# electronic Ligand Builder and Optimisation Workbench (eLBOW)
#   - a module of PHENIX version dev-svn-
#   - file written: Thu Apr  9 19:11:05 2020
#   Inital geometry file: a 140 line input string
#   Ligand name: 4-fluoro-N-({1-[(2R)-4-(hydroxyamino)-1-(naphthalen-2-yl)-4-oxobutan-2-yl]-1H-1,2,3-triazol-4-yl}methyl)benzamide
#   Quantum optimisation: True
#   Method: PBEh-3c
#   Random seed: 3628800
#   SMILES string: ONC(=O)C[C@@H](Cc1ccc2ccccc2c1)n3cc(CNC(=O)c4ccc(F)cc4)nn3
#
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
 2H7  2H7  4-fluoro-N-({1-[(2R)-4-(hydroxyamino)-1-(naphthalen-2-yl)-4-oxobutan-2-yl]-1H-1,2,3-triazol-4-yl}methyl)benzamide  ligand  55  33  .  2021-08-04  2021-08-04  
;
Directly from eLBOW using geometry from QM method PBEh-3c with CPCM solvent model
Validated by Mogul as PERFECT
;

data_comp_2H7
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
 2H7  C10  C  CR6   0  -0.044   4.9728   1.4253  -0.1638
 2H7  C13  C  CR16  0  -0.398   6.6605  -0.0405  -1.0848
 2H7  C15  C  CR16  0  -0.399   7.0151   2.3527  -1.0652
 2H7  C20  C  CR16  0  -0.370  -4.1741   0.1502  -0.4291
 2H7  C21  C  CR66  0   0.141  -4.4814   1.5092  -0.6640
 2H7  C22  C  CR66  0   0.099  -4.0270   2.4884   0.2573
 2H7  C24  C  CR16  0  -0.296  -3.0050   0.7434   1.5803
 2H7  C26  C  CR16  0  -0.259  -5.5100   3.2478  -1.9943
 2H7  C28  C  CR16  0  -0.310  -4.3351   3.8494   0.0229
 2H7  C01  C  CH1   0  -0.078  -1.8901  -2.1061   0.0095
 2H7  N02  N  NR5   0  -0.260  -0.7753  -1.1978   0.2137
 2H7  C03  C  CR15  0  -0.099  -0.0390  -0.9943   1.3212
 2H7  C04  C  CR5   0   0.169   0.7903   0.0439   0.9874
 2H7  N05  N  N     0  -0.308   0.5104   0.4018  -0.2845
 2H7  N06  N  N     0  -0.086  -0.4315  -0.3479  -0.7382
 2H7  C07  C  CH2   0  -0.386   1.8272   0.7292   1.8141
 2H7  N08  N  NH1   0  -0.639   3.1406   0.6867   1.2142
 2H7  C09  C  C     0   0.538   3.6394   1.6823   0.4615
 2H7  O11  O  O     0  -0.485   3.0677   2.7515   0.3023
 2H7  C12  C  CR16  0  -0.271   5.4260   0.1469  -0.4828
 2H7  C14  C  CR6   0   0.532   7.4358   1.0691  -1.3597
 2H7  C16  C  CR16  0  -0.251   5.7741   2.5220  -0.4752
 2H7  C18  C  CH2   0  -0.540  -3.0846  -1.6836   0.8737
 2H7  C19  C  CR6   0   0.147  -3.4482  -0.2406   0.6665
 2H7  C23  C  CR16  0  -0.295  -3.2840   2.0671   1.3833
 2H7  C25  C  CR16  0  -0.314  -5.2291   1.9243  -1.7921
 2H7  C27  C  CR16  0  -0.260  -5.0587   4.2214  -1.0769
 2H7  C29  C  CH2   0  -0.600  -1.4621  -3.5472   0.2697
 2H7  C30  C  C     0   0.532  -2.5383  -4.5054  -0.1964
 2H7  N31  N  NH1   0  -0.371  -2.8203  -5.4718   0.6905
 2H7  O32  O  OH1   0  -0.540  -3.8355  -6.3444   0.4545
 2H7  O33  O  O     0  -0.471  -3.0687  -4.4105  -1.2890
 2H7  F17  F  F     0  -0.308   8.6312   0.8964  -1.9381
 2H7  H1   H  HCR6  0   0.289   7.0081  -1.0325  -1.3398
 2H7  H2   H  HCR6  0   0.286   7.6425   3.2038  -1.2945
 2H7  H4   H  HCR6  0   0.247  -2.4401   0.4387   2.4530
 2H7  H5   H  HCR6  0   0.258  -6.0799   3.5549  -2.8616
 2H7  H6   H  HCR6  0   0.254  -3.9896   4.5955   0.7288
 2H7  H7   H  HCH1  0   0.294  -2.1519  -1.9979  -1.0434
 2H7  H8   H  HCR5  0   0.318  -0.1454  -1.5673   2.2270
 2H7  H9   H  HCH2  0   0.272   1.5511   1.7710   1.9742
 2H7  H10  H  HCH2  0   0.277   1.8783   0.2596   2.7957
 2H7  H11  H  HNH1  0   0.411   3.6832  -0.1478   1.3621
 2H7  H12  H  HCR6  0   0.267   4.8160  -0.7270  -0.2926
 2H7  H13  H  HCR6  0   0.272   5.4302   3.5217  -0.2483
 2H7  H14  H  HCH2  0   0.281  -3.9315  -2.3230   0.6159
 2H7  H15  H  HCH2  0   0.265  -2.8595  -1.8736   1.9268
 2H7  H16  H  HCR6  0   0.252  -2.9391   2.8080   2.0946
 2H7  H17  H  HCR6  0   0.253  -5.5756   1.1773  -2.4963
 2H7  H18  H  HCR6  0   0.258  -5.2886   5.2648  -1.2491
 2H7  H19  H  HCH2  0   0.309  -0.5573  -3.7693  -0.3019
 2H7  H20  H  HCH2  0   0.273  -1.2183  -3.6915   1.3246
 2H7  H21  H  HNH1  0   0.419  -2.4529  -5.4826   1.6309
 2H7  H22  H  HOH1  0   0.480  -3.4381  -7.1220   0.0404
 2H7  H3   H  HCR6  0   0.246  -4.5249  -0.5925  -1.1382

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
 2H7  C27  C26  aromatic  1.412  0.020  1.412
 2H7  C27  C28  aromatic  1.368  0.020  1.368
 2H7  C26  C25  aromatic  1.368  0.020  1.368
 2H7  C28  C22  aromatic  1.415  0.020  1.415
 2H7  C25  C21  aromatic  1.416  0.020  1.416
 2H7  C22  C21  aromatic  1.419  0.020  1.419
 2H7  C22  C23  aromatic  1.413  0.020  1.413
 2H7  C21  C20  aromatic  1.413  0.020  1.413
 2H7  C23  C24  aromatic  1.367  0.020  1.367
 2H7  C29  C01  single    1.526  0.020  1.526
 2H7  C29  C30  single    1.514  0.020  1.514
 2H7  C20  C19  aromatic  1.371  0.020  1.371
 2H7  C24  C19  aromatic  1.414  0.020  1.414
 2H7  C19  C18  single    1.502  0.020  1.502
 2H7  C01  C18  single    1.534  0.020  1.534
 2H7  C01  N02  single    1.452  0.020  1.452
 2H7  C30  N31  single    1.342  0.020  1.342
 2H7  C30  O33  double    1.218  0.020  1.218
 2H7  C13  C12  aromatic  1.386  0.020  1.386
 2H7  C13  C14  aromatic  1.381  0.020  1.381
 2H7  N31  O32  single    1.359  0.020  1.359
 2H7  C12  C10  aromatic  1.393  0.020  1.393
 2H7  F17  C14  single    1.339  0.020  1.339
 2H7  O11  C09  double    1.223  0.020  1.223
 2H7  C14  C15  aromatic  1.382  0.020  1.382
 2H7  N02  C03  aromatic  1.345  0.020  1.345
 2H7  N02  N06  aromatic  1.322  0.020  1.322
 2H7  C03  C04  aromatic  1.370  0.020  1.370
 2H7  C10  C09  single    1.495  0.020  1.495
 2H7  C10  C16  aromatic  1.393  0.020  1.393
 2H7  C09  N08  single    1.344  0.020  1.344
 2H7  C15  C16  aromatic  1.384  0.020  1.384
 2H7  N06  N05  aromatic  1.287  0.020  1.287
 2H7  C04  N05  aromatic  1.351  0.020  1.351
 2H7  C04  C07  single    1.493  0.020  1.493
 2H7  N08  C07  single    1.444  0.020  1.444
 2H7  C13  H1   single    0.930  0.020  1.080
 2H7  C15  H2   single    0.930  0.020  1.080
 2H7  C20  H3   single    0.930  0.020  1.080
 2H7  C24  H4   single    0.930  0.020  1.080
 2H7  C26  H5   single    0.930  0.020  1.080
 2H7  C28  H6   single    0.930  0.020  1.080
 2H7  C01  H7   single    0.970  0.020  1.090
 2H7  C03  H8   single    0.930  0.020  1.080
 2H7  C07  H9   single    0.970  0.020  1.090
 2H7  C07  H10  single    0.970  0.020  1.090
 2H7  N08  H11  single    0.860  0.020  1.020
 2H7  C12  H12  single    0.930  0.020  1.080
 2H7  C16  H13  single    0.930  0.020  1.080
 2H7  C18  H14  single    0.970  0.020  1.090
 2H7  C18  H15  single    0.970  0.020  1.090
 2H7  C23  H16  single    0.930  0.020  1.080
 2H7  C25  H17  single    0.930  0.020  1.080
 2H7  C27  H18  single    0.930  0.020  1.080
 2H7  C29  H19  single    0.970  0.020  1.090
 2H7  C29  H20  single    0.970  0.020  1.090
 2H7  N31  H21  single    0.860  0.020  1.020
 2H7  O32  H22  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
 2H7  C16  C10  C12  118.94  3.000
 2H7  C16  C10  C09  118.10  3.000
 2H7  C12  C10  C09  122.93  3.000
 2H7  H1   C13  C14  120.63  3.000
 2H7  H1   C13  C12  120.84  3.000
 2H7  C14  C13  C12  118.53  3.000
 2H7  H2   C15  C16  120.93  3.000
 2H7  H2   C15  C14  120.58  3.000
 2H7  C16  C15  C14  118.50  3.000
 2H7  H3   C20  C19  119.88  3.000
 2H7  H3   C20  C21  118.64  3.000
 2H7  C19  C20  C21  121.48  3.000
 2H7  C25  C21  C22  118.96  3.000
 2H7  C22  C21  C20  119.08  3.000
 2H7  C25  C21  C20  121.96  3.000
 2H7  C23  C22  C28  122.22  3.000
 2H7  C23  C22  C21  118.68  3.000
 2H7  C28  C22  C21  119.10  3.000
 2H7  H4   C24  C23  119.67  3.000
 2H7  H4   C24  C19  119.22  3.000
 2H7  C23  C24  C19  121.11  3.000
 2H7  H5   C26  C27  119.56  3.000
 2H7  H5   C26  C25  120.07  3.000
 2H7  C27  C26  C25  120.37  3.000
 2H7  H6   C28  C27  120.34  3.000
 2H7  H6   C28  C22  119.01  3.000
 2H7  C27  C28  C22  120.66  3.000
 2H7  H7   C01  C29  109.01  3.000
 2H7  H7   C01  C18  109.25  3.000
 2H7  C29  C01  C18  112.49  3.000
 2H7  H7   C01  N02  104.96  3.000
 2H7  C18  C01  N02  110.26  3.000
 2H7  C29  C01  N02  110.58  3.000
 2H7  N06  N02  C03  110.68  3.000
 2H7  N06  N02  C01  120.04  3.000
 2H7  C03  N02  C01  129.08  3.000
 2H7  H8   C03  C04  131.90  3.000
 2H7  H8   C03  N02  123.90  3.000
 2H7  C04  C03  N02  104.20  3.000
 2H7  C07  C04  N05  122.94  3.000
 2H7  C07  C04  C03  129.30  3.000
 2H7  N05  C04  C03  107.75  3.000
 2H7  N06  N05  C04  109.23  3.000
 2H7  N05  N06  N02  108.14  3.000
 2H7  H10  C07  H9   106.95  3.000
 2H7  H10  C07  N08  108.59  3.000
 2H7  H9   C07  N08  108.64  3.000
 2H7  H10  C07  C04  109.49  3.000
 2H7  H9   C07  C04  110.14  3.000
 2H7  N08  C07  C04  112.84  3.000
 2H7  H11  N08  C09  119.76  3.000
 2H7  H11  N08  C07  116.98  3.000
 2H7  C09  N08  C07  123.24  3.000
 2H7  O11  C09  N08  123.17  3.000
 2H7  N08  C09  C10  115.97  3.000
 2H7  O11  C09  C10  120.85  3.000
 2H7  H12  C12  C13  117.96  3.000
 2H7  H12  C12  C10  121.14  3.000
 2H7  C13  C12  C10  120.87  3.000
 2H7  F17  C14  C15  118.91  3.000
 2H7  C15  C14  C13  122.19  3.000
 2H7  F17  C14  C13  118.90  3.000
 2H7  H13  C16  C15  119.18  3.000
 2H7  H13  C16  C10  119.86  3.000
 2H7  C15  C16  C10  120.96  3.000
 2H7  H15  C18  H14  106.58  3.000
 2H7  H15  C18  C19  110.46  3.000
 2H7  H14  C18  C19  110.01  3.000
 2H7  H15  C18  C01  109.54  3.000
 2H7  H14  C18  C01  108.04  3.000
 2H7  C19  C18  C01  112.04  3.000
 2H7  C18  C19  C24  120.22  3.000
 2H7  C18  C19  C20  120.80  3.000
 2H7  C24  C19  C20  118.94  3.000
 2H7  H16  C23  C24  120.17  3.000
 2H7  H16  C23  C22  119.12  3.000
 2H7  C24  C23  C22  120.71  3.000
 2H7  H17  C25  C26  120.35  3.000
 2H7  H17  C25  C21  118.99  3.000
 2H7  C26  C25  C21  120.66  3.000
 2H7  H18  C27  C28  120.16  3.000
 2H7  H18  C27  C26  119.58  3.000
 2H7  C28  C27  C26  120.26  3.000
 2H7  H20  C29  H19  107.06  3.000
 2H7  H20  C29  C30  111.85  3.000
 2H7  H19  C29  C30  107.38  3.000
 2H7  H20  C29  C01  110.62  3.000
 2H7  H19  C29  C01  109.57  3.000
 2H7  C30  C29  C01  110.23  3.000
 2H7  O33  C30  N31  123.88  3.000
 2H7  O33  C30  C29  122.42  3.000
 2H7  N31  C30  C29  113.68  3.000
 2H7  H21  N31  O32  115.25  3.000
 2H7  H21  N31  C30  123.15  3.000
 2H7  O32  N31  C30  120.31  3.000
 2H7  H22  O32  N31  106.49  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
 2H7  CONST_01  C14  C13  C12  C10     0.00   0.0  0
 2H7  CONST_02  C14  C15  C16  C10     0.00   0.0  0
 2H7  CONST_03  C16  C10  C12  C13     0.00   0.0  0
 2H7  CONST_04  C16  C15  C14  C13     0.00   0.0  0
 2H7  CONST_05  C12  C13  C14  C15     0.00   0.0  0
 2H7  CONST_06  C12  C10  C16  C15     0.00   0.0  0
 2H7  CONST_07  C26  C25  C21  C20   180.00   0.0  0
 2H7  CONST_08  C28  C22  C21  C20   180.00   0.0  0
 2H7  CONST_09  C23  C22  C21  C20     0.00   0.0  0
 2H7  CONST_10  C23  C24  C19  C20     0.00   0.0  0
 2H7  CONST_11  C27  C26  C25  C21     0.00   0.0  0
 2H7  CONST_12  C27  C28  C22  C21     0.00   0.0  0
 2H7  CONST_13  C24  C23  C22  C21     0.00   0.0  0
 2H7  CONST_14  C24  C19  C20  C21     0.00   0.0  0
 2H7  CONST_15  C26  C27  C28  C22     0.00   0.0  0
 2H7  CONST_16  C26  C25  C21  C22     0.00   0.0  0
 2H7  CONST_17  C19  C20  C21  C22     0.00   0.0  0
 2H7  CONST_18  C19  C24  C23  C22     0.00   0.0  0
 2H7  CONST_19  C28  C22  C23  C24   180.00   0.0  0
 2H7  CONST_20  C25  C26  C27  C28     0.00   0.0  0
 2H7  CONST_21  C25  C21  C22  C28     0.00   0.0  0
 2H7  CONST_22  N05  C04  C03  N02     0.00   0.0  0
 2H7  CONST_23  C04  N05  N06  N02     0.00   0.0  0
 2H7  CONST_24  N05  N06  N02  C03     0.00   0.0  0
 2H7  CONST_25  N06  N05  C04  C03     0.00   0.0  0
 2H7  CONST_26  N06  N02  C03  C04     0.00   0.0  0
 2H7  CONST_27  C25  C21  C20  C19   180.00   0.0  0
 2H7  CONST_28  C27  C28  C22  C23   180.00   0.0  0
 2H7  CONST_29  C25  C21  C22  C23   180.00   0.0  0
 2H7  CONST_30  C09  C10  C12  C13   180.00   0.0  0
 2H7  CONST_31  C09  C10  C16  C15   180.00   0.0  0
 2H7  CONST_32  C18  C19  C20  C21   180.00   0.0  0
 2H7  CONST_33  C04  C03  N02  C01   180.00   0.0  0
 2H7  CONST_34  N05  N06  N02  C01   180.00   0.0  0
 2H7  CONST_35  C07  C04  C03  N02   180.00   0.0  0
 2H7  CONST_36  C07  C04  N05  N06   180.00   0.0  0
 2H7  CONST_37  F17  C14  C13  C12   180.00   0.0  0
 2H7  CONST_38  F17  C14  C15  C16   180.00   0.0  0
 2H7  CONST_39  C23  C24  C19  C18   180.00   0.0  0
 2H7  CONST_40  H1   C13  C12  C10   180.00   0.0  0
 2H7  CONST_41  H2   C15  C16  C10   180.00   0.0  0
 2H7  CONST_42  H17  C25  C21  C20     0.00   0.0  0
 2H7  CONST_43  H4   C24  C19  C20   180.00   0.0  0
 2H7  CONST_44  H5   C26  C25  C21   180.00   0.0  0
 2H7  CONST_45  H6   C28  C22  C21   180.00   0.0  0
 2H7  CONST_46  H16  C23  C22  C21   180.00   0.0  0
 2H7  CONST_47  H18  C27  C28  C22   180.00   0.0  0
 2H7  CONST_48  H3   C20  C21  C22   180.00   0.0  0
 2H7  CONST_49  H8   C03  C04  N05   180.00   0.0  0
 2H7  CONST_50  H13  C16  C10  C12   180.00   0.0  0
 2H7  CONST_51  H12  C12  C13  C14   180.00   0.0  0
 2H7  CONST_52  C07  N08  C09  C10   180.00   0.0  0
 2H7  CONST_53  H11  N08  C09  C10     0.00   0.0  0
 2H7  CONST_54  O11  C09  N08  C07     0.00   0.0  0
 2H7  CONST_55  O32  N31  C30  C29   180.00   0.0  0
 2H7  CONST_56  O33  C30  N31  O32     0.00   0.0  0
 2H7  CONST_57  H21  N31  C30  C29     0.00   0.0  0
 2H7  Var_01    C01  C18  C19  C20    79.03  30.0  2
 2H7  Var_02    N08  C07  C04  C03   122.52  30.0  2
 2H7  Var_03    C12  C10  C09  N08    27.60  30.0  3
 2H7  Var_04    C09  N08  C07  C04    95.58  30.0  1
 2H7  Var_05    N31  C30  C29  C01  -133.85  30.0  3

loop_
_chem_comp_chir.comp_id
_chem_comp_chir.id
_chem_comp_chir.atom_id_centre
_chem_comp_chir.atom_id_1
_chem_comp_chir.atom_id_2
_chem_comp_chir.atom_id_3
_chem_comp_chir.volume_sign
 2H7  chir_01  C01  C29  C18  N02  negativ

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
 2H7  plan-1  C01  0.020
 2H7  plan-1  N02  0.020
 2H7  plan-1  C03  0.020
 2H7  plan-1  C04  0.020
 2H7  plan-1  N05  0.020
 2H7  plan-1  N06  0.020
 2H7  plan-1  C07  0.020
 2H7  plan-1  H8   0.020
 2H7  plan-2  C10  0.020
 2H7  plan-2  C13  0.020
 2H7  plan-2  C15  0.020
 2H7  plan-2  C09  0.020
 2H7  plan-2  C12  0.020
 2H7  plan-2  C14  0.020
 2H7  plan-2  C16  0.020
 2H7  plan-2  F17  0.020
 2H7  plan-2  H1   0.020
 2H7  plan-2  H2   0.020
 2H7  plan-2  H12  0.020
 2H7  plan-2  H13  0.020
 2H7  plan-3  C20  0.020
 2H7  plan-3  C21  0.020
 2H7  plan-3  C22  0.020
 2H7  plan-3  C24  0.020
 2H7  plan-3  C26  0.020
 2H7  plan-3  C28  0.020
 2H7  plan-3  C18  0.020
 2H7  plan-3  C19  0.020
 2H7  plan-3  C23  0.020
 2H7  plan-3  C25  0.020
 2H7  plan-3  C27  0.020
 2H7  plan-3  H4   0.020
 2H7  plan-3  H5   0.020
 2H7  plan-3  H6   0.020
 2H7  plan-3  H16  0.020
 2H7  plan-3  H17  0.020
 2H7  plan-3  H18  0.020
 2H7  plan-3  H3   0.020
 2H7  plan-4  C10  0.020
 2H7  plan-4  C07  0.020
 2H7  plan-4  N08  0.020
 2H7  plan-4  C09  0.020
 2H7  plan-4  O11  0.020
 2H7  plan-4  H11  0.020
 2H7  plan-5  C29  0.020
 2H7  plan-5  C30  0.020
 2H7  plan-5  N31  0.020
 2H7  plan-5  O32  0.020
 2H7  plan-5  O33  0.020
 2H7  plan-5  H21  0.020

