# electronic Ligand Builder and Optimisation Workbench (eLBOW)
#   - a module of PHENIX version dev-svn-
#   - file written: Sun Apr 26 17:43:11 2020
#   Inital geometry file: a 118 line input string
#   Ligand name: 8-(naphthalen-1-yl)-6-(1H-pyrrol-2-yl)quinoline-2-carboxylic acid
#   Quantum optimisation: True
#   Method: PBEh-3c
#   Random seed: 3628800
#   SMILES string: OC(=O)c1ccc2cc(cc(c3cccc4ccccc34)c2n1)c5[nH]ccc5
#
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
 5BL  5BL  '8-(naphthalen-1-yl)-6-(1H-pyrrol-2-yl)quinoline-2-carboxylic acid'  ligand  44  28  .  2021-08-05  2021-08-05  
;
Directly from eLBOW using geometry from QM method PBEh-3c with CPCM solvent model
Validated by Mogul as PERFECT
;

data_comp_5BL
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
 5BL  C1   C  CR15  0  -0.341  -6.0157  -1.4951   0.3052
 5BL  C2   C  CR15  0  -0.396  -4.6208  -1.5605   0.1094
 5BL  C3   C  CR5   0   0.347  -4.1286  -0.2669   0.1445
 5BL  C11  C  CR16  0  -0.317   0.6347  -1.9849  -1.8893
 5BL  C12  C  CR16  0  -0.247   1.5986  -2.9639  -2.2043
 5BL  C13  C  CR16  0  -0.327   2.5389  -3.3231  -1.2808
 5BL  C14  C  CR66  0   0.130   1.5790  -1.7394   0.3222
 5BL  C15  C  CR66  0   0.114   2.5479  -2.7265   0.0021
 5BL  C16  C  CR16  0  -0.313   3.5008  -3.1028   0.9785
 5BL  C17  C  CR16  0  -0.260   3.4897  -2.5365   2.2230
 5BL  C18  C  CR16  0  -0.258   2.5186  -1.5674   2.5476
 5BL  C19  C  CR16  0  -0.332   1.5893  -1.1793   1.6215
 5BL  C20  C  CR66  0   0.131  -0.0699   1.0240  -0.2634
 5BL  C21  C  CR66  0   0.143  -1.0939   1.9681   0.0002
 5BL  C22  C  CR16  0  -0.197  -0.7116   3.3216   0.1150
 5BL  C23  C  CR16  0  -0.285   0.6018   3.6662  -0.0293
 5BL  C24  C  CR6   0   0.065   1.5355   2.6446  -0.3013
 5BL  C26  C  C     0   0.513   2.9721   3.0195  -0.4666
 5BL  N4   N  NR15  0  -0.657  -5.1991   0.5565   0.3543
 5BL  C5   C  CR15  0  -0.058  -6.3399  -0.1661   0.4506
 5BL  C6   C  CR6   0   0.016  -0.4188  -0.3539  -0.3761
 5BL  C7   C  CR16  0  -0.387  -1.7277  -0.7220  -0.2456
 5BL  C8   C  CR6   0   0.127  -2.7660   0.2161   0.0120
 5BL  C9   C  CR16  0  -0.424  -2.4300   1.5457   0.1339
 5BL  C10  C  CR6   0   0.081   0.6197  -1.3699  -0.6634
 5BL  N25  N  N     0  -0.387   1.2144   1.3822  -0.4173
 5BL  O27  O  O     0  -0.432   3.3660   4.1560  -0.3564
 5BL  O28  O  OH1   0  -0.574   3.7510   1.9911  -0.7400
 5BL  H1   H  HCR5  0   0.251  -6.7054  -2.3229   0.3370
 5BL  H2   H  HCR5  0   0.256  -4.0398  -2.4574  -0.0369
 5BL  H3   H  HCR6  0   0.253  -0.0996  -1.7066  -2.6351
 5BL  H4   H  HCR6  0   0.258   1.5894  -3.4229  -3.1841
 5BL  H5   H  HCR6  0   0.255   3.2850  -4.0731  -1.5155
 5BL  H6   H  HCR6  0   0.254   4.2408  -3.8527   0.7256
 5BL  H7   H  HCR6  0   0.257   4.2200  -2.8346   2.9640
 5BL  H8   H  HCR6  0   0.257   2.5085  -1.1307   3.5378
 5BL  H9   H  HCR6  0   0.246   0.8458  -0.4402   1.8902
 5BL  H10  H  HCR6  0   0.274  -1.4623   4.0757   0.3156
 5BL  H11  H  HCR6  0   0.278   0.9203   4.6949   0.0568
 5BL  H12  H  HNR5  0   0.418  -5.1679   1.5610   0.4116
 5BL  H13  H  HCR5  0   0.277  -7.2904   0.3140   0.6142
 5BL  H14  H  HCR6  0   0.256  -1.9788  -1.7714  -0.3345
 5BL  H15  H  HCR6  0   0.249  -3.1769   2.3042   0.3340
 5BL  H16  H  HOH1  0   0.486   4.6664   2.2956  -0.8310

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
 5BL  O27  C26  double    1.208  0.020  1.208
 5BL  O28  C26  single    1.319  0.020  1.319
 5BL  C26  C24  single    1.494  0.020  1.494
 5BL  C24  C23  aromatic  1.410  0.020  1.410
 5BL  C24  N25  aromatic  1.308  0.020  1.308
 5BL  C23  C22  aromatic  1.365  0.020  1.365
 5BL  N25  C20  aromatic  1.342  0.020  1.342
 5BL  C22  C21  aromatic  1.411  0.020  1.411
 5BL  C20  C21  aromatic  1.418  0.020  1.418
 5BL  C20  C6   aromatic  1.426  0.020  1.426
 5BL  C12  C13  aromatic  1.366  0.020  1.366
 5BL  C12  C11  aromatic  1.410  0.020  1.410
 5BL  C21  C9   aromatic  1.408  0.020  1.408
 5BL  C13  C15  aromatic  1.415  0.020  1.415
 5BL  C11  C10  aromatic  1.372  0.020  1.372
 5BL  C10  C14  aromatic  1.424  0.020  1.424
 5BL  C10  C6   single    1.481  0.020  1.481
 5BL  C15  C14  aromatic  1.420  0.020  1.420
 5BL  C15  C16  aromatic  1.415  0.020  1.415
 5BL  C14  C19  aromatic  1.415  0.020  1.415
 5BL  C6   C7   aromatic  1.366  0.020  1.366
 5BL  C16  C17  aromatic  1.367  0.020  1.367
 5BL  C19  C18  aromatic  1.368  0.020  1.368
 5BL  C17  C18  aromatic  1.410  0.020  1.410
 5BL  C9   C8   aromatic  1.377  0.020  1.377
 5BL  C7   C8   aromatic  1.423  0.020  1.423
 5BL  C8   C3   single    1.452  0.020  1.452
 5BL  C3   N4   aromatic  1.367  0.020  1.367
 5BL  C3   C2   aromatic  1.385  0.020  1.385
 5BL  N4   C5   aromatic  1.354  0.020  1.354
 5BL  C2   C1   aromatic  1.410  0.020  1.410
 5BL  C5   C1   aromatic  1.376  0.020  1.376
 5BL  C1   H1   single    0.930  0.020  1.080
 5BL  C2   H2   single    0.930  0.020  1.080
 5BL  C11  H3   single    0.930  0.020  1.080
 5BL  C12  H4   single    0.930  0.020  1.080
 5BL  C13  H5   single    0.930  0.020  1.080
 5BL  C16  H6   single    0.930  0.020  1.080
 5BL  C17  H7   single    0.930  0.020  1.080
 5BL  C18  H8   single    0.930  0.020  1.080
 5BL  C19  H9   single    0.930  0.020  1.080
 5BL  C22  H10  single    0.930  0.020  1.080
 5BL  C23  H11  single    0.930  0.020  1.080
 5BL  N4   H12  single    0.860  0.020  1.020
 5BL  C5   H13  single    0.930  0.020  1.080
 5BL  C7   H14  single    0.930  0.020  1.080
 5BL  C9   H15  single    0.930  0.020  1.080
 5BL  O28  H16  single    0.850  0.020  0.980

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
 5BL  H1   C1   C5   126.01  3.000
 5BL  H1   C1   C2   126.97  3.000
 5BL  C5   C1   C2   107.01  3.000
 5BL  H2   C2   C3   126.08  3.000
 5BL  H2   C2   C1   126.17  3.000
 5BL  C3   C2   C1   107.75  3.000
 5BL  C8   C3   N4   123.28  3.000
 5BL  N4   C3   C2   106.76  3.000
 5BL  C8   C3   C2   129.96  3.000
 5BL  H3   C11  C10  119.53  3.000
 5BL  H3   C11  C12  119.23  3.000
 5BL  C10  C11  C12  121.24  3.000
 5BL  H4   C12  C13  120.43  3.000
 5BL  H4   C12  C11  119.42  3.000
 5BL  C13  C12  C11  120.15  3.000
 5BL  H5   C13  C15  118.93  3.000
 5BL  H5   C13  C12  120.64  3.000
 5BL  C15  C13  C12  120.43  3.000
 5BL  C10  C14  C19  122.53  3.000
 5BL  C19  C14  C15  118.51  3.000
 5BL  C10  C14  C15  118.95  3.000
 5BL  C16  C15  C14  119.26  3.000
 5BL  C16  C15  C13  121.18  3.000
 5BL  C14  C15  C13  119.55  3.000
 5BL  H6   C16  C17  120.31  3.000
 5BL  H6   C16  C15  118.87  3.000
 5BL  C17  C16  C15  120.82  3.000
 5BL  H7   C17  C18  119.77  3.000
 5BL  H7   C17  C16  120.24  3.000
 5BL  C18  C17  C16  119.99  3.000
 5BL  H8   C18  C19  119.90  3.000
 5BL  H8   C18  C17  119.63  3.000
 5BL  C19  C18  C17  120.47  3.000
 5BL  H9   C19  C18  119.49  3.000
 5BL  H9   C19  C14  119.56  3.000
 5BL  C18  C19  C14  120.95  3.000
 5BL  N25  C20  C6   118.88  3.000
 5BL  C6   C20  C21  118.78  3.000
 5BL  N25  C20  C21  122.33  3.000
 5BL  C9   C21  C22  122.50  3.000
 5BL  C9   C21  C20  120.23  3.000
 5BL  C22  C21  C20  117.27  3.000
 5BL  H10  C22  C23  120.71  3.000
 5BL  H10  C22  C21  119.68  3.000
 5BL  C23  C22  C21  119.61  3.000
 5BL  H11  C23  C24  120.66  3.000
 5BL  H11  C23  C22  121.02  3.000
 5BL  C24  C23  C22  118.32  3.000
 5BL  N25  C24  C26  117.94  3.000
 5BL  N25  C24  C23  123.62  3.000
 5BL  C26  C24  C23  118.44  3.000
 5BL  O28  C26  O27  124.06  3.000
 5BL  O28  C26  C24  113.28  3.000
 5BL  O27  C26  C24  122.65  3.000
 5BL  H12  N4   C5   123.69  3.000
 5BL  H12  N4   C3   125.85  3.000
 5BL  C5   N4   C3   110.44  3.000
 5BL  H13  C5   N4   121.09  3.000
 5BL  H13  C5   C1   130.88  3.000
 5BL  N4   C5   C1   108.03  3.000
 5BL  C10  C6   C7   120.37  3.000
 5BL  C7   C6   C20  119.17  3.000
 5BL  C10  C6   C20  120.44  3.000
 5BL  H14  C7   C8   118.99  3.000
 5BL  H14  C7   C6   118.40  3.000
 5BL  C8   C7   C6   122.60  3.000
 5BL  C9   C8   C7   118.34  3.000
 5BL  C7   C8   C3   118.82  3.000
 5BL  C9   C8   C3   122.84  3.000
 5BL  H15  C9   C8   121.62  3.000
 5BL  H15  C9   C21  117.51  3.000
 5BL  C8   C9   C21  120.87  3.000
 5BL  C6   C10  C14  121.07  3.000
 5BL  C6   C10  C11  119.25  3.000
 5BL  C14  C10  C11  119.66  3.000
 5BL  C24  N25  C20  118.85  3.000
 5BL  H16  O28  C26  109.41  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
 5BL  CONST_01  C8   C3   C2   C1   180.00   0.0  0
 5BL  CONST_02  N4   C3   C2   C1     0.00   0.0  0
 5BL  CONST_03  C3   N4   C5   C1     0.00   0.0  0
 5BL  CONST_04  C9   C8   C3   C2   180.00   0.0  0
 5BL  CONST_05  C7   C8   C3   C2     0.00   0.0  0
 5BL  CONST_06  C5   N4   C3   C2     0.00   0.0  0
 5BL  CONST_07  N4   C5   C1   C2     0.00   0.0  0
 5BL  CONST_08  C21  C9   C8   C3   180.00   0.0  0
 5BL  CONST_09  C6   C7   C8   C3   180.00   0.0  0
 5BL  CONST_10  C5   C1   C2   C3     0.00   0.0  0
 5BL  CONST_11  C15  C13  C12  C11    0.00   0.0  0
 5BL  CONST_12  C15  C14  C10  C11    0.00   0.0  0
 5BL  CONST_13  C19  C14  C10  C11  180.00   0.0  0
 5BL  CONST_16  C14  C15  C13  C12    0.00   0.0  0
 5BL  CONST_17  C16  C15  C13  C12  180.00   0.0  0
 5BL  CONST_18  C14  C10  C11  C12    0.00   0.0  0
 5BL  CONST_19  C6   C10  C11  C12  180.00   0.0  0
 5BL  CONST_20  C10  C11  C12  C13    0.00   0.0  0
 5BL  CONST_21  C10  C14  C15  C13    0.00   0.0  0
 5BL  CONST_22  C19  C14  C15  C13  180.00   0.0  0
 5BL  CONST_23  C17  C16  C15  C13  180.00   0.0  0
 5BL  CONST_26  C17  C16  C15  C14    0.00   0.0  0
 5BL  CONST_27  C17  C18  C19  C14    0.00   0.0  0
 5BL  CONST_28  C6   C10  C14  C15  180.00   0.0  0
 5BL  CONST_29  C18  C19  C14  C15    0.00   0.0  0
 5BL  CONST_30  C18  C17  C16  C15    0.00   0.0  0
 5BL  CONST_31  C10  C14  C15  C16  180.00   0.0  0
 5BL  CONST_32  C19  C14  C15  C16    0.00   0.0  0
 5BL  CONST_33  C19  C18  C17  C16    0.00   0.0  0
 5BL  CONST_34  C10  C14  C19  C18  180.00   0.0  0
 5BL  CONST_35  C6   C10  C14  C19    0.00   0.0  0
 5BL  CONST_36  C23  C24  N25  C20    0.00   0.0  0
 5BL  CONST_37  C23  C22  C21  C20    0.00   0.0  0
 5BL  CONST_38  C8   C9   C21  C20    0.00   0.0  0
 5BL  CONST_39  C8   C7   C6   C20    0.00   0.0  0
 5BL  CONST_40  C24  C23  C22  C21    0.00   0.0  0
 5BL  CONST_41  C24  N25  C20  C21    0.00   0.0  0
 5BL  CONST_42  C10  C6   C20  C21  180.00   0.0  0
 5BL  CONST_43  C7   C6   C20  C21    0.00   0.0  0
 5BL  CONST_44  C7   C8   C9   C21    0.00   0.0  0
 5BL  CONST_45  N25  C24  C23  C22    0.00   0.0  0
 5BL  CONST_46  N25  C20  C21  C22    0.00   0.0  0
 5BL  CONST_47  C6   C20  C21  C22  180.00   0.0  0
 5BL  CONST_48  C8   C9   C21  C22  180.00   0.0  0
 5BL  CONST_49  C9   C21  C22  C23  180.00   0.0  0
 5BL  CONST_50  C6   C20  N25  C24  180.00   0.0  0
 5BL  CONST_51  C9   C8   C3   N4     0.00   0.0  0
 5BL  CONST_52  C7   C8   C3   N4   180.00   0.0  0
 5BL  CONST_53  C8   C3   N4   C5   180.00   0.0  0
 5BL  CONST_54  C9   C21  C20  C6     0.00   0.0  0
 5BL  CONST_55  C9   C8   C7   C6     0.00   0.0  0
 5BL  CONST_56  N25  C20  C6   C7   180.00   0.0  0
 5BL  CONST_57  C10  C6   C7   C8   180.00   0.0  0
 5BL  CONST_58  N25  C20  C21  C9   180.00   0.0  0
 5BL  CONST_59  N25  C20  C6   C10    0.00   0.0  0
 5BL  CONST_60  C26  C24  N25  C20  180.00   0.0  0
 5BL  CONST_61  C26  C24  C23  C22  180.00   0.0  0
 5BL  CONST_62  H12  N4   C5   C1   180.00   0.0  0
 5BL  CONST_63  H13  C5   C1   C2   180.00   0.0  0
 5BL  CONST_64  H15  C9   C8   C3     0.00   0.0  0
 5BL  CONST_65  H14  C7   C8   C3     0.00   0.0  0
 5BL  CONST_66  H1   C1   C2   C3   180.00   0.0  0
 5BL  CONST_67  H5   C13  C12  C11  180.00   0.0  0
 5BL  CONST_68  H3   C11  C12  C13  180.00   0.0  0
 5BL  CONST_69  H6   C16  C15  C13    0.00   0.0  0
 5BL  CONST_70  H8   C18  C19  C14  180.00   0.0  0
 5BL  CONST_71  H4   C12  C13  C15  180.00   0.0  0
 5BL  CONST_72  H9   C19  C14  C15  180.00   0.0  0
 5BL  CONST_73  H7   C17  C16  C15  180.00   0.0  0
 5BL  CONST_74  H10  C22  C21  C20  180.00   0.0  0
 5BL  CONST_75  H11  C23  C22  C21  180.00   0.0  0
 5BL  CONST_76  H2   C2   C3   N4   180.00   0.0  0
 5BL  CONST_77  H16  O28  C26  C24  180.00   0.0  0
 5BL  Var_01    O27  C26  C24  C23    1.16  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
 5BL  plan-1  C1   0.020
 5BL  plan-1  C2   0.020
 5BL  plan-1  C3   0.020
 5BL  plan-1  N4   0.020
 5BL  plan-1  C5   0.020
 5BL  plan-1  C8   0.020
 5BL  plan-1  H1   0.020
 5BL  plan-1  H2   0.020
 5BL  plan-1  H12  0.020
 5BL  plan-1  H13  0.020
 5BL  plan-2  C11  0.020
 5BL  plan-2  C12  0.020
 5BL  plan-2  C13  0.020
 5BL  plan-2  C14  0.020
 5BL  plan-2  C15  0.020
 5BL  plan-2  C16  0.020
 5BL  plan-2  C17  0.020
 5BL  plan-2  C18  0.020
 5BL  plan-2  C19  0.020
 5BL  plan-2  C6   0.020
 5BL  plan-2  C10  0.020
 5BL  plan-2  H3   0.020
 5BL  plan-2  H4   0.020
 5BL  plan-2  H5   0.020
 5BL  plan-2  H6   0.020
 5BL  plan-2  H7   0.020
 5BL  plan-2  H8   0.020
 5BL  plan-2  H9   0.020
 5BL  plan-3  C3   0.020
 5BL  plan-3  C20  0.020
 5BL  plan-3  C21  0.020
 5BL  plan-3  C22  0.020
 5BL  plan-3  C23  0.020
 5BL  plan-3  C24  0.020
 5BL  plan-3  C26  0.020
 5BL  plan-3  C6   0.020
 5BL  plan-3  C7   0.020
 5BL  plan-3  C8   0.020
 5BL  plan-3  C9   0.020
 5BL  plan-3  C10  0.020
 5BL  plan-3  N25  0.020
 5BL  plan-3  H10  0.020
 5BL  plan-3  H11  0.020
 5BL  plan-3  H14  0.020
 5BL  plan-3  H15  0.020
 5BL  plan-4  C24  0.020
 5BL  plan-4  C26  0.020
 5BL  plan-4  O27  0.020
 5BL  plan-4  O28  0.020
 5BL  plan-4  H16  0.020

