# electronic Ligand Builder and Optimisation Workbench (eLBOW)
#   - a module of PHENIX version dev-svn-
#   - file written: Thu Apr 16 18:23:48 2020
#   Inital geometry file: a 113 line input string
#   Ligand name: 7-methoxy-N-[(6-phenyl[1,2,4]triazolo[4,3-b]pyridazin-3-yl)methyl]-1,5-naphthyridin-4-amine
#   Quantum optimisation: True
#   Method: PBEh-3c
#   Random seed: 3628800
#   SMILES string: COc1cnc2c(NCc3nnc4ccc(nn34)c5ccccc5)ccnc2c1
#
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
 B2D  B2D  7-methoxy-N-[(6-phenyl[1,2,4]triazolo[4,3-b]pyridazin-3-yl)methyl]-1,5-naphthyridin-4-amine  ligand  46  29  .  2021-08-06  2021-08-06  
;
Directly from eLBOW using geometry from QM method PBEh-3c with CPCM solvent model
Validated by Mogul as OK
;

data_comp_B2D
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
 B2D  N1    N  N     0  -0.380  -1.9343  -2.2537   0.2542
 B2D  N3    N  N     0  -0.340  -2.5809  -4.0995   1.2366
 B2D  C4    C  CR56  0   0.471  -2.8521  -2.8228   1.0972
 B2D  C5    C  CR6   0   0.068  -2.7186   1.2159  -0.0365
 B2D  C6    C  CR16  0  -0.254  -1.4871   1.7769  -0.3772
 B2D  C7    C  CR16  0  -0.243  -1.4020   3.1016  -0.7700
 B2D  C8    C  CR16  0  -0.254  -2.5475   3.8865  -0.8266
 B2D  C10   C  CR16  0  -0.307  -3.8635   2.0093  -0.0932
 B2D  C13   C  CR6   0   0.457   1.2367  -0.9234  -1.1043
 B2D  C15   C  CR16  0  -0.102   1.0540   0.8073  -2.7628
 B2D  C17   C  CR66  0   0.109   2.0821  -0.0035  -0.3963
 B2D  C20   C  CR16  0  -0.191   3.3606   0.4374   1.4533
 B2D  C21   C  CH3   0  -0.443   5.0010   2.2110   2.9021
 B2D  C19   C  CR6   0   0.330   3.6775   1.7363   0.9852
 B2D  C18   C  CR16  0  -0.319   3.1531   2.1423  -0.2197
 B2D  N7    N  N     0  -0.423   2.5959  -0.3834   0.7821
 B2D  C16   C  CR66  0   0.205   2.3303   1.2708  -0.9537
 B2D  N6    N  N     0  -0.474   1.8136   1.6771  -2.1375
 B2D  C14   C  CR16  0  -0.407   0.7316  -0.4774  -2.3167
 B2D  N5    N  NH1   0  -0.676   1.0122  -2.1272  -0.5509
 B2D  C11   C  CR5   0   0.425  -1.0960  -3.2592  -0.1038
 B2D  N2    N  N     0  -0.251  -1.8792  -0.9843  -0.1341
 B2D  N4    N  N     0  -0.307  -1.4889  -4.3544   0.4920
 B2D  C3    C  CR16  0  -0.262  -3.8486  -1.9739   1.6291
 B2D  C2    C  CR16  0  -0.280  -3.8113  -0.6720   1.2589
 B2D  C1    C  CR6   0   0.229  -2.7936  -0.2029   0.3596
 B2D  C9    C  CR16  0  -0.239  -3.7766   3.3366  -0.4888
 B2D  H6    H  HCR6  0   0.261  -0.5948   1.1698  -0.3251
 B2D  H7    H  HCR6  0   0.258  -0.4382   3.5175  -1.0334
 B2D  H8    H  HCR6  0   0.264  -2.4825   4.9223  -1.1331
 B2D  H10   H  HCR6  0   0.262  -4.8345   1.5965   0.1476
 B2D  H15   H  HCR6  0   0.256   0.6383   1.1313  -3.7119
 B2D  H20   H  HCR6  0   0.284   3.7450   0.0737   2.3989
 B2D  H21   H  HCH3  0   0.235   4.2193   2.0040   3.6368
 B2D  H21A  H  HCH3  0   0.235   5.6496   1.3363   2.8143
 B2D  H21B  H  HCH3  0   0.265   5.5945   3.0524   3.2498
 B2D  H18   H  HCR6  0   0.277   3.3664   3.1290  -0.6131
 B2D  H14   H  HCR6  0   0.268   0.0778  -1.0853  -2.9246
 B2D  HN5   H  HNH1  0   0.401   1.4489  -2.2910   0.3445
 B2D  H12   H  HCH2  0   0.286  -0.2686  -2.8529  -2.0176
 B2D  H12A  H  HCH2  0   0.297   0.5516  -4.0887  -1.0910
 B2D  H3    H  HCR6  0   0.306  -4.5919  -2.3649   2.3091
 B2D  H2    H  HCR6  0   0.293  -4.5333   0.0254   1.6574
 B2D  H9    H  HCR6  0   0.264  -4.6734   3.9395  -0.5395
 B2D  C12   C  CH2   0  -0.388   0.0727  -3.1113  -1.0162
 B2D  O1    O  O2    0  -0.466   4.4600   2.5973   1.6502

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
 B2D  N1   C4    aromatic  1.370  0.020  1.370
 B2D  N1   C11   aromatic  1.357  0.020  1.357
 B2D  N1   N2    aromatic  1.329  0.020  1.329
 B2D  N3   C4    aromatic  1.313  0.020  1.313
 B2D  N3   N4    aromatic  1.346  0.020  1.346
 B2D  C4   C3    aromatic  1.413  0.020  1.413
 B2D  C5   C6    aromatic  1.395  0.020  1.395
 B2D  C5   C10   aromatic  1.394  0.020  1.394
 B2D  C5   C1    single    1.475  0.020  1.475
 B2D  C6   C7    aromatic  1.384  0.020  1.384
 B2D  C7   C8    aromatic  1.390  0.020  1.390
 B2D  C8   C9    aromatic  1.388  0.020  1.388
 B2D  C10  C9    aromatic  1.388  0.020  1.388
 B2D  C13  C17   aromatic  1.436  0.020  1.436
 B2D  C13  C14   aromatic  1.387  0.020  1.387
 B2D  C13  N5    single    1.344  0.020  1.344
 B2D  C15  N6    aromatic  1.313  0.020  1.313
 B2D  C15  C14   aromatic  1.398  0.020  1.398
 B2D  C17  N7    aromatic  1.340  0.020  1.340
 B2D  C17  C16   aromatic  1.413  0.020  1.413
 B2D  C20  C19   aromatic  1.417  0.020  1.417
 B2D  C20  N7    aromatic  1.307  0.020  1.307
 B2D  C21  O1    single    1.417  0.020  1.417
 B2D  O1   C19   single    1.340  0.020  1.340
 B2D  C19  C18   aromatic  1.375  0.020  1.375
 B2D  C18  C16   aromatic  1.405  0.020  1.405
 B2D  C16  N6    aromatic  1.354  0.020  1.354
 B2D  N5   C12   single    1.438  0.020  1.438
 B2D  C12  C11   single    1.490  0.020  1.490
 B2D  C11  N4    aromatic  1.307  0.020  1.307
 B2D  N2   C1    aromatic  1.300  0.020  1.300
 B2D  C3   C2    aromatic  1.354  0.020  1.354
 B2D  C2   C1    aromatic  1.437  0.020  1.437
 B2D  C6   H6    single    0.930  0.020  1.080
 B2D  C7   H7    single    0.930  0.020  1.080
 B2D  C8   H8    single    0.930  0.020  1.080
 B2D  C10  H10   single    0.930  0.020  1.080
 B2D  C15  H15   single    0.930  0.020  1.080
 B2D  C20  H20   single    0.930  0.020  1.080
 B2D  C21  H21   single    0.970  0.020  1.090
 B2D  C21  H21A  single    0.970  0.020  1.090
 B2D  C21  H21B  single    0.970  0.020  1.090
 B2D  C18  H18   single    0.930  0.020  1.080
 B2D  C14  H14   single    0.930  0.020  1.080
 B2D  N5   HN5   single    0.860  0.020  1.020
 B2D  C12  H12   single    0.970  0.020  1.090
 B2D  C12  H12A  single    0.970  0.020  1.090
 B2D  C3   H3    single    0.930  0.020  1.080
 B2D  C2   H2    single    0.930  0.020  1.080
 B2D  C9   H9    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
 B2D  N2    N1   C11   127.24  3.000
 B2D  N2    N1   C4    127.19  3.000
 B2D  C11   N1   C4    105.56  3.000
 B2D  N4    N3   C4    107.04  3.000
 B2D  C3    C4   N3    133.63  3.000
 B2D  C3    C4   N1    117.04  3.000
 B2D  N3    C4   N1    109.33  3.000
 B2D  C1    C5   C10   121.11  3.000
 B2D  C1    C5   C6    119.81  3.000
 B2D  C10   C5   C6    119.08  3.000
 B2D  H6    C6   C7    120.04  3.000
 B2D  H6    C6   C5    119.41  3.000
 B2D  C7    C6   C5    120.55  3.000
 B2D  H7    C7   C8    120.47  3.000
 B2D  H7    C7   C6    119.44  3.000
 B2D  C8    C7   C6    120.09  3.000
 B2D  H8    C8   C9    120.08  3.000
 B2D  H8    C8   C7    120.17  3.000
 B2D  C9    C8   C7    119.75  3.000
 B2D  H10   C10  C9    118.97  3.000
 B2D  H10   C10  C5    120.71  3.000
 B2D  C9    C10  C5    120.30  3.000
 B2D  N5    C13  C14   125.97  3.000
 B2D  N5    C13  C17   117.98  3.000
 B2D  C14   C13  C17   116.06  3.000
 B2D  H15   C15  C14   117.72  3.000
 B2D  H15   C15  N6    116.11  3.000
 B2D  C14   C15  N6    126.17  3.000
 B2D  C16   C17  N7    122.35  3.000
 B2D  C16   C17  C13   119.12  3.000
 B2D  N7    C17  C13   118.52  3.000
 B2D  H20   C20  N7    116.41  3.000
 B2D  H20   C20  C19   121.11  3.000
 B2D  N7    C20  C19   122.47  3.000
 B2D  H21B  C21  H21A  108.75  3.000
 B2D  H21B  C21  H21   108.80  3.000
 B2D  H21A  C21  H21   109.09  3.000
 B2D  H21B  C21  O1    106.26  3.000
 B2D  H21A  C21  O1    111.96  3.000
 B2D  H21   C21  O1    111.87  3.000
 B2D  C18   C19  O1    117.89  3.000
 B2D  C18   C19  C20   118.35  3.000
 B2D  O1    C19  C20   123.77  3.000
 B2D  H18   C18  C16   119.36  3.000
 B2D  H18   C18  C19   120.79  3.000
 B2D  C16   C18  C19   119.85  3.000
 B2D  C20   N7   C17   119.84  3.000
 B2D  N6    C16  C18   119.60  3.000
 B2D  N6    C16  C17   123.27  3.000
 B2D  C18   C16  C17   117.13  3.000
 B2D  C16   N6   C15   115.99  3.000
 B2D  H14   C14  C15   118.51  3.000
 B2D  H14   C14  C13   122.10  3.000
 B2D  C15   C14  C13   119.39  3.000
 B2D  HN5   N5   C12   117.29  3.000
 B2D  HN5   N5   C13   116.00  3.000
 B2D  C12   N5   C13   126.08  3.000
 B2D  N4    C11  C12   126.72  3.000
 B2D  N4    C11  N1    108.35  3.000
 B2D  C12   C11  N1    124.92  3.000
 B2D  C1    N2   N1    115.72  3.000
 B2D  C11   N4   N3    109.71  3.000
 B2D  H3    C3   C2    122.61  3.000
 B2D  H3    C3   C4    120.30  3.000
 B2D  C2    C3   C4    117.08  3.000
 B2D  H2    C2   C1    119.58  3.000
 B2D  H2    C2   C3    120.10  3.000
 B2D  C1    C2   C3    120.30  3.000
 B2D  C2    C1   N2    122.66  3.000
 B2D  C2    C1   C5    121.21  3.000
 B2D  N2    C1   C5    116.12  3.000
 B2D  H9    C9   C10   119.64  3.000
 B2D  H9    C9   C8    120.12  3.000
 B2D  C10   C9   C8    120.24  3.000
 B2D  H12A  C12  H12   106.69  3.000
 B2D  H12A  C12  C11   107.30  3.000
 B2D  H12   C12  C11   109.92  3.000
 B2D  H12A  C12  N5    110.40  3.000
 B2D  H12   C12  N5    109.87  3.000
 B2D  C11   C12  N5    112.47  3.000
 B2D  C19   O1   C21   119.08  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
 B2D  CONST_01  N4   N3   C4   N1      0.00   0.0  0
 B2D  CONST_02  C2   C3   C4   N1      0.00   0.0  0
 B2D  CONST_03  N3   N4   C11  N1      0.00   0.0  0
 B2D  CONST_04  C5   C1   N2   N1    180.00   0.0  0
 B2D  CONST_05  C2   C1   N2   N1      0.00   0.0  0
 B2D  CONST_06  C11  N1   C4   N3      0.00   0.0  0
 B2D  CONST_07  N2   N1   C4   N3    180.00   0.0  0
 B2D  CONST_08  C2   C3   C4   N3    180.00   0.0  0
 B2D  CONST_09  N4   C11  N1   C4      0.00   0.0  0
 B2D  CONST_10  C1   N2   N1   C4      0.00   0.0  0
 B2D  CONST_11  C11  N4   N3   C4      0.00   0.0  0
 B2D  CONST_12  C1   C2   C3   C4      0.00   0.0  0
 B2D  CONST_13  C8   C7   C6   C5      0.00   0.0  0
 B2D  CONST_14  C8   C9   C10  C5      0.00   0.0  0
 B2D  CONST_15  C3   C2   C1   C5    180.00   0.0  0
 B2D  CONST_16  C9   C10  C5   C6      0.00   0.0  0
 B2D  CONST_19  C9   C8   C7   C6      0.00   0.0  0
 B2D  CONST_20  C10  C5   C6   C7      0.00   0.0  0
 B2D  CONST_21  C1   C5   C6   C7    180.00   0.0  0
 B2D  CONST_22  C10  C9   C8   C7      0.00   0.0  0
 B2D  CONST_25  C20  N7   C17  C13   180.00   0.0  0
 B2D  CONST_26  C18  C16  C17  C13   180.00   0.0  0
 B2D  CONST_27  N6   C16  C17  C13     0.00   0.0  0
 B2D  CONST_28  N6   C15  C14  C13     0.00   0.0  0
 B2D  CONST_29  C17  C16  N6   C15     0.00   0.0  0
 B2D  CONST_30  C18  C16  N6   C15   180.00   0.0  0
 B2D  CONST_31  C17  C13  C14  C15     0.00   0.0  0
 B2D  CONST_32  C19  C20  N7   C17     0.00   0.0  0
 B2D  CONST_33  C19  C18  C16  C17     0.00   0.0  0
 B2D  CONST_34  C16  C18  C19  C20     0.00   0.0  0
 B2D  CONST_35  C16  C17  N7   C20     0.00   0.0  0
 B2D  CONST_36  N6   C16  C18  C19   180.00   0.0  0
 B2D  CONST_37  N7   C20  C19  C18     0.00   0.0  0
 B2D  CONST_38  N7   C17  C16  C18     0.00   0.0  0
 B2D  CONST_39  C14  C13  C17  N7    180.00   0.0  0
 B2D  CONST_40  N6   C16  C17  N7    180.00   0.0  0
 B2D  CONST_41  C14  C13  C17  C16     0.00   0.0  0
 B2D  CONST_42  C14  C15  N6   C16     0.00   0.0  0
 B2D  CONST_43  C3   C4   N1   C11   180.00   0.0  0
 B2D  CONST_44  C1   N2   N1   C11   180.00   0.0  0
 B2D  CONST_45  C3   C4   N1   N2      0.00   0.0  0
 B2D  CONST_46  N4   C11  N1   N2    180.00   0.0  0
 B2D  CONST_47  C3   C2   C1   N2      0.00   0.0  0
 B2D  CONST_48  C3   C4   N3   N4    180.00   0.0  0
 B2D  CONST_49  C9   C10  C5   C1    180.00   0.0  0
 B2D  CONST_50  C12  C11  N4   N3    180.00   0.0  0
 B2D  CONST_51  C12  C11  N1   C4    180.00   0.0  0
 B2D  CONST_52  N5   C13  C14  C15   180.00   0.0  0
 B2D  CONST_53  N7   C20  C19  O1    180.00   0.0  0
 B2D  CONST_54  C16  C18  C19  O1    180.00   0.0  0
 B2D  CONST_55  N5   C13  C17  N7      0.00   0.0  0
 B2D  CONST_56  N5   C13  C17  C16   180.00   0.0  0
 B2D  CONST_57  N2   N1   C11  C12     0.00   0.0  0
 B2D  CONST_58  H3   C3   C4   N1    180.00   0.0  0
 B2D  CONST_59  H2   C2   C3   C4    180.00   0.0  0
 B2D  CONST_60  H7   C7   C6   C5    180.00   0.0  0
 B2D  CONST_61  H9   C9   C10  C5    180.00   0.0  0
 B2D  CONST_62  H10  C10  C5   C6    180.00   0.0  0
 B2D  CONST_63  H8   C8   C7   C6    180.00   0.0  0
 B2D  CONST_64  H6   C6   C7   C8    180.00   0.0  0
 B2D  CONST_65  H15  C15  C14  C13   180.00   0.0  0
 B2D  CONST_66  H14  C14  C13  C17   180.00   0.0  0
 B2D  CONST_67  H20  C20  N7   C17   180.00   0.0  0
 B2D  CONST_68  H18  C18  C16  C17   180.00   0.0  0
 B2D  CONST_69  C12  N5   C13  C17   180.00   0.0  0
 B2D  CONST_70  C12  N5   C13  C14     0.00   0.0  0
 B2D  CONST_71  HN5  N5   C13  C17     0.00   0.0  0
 B2D  Var_01    N5   C12  C11  N1     57.45  30.0  1
 B2D  Var_02    C11  C12  N5   C13  -109.31  30.0  3
 B2D  Var_03    C18  C19  O1   C21   179.26  30.0  2
 B2D  Var_04    H21  C21  O1   C19   -61.51  30.0  3

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
 B2D  plan-1  C5   0.020
 B2D  plan-1  C6   0.020
 B2D  plan-1  C7   0.020
 B2D  plan-1  C8   0.020
 B2D  plan-1  C10  0.020
 B2D  plan-1  C1   0.020
 B2D  plan-1  C9   0.020
 B2D  plan-1  H6   0.020
 B2D  plan-1  H7   0.020
 B2D  plan-1  H8   0.020
 B2D  plan-1  H10  0.020
 B2D  plan-1  H9   0.020
 B2D  plan-2  N1   0.020
 B2D  plan-2  N3   0.020
 B2D  plan-2  C4   0.020
 B2D  plan-2  C5   0.020
 B2D  plan-2  C11  0.020
 B2D  plan-2  N2   0.020
 B2D  plan-2  N4   0.020
 B2D  plan-2  C3   0.020
 B2D  plan-2  C2   0.020
 B2D  plan-2  C1   0.020
 B2D  plan-2  H3   0.020
 B2D  plan-2  H2   0.020
 B2D  plan-2  C12  0.020
 B2D  plan-3  C13  0.020
 B2D  plan-3  C15  0.020
 B2D  plan-3  C17  0.020
 B2D  plan-3  C20  0.020
 B2D  plan-3  C19  0.020
 B2D  plan-3  C18  0.020
 B2D  plan-3  N7   0.020
 B2D  plan-3  C16  0.020
 B2D  plan-3  N6   0.020
 B2D  plan-3  C14  0.020
 B2D  plan-3  N5   0.020
 B2D  plan-3  H15  0.020
 B2D  plan-3  H20  0.020
 B2D  plan-3  H18  0.020
 B2D  plan-3  H14  0.020
 B2D  plan-3  O1   0.020
 B2D  plan-4  C13  0.020
 B2D  plan-4  N5   0.020
 B2D  plan-4  HN5  0.020
 B2D  plan-4  C12  0.020

