# electronic Ligand Builder and Optimisation Workbench (eLBOW)
#   - a module of PHENIX version dev-svn-
#   - file written: Thu Apr  2 22:08:56 2020
#   Inital geometry file: a 114 line input string
#   Ligand name: (4E,6S,7S,8S,9E)-7-hydroxy-8-methoxy-4,6-dimethyl-cyclotetradeca-4,9-dien-1-one
#   Quantum optimisation: True
#   Method: PBEh-3c
#   Random seed: 3628800
#   SMILES string: CO[C@H]1\C=C\CCCCC(=O)CCC(=C/[C@H](C)[C@@H]1O)/C
#
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
 48D  48D  (4E,6S,7S,8S,9E)-7-hydroxy-8-methoxy-4,6-dimethyl-cyclotetradeca-4,9-dien-1-one  ligand  48  20  .  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_48D
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
 48D  C1    C  CH3   0  -0.726  -0.3097   3.6753   1.0547
 48D  C2    C  C     0   0.084  -0.8779   2.5009   0.3110
 48D  C3    C  C1    0  -0.221  -0.1750   1.7429  -0.5328
 48D  C4    C  CH1   0  -0.327   1.2616   1.9418  -0.9337
 48D  C5    C  CH3   0  -0.676   1.4722   1.4970  -2.3800
 48D  C6    C  CH1   0   0.063   2.2476   1.2955   0.0483
 48D  O7    O  OH1   0  -0.681   3.5194   1.8426  -0.2266
 48D  C8    C  CH1   0  -0.034   2.3163  -0.2322  -0.0185
 48D  O9    O  O2    0  -0.504   3.3897  -0.5816   0.8544
 48D  C10   C  CH3   0  -0.397   3.9348  -1.8563   0.6222
 48D  C11   C  C1    0  -0.216   1.0762  -0.9442   0.4286
 48D  C12   C  C1    0  -0.208   0.6212  -2.0483  -0.1599
 48D  C13   C  CH2   0  -0.491  -0.4133  -2.9769   0.3937
 48D  C14   C  CH2   0  -0.436  -1.4885  -3.4462  -0.5981
 48D  C15   C  CH2   0  -0.433  -2.8281  -2.7163  -0.5435
 48D  C16   C  CH2   0  -0.571  -2.8216  -1.2409  -0.9317
 48D  C17   C  C     0   0.417  -2.6915  -0.2330   0.1809
 48D  O18   O  O     0  -0.402  -2.4132  -0.5256   1.3216
 48D  C19   C  CH2   0  -0.597  -3.0250   1.1887  -0.2139
 48D  C20   C  CH2   0  -0.455  -2.3381   2.2711   0.5979
 48D  H1    H  HCH3  0   0.241   0.7464   3.8477   0.8584
 48D  H1A   H  HCH3  0   0.238  -0.8506   4.5908   0.8013
 48D  H1B   H  HCH3  0   0.239  -0.4250   3.5370   2.1328
 48D  H3    H  H     0   0.211  -0.6643   0.9054  -1.0197
 48D  H4    H  HCH1  0   0.245   1.4858   3.0124  -0.8898
 48D  H5    H  HCH3  0   0.238   0.8765   2.1134  -3.0542
 48D  H5A   H  HCH3  0   0.233   2.5154   1.5875  -2.6827
 48D  H5B   H  HCH3  0   0.217   1.1645   0.4611  -2.5344
 48D  H6    H  HCH1  0   0.205   1.9284   1.5691   1.0667
 48D  HO7   H  HOH1  0   0.443   4.1597   1.3482   0.2980
 48D  H8    H  HCH1  0   0.222   2.5732  -0.5417  -1.0430
 48D  H10   H  HCH3  0   0.211   3.2099  -2.6586   0.7941
 48D  H10A  H  HCH3  0   0.204   4.3122  -1.9570  -0.4020
 48D  H10B  H  HCH3  0   0.234   4.7664  -1.9907   1.3129
 48D  H11   H  H     0   0.232   0.6154  -0.6011   1.3515
 48D  H12   H  H     0   0.232   1.0969  -2.3744  -1.0845
 48D  H13   H  HCH2  0   0.240   0.1316  -3.8639   0.7350
 48D  H13A  H  HCH2  0   0.245  -0.8729  -2.5465   1.2847
 48D  H14   H  HCH2  0   0.221  -1.0937  -3.4037  -1.6187
 48D  H14A  H  HCH2  0   0.229  -1.6955  -4.5020  -0.4083
 48D  H15   H  HCH2  0   0.235  -3.5051  -3.2345  -1.2264
 48D  H15A  H  HCH2  0   0.227  -3.2629  -2.8357   0.4520
 48D  H16   H  HCH2  0   0.269  -2.0294  -1.0273  -1.6602
 48D  H16A  H  HCH2  0   0.271  -3.7450  -0.9871  -1.4637
 48D  H19   H  HCH2  0   0.256  -2.8641   1.3306  -1.2853
 48D  H19A  H  HCH2  0   0.292  -4.1098   1.2738  -0.0756
 48D  H20   H  HCH2  0   0.240  -2.4683   2.0686   1.6659
 48D  H20A  H  HCH2  0   0.242  -2.8646   3.2157   0.4257

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
 48D  C1   C2    single  1.502  0.020  1.502
 48D  C2   C3    double  1.334  0.020  1.334
 48D  C2   C20   single  1.506  0.020  1.506
 48D  C3   C4    single  1.505  0.020  1.505
 48D  C4   C5    single  1.528  0.020  1.528
 48D  C4   C6    single  1.534  0.020  1.534
 48D  C6   O7    single  1.412  0.020  1.412
 48D  C6   C8    single  1.531  0.020  1.531
 48D  C8   O9    single  1.427  0.020  1.427
 48D  C8   C11   single  1.498  0.020  1.498
 48D  O9   C10   single  1.406  0.020  1.406
 48D  C11  C12   double  1.331  0.020  1.331
 48D  C12  C13   single  1.496  0.020  1.496
 48D  C13  C14   single  1.536  0.020  1.536
 48D  C14  C15   single  1.526  0.020  1.526
 48D  C15  C16   single  1.526  0.020  1.526
 48D  C16  C17   single  1.507  0.020  1.507
 48D  C17  O18   double  1.210  0.020  1.210
 48D  C17  C19   single  1.513  0.020  1.513
 48D  C19  C20   single  1.517  0.020  1.517
 48D  C1   H1    single  0.970  0.020  1.090
 48D  C1   H1A   single  0.970  0.020  1.090
 48D  C1   H1B   single  0.970  0.020  1.090
 48D  C3   H3    single  0.930  0.020  1.080
 48D  C4   H4    single  0.970  0.020  1.090
 48D  C5   H5    single  0.970  0.020  1.090
 48D  C5   H5A   single  0.970  0.020  1.090
 48D  C5   H5B   single  0.970  0.020  1.090
 48D  C6   H6    single  0.970  0.020  1.090
 48D  O7   HO7   single  0.850  0.020  0.980
 48D  C8   H8    single  0.970  0.020  1.090
 48D  C10  H10   single  0.970  0.020  1.090
 48D  C10  H10A  single  0.970  0.020  1.090
 48D  C10  H10B  single  0.970  0.020  1.090
 48D  C11  H11   single  0.930  0.020  1.080
 48D  C12  H12   single  0.930  0.020  1.080
 48D  C13  H13   single  0.970  0.020  1.090
 48D  C13  H13A  single  0.970  0.020  1.090
 48D  C14  H14   single  0.970  0.020  1.090
 48D  C14  H14A  single  0.970  0.020  1.090
 48D  C15  H15   single  0.970  0.020  1.090
 48D  C15  H15A  single  0.970  0.020  1.090
 48D  C16  H16   single  0.970  0.020  1.090
 48D  C16  H16A  single  0.970  0.020  1.090
 48D  C19  H19   single  0.970  0.020  1.090
 48D  C19  H19A  single  0.970  0.020  1.090
 48D  C20  H20   single  0.970  0.020  1.090
 48D  C20  H20A  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
 48D  H1B   C1   H1A   106.41  3.000
 48D  H1B   C1   H1    107.48  3.000
 48D  H1A   C1   H1    107.80  3.000
 48D  H1B   C1   C2    110.47  3.000
 48D  H1A   C1   C2    110.67  3.000
 48D  H1    C1   C2    113.69  3.000
 48D  C20   C2   C3    123.00  3.000
 48D  C20   C2   C1    113.07  3.000
 48D  C3    C2   C1    123.93  3.000
 48D  H3    C3   C4    114.39  3.000
 48D  H3    C3   C2    118.98  3.000
 48D  C4    C3   C2    126.61  3.000
 48D  H4    C4   C6    104.75  3.000
 48D  H4    C4   C5    107.12  3.000
 48D  C6    C4   C5    113.25  3.000
 48D  H4    C4   C3    108.31  3.000
 48D  C6    C4   C3    112.79  3.000
 48D  C5    C4   C3    110.21  3.000
 48D  H5B   C5   H5A   108.02  3.000
 48D  H5B   C5   H5    107.16  3.000
 48D  H5A   C5   H5    107.71  3.000
 48D  H5B   C5   C4    111.79  3.000
 48D  H5A   C5   C4    111.75  3.000
 48D  H5    C5   C4    110.20  3.000
 48D  H6    C6   C8    107.53  3.000
 48D  H6    C6   O7    110.17  3.000
 48D  C8    C6   O7    109.75  3.000
 48D  H6    C6   C4    107.51  3.000
 48D  C8    C6   C4    114.91  3.000
 48D  O7    C6   C4    106.93  3.000
 48D  HO7   O7   C6    107.07  3.000
 48D  H8    C8   C11   109.71  3.000
 48D  H8    C8   O9    108.96  3.000
 48D  C11   C8   O9    108.89  3.000
 48D  H8    C8   C6    109.38  3.000
 48D  C11   C8   C6    115.10  3.000
 48D  O9    C8   C6    104.56  3.000
 48D  C10   O9   C8    114.38  3.000
 48D  H10B  C10  H10A  108.55  3.000
 48D  H10B  C10  H10   108.39  3.000
 48D  H10A  C10  H10   107.90  3.000
 48D  H10B  C10  O9    107.65  3.000
 48D  H10A  C10  O9    111.79  3.000
 48D  H10   C10  O9    112.45  3.000
 48D  H11   C11  C12   119.48  3.000
 48D  H11   C11  C8    117.01  3.000
 48D  C12   C11  C8    123.03  3.000
 48D  H12   C12  C13   115.47  3.000
 48D  H12   C12  C11   118.30  3.000
 48D  C13   C12  C11   125.97  3.000
 48D  H13A  C13  H13   105.93  3.000
 48D  H13A  C13  C14   110.67  3.000
 48D  H13   C13  C14   107.58  3.000
 48D  H13A  C13  C12   110.39  3.000
 48D  H13   C13  C12   105.89  3.000
 48D  C14   C13  C12   115.76  3.000
 48D  H14A  C14  H14   105.53  3.000
 48D  H14A  C14  C15   106.83  3.000
 48D  H14   C14  C15   109.33  3.000
 48D  H14A  C14  C13   108.40  3.000
 48D  H14   C14  C13   109.73  3.000
 48D  C15   C14  C13   116.43  3.000
 48D  H15A  C15  H15   105.72  3.000
 48D  H15A  C15  C16   109.82  3.000
 48D  H15   C15  C16   107.60  3.000
 48D  H15A  C15  C14   109.23  3.000
 48D  H15   C15  C14   107.14  3.000
 48D  C16   C15  C14   116.72  3.000
 48D  H16A  C16  H16   103.94  3.000
 48D  H16A  C16  C17   106.04  3.000
 48D  H16   C16  C17   107.32  3.000
 48D  H16A  C16  C15   110.12  3.000
 48D  H16   C16  C15   111.12  3.000
 48D  C17   C16  C15   117.35  3.000
 48D  C19   C17  O18   121.60  3.000
 48D  C19   C17  C16   114.64  3.000
 48D  O18   C17  C16   123.65  3.000
 48D  H19A  C19  H19   105.02  3.000
 48D  H19A  C19  C20   108.96  3.000
 48D  H19   C19  C20   111.43  3.000
 48D  H19A  C19  C17   104.95  3.000
 48D  H19   C19  C17   110.21  3.000
 48D  C20   C19  C17   115.53  3.000
 48D  H20A  C20  H20   104.82  3.000
 48D  H20A  C20  C19   108.27  3.000
 48D  H20   C20  C19   109.64  3.000
 48D  H20A  C20  C2    107.73  3.000
 48D  H20   C20  C2    109.24  3.000
 48D  C19   C20  C2    116.48  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
 48D  Var_01  C20  C2   C3   C4    176.55   0.0  0
 48D  Var_02  C13  C12  C11  C8    165.67   0.0  0
 48D  Var_03  C17  C19  C20  C2     74.73  30.0  1
 48D  Var_04  C19  C20  C2   C3     -4.95  30.0  1
 48D  Var_05  C14  C13  C12  C11   135.81  30.0  1
 48D  Var_06  C15  C14  C13  C12   -99.26  30.0  1
 48D  Var_07  C16  C15  C14  C13    65.30  30.0  1
 48D  Var_08  C17  C16  C15  C14   -94.62  30.0  1
 48D  Var_09  C19  C17  C16  C15  -165.84  30.0  1
 48D  Var_10  C20  C19  C17  C16  -153.11  30.0  1
 48D  Var_11  H12  C12  C11  C8     -8.16   0.0  0
 48D  Var_12  H1   C1   C2   C3     -1.09  30.0  3
 48D  Var_13  H10  C10  O9   C8    -63.15  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
 48D  chir_01  C4  C3  C5   C6  positiv
 48D  chir_02  C6  O7  C4   C8  negativ
 48D  chir_03  C8  O9  C11  C6  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
 48D  plan-1  C16  0.020
 48D  plan-1  C17  0.020
 48D  plan-1  O18  0.020
 48D  plan-1  C19  0.020
 48D  plan-2  C1   0.020
 48D  plan-2  C2   0.020
 48D  plan-2  C3   0.020
 48D  plan-2  C4   0.020
 48D  plan-2  C20  0.020
 48D  plan-2  H3   0.020
 48D  plan-3  C8   0.020
 48D  plan-3  C11  0.020
 48D  plan-3  C12  0.020
 48D  plan-3  C13  0.020
 48D  plan-3  H11  0.020
 48D  plan-3  H12  0.020

