# electronic Ligand Builder and Optimisation Workbench (eLBOW)
#   - a module of PHENIX version dev-svn-
#   - file written: Tue Apr 21 15:59:47 2020
#   Inital geometry file: a 138 line input string
#   Ligand name: 2-[(5~{R})-3-(3-cyclopentyloxy-4-methoxy-phenyl)-4,5-dihydro-1,2-oxazol-5-yl]-~{N},~{N}-bis(2-hydroxyethyl)ethanamide
#   Quantum optimisation: True
#   Method: PBEh-3c
#   Random seed: 3628800
#   SMILES string: COc1ccc(cc1OC2CCCC2)C3=NO[C@@H](CC(=O)N(CCO)CCO)C3
#
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
 D08  D08  2-[(5~{R})-3-(3-cyclopentyloxy-4-methoxy-phenyl)-4,5-dihydro-1,2-oxazol-5-yl]-~{N},~{N}-bis(2-hydroxyethyl)ethanamide  ligand  59  29  .  2021-08-08  2021-08-08  
;
Directly from eLBOW using geometry from QM method PBEh-3c with CPCM solvent model
Validated by Mogul as PERFECT
;

data_comp_D08
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
 D08  C10  C  CR6   0   0.072   1.7119  -1.1596   0.3781
 D08  C13  C  CR5   0   0.201   0.3435  -0.7378   0.6583
 D08  C15  C  CR15  0   0.055  -1.9212  -0.6771   1.2017
 D08  C20  C  CH2   0  -0.154  -6.1975   2.5476  -0.0168
 D08  C21  C  CH2   0  -0.143  -6.1611  -1.9690  -0.9593
 D08  C01  C  CH3   0  -0.438   6.0244  -3.6327  -0.3242
 D08  C02  C  CR6   0   0.296   4.3455  -1.9832  -0.0911
 D08  C03  C  CR6   0   0.356   4.0234  -0.6043  -0.0856
 D08  O02  O  O2    0  -0.480   5.0579   0.2204  -0.3230
 D08  C04  C  CR15  0   0.019   4.8338   1.6108  -0.4920
 D08  C05  C  CH2   0  -0.462   6.0658   2.2439  -1.1273
 D08  C06  C  CH2   0  -0.452   5.9230   3.7433  -0.8196
 D08  C07  C  CH2   0  -0.458   4.8966   3.8441   0.3352
 D08  C08  C  CH2   0  -0.473   4.6593   2.4059   0.7987
 D08  C09  C  CR16  0  -0.430   2.7220  -0.2118   0.1474
 D08  C11  C  CR16  0  -0.340   2.0351  -2.5054   0.3590
 D08  C12  C  CR16  0  -0.368   3.3461  -2.9151   0.1264
 D08  C14  C  CH2   0  -0.596  -0.8172  -1.6673   0.8359
 D08  C16  C  CH2   0  -0.631  -3.1416  -0.7799   0.3121
 D08  O03  O  O     0  -0.505  -4.1607   0.8070   1.7735
 D08  N01  N  NT    0  -0.452  -5.3690   0.2040  -0.0269
 D08  O04  O  O     0  -0.407  -1.3105   0.6223   1.0349
 D08  N02  N  N     0  -0.133   0.0204   0.4900   0.7613
 D08  C18  C  CH2   0  -0.360  -5.5600  -0.6016  -1.2222
 D08  C19  C  CH2   0  -0.340  -6.4458   1.1026   0.3672
 D08  O05  O  OH1   0  -0.669  -6.1035   2.6413  -1.4207
 D08  O06  O  OH1   0  -0.664  -7.4475  -1.8180  -0.4078
 D08  H30  H  HCR5  0   0.252  -2.2021  -0.7818   2.2517
 D08  H25  H  HCH2  0   0.200  -7.0321   3.1436   0.3760
 D08  H24  H  HCH2  0   0.205  -5.2876   2.9092   0.4739
 D08  H27  H  HCH2  0   0.205  -6.1860  -2.5101  -1.9142
 D08  H26  H  HCH2  0   0.200  -5.5048  -2.5385  -0.2899
 D08  H01  H  HCH3  0   0.231   5.8152  -4.1192   0.6318
 D08  H02  H  HCH3  0   0.231   5.5314  -4.1945  -1.1219
 D08  H03  H  HCH3  0   0.262   7.0973  -3.6454  -0.4984
 D08  H04  H  HCR5  0   0.228   3.9651   1.7667  -1.1462
 D08  H05  H  HCH2  0   0.234   6.9576   1.8372  -0.6437
 D08  H06  H  HCH2  0   0.245   6.1444   2.0311  -2.1939
 D08  H08  H  HCH2  0   0.236   6.8841   4.1754  -0.5416
 D08  H07  H  HCH2  0   0.234   5.5750   4.2928  -1.6946
 D08  H10  H  HCH2  0   0.240   5.2420   4.4814   1.1489
 D08  H09  H  HCH2  0   0.233   3.9615   4.2755  -0.0269
 D08  H12  H  HCH2  0   0.243   3.6887   2.2731   1.2775
 D08  H11  H  HCH2  0   0.233   5.4274   2.0957   1.5131
 D08  H13  H  HCR6  0   0.278   2.4589   0.8365   0.1647
 D08  H14  H  HCR6  0   0.261   1.2783  -3.2597   0.5275
 D08  H15  H  HCR6  0   0.286   3.5634  -3.9743   0.1176
 D08  H18  H  HCH2  0   0.282  -1.0174  -2.2147  -0.0900
 D08  H19  H  HCH2  0   0.288  -0.6463  -2.4071   1.6186
 D08  H17  H  HCH2  0   0.283  -2.8469  -0.5801  -0.7223
 D08  H16  H  HCH2  0   0.286  -3.4931  -1.8157   0.3291
 D08  H22  H  HCH2  0   0.262  -4.6145  -0.7374  -1.7460
 D08  H23  H  HCH2  0   0.269  -6.1998  -0.0439  -1.9056
 D08  H21  H  HCH2  0   0.251  -6.6009   1.0487   1.4450
 D08  H20  H  HCH2  0   0.254  -7.3649   0.7519  -0.0992
 D08  H28  H  HOH1  0   0.455  -5.8559   3.5420  -1.6466
 D08  H29  H  HOH1  0   0.458  -7.7780  -2.6888  -0.1699
 D08  C17  C  C     0   0.589  -4.2648   0.1461   0.7470
 D08  O01  O  O2    0  -0.457   5.6352  -2.2732  -0.3186

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
 D08  C07  C06  single    1.548  0.020  1.548
 D08  C07  C08  single    1.530  0.020  1.530
 D08  C01  O01  single    1.414  0.020  1.414
 D08  O01  C02  single    1.341  0.020  1.341
 D08  C06  C05  single    1.537  0.020  1.537
 D08  O02  C03  single    1.344  0.020  1.344
 D08  O02  C04  single    1.418  0.020  1.418
 D08  C08  C04  single    1.526  0.020  1.526
 D08  C02  C03  aromatic  1.416  0.020  1.416
 D08  C02  C12  aromatic  1.384  0.020  1.384
 D08  C05  C04  single    1.524  0.020  1.524
 D08  C03  C09  aromatic  1.379  0.020  1.379
 D08  C12  C11  aromatic  1.393  0.020  1.393
 D08  C09  C10  aromatic  1.404  0.020  1.404
 D08  C11  C10  aromatic  1.384  0.020  1.384
 D08  C10  C13  single    1.459  0.020  1.459
 D08  C13  N02  double    1.274  0.020  1.274
 D08  C13  C14  single    1.498  0.020  1.498
 D08  N02  O04  single    1.365  0.020  1.365
 D08  O04  C15  single    1.445  0.020  1.445
 D08  C14  C15  single    1.527  0.020  1.527
 D08  C15  C16  single    1.514  0.020  1.514
 D08  C16  C17  single    1.519  0.020  1.519
 D08  C17  O03  double    1.225  0.020  1.225
 D08  C17  N01  single    1.350  0.020  1.350
 D08  C18  N01  single    1.454  0.020  1.454
 D08  C18  C21  single    1.517  0.020  1.517
 D08  N01  C19  single    1.457  0.020  1.457
 D08  C19  C20  single    1.516  0.020  1.516
 D08  C21  O06  single    1.408  0.020  1.408
 D08  C20  O05  single    1.410  0.020  1.410
 D08  C15  H30  single    0.970  0.020  1.090
 D08  C20  H25  single    0.970  0.020  1.090
 D08  C20  H24  single    0.970  0.020  1.090
 D08  C21  H27  single    0.970  0.020  1.090
 D08  C21  H26  single    0.970  0.020  1.090
 D08  C01  H01  single    0.970  0.020  1.090
 D08  C01  H02  single    0.970  0.020  1.090
 D08  C01  H03  single    0.970  0.020  1.090
 D08  C04  H04  single    0.970  0.020  1.090
 D08  C05  H05  single    0.970  0.020  1.090
 D08  C05  H06  single    0.970  0.020  1.090
 D08  C06  H08  single    0.970  0.020  1.090
 D08  C06  H07  single    0.970  0.020  1.090
 D08  C07  H10  single    0.970  0.020  1.090
 D08  C07  H09  single    0.970  0.020  1.090
 D08  C08  H12  single    0.970  0.020  1.090
 D08  C08  H11  single    0.970  0.020  1.090
 D08  C09  H13  single    0.930  0.020  1.080
 D08  C11  H14  single    0.930  0.020  1.080
 D08  C12  H15  single    0.930  0.020  1.080
 D08  C14  H18  single    0.970  0.020  1.090
 D08  C14  H19  single    0.970  0.020  1.090
 D08  C16  H17  single    0.970  0.020  1.090
 D08  C16  H16  single    0.970  0.020  1.090
 D08  C18  H22  single    0.970  0.020  1.090
 D08  C18  H23  single    0.970  0.020  1.090
 D08  C19  H21  single    0.970  0.020  1.090
 D08  C19  H20  single    0.970  0.020  1.090
 D08  O05  H28  single    0.850  0.020  0.980
 D08  O06  H29  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
 D08  C11  C10  C09  119.08  3.000
 D08  C11  C10  C13  120.18  3.000
 D08  C09  C10  C13  120.73  3.000
 D08  N02  C13  C14  113.09  3.000
 D08  C14  C13  C10  124.77  3.000
 D08  N02  C13  C10  122.14  3.000
 D08  H30  C15  O04  107.81  3.000
 D08  H30  C15  C16  110.56  3.000
 D08  O04  C15  C16  109.50  3.000
 D08  H30  C15  C14  110.73  3.000
 D08  C16  C15  C14  113.45  3.000
 D08  O04  C15  C14  104.47  3.000
 D08  H24  C20  H25  106.97  3.000
 D08  H24  C20  O05  111.64  3.000
 D08  H25  C20  O05  111.76  3.000
 D08  H24  C20  C19  109.72  3.000
 D08  H25  C20  C19  107.60  3.000
 D08  O05  C20  C19  109.06  3.000
 D08  H26  C21  H27  106.77  3.000
 D08  H26  C21  O06  111.30  3.000
 D08  H27  C21  O06  111.89  3.000
 D08  H26  C21  C18  109.69  3.000
 D08  H27  C21  C18  107.61  3.000
 D08  O06  C21  C18  109.47  3.000
 D08  H03  C01  H02  108.80  3.000
 D08  H03  C01  H01  108.90  3.000
 D08  H02  C01  H01  108.85  3.000
 D08  H03  C01  O01  106.47  3.000
 D08  H02  C01  O01  111.89  3.000
 D08  H01  C01  O01  111.83  3.000
 D08  C12  C02  C03  119.39  3.000
 D08  C12  C02  O01  125.14  3.000
 D08  C03  C02  O01  115.46  3.000
 D08  C09  C03  O02  125.55  3.000
 D08  C09  C03  C02  119.51  3.000
 D08  O02  C03  C02  114.94  3.000
 D08  C04  O02  C03  120.05  3.000
 D08  H04  C04  C08  109.83  3.000
 D08  H04  C04  C05  109.40  3.000
 D08  C08  C04  C05  103.21  3.000
 D08  H04  C04  O02  109.58  3.000
 D08  C05  C04  O02  109.22  3.000
 D08  C08  C04  O02  115.34  3.000
 D08  H06  C05  H05  107.54  3.000
 D08  H06  C05  C06  113.13  3.000
 D08  H05  C05  C06  110.49  3.000
 D08  H06  C05  C04  112.64  3.000
 D08  H05  C05  C04  108.70  3.000
 D08  C06  C05  C04  104.28  3.000
 D08  H07  C06  H08  106.65  3.000
 D08  H07  C06  C07  110.74  3.000
 D08  H08  C06  C07  111.63  3.000
 D08  H07  C06  C05  111.13  3.000
 D08  H08  C06  C05  110.85  3.000
 D08  C07  C06  C05  105.92  3.000
 D08  H09  C07  H10  106.74  3.000
 D08  H09  C07  C08  109.82  3.000
 D08  H10  C07  C08  111.89  3.000
 D08  H09  C07  C06  110.26  3.000
 D08  H10  C07  C06  112.63  3.000
 D08  C08  C07  C06  105.53  3.000
 D08  H11  C08  H12  107.68  3.000
 D08  H11  C08  C07  110.83  3.000
 D08  H12  C08  C07  112.69  3.000
 D08  H11  C08  C04  108.92  3.000
 D08  H12  C08  C04  114.19  3.000
 D08  C07  C08  C04  102.47  3.000
 D08  H13  C09  C03  120.55  3.000
 D08  H13  C09  C10  118.49  3.000
 D08  C03  C09  C10  120.96  3.000
 D08  H14  C11  C12  118.65  3.000
 D08  H14  C11  C10  120.82  3.000
 D08  C12  C11  C10  120.53  3.000
 D08  H15  C12  C11  118.59  3.000
 D08  H15  C12  C02  120.88  3.000
 D08  C11  C12  C02  120.53  3.000
 D08  H19  C14  H18  107.25  3.000
 D08  H19  C14  C15  112.41  3.000
 D08  H18  C14  C15  113.25  3.000
 D08  H19  C14  C13  112.63  3.000
 D08  H18  C14  C13  110.61  3.000
 D08  C15  C14  C13  100.73  3.000
 D08  H16  C16  H17  105.91  3.000
 D08  H16  C16  C17  109.58  3.000
 D08  H17  C16  C17  111.01  3.000
 D08  H16  C16  C15  108.32  3.000
 D08  H17  C16  C15  109.03  3.000
 D08  C17  C16  C15  112.73  3.000
 D08  C19  N01  C18  117.84  3.000
 D08  C19  N01  C17  118.43  3.000
 D08  C18  N01  C17  123.72  3.000
 D08  N02  O04  C15  110.36  3.000
 D08  O04  N02  C13  110.91  3.000
 D08  H23  C18  H22  105.78  3.000
 D08  H23  C18  N01  108.01  3.000
 D08  H22  C18  N01  110.50  3.000
 D08  H23  C18  C21  109.73  3.000
 D08  H22  C18  C21  108.36  3.000
 D08  N01  C18  C21  114.14  3.000
 D08  H20  C19  H21  106.71  3.000
 D08  H20  C19  N01  108.02  3.000
 D08  H21  C19  N01  110.00  3.000
 D08  H20  C19  C20  109.69  3.000
 D08  H21  C19  C20  108.72  3.000
 D08  N01  C19  C20  113.48  3.000
 D08  H28  O05  C20  108.27  3.000
 D08  H29  O06  C21  108.30  3.000
 D08  N01  C17  O03  121.79  3.000
 D08  N01  C17  C16  117.83  3.000
 D08  O03  C17  C16  120.38  3.000
 D08  C02  O01  C01  118.24  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
 D08  CONST_01  C02  C03  C09  C10    0.00   0.0  0
 D08  CONST_02  C02  C12  C11  C10    0.00   0.0  0
 D08  CONST_03  C11  C12  C02  C03    0.00   0.0  0
 D08  CONST_04  C11  C10  C09  C03    0.00   0.0  0
 D08  CONST_05  C12  C02  C03  C09    0.00   0.0  0
 D08  CONST_06  C12  C11  C10  C09    0.00   0.0  0
 D08  CONST_07  C03  C09  C10  C13  180.00   0.0  0
 D08  CONST_08  C12  C11  C10  C13  180.00   0.0  0
 D08  CONST_09  O02  C03  C09  C10  180.00   0.0  0
 D08  CONST_10  C09  C03  C02  O01  180.00   0.0  0
 D08  CONST_11  C11  C12  C02  O01  180.00   0.0  0
 D08  CONST_12  C12  C02  C03  O02  180.00   0.0  0
 D08  CONST_13  H15  C12  C11  C10  180.00   0.0  0
 D08  CONST_14  H13  C09  C10  C13    0.00   0.0  0
 D08  CONST_15  H14  C11  C10  C13    0.00   0.0  0
 D08  CONST_16  C18  N01  C17  C16    0.00   0.0  0
 D08  CONST_17  C19  N01  C17  C16  180.00   0.0  0
 D08  CONST_18  C18  N01  C17  O03  180.00   0.0  0
 D08  CONST_19  C19  N01  C17  O03    0.00   0.0  0
 D08  Var_01    C15  C14  C13  C10  175.90  30.0  1
 D08  Var_02    C06  C07  C08  C04  -31.94  30.0  1
 D08  Var_03    C07  C06  C05  C04   17.76  30.0  1
 D08  Var_04    C08  C07  C06  C05    8.87  30.0  1
 D08  Var_05    C09  C03  O02  C04   -6.82  30.0  2
 D08  Var_06    C03  C02  O01  C01  179.41  30.0  2
 D08  Var_07    O03  C17  C16  C15   -4.77  30.0  3
 D08  Var_08    H01  C01  O01  C02  -59.75  30.0  3
 D08  Var_09    C21  C18  N01  C17   86.91  30.0  2
 D08  Var_10    C20  C19  N01  C17   80.18  30.0  3
 D08  Var_11    O06  C21  C18  N01   62.46  30.0  3
 D08  Var_12    O05  C20  C19  N01   61.95  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
 D08  chir_01  C15  O04  C14  C16  positiv
 D08  chir_02  C04  O02  C08  C05  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
 D08  plan-1  C16  0.020
 D08  plan-1  O03  0.020
 D08  plan-1  N01  0.020
 D08  plan-1  C18  0.020
 D08  plan-1  C19  0.020
 D08  plan-1  C17  0.020
 D08  plan-2  C10  0.020
 D08  plan-2  C13  0.020
 D08  plan-2  C02  0.020
 D08  plan-2  C03  0.020
 D08  plan-2  O02  0.020
 D08  plan-2  C09  0.020
 D08  plan-2  C11  0.020
 D08  plan-2  C12  0.020
 D08  plan-2  H13  0.020
 D08  plan-2  H14  0.020
 D08  plan-2  H15  0.020
 D08  plan-2  O01  0.020

