# electronic Ligand Builder and Optimisation Workbench (eLBOW)
#   - a module of PHENIX version dev-svn-
#   - file written: Sat Apr 18 17:36:43 2020
#   Inital geometry file: a 132 line input string
#   Ligand name: amino(4-{[(2-{4-[amino(iminio)methyl]phenyl}-3H-imidazo[4,5-b]pyridin-5-yl)oxy]methyl}phenyl)methaniminium
#   Quantum optimisation: True
#   Method: PBEh-3c
#   Random seed: 3628800
#   SMILES string: NC(=[NH2+])c1ccc(COc2ccc3nc([nH]c3n2)c4ccc(cc4)C(N)=[NH2+])cc1
#
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
 BVV  BVV  amino(4-{[(2-{4-[amino(iminio)methyl]phenyl}-3H-imidazo[4,5-b]pyridin-5-yl)oxy]methyl}phenyl)methaniminium  ligand  50  29  .  2022-07-24  2022-07-26
;
Directly from eLBOW using geometry from QM method PBEh-3c with CPCM solvent model
Validated by Mogul as OK (reasonable std)
;

data_comp_BVV
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
 BVV  C1   C  CR16  0  -0.243   -6.5499  -1.3106   1.0287
 BVV  C2   C  CR16  0  -0.291   -5.1677  -1.2279   1.0746
 BVV  C3   C  CR16  0  -0.272   -5.1731   0.1588  -0.8842
 BVV  C4   C  CR16  0  -0.246   -6.5536   0.0975  -0.9283
 BVV  C5   C  CR6   0  -0.001   -7.2479  -0.6436   0.0273
 BVV  C6   C  C     0   0.581   -8.7162  -0.7184  -0.0198
 BVV  N1   N  NH2   0  -0.760   -9.3080  -1.8507   0.2712
 BVV  N2   N  NC2   1  -0.761   -9.4007   0.3484  -0.3517
 BVV  N3   N  N     0  -0.493   -0.3957   0.1737   0.0640
 BVV  O1   O  O2    0  -0.472   -2.5674   0.8935   0.0385
 BVV  C7   C  CR6   0   0.087   -4.4665  -0.5016   0.1195
 BVV  C8   C  CH2   0  -0.222   -2.9675  -0.4648   0.1548
 BVV  C9   C  CR6   0   0.514   -1.2596   1.1602  -0.0278
 BVV  C10  C  CR16  0  -0.393   -0.9104   2.5208  -0.1916
 BVV  C11  C  CR16  0  -0.220    0.4164   2.8770  -0.2624
 BVV  C12  C  CR56  0   0.462    0.8733   0.5475  -0.0093
 BVV  C13  C  CR56  0   0.090    1.3584   1.8497  -0.1677
 BVV  C14  C  CR5   0   0.498    3.0648   0.5852  -0.0620
 BVV  C15  C  CR6   0   0.034    4.4434   0.1099  -0.0350
 BVV  N5   N  NR15  0  -0.718    1.9804  -0.2388   0.0555
 BVV  C16  C  CR16  0  -0.276    5.4806   1.0357  -0.1673
 BVV  C18  C  CR16  0  -0.242    6.7972   0.6225  -0.1472
 BVV  C20  C  CR6   0  -0.002    7.1030  -0.7277   0.0191
 BVV  C19  C  CR16  0  -0.241    6.0753  -1.6567   0.1543
 BVV  C17  C  CR16  0  -0.288    4.7573  -1.2401   0.1212
 BVV  C21  C  C     0   0.586    8.5056  -1.1687   0.0540
 BVV  N6   N  NC2   1  -0.761    9.3766  -0.5908  -0.7358
 BVV  N7   N  NH2   0  -0.761    8.8521  -2.1282   0.8760
 BVV  N4   N  N     0  -0.468    2.7237   1.8409  -0.1972
 BVV  H1   H  HCR6  0   0.285   -7.0745  -1.8653   1.7959
 BVV  H2   H  HCR6  0   0.275   -4.6344  -1.7285   1.8726
 BVV  H3   H  HCR6  0   0.272   -4.6468   0.7185  -1.6462
 BVV  H4   H  HCR6  0   0.284   -7.0820   0.6006  -1.7279
 BVV  H6   H  HNH2  0   0.448   -8.7735  -2.6945   0.4024
 BVV  H5   H  HNH2  0   0.440  -10.3128  -1.9385   0.3033
 BVV  H8   H  HNC2  0   0.448   -8.9473   1.2426  -0.4481
 BVV  H10  H  HCH2  0   0.257   -2.5569  -1.0535  -0.6712
 BVV  H9   H  HCH2  0   0.252   -2.5941  -0.9028   1.0837
 BVV  H11  H  HCR6  0   0.279   -1.6926   3.2638  -0.2593
 BVV  H12  H  HCR6  0   0.277    0.7108   3.9106  -0.3878
 BVV  H13  H  HNR5  0   0.429    1.9786  -1.2414   0.1617
 BVV  H14  H  HCR6  0   0.274    5.2519   2.0860  -0.2815
 BVV  H16  H  HCR6  0   0.287    7.5833   1.3613  -0.2329
 BVV  H17  H  HCR6  0   0.290    6.2891  -2.7123   0.2595
 BVV  H15  H  HCR6  0   0.264    3.9854  -1.9917   0.2139
 BVV  H18  H  HNC2  0   0.448    9.0768   0.0478  -1.4549
 BVV  H21  H  HNH2  0   0.448    8.2059  -2.4753   1.5662
 BVV  H20  H  HNH2  0   0.441    9.7879  -2.5056   0.8979
 BVV  H7   H  HNC2  0   0.440  -10.4058   0.3351  -0.4414
 BVV  H19  H  HNC2  0   0.441   10.3590  -0.8210  -0.7117

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
 BVV  N6   C21  double    1.310  0.020  1.310
 BVV  N7   C21  single    1.310  0.020  1.310
 BVV  C21  C20  single    1.471  0.020  1.471
 BVV  C20  C19  aromatic  1.392  0.020  1.392
 BVV  C20  C18  aromatic  1.394  0.020  1.394
 BVV  C19  C17  aromatic  1.383  0.020  1.383
 BVV  C18  C16  aromatic  1.380  0.020  1.380
 BVV  C17  C15  aromatic  1.395  0.020  1.395
 BVV  C16  C15  aromatic  1.397  0.020  1.397
 BVV  C15  C14  single    1.458  0.020  1.458
 BVV  C14  N5   aromatic  1.367  0.020  1.367
 BVV  C14  N4   aromatic  1.308  0.020  1.308
 BVV  N5   C12  aromatic  1.359  0.020  1.359
 BVV  N4   C13  aromatic  1.366  0.020  1.366
 BVV  C12  C13  aromatic  1.399  0.020  1.399
 BVV  C12  N3   aromatic  1.325  0.020  1.325
 BVV  C13  C11  aromatic  1.397  0.020  1.397
 BVV  N3   C9   aromatic  1.314  0.020  1.314
 BVV  C11  C10  aromatic  1.376  0.020  1.376
 BVV  C9   C10  aromatic  1.414  0.020  1.414
 BVV  C9   O1   single    1.336  0.020  1.336
 BVV  C8   O1   single    1.421  0.020  1.421
 BVV  C8   C7   single    1.500  0.020  1.500
 BVV  C3   C7   aromatic  1.394  0.020  1.394
 BVV  C3   C4   aromatic  1.383  0.020  1.383
 BVV  C7   C2   aromatic  1.390  0.020  1.390
 BVV  C4   C5   aromatic  1.394  0.020  1.394
 BVV  C2   C1   aromatic  1.385  0.020  1.385
 BVV  N2   C6   double    1.310  0.020  1.310
 BVV  C5   C1   aromatic  1.391  0.020  1.391
 BVV  C5   C6   single    1.471  0.020  1.471
 BVV  C6   N1   single    1.310  0.020  1.310
 BVV  C1   H1   single    0.930  0.020  1.080
 BVV  C2   H2   single    0.930  0.020  1.080
 BVV  C3   H3   single    0.930  0.020  1.080
 BVV  C4   H4   single    0.930  0.020  1.080
 BVV  N1   H6   single    0.860  0.020  1.020
 BVV  N1   H5   single    0.860  0.020  1.020
 BVV  N2   H8   single    0.860  0.020  1.020
 BVV  C8   H10  single    0.970  0.020  1.090
 BVV  C8   H9   single    0.970  0.020  1.090
 BVV  C10  H11  single    0.930  0.020  1.080
 BVV  C11  H12  single    0.930  0.020  1.080
 BVV  N5   H13  single    0.860  0.020  1.020
 BVV  C16  H14  single    0.930  0.020  1.080
 BVV  C18  H16  single    0.930  0.020  1.080
 BVV  C19  H17  single    0.930  0.020  1.080
 BVV  C17  H15  single    0.930  0.020  1.080
 BVV  N6   H18  single    0.860  0.020  1.020
 BVV  N7   H21  single    0.860  0.020  1.020
 BVV  N7   H20  single    0.860  0.020  1.020
 BVV  N2   H7   single    0.860  0.020  1.020
 BVV  N6   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
 BVV  H1   C1   C5   120.85  3.000
 BVV  H1   C1   C2   119.39  3.000
 BVV  C5   C1   C2   119.73  3.000
 BVV  H2   C2   C7   119.98  3.000
 BVV  H2   C2   C1   119.23  3.000
 BVV  C7   C2   C1   120.78  3.000
 BVV  H3   C3   C7   120.37  3.000
 BVV  H3   C3   C4   119.08  3.000
 BVV  C7   C3   C4   120.54  3.000
 BVV  H4   C4   C5   120.68  3.000
 BVV  H4   C4   C3   119.37  3.000
 BVV  C5   C4   C3   119.92  3.000
 BVV  C6   C5   C4   120.14  3.000
 BVV  C6   C5   C1   119.97  3.000
 BVV  C4   C5   C1   119.89  3.000
 BVV  N2   C6   N1   121.59  3.000
 BVV  N1   C6   C5   119.19  3.000
 BVV  N2   C6   C5   119.22  3.000
 BVV  H5   N1   H6   116.83  3.000
 BVV  H5   N1   C6   122.14  3.000
 BVV  H6   N1   C6   120.87  3.000
 BVV  H7   N2   H8   116.84  3.000
 BVV  H7   N2   C6   122.15  3.000
 BVV  H8   N2   C6   120.79  3.000
 BVV  C12  N3   C9   114.45  3.000
 BVV  C9   O1   C8   118.06  3.000
 BVV  C8   C7   C3   120.80  3.000
 BVV  C3   C7   C2   119.13  3.000
 BVV  C8   C7   C2   120.06  3.000
 BVV  H9   C8   H10  107.32  3.000
 BVV  H9   C8   C7   110.59  3.000
 BVV  H10  C8   C7   110.12  3.000
 BVV  H9   C8   O1   110.89  3.000
 BVV  H10  C8   O1   110.30  3.000
 BVV  C7   C8   O1   107.64  3.000
 BVV  C10  C9   O1   116.06  3.000
 BVV  O1   C9   N3   119.34  3.000
 BVV  C10  C9   N3   124.60  3.000
 BVV  H11  C10  C11  121.12  3.000
 BVV  H11  C10  C9   119.34  3.000
 BVV  C11  C10  C9   119.55  3.000
 BVV  H12  C11  C13  121.80  3.000
 BVV  H12  C11  C10  121.04  3.000
 BVV  C13  C11  C10  117.16  3.000
 BVV  N5   C12  C13  105.16  3.000
 BVV  C13  C12  N3   126.95  3.000
 BVV  N5   C12  N3   127.89  3.000
 BVV  N4   C13  C12  110.07  3.000
 BVV  C12  C13  C11  117.29  3.000
 BVV  N4   C13  C11  132.64  3.000
 BVV  N4   C14  N5   112.37  3.000
 BVV  N4   C14  C15  124.14  3.000
 BVV  N5   C14  C15  123.49  3.000
 BVV  C17  C15  C16  119.01  3.000
 BVV  C16  C15  C14  118.96  3.000
 BVV  C17  C15  C14  122.03  3.000
 BVV  H13  N5   C14  127.58  3.000
 BVV  H13  N5   C12  125.37  3.000
 BVV  C14  N5   C12  107.05  3.000
 BVV  H14  C16  C18  119.62  3.000
 BVV  H14  C16  C15  119.80  3.000
 BVV  C18  C16  C15  120.58  3.000
 BVV  H16  C18  C20  120.75  3.000
 BVV  H16  C18  C16  119.17  3.000
 BVV  C20  C18  C16  120.06  3.000
 BVV  C21  C20  C19  120.11  3.000
 BVV  C19  C20  C18  119.73  3.000
 BVV  C21  C20  C18  120.15  3.000
 BVV  H17  C19  C17  118.98  3.000
 BVV  H17  C19  C20  120.97  3.000
 BVV  C17  C19  C20  120.02  3.000
 BVV  H15  C17  C19  117.97  3.000
 BVV  H15  C17  C15  121.44  3.000
 BVV  C19  C17  C15  120.59  3.000
 BVV  N7   C21  N6   121.70  3.000
 BVV  N7   C21  C20  119.13  3.000
 BVV  N6   C21  C20  119.17  3.000
 BVV  H19  N6   H18  116.83  3.000
 BVV  H19  N6   C21  122.15  3.000
 BVV  H18  N6   C21  120.80  3.000
 BVV  H20  N7   H21  116.81  3.000
 BVV  H20  N7   C21  122.20  3.000
 BVV  H21  N7   C21  120.83  3.000
 BVV  C14  N4   C13  105.34  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
 BVV  CONST_01  C3   C7   C2   C1      0.00   0.0  0
 BVV  CONST_02  C3   C4   C5   C1      0.00   0.0  0
 BVV  CONST_03  C4   C3   C7   C2      0.00   0.0  0
 BVV  CONST_04  C4   C5   C1   C2      0.00   0.0  0
 BVV  CONST_05  C7   C3   C4   C5      0.00   0.0  0
 BVV  CONST_06  C7   C2   C1   C5      0.00   0.0  0
 BVV  CONST_07  C14  N5   C12  N3    180.00   0.0  0
 BVV  CONST_08  N4   C13  C12  N3    180.00   0.0  0
 BVV  CONST_09  C11  C13  C12  N3      0.00   0.0  0
 BVV  CONST_10  C11  C10  C9   N3      0.00   0.0  0
 BVV  CONST_11  N5   C12  N3   C9    180.00   0.0  0
 BVV  CONST_12  C13  C12  N3   C9      0.00   0.0  0
 BVV  CONST_13  C13  C11  C10  C9      0.00   0.0  0
 BVV  CONST_14  N4   C13  C11  C10   180.00   0.0  0
 BVV  CONST_15  C12  C13  C11  C10     0.00   0.0  0
 BVV  CONST_16  C12  N3   C9   C10     0.00   0.0  0
 BVV  CONST_17  C14  N4   C13  C11   180.00   0.0  0
 BVV  CONST_18  N5   C12  C13  C11   180.00   0.0  0
 BVV  CONST_19  C15  C14  N5   C12   180.00   0.0  0
 BVV  CONST_20  N4   C14  N5   C12     0.00   0.0  0
 BVV  CONST_21  C14  N4   C13  C12     0.00   0.0  0
 BVV  CONST_22  C15  C14  N4   C13   180.00   0.0  0
 BVV  CONST_23  N5   C14  N4   C13     0.00   0.0  0
 BVV  CONST_24  C14  N5   C12  C13     0.00   0.0  0
 BVV  CONST_25  C19  C17  C15  C14   180.00   0.0  0
 BVV  CONST_26  C18  C16  C15  C14   180.00   0.0  0
 BVV  CONST_27  C20  C19  C17  C15     0.00   0.0  0
 BVV  CONST_28  C20  C18  C16  C15     0.00   0.0  0
 BVV  CONST_29  C17  C15  C14  N5      0.00   0.0  0
 BVV  CONST_30  C16  C15  C14  N5    180.00   0.0  0
 BVV  CONST_31  N4   C13  C12  N5      0.00   0.0  0
 BVV  CONST_32  C19  C20  C18  C16     0.00   0.0  0
 BVV  CONST_33  C19  C17  C15  C16     0.00   0.0  0
 BVV  CONST_34  N4   C14  C15  C16     0.00   0.0  0
 BVV  CONST_35  C17  C19  C20  C18     0.00   0.0  0
 BVV  CONST_36  C17  C15  C16  C18     0.00   0.0  0
 BVV  CONST_37  N4   C14  C15  C17   180.00   0.0  0
 BVV  CONST_38  C8   C7   C2   C1    180.00   0.0  0
 BVV  CONST_39  C6   C5   C1   C2    180.00   0.0  0
 BVV  CONST_40  C6   C5   C4   C3    180.00   0.0  0
 BVV  CONST_41  C8   C7   C3   C4    180.00   0.0  0
 BVV  CONST_42  C12  N3   C9   O1    180.00   0.0  0
 BVV  CONST_43  C11  C10  C9   O1    180.00   0.0  0
 BVV  CONST_44  C21  C20  C18  C16   180.00   0.0  0
 BVV  CONST_45  C21  C20  C19  C17   180.00   0.0  0
 BVV  CONST_46  H4   C4   C5   C1    180.00   0.0  0
 BVV  CONST_47  H3   C3   C7   C2    180.00   0.0  0
 BVV  CONST_48  H2   C2   C7   C3    180.00   0.0  0
 BVV  CONST_49  H1   C1   C5   C4    180.00   0.0  0
 BVV  CONST_50  H13  N5   C12  N3      0.00   0.0  0
 BVV  CONST_51  H11  C10  C9   N3    180.00   0.0  0
 BVV  CONST_52  H12  C11  C10  C9    180.00   0.0  0
 BVV  CONST_53  H15  C17  C15  C14     0.00   0.0  0
 BVV  CONST_54  H14  C16  C15  C14     0.00   0.0  0
 BVV  CONST_55  H17  C19  C17  C15   180.00   0.0  0
 BVV  CONST_56  H16  C18  C16  C15   180.00   0.0  0
 BVV  CONST_57  H8   N2   C6   C5      0.00   0.0  0
 BVV  CONST_58  H7   N2   C6   C5    180.00   0.0  0
 BVV  CONST_59  H6   N1   C6   C5      0.00   0.0  0
 BVV  CONST_60  H5   N1   C6   C5    180.00   0.0  0
 BVV  CONST_61  H18  N6   C21  C20     0.00   0.0  0
 BVV  CONST_62  H19  N6   C21  C20   180.00   0.0  0
 BVV  CONST_63  H21  N7   C21  C20     0.00   0.0  0
 BVV  CONST_64  H20  N7   C21  C20   180.00   0.0  0
 BVV  Var_01    N2   C6   C5   C1    141.42  30.0  2
 BVV  Var_02    O1   C8   C7   C2   -131.47  30.0  2
 BVV  Var_03    C10  C9   O1   C8    177.79  30.0  2
 BVV  Var_04    N6   C21  C20  C18   -37.61  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
 BVV  plan-1  C1   0.020
 BVV  plan-1  C2   0.020
 BVV  plan-1  C3   0.020
 BVV  plan-1  C4   0.020
 BVV  plan-1  C5   0.020
 BVV  plan-1  C6   0.020
 BVV  plan-1  C7   0.020
 BVV  plan-1  C8   0.020
 BVV  plan-1  H1   0.020
 BVV  plan-1  H2   0.020
 BVV  plan-1  H3   0.020
 BVV  plan-1  H4   0.020
 BVV  plan-2  C14  0.020
 BVV  plan-2  C15  0.020
 BVV  plan-2  C16  0.020
 BVV  plan-2  C18  0.020
 BVV  plan-2  C20  0.020
 BVV  plan-2  C19  0.020
 BVV  plan-2  C17  0.020
 BVV  plan-2  C21  0.020
 BVV  plan-2  H14  0.020
 BVV  plan-2  H16  0.020
 BVV  plan-2  H17  0.020
 BVV  plan-2  H15  0.020
 BVV  plan-3  N3   0.020
 BVV  plan-3  O1   0.020
 BVV  plan-3  C9   0.020
 BVV  plan-3  C10  0.020
 BVV  plan-3  C11  0.020
 BVV  plan-3  C12  0.020
 BVV  plan-3  C13  0.020
 BVV  plan-3  C14  0.020
 BVV  plan-3  C15  0.020
 BVV  plan-3  N5   0.020
 BVV  plan-3  N4   0.020
 BVV  plan-3  H11  0.020
 BVV  plan-3  H12  0.020
 BVV  plan-3  H13  0.020
 BVV  plan-4  C5   0.020
 BVV  plan-4  C6   0.020
 BVV  plan-4  N1   0.020
 BVV  plan-4  N2   0.020
 BVV  plan-4  H6   0.020
 BVV  plan-4  H5   0.020
 BVV  plan-4  H8   0.020
 BVV  plan-4  H7   0.020
 BVV  plan-5  C20  0.020
 BVV  plan-5  C21  0.020
 BVV  plan-5  N6   0.020
 BVV  plan-5  N7   0.020
 BVV  plan-5  H18  0.020
 BVV  plan-5  H21  0.020
 BVV  plan-5  H20  0.020
 BVV  plan-5  H19  0.020

