# electronic Ligand Builder and Optimisation Workbench (eLBOW)
#   - a module of PHENIX version dev-svn-
#   - file written: Wed Apr 15 07:33:05 2020
#   Inital geometry file: a 114 line input string
#   Ligand name: (2S,3R)-3-amino-4-cyclohexyl-2-hydroxy-N'-(4-methylphenyl)butanehydrazide
#   Quantum optimisation: True
#   Method: PBEh-3c
#   Random seed: 3628800
#   SMILES string: Cc1ccc(NNC(=O)[C@@H](O)[C@H](N)CC2CCCCC2)cc1
#
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
 AO2  AO2  (2S,3R)-3-amino-4-cyclohexyl-2-hydroxy-N'-(4-methylphenyl)butanehydrazide  ligand  49  22  .  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_AO2
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
 AO2  C1    C  CH2   0  -0.426  -2.7427  -1.6358   0.6811
 AO2  C2    C  CH2   0  -0.426  -3.3059  -3.0207   0.3747
 AO2  C3    C  CH2   0  -0.429  -4.8217  -3.0558   0.5334
 AO2  C4    C  CH2   0  -0.432  -5.4878  -1.9788  -0.3164
 AO2  C5    C  CH2   0  -0.409  -4.9181  -0.5980  -0.0078
 AO2  C6    C  CH1   0  -0.237  -3.3983  -0.5502  -0.1743
 AO2  C7    C  CH2   0  -0.405  -2.8735   0.8501   0.1360
 AO2  C8    C  CH1   0  -0.127  -1.3670   1.0332  -0.0791
 AO2  N9    N  NH2   0  -0.793  -0.8789   0.6872  -1.4037
 AO2  C10   C  CH1   0  -0.068  -0.9456   2.4759   0.2438
 AO2  O11   O  OH1   0  -0.671  -1.5898   3.4049  -0.5803
 AO2  C12   C  C     0   0.522   0.5647   2.6248   0.0669
 AO2  O13   O  O     0  -0.466   1.0255   3.3163  -0.8227
 AO2  N14   N  NH1   0  -0.509   1.3050   1.9446   0.9615
 AO2  N15   N  NH1   0  -0.535   2.6660   1.8657   0.8522
 AO2  C16   C  CR6   0   0.296   3.2039   0.6395   0.4492
 AO2  C17   C  CR16  0  -0.314   2.5010  -0.2344  -0.3779
 AO2  C18   C  CR16  0  -0.298   3.0905  -1.4220  -0.7898
 AO2  C19   C  CR6   0   0.078   4.3799  -1.7791  -0.4075
 AO2  C20   C  CR16  0  -0.289   5.0717  -0.8880   0.4116
 AO2  C21   C  CR16  0  -0.322   4.4995   0.2983   0.8397
 AO2  C22   C  CH3   0  -0.721   4.9922  -3.0824  -0.8346
 AO2  H11A  H  HCH2  0   0.224  -1.6586  -1.6456   0.5341
 AO2  H12   H  HCH2  0   0.207  -2.9042  -1.4017   1.7411
 AO2  H21A  H  HCH2  0   0.208  -3.0429  -3.2973  -0.6523
 AO2  H22   H  HCH2  0   0.225  -2.8394  -3.7666   1.0231
 AO2  H31   H  HCH2  0   0.224  -5.2082  -4.0428   0.2670
 AO2  H32   H  HCH2  0   0.207  -5.0784  -2.8957   1.5867
 AO2  H41   H  HCH2  0   0.207  -5.3325  -2.2049  -1.3774
 AO2  H42   H  HCH2  0   0.224  -6.5689  -1.9838  -0.1553
 AO2  H51   H  HCH2  0   0.204  -5.1739  -0.3209   1.0223
 AO2  H52   H  HCH2  0   0.222  -5.3819   0.1548  -0.6525
 AO2  H6    H  HCH1  0   0.200  -3.1825  -0.7734  -1.2286
 AO2  H71   H  HCH2  0   0.211  -3.1131   1.0987   1.1769
 AO2  H72   H  HCH2  0   0.226  -3.4126   1.5712  -0.4864
 AO2  H8    H  HCH1  0   0.232  -0.8449   0.3839   0.6317
 AO2  HN91  H  HNH2  0   0.357  -1.0394  -0.2946  -1.5885
 AO2  HN92  H  HNH2  0   0.346  -1.4005   1.1936  -2.1106
 AO2  H10   H  HCH1  0   0.257  -1.2053   2.6846   1.2899
 AO2  H11   H  HOH1  0   0.445  -0.9296   3.7234  -1.2129
 AO2  H14   H  HNH1  0   0.409   0.8477   1.3814   1.6677
 AO2  H15   H  HNH1  0   0.392   3.1372   2.2954   1.6352
 AO2  H17   H  HCR6  0   0.284   1.5012   0.0099  -0.7185
 AO2  H18   H  HCR6  0   0.244   2.5233  -2.0840  -1.4340
 AO2  H20   H  HCR6  0   0.246   6.0794  -1.1255   0.7330
 AO2  H21   H  HCR6  0   0.259   5.0621   0.9630   1.4850
 AO2  H221  H  HCH3  0   0.243   4.9188  -3.8337  -0.0455
 AO2  H222  H  HCH3  0   0.240   4.4924  -3.4872  -1.7142
 AO2  H223  H  HCH3  0   0.240   6.0503  -2.9716  -1.0733

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
 AO2  C1   C2    single    1.526  0.020  1.526
 AO2  C1   C6    single    1.530  0.020  1.530
 AO2  C1   H11A  single    0.970  0.020  1.090
 AO2  C1   H12   single    0.970  0.020  1.090
 AO2  C2   C3    single    1.524  0.020  1.524
 AO2  C2   H21A  single    0.970  0.020  1.090
 AO2  C2   H22   single    0.970  0.020  1.090
 AO2  C3   C4    single    1.525  0.020  1.525
 AO2  C3   H31   single    0.970  0.020  1.090
 AO2  C3   H32   single    0.970  0.020  1.090
 AO2  C4   C5    single    1.525  0.020  1.525
 AO2  C4   H41   single    0.970  0.020  1.090
 AO2  C4   H42   single    0.970  0.020  1.090
 AO2  C5   C6    single    1.530  0.020  1.530
 AO2  C5   H51   single    0.970  0.020  1.090
 AO2  C5   H52   single    0.970  0.020  1.090
 AO2  C6   C7    single    1.527  0.020  1.527
 AO2  C6   H6    single    0.970  0.020  1.090
 AO2  C7   C8    single    1.533  0.020  1.533
 AO2  C7   H71   single    0.970  0.020  1.090
 AO2  C7   H72   single    0.970  0.020  1.090
 AO2  C8   N9    single    1.453  0.020  1.453
 AO2  C8   C10   single    1.537  0.020  1.537
 AO2  C8   H8    single    0.970  0.020  1.090
 AO2  N9   HN91  single    0.890  0.020  1.040
 AO2  N9   HN92  single    0.890  0.020  1.040
 AO2  C10  O11   single    1.399  0.020  1.399
 AO2  C10  C12   single    1.528  0.020  1.528
 AO2  C10  H10   single    0.970  0.020  1.090
 AO2  O11  H11   single    0.850  0.020  0.980
 AO2  C12  O13   double    1.217  0.020  1.217
 AO2  C12  N14   single    1.346  0.020  1.346
 AO2  N14  N15   single    1.368  0.020  1.368
 AO2  N14  H14   single    0.860  0.020  1.020
 AO2  N15  C16   single    1.398  0.020  1.398
 AO2  N15  H15   single    0.890  0.020  1.040
 AO2  C16  C17   aromatic  1.393  0.020  1.393
 AO2  C16  C21   aromatic  1.396  0.020  1.396
 AO2  C17  C18   aromatic  1.388  0.020  1.388
 AO2  C17  H17   single    0.930  0.020  1.080
 AO2  C18  C19   aromatic  1.391  0.020  1.391
 AO2  C18  H18   single    0.930  0.020  1.080
 AO2  C19  C20   aromatic  1.394  0.020  1.394
 AO2  C19  C22   single    1.502  0.020  1.502
 AO2  C20  C21   aromatic  1.385  0.020  1.385
 AO2  C20  H20   single    0.930  0.020  1.080
 AO2  C21  H21   single    0.930  0.020  1.080
 AO2  C22  H221  single    0.970  0.020  1.090
 AO2  C22  H222  single    0.970  0.020  1.090
 AO2  C22  H223  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
 AO2  H12   C1   H11A  106.11  3.000
 AO2  H12   C1   C6    109.01  3.000
 AO2  H11A  C1   C6    110.85  3.000
 AO2  H12   C1   C2    109.46  3.000
 AO2  H11A  C1   C2    109.30  3.000
 AO2  C6    C1   C2    111.94  3.000
 AO2  H22   C2   H21A  106.34  3.000
 AO2  H22   C2   C3    110.30  3.000
 AO2  H21A  C2   C3    109.30  3.000
 AO2  H22   C2   C1    110.05  3.000
 AO2  H21A  C2   C1    109.19  3.000
 AO2  C3    C2   C1    111.53  3.000
 AO2  H32   C3   H31   106.46  3.000
 AO2  H32   C3   C4    109.27  3.000
 AO2  H31   C3   C4    110.34  3.000
 AO2  H32   C3   C2    109.24  3.000
 AO2  H31   C3   C2    110.31  3.000
 AO2  C4    C3   C2    111.10  3.000
 AO2  H42   C4   H41   106.37  3.000
 AO2  H42   C4   C5    110.10  3.000
 AO2  H41   C4   C5    109.26  3.000
 AO2  H42   C4   C3    110.28  3.000
 AO2  H41   C4   C3    109.38  3.000
 AO2  C5    C4   C3    111.31  3.000
 AO2  H52   C5   H51   106.30  3.000
 AO2  H52   C5   C6    109.60  3.000
 AO2  H51   C5   C6    109.03  3.000
 AO2  H52   C5   C4    110.20  3.000
 AO2  H51   C5   C4    109.36  3.000
 AO2  C6    C5   C4    112.17  3.000
 AO2  H6    C6   C7    108.28  3.000
 AO2  H6    C6   C5    107.04  3.000
 AO2  C7    C6   C5    110.36  3.000
 AO2  H6    C6   C1    107.95  3.000
 AO2  C7    C6   C1    112.94  3.000
 AO2  C5    C6   C1    110.05  3.000
 AO2  H72   C7   H71   106.42  3.000
 AO2  H72   C7   C8    109.01  3.000
 AO2  H71   C7   C8    108.72  3.000
 AO2  H72   C7   C6    108.62  3.000
 AO2  H71   C7   C6    108.99  3.000
 AO2  C8    C7   C6    114.75  3.000
 AO2  H8    C8   C10   106.82  3.000
 AO2  H8    C8   N9    106.87  3.000
 AO2  C10   C8   N9    108.83  3.000
 AO2  H8    C8   C7    107.86  3.000
 AO2  C10   C8   C7    110.61  3.000
 AO2  N9    C8   C7    115.44  3.000
 AO2  HN92  N9   HN91  106.01  3.000
 AO2  HN92  N9   C8    110.10  3.000
 AO2  HN91  N9   C8    110.13  3.000
 AO2  H10   C10  C12   109.00  3.000
 AO2  H10   C10  O11   109.03  3.000
 AO2  C12   C10  O11   108.80  3.000
 AO2  H10   C10  C8    108.28  3.000
 AO2  C12   C10  C8    109.76  3.000
 AO2  O11   C10  C8    111.91  3.000
 AO2  H11   O11  C10   106.81  3.000
 AO2  N14   C12  O13   124.38  3.000
 AO2  N14   C12  C10   114.68  3.000
 AO2  O13   C12  C10   120.94  3.000
 AO2  H14   N14  N15   118.24  3.000
 AO2  H14   N14  C12   119.76  3.000
 AO2  N15   N14  C12   121.57  3.000
 AO2  H15   N15  C16   114.66  3.000
 AO2  H15   N15  N14   112.20  3.000
 AO2  C16   N15  N14   117.16  3.000
 AO2  C21   C16  C17   118.75  3.000
 AO2  C21   C16  N15   119.40  3.000
 AO2  C17   C16  N15   121.80  3.000
 AO2  H17   C17  C18   119.41  3.000
 AO2  H17   C17  C16   120.69  3.000
 AO2  C18   C17  C16   119.89  3.000
 AO2  H18   C18  C19   119.44  3.000
 AO2  H18   C18  C17   118.46  3.000
 AO2  C19   C18  C17   122.10  3.000
 AO2  C22   C19  C20   121.29  3.000
 AO2  C22   C19  C18   121.49  3.000
 AO2  C20   C19  C18   117.21  3.000
 AO2  H20   C20  C21   118.69  3.000
 AO2  H20   C20  C19   119.70  3.000
 AO2  C21   C20  C19   121.61  3.000
 AO2  H21   C21  C20   119.66  3.000
 AO2  H21   C21  C16   119.91  3.000
 AO2  C20   C21  C16   120.43  3.000
 AO2  H223  C22  H222  107.83  3.000
 AO2  H223  C22  H221  107.05  3.000
 AO2  H222  C22  H221  107.27  3.000
 AO2  H223  C22  C19   111.70  3.000
 AO2  H222  C22  C19   111.41  3.000
 AO2  H221  C22  C19   111.35  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
 AO2  CONST_01  C19   C18  C17  C16    0.00   0.0  0
 AO2  CONST_02  C19   C20  C21  C16    0.00   0.0  0
 AO2  CONST_03  C20   C21  C16  C17    0.00   0.0  0
 AO2  CONST_04  C20   C19  C18  C17    0.00   0.0  0
 AO2  CONST_05  C21   C16  C17  C18    0.00   0.0  0
 AO2  CONST_06  C21   C20  C19  C18    0.00   0.0  0
 AO2  CONST_07  C18   C17  C16  N15  180.00   0.0  0
 AO2  CONST_08  C20   C21  C16  N15  180.00   0.0  0
 AO2  CONST_09  C22   C19  C18  C17  180.00   0.0  0
 AO2  CONST_10  C22   C19  C20  C21  180.00   0.0  0
 AO2  CONST_11  H18   C18  C17  C16  180.00   0.0  0
 AO2  CONST_12  H20   C20  C21  C16  180.00   0.0  0
 AO2  CONST_13  H21   C21  C16  C17  180.00   0.0  0
 AO2  CONST_14  H17   C17  C18  C19  180.00   0.0  0
 AO2  CONST_20  N15   N14  C12  C10  180.00   0.0  0
 AO2  CONST_21  N15   N14  C12  O13    0.00   0.0  0
 AO2  Var_01    C4    C3   C2   C1    54.83  30.0  1
 AO2  Var_02    C5    C4   C3   C2   -54.72  30.0  1
 AO2  Var_03    C6    C1   C2   C3   -55.50  30.0  1
 AO2  Var_04    C6    C5   C4   C3    55.52  30.0  1
 AO2  Var_05    H221  C22  C19  C18  -98.88  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
 AO2  chir_01  C6   C1   C5   C7   negativ
 AO2  chir_02  C8   N9   C10  C7   negativ
 AO2  chir_03  C10  O11  C8   C12  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
 AO2  plan-1  N15  0.020
 AO2  plan-1  C16  0.020
 AO2  plan-1  C17  0.020
 AO2  plan-1  C18  0.020
 AO2  plan-1  C19  0.020
 AO2  plan-1  C20  0.020
 AO2  plan-1  C21  0.020
 AO2  plan-1  C22  0.020
 AO2  plan-1  H17  0.020
 AO2  plan-1  H18  0.020
 AO2  plan-1  H20  0.020
 AO2  plan-1  H21  0.020
 AO2  plan-2  N14  0.020
 AO2  plan-2  N15  0.020
 AO2  plan-2  C16  0.020
 AO2  plan-2  H15  0.020
 AO2  plan-3  C10  0.020
 AO2  plan-3  C12  0.020
 AO2  plan-3  O13  0.020
 AO2  plan-3  N14  0.020
 AO2  plan-3  N15  0.020
 AO2  plan-3  H14  0.020

