# electronic Ligand Builder and Optimisation Workbench (eLBOW)
#   - a module of PHENIX version dev-svn-
#   - file written: Sat Apr 25 14:46:24 2020
#   Inital geometry file: a 85 line input string
#   Ligand name: N-[2-(4-chlorophenyl)ethyl]-6-methyl[1,2,4]triazolo[4,3-b]pyridazin-8-amine
#   Quantum optimisation: True
#   Method: PBEh-3c
#   Random seed: 3628800
#   SMILES string: Cc1cc(NCCc2ccc(Cl)cc2)c3nncn3n1
#
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
 NNL  NNL  N-[2-(4-chlorophenyl)ethyl]-6-methyl[1,2,4]triazolo[4,3-b]pyridazin-8-amine  ligand  34  20  .  2022-07-22  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_NNL
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
 NNL  CAA   C   CH3   0  -0.733  -3.3830   3.5709   0.0886
 NNL  CAC   C   CR16  0  -0.196   4.5366  -0.2517   1.1749
 NNL  CAD   C   CR16  0  -0.195   4.5364  -0.3674  -1.2352
 NNL  CAE   C   CR16  0  -0.308   3.2356  -0.7330   1.1872
 NNL  CAF   C   CR16  0  -0.309   3.2353  -0.8477  -1.2012
 NNL  CAG   C   CR15  0   0.059  -5.7103  -0.6174  -0.0304
 NNL  CAH   C   CR16  0  -0.417  -2.2365   1.3395   0.0446
 NNL  CAI   C   CH2   0  -0.248   0.1684  -0.3582  -0.0042
 NNL  CAJ   C   CH2   0  -0.561   1.1465  -1.5258   0.0282
 NNL  NAK   N   N     0  -0.311  -5.3022  -1.8581  -0.0574
 NNL  NAL   N   N     0  -0.342  -3.9559  -1.8706  -0.0461
 NNL  NAM   N   N     0  -0.302  -4.6426   1.5521   0.0310
 NNL  NAN   N   NH1   0  -0.683  -1.1919  -0.8440   0.0012
 NNL  CAO   C   CR6   0  -0.056   5.1760  -0.0730  -0.0416
 NNL  CAP   C   CR6   0   0.233  -3.4487   2.0776   0.0532
 NNL  CAQ   C   CR6   0   0.131   2.5673  -1.0390   0.0049
 NNL  CAR   C   CR6   0   0.415  -2.2549  -0.0389   0.0123
 NNL  CAS   C   CR56  0   0.409  -3.5627  -0.6194  -0.0119
 NNL  NAT   N   N     0  -0.346  -4.6392   0.2083  -0.0008
 NNL  HAA   H   HCH3  0   0.259  -2.8437   3.9499  -0.7801
 NNL  HAAA  H   HCH3  0   0.258  -4.3789   4.0078   0.0971
 NNL  HAAB  H   HCH3  0   0.258  -2.8461   3.9090   0.9756
 NNL  HAC   H   HCR6  0   0.279   5.0429  -0.0232   2.1028
 NNL  HAD   H   HCR6  0   0.279   5.0422  -0.2277  -2.1809
 NNL  HAE   H   HCR6  0   0.262   2.7396  -0.8780   2.1393
 NNL  HAF   H   HCR6  0   0.262   2.7391  -1.0817  -2.1353
 NNL  HAG   H   HCR5  0   0.309  -6.7300  -0.2691  -0.0301
 NNL  HAH   H   HCR6  0   0.285  -1.3051   1.8880   0.0651
 NNL  HAI   H   HCH2  0   0.249   0.3331   0.2910   0.8619
 NNL  HAIA  H   HCH2  0   0.249   0.3442   0.2519  -0.8968
 NNL  HAJ   H   HCH2  0   0.267   0.9694  -2.1224   0.9264
 NNL  HAJA  H   HCH2  0   0.266   0.9624  -2.1763  -0.8307
 NNL  HNAN  H   HNH1  0   0.409  -1.3501  -1.8385  -0.0388
 NNL  CL    CL  CL    0  -0.133   6.8053   0.5226  -0.0701

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
 NNL  CAA  CAP   single    1.495  0.020  1.495
 NNL  CL   CAO   single    1.735  0.020  1.735
 NNL  CAC  CAE   aromatic  1.387  0.020  1.387
 NNL  CAC  CAO   aromatic  1.386  0.020  1.386
 NNL  CAD  CAF   aromatic  1.387  0.020  1.387
 NNL  CAD  CAO   aromatic  1.386  0.020  1.386
 NNL  CAE  CAQ   aromatic  1.392  0.020  1.392
 NNL  CAF  CAQ   aromatic  1.392  0.020  1.392
 NNL  CAG  NAK   aromatic  1.306  0.020  1.306
 NNL  CAG  NAT   aromatic  1.353  0.020  1.353
 NNL  CAH  CAP   aromatic  1.419  0.020  1.419
 NNL  CAH  CAR   aromatic  1.379  0.020  1.379
 NNL  CAI  CAJ   single    1.523  0.020  1.523
 NNL  CAI  NAN   single    1.444  0.020  1.444
 NNL  CAJ  CAQ   single    1.502  0.020  1.502
 NNL  NAK  NAL   aromatic  1.346  0.020  1.346
 NNL  NAL  CAS   aromatic  1.312  0.020  1.312
 NNL  NAM  CAP   aromatic  1.305  0.020  1.305
 NNL  NAM  NAT   aromatic  1.344  0.020  1.344
 NNL  NAN  CAR   single    1.334  0.020  1.334
 NNL  CAR  CAS   aromatic  1.431  0.020  1.431
 NNL  CAS  NAT   aromatic  1.358  0.020  1.358
 NNL  CAA  HAA   single    0.970  0.020  1.090
 NNL  CAA  HAAA  single    0.970  0.020  1.090
 NNL  CAA  HAAB  single    0.970  0.020  1.090
 NNL  CAC  HAC   single    0.930  0.020  1.080
 NNL  CAD  HAD   single    0.930  0.020  1.080
 NNL  CAE  HAE   single    0.930  0.020  1.080
 NNL  CAF  HAF   single    0.930  0.020  1.080
 NNL  CAG  HAG   single    0.930  0.020  1.080
 NNL  CAH  HAH   single    0.930  0.020  1.080
 NNL  CAI  HAI   single    0.970  0.020  1.090
 NNL  CAI  HAIA  single    0.970  0.020  1.090
 NNL  CAJ  HAJ   single    0.970  0.020  1.090
 NNL  CAJ  HAJA  single    0.970  0.020  1.090
 NNL  NAN  HNAN  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
 NNL  HAAB  CAA  HAAA  108.66  3.000
 NNL  HAAB  CAA  HAA   107.26  3.000
 NNL  HAAA  CAA  HAA   108.63  3.000
 NNL  HAAB  CAA  CAP   110.52  3.000
 NNL  HAAA  CAA  CAP   111.17  3.000
 NNL  HAA   CAA  CAP   110.48  3.000
 NNL  HAC   CAC  CAO   120.66  3.000
 NNL  HAC   CAC  CAE   120.32  3.000
 NNL  CAO   CAC  CAE   119.03  3.000
 NNL  HAD   CAD  CAO   120.65  3.000
 NNL  HAD   CAD  CAF   120.32  3.000
 NNL  CAO   CAD  CAF   119.03  3.000
 NNL  HAE   CAE  CAQ   119.81  3.000
 NNL  HAE   CAE  CAC   118.92  3.000
 NNL  CAQ   CAE  CAC   121.26  3.000
 NNL  HAF   CAF  CAQ   119.85  3.000
 NNL  HAF   CAF  CAD   118.89  3.000
 NNL  CAQ   CAF  CAD   121.26  3.000
 NNL  HAG   CAG  NAT   123.51  3.000
 NNL  HAG   CAG  NAK   127.06  3.000
 NNL  NAT   CAG  NAK   109.43  3.000
 NNL  HAH   CAH  CAR   121.27  3.000
 NNL  HAH   CAH  CAP   118.16  3.000
 NNL  CAR   CAH  CAP   120.57  3.000
 NNL  HAIA  CAI  HAI   106.87  3.000
 NNL  HAIA  CAI  NAN   109.97  3.000
 NNL  HAI   CAI  NAN   109.76  3.000
 NNL  HAIA  CAI  CAJ   109.95  3.000
 NNL  HAI   CAI  CAJ   109.94  3.000
 NNL  NAN   CAI  CAJ   110.29  3.000
 NNL  HAJA  CAJ  HAJ   107.08  3.000
 NNL  HAJA  CAJ  CAQ   109.88  3.000
 NNL  HAJ   CAJ  CAQ   110.05  3.000
 NNL  HAJA  CAJ  CAI   109.35  3.000
 NNL  HAJ   CAJ  CAI   109.38  3.000
 NNL  CAQ   CAJ  CAI   111.02  3.000
 NNL  NAL   NAK  CAG   108.73  3.000
 NNL  CAS   NAL  NAK   106.92  3.000
 NNL  NAT   NAM  CAP   113.63  3.000
 NNL  HNAN  NAN  CAR   118.10  3.000
 NNL  HNAN  NAN  CAI   118.65  3.000
 NNL  CAR   NAN  CAI   123.21  3.000
 NNL  CAD   CAO  CAC   121.04  3.000
 NNL  CAD   CAO  CL    119.49  3.000
 NNL  CAC   CAO  CL    119.47  3.000
 NNL  NAM   CAP  CAH   124.89  3.000
 NNL  NAM   CAP  CAA   116.29  3.000
 NNL  CAH   CAP  CAA   118.82  3.000
 NNL  CAJ   CAQ  CAF   120.79  3.000
 NNL  CAJ   CAQ  CAE   120.81  3.000
 NNL  CAF   CAQ  CAE   118.38  3.000
 NNL  CAS   CAR  NAN   118.91  3.000
 NNL  CAS   CAR  CAH   114.71  3.000
 NNL  NAN   CAR  CAH   126.38  3.000
 NNL  NAT   CAS  CAR   118.49  3.000
 NNL  NAT   CAS  NAL   110.11  3.000
 NNL  CAR   CAS  NAL   131.39  3.000
 NNL  CAS   NAT  NAM   127.70  3.000
 NNL  CAS   NAT  CAG   104.80  3.000
 NNL  NAM   NAT  CAG   127.49  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
 NNL  CONST_01  CAF   CAQ  CAE  CAC    0.00   0.0  0
 NNL  CONST_02  CAF   CAD  CAO  CAC    0.00   0.0  0
 NNL  CONST_03  CAE   CAQ  CAF  CAD    0.00   0.0  0
 NNL  CONST_04  CAE   CAC  CAO  CAD    0.00   0.0  0
 NNL  CONST_05  CAS   NAL  NAK  CAG    0.00   0.0  0
 NNL  CONST_06  CAP   NAM  NAT  CAG  180.00   0.0  0
 NNL  CONST_07  NAL   CAS  NAT  CAG    0.00   0.0  0
 NNL  CONST_08  CAR   CAS  NAT  CAG  180.00   0.0  0
 NNL  CONST_09  NAT   NAM  CAP  CAH    0.00   0.0  0
 NNL  CONST_10  NAL   CAS  CAR  CAH  180.00   0.0  0
 NNL  CONST_11  NAT   CAS  CAR  CAH    0.00   0.0  0
 NNL  CONST_12  NAM   NAT  CAG  NAK  180.00   0.0  0
 NNL  CONST_13  CAS   NAT  CAG  NAK    0.00   0.0  0
 NNL  CONST_14  CAR   CAS  NAL  NAK  180.00   0.0  0
 NNL  CONST_15  NAT   CAS  NAL  NAK    0.00   0.0  0
 NNL  CONST_16  NAT   CAG  NAK  NAL    0.00   0.0  0
 NNL  CONST_17  NAM   NAT  CAS  NAL  180.00   0.0  0
 NNL  CONST_18  CAR   CAH  CAP  NAM    0.00   0.0  0
 NNL  CONST_19  CAR   CAS  NAT  NAM    0.00   0.0  0
 NNL  CONST_20  CAQ   CAE  CAC  CAO    0.00   0.0  0
 NNL  CONST_21  CAQ   CAF  CAD  CAO    0.00   0.0  0
 NNL  CONST_22  CAS   CAR  CAH  CAP    0.00   0.0  0
 NNL  CONST_23  CAS   NAT  NAM  CAP    0.00   0.0  0
 NNL  CONST_24  CAR   CAH  CAP  CAA  180.00   0.0  0
 NNL  CONST_25  NAT   NAM  CAP  CAA  180.00   0.0  0
 NNL  CONST_26  CAE   CAC  CAO  CL   180.00   0.0  0
 NNL  CONST_27  CAF   CAD  CAO  CL   180.00   0.0  0
 NNL  CONST_28  CAJ   CAQ  CAE  CAC  180.00   0.0  0
 NNL  CONST_29  CAJ   CAQ  CAF  CAD  180.00   0.0  0
 NNL  CONST_30  NAN   CAR  CAS  NAL    0.00   0.0  0
 NNL  CONST_31  CAP   CAH  CAR  NAN  180.00   0.0  0
 NNL  CONST_32  NAT   CAS  CAR  NAN  180.00   0.0  0
 NNL  CONST_33  HAD   CAD  CAO  CAC  180.00   0.0  0
 NNL  CONST_34  HAC   CAC  CAO  CAD  180.00   0.0  0
 NNL  CONST_35  HAF   CAF  CAQ  CAE  180.00   0.0  0
 NNL  CONST_36  HAE   CAE  CAQ  CAF  180.00   0.0  0
 NNL  CONST_37  HAG   CAG  NAK  NAL  180.00   0.0  0
 NNL  CONST_38  HAH   CAH  CAP  NAM  180.00   0.0  0
 NNL  CONST_39  CAI   NAN  CAR  CAH    0.00   0.0  0
 NNL  CONST_40  CAS   CAR  NAN  CAI  180.00   0.0  0
 NNL  CONST_41  HNAN  NAN  CAR  CAH  180.00   0.0  0
 NNL  Var_01    CAI   CAJ  CAQ  CAE   88.15  30.0  2
 NNL  Var_02    HAA   CAA  CAP  CAH   59.61  30.0  2
 NNL  Var_03    CAR   NAN  CAI  CAJ  178.19  30.0  3
 NNL  Var_04    CAQ   CAJ  CAI  NAN  179.26  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
 NNL  plan-1  CAC   0.020
 NNL  plan-1  CAD   0.020
 NNL  plan-1  CAE   0.020
 NNL  plan-1  CAF   0.020
 NNL  plan-1  CAJ   0.020
 NNL  plan-1  CAO   0.020
 NNL  plan-1  CAQ   0.020
 NNL  plan-1  HAC   0.020
 NNL  plan-1  HAD   0.020
 NNL  plan-1  HAE   0.020
 NNL  plan-1  HAF   0.020
 NNL  plan-1  CL    0.020
 NNL  plan-2  CAA   0.020
 NNL  plan-2  CAG   0.020
 NNL  plan-2  CAH   0.020
 NNL  plan-2  NAK   0.020
 NNL  plan-2  NAL   0.020
 NNL  plan-2  NAM   0.020
 NNL  plan-2  NAN   0.020
 NNL  plan-2  CAP   0.020
 NNL  plan-2  CAR   0.020
 NNL  plan-2  CAS   0.020
 NNL  plan-2  NAT   0.020
 NNL  plan-2  HAG   0.020
 NNL  plan-2  HAH   0.020
 NNL  plan-3  CAI   0.020
 NNL  plan-3  NAN   0.020
 NNL  plan-3  CAR   0.020
 NNL  plan-3  HNAN  0.020

