# electronic Ligand Builder and Optimisation Workbench (eLBOW)
#   - a module of PHENIX version dev-svn-
#   - file written: Tue Mar  8 15:51:08 2022
#   Inital geometry file: a 131 line input string
#   Ligand name: 2-(5-carbamimidoyl-2-hydroxyphenoxy)-6-[3-(1H-imidazol-2-yl)phenoxy]pyridine-4-carboxylic acid
#   Quantum optimisation: True
#   Method: PBEh-3c
#   Random seed: 3628800
#   SMILES string: NC(=N)c1ccc(O)c(Oc2cc(cc(Oc3cccc(c3)c4[nH]ccn4)n2)C(O)=O)c1
#
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
 688  688  '2-(5-carbamimidoyl-2-hydroxyphenoxy)-6-[3-(1H-imidazol-2-yl)phenoxy]pyridine-4-carboxylic acid'  ligand  48  32  .  2022-03-10  2022-03-10
;
Directly from eLBOW using geometry from QM method PBEh-3c with CPCM solvent model
Validated by Mogul as PERFECT
;

data_comp_688
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
 688  C1    C  C1     0  -0.463  -3.0263  -0.3708  -2.4092
 688  C2    C  C      0   0.015  -4.1566  -0.6437  -1.6447
 688  C3    C  C1     0  -0.463  -4.0094  -1.1156  -0.3453
 688  C4    C  C      0   0.571  -2.7205  -1.3273   0.1160
 688  N5    N  N      0  -0.563  -1.6488  -1.1206  -0.6210
 688  C6    C  C      0   0.577  -1.7945  -0.6201  -1.8305
 688  O1    O  O2     0  -0.509  -2.5462  -1.7802   1.3760
 688  O2    O  O2     0  -0.513  -0.6681  -0.3536  -2.5270
 688  C7    C  C      0   0.424  -5.5554  -0.3927  -2.2199
 688  O3    O  O      0  -0.578  -5.5963   0.0522  -3.3792
 688  O4    O  OC    -1  -0.578  -6.5099  -0.6598  -1.4710
 688  C11   C  CR6    0   0.282   0.4965  -0.0488  -1.8436
 688  C12   C  CR16   0  -0.373   0.9581   1.2509  -1.9344
 688  C13   C  CR6    0   0.011   2.1836   1.6123  -1.3842
 688  C14   C  CR16   0  -0.258   2.9442   0.6365  -0.7478
 688  C15   C  CR16   0  -0.336   2.4643  -0.6539  -0.6207
 688  C16   C  CR6    0   0.315   1.2328  -1.0188  -1.1542
 688  C17   C  C      0   0.339   2.6335   3.0267  -1.4542
 688  N11   N  N      0  -0.648   1.8567   4.0397  -1.3682
 688  N12   N  NH2    0  -0.805   3.9788   3.1988  -1.5790
 688  O11   O  OH1    0  -0.655   0.8059  -2.2860  -1.0102
 688  C21   C  CR6    0   0.365  -1.2806  -1.7744   1.9202
 688  C22   C  CR16   0  -0.332  -0.8087  -2.9577   2.4643
 688  C23   C  CR16   0  -0.236   0.4556  -2.9706   3.0391
 688  C24   C  CR16   0  -0.323   1.2446  -1.8322   3.0432
 688  C25   C  CR6    0   0.065   0.7643  -0.6464   2.4848
 688  C26   C  CR16   0  -0.338  -0.5173  -0.6198   1.9439
 688  C27   C  C      0   0.475   1.5681   0.5703   2.4167
 688  N21   N  NC1    0  -0.633   2.8930   0.6228   2.6877
 688  N22   N  N      0  -0.449   1.1236   1.7521   2.0544
 688  C28   C  C1     0  -0.192   2.1985   2.5846   2.0827
 688  C29   C  C1     0  -0.105   3.3149   1.9004   2.4753
 688  H1    H  H      0   0.269  -3.1060   0.0331  -3.4081
 688  H3    H  H      0   0.269  -4.8679  -1.3051   0.2829
 688  H12   H  HCR6   0   0.270   0.3611   1.9783  -2.4726
 688  H14   H  HCR6   0   0.259   3.8958   0.8926  -0.3022
 688  H15   H  HCR6   0   0.265   3.0343  -1.3983  -0.0797
 688  HN11  H  H      0   0.328   0.9103   3.7421  -1.1628
 688  H121  H  HNH2   0   0.382   4.2963   4.1391  -1.7515
 688  H122  H  HNH2   0   0.390   4.5156   2.4854  -2.0424
 688  HO11  H  HOH1   0   0.481  -0.1361  -2.2400  -0.7574
 688  H22   H  HCR6   0   0.272  -1.4167  -3.8526   2.4372
 688  H23   H  HCR6   0   0.266   0.8327  -3.8855   3.4761
 688  H24   H  HCR6   0   0.243   2.2290  -1.8800   3.4915
 688  H26   H  HCR6   0   0.270  -0.8852   0.3006   1.5130
 688  HN21  H  HNC1   0   0.417   3.4883  -0.1435   2.9585
 688  H28   H  H      0   0.242   2.1211   3.6257   1.8120
 688  H29   H  H      0   0.283   4.3398   2.1986   2.6132

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
 688  C1   C2    aromatic  1.392  0.020  1.392
 688  C1   C6    aromatic  1.384  0.020  1.384
 688  C1   H1    single    0.930  0.020  1.080
 688  C2   C3    aromatic  1.390  0.020  1.390
 688  C2   C7    single    1.533  0.020  1.533
 688  C3   C4    aromatic  1.385  0.020  1.385
 688  C3   H3    single    0.930  0.020  1.080
 688  C4   N5    aromatic  1.317  0.020  1.317
 688  C4   O1    single    1.350  0.020  1.350
 688  N5   C6    aromatic  1.317  0.020  1.317
 688  C6   O2    single    1.351  0.020  1.351
 688  O1   C21   single    1.378  0.020  1.378
 688  O2   C11   single    1.384  0.020  1.384
 688  C7   O3    deloc     1.242  0.020  1.242
 688  C7   O4    deloc     1.242  0.020  1.242
 688  C11  C12   aromatic  1.382  0.020  1.382
 688  C11  C16   aromatic  1.399  0.020  1.399
 688  C12  C13   aromatic  1.391  0.020  1.391
 688  C12  H12   single    0.930  0.020  1.080
 688  C13  C14   aromatic  1.391  0.020  1.391
 688  C13  C17   single    1.486  0.020  1.486
 688  C14  C15   aromatic  1.383  0.020  1.383
 688  C14  H14   single    0.930  0.020  1.080
 688  C15  C16   aromatic  1.391  0.020  1.391
 688  C15  H15   single    0.930  0.020  1.080
 688  C16  O11   single    1.345  0.020  1.345
 688  C17  N11   double    1.279  0.020  1.279
 688  C17  N12   single    1.362  0.020  1.362
 688  N11  HN11  single    0.890  0.020  1.040
 688  N12  H121  single    0.890  0.020  1.040
 688  N12  H122  single    0.890  0.020  1.040
 688  O11  HO11  single    0.850  0.020  0.980
 688  C21  C22   aromatic  1.385  0.020  1.385
 688  C21  C26   aromatic  1.384  0.020  1.384
 688  C22  C23   aromatic  1.389  0.020  1.389
 688  C22  H22   single    0.930  0.020  1.080
 688  C23  C24   aromatic  1.385  0.020  1.385
 688  C23  H23   single    0.930  0.020  1.080
 688  C24  C25   aromatic  1.396  0.020  1.396
 688  C24  H24   single    0.930  0.020  1.080
 688  C25  C26   aromatic  1.391  0.020  1.391
 688  C25  C27   single    1.460  0.020  1.460
 688  C26  H26   single    0.930  0.020  1.080
 688  C27  N21   aromatic  1.353  0.020  1.353
 688  C27  N22   aromatic  1.314  0.020  1.314
 688  N21  C29   aromatic  1.362  0.020  1.362
 688  N21  HN21  single    0.860  0.020  1.020
 688  N22  C28   aromatic  1.360  0.020  1.360
 688  C28  C29   aromatic  1.367  0.020  1.367
 688  C28  H28   single    0.930  0.020  1.080
 688  C29  H29   single    0.930  0.020  1.080

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
 688  H1    C1   C6    121.31  3.000
 688  H1    C1   C2    121.42  3.000
 688  C6    C1   C2    117.26  3.000
 688  C7    C2   C3    120.19  3.000
 688  C7    C2   C1    120.19  3.000
 688  C3    C2   C1    119.60  3.000
 688  H3    C3   C4    121.26  3.000
 688  H3    C3   C2    121.25  3.000
 688  C4    C3   C2    117.49  3.000
 688  O1    C4   N5    118.03  3.000
 688  O1    C4   C3    118.82  3.000
 688  N5    C4   C3    123.15  3.000
 688  C6    N5   C4    118.92  3.000
 688  O2    C6   N5    117.14  3.000
 688  O2    C6   C1    119.42  3.000
 688  N5    C6   C1    123.44  3.000
 688  C21   O1   C4    119.06  3.000
 688  C11   O2   C6    119.36  3.000
 688  O4    C7   O3    127.90  3.000
 688  O4    C7   C2    116.08  3.000
 688  O3    C7   C2    116.02  3.000
 688  C16   C11  C12   120.56  3.000
 688  C16   C11  O2    122.23  3.000
 688  C12   C11  O2    117.10  3.000
 688  H12   C12  C13   120.48  3.000
 688  H12   C12  C11   118.66  3.000
 688  C13   C12  C11   120.83  3.000
 688  C17   C13  C14   121.58  3.000
 688  C17   C13  C12   119.69  3.000
 688  C14   C13  C12   118.71  3.000
 688  H14   C14  C15   119.24  3.000
 688  H14   C14  C13   120.22  3.000
 688  C15   C14  C13   120.46  3.000
 688  H15   C15  C16   118.53  3.000
 688  H15   C15  C14   120.33  3.000
 688  C16   C15  C14   121.13  3.000
 688  O11   C16  C15   119.16  3.000
 688  O11   C16  C11   122.60  3.000
 688  C15   C16  C11   118.23  3.000
 688  N12   C17  N11   120.39  3.000
 688  N12   C17  C13   115.07  3.000
 688  N11   C17  C13   124.52  3.000
 688  HN11  N11  C17   110.37  3.000
 688  H122  N12  H121  114.52  3.000
 688  H122  N12  C17   118.67  3.000
 688  H121  N12  C17   116.42  3.000
 688  HO11  O11  C16   106.84  3.000
 688  C26   C21  C22   121.19  3.000
 688  C26   C21  O1    121.12  3.000
 688  C22   C21  O1    117.68  3.000
 688  H22   C22  C23   120.93  3.000
 688  H22   C22  C21   120.34  3.000
 688  C23   C22  C21   118.72  3.000
 688  H23   C23  C24   119.69  3.000
 688  H23   C23  C22   119.50  3.000
 688  C24   C23  C22   120.81  3.000
 688  H24   C24  C25   121.06  3.000
 688  H24   C24  C23   118.87  3.000
 688  C25   C24  C23   120.06  3.000
 688  C27   C25  C26   118.23  3.000
 688  C27   C25  C24   122.50  3.000
 688  C26   C25  C24   119.26  3.000
 688  H26   C26  C25   119.01  3.000
 688  H26   C26  C21   121.04  3.000
 688  C25   C26  C21   119.91  3.000
 688  N22   C27  N21   110.58  3.000
 688  N22   C27  C25   125.20  3.000
 688  N21   C27  C25   124.20  3.000
 688  HN21  N21  C29   124.91  3.000
 688  HN21  N21  C27   127.07  3.000
 688  C29   N21  C27   107.97  3.000
 688  C28   N22  C27   106.12  3.000
 688  H28   C28  C29   127.87  3.000
 688  H28   C28  N22   121.94  3.000
 688  C29   C28  N22   110.19  3.000
 688  H29   C29  C28   132.52  3.000
 688  H29   C29  N21   122.33  3.000
 688  C28   C29  N21   105.14  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
 688  CONST_01  C4    C3   C2   C1      0.00   0.0  0
 688  CONST_02  C4    N5   C6   C1      0.00   0.0  0
 688  CONST_03  N5    C6   C1   C2      0.00   0.0  0
 688  CONST_04  N5    C4   C3   C2      0.00   0.0  0
 688  CONST_05  C6    C1   C2   C3      0.00   0.0  0
 688  CONST_06  C6    N5   C4   C3      0.00   0.0  0
 688  CONST_07  C14   C13  C12  C11     0.00   0.0  0
 688  CONST_08  C14   C15  C16  C11     0.00   0.0  0
 688  CONST_09  C15   C16  C11  C12     0.00   0.0  0
 688  CONST_10  C15   C14  C13  C12     0.00   0.0  0
 688  CONST_11  C16   C11  C12  C13     0.00   0.0  0
 688  CONST_12  C16   C15  C14  C13     0.00   0.0  0
 688  CONST_13  C24   C23  C22  C21     0.00   0.0  0
 688  CONST_14  C24   C25  C26  C21     0.00   0.0  0
 688  CONST_15  C27   C25  C26  C21   180.00   0.0  0
 688  CONST_16  C25   C26  C21  C22     0.00   0.0  0
 688  CONST_17  C25   C24  C23  C22     0.00   0.0  0
 688  CONST_18  C26   C21  C22  C23     0.00   0.0  0
 688  CONST_19  C26   C25  C24  C23     0.00   0.0  0
 688  CONST_20  C27   C25  C24  C23   180.00   0.0  0
 688  CONST_21  N21   C27  C25  C24     0.00   0.0  0
 688  CONST_22  N22   C27  C25  C24   180.00   0.0  0
 688  CONST_23  C29   N21  C27  C25   180.00   0.0  0
 688  CONST_24  C28   N22  C27  C25   180.00   0.0  0
 688  CONST_25  N21   C27  C25  C26   180.00   0.0  0
 688  CONST_26  N22   C27  C25  C26     0.00   0.0  0
 688  CONST_27  C28   C29  N21  C27     0.00   0.0  0
 688  CONST_28  C29   C28  N22  C27     0.00   0.0  0
 688  CONST_29  C28   N22  C27  N21     0.00   0.0  0
 688  CONST_30  N22   C28  C29  N21     0.00   0.0  0
 688  CONST_31  C29   N21  C27  N22     0.00   0.0  0
 688  CONST_32  O2    C6   C1   C2    180.00   0.0  0
 688  CONST_33  O1    C4   C3   C2    180.00   0.0  0
 688  CONST_34  C7    C2   C3   C4    180.00   0.0  0
 688  CONST_35  O2    C6   N5   C4    180.00   0.0  0
 688  CONST_36  C7    C2   C1   C6    180.00   0.0  0
 688  CONST_37  O1    C4   N5   C6    180.00   0.0  0
 688  CONST_38  C23   C22  C21  O1    180.00   0.0  0
 688  CONST_39  C25   C26  C21  O1    180.00   0.0  0
 688  CONST_40  C13   C12  C11  O2    180.00   0.0  0
 688  CONST_41  C15   C16  C11  O2    180.00   0.0  0
 688  CONST_42  C17   C13  C12  C11   180.00   0.0  0
 688  CONST_43  O11   C16  C11  C12   180.00   0.0  0
 688  CONST_44  O11   C16  C15  C14   180.00   0.0  0
 688  CONST_45  C17   C13  C14  C15   180.00   0.0  0
 688  CONST_46  H3    C3   C2   C1    180.00   0.0  0
 688  CONST_47  H1    C1   C2   C3    180.00   0.0  0
 688  CONST_48  H15   C15  C16  C11   180.00   0.0  0
 688  CONST_49  H14   C14  C13  C12   180.00   0.0  0
 688  CONST_50  H12   C12  C13  C14   180.00   0.0  0
 688  CONST_51  H23   C23  C22  C21   180.00   0.0  0
 688  CONST_52  H26   C26  C21  C22   180.00   0.0  0
 688  CONST_53  H24   C24  C23  C22   180.00   0.0  0
 688  CONST_54  H22   C22  C23  C24   180.00   0.0  0
 688  CONST_55  HN21  N21  C27  C25     0.00   0.0  0
 688  CONST_56  H29   C29  N21  C27   180.00   0.0  0
 688  CONST_57  H28   C28  N22  C27   180.00   0.0  0
 688  CONST_58  HN11  N11  C17  C13     0.00   0.0  0
 688  CONST_59  H121  N12  C17  C13   180.00   0.0  0
 688  Var_01    C22   C21  O1   C4   -127.52  30.0  2
 688  Var_02    C12   C11  O2   C6   -110.72  30.0  2
 688  Var_03    O3    C7   C2   C1      0.23  30.0  2
 688  Var_04    N11   C17  C13  C12    35.42  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
 688  plan-1  C25   0.020
 688  plan-1  C27   0.020
 688  plan-1  N21   0.020
 688  plan-1  N22   0.020
 688  plan-1  C28   0.020
 688  plan-1  C29   0.020
 688  plan-1  HN21  0.020
 688  plan-1  H28   0.020
 688  plan-1  H29   0.020
 688  plan-2  C1    0.020
 688  plan-2  C2    0.020
 688  plan-2  C3    0.020
 688  plan-2  C4    0.020
 688  plan-2  N5    0.020
 688  plan-2  C6    0.020
 688  plan-2  O1    0.020
 688  plan-2  O2    0.020
 688  plan-2  C7    0.020
 688  plan-2  H1    0.020
 688  plan-2  H3    0.020
 688  plan-3  O2    0.020
 688  plan-3  C11   0.020
 688  plan-3  C12   0.020
 688  plan-3  C13   0.020
 688  plan-3  C14   0.020
 688  plan-3  C15   0.020
 688  plan-3  C16   0.020
 688  plan-3  C17   0.020
 688  plan-3  O11   0.020
 688  plan-3  H12   0.020
 688  plan-3  H14   0.020
 688  plan-3  H15   0.020
 688  plan-4  O1    0.020
 688  plan-4  C21   0.020
 688  plan-4  C22   0.020
 688  plan-4  C23   0.020
 688  plan-4  C24   0.020
 688  plan-4  C25   0.020
 688  plan-4  C26   0.020
 688  plan-4  C27   0.020
 688  plan-4  H22   0.020
 688  plan-4  H23   0.020
 688  plan-4  H24   0.020
 688  plan-4  H26   0.020
 688  plan-5  C13   0.020
 688  plan-5  C17   0.020
 688  plan-5  N11   0.020
 688  plan-5  N12   0.020
 688  plan-5  HN11  0.020
 688  plan-5  H121  0.020
 688  plan-5  H122  0.020
 688  plan-6  C2    0.020
 688  plan-6  C7    0.020
 688  plan-6  O3    0.020
 688  plan-6  O4    0.020

