N  N     0  -0.374   1.2579  -0.6018  -0.0925
 74N  C17  C  CR16  0  -0.269   4.7813   1.6180   0.6223
 74N  C18  C  CR16  0  -0.269   3.6343   0.8459   0.6817
 74N  O20  O  O     0  -0.479   8.2913   1.3304  -0.1927
 74N  N21  N  NH2   0  -0.814   7.1098   3.2303   0.0677
 74N  N22  N  NH2   0  -0.829   3.4342  -3.2964   0.9624
 74N  C23  C  CT    0  -0.215  -4.6122  -0.2505  -0.9732
 74N  C25  C  CH2   0  -0.451  -5.1382  -1.4924  -1.6344
 74N  C26  C  CR6   0   0.135  -5.3757   0.3331   0.1782
 74N  C28  C  CR16  0  -0.238  -6.9200   1.9309   1.1226
 74N  C29  C  CR16  0  -0.266  -6.7562   1.3649   2.3782
 74N  H1   H  HCH3  0   0.273  -2.2569   2.7230  -2.0522
 74N  H2   H  HCH3  0   0.268  -3.9146   2.2353  -1.6809
 74N  H3   H  HCH3  0   0.268  -2.8991   2.9357  -0.4108
 74N  H4   H  HCR6  0   0.270  -0.8408  -3.1815   0.1989
 74N  H5   H  HCR6  0   0.273   4.7953  -1.9369  -0.8612
 74N  H6   H  HCR6  0   0.266   6.8181  -0.5778  -0.9471
 74N  H7   H  HCH2  0   0.268  -6.1243   0.2912  -2.5177
 74N  H8   H  HCH2  0   0.269  -4.4689  -0.0523  -3.1850
 74N  H9   H  HCR6  0   0.251  -6.3651   1.8741  -0.9448
 74N  H10  H  HCR6  0   0.257  -5.7627  -0.1645   3.5138
 74N  H11  H  HCR6  0   0.250  -4.5453  -1.0710   1.5725
 74N  H12  H  HCR6  0   0.262   4.7580   2.6055   1.0656
 74N  H13  H  HCR6  0   0.262   2.7434   1.2470   1.1463
 74N  H14  H  HNH2  0   0.414   6.2255   3.7068   0.0516
 74N  H15  H  HNH2  0   0.406   7.9348   3.8028  -0.0053
 74N  H16  H  HNH2  0   0.404   4.2344  -2.7926   1.3073
 74N  H17  H  HNH2  0   0.396   3.2702  -4.1824   1.4137
 74N  H18  H  HCH2  0   0.265  -6.0735  -1.8879  -1.2601
 74N  H19  H  HCH2  0   0.263  -4.4198  -2.2435  -1.9352
 74N  H20  H  HCR6  0   0.257  -7.5840   2.7753   0.9909
 74N  H21  H  HCR6  0   0.257  -7.2960   1.7611   3.2284

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
 74N  N9   C8   aromatic  1.322  0.020  1.322
 74N  N9   C10  aromatic  1.329  0.020  1.329
 74N  N22  C10  single    1.354  0.020  1.354
 74N  C8   C7   aromatic  1.387  0.020  1.387
 74N  C10  C11  aromatic  1.424  0.020  1.424
 74N  C14  C15  aromatic  1.384  0.020  1.384
 74N  C14  C13  aromatic  1.395  0.020  1.395
 74N  C7   C5   single    1.460  0.020  1.460
 74N  C7   N12  aromatic  1.332  0.020  1.332
 74N  N6   C5   aromatic  1.316  0.020  1.316
 74N  N6   N2   aromatic  1.334  0.020  1.334
 74N  C11  N12  aromatic  1.315  0.020  1.315
 74N  C11  C13  single    1.477  0.020  1.477
 74N  C5   N4   aromatic  1.351  0.020  1.351
 74N  C15  C16  aromatic  1.392  0.020  1.392
 74N  C1   N2   single    1.443  0.020  1.443
 74N  C13  C18  aromatic  1.394  0.020  1.394
 74N  N2   C3   aromatic  1.341  0.020  1.341
 74N  N4   C3   aromatic  1.316  0.020  1.316
 74N  C3   C23  single    1.479  0.020  1.479
 74N  C16  C19  single    1.497  0.020  1.497
 74N  C16  C17  aromatic  1.394  0.020  1.394
 74N  C24  C25  single    1.493  0.020  1.493
 74N  C24  C23  single    1.506  0.020  1.506
 74N  C18  C17  aromatic  1.384  0.020  1.384
 74N  N21  C19  single    1.341  0.020  1.341
 74N  C19  O20  double    1.224  0.020  1.224
 74N  C25  C23  single    1.502  0.020  1.502
 74N  C23  C26  single    1.500  0.020  1.500
 74N  C26  C31  aromatic  1.395  0.020  1.395
 74N  C26  C27  aromatic  1.390  0.020  1.390
 74N  C31  C30  aromatic  1.386  0.020  1.386
 74N  C27  C28  aromatic  1.391  0.020  1.391
 74N  C30  C29  aromatic  1.391  0.020  1.391
 74N  C28  C29  aromatic  1.387  0.020  1.387
 74N  C1   H1   single    0.970  0.020  1.090
 74N  C1   H2   single    0.970  0.020  1.090
 74N  C1   H3   single    0.970  0.020  1.090
 74N  C8   H4   single    0.930  0.020  1.080
 74N  C14  H5   single    0.930  0.020  1.080
 74N  C15  H6   single    0.930  0.020  1.080
 74N  C24  H7   single    0.970  0.020  1.090
 74N  C24  H8   single    0.970  0.020  1.090
 74N  C27  H9   single    0.930  0.020  1.080
 74N  C30  H10  single    0.930  0.020  1.080
 74N  C31  H11  single    0.930  0.020  1.080
 74N  C17  H12  single    0.930  0.020  1.080
 74N  C18  H13  single    0.930  0.020  1.080
 74N  N21  H14  single    0.860  0.020  1.020
 74N  N21  H15  single    0.860  0.020  1.020
 74N  N22  H16  single    0.890  0.020  1.040
 74N  N22  H17  single    0.890  0.020  1.040
 74N  C25  H18  single    0.970  0.020  1.090
 74N  C25  H19  single    0.970  0.020  1.090
 74N  C28  H20  single    0.930  0.020  1.080
 74N  C29  H21  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
 74N  H3   C1   H2   109.08  3.000
 74N  H3   C1   H1   109.41  3.000
 74N  H2   C1   H1   108.90  3.000
 74N  H3   C1   N2   110.64  3.000
 74N  H2   C1   N2   109.36  3.000
 74N  H1   C1   N2   109.43  3.000
 74N  C23  C3   N4   126.67  3.000
 74N  C23  C3   N2   124.08  3.000
 74N  N4   C3   N2   109.22  3.000
 74N  C5   N6   N2   103.04  3.000
 74N  N12  C7   C5   118.73  3.000
 74N  N12  C7   C8   119.76  3.000
 74N  C5   C7   C8   121.51  3.000
 74N  H4   C8   N9   116.97  3.000
 74N  H4   C8   C7   121.13  3.000
 74N  N9   C8   C7   121.90  3.000
 74N  N22  C10  N9   117.23  3.000
 74N  N22  C10  C11  122.84  3.000
 74N  N9   C10  C11  119.93  3.000
 74N  N12  C11  C13  116.93  3.000
 74N  C13  C11  C10  122.92  3.000
 74N  N12  C11  C10  120.14  3.000
 74N  C18  C13  C14  118.62  3.000
 74N  C18  C13  C11  119.47  3.000
 74N  C14  C13  C11  121.87  3.000
 74N  H5   C14  C15  118.96  3.000
 74N  H5   C14  C13  120.43  3.000
 74N  C15  C14  C13  120.59  3.000
 74N  H6   C15  C16  119.93  3.000
 74N  H6   C15  C14  119.34  3.000
 74N  C16  C15  C14  120.72  3.000
 74N  C17  C16  C19  123.03  3.000
 74N  C17  C16  C15  118.77  3.000
 74N  C19  C16  C15  118.19  3.000
 74N  N21  C19  O20  122.81  3.000
 74N  O20  C19  C16  120.82  3.000
 74N  N21  C19  C16  116.37  3.000
 74N  H8   C24  H7   114.19  3.000
 74N  H8   C24  C25  118.19  3.000
 74N  H7   C24  C25  118.37  3.000
 74N  H8   C24  C23  117.65  3.000
 74N  H7   C24  C23  117.96  3.000
 74N  C25  C24  C23   60.13  3.000
 74N  H9   C27  C28  119.40  3.000
 74N  H9   C27  C26  120.08  3.000
 74N  C28  C27  C26  120.53  3.000
 74N  H10  C30  C29  120.12  3.000
 74N  H10  C30  C31  119.82  3.000
 74N  C29  C30  C31  120.06  3.000
 74N  H11  C31  C26  119.41  3.000
 74N  H11  C31  C30  119.89  3.000
 74N  C26  C31  C30  120.70  3.000
 74N  N6   N2   C3   110.24  3.000
 74N  C3   N2   C1   129.16  3.000
 74N  N6   N2   C1   120.59  3.000
 74N  C5   N4   C3   103.56  3.000
 74N  N4   C5   C7   122.61  3.000
 74N  N4   C5   N6   113.94  3.000
 74N  C7   C5   N6   123.45  3.000
 74N  C10  N9   C8   118.52  3.000
 74N  C11  N12  C7   119.65  3.000
 74N  H12  C17  C18  118.27  3.000
 74N  H12  C17  C16  121.14  3.000
 74N  C18  C17  C16  120.57  3.000
 74N  H13  C18  C17  119.61  3.000
 74N  H13  C18  C13  119.66  3.000
 74N  C17  C18  C13  120.73  3.000
 74N  H15  N21  H14  116.77  3.000
 74N  H15  N21  C19  119.52  3.000
 74N  H14  N21  C19  122.75  3.000
 74N  H17  N22  H16  114.59  3.000
 74N  H17  N22  C10  116.06  3.000
 74N  H16  N22  C10  119.21  3.000
 74N  C26  C23  C25  118.78  3.000
 74N  C26  C23  C24  120.68  3.000
 74N  C25  C23  C24   59.51  3.000
 74N  C26  C23  C3   113.69  3.000
 74N  C25  C23  C3   116.29  3.000
 74N  C24  C23  C3   117.52  3.000
 74N  H19  C25  H18  114.60  3.000
 74N  H19  C25  C23  117.63  3.000
 74N  H18  C25  C23  116.91  3.000
 74N  H19  C25  C24  118.67  3.000
 74N  H18  C25  C24  118.09  3.000
 74N  C23  C25  C24   60.36  3.000
 74N  C23  C26  C31  118.81  3.000
 74N  C31  C26  C27  118.88  3.000
 74N  C23  C26  C27  122.32  3.000
 74N  H20  C28  C29  120.07  3.000
 74N  H20  C28  C27  119.71  3.000
 74N  C29  C28  C27  120.22  3.000
 74N  H21  C29  C28  120.19  3.000
 74N  H21  C29  C30  120.20  3.000
 74N  C28  C29  C30  119.61  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
 74N  CONST_01  C5   N6   N2   C3      0.00   0.0  0
 74N  CONST_02  C7   C5   N4   C3    180.00   0.0  0
 74N  CONST_03  N6   C5   N4   C3      0.00   0.0  0
 74N  CONST_04  C8   C7   C5   N6    180.00   0.0  0
 74N  CONST_05  N12  C7   C5   N6      0.00   0.0  0
 74N  CONST_06  N4   C3   N2   N6      0.00   0.0  0
 74N  CONST_07  C10  N9   C8   C7      0.00   0.0  0
 74N  CONST_08  N2   N6   C5   C7    180.00   0.0  0
 74N  CONST_09  C10  C11  N12  C7      0.00   0.0  0
 74N  CONST_10  C13  C11  N12  C7    180.00   0.0  0
 74N  CONST_11  C11  C10  N9   C8      0.00   0.0  0
 74N  CONST_12  N4   C5   C7   C8      0.00   0.0  0
 74N  CONST_13  C11  N12  C7   C8      0.00   0.0  0
 74N  CONST_16  C5   C7   N12  C11   180.00   0.0  0
 74N  CONST_17  C15  C14  C13  C11   180.00   0.0  0
 74N  CONST_18  C17  C18  C13  C11   180.00   0.0  0
 74N  CONST_19  C16  C15  C14  C13     0.00   0.0  0
 74N  CONST_20  N9   C10  C11  C13   180.00   0.0  0
 74N  CONST_21  C16  C17  C18  C13     0.00   0.0  0
 74N  CONST_22  C17  C16  C15  C14     0.00   0.0  0
 74N  CONST_24  C17  C18  C13  C14     0.00   0.0  0
 74N  CONST_25  C18  C13  C14  C15     0.00   0.0  0
 74N  CONST_26  C18  C17  C16  C15     0.00   0.0  0
 74N  CONST_27  C30  C31  C26  C27     0.00   0.0  0
 74N  CONST_28  C30  C29  C28  C27     0.00   0.0  0
 74N  CONST_29  C28  C27  C26  C31     0.00   0.0  0
 74N  CONST_30  C28  C29  C30  C31     0.00   0.0  0
 74N  CONST_31  N4   C5   N6   N2      0.00   0.0  0
 74N  CONST_32  C5   N4   C3   N2      0.00   0.0  0
 74N  CONST_33  N12  C7   C5   N4    180.00   0.0  0
 74N  CONST_34  N9   C8   C7   C5    180.00   0.0  0
 74N  CONST_35  N12  C7   C8   N9      0.00   0.0  0
 74N  CONST_36  N12  C11  C10  N9      0.00   0.0  0
 74N  CONST_38  C29  C30  C31  C26     0.00   0.0  0
 74N  CONST_39  C29  C28  C27  C26     0.00   0.0  0
 74N  CONST_40  C23  C3   N2   N6    180.00   0.0  0
 74N  CONST_41  C23  C26  C31  C30   180.00   0.0  0
 74N  CONST_42  C23  C3   N4   C5    180.00   0.0  0
 74N  CONST_43  C28  C27  C26  C23   180.00   0.0  0
 74N  CONST_44  C5   N6   N2   C1    180.00   0.0  0
 74N  CONST_45  N4   C3   N2   C1    180.00   0.0  0
 74N  CONST_46  C23  C3   N2   C1      0.00   0.0  0
 74N  CONST_47  N22  C10  N9   C8    180.00   0.0  0
 74N  CONST_48  N22  C10  C11  C13     0.00   0.0  0
 74N  CONST_49  C19  C16  C15  C14   180.00   0.0  0
 74N  CONST_50  C18  C17  C16  C19   180.00   0.0  0
 74N  CONST_51  N22  C10  C11  N12   180.00   0.0  0
 74N  CONST_52  H4   C8   N9   C10   180.00   0.0  0
 74N  CONST_53  H5   C14  C13  C11     0.00   0.0  0
 74N  CONST_54  H13  C18  C13  C11     0.00   0.0  0
 74N  CONST_55  H6   C15  C14  C13   180.00   0.0  0
 74N  CONST_56  H12  C17  C18  C13   180.00   0.0  0
 74N  CONST_57  H11  C31  C26  C27   180.00   0.0  0
 74N  CONST_58  H21  C29  C28  C27   180.00   0.0  0
 74N  CONST_59  H20  C28  C29  C30   180.00   0.0  0
 74N  CONST_60  H9   C27  C26  C31   180.00   0.0  0
 74N  CONST_61  H10  C30  C31  C26   180.00   0.0  0
 74N  CONST_63  H17  N22  C10  C11   180.00   0.0  0
 74N  CONST_64  H14  N21  C19  C16     0.00   0.0  0
 74N  CONST_65  H15  N21  C19  C16   180.00   0.0  0
 74N  Var_01    C25  C24  C23  C3    105.83  30.0  1
 74N  Var_02    C31  C26  C23  C3    -61.60  30.0  2
 74N  Var_03    N2   C3   C23  C24    74.80  30.0  1
 74N  Var_04    N21  C19  C16  C15   160.02  30.0  2
 74N  Var_05    H1   C1   N2   C3   -133.96  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
 74N  plan-1  C1   0.020
 74N  plan-1  C3   0.020
 74N  plan-1  N6   0.020
 74N  plan-1  C7   0.020
 74N  plan-1  N2   0.020
 74N  plan-1  N4   0.020
 74N  plan-1  C5   0.020
 74N  plan-1  C23  0.020
 74N  plan-2  C11  0.020
 74N  plan-2  C13  0.020
 74N  plan-2  C14  0.020
 74N  plan-2  C15  0.020
 74N  plan-2  C16  0.020
 74N  plan-2  C19  0.020
 74N  plan-2  C17  0.020
 74N  plan-2  C18  0.020
 74N  plan-2  H5   0.020
 74N  plan-2  H6   0.020
 74N  plan-2  H12  0.020
 74N  plan-2  H13  0.020
 74N  plan-3  C7   0.020
 74N  plan-3  C8   0.020
 74N  plan-3  C10  0.020
 74N  plan-3  C11  0.020
 74N  plan-3  C13  0.020
 74N  plan-3  C5   0.020
 74N  plan-3  N9   0.020
 74N  plan-3  N12  0.020
 74N  plan-3  N22  0.020
 74N  plan-3  H4   0.020
 74N  plan-4  C27  0.020
 74N  plan-4  C30  0.020
 74N  plan-4  C31  0.020
 74N  plan-4  C23  0.020
 74N  plan-4  C26  0.020
 74N  plan-4  C28  0.020
 74N  plan-4  C29  0.020
 74N  plan-4  H9   0.020
 74N  plan-4  H10  0.020
 74N  plan-4  H11  0.020
 74N  plan-4  H20  0.020
 74N  plan-4  H21  0.020
 74N  plan-5  C10  0.020
 74N  plan-5  N22  0.020
 74N  plan-5  H16  0.020
 74N  plan-5  H17  0.020
 74N  plan-6  C16  0.020
 74N  plan-6  C19  0.020
 74N  plan-6  O20  0.020
 74N  plan-6  N21  0.020
 74N  plan-6  H14  0.020
 74N  plan-6  H15  0.020

