# electronic Ligand Builder and Optimisation Workbench (eLBOW)
#   - a module of PHENIX version dev-svn-
#   - file written: Sat Apr 11 08:12:17 2020
#   Inital geometry file: a 69 line input string
#   Ligand name: 8-aminonaphthalene-2-carboximidamide
#   Quantum optimisation: True
#   Method: PBEh-3c
#   Random seed: 3628800
#   SMILES string: NC(=N)c1ccc2cccc(N)c2c1
#
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
 6UP  6UP  8-aminonaphthalene-2-carboximidamide  ligand  25  14  .  2021-08-05  2021-08-05  
;
Directly from eLBOW using geometry from QM method PBEh-3c with CPCM solvent model
Validated by Mogul as OK
;

data_comp_6UP
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
 6UP  CAI  C  CR16  0  -0.339  -0.5449  -0.7010   0.0138
 6UP  CAN  C  CR66  0   0.089   0.7904  -0.2489   0.0345
 6UP  CAL  C  CR6   0   0.259   1.8971  -1.1531   0.1492
 6UP  N1   N  NH2   0  -0.857   1.6780  -2.5078   0.2624
 6UP  CAE  C  CR16  0  -0.349   3.1753  -0.6330   0.2015
 6UP  CAD  C  CR16  0  -0.250   3.4038   0.7509   0.1335
 6UP  CAG  C  CR16  0  -0.350   2.3676   1.6352   0.0008
 6UP  CAM  C  CR66  0   0.097   1.0432   1.1472  -0.0510
 6UP  CAH  C  CR16  0  -0.306  -0.0600   2.0222  -0.1810
 6UP  CAF  C  CR16  0  -0.295  -1.3433   1.5533  -0.2064
 6UP  CAK  C  CR6   0   0.049  -1.6033   0.1676  -0.1007
 6UP  CAJ  C  C     0   0.339  -2.9908  -0.3719  -0.1187
 6UP  N2   N  NH2   0  -0.825  -3.9663   0.5168   0.2328
 6UP  N3   N  N     0  -0.656  -3.1773  -1.5787  -0.4970
 6UP  H1   H  HCR6  0   0.245  -0.7675  -1.7556   0.1060
 6UP  H2   H  HNH2  0   0.387   0.8958  -2.8842  -0.2482
 6UP  H3   H  HNH2  0   0.384   2.4981  -3.0784   0.1313
 6UP  H4   H  HCR6  0   0.257   4.0196  -1.3065   0.2891
 6UP  H5   H  HCR6  0   0.254   4.4237   1.1120   0.1761
 6UP  H6   H  HCR6  0   0.247   2.5444   2.7014  -0.0622
 6UP  H7   H  HCR6  0   0.256   0.1256   3.0862  -0.2645
 6UP  H8   H  HCR6  0   0.257  -2.1570   2.2567  -0.3260
 6UP  H9   H  HNH2  0   0.395  -3.7330   1.2664   0.8629
 6UP  H10  H  HNH2  0   0.391  -4.8956   0.1518   0.3694
 6UP  H11  H  H     0   0.323  -4.1581  -1.8376  -0.4306

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
 6UP  CAH  CAF  aromatic  1.366  0.020  1.366
 6UP  CAH  CAM  aromatic  1.414  0.020  1.414
 6UP  CAG  CAM  aromatic  1.412  0.020  1.412
 6UP  CAG  CAD  aromatic  1.369  0.020  1.369
 6UP  CAF  CAK  aromatic  1.414  0.020  1.414
 6UP  CAM  CAN  aromatic  1.421  0.020  1.421
 6UP  CAD  CAE  aromatic  1.404  0.020  1.404
 6UP  CAK  CAJ  single    1.489  0.020  1.489
 6UP  CAK  CAI  aromatic  1.374  0.020  1.374
 6UP  N3   CAJ  double    1.278  0.020  1.278
 6UP  CAN  CAI  aromatic  1.410  0.020  1.410
 6UP  CAN  CAL  aromatic  1.434  0.020  1.434
 6UP  CAJ  N2   single    1.366  0.020  1.366
 6UP  CAE  CAL  aromatic  1.381  0.020  1.381
 6UP  CAL  N1   single    1.377  0.020  1.377
 6UP  CAI  H1   single    0.930  0.020  1.080
 6UP  N1   H2   single    0.890  0.020  1.040
 6UP  N1   H3   single    0.890  0.020  1.040
 6UP  CAE  H4   single    0.930  0.020  1.080
 6UP  CAD  H5   single    0.930  0.020  1.080
 6UP  CAG  H6   single    0.930  0.020  1.080
 6UP  CAH  H7   single    0.930  0.020  1.080
 6UP  CAF  H8   single    0.930  0.020  1.080
 6UP  N2   H9   single    0.890  0.020  1.040
 6UP  N2   H10  single    0.890  0.020  1.040
 6UP  N3   H11  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
 6UP  H1   CAI  CAK  117.70  3.000
 6UP  H1   CAI  CAN  120.42  3.000
 6UP  CAK  CAI  CAN  121.87  3.000
 6UP  CAM  CAN  CAL  119.14  3.000
 6UP  CAL  CAN  CAI  122.00  3.000
 6UP  CAM  CAN  CAI  118.85  3.000
 6UP  CAE  CAL  N1   120.98  3.000
 6UP  N1   CAL  CAN  120.28  3.000
 6UP  CAE  CAL  CAN  118.68  3.000
 6UP  H3   N1   H2   110.76  3.000
 6UP  H3   N1   CAL  114.64  3.000
 6UP  H2   N1   CAL  116.72  3.000
 6UP  H4   CAE  CAD  119.32  3.000
 6UP  H4   CAE  CAL  119.35  3.000
 6UP  CAD  CAE  CAL  121.33  3.000
 6UP  H5   CAD  CAG  120.10  3.000
 6UP  H5   CAD  CAE  118.69  3.000
 6UP  CAG  CAD  CAE  121.21  3.000
 6UP  H6   CAG  CAM  119.42  3.000
 6UP  H6   CAG  CAD  121.22  3.000
 6UP  CAM  CAG  CAD  119.36  3.000
 6UP  CAH  CAM  CAG  121.41  3.000
 6UP  CAG  CAM  CAN  120.26  3.000
 6UP  CAH  CAM  CAN  118.33  3.000
 6UP  H7   CAH  CAF  119.77  3.000
 6UP  H7   CAH  CAM  118.76  3.000
 6UP  CAF  CAH  CAM  121.47  3.000
 6UP  H8   CAF  CAK  120.46  3.000
 6UP  H8   CAF  CAH  119.02  3.000
 6UP  CAK  CAF  CAH  120.50  3.000
 6UP  CAJ  CAK  CAF  121.71  3.000
 6UP  CAJ  CAK  CAI  119.33  3.000
 6UP  CAF  CAK  CAI  118.96  3.000
 6UP  N3   CAJ  N2   125.89  3.000
 6UP  N2   CAJ  CAK  115.26  3.000
 6UP  N3   CAJ  CAK  118.79  3.000
 6UP  H10  N2   H9   113.50  3.000
 6UP  H10  N2   CAJ  117.25  3.000
 6UP  H9   N2   CAJ  118.69  3.000
 6UP  H11  N3   CAJ  111.21  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
 6UP  CONST_01  CAH  CAF  CAK  CAI    0.00   0.0  0
 6UP  CONST_02  CAH  CAM  CAN  CAI    0.00   0.0  0
 6UP  CONST_03  CAG  CAM  CAN  CAI  180.00   0.0  0
 6UP  CONST_04  CAE  CAL  CAN  CAI  180.00   0.0  0
 6UP  CONST_05  CAF  CAH  CAM  CAN    0.00   0.0  0
 6UP  CONST_06  CAD  CAG  CAM  CAN    0.00   0.0  0
 6UP  CONST_07  CAF  CAK  CAI  CAN    0.00   0.0  0
 6UP  CONST_08  CAD  CAE  CAL  CAN    0.00   0.0  0
 6UP  CONST_09  CAH  CAM  CAN  CAL  180.00   0.0  0
 6UP  CONST_10  CAG  CAM  CAN  CAL    0.00   0.0  0
 6UP  CONST_11  CAK  CAI  CAN  CAL  180.00   0.0  0
 6UP  CONST_12  CAG  CAD  CAE  CAL    0.00   0.0  0
 6UP  CONST_13  CAM  CAG  CAD  CAE    0.00   0.0  0
 6UP  CONST_14  CAM  CAN  CAL  CAE    0.00   0.0  0
 6UP  CONST_15  CAH  CAM  CAG  CAD  180.00   0.0  0
 6UP  CONST_16  CAF  CAH  CAM  CAG  180.00   0.0  0
 6UP  CONST_17  CAK  CAF  CAH  CAM    0.00   0.0  0
 6UP  CONST_18  CAK  CAI  CAN  CAM    0.00   0.0  0
 6UP  CONST_19  N1   CAL  CAN  CAI    0.00   0.0  0
 6UP  CONST_20  CAJ  CAK  CAI  CAN  180.00   0.0  0
 6UP  CONST_21  CAM  CAN  CAL  N1   180.00   0.0  0
 6UP  CONST_22  CAD  CAE  CAL  N1   180.00   0.0  0
 6UP  CONST_23  CAJ  CAK  CAF  CAH  180.00   0.0  0
 6UP  CONST_24  H8   CAF  CAK  CAI  180.00   0.0  0
 6UP  CONST_25  H7   CAH  CAM  CAN  180.00   0.0  0
 6UP  CONST_26  H6   CAG  CAM  CAN  180.00   0.0  0
 6UP  CONST_27  H4   CAE  CAL  CAN  180.00   0.0  0
 6UP  CONST_28  H1   CAI  CAN  CAL    0.00   0.0  0
 6UP  CONST_29  H5   CAD  CAE  CAL  180.00   0.0  0
 6UP  CONST_31  H3   N1   CAL  CAN  180.00   0.0  0
 6UP  CONST_32  H11  N3   CAJ  CAK  180.00   0.0  0
 6UP  CONST_34  H10  N2   CAJ  CAK  180.00   0.0  0
 6UP  Var_01    N3   CAJ  CAK  CAI  -24.43  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
 6UP  plan-1  CAI  0.020
 6UP  plan-1  CAN  0.020
 6UP  plan-1  CAL  0.020
 6UP  plan-1  N1   0.020
 6UP  plan-1  CAE  0.020
 6UP  plan-1  CAD  0.020
 6UP  plan-1  CAG  0.020
 6UP  plan-1  CAM  0.020
 6UP  plan-1  CAH  0.020
 6UP  plan-1  CAF  0.020
 6UP  plan-1  CAK  0.020
 6UP  plan-1  CAJ  0.020
 6UP  plan-1  H1   0.020
 6UP  plan-1  H4   0.020
 6UP  plan-1  H5   0.020
 6UP  plan-1  H6   0.020
 6UP  plan-1  H7   0.020
 6UP  plan-1  H8   0.020
 6UP  plan-2  CAL  0.020
 6UP  plan-2  N1   0.020
 6UP  plan-2  H2   0.020
 6UP  plan-2  H3   0.020
 6UP  plan-3  CAK  0.020
 6UP  plan-3  CAJ  0.020
 6UP  plan-3  N2   0.020
 6UP  plan-3  N3   0.020
 6UP  plan-3  H9   0.020
 6UP  plan-3  H10  0.020
 6UP  plan-3  H11  0.020

