# electronic Ligand Builder and Optimisation Workbench (eLBOW)
#   - a module of PHENIX version dev-svn-
#   - file written: Thu Apr 16 13:53:26 2020
#   Inital geometry file: a 155 line input string
#   Ligand name: N-[(2S,3S)-4,4-difluoro-3-hydroxy-1-(hydroxyamino)-3-methyl-1-oxobutan-2-yl]-4-({4-[(morpholin-4-yl)methyl]phenyl}ethynyl)benzamide
#   Quantum optimisation: True
#   Method: PBEh-3c
#   Random seed: 3628800
#   SMILES string: C[C@@](O)(C(F)F)[C@H](NC(=O)c1ccc(cc1)C#Cc2ccc(CN3CCOCC3)cc2)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
 81V  81V  N-[(2S,3S)-4,4-difluoro-3-hydroxy-1-(hydroxyamino)-3-methyl-1-oxobutan-2-yl]-4-({4-[(morpholin-4-yl)methyl]phenyl}ethynyl)benzamide  ligand  62  35  .  2021-08-06  2021-08-06  
;
Directly from eLBOW using geometry from QM method PBEh-3c with CPCM solvent model
Validated by Mogul as PERFECT
;

data_comp_81V
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
 81V  C10  C  CR16  0  -0.254   5.0771  -0.9855  -0.5136
 81V  C13  C  CR16  0  -0.280   6.1122  -0.2995   1.9625
 81V  C15  C  CH2   0  -0.303   8.4723  -0.5975   1.1214
 81V  C17  C  CH2   0  -0.287  10.5907  -0.2007   0.0581
 81V  C20  C  CH2   0  -0.167   9.6251   2.1152  -1.1729
 81V  C21  C  CH2   0  -0.291   8.9127   1.4876   0.0094
 81V  C22  C  CR16  0  -0.256  -0.3227  -1.1307  -1.2862
 81V  C26  C  C     0   0.558  -6.3003   1.9824  -0.2296
 81V  O01  O  O     0  -0.460  -4.4890  -1.3213  -1.7241
 81V  C03  C  CR6   0  -0.047  -2.5604  -0.6655  -0.5156
 81V  C04  C  CR16  0  -0.265  -2.0387  -0.2715   0.7160
 81V  C05  C  CR16  0  -0.277  -0.6754  -0.2983   0.9455
 81V  C06  C  CR6   0  -0.106   0.2055  -0.7165  -0.0582
 81V  C07  C  CSP   0   0.126   1.6059  -0.7133   0.1598
 81V  C08  C  CSP   0   0.171   2.8008  -0.7054   0.3378
 81V  C09  C  CR6   0  -0.121   4.2059  -0.6803   0.5384
 81V  C11  C  CR16  0  -0.252   6.4436  -0.9441  -0.3205
 81V  C12  C  CR6   0   0.093   6.9806  -0.6053   0.9208
 81V  C14  C  CR16  0  -0.256   4.7403  -0.3363   1.7812
 81V  N16  N  NT    0  -0.414   9.1637   0.0581   0.0372
 81V  C18  C  CH2   0  -0.167  11.2541   0.4728  -1.1286
 81V  O19  O  O2    0  -0.456  11.0061   1.8559  -1.1473
 81V  C23  C  CR16  0  -0.227  -1.6856  -1.1136  -1.5038
 81V  N24  N  NH1   0  -0.692  -4.7752   0.1749  -0.0532
 81V  C25  C  CH1   0  -0.252  -6.1656   0.4610  -0.3433
 81V  N28  N  NH1   0  -0.374  -7.2309   2.5166  -1.0494
 81V  O29  O  OH1   0  -0.500  -7.3036   3.8697  -1.1851
 81V  C30  C  CT    0   0.111  -7.1108  -0.2787   0.6514
 81V  O31  O  OH1   0  -0.618  -6.7519   0.0048   1.9722
 81V  C32  C  CH1   0   0.567  -6.9802  -1.7927   0.4131
 81V  C35  C  CH3   0  -0.679  -8.5638   0.1446   0.4830
 81V  F33  F  F     0  -0.322  -7.7617  -2.4670   1.2879
 81V  F34  F  F     0  -0.332  -7.4132  -2.1069  -0.8351
 81V  H1   H  HCR6  0   0.234   4.6742  -1.2521  -1.4812
 81V  H2   H  HCR6  0   0.234   6.5101  -0.0182   2.9295
 81V  H3   H  HCH2  0   0.201   8.7128  -0.1553   2.1032
 81V  H4   H  HCH2  0   0.248   8.8181  -1.6352   1.1678
 81V  H5   H  HCH2  0   0.193  11.0617   0.1522   0.9921
 81V  H6   H  HCH2  0   0.226  10.7650  -1.2779  -0.0028
 81V  H7   H  HCH2  0   0.188   9.1753   1.7371  -2.1031
 81V  H8   H  HCH2  0   0.223   9.4932   3.1979  -1.1543
 81V  H9   H  HCH2  0   0.193   9.2429   1.9747   0.9439
 81V  H10  H  HCH2  0   0.238   7.8411   1.6734  -0.0897
 81V  H11  H  HCR6  0   0.248   0.3451  -1.4618  -2.0693
 81V  H12  H  HCR6  0   0.232  -2.6807   0.0449   1.5279
 81V  H13  H  HCR6  0   0.253  -0.2887   0.0108   1.9066
 81V  H14  H  HCR6  0   0.244   7.1136  -1.1607  -1.1421
 81V  H15  H  HCR6  0   0.228   4.0787  -0.0899   2.6012
 81V  H17  H  HCH2  0   0.221  12.3354   0.3354  -1.0807
 81V  H18  H  HCH2  0   0.187  10.8938   0.0019  -2.0555
 81V  H19  H  HCR6  0   0.247  -2.0757  -1.4402  -2.4577
 81V  H20  H  HNH1  0   0.404  -4.3062   0.9054   0.4674
 81V  H21  H  HCH1  0   0.280  -6.3890   0.1266  -1.3596
 81V  H22  H  HNH1  0   0.380  -7.5745   2.0158  -1.8538
 81V  H23  H  HOH1  0   0.455  -7.9250   4.1716  -0.5130
 81V  H24  H  HOH1  0   0.423  -5.8160  -0.1803   2.1027
 81V  H25  H  HCH1  0   0.172  -5.9572  -2.1629   0.5288
 81V  H26  H  HCH3  0   0.220  -8.9055   0.0237  -0.5445
 81V  H27  H  HCH3  0   0.270  -9.2113  -0.4530   1.1214
 81V  H28  H  HCH3  0   0.254  -8.6973   1.1850   0.7702
 81V  C02  C  C     0   0.533  -4.0174  -0.6418  -0.8287
 81V  O27  O  O     0  -0.400  -5.6379   2.6225   0.5533

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
 81V  F33  C32  single    1.353  0.020  1.353
 81V  O29  N28  single    1.362  0.020  1.362
 81V  N28  C26  single    1.350  0.020  1.350
 81V  C32  F34  single    1.358  0.020  1.358
 81V  C32  C30  single    1.538  0.020  1.538
 81V  O01  C02  double    1.219  0.020  1.219
 81V  C26  C25  single    1.532  0.020  1.532
 81V  C26  O27  double    1.209  0.020  1.209
 81V  C25  C30  single    1.559  0.020  1.559
 81V  C25  N24  single    1.449  0.020  1.449
 81V  O31  C30  single    1.398  0.020  1.398
 81V  C30  C35  single    1.523  0.020  1.523
 81V  C02  N24  single    1.357  0.020  1.357
 81V  C02  C03  single    1.491  0.020  1.491
 81V  C04  C03  aromatic  1.394  0.020  1.394
 81V  C04  C05  aromatic  1.383  0.020  1.383
 81V  C03  C23  aromatic  1.394  0.020  1.394
 81V  C05  C06  aromatic  1.399  0.020  1.399
 81V  C23  C22  aromatic  1.380  0.020  1.380
 81V  C06  C22  aromatic  1.399  0.020  1.399
 81V  C06  C07  single    1.417  0.020  1.417
 81V  C07  C08  triple    1.208  0.020  1.208
 81V  C08  C09  single    1.420  0.020  1.420
 81V  C10  C09  aromatic  1.400  0.020  1.400
 81V  C10  C11  aromatic  1.381  0.020  1.381
 81V  C09  C14  aromatic  1.396  0.020  1.396
 81V  C11  C12  aromatic  1.394  0.020  1.394
 81V  C14  C13  aromatic  1.384  0.020  1.384
 81V  C12  C13  aromatic  1.390  0.020  1.390
 81V  C12  C15  single    1.505  0.020  1.505
 81V  C15  N16  single    1.443  0.020  1.443
 81V  N16  C17  single    1.450  0.020  1.450
 81V  N16  C21  single    1.452  0.020  1.452
 81V  C17  C18  single    1.517  0.020  1.517
 81V  C18  O19  single    1.405  0.020  1.405
 81V  C21  C20  single    1.516  0.020  1.516
 81V  C20  O19  single    1.405  0.020  1.405
 81V  C10  H1   single    0.930  0.020  1.080
 81V  C13  H2   single    0.930  0.020  1.080
 81V  C15  H3   single    0.970  0.020  1.090
 81V  C15  H4   single    0.970  0.020  1.090
 81V  C17  H5   single    0.970  0.020  1.090
 81V  C17  H6   single    0.970  0.020  1.090
 81V  C20  H7   single    0.970  0.020  1.090
 81V  C20  H8   single    0.970  0.020  1.090
 81V  C21  H9   single    0.970  0.020  1.090
 81V  C21  H10  single    0.970  0.020  1.090
 81V  C22  H11  single    0.930  0.020  1.080
 81V  C04  H12  single    0.930  0.020  1.080
 81V  C05  H13  single    0.930  0.020  1.080
 81V  C11  H14  single    0.930  0.020  1.080
 81V  C14  H15  single    0.930  0.020  1.080
 81V  C18  H17  single    0.970  0.020  1.090
 81V  C18  H18  single    0.970  0.020  1.090
 81V  C23  H19  single    0.930  0.020  1.080
 81V  N24  H20  single    0.890  0.020  1.040
 81V  C25  H21  single    0.970  0.020  1.090
 81V  N28  H22  single    0.890  0.020  1.040
 81V  O29  H23  single    0.850  0.020  0.980
 81V  O31  H24  single    0.850  0.020  0.980
 81V  C32  H25  single    0.970  0.020  1.090
 81V  C35  H26  single    0.970  0.020  1.090
 81V  C35  H27  single    0.970  0.020  1.090
 81V  C35  H28  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
 81V  H1   C10  C11  120.09  3.000
 81V  H1   C10  C09  119.62  3.000
 81V  C11  C10  C09  120.29  3.000
 81V  H2   C13  C14  119.21  3.000
 81V  H2   C13  C12  119.78  3.000
 81V  C14  C13  C12  121.00  3.000
 81V  H4   C15  H3   105.86  3.000
 81V  H4   C15  N16  108.12  3.000
 81V  H3   C15  N16  112.46  3.000
 81V  H4   C15  C12  108.29  3.000
 81V  H3   C15  C12  109.67  3.000
 81V  N16  C15  C12  112.15  3.000
 81V  H6   C17  H5   107.11  3.000
 81V  H6   C17  C18  108.92  3.000
 81V  H5   C17  C18  109.47  3.000
 81V  H6   C17  N16  109.39  3.000
 81V  H5   C17  N16  112.02  3.000
 81V  C18  C17  N16  109.86  3.000
 81V  H8   C20  H7   107.82  3.000
 81V  H8   C20  O19  107.56  3.000
 81V  H7   C20  O19  110.71  3.000
 81V  H8   C20  C21  109.92  3.000
 81V  H7   C20  C21  108.96  3.000
 81V  O19  C20  C21  111.79  3.000
 81V  H10  C21  H9   107.16  3.000
 81V  H10  C21  N16  109.81  3.000
 81V  H9   C21  N16  111.49  3.000
 81V  H10  C21  C20  108.66  3.000
 81V  H9   C21  C20  109.68  3.000
 81V  N16  C21  C20  109.95  3.000
 81V  H11  C22  C23  119.97  3.000
 81V  H11  C22  C06  119.55  3.000
 81V  C23  C22  C06  120.48  3.000
 81V  N28  C26  O27  124.15  3.000
 81V  O27  C26  C25  121.72  3.000
 81V  N28  C26  C25  114.11  3.000
 81V  C23  C03  C04  118.83  3.000
 81V  C23  C03  C02  118.02  3.000
 81V  C04  C03  C02  123.15  3.000
 81V  H12  C04  C05  117.77  3.000
 81V  H12  C04  C03  121.55  3.000
 81V  C05  C04  C03  120.67  3.000
 81V  H13  C05  C06  119.86  3.000
 81V  H13  C05  C04  119.65  3.000
 81V  C06  C05  C04  120.49  3.000
 81V  C07  C06  C05  120.73  3.000
 81V  C07  C06  C22  120.57  3.000
 81V  C05  C06  C22  118.70  3.000
 81V  C08  C07  C06  180.00  3.000
 81V  C09  C08  C07  180.00  3.000
 81V  C14  C09  C08  120.60  3.000
 81V  C14  C09  C10  118.99  3.000
 81V  C08  C09  C10  120.41  3.000
 81V  H14  C11  C12  119.09  3.000
 81V  H14  C11  C10  120.04  3.000
 81V  C12  C11  C10  120.86  3.000
 81V  C11  C12  C15  120.11  3.000
 81V  C15  C12  C13  121.20  3.000
 81V  C11  C12  C13  118.68  3.000
 81V  H15  C14  C09  119.79  3.000
 81V  H15  C14  C13  120.04  3.000
 81V  C09  C14  C13  120.17  3.000
 81V  C21  N16  C17  110.25  3.000
 81V  C21  N16  C15  112.26  3.000
 81V  C17  N16  C15  112.30  3.000
 81V  H18  C18  H17  107.92  3.000
 81V  H18  C18  O19  110.62  3.000
 81V  H17  C18  O19  107.42  3.000
 81V  H18  C18  C17  109.01  3.000
 81V  H17  C18  C17  110.07  3.000
 81V  O19  C18  C17  111.73  3.000
 81V  C18  O19  C20  110.81  3.000
 81V  H19  C23  C03  119.75  3.000
 81V  H19  C23  C22  119.45  3.000
 81V  C03  C23  C22  120.79  3.000
 81V  H20  N24  C25  113.89  3.000
 81V  H20  N24  C02  117.99  3.000
 81V  C25  N24  C02  122.69  3.000
 81V  H21  C25  C30  108.92  3.000
 81V  H21  C25  N24  108.78  3.000
 81V  C30  C25  N24  111.12  3.000
 81V  H21  C25  C26  110.79  3.000
 81V  N24  C25  C26  105.41  3.000
 81V  C30  C25  C26  111.76  3.000
 81V  H22  N28  O29  113.33  3.000
 81V  H22  N28  C26  121.52  3.000
 81V  O29  N28  C26  119.36  3.000
 81V  H23  O29  N28  106.03  3.000
 81V  C35  C30  C32  109.72  3.000
 81V  C35  C30  O31  107.05  3.000
 81V  C32  C30  O31  108.92  3.000
 81V  C35  C30  C25  112.09  3.000
 81V  O31  C30  C25  110.55  3.000
 81V  C32  C30  C25  108.46  3.000
 81V  H24  O31  C30  109.79  3.000
 81V  H25  C32  F34  108.48  3.000
 81V  H25  C32  F33  107.64  3.000
 81V  F34  C32  F33  107.14  3.000
 81V  H25  C32  C30  113.33  3.000
 81V  F34  C32  C30  110.07  3.000
 81V  F33  C32  C30  109.96  3.000
 81V  H28  C35  H27  107.30  3.000
 81V  H28  C35  H26  108.46  3.000
 81V  H27  C35  H26  107.80  3.000
 81V  H28  C35  C30  110.72  3.000
 81V  H27  C35  C30  110.50  3.000
 81V  H26  C35  C30  111.88  3.000
 81V  N24  C02  C03  115.80  3.000
 81V  C03  C02  O01  121.58  3.000
 81V  N24  C02  O01  122.62  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
 81V  CONST_01  C13  C14  C09  C10     0.00   0.0  0
 81V  CONST_02  C13  C12  C11  C10     0.00   0.0  0
 81V  CONST_03  C04  C03  C23  C22     0.00   0.0  0
 81V  CONST_04  C04  C05  C06  C22     0.00   0.0  0
 81V  CONST_05  C06  C05  C04  C03     0.00   0.0  0
 81V  CONST_06  C06  C22  C23  C03     0.00   0.0  0
 81V  CONST_07  C23  C03  C04  C05     0.00   0.0  0
 81V  CONST_08  C23  C22  C06  C05     0.00   0.0  0
 81V  CONST_09  C12  C11  C10  C09     0.00   0.0  0
 81V  CONST_10  C12  C13  C14  C09     0.00   0.0  0
 81V  CONST_11  C14  C09  C10  C11     0.00   0.0  0
 81V  CONST_12  C14  C13  C12  C11     0.00   0.0  0
 81V  CONST_13  C15  C12  C11  C10   180.00   0.0  0
 81V  CONST_14  C08  C09  C14  C13   180.00   0.0  0
 81V  CONST_15  C14  C13  C12  C15   180.00   0.0  0
 81V  CONST_16  C02  C03  C23  C22   180.00   0.0  0
 81V  CONST_17  C05  C04  C03  C02   180.00   0.0  0
 81V  CONST_18  C07  C06  C05  C04   180.00   0.0  0
 81V  CONST_19  C23  C22  C06  C07   180.00   0.0  0
 81V  CONST_20  C11  C10  C09  C08   180.00   0.0  0
 81V  CONST_21  H15  C14  C09  C10   180.00   0.0  0
 81V  CONST_22  H14  C11  C12  C13   180.00   0.0  0
 81V  CONST_23  H13  C05  C06  C22   180.00   0.0  0
 81V  CONST_24  H11  C22  C23  C03   180.00   0.0  0
 81V  CONST_25  H19  C23  C03  C04   180.00   0.0  0
 81V  CONST_26  H12  C04  C05  C06   180.00   0.0  0
 81V  CONST_27  H2   C13  C14  C09   180.00   0.0  0
 81V  CONST_28  H1   C10  C11  C12   180.00   0.0  0
 81V  CONST_29  C25  N24  C02  C03   180.00   0.0  0
 81V  CONST_31  C25  N24  C02  O01     0.00   0.0  0
 81V  CONST_32  O29  N28  C26  C25   180.00   0.0  0
 81V  CONST_33  O29  N28  C26  O27     0.00   0.0  0
 81V  Var_01    C20  C21  N16  C17    55.83  30.0  1
 81V  Var_02    C18  C17  N16  C21   -55.95  30.0  1
 81V  Var_03    O19  C18  C17  N16    57.05  30.0  1
 81V  Var_04    O19  C20  C21  N16   -56.74  30.0  1
 81V  Var_05    N16  C15  C12  C13  -135.68  30.0  2
 81V  Var_06    C12  C15  N16  C17  -166.43  30.0  1
 81V  Var_07    H17  C18  O19  C20  -178.43  30.0  1
 81V  Var_08    C04  C03  C02  O01  -158.74  30.0  2

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
 81V  chir_01  C25  C26  C30  N24  positiv
 81V  chir_02  C30  C32  C25  C35  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
 81V  plan-1  C10  0.020
 81V  plan-1  C13  0.020
 81V  plan-1  C15  0.020
 81V  plan-1  C07  0.020
 81V  plan-1  C08  0.020
 81V  plan-1  C09  0.020
 81V  plan-1  C11  0.020
 81V  plan-1  C12  0.020
 81V  plan-1  C14  0.020
 81V  plan-1  H1   0.020
 81V  plan-1  H2   0.020
 81V  plan-1  H14  0.020
 81V  plan-1  H15  0.020
 81V  plan-2  C22  0.020
 81V  plan-2  C03  0.020
 81V  plan-2  C04  0.020
 81V  plan-2  C05  0.020
 81V  plan-2  C06  0.020
 81V  plan-2  C07  0.020
 81V  plan-2  C08  0.020
 81V  plan-2  C23  0.020
 81V  plan-2  H11  0.020
 81V  plan-2  H12  0.020
 81V  plan-2  H13  0.020
 81V  plan-2  H19  0.020
 81V  plan-2  C02  0.020
 81V  plan-3  C26  0.020
 81V  plan-3  C25  0.020
 81V  plan-3  N28  0.020
 81V  plan-3  O29  0.020
 81V  plan-3  H22  0.020
 81V  plan-3  O27  0.020
 81V  plan-4  O01  0.020
 81V  plan-4  C03  0.020
 81V  plan-4  N24  0.020
 81V  plan-4  C25  0.020
 81V  plan-4  H20  0.020
 81V  plan-4  C02  0.020

