# electronic Ligand Builder and Optimisation Workbench (eLBOW)
#   - a module of PHENIX version dev-svn-
#   - file written: Wed Jul 21 18:34:19 2021
#   Inital geometry file: a 107 line input string
#   Ligand name: 4-[(4-naphthalen-2-yl-1,3-thiazol-2-yl)amino]-2-oxidanyl-benzoic acid
#   Quantum optimisation: True
#   Method: PBEh-3c
#   Random seed: 3628800
#   SMILES string: OC(=O)c1ccc(Nc2scc(n2)c3ccc4ccccc4c3)cc1O
#
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
 N5Q  N5Q  '4-[(4-naphthalen-2-yl-1,3-thiazol-2-yl)amino]-2-oxidanyl-benzoic acid'  ligand  40  26  .  2022-03-23  2022-11-17
;
Directly from eLBOW using geometry from QM method PBEh-3c with CPCM solvent model
Validated by Mogul as PERFECT
;

data_comp_N5Q
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
 N5Q  C12   C  CR5   0   0.301  41.9721  31.4485  11.8452
 N5Q  C14   C  CR5   0   0.435  39.9939  30.7784  11.1442
 N5Q  C15   C  CR15  0  -0.620  39.7115  30.8539  12.4724
 N5Q  C17   C  CR6   0   0.055  39.0642  30.3714  10.0862
 N5Q  C18   C  CR16  0  -0.384  39.4731  30.3281   8.7747
 N5Q  C19   C  CR66  0   0.156  38.5933  29.9351   7.7417
 N5Q  C22   C  CR16  0  -0.259  36.8095  29.1485   5.7287
 N5Q  C23   C  CR16  0  -0.308  36.3807  29.1865   7.0286
 N5Q  C26   C  CR16  0  -0.326  37.7264  30.0122  10.3973
 N5Q  C04   C  CR6   0  -0.257  46.1112  32.2739   8.8145
 N5Q  C05   C  CR16  0  -0.250  46.4106  32.5232  10.1617
 N5Q  C06   C  CR16  0  -0.368  45.4687  32.3751  11.1449
 N5Q  C07   C  CR6   0   0.396  44.1633  31.9628  10.8116
 N5Q  C08   C  CR16  0  -0.435  43.8384  31.7123   9.4848
 N5Q  C09   C  CR6   0   0.406  44.8025  31.8653   8.4893
 N5Q  C20   C  CR16  0  -0.317  39.0080  29.8870   6.3896
 N5Q  C21   C  CR16  0  -0.257  38.1367  29.5025   5.4067
 N5Q  C24   C  CR66  0   0.100  37.2590  29.5790   8.0633
 N5Q  C25   C  CR16  0  -0.293  36.8560  29.6301   9.4196
 N5Q  N11   N  NH1   0  -0.776  43.2767  31.8353  11.8618
 N5Q  N13   N  N     0  -0.480  41.2803  31.1199  10.8070
 N5Q  O01   O  O     0  -0.494  46.8545  32.2105   6.5718
 N5Q  O03   O  OH1   0  -0.585  48.2975  32.7963   8.1618
 N5Q  O10   O  OH1   0  -0.623  44.4229  31.6062   7.2401
 N5Q  S16   S  S2    0   0.220  41.0970  31.3700  13.3514
 N5Q  H151  H  HCR5  0   0.308  38.7904  30.6375  12.9887
 N5Q  H181  H  HCR6  0   0.264  40.4883  30.6005   8.5151
 N5Q  H221  H  HCR6  0   0.259  36.1307  28.8477   4.9413
 N5Q  H231  H  HCR6  0   0.256  35.3619  28.9156   7.2782
 N5Q  H261  H  HCR6  0   0.252  37.3839  30.0373  11.4237
 N5Q  H051  H  HCR6  0   0.275  47.4051  32.8397  10.4434
 N5Q  H061  H  HCR6  0   0.277  45.7275  32.5734  12.1772
 N5Q  H081  H  HCR6  0   0.317  42.8454  31.3992   9.2046
 N5Q  H201  H  HCR6  0   0.255  40.0264  30.1617   6.1423
 N5Q  H211  H  HCR6  0   0.260  38.4627  29.4700   4.3753
 N5Q  H251  H  HCR6  0   0.258  35.8399  29.3570   9.6771
 N5Q  H111  H  HNH1  0   0.428  43.6620  32.0482  12.7690
 N5Q  H1    H  HOH1  0   0.491  48.8982  32.8751   7.4056
 N5Q  H101  H  HOH1  0   0.478  45.1920  31.7593   6.6498
 N5Q  C02   C  C     0   0.587  47.1004  32.4193   7.7527

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
 N5Q  C21  C22   aromatic  1.411  0.020  1.411
 N5Q  C21  C20   aromatic  1.369  0.020  1.369
 N5Q  C22  C23   aromatic  1.369  0.020  1.369
 N5Q  C20  C19   aromatic  1.415  0.020  1.415
 N5Q  O01  C02   double    1.224  0.020  1.224
 N5Q  C23  C24   aromatic  1.413  0.020  1.413
 N5Q  O10  C09   single    1.331  0.020  1.331
 N5Q  C02  O03   single    1.320  0.020  1.320
 N5Q  C02  C04   single    1.459  0.020  1.459
 N5Q  C19  C24   aromatic  1.418  0.020  1.418
 N5Q  C19  C18   aromatic  1.413  0.020  1.413
 N5Q  C24  C25   aromatic  1.416  0.020  1.416
 N5Q  C09  C04   aromatic  1.409  0.020  1.409
 N5Q  C09  C08   aromatic  1.394  0.020  1.394
 N5Q  C04  C05   aromatic  1.402  0.020  1.402
 N5Q  C18  C17   aromatic  1.374  0.020  1.374
 N5Q  C25  C26   aromatic  1.364  0.020  1.364
 N5Q  C08  C07   aromatic  1.389  0.020  1.389
 N5Q  C05  C06   aromatic  1.370  0.020  1.370
 N5Q  C17  C26   aromatic  1.420  0.020  1.420
 N5Q  C17  C14   single    1.466  0.020  1.466
 N5Q  C07  C06   aromatic  1.409  0.020  1.409
 N5Q  C07  N11   single    1.380  0.020  1.380
 N5Q  N13  C14   aromatic  1.373  0.020  1.373
 N5Q  N13  C12   aromatic  1.290  0.020  1.290
 N5Q  C14  C15   aromatic  1.360  0.020  1.360
 N5Q  N11  C12   single    1.361  0.020  1.361
 N5Q  C12  S16   aromatic  1.744  0.020  1.744
 N5Q  C15  S16   aromatic  1.720  0.020  1.720
 N5Q  C15  H151  single    0.930  0.020  1.080
 N5Q  C18  H181  single    0.930  0.020  1.080
 N5Q  C22  H221  single    0.930  0.020  1.080
 N5Q  C23  H231  single    0.930  0.020  1.080
 N5Q  C26  H261  single    0.930  0.020  1.080
 N5Q  C05  H051  single    0.930  0.020  1.080
 N5Q  C06  H061  single    0.930  0.020  1.080
 N5Q  C08  H081  single    0.930  0.020  1.080
 N5Q  C20  H201  single    0.930  0.020  1.080
 N5Q  C21  H211  single    0.930  0.020  1.080
 N5Q  C25  H251  single    0.930  0.020  1.080
 N5Q  N11  H111  single    0.860  0.020  1.020
 N5Q  O03  H1    single    0.850  0.020  0.980
 N5Q  O10  H101  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
 N5Q  S16   C12  N13  114.49  3.000
 N5Q  S16   C12  N11  118.90  3.000
 N5Q  N13   C12  N11  126.61  3.000
 N5Q  N13   C14  C17  119.07  3.000
 N5Q  N13   C14  C15  114.87  3.000
 N5Q  C17   C14  C15  126.05  3.000
 N5Q  H151  C15  S16  120.26  3.000
 N5Q  H151  C15  C14  129.35  3.000
 N5Q  S16   C15  C14  110.39  3.000
 N5Q  C26   C17  C18  118.78  3.000
 N5Q  C26   C17  C14  120.64  3.000
 N5Q  C18   C17  C14  120.58  3.000
 N5Q  H181  C18  C19  118.59  3.000
 N5Q  H181  C18  C17  119.99  3.000
 N5Q  C19   C18  C17  121.42  3.000
 N5Q  C24   C19  C20  118.95  3.000
 N5Q  C24   C19  C18  119.34  3.000
 N5Q  C20   C19  C18  121.71  3.000
 N5Q  H221  C22  C21  119.59  3.000
 N5Q  H221  C22  C23  120.13  3.000
 N5Q  C21   C22  C23  120.28  3.000
 N5Q  H231  C23  C24  119.04  3.000
 N5Q  H231  C23  C22  120.42  3.000
 N5Q  C24   C23  C22  120.55  3.000
 N5Q  H261  C26  C25  118.97  3.000
 N5Q  H261  C26  C17  120.01  3.000
 N5Q  C25   C26  C17  121.01  3.000
 N5Q  C09   C04  C05  118.13  3.000
 N5Q  C05   C04  C02  122.47  3.000
 N5Q  C09   C04  C02  119.40  3.000
 N5Q  H051  C05  C06  118.50  3.000
 N5Q  H051  C05  C04  119.92  3.000
 N5Q  C06   C05  C04  121.58  3.000
 N5Q  H061  C06  C07  120.04  3.000
 N5Q  H061  C06  C05  120.03  3.000
 N5Q  C07   C06  C05  119.93  3.000
 N5Q  N11   C07  C08  124.05  3.000
 N5Q  N11   C07  C06  116.24  3.000
 N5Q  C08   C07  C06  119.71  3.000
 N5Q  H081  C08  C09  118.89  3.000
 N5Q  H081  C08  C07  121.07  3.000
 N5Q  C09   C08  C07  120.04  3.000
 N5Q  O10   C09  C08  116.84  3.000
 N5Q  C08   C09  C04  120.62  3.000
 N5Q  O10   C09  C04  122.54  3.000
 N5Q  H201  C20  C21  120.38  3.000
 N5Q  H201  C20  C19  119.01  3.000
 N5Q  C21   C20  C19  120.61  3.000
 N5Q  H211  C21  C20  120.07  3.000
 N5Q  H211  C21  C22  119.56  3.000
 N5Q  C20   C21  C22  120.37  3.000
 N5Q  C25   C24  C23  122.32  3.000
 N5Q  C25   C24  C19  118.43  3.000
 N5Q  C23   C24  C19  119.25  3.000
 N5Q  H251  C25  C24  119.06  3.000
 N5Q  H251  C25  C26  119.93  3.000
 N5Q  C24   C25  C26  121.01  3.000
 N5Q  H111  N11  C07  114.81  3.000
 N5Q  H111  N11  C12  115.94  3.000
 N5Q  C07   N11  C12  129.25  3.000
 N5Q  C14   N13  C12  111.60  3.000
 N5Q  H1    O03  C02  110.09  3.000
 N5Q  H101  O10  C09  108.10  3.000
 N5Q  C15   S16  C12   88.64  3.000
 N5Q  O03   C02  O01  122.00  3.000
 N5Q  O03   C02  C04  114.70  3.000
 N5Q  O01   C02  C04  123.30  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
 N5Q  CONST_01  C17   C14  N13  C12   180.00   0.0  0
 N5Q  CONST_02  C15   C14  N13  C12     0.00   0.0  0
 N5Q  CONST_03  C14   C15  S16  C12     0.00   0.0  0
 N5Q  CONST_04  C19   C18  C17  C14   180.00   0.0  0
 N5Q  CONST_05  C25   C26  C17  C14   180.00   0.0  0
 N5Q  CONST_06  S16   C12  N13  C14     0.00   0.0  0
 N5Q  CONST_07  C18   C17  C14  C15   180.00   0.0  0
 N5Q  CONST_08  C26   C17  C14  C15     0.00   0.0  0
 N5Q  CONST_09  N13   C12  S16  C15     0.00   0.0  0
 N5Q  CONST_10  C20   C19  C18  C17   180.00   0.0  0
 N5Q  CONST_11  C24   C19  C18  C17     0.00   0.0  0
 N5Q  CONST_12  C24   C25  C26  C17     0.00   0.0  0
 N5Q  CONST_13  S16   C15  C14  C17   180.00   0.0  0
 N5Q  CONST_14  C21   C20  C19  C18   180.00   0.0  0
 N5Q  CONST_15  C23   C24  C19  C18   180.00   0.0  0
 N5Q  CONST_16  C25   C24  C19  C18     0.00   0.0  0
 N5Q  CONST_17  C25   C26  C17  C18     0.00   0.0  0
 N5Q  CONST_18  N13   C14  C17  C18     0.00   0.0  0
 N5Q  CONST_19  C22   C21  C20  C19     0.00   0.0  0
 N5Q  CONST_20  C22   C23  C24  C19     0.00   0.0  0
 N5Q  CONST_21  C26   C25  C24  C19     0.00   0.0  0
 N5Q  CONST_22  C26   C17  C18  C19     0.00   0.0  0
 N5Q  CONST_23  C25   C24  C23  C22   180.00   0.0  0
 N5Q  CONST_24  C20   C21  C22  C23     0.00   0.0  0
 N5Q  CONST_25  C20   C19  C24  C23     0.00   0.0  0
 N5Q  CONST_26  C26   C25  C24  C23   180.00   0.0  0
 N5Q  CONST_27  N13   C14  C17  C26   180.00   0.0  0
 N5Q  CONST_28  C07   C08  C09  C04     0.00   0.0  0
 N5Q  CONST_29  C07   C06  C05  C04     0.00   0.0  0
 N5Q  CONST_30  C08   C09  C04  C05     0.00   0.0  0
 N5Q  CONST_31  C08   C07  C06  C05     0.00   0.0  0
 N5Q  CONST_32  C09   C04  C05  C06     0.00   0.0  0
 N5Q  CONST_33  C09   C08  C07  C06     0.00   0.0  0
 N5Q  CONST_34  C25   C24  C19  C20   180.00   0.0  0
 N5Q  CONST_35  C24   C23  C22  C21     0.00   0.0  0
 N5Q  CONST_36  C24   C19  C20  C21     0.00   0.0  0
 N5Q  CONST_37  S16   C15  C14  N13     0.00   0.0  0
 N5Q  CONST_38  N11   C12  N13  C14   180.00   0.0  0
 N5Q  CONST_39  N11   C12  S16  C15   180.00   0.0  0
 N5Q  CONST_40  C08   C09  C04  C02   180.00   0.0  0
 N5Q  CONST_41  C06   C05  C04  C02   180.00   0.0  0
 N5Q  CONST_42  O10   C09  C04  C05   180.00   0.0  0
 N5Q  CONST_43  N11   C07  C06  C05   180.00   0.0  0
 N5Q  CONST_44  O10   C09  C08  C07   180.00   0.0  0
 N5Q  CONST_45  N11   C07  C08  C09   180.00   0.0  0
 N5Q  CONST_46  H151  C15  S16  C12   180.00   0.0  0
 N5Q  CONST_47  H181  C18  C17  C14     0.00   0.0  0
 N5Q  CONST_48  H261  C26  C17  C14     0.00   0.0  0
 N5Q  CONST_49  H251  C25  C26  C17   180.00   0.0  0
 N5Q  CONST_50  H201  C20  C19  C18     0.00   0.0  0
 N5Q  CONST_51  H211  C21  C20  C19   180.00   0.0  0
 N5Q  CONST_52  H231  C23  C24  C19   180.00   0.0  0
 N5Q  CONST_53  H081  C08  C09  C04   180.00   0.0  0
 N5Q  CONST_54  H061  C06  C05  C04   180.00   0.0  0
 N5Q  CONST_55  H051  C05  C06  C07   180.00   0.0  0
 N5Q  CONST_56  H221  C22  C21  C20   180.00   0.0  0
 N5Q  CONST_57  H1    O03  C02  C04   180.00   0.0  0
 N5Q  Var_01    C08   C07  N11  C12     0.69  30.0  2
 N5Q  Var_02    N13   C12  N11  C07    -0.41  30.0  2
 N5Q  Var_03    O01   C02  C04  C05  -179.72  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
 N5Q  plan-1  C12   0.020
 N5Q  plan-1  C14   0.020
 N5Q  plan-1  C15   0.020
 N5Q  plan-1  C17   0.020
 N5Q  plan-1  N11   0.020
 N5Q  plan-1  N13   0.020
 N5Q  plan-1  S16   0.020
 N5Q  plan-1  H151  0.020
 N5Q  plan-2  C04   0.020
 N5Q  plan-2  C05   0.020
 N5Q  plan-2  C06   0.020
 N5Q  plan-2  C07   0.020
 N5Q  plan-2  C08   0.020
 N5Q  plan-2  C09   0.020
 N5Q  plan-2  N11   0.020
 N5Q  plan-2  O10   0.020
 N5Q  plan-2  H051  0.020
 N5Q  plan-2  H061  0.020
 N5Q  plan-2  H081  0.020
 N5Q  plan-2  C02   0.020
 N5Q  plan-3  C14   0.020
 N5Q  plan-3  C17   0.020
 N5Q  plan-3  C18   0.020
 N5Q  plan-3  C19   0.020
 N5Q  plan-3  C22   0.020
 N5Q  plan-3  C23   0.020
 N5Q  plan-3  C26   0.020
 N5Q  plan-3  C20   0.020
 N5Q  plan-3  C21   0.020
 N5Q  plan-3  C24   0.020
 N5Q  plan-3  C25   0.020
 N5Q  plan-3  H181  0.020
 N5Q  plan-3  H221  0.020
 N5Q  plan-3  H231  0.020
 N5Q  plan-3  H261  0.020
 N5Q  plan-3  H201  0.020
 N5Q  plan-3  H211  0.020
 N5Q  plan-3  H251  0.020
 N5Q  plan-4  C04   0.020
 N5Q  plan-4  O01   0.020
 N5Q  plan-4  O03   0.020
 N5Q  plan-4  H1    0.020
 N5Q  plan-4  C02   0.020

