# electronic Ligand Builder and Optimisation Workbench (eLBOW)
#   - a module of PHENIX version dev-svn-
#   - file written: Wed Apr 29 13:29:44 2020
#   Inital geometry file: a 104 line input string
#   Ligand name: N-hydroxy-4-[(2-propylimidazo[1,2-a]pyridin-3-yl)amino]benzamide
#   Quantum optimisation: True
#   Method: PBEh-3c
#   Random seed: 3628800
#   SMILES string: CCCc1nc2ccccn2c1Nc3ccc(cc3)C(=O)NO
#
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
 F1Y  F1Y  N-hydroxy-4-[(2-propylimidazo[1,2-a]pyridin-3-yl)amino]benzamide  ligand  41  23  .  2021-08-09  2021-08-09  
;
Directly from eLBOW using geometry from QM method PBEh-3c with CPCM solvent model
Validated by Mogul as PERFECT
;

data_comp_F1Y
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
 F1Y  C10  C  CR6   0  -0.092   3.1141  -0.0723   0.2890
 F1Y  C13  C  C     0   0.494   4.5443   0.0060  -0.0989
 F1Y  C20  C  CR16  0  -0.153  -3.9916   3.2733  -0.3231
 F1Y  C21  C  CR16  0  -0.407  -4.3412   2.0280  -0.7593
 F1Y  C22  C  CR56  0   0.535  -3.5858   0.9158  -0.3368
 F1Y  C01  C  CH3   0  -0.665  -1.6083  -4.3849  -1.4243
 F1Y  C02  C  CH2   0  -0.423  -1.7720  -2.8773  -1.3030
 F1Y  C04  C  CR5   0   0.168  -2.7294  -1.0037   0.0674
 F1Y  C05  C  CR5   0   0.349  -1.9671  -0.1050   0.7763
 F1Y  C07  C  CR6   0   0.372   0.4356  -0.1921   1.1465
 F1Y  C08  C  CR16  0  -0.328   1.4891  -0.2998   2.0645
 F1Y  C09  C  CR16  0  -0.257   2.7987  -0.2309   1.6393
 F1Y  C11  C  CR16  0  -0.275   2.0624   0.0452  -0.6197
 F1Y  C12  C  CR16  0  -0.315   0.7444  -0.0089  -0.2058
 F1Y  C18  C  CR16  0   0.035  -2.1616   2.3710   0.9498
 F1Y  C19  C  CR16  0  -0.402  -2.8828   3.4470   0.5432
 F1Y  N06  N  NH1   0  -0.790  -0.8632  -0.2628   1.5922
 F1Y  N15  N  NH1   0  -0.391   4.7906  -0.2983  -1.3985
 F1Y  N17  N  N     0  -0.518  -2.5199   1.1342   0.5113
 F1Y  N23  N  N     0  -0.499  -3.7180  -0.3719  -0.6109
 F1Y  O14  O  O     0  -0.467   5.4195   0.3428   0.6798
 F1Y  O16  O  OH1   0  -0.542   6.0906  -0.3994  -1.8028
 F1Y  H1   H  HCR6  0   0.274  -4.5623   4.1370  -0.6357
 F1Y  H2   H  HCR6  0   0.277  -5.1811   1.8675  -1.4208
 F1Y  H3   H  HCH3  0   0.220  -2.5763  -4.8881  -1.4623
 F1Y  H4   H  HCH3  0   0.230  -1.0626  -4.6514  -2.3300
 F1Y  H5   H  HCH3  0   0.219  -1.0572  -4.7925  -0.5748
 F1Y  H6   H  HCH2  0   0.223  -0.7888  -2.3996  -1.3118
 F1Y  H7   H  HCH2  0   0.240  -3.4880  -2.9757  -0.0045
 F1Y  H8   H  HCR6  0   0.267   1.2732  -0.4347   3.1175
 F1Y  H9   H  HCR6  0   0.261   3.5917  -0.3099   2.3710
 F1Y  H10  H  HCR6  0   0.262   2.2533   0.2105  -1.6726
 F1Y  H11  H  HCR6  0   0.272  -0.0454   0.0935  -0.9385
 F1Y  H12  H  HCR6  0   0.304  -1.3096   2.4264   1.6112
 F1Y  H13  H  HCR6  0   0.279  -2.6018   4.4308   0.8888
 F1Y  H14  H  HNH1  0   0.402  -1.0068  -0.3591   2.5861
 F1Y  H15  H  HNH1  0   0.413   4.1639  -0.9024  -1.9113
 F1Y  H16  H  HOH1  0   0.478   6.2693   0.4007  -2.3123
 F1Y  H17  H  HCH2  0   0.224  -2.3099  -2.4902  -2.1724
 F1Y  H18  H  HCH2  0   0.235  -1.9608  -2.8240   0.8459
 F1Y  C03  C  CH2   0  -0.507  -2.5168  -2.4744  -0.0275

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
 F1Y  C02  C01  single    1.521  0.020  1.521
 F1Y  C02  C03  single    1.531  0.020  1.531
 F1Y  C03  C04  single    1.489  0.020  1.489
 F1Y  O16  N15  single    1.365  0.020  1.365
 F1Y  N15  C13  single    1.357  0.020  1.357
 F1Y  C13  C10  single    1.484  0.020  1.484
 F1Y  C13  O14  double    1.219  0.020  1.219
 F1Y  C04  N23  aromatic  1.355  0.020  1.355
 F1Y  C04  C05  aromatic  1.375  0.020  1.375
 F1Y  C11  C10  aromatic  1.395  0.020  1.395
 F1Y  C11  C12  aromatic  1.383  0.020  1.383
 F1Y  C10  C09  aromatic  1.396  0.020  1.396
 F1Y  C12  C07  aromatic  1.399  0.020  1.399
 F1Y  N23  C22  aromatic  1.323  0.020  1.323
 F1Y  C09  C08  aromatic  1.379  0.020  1.379
 F1Y  C07  C08  aromatic  1.401  0.020  1.401
 F1Y  C07  N06  single    1.375  0.020  1.375
 F1Y  N06  C05  single    1.382  0.020  1.382
 F1Y  C05  N17  aromatic  1.383  0.020  1.383
 F1Y  C22  N17  aromatic  1.379  0.020  1.379
 F1Y  C22  C21  aromatic  1.409  0.020  1.409
 F1Y  N17  C18  aromatic  1.360  0.020  1.360
 F1Y  C21  C20  aromatic  1.365  0.020  1.365
 F1Y  C18  C19  aromatic  1.358  0.020  1.358
 F1Y  C20  C19  aromatic  1.418  0.020  1.418
 F1Y  C20  H1   single    0.930  0.020  1.080
 F1Y  C21  H2   single    0.930  0.020  1.080
 F1Y  C01  H3   single    0.970  0.020  1.090
 F1Y  C01  H4   single    0.970  0.020  1.090
 F1Y  C01  H5   single    0.970  0.020  1.090
 F1Y  C02  H6   single    0.970  0.020  1.090
 F1Y  C03  H7   single    0.970  0.020  1.090
 F1Y  C08  H8   single    0.930  0.020  1.080
 F1Y  C09  H9   single    0.930  0.020  1.080
 F1Y  C11  H10  single    0.930  0.020  1.080
 F1Y  C12  H11  single    0.930  0.020  1.080
 F1Y  C18  H12  single    0.930  0.020  1.080
 F1Y  C19  H13  single    0.930  0.020  1.080
 F1Y  N06  H14  single    0.860  0.020  1.020
 F1Y  N15  H15  single    0.890  0.020  1.040
 F1Y  O16  H16  single    0.850  0.020  0.980
 F1Y  C02  H17  single    0.970  0.020  1.090
 F1Y  C03  H18  single    0.970  0.020  1.090

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
 F1Y  C11  C10  C09  118.00  3.000
 F1Y  C09  C10  C13  118.47  3.000
 F1Y  C11  C10  C13  123.50  3.000
 F1Y  O14  C13  N15  122.91  3.000
 F1Y  O14  C13  C10  122.66  3.000
 F1Y  N15  C13  C10  114.42  3.000
 F1Y  H1   C20  C19  119.44  3.000
 F1Y  H1   C20  C21  120.08  3.000
 F1Y  C19  C20  C21  120.48  3.000
 F1Y  H2   C21  C22  118.87  3.000
 F1Y  H2   C21  C20  122.00  3.000
 F1Y  C22  C21  C20  119.13  3.000
 F1Y  N23  C22  N17  111.02  3.000
 F1Y  N17  C22  C21  118.26  3.000
 F1Y  N23  C22  C21  130.71  3.000
 F1Y  H5   C01  H4   107.60  3.000
 F1Y  H5   C01  H3   107.62  3.000
 F1Y  H4   C01  H3   107.59  3.000
 F1Y  H5   C01  C02  111.24  3.000
 F1Y  H4   C01  C02  111.24  3.000
 F1Y  H3   C01  C02  111.36  3.000
 F1Y  H17  C02  H6   106.35  3.000
 F1Y  H17  C02  C03  109.27  3.000
 F1Y  H6   C02  C03  109.22  3.000
 F1Y  H17  C02  C01  109.90  3.000
 F1Y  H6   C02  C01  109.62  3.000
 F1Y  C03  C02  C01  112.31  3.000
 F1Y  N23  C04  C05  110.96  3.000
 F1Y  C05  C04  C03  126.81  3.000
 F1Y  N23  C04  C03  122.19  3.000
 F1Y  N17  C05  N06  122.35  3.000
 F1Y  N17  C05  C04  105.38  3.000
 F1Y  N06  C05  C04  132.27  3.000
 F1Y  N06  C07  C12  121.90  3.000
 F1Y  N06  C07  C08  119.59  3.000
 F1Y  C12  C07  C08  118.51  3.000
 F1Y  H8   C08  C09  119.69  3.000
 F1Y  H8   C08  C07  119.76  3.000
 F1Y  C09  C08  C07  120.54  3.000
 F1Y  H9   C09  C08  118.95  3.000
 F1Y  H9   C09  C10  119.80  3.000
 F1Y  C08  C09  C10  121.25  3.000
 F1Y  H10  C11  C12  117.72  3.000
 F1Y  H10  C11  C10  120.89  3.000
 F1Y  C12  C11  C10  121.36  3.000
 F1Y  H11  C12  C11  119.29  3.000
 F1Y  H11  C12  C07  120.38  3.000
 F1Y  C11  C12  C07  120.32  3.000
 F1Y  H12  C18  N17  116.86  3.000
 F1Y  H12  C18  C19  124.18  3.000
 F1Y  N17  C18  C19  118.96  3.000
 F1Y  H13  C19  C18  119.21  3.000
 F1Y  H13  C19  C20  120.70  3.000
 F1Y  C18  C19  C20  120.09  3.000
 F1Y  H14  N06  C07  117.31  3.000
 F1Y  H14  N06  C05  118.62  3.000
 F1Y  C07  N06  C05  123.87  3.000
 F1Y  H15  N15  O16  113.33  3.000
 F1Y  H15  N15  C13  120.50  3.000
 F1Y  O16  N15  C13  118.23  3.000
 F1Y  C18  N17  C05  130.38  3.000
 F1Y  C18  N17  C22  123.07  3.000
 F1Y  C05  N17  C22  106.55  3.000
 F1Y  C04  N23  C22  106.09  3.000
 F1Y  H16  O16  N15  105.74  3.000
 F1Y  H18  C03  H7   106.77  3.000
 F1Y  H18  C03  C04  109.74  3.000
 F1Y  H7   C03  C04  108.95  3.000
 F1Y  H18  C03  C02  109.52  3.000
 F1Y  H7   C03  C02  109.21  3.000
 F1Y  C04  C03  C02  112.49  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
 F1Y  CONST_01  C07  C12  C11  C10     0.00   0.0  0
 F1Y  CONST_02  C07  C08  C09  C10     0.00   0.0  0
 F1Y  CONST_03  N23  C22  C21  C20   180.00   0.0  0
 F1Y  CONST_04  N17  C22  C21  C20     0.00   0.0  0
 F1Y  CONST_05  N17  C18  C19  C20     0.00   0.0  0
 F1Y  CONST_06  C04  N23  C22  C21   180.00   0.0  0
 F1Y  CONST_07  C05  N17  C22  C21   180.00   0.0  0
 F1Y  CONST_08  C18  N17  C22  C21     0.00   0.0  0
 F1Y  CONST_09  C18  C19  C20  C21     0.00   0.0  0
 F1Y  CONST_10  C05  C04  N23  C22     0.00   0.0  0
 F1Y  CONST_11  C04  C05  N17  C22     0.00   0.0  0
 F1Y  CONST_12  C19  C18  N17  C22     0.00   0.0  0
 F1Y  CONST_13  C19  C20  C21  C22     0.00   0.0  0
 F1Y  CONST_14  N17  C22  N23  C04     0.00   0.0  0
 F1Y  CONST_15  C18  N17  C05  C04   180.00   0.0  0
 F1Y  CONST_16  N23  C22  N17  C05     0.00   0.0  0
 F1Y  CONST_17  C19  C18  N17  C05   180.00   0.0  0
 F1Y  CONST_18  C11  C10  C09  C08     0.00   0.0  0
 F1Y  CONST_19  C11  C12  C07  C08     0.00   0.0  0
 F1Y  CONST_20  C12  C11  C10  C09     0.00   0.0  0
 F1Y  CONST_21  C12  C07  C08  C09     0.00   0.0  0
 F1Y  CONST_22  N23  C22  N17  C18   180.00   0.0  0
 F1Y  CONST_23  N23  C04  C05  N17     0.00   0.0  0
 F1Y  CONST_24  C12  C11  C10  C13   180.00   0.0  0
 F1Y  CONST_25  C08  C09  C10  C13   180.00   0.0  0
 F1Y  CONST_26  C03  C04  N23  C22   180.00   0.0  0
 F1Y  CONST_27  N06  C05  N17  C22   180.00   0.0  0
 F1Y  CONST_28  N17  C05  C04  C03   180.00   0.0  0
 F1Y  CONST_29  N06  C07  C08  C09   180.00   0.0  0
 F1Y  CONST_30  N06  C07  C12  C11   180.00   0.0  0
 F1Y  CONST_31  N06  C05  N17  C18     0.00   0.0  0
 F1Y  CONST_32  N23  C04  C05  N06   180.00   0.0  0
 F1Y  CONST_33  H11  C12  C11  C10   180.00   0.0  0
 F1Y  CONST_34  H8   C08  C09  C10   180.00   0.0  0
 F1Y  CONST_35  H12  C18  C19  C20   180.00   0.0  0
 F1Y  CONST_36  H13  C19  C20  C21   180.00   0.0  0
 F1Y  CONST_37  H1   C20  C21  C22   180.00   0.0  0
 F1Y  CONST_38  H10  C11  C12  C07   180.00   0.0  0
 F1Y  CONST_39  H9   C09  C08  C07   180.00   0.0  0
 F1Y  CONST_40  H2   C21  C20  C19   180.00   0.0  0
 F1Y  CONST_41  O16  N15  C13  C10   180.00   0.0  0
 F1Y  CONST_43  O16  N15  C13  O14     0.00   0.0  0
 F1Y  Var_01    C07  N06  C05  C04    91.42  30.0  2
 F1Y  Var_02    C12  C07  N06  C05    -2.89  30.0  3
 F1Y  Var_03    N23  C04  C03  C02    79.45  30.0  2
 F1Y  Var_04    N15  C13  C10  C09   158.52  30.0  2
 F1Y  Var_05    C04  C03  C02  C01  -177.60  30.0  3
 F1Y  Var_06    H3   C01  C02  C03    60.88  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
 F1Y  plan-1  C10  0.020
 F1Y  plan-1  C13  0.020
 F1Y  plan-1  C07  0.020
 F1Y  plan-1  C08  0.020
 F1Y  plan-1  C09  0.020
 F1Y  plan-1  C11  0.020
 F1Y  plan-1  C12  0.020
 F1Y  plan-1  N06  0.020
 F1Y  plan-1  H8   0.020
 F1Y  plan-1  H9   0.020
 F1Y  plan-1  H10  0.020
 F1Y  plan-1  H11  0.020
 F1Y  plan-2  C20  0.020
 F1Y  plan-2  C21  0.020
 F1Y  plan-2  C22  0.020
 F1Y  plan-2  C04  0.020
 F1Y  plan-2  C05  0.020
 F1Y  plan-2  C18  0.020
 F1Y  plan-2  C19  0.020
 F1Y  plan-2  N06  0.020
 F1Y  plan-2  N17  0.020
 F1Y  plan-2  N23  0.020
 F1Y  plan-2  H1   0.020
 F1Y  plan-2  H2   0.020
 F1Y  plan-2  H12  0.020
 F1Y  plan-2  H13  0.020
 F1Y  plan-2  C03  0.020
 F1Y  plan-3  C10  0.020
 F1Y  plan-3  C13  0.020
 F1Y  plan-3  N15  0.020
 F1Y  plan-3  O14  0.020
 F1Y  plan-3  O16  0.020
 F1Y  plan-3  H15  0.020

