# electronic Ligand Builder and Optimisation Workbench (eLBOW)
#   - a module of PHENIX version dev-svn-
#   - file written: Fri Apr 24 08:07:58 2020
#   Inital geometry file: a 126 line input string
#   Ligand name: 4-{[(2Z,6S)-6,7-dihydroxy-3,7-dimethyloct-2-en-1-yl]oxy}-7H-furo[3,2-g][1]benzopyran-7-one
#   Quantum optimisation: True
#   Method: PBEh-3c
#   Random seed: 3628800
#   SMILES string: C\C(CC[C@H](O)C(C)(C)O)=C\COc1c2ccoc2cc3OC(=O)C=Cc13
#
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
 MWS  MWS  4-{[(2Z,6S)-6,7-dihydroxy-3,7-dimethyloct-2-en-1-yl]oxy}-7H-furo[3,2-g][1]benzopyran-7-one  ligand  51  27  .  2021-08-14  2022-09-22
;
Directly from eLBOW using geometry from QM method PBEh-3c with CPCM solvent model
Validated by Mogul as PERFECT
;

data_comp_MWS
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
 MWS  C11  C  C1    0  -0.321  -0.6396  -2.9044  -0.0725
 MWS  C12  C  CH2   0  -0.232   0.2576  -1.8422   0.4572
 MWS  C14  C  CR6   0   0.289   1.6235  -0.1002  -0.3272
 MWS  C15  C  CR66  0  -0.137   3.0069  -0.3117  -0.3695
 MWS  C16  C  CR16  0  -0.108   3.5954  -1.5581  -0.7655
 MWS  C17  C  CR16  0  -0.475   4.9304  -1.7137  -0.7906
 MWS  C18  C  CR6   0   0.545   5.8140  -0.6280  -0.4237
 MWS  C01  C  CH3   0  -0.716  -2.7432  -4.1178  -0.4894
 MWS  C02  C  C     0   0.131  -1.9612  -2.9849   0.1054
 MWS  C03  C  CH2   0  -0.512  -2.7789  -1.9746   0.8642
 MWS  C04  C  CH2   0  -0.475  -3.4339  -0.9541  -0.0706
 MWS  C05  C  CH1   0   0.047  -4.2756   0.0659   0.6926
 MWS  C07  C  CT    0   0.196  -4.7158   1.2776  -0.1578
 MWS  C08  C  CH3   0  -0.699  -5.5236   0.8650  -1.3874
 MWS  C09  C  CH3   0  -0.669  -5.5330   2.2428   0.6989
 MWS  C21  C  CR66  0   0.387   3.8835   0.7366  -0.0265
 MWS  C22  C  CR16  0  -0.438   3.4458   1.9889   0.3627
 MWS  C23  C  CR56  0   0.382   2.0737   2.1494   0.3859
 MWS  C24  C  CR56  0  -0.056   1.1519   1.1479   0.0553
 MWS  C25  C  CR15  0  -0.379  -0.1448   1.7506   0.2020
 MWS  C26  C  CR15  0   0.014   0.0883   3.0140   0.5989
 MWS  O06  O  OH1   0  -0.666  -5.3759  -0.5491   1.3281
 MWS  O10  O  OH1   0  -0.671  -3.4999   1.8971  -0.5532
 MWS  O13  O  O2    0  -0.479   0.7733  -1.0927  -0.6659
 MWS  O19  O  O     0  -0.431   7.0188  -0.6649  -0.4097
 MWS  O20  O  O     0  -0.470   5.2239   0.5423  -0.0659
 MWS  O27  O  O     0  -0.433   1.4222   3.2764   0.7182
 MWS  H1   H  H     0   0.241  -0.1459  -3.6796  -0.6521
 MWS  H2   H  HCH2  0   0.242  -0.2542  -1.1643   1.1440
 MWS  H3   H  HCH2  0   0.242   1.1002  -2.2842   0.9998
 MWS  H4   H  HCR6  0   0.290   2.9530  -2.3794  -1.0540
 MWS  H5   H  HCR6  0   0.292   5.3892  -2.6450  -1.0891
 MWS  H6   H  HCH3  0   0.240  -3.5390  -3.7453  -1.1384
 MWS  H7   H  HCH3  0   0.243  -2.1171  -4.7901  -1.0742
 MWS  H8   H  HCH3  0   0.242  -3.2325  -4.7017   0.2936
 MWS  H9   H  HCH2  0   0.243  -3.5520  -2.5007   1.4305
 MWS  H10  H  HCH2  0   0.243  -2.1747  -1.4438   1.6025
 MWS  H11  H  HCH2  0   0.246  -2.6562  -0.4392  -0.6375
 MWS  H12  H  HCH2  0   0.234  -4.0570  -1.4694  -0.8097
 MWS  H13  H  HCH1  0   0.227  -3.6629   0.4719   1.5074
 MWS  H14  H  HCH3  0   0.222  -6.4268   0.3163  -1.1154
 MWS  H15  H  HCH3  0   0.237  -5.8514   1.7491  -1.9397
 MWS  H16  H  HCH3  0   0.241  -4.9412   0.2450  -2.0695
 MWS  H17  H  HCH3  0   0.229  -6.4929   1.8156   0.9840
 MWS  H18  H  HCH3  0   0.229  -4.9970   2.5135   1.6107
 MWS  H19  H  HCH3  0   0.227  -5.7363   3.1616   0.1434
 MWS  H20  H  HCR6  0   0.297   4.1351   2.7812   0.6217
 MWS  H21  H  HCR5  0   0.285  -1.1130   1.3157   0.0195
 MWS  H22  H  HCR5  0   0.295  -0.5744   3.8324   0.8297
 MWS  H23  H  HOH1  0   0.442  -5.8589  -1.0705   0.6782
 MWS  H24  H  HOH1  0   0.447  -3.7120   2.6901  -1.0564

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
 MWS  C09  C07  single    1.528  0.020  1.528
 MWS  O10  C07  single    1.421  0.020  1.421
 MWS  C07  C08  single    1.528  0.020  1.528
 MWS  C07  C05  single    1.544  0.020  1.544
 MWS  O06  C05  single    1.412  0.020  1.412
 MWS  C05  C04  single    1.527  0.020  1.527
 MWS  C04  C03  single    1.531  0.020  1.531
 MWS  C26  C25  aromatic  1.345  0.020  1.345
 MWS  C26  O27  aromatic  1.365  0.020  1.365
 MWS  C01  C02  single    1.500  0.020  1.500
 MWS  C25  C24  aromatic  1.437  0.020  1.437
 MWS  C02  C03  single    1.505  0.020  1.505
 MWS  C02  C11  double    1.336  0.020  1.336
 MWS  C11  C12  single    1.488  0.020  1.488
 MWS  C12  O13  single    1.445  0.020  1.445
 MWS  O27  C23  aromatic  1.344  0.020  1.344
 MWS  C24  C23  aromatic  1.401  0.020  1.401
 MWS  C24  C14  aromatic  1.388  0.020  1.388
 MWS  O13  C14  single    1.350  0.020  1.350
 MWS  C23  C22  aromatic  1.382  0.020  1.382
 MWS  C14  C15  aromatic  1.400  0.020  1.400
 MWS  C22  C21  aromatic  1.383  0.020  1.383
 MWS  C15  C21  aromatic  1.409  0.020  1.409
 MWS  C15  C16  single    1.434  0.020  1.434
 MWS  C21  O20  single    1.355  0.020  1.355
 MWS  C16  C17  double    1.344  0.020  1.344
 MWS  O20  C18  single    1.359  0.020  1.359
 MWS  C17  C18  single    1.447  0.020  1.447
 MWS  C18  O19  double    1.205  0.020  1.205
 MWS  C11  H1   single    0.930  0.020  1.080
 MWS  C12  H2   single    0.970  0.020  1.090
 MWS  C12  H3   single    0.970  0.020  1.090
 MWS  C16  H4   single    0.930  0.020  1.080
 MWS  C17  H5   single    0.930  0.020  1.080
 MWS  C01  H6   single    0.970  0.020  1.090
 MWS  C01  H7   single    0.970  0.020  1.090
 MWS  C01  H8   single    0.970  0.020  1.090
 MWS  C03  H9   single    0.970  0.020  1.090
 MWS  C03  H10  single    0.970  0.020  1.090
 MWS  C04  H11  single    0.970  0.020  1.090
 MWS  C04  H12  single    0.970  0.020  1.090
 MWS  C05  H13  single    0.970  0.020  1.090
 MWS  C08  H14  single    0.970  0.020  1.090
 MWS  C08  H15  single    0.970  0.020  1.090
 MWS  C08  H16  single    0.970  0.020  1.090
 MWS  C09  H17  single    0.970  0.020  1.090
 MWS  C09  H18  single    0.970  0.020  1.090
 MWS  C09  H19  single    0.970  0.020  1.090
 MWS  C22  H20  single    0.930  0.020  1.080
 MWS  C25  H21  single    0.930  0.020  1.080
 MWS  C26  H22  single    0.930  0.020  1.080
 MWS  O06  H23  single    0.850  0.020  0.980
 MWS  O10  H24  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
 MWS  H1   C11  C02  118.52  3.000
 MWS  H1   C11  C12  115.17  3.000
 MWS  C02  C11  C12  126.31  3.000
 MWS  H3   C12  H2   107.42  3.000
 MWS  H3   C12  O13  108.65  3.000
 MWS  H2   C12  O13  109.50  3.000
 MWS  H3   C12  C11  110.62  3.000
 MWS  H2   C12  C11  112.60  3.000
 MWS  O13  C12  C11  107.98  3.000
 MWS  O13  C14  C24  121.08  3.000
 MWS  O13  C14  C15  120.24  3.000
 MWS  C24  C14  C15  118.68  3.000
 MWS  C21  C15  C16  117.30  3.000
 MWS  C16  C15  C14  123.03  3.000
 MWS  C21  C15  C14  119.67  3.000
 MWS  H4   C16  C17  119.79  3.000
 MWS  H4   C16  C15  119.33  3.000
 MWS  C17  C16  C15  120.88  3.000
 MWS  H5   C17  C18  117.23  3.000
 MWS  H5   C17  C16  121.78  3.000
 MWS  C18  C17  C16  120.99  3.000
 MWS  O20  C18  O19  117.22  3.000
 MWS  O19  C18  C17  126.18  3.000
 MWS  O20  C18  C17  116.60  3.000
 MWS  H8   C01  H7   108.20  3.000
 MWS  H8   C01  H6   106.37  3.000
 MWS  H7   C01  H6   108.07  3.000
 MWS  H8   C01  C02  110.68  3.000
 MWS  H7   C01  C02  112.31  3.000
 MWS  H6   C01  C02  110.98  3.000
 MWS  C03  C02  C01  115.07  3.000
 MWS  C03  C02  C11  124.35  3.000
 MWS  C01  C02  C11  120.57  3.000
 MWS  H10  C03  H9   105.96  3.000
 MWS  H10  C03  C04  109.00  3.000
 MWS  H9   C03  C04  109.54  3.000
 MWS  H10  C03  C02  111.51  3.000
 MWS  H9   C03  C02  108.80  3.000
 MWS  C04  C03  C02  111.84  3.000
 MWS  H12  C04  H11  106.07  3.000
 MWS  H12  C04  C05  109.75  3.000
 MWS  H11  C04  C05  109.71  3.000
 MWS  H12  C04  C03  109.98  3.000
 MWS  H11  C04  C03  109.07  3.000
 MWS  C05  C04  C03  112.08  3.000
 MWS  H13  C05  O06  105.20  3.000
 MWS  H13  C05  C07  106.12  3.000
 MWS  O06  C05  C07  111.57  3.000
 MWS  H13  C05  C04  108.09  3.000
 MWS  O06  C05  C04  111.33  3.000
 MWS  C07  C05  C04  113.95  3.000
 MWS  O10  C07  C09  109.78  3.000
 MWS  O10  C07  C08  110.26  3.000
 MWS  C09  C07  C08  109.82  3.000
 MWS  C08  C07  C05  112.45  3.000
 MWS  O10  C07  C05  104.56  3.000
 MWS  C09  C07  C05  109.84  3.000
 MWS  H16  C08  H15  107.70  3.000
 MWS  H16  C08  H14  108.18  3.000
 MWS  H15  C08  H14  106.53  3.000
 MWS  H16  C08  C07  112.00  3.000
 MWS  H15  C08  C07  110.30  3.000
 MWS  H14  C08  C07  111.89  3.000
 MWS  H19  C09  H18  107.90  3.000
 MWS  H19  C09  H17  107.39  3.000
 MWS  H18  C09  H17  108.15  3.000
 MWS  H19  C09  C07  110.23  3.000
 MWS  H18  C09  C07  111.25  3.000
 MWS  H17  C09  C07  111.76  3.000
 MWS  O20  C21  C22  116.82  3.000
 MWS  O20  C21  C15  120.12  3.000
 MWS  C22  C21  C15  123.06  3.000
 MWS  H20  C22  C23  122.94  3.000
 MWS  H20  C22  C21  121.95  3.000
 MWS  C23  C22  C21  115.11  3.000
 MWS  O27  C23  C24  109.81  3.000
 MWS  C24  C23  C22  124.51  3.000
 MWS  O27  C23  C22  125.67  3.000
 MWS  C25  C24  C23  105.66  3.000
 MWS  C23  C24  C14  118.97  3.000
 MWS  C25  C24  C14  135.37  3.000
 MWS  H21  C25  C26  125.82  3.000
 MWS  H21  C25  C24  128.64  3.000
 MWS  C26  C25  C24  105.53  3.000
 MWS  H22  C26  O27  115.86  3.000
 MWS  H22  C26  C25  132.06  3.000
 MWS  O27  C26  C25  112.08  3.000
 MWS  H23  O06  C05  108.84  3.000
 MWS  H24  O10  C07  108.42  3.000
 MWS  C14  O13  C12  114.27  3.000
 MWS  C21  O20  C18  124.11  3.000
 MWS  C26  O27  C23  106.92  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
 MWS  CONST_01  C26  C25  C24  C14   180.00   0.0  0
 MWS  CONST_02  O27  C23  C24  C14   180.00   0.0  0
 MWS  CONST_03  C22  C23  C24  C14     0.00   0.0  0
 MWS  CONST_04  C22  C21  C15  C14     0.00   0.0  0
 MWS  CONST_05  C25  C24  C14  C15   180.00   0.0  0
 MWS  CONST_06  C23  C24  C14  C15     0.00   0.0  0
 MWS  CONST_07  C23  C22  C21  C15     0.00   0.0  0
 MWS  CONST_08  O27  C23  C22  C21   180.00   0.0  0
 MWS  CONST_09  C24  C23  C22  C21     0.00   0.0  0
 MWS  CONST_10  C24  C14  C15  C21     0.00   0.0  0
 MWS  CONST_11  C26  O27  C23  C22   180.00   0.0  0
 MWS  CONST_12  C25  C24  C23  C22   180.00   0.0  0
 MWS  CONST_13  C25  C26  O27  C23     0.00   0.0  0
 MWS  CONST_14  C26  C25  C24  C23     0.00   0.0  0
 MWS  CONST_15  O27  C26  C25  C24     0.00   0.0  0
 MWS  CONST_16  C26  O27  C23  C24     0.00   0.0  0
 MWS  CONST_17  O27  C23  C24  C25     0.00   0.0  0
 MWS  CONST_18  O13  C14  C15  C16     0.00   0.0  0
 MWS  CONST_19  O13  C14  C15  C21   180.00   0.0  0
 MWS  CONST_20  O13  C14  C24  C23   180.00   0.0  0
 MWS  CONST_21  O13  C14  C24  C25     0.00   0.0  0
 MWS  CONST_22  H21  C25  C24  C14     0.00   0.0  0
 MWS  CONST_23  H20  C22  C21  C15   180.00   0.0  0
 MWS  CONST_24  H22  C26  O27  C23   180.00   0.0  0
 MWS  Var_01    C17  C16  C15  C14   179.99  30.0  1
 MWS  Var_02    C18  C17  C16  C15    -0.22  30.0  1
 MWS  Var_03    O20  C18  C17  C16    -0.40  30.0  1
 MWS  Var_04    C22  C21  O20  C18   179.86  30.0  1
 MWS  Var_05    C24  C14  O13  C12   -84.03  30.0  2
 MWS  Var_06    H2   C12  O13  C14    57.94  30.0  1
 MWS  Var_07    C01  C02  C11  C12  -179.97   0.0  2
 MWS  Var_08    C04  C03  C02  C11    96.89  30.0  3
 MWS  Var_09    C05  C04  C03  C02   179.47  30.0  1
 MWS  Var_10    O13  C12  C11  C02  -113.44  30.0  3
 MWS  Var_11    H6   C01  C02  C11  -123.09  30.0  3
 MWS  Var_12    H17  C09  C07  C05   -68.05  30.0  3
 MWS  Var_13    H14  C08  C07  C05    59.27  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
 MWS  chir_01  C05  C07  O06  C04  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
 MWS  plan-1  C17  0.020
 MWS  plan-1  C18  0.020
 MWS  plan-1  O19  0.020
 MWS  plan-1  O20  0.020
 MWS  plan-2  C14  0.020
 MWS  plan-2  C15  0.020
 MWS  plan-2  C16  0.020
 MWS  plan-2  C21  0.020
 MWS  plan-2  C22  0.020
 MWS  plan-2  C23  0.020
 MWS  plan-2  C24  0.020
 MWS  plan-2  C25  0.020
 MWS  plan-2  C26  0.020
 MWS  plan-2  O13  0.020
 MWS  plan-2  O20  0.020
 MWS  plan-2  O27  0.020
 MWS  plan-2  H20  0.020
 MWS  plan-2  H21  0.020
 MWS  plan-2  H22  0.020
 MWS  plan-3  C11  0.020
 MWS  plan-3  C12  0.020
 MWS  plan-3  C01  0.020
 MWS  plan-3  C02  0.020
 MWS  plan-3  C03  0.020
 MWS  plan-3  H1   0.020

