# electronic Ligand Builder and Optimisation Workbench (eLBOW)
#   - a module of PHENIX version dev-svn-
#   - file written: Sun Apr 12 19:29:04 2020
#   Inital geometry file: a 125 line input string
#   Ligand name: 3-(benzotriazol-1-yl)-5-[1-methyl-5-(1-phenylcyclopropyl)-1,2,4-triazol-3-yl]pyrazin-2-amine
#   Quantum optimisation: True
#   Method: PBEh-3c
#   Random seed: 3628800
#   SMILES string: Cn1nc(nc1C2(CC2)c3ccccc3)c4cnc(N)c(n4)n5nnc6ccccc56
#
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
 74Q  74Q  3-(benzotriazol-1-yl)-5-[1-methyl-5-(1-phenylcyclopropyl)-1,2,4-triazol-3-yl]pyrazin-2-amine  ligand  50  31  .  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_74Q
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
 74Q  C1   C  CR16  0  -0.267   6.3067  -0.8737  -2.4205
 74Q  C2   C  CR16  0  -0.238   6.4651  -1.6252  -1.2655
 74Q  C3   C  CR16  0  -0.239   5.4332   0.2081  -2.4206
 74Q  C7   C  CR16  0  -0.286   4.7300   0.5340  -1.2715
 74Q  C8   C  CR16  0  -0.288  -5.9439  -2.3881  -0.3737
 74Q  C9   C  CR16  0  -0.278  -3.1557  -1.9000   0.0528
 74Q  C10  C  CR16  0  -0.104  -0.6336   2.7353   0.4260
 74Q  C11  C  CR6   0   0.136   4.8861  -0.2139  -0.1044
 74Q  C12  C  CR56  0   0.120  -5.4318  -1.0899  -0.3021
 74Q  C13  C  CR56  0   0.359  -4.0710  -0.8521  -0.0933
 74Q  C14  C  CR6   0   0.129  -0.6078   1.3507   0.4150
 74Q  C15  C  CR6   0   0.422  -2.8627   1.3315   0.0851
 74Q  C16  C  CR6   0   0.431  -2.9071   2.7604   0.0979
 74Q  C19  C  CH2   0  -0.478   4.6197  -0.1386   2.4926
 74Q  C20  C  CH2   0  -0.452   4.6226   1.2682   1.9955
 74Q  C21  C  CT    0  -0.214   4.0999   0.1707   1.1131
 74Q  C22  C  CH3   0  -0.524   2.4042  -2.3725   0.8068
 74Q  N23  N  N     0  -0.415  -1.7594   3.4111   0.2693
 74Q  N25  N  N     0  -0.410  -1.7471   0.6860   0.2391
 74Q  N26  N  N     0  -0.480   1.8216   1.1553   0.8003
 74Q  N29  N  NR5   0  -0.486  -3.9959   0.5160  -0.0880
 74Q  C4   C  CR16  0  -0.263  -5.0486  -3.4219  -0.2289
 74Q  C5   C  CR16  0  -0.259  -3.6772  -3.1740  -0.0189
 74Q  C6   C  CR16  0  -0.324   5.7555  -1.2987  -0.1153
 74Q  C17  C  CR5   0   0.292   0.6178   0.5813   0.5907
 74Q  C18  C  CR5   0   0.527   2.6356   0.1272   0.9140
 74Q  N24  N  N     0  -0.285  -6.0736   0.1108  -0.4073
 74Q  N27  N  N     0  -0.274   0.6472  -0.7337   0.5674
 74Q  N28  N  N     0  -0.084  -5.2149   1.0360  -0.2786
 74Q  N30  N  NR5   0  -0.298   1.9353  -1.0084   0.7800
 74Q  N31  N  NH2   0  -0.837  -4.0195   3.4904  -0.0410
 74Q  H1   H  HCR6  0   0.257   6.8598  -1.1273  -3.3157
 74Q  H2   H  HCR6  0   0.257   7.1395  -2.4715  -1.2560
 74Q  H3   H  HCR6  0   0.257   5.3028   0.8009  -3.3169
 74Q  H4   H  HCR6  0   0.251   4.0539   1.3810  -1.2783
 74Q  H6   H  HCR6  0   0.302  -2.1024  -1.7280   0.2095
 74Q  H7   H  HCR6  0   0.274   0.2717   3.3136   0.5649
 74Q  H8   H  HCH2  0   0.269   5.5642  -0.6609   2.5716
 74Q  H9   H  HCH2  0   0.269   3.8961  -0.4105   3.2505
 74Q  H10  H  HCH2  0   0.264   3.9067   1.9653   2.4108
 74Q  H11  H  HCH2  0   0.266   5.5711   1.7074   1.7158
 74Q  H12  H  HCH3  0   0.275   1.6962  -2.9834   1.3601
 74Q  H13  H  HCH3  0   0.267   2.5091  -2.7648  -0.2036
 74Q  H14  H  HCH3  0   0.268   3.3684  -2.4113   1.3041
 74Q  H15  H  HCR6  0   0.268  -5.3960  -4.4451  -0.2770
 74Q  H16  H  HCR6  0   0.270  -3.0067  -4.0162   0.0898
 74Q  H17  H  HCR6  0   0.251   5.8842  -1.8995   0.7768
 74Q  H18  H  HNH2  0   0.425  -4.9125   3.0612  -0.2125
 74Q  H19  H  HNH2  0   0.402  -3.9369   4.4927  -0.0504
 74Q  H5   H  HCR6  0   0.277  -6.9989  -2.5624  -0.5348

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
 74Q  C1   C3   aromatic  1.390  0.020  1.390
 74Q  C1   C2   aromatic  1.387  0.020  1.387
 74Q  C3   C7   aromatic  1.386  0.020  1.386
 74Q  C2   C6   aromatic  1.390  0.020  1.390
 74Q  C7   C11  aromatic  1.395  0.020  1.395
 74Q  C6   C11  aromatic  1.390  0.020  1.390
 74Q  C11  C21  single    1.499  0.020  1.499
 74Q  C5   C4   aromatic  1.409  0.020  1.409
 74Q  C5   C9   aromatic  1.379  0.020  1.379
 74Q  C4   C8   aromatic  1.375  0.020  1.375
 74Q  C9   C13  aromatic  1.399  0.020  1.399
 74Q  C8   C12  aromatic  1.397  0.020  1.397
 74Q  C21  C19  single    1.506  0.020  1.506
 74Q  C21  C20  single    1.502  0.020  1.502
 74Q  C21  C18  single    1.478  0.020  1.478
 74Q  C19  C20  single    1.492  0.020  1.492
 74Q  C13  C12  aromatic  1.397  0.020  1.397
 74Q  C13  N29  aromatic  1.370  0.020  1.370
 74Q  C12  N24  aromatic  1.366  0.020  1.366
 74Q  C18  N26  aromatic  1.316  0.020  1.316
 74Q  C18  N30  aromatic  1.341  0.020  1.341
 74Q  N26  C17  aromatic  1.350  0.020  1.350
 74Q  N30  C22  single    1.443  0.020  1.443
 74Q  N30  N27  aromatic  1.334  0.020  1.334
 74Q  N29  C15  single    1.407  0.020  1.407
 74Q  N29  N28  aromatic  1.339  0.020  1.339
 74Q  N24  N28  aromatic  1.269  0.020  1.269
 74Q  C17  N27  aromatic  1.316  0.020  1.316
 74Q  C17  C14  single    1.458  0.020  1.458
 74Q  N25  C15  aromatic  1.298  0.020  1.298
 74Q  N25  C14  aromatic  1.331  0.020  1.331
 74Q  C15  C16  aromatic  1.430  0.020  1.430
 74Q  C14  C10  aromatic  1.385  0.020  1.385
 74Q  C16  N31  single    1.338  0.020  1.338
 74Q  C16  N23  aromatic  1.330  0.020  1.330
 74Q  C10  N23  aromatic  1.322  0.020  1.322
 74Q  C1   H1   single    0.930  0.020  1.080
 74Q  C2   H2   single    0.930  0.020  1.080
 74Q  C3   H3   single    0.930  0.020  1.080
 74Q  C7   H4   single    0.930  0.020  1.080
 74Q  C8   H5   single    0.930  0.020  1.080
 74Q  C9   H6   single    0.930  0.020  1.080
 74Q  C10  H7   single    0.930  0.020  1.080
 74Q  C19  H8   single    0.970  0.020  1.090
 74Q  C19  H9   single    0.970  0.020  1.090
 74Q  C20  H10  single    0.970  0.020  1.090
 74Q  C20  H11  single    0.970  0.020  1.090
 74Q  C22  H12  single    0.970  0.020  1.090
 74Q  C22  H13  single    0.970  0.020  1.090
 74Q  C22  H14  single    0.970  0.020  1.090
 74Q  C4   H15  single    0.930  0.020  1.080
 74Q  C5   H16  single    0.930  0.020  1.080
 74Q  C6   H17  single    0.930  0.020  1.080
 74Q  N31  H18  single    0.860  0.020  1.020
 74Q  N31  H19  single    0.860  0.020  1.020

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
 74Q  H1   C1   C3   120.22  3.000
 74Q  H1   C1   C2   120.22  3.000
 74Q  C3   C1   C2   119.56  3.000
 74Q  H2   C2   C6   119.63  3.000
 74Q  H2   C2   C1   120.14  3.000
 74Q  C6   C2   C1   120.23  3.000
 74Q  H3   C3   C7   119.78  3.000
 74Q  H3   C3   C1   120.12  3.000
 74Q  C7   C3   C1   120.10  3.000
 74Q  H4   C7   C11  119.61  3.000
 74Q  H4   C7   C3   119.67  3.000
 74Q  C11  C7   C3   120.72  3.000
 74Q  H5   C8   C4   121.98  3.000
 74Q  H5   C8   C12  120.99  3.000
 74Q  C4   C8   C12  117.03  3.000
 74Q  H6   C9   C5   121.62  3.000
 74Q  H6   C9   C13  122.32  3.000
 74Q  C5   C9   C13  116.06  3.000
 74Q  H7   C10  N23  117.00  3.000
 74Q  H7   C10  C14  121.28  3.000
 74Q  N23  C10  C14  121.72  3.000
 74Q  C6   C11  C21  122.31  3.000
 74Q  C21  C11  C7   118.89  3.000
 74Q  C6   C11  C7   118.80  3.000
 74Q  N24  C12  C13  108.64  3.000
 74Q  N24  C12  C8   129.84  3.000
 74Q  C13  C12  C8   121.51  3.000
 74Q  N29  C13  C12  102.94  3.000
 74Q  N29  C13  C9   135.37  3.000
 74Q  C12  C13  C9   121.70  3.000
 74Q  C17  C14  N25  118.17  3.000
 74Q  N25  C14  C10  118.98  3.000
 74Q  C17  C14  C10  122.85  3.000
 74Q  N29  C15  N25  114.75  3.000
 74Q  N25  C15  C16  121.51  3.000
 74Q  N29  C15  C16  123.75  3.000
 74Q  N31  C16  N23  117.64  3.000
 74Q  N23  C16  C15  117.60  3.000
 74Q  N31  C16  C15  124.77  3.000
 74Q  H9   C19  H8   114.27  3.000
 74Q  H9   C19  C21  117.52  3.000
 74Q  H8   C19  C21  117.85  3.000
 74Q  H9   C19  C20  118.12  3.000
 74Q  H8   C19  C20  118.53  3.000
 74Q  C21  C19  C20   60.13  3.000
 74Q  H11  C20  H10  114.69  3.000
 74Q  H11  C20  C21  116.73  3.000
 74Q  H10  C20  C21  117.77  3.000
 74Q  H11  C20  C19  118.07  3.000
 74Q  H10  C20  C19  118.57  3.000
 74Q  C21  C20  C19   60.41  3.000
 74Q  C18  C21  C20  116.44  3.000
 74Q  C18  C21  C19  117.33  3.000
 74Q  C20  C21  C19   59.46  3.000
 74Q  C18  C21  C11  113.73  3.000
 74Q  C20  C21  C11  118.81  3.000
 74Q  C19  C21  C11  120.66  3.000
 74Q  H14  C22  H13  109.07  3.000
 74Q  H14  C22  H12  108.99  3.000
 74Q  H13  C22  H12  109.44  3.000
 74Q  H14  C22  N30  109.32  3.000
 74Q  H13  C22  N30  110.78  3.000
 74Q  H12  C22  N30  109.22  3.000
 74Q  C16  N23  C10  119.99  3.000
 74Q  C15  N25  C14  120.20  3.000
 74Q  C18  N26  C17  103.46  3.000
 74Q  N28  N29  C15  121.71  3.000
 74Q  N28  N29  C13  109.72  3.000
 74Q  C15  N29  C13  128.56  3.000
 74Q  H15  C4   C5   119.05  3.000
 74Q  H15  C4   C8   119.82  3.000
 74Q  C5   C4   C8   121.12  3.000
 74Q  H16  C5   C4   118.76  3.000
 74Q  H16  C5   C9   118.67  3.000
 74Q  C4   C5   C9   122.58  3.000
 74Q  H17  C6   C11  120.04  3.000
 74Q  H17  C6   C2   119.37  3.000
 74Q  C11  C6   C2   120.59  3.000
 74Q  N27  C17  N26  114.07  3.000
 74Q  N27  C17  C14  122.98  3.000
 74Q  N26  C17  C14  122.95  3.000
 74Q  N30  C18  N26  109.26  3.000
 74Q  N30  C18  C21  123.76  3.000
 74Q  N26  C18  C21  126.96  3.000
 74Q  N28  N24  C12  108.38  3.000
 74Q  N30  N27  C17  102.98  3.000
 74Q  N24  N28  N29  110.33  3.000
 74Q  N27  N30  C18  110.23  3.000
 74Q  N27  N30  C22  120.76  3.000
 74Q  C18  N30  C22  128.99  3.000
 74Q  H19  N31  H18  119.79  3.000
 74Q  H19  N31  C16  118.46  3.000
 74Q  H18  N31  C16  121.55  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
 74Q  CONST_01  C11  C7   C3   C1      0.00   0.0  0
 74Q  CONST_02  C11  C6   C2   C1      0.00   0.0  0
 74Q  CONST_03  C7   C3   C1   C2      0.00   0.0  0
 74Q  CONST_04  C7   C11  C6   C2      0.00   0.0  0
 74Q  CONST_05  C6   C2   C1   C3      0.00   0.0  0
 74Q  CONST_06  C6   C11  C7   C3      0.00   0.0  0
 74Q  CONST_07  C9   C5   C4   C8      0.00   0.0  0
 74Q  CONST_08  C9   C13  C12  C8      0.00   0.0  0
 74Q  CONST_09  N29  C13  C12  C8    180.00   0.0  0
 74Q  CONST_10  N28  N24  C12  C8    180.00   0.0  0
 74Q  CONST_11  N24  C12  C13  C9    180.00   0.0  0
 74Q  CONST_12  C15  N29  C13  C9      0.00   0.0  0
 74Q  CONST_13  N28  N29  C13  C9    180.00   0.0  0
 74Q  CONST_14  N26  C17  C14  C10     0.00   0.0  0
 74Q  CONST_15  N27  C17  C14  C10   180.00   0.0  0
 74Q  CONST_16  C15  N25  C14  C10     0.00   0.0  0
 74Q  CONST_17  C15  C16  N23  C10     0.00   0.0  0
 74Q  CONST_18  C5   C4   C8   C12     0.00   0.0  0
 74Q  CONST_19  C5   C9   C13  C12     0.00   0.0  0
 74Q  CONST_20  C15  N29  C13  C12   180.00   0.0  0
 74Q  CONST_21  N28  N29  C13  C12     0.00   0.0  0
 74Q  CONST_22  N29  N28  N24  C12     0.00   0.0  0
 74Q  CONST_23  C4   C5   C9   C13     0.00   0.0  0
 74Q  CONST_24  C4   C8   C12  C13     0.00   0.0  0
 74Q  CONST_25  N28  N24  C12  C13     0.00   0.0  0
 74Q  CONST_26  N25  C15  N29  C13     0.00   0.0  0
 74Q  CONST_27  C16  C15  N29  C13   180.00   0.0  0
 74Q  CONST_28  N24  N28  N29  C13     0.00   0.0  0
 74Q  CONST_29  C18  N26  C17  C14   180.00   0.0  0
 74Q  CONST_30  N30  N27  C17  C14   180.00   0.0  0
 74Q  CONST_31  N29  C15  N25  C14   180.00   0.0  0
 74Q  CONST_32  C16  C15  N25  C14     0.00   0.0  0
 74Q  CONST_33  C16  N23  C10  C14     0.00   0.0  0
 74Q  CONST_34  N24  N28  N29  C15   180.00   0.0  0
 74Q  CONST_35  C17  C14  N25  C15   180.00   0.0  0
 74Q  CONST_36  N28  N29  C15  C16     0.00   0.0  0
 74Q  CONST_37  N29  C15  C16  N23   180.00   0.0  0
 74Q  CONST_38  N25  C15  C16  N23     0.00   0.0  0
 74Q  CONST_39  C17  C14  C10  N23   180.00   0.0  0
 74Q  CONST_40  N25  C14  C10  N23     0.00   0.0  0
 74Q  CONST_41  N28  N29  C15  N25   180.00   0.0  0
 74Q  CONST_42  N26  C17  C14  N25   180.00   0.0  0
 74Q  CONST_43  N27  C17  C14  N25     0.00   0.0  0
 74Q  CONST_44  N27  N30  C18  N26     0.00   0.0  0
 74Q  CONST_45  N30  N27  C17  N26     0.00   0.0  0
 74Q  CONST_46  C5   C9   C13  N29   180.00   0.0  0
 74Q  CONST_47  N24  C12  C13  N29     0.00   0.0  0
 74Q  CONST_48  N24  C12  C8   C4    180.00   0.0  0
 74Q  CONST_49  N30  C18  N26  C17     0.00   0.0  0
 74Q  CONST_50  C18  N30  N27  C17     0.00   0.0  0
 74Q  CONST_51  N27  C17  N26  C18     0.00   0.0  0
 74Q  CONST_52  C21  C11  C6   C2    180.00   0.0  0
 74Q  CONST_53  C21  C11  C7   C3    180.00   0.0  0
 74Q  CONST_54  C17  N26  C18  C21   180.00   0.0  0
 74Q  CONST_55  N27  N30  C18  C21   180.00   0.0  0
 74Q  CONST_56  N31  C16  N23  C10   180.00   0.0  0
 74Q  CONST_57  C22  N30  C18  C21     0.00   0.0  0
 74Q  CONST_58  N26  C18  N30  C22   180.00   0.0  0
 74Q  CONST_59  C17  N27  N30  C22   180.00   0.0  0
 74Q  CONST_60  N31  C16  C15  N25   180.00   0.0  0
 74Q  CONST_61  N31  C16  C15  N29     0.00   0.0  0
 74Q  CONST_62  H4   C7   C3   C1    180.00   0.0  0
 74Q  CONST_63  H17  C6   C2   C1    180.00   0.0  0
 74Q  CONST_64  H3   C3   C1   C2    180.00   0.0  0
 74Q  CONST_65  H2   C2   C1   C3    180.00   0.0  0
 74Q  CONST_66  H1   C1   C3   C7    180.00   0.0  0
 74Q  CONST_67  H16  C5   C4   C8    180.00   0.0  0
 74Q  CONST_68  H15  C4   C5   C9    180.00   0.0  0
 74Q  CONST_69  H6   C9   C13  C12   180.00   0.0  0
 74Q  CONST_70  H5   C8   C12  C13   180.00   0.0  0
 74Q  CONST_71  H7   C10  N23  C16   180.00   0.0  0
 74Q  CONST_72  H18  N31  C16  C15     0.00   0.0  0
 74Q  CONST_73  H19  N31  C16  C15   180.00   0.0  0
 74Q  Var_01    C19  C21  C11  C7   -152.59  30.0  2
 74Q  Var_02    C20  C19  C21  C11   107.50  30.0  1
 74Q  Var_03    N26  C18  C21  C11  -106.89  30.0  2
 74Q  Var_04    H12  C22  N30  C18   139.54  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
 74Q  plan-1  C14  0.020
 74Q  plan-1  C21  0.020
 74Q  plan-1  C22  0.020
 74Q  plan-1  N26  0.020
 74Q  plan-1  C17  0.020
 74Q  plan-1  C18  0.020
 74Q  plan-1  N27  0.020
 74Q  plan-1  N30  0.020
 74Q  plan-2  C1   0.020
 74Q  plan-2  C2   0.020
 74Q  plan-2  C3   0.020
 74Q  plan-2  C7   0.020
 74Q  plan-2  C11  0.020
 74Q  plan-2  C21  0.020
 74Q  plan-2  C6   0.020
 74Q  plan-2  H1   0.020
 74Q  plan-2  H2   0.020
 74Q  plan-2  H3   0.020
 74Q  plan-2  H4   0.020
 74Q  plan-2  H17  0.020
 74Q  plan-3  C10  0.020
 74Q  plan-3  C14  0.020
 74Q  plan-3  C15  0.020
 74Q  plan-3  C16  0.020
 74Q  plan-3  N23  0.020
 74Q  plan-3  N25  0.020
 74Q  plan-3  N29  0.020
 74Q  plan-3  C17  0.020
 74Q  plan-3  N31  0.020
 74Q  plan-3  H7   0.020
 74Q  plan-4  C8   0.020
 74Q  plan-4  C9   0.020
 74Q  plan-4  C12  0.020
 74Q  plan-4  C13  0.020
 74Q  plan-4  C15  0.020
 74Q  plan-4  N29  0.020
 74Q  plan-4  C4   0.020
 74Q  plan-4  C5   0.020
 74Q  plan-4  N24  0.020
 74Q  plan-4  N28  0.020
 74Q  plan-4  H6   0.020
 74Q  plan-4  H15  0.020
 74Q  plan-4  H16  0.020
 74Q  plan-4  H5   0.020
 74Q  plan-5  C16  0.020
 74Q  plan-5  N31  0.020
 74Q  plan-5  H18  0.020
 74Q  plan-5  H19  0.020

