# electronic Ligand Builder and Optimisation Workbench (eLBOW)
#   - a module of PHENIX version dev-svn-
#   - file written: Fri May  1 19:51:27 2020
#   Inital geometry file: a 145 line input string
#   Ligand name: dimethyl (1S,2S,3R,4R)-1-[(1S)-2-(4-methylphenyl)-1-(phenylamino)ethyl]-7-oxabicyclo[2.2.1]hept-5-ene-2,3-dicarboxylate
#   Quantum optimisation: True
#   Method: PBEh-3c
#   Random seed: 3628800
#   SMILES string: COC(=O)[C@H]1[C@@H]2O[C@](C=C2)([C@H](Cc3ccc(C)cc3)Nc4ccccc4)[C@H]1C(=O)OC
#
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
 FHJ  FHJ  'dimethyl (1S,2S,3R,4R)-1-[(1S)-2-(4-methylphenyl)-1-(phenylamino)ethyl]-7-oxabicyclo[2.2.1]hept-5-ene-2,3-dicarboxylate'  ligand  58  31  .  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_FHJ
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
 FHJ  C13  C  CR16  0  -0.246  -3.2012   3.2467  -1.2097
 FHJ  C15  C  CR16  0  -0.247  -2.2009   3.2289   0.9582
 FHJ  C20  C  CH1   0  -0.364   1.8929   0.2705  -0.1852
 FHJ  C21  C  CT    0   0.212   0.9499  -0.9696  -0.2225
 FHJ  C22  C  C1    0  -0.184   1.5512  -2.0321   0.6750
 FHJ  C28  C  CH3   0  -0.425   3.1081   2.6803   2.3014
 FHJ  C01  C  CR6   0   0.144  -2.8310  -1.6953  -0.0620
 FHJ  C02  C  CR16  0  -0.285  -3.3313  -1.5376   1.2292
 FHJ  C03  C  CR16  0  -0.278  -4.6630  -1.2273   1.4462
 FHJ  C04  C  CR6   0   0.086  -5.5468  -1.0626   0.3794
 FHJ  C05  C  CR16  0  -0.287  -5.0481  -1.2284  -0.9077
 FHJ  C06  C  CR16  0  -0.302  -3.7113  -1.5387  -1.1249
 FHJ  C07  C  CH3   0  -0.724  -6.9855  -0.7106   0.6251
 FHJ  C08  C  CH2   0  -0.534  -1.3710  -1.9641  -0.2874
 FHJ  C09  C  CH1   0  -0.141  -0.5367  -0.6876  -0.0885
 FHJ  C11  C  CR6   0   0.405  -1.6570   1.4747  -0.6187
 FHJ  C12  C  CR16  0  -0.347  -2.5208   2.0875  -1.5370
 FHJ  C14  C  CR16  0  -0.297  -3.0540   3.8304   0.0437
 FHJ  C16  C  CR16  0  -0.330  -1.5037   2.0731   0.6382
 FHJ  C18  C  CH1   0  -0.028   2.6464  -1.7158  -1.2733
 FHJ  C19  C  CH1   0  -0.390   3.1406  -0.2612  -0.9301
 FHJ  C23  C  C1    0  -0.241   2.6039  -2.5012   0.0153
 FHJ  C25  C  C     0   0.622   2.0988   0.8792   1.1737
 FHJ  C29  C  C     0   0.620   4.4346  -0.2852  -0.1672
 FHJ  C32  C  CH3   0  -0.426   6.7734  -0.3728  -0.4176
 FHJ  N10  N  NH1   0  -0.703  -0.9534   0.3522  -0.9996
 FHJ  O24  O  O2    0  -0.492   1.2772  -1.4684  -1.5162
 FHJ  O26  O  O     0  -0.446   1.6094   0.4740   2.1989
 FHJ  O27  O  O2    0  -0.452   2.8190   1.9866   1.0886
 FHJ  O30  O  O     0  -0.439   4.5338  -0.3564   1.0315
 FHJ  O31  O  O2    0  -0.451   5.4688  -0.2786  -0.9936
 FHJ  H1   H  HCR6  0   0.247  -3.8622   3.6940  -1.9416
 FHJ  H2   H  HCR6  0   0.247  -2.0619   3.6670   1.9388
 FHJ  H3   H  HCH1  0   0.320   1.4414   1.0471  -0.8099
 FHJ  H4   H  H     0   0.265   1.2192  -2.2775   1.6721
 FHJ  H6   H  HCH3  0   0.252   3.7242   3.5292   2.0204
 FHJ  H7   H  HCH3  0   0.238   2.1981   3.0387   2.7823
 FHJ  H8   H  HCH3  0   0.239   3.6586   2.0489   2.9981
 FHJ  H9   H  HCR6  0   0.239  -2.6678  -1.6577   2.0788
 FHJ  H10  H  HCR6  0   0.240  -5.0235  -1.1115   2.4622
 FHJ  H11  H  HCR6  0   0.241  -5.7118  -1.1137  -1.7569
 FHJ  H12  H  HCR6  0   0.239  -3.3536  -1.6619  -2.1411
 FHJ  H13  H  HCH3  0   0.244  -7.0798   0.2897   1.0518
 FHJ  H14  H  HCH3  0   0.241  -7.5669  -0.7300  -0.2959
 FHJ  H15  H  HCH3  0   0.242  -7.4516  -1.4015   1.3290
 FHJ  H16  H  HCH2  0   0.261  -1.0137  -2.7348   0.4011
 FHJ  H17  H  HCH2  0   0.256  -1.2087  -2.3493  -1.2965
 FHJ  H18  H  HCH1  0   0.269  -0.7024  -0.3453   0.9346
 FHJ  H19  H  HCR6  0   0.245  -2.6626   1.6401  -2.5144
 FHJ  H20  H  HCR6  0   0.242  -3.5890   4.7355   0.2987
 FHJ  H21  H  HCR6  0   0.244  -0.8283   1.6535   1.3725
 FHJ  H22  H  HCH1  0   0.272   3.1430  -2.1645  -2.1310
 FHJ  H23  H  HCH1  0   0.310   3.2841   0.2813  -1.8650
 FHJ  H24  H  H     0   0.263   3.3458  -3.2141   0.3436
 FHJ  H26  H  HCH3  0   0.254   7.4705  -0.3201  -1.2481
 FHJ  H27  H  HCH3  0   0.241   6.9646   0.4506   0.2697
 FHJ  H28  H  HCH3  0   0.242   6.9059  -1.3181   0.1080
 FHJ  H29  H  HNH1  0   0.375  -1.1790   0.0191  -1.9246

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
 FHJ  O30  C29  double    1.205  0.020  1.205
 FHJ  O31  C29  single    1.324  0.020  1.324
 FHJ  O31  C32  single    1.429  0.020  1.429
 FHJ  C29  C19  single    1.502  0.020  1.502
 FHJ  C19  C18  single    1.574  0.020  1.574
 FHJ  C19  C20  single    1.547  0.020  1.547
 FHJ  C18  O24  single    1.412  0.020  1.412
 FHJ  C18  C23  single    1.510  0.020  1.510
 FHJ  O27  C28  single    1.427  0.020  1.427
 FHJ  O27  C25  single    1.324  0.020  1.324
 FHJ  C20  C25  single    1.503  0.020  1.503
 FHJ  C20  C21  single    1.558  0.020  1.558
 FHJ  O24  C21  single    1.425  0.020  1.425
 FHJ  C23  C22  double    1.328  0.020  1.328
 FHJ  C25  O26  double    1.206  0.020  1.206
 FHJ  C21  C22  single    1.515  0.020  1.515
 FHJ  C21  C09  single    1.519  0.020  1.519
 FHJ  C16  C15  aromatic  1.387  0.020  1.387
 FHJ  C16  C11  aromatic  1.400  0.020  1.400
 FHJ  C15  C14  aromatic  1.388  0.020  1.388
 FHJ  N10  C11  single    1.378  0.020  1.378
 FHJ  N10  C09  single    1.444  0.020  1.444
 FHJ  C11  C12  aromatic  1.402  0.020  1.402
 FHJ  C14  C13  aromatic  1.390  0.020  1.390
 FHJ  C09  C08  single    1.538  0.020  1.538
 FHJ  C12  C13  aromatic  1.383  0.020  1.383
 FHJ  C08  C01  single    1.502  0.020  1.502
 FHJ  C01  C06  aromatic  1.389  0.020  1.389
 FHJ  C01  C02  aromatic  1.394  0.020  1.394
 FHJ  C06  C05  aromatic  1.389  0.020  1.389
 FHJ  C02  C03  aromatic  1.385  0.020  1.385
 FHJ  C05  C04  aromatic  1.390  0.020  1.390
 FHJ  C03  C04  aromatic  1.395  0.020  1.395
 FHJ  C04  C07  single    1.501  0.020  1.501
 FHJ  C13  H1   single    0.930  0.020  1.080
 FHJ  C15  H2   single    0.930  0.020  1.080
 FHJ  C20  H3   single    0.970  0.020  1.090
 FHJ  C22  H4   single    0.930  0.020  1.080
 FHJ  C28  H6   single    0.970  0.020  1.090
 FHJ  C28  H7   single    0.970  0.020  1.090
 FHJ  C28  H8   single    0.970  0.020  1.090
 FHJ  C02  H9   single    0.930  0.020  1.080
 FHJ  C03  H10  single    0.930  0.020  1.080
 FHJ  C05  H11  single    0.930  0.020  1.080
 FHJ  C06  H12  single    0.930  0.020  1.080
 FHJ  C07  H13  single    0.970  0.020  1.090
 FHJ  C07  H14  single    0.970  0.020  1.090
 FHJ  C07  H15  single    0.970  0.020  1.090
 FHJ  C08  H16  single    0.970  0.020  1.090
 FHJ  C08  H17  single    0.970  0.020  1.090
 FHJ  C09  H18  single    0.970  0.020  1.090
 FHJ  C12  H19  single    0.930  0.020  1.080
 FHJ  C14  H20  single    0.930  0.020  1.080
 FHJ  C16  H21  single    0.930  0.020  1.080
 FHJ  C18  H22  single    0.970  0.020  1.090
 FHJ  C19  H23  single    0.970  0.020  1.090
 FHJ  C23  H24  single    0.930  0.020  1.080
 FHJ  C32  H26  single    0.970  0.020  1.090
 FHJ  C32  H27  single    0.970  0.020  1.090
 FHJ  C32  H28  single    0.970  0.020  1.090
 FHJ  N10  H29  single    0.890  0.020  1.040

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
 FHJ  H1   C13  C14  120.03  3.000
 FHJ  H1   C13  C12  119.11  3.000
 FHJ  C14  C13  C12  120.86  3.000
 FHJ  H2   C15  C16  118.78  3.000
 FHJ  H2   C15  C14  120.01  3.000
 FHJ  C16  C15  C14  121.20  3.000
 FHJ  H3   C20  C25  106.57  3.000
 FHJ  H3   C20  C19  107.56  3.000
 FHJ  C25  C20  C19  117.64  3.000
 FHJ  H3   C20  C21  107.55  3.000
 FHJ  C25  C20  C21  115.26  3.000
 FHJ  C19  C20  C21  101.71  3.000
 FHJ  O24  C21  C09  111.71  3.000
 FHJ  C09  C21  C22  117.80  3.000
 FHJ  O24  C21  C22  101.61  3.000
 FHJ  C09  C21  C20  116.25  3.000
 FHJ  C22  C21  C20  107.68  3.000
 FHJ  O24  C21  C20   99.28  3.000
 FHJ  H4   C22  C23  128.50  3.000
 FHJ  H4   C22  C21  125.78  3.000
 FHJ  C23  C22  C21  105.55  3.000
 FHJ  H8   C28  H7   109.28  3.000
 FHJ  H8   C28  H6   109.38  3.000
 FHJ  H7   C28  H6   109.32  3.000
 FHJ  H8   C28  O27  111.35  3.000
 FHJ  H7   C28  O27  111.46  3.000
 FHJ  H6   C28  O27  105.97  3.000
 FHJ  C08  C01  C06  121.44  3.000
 FHJ  C06  C01  C02  117.95  3.000
 FHJ  C08  C01  C02  120.55  3.000
 FHJ  H9   C02  C03  119.37  3.000
 FHJ  H9   C02  C01  119.58  3.000
 FHJ  C03  C02  C01  121.05  3.000
 FHJ  H10  C03  C04  119.56  3.000
 FHJ  H10  C03  C02  119.38  3.000
 FHJ  C04  C03  C02  121.06  3.000
 FHJ  C07  C04  C05  121.54  3.000
 FHJ  C07  C04  C03  120.64  3.000
 FHJ  C05  C04  C03  117.82  3.000
 FHJ  H11  C05  C06  119.36  3.000
 FHJ  H11  C05  C04  119.55  3.000
 FHJ  C06  C05  C04  121.09  3.000
 FHJ  H12  C06  C05  119.29  3.000
 FHJ  H12  C06  C01  119.69  3.000
 FHJ  C05  C06  C01  121.02  3.000
 FHJ  H15  C07  H14  107.84  3.000
 FHJ  H15  C07  H13  106.93  3.000
 FHJ  H14  C07  H13  107.50  3.000
 FHJ  H15  C07  C04  111.50  3.000
 FHJ  H14  C07  C04  111.65  3.000
 FHJ  H13  C07  C04  111.19  3.000
 FHJ  H17  C08  H16  106.53  3.000
 FHJ  H17  C08  C09  109.37  3.000
 FHJ  H16  C08  C09  109.05  3.000
 FHJ  H17  C08  C01  110.26  3.000
 FHJ  H16  C08  C01  110.45  3.000
 FHJ  C09  C08  C01  111.07  3.000
 FHJ  H18  C09  N10  108.78  3.000
 FHJ  H18  C09  C08  107.41  3.000
 FHJ  N10  C09  C08  111.07  3.000
 FHJ  H18  C09  C21  106.82  3.000
 FHJ  C08  C09  C21  111.43  3.000
 FHJ  N10  C09  C21  111.13  3.000
 FHJ  N10  C11  C16  122.69  3.000
 FHJ  N10  C11  C12  119.30  3.000
 FHJ  C16  C11  C12  117.94  3.000
 FHJ  H19  C12  C11  119.39  3.000
 FHJ  H19  C12  C13  119.65  3.000
 FHJ  C11  C12  C13  120.96  3.000
 FHJ  H20  C14  C15  120.75  3.000
 FHJ  H20  C14  C13  120.76  3.000
 FHJ  C15  C14  C13  118.50  3.000
 FHJ  H21  C16  C11  120.76  3.000
 FHJ  H21  C16  C15  118.70  3.000
 FHJ  C11  C16  C15  120.53  3.000
 FHJ  H22  C18  O24  112.28  3.000
 FHJ  H22  C18  C23  118.11  3.000
 FHJ  O24  C18  C23  102.16  3.000
 FHJ  H22  C18  C19  114.19  3.000
 FHJ  C23  C18  C19  107.66  3.000
 FHJ  O24  C18  C19  100.37  3.000
 FHJ  H23  C19  C29  109.26  3.000
 FHJ  H23  C19  C18  108.31  3.000
 FHJ  C29  C19  C18  111.49  3.000
 FHJ  H23  C19  C20  110.36  3.000
 FHJ  C18  C19  C20   99.75  3.000
 FHJ  C29  C19  C20  117.10  3.000
 FHJ  H24  C23  C18  125.70  3.000
 FHJ  H24  C23  C22  128.81  3.000
 FHJ  C18  C23  C22  105.22  3.000
 FHJ  O27  C25  O26  123.81  3.000
 FHJ  O26  C25  C20  125.22  3.000
 FHJ  O27  C25  C20  110.80  3.000
 FHJ  O31  C29  O30  123.85  3.000
 FHJ  O31  C29  C19  110.85  3.000
 FHJ  O30  C29  C19  125.24  3.000
 FHJ  H28  C32  H27  109.27  3.000
 FHJ  H28  C32  H26  109.46  3.000
 FHJ  H27  C32  H26  109.47  3.000
 FHJ  H28  C32  O31  111.26  3.000
 FHJ  H27  C32  O31  111.38  3.000
 FHJ  H26  C32  O31  105.94  3.000
 FHJ  H29  N10  C11  114.09  3.000
 FHJ  H29  N10  C09  113.92  3.000
 FHJ  C11  N10  C09  124.01  3.000
 FHJ  C18  O24  C21   97.35  3.000
 FHJ  C25  O27  C28  117.54  3.000
 FHJ  C32  O31  C29  117.47  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
 FHJ  CONST_01  C16  C15  C14  C13     0.00   0.0  0
 FHJ  CONST_02  C16  C11  C12  C13     0.00   0.0  0
 FHJ  CONST_03  C12  C11  C16  C15     0.00   0.0  0
 FHJ  CONST_04  C12  C13  C14  C15     0.00   0.0  0
 FHJ  CONST_05  C04  C05  C06  C01     0.00   0.0  0
 FHJ  CONST_06  C04  C03  C02  C01     0.00   0.0  0
 FHJ  CONST_07  C05  C06  C01  C02     0.00   0.0  0
 FHJ  CONST_08  C05  C04  C03  C02     0.00   0.0  0
 FHJ  CONST_09  C06  C01  C02  C03     0.00   0.0  0
 FHJ  CONST_10  C06  C05  C04  C03     0.00   0.0  0
 FHJ  CONST_11  C14  C15  C16  C11     0.00   0.0  0
 FHJ  CONST_12  C14  C13  C12  C11     0.00   0.0  0
 FHJ  CONST_13  N10  C11  C12  C13   180.00   0.0  0
 FHJ  CONST_14  N10  C11  C16  C15   180.00   0.0  0
 FHJ  CONST_15  C07  C04  C03  C02   180.00   0.0  0
 FHJ  CONST_16  C08  C01  C02  C03   180.00   0.0  0
 FHJ  CONST_17  C08  C01  C06  C05   180.00   0.0  0
 FHJ  CONST_18  C07  C04  C05  C06   180.00   0.0  0
 FHJ  CONST_19  H2   C15  C14  C13   180.00   0.0  0
 FHJ  CONST_20  H1   C13  C14  C15   180.00   0.0  0
 FHJ  CONST_21  H11  C05  C06  C01   180.00   0.0  0
 FHJ  CONST_22  H10  C03  C02  C01   180.00   0.0  0
 FHJ  CONST_23  H12  C06  C01  C02   180.00   0.0  0
 FHJ  CONST_24  H9   C02  C03  C04   180.00   0.0  0
 FHJ  CONST_25  H21  C16  C11  C12   180.00   0.0  0
 FHJ  CONST_26  H20  C14  C13  C12   180.00   0.0  0
 FHJ  CONST_27  H19  C12  C13  C14   180.00   0.0  0
 FHJ  CONST_30  H29  N10  C11  C12     0.00   0.0  0
 FHJ  Var_01    C18  C23  C22  C21     0.48  30.0  1
 FHJ  Var_02    C09  C08  C01  C02   -75.46  30.0  2
 FHJ  Var_03    H13  C07  C04  C03    66.48  30.0  2
 FHJ  Var_04    O26  C25  O27  C28     4.73  30.0  3
 FHJ  Var_05    O30  C29  O31  C32     0.52  30.0  3
 FHJ  Var_06    H6   C28  O27  C25   178.32  30.0  3
 FHJ  Var_07    H26  C32  O31  C29  -178.31  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
 FHJ  chir_01  C20  C19  C25  C21  positiv
 FHJ  chir_02  C21  C09  C22  C20  positiv
 FHJ  chir_03  C09  N10  C08  C21  negativ
 FHJ  chir_04  C18  O24  C23  C19  positiv
 FHJ  chir_05  C19  C29  C18  C20  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
 FHJ  plan-1  C01  0.020
 FHJ  plan-1  C02  0.020
 FHJ  plan-1  C03  0.020
 FHJ  plan-1  C04  0.020
 FHJ  plan-1  C05  0.020
 FHJ  plan-1  C06  0.020
 FHJ  plan-1  C07  0.020
 FHJ  plan-1  C08  0.020
 FHJ  plan-1  H9   0.020
 FHJ  plan-1  H10  0.020
 FHJ  plan-1  H11  0.020
 FHJ  plan-1  H12  0.020
 FHJ  plan-2  C13  0.020
 FHJ  plan-2  C15  0.020
 FHJ  plan-2  C11  0.020
 FHJ  plan-2  C12  0.020
 FHJ  plan-2  C14  0.020
 FHJ  plan-2  C16  0.020
 FHJ  plan-2  N10  0.020
 FHJ  plan-2  H1   0.020
 FHJ  plan-2  H2   0.020
 FHJ  plan-2  H19  0.020
 FHJ  plan-2  H20  0.020
 FHJ  plan-2  H21  0.020
 FHJ  plan-3  C09  0.020
 FHJ  plan-3  C11  0.020
 FHJ  plan-3  N10  0.020
 FHJ  plan-3  H29  0.020
 FHJ  plan-4  C19  0.020
 FHJ  plan-4  C29  0.020
 FHJ  plan-4  O30  0.020
 FHJ  plan-4  O31  0.020
 FHJ  plan-5  C20  0.020
 FHJ  plan-5  C25  0.020
 FHJ  plan-5  O26  0.020
 FHJ  plan-5  O27  0.020

