# electronic Ligand Builder and Optimisation Workbench (eLBOW)
#   - a module of PHENIX version dev-svn-
#   - file written: Fri Mar 18 18:21:13 2022
#   Inital geometry file: a 142 line input string
#   Ligand name: 1,3,6-trihydroxy-7-methoxy-2,8-bis(3-methylbut-2-en-1-yl)-9H-xanthen-9-one
#   Quantum optimisation: True
#   Method: PBEh-3c
#   Random seed: 3628800
#   SMILES string: COc1c(O)cc2Oc3cc(O)c(CC=C(C)C)c(O)c3C(=O)c2c1CC=C(C)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
 MKS  MKS  1,3,6-trihydroxy-7-methoxy-2,8-bis(3-methylbut-2-en-1-yl)-9H-xanthen-9-one  ligand  56  30  .  2022-03-22  2022-03-22
;
Directly from eLBOW using geometry from QM method PBEh-3c with CPCM solvent model
Validated by Mogul as PERFECT
;

data_comp_MKS
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
 MKS  CAD  C  CH3   0  -0.722  -5.8109   2.7797   0.4792
 MKS  CAS  C  C     0   0.081  -4.6472   2.7196  -0.4644
 MKS  CAE  C  CH3   0  -0.705  -4.8776   3.4241  -1.7706
 MKS  CAK  C  C1    0  -0.252  -3.4862   2.1066  -0.2191
 MKS  CAO  C  CH2   0  -0.575  -3.0924   1.3559   1.0214
 MKS  CAX  C  CR6   0   0.013  -2.6577  -0.0582   0.7030
 MKS  CBD  C  CR66  0  -0.131  -1.3283  -0.4028   0.3321
 MKS  CAZ  C  CR6   0   0.495  -0.2408   0.5589   0.1695
 MKS  OAF  O  O     0  -0.501  -0.3886   1.7845   0.2899
 MKS  CBC  C  CR66  0  -0.317   1.0606   0.0137  -0.1508
 MKS  CAV  C  CR6   0   0.357   2.2020   0.8501  -0.2816
 MKS  OAI  O  OH1   0  -0.628   2.0851   2.1614  -0.0999
 MKS  CAW  C  CR6   0  -0.115   3.4516   0.3266  -0.5889
 MKS  CAN  C  CH2   0  -0.558   4.6717   1.2083  -0.6815
 MKS  CAJ  C  C1    0  -0.241   5.4022   1.2501   0.6305
 MKS  CAR  C  C     0   0.083   6.6412   0.8322   0.8988
 MKS  CAC  C  CH3   0  -0.705   7.1983   0.9405   2.2897
 MKS  CAB  C  CH3   0  -0.715   7.5870   0.2339  -0.0988
 MKS  CAT  C  CR6   0   0.384   3.5567  -1.0619  -0.7541
 MKS  OAG  O  OH1   0  -0.605   4.7715  -1.5438  -1.0308
 MKS  CAL  C  CR16  0  -0.530   2.4588  -1.9116  -0.6411
 MKS  CBA  C  CR66  0   0.393   1.2328  -1.3559  -0.3401
 MKS  OAQ  O  O     0  -0.482   0.1902  -2.1956  -0.2358
 MKS  CBB  C  CR66  0   0.344  -1.0379  -1.7537   0.1036
 MKS  CAM  C  CR16  0  -0.508  -1.9905  -2.7525   0.2178
 MKS  CAU  C  CR6   0   0.335  -3.2786  -2.4080   0.5712
 MKS  OAH  O  OH1   0  -0.604  -4.2522  -3.3062   0.7262
 MKS  CAY  C  CR6   0   0.255  -3.6115  -1.0571   0.8015
 MKS  OAP  O  O2    0  -0.487  -4.8859  -0.7706   1.1753
 MKS  CAA  C  CH3   0  -0.414  -5.8280  -0.7126   0.1092
 MKS  H1   H  HCH3  0   0.240  -5.6308   2.2875   1.4321
 MKS  H2   H  HCH3  0   0.241  -6.0802   3.8180   0.6880
 MKS  H3   H  HCH3  0   0.233  -6.6923   2.3167   0.0282
 MKS  H4   H  HCH3  0   0.231  -5.1013   4.4824  -1.6130
 MKS  H5   H  HCH3  0   0.236  -4.0157   3.3565  -2.4335
 MKS  H6   H  HCH3  0   0.231  -5.7401   3.0016  -2.2935
 MKS  H7   H  H     0   0.233  -2.7255   2.1455  -0.9928
 MKS  H8   H  HCH2  0   0.269  -2.2856   1.8832   1.5262
 MKS  H9   H  HCH2  0   0.267  -3.9209   1.3091   1.7234
 MKS  H10  H  HOH1  0   0.480   1.1271   2.3427   0.0831
 MKS  H11  H  HCH2  0   0.258   5.3190   0.8673  -1.4882
 MKS  H12  H  HCH2  0   0.259   4.3646   2.2200  -0.9531
 MKS  H13  H  H     0   0.226   4.8236   1.6660   1.4523
 MKS  H14  H  HCH3  0   0.230   7.4917  -0.0412   2.6710
 MKS  H15  H  HCH3  0   0.230   8.0991   1.5598   2.3050
 MKS  H16  H  HCH3  0   0.235   6.4800   1.3722   2.9864
 MKS  H17  H  HCH3  0   0.240   7.1714   0.1416  -1.0989
 MKS  H18  H  HCH3  0   0.231   8.4969   0.8354  -0.1685
 MKS  H19  H  HCH3  0   0.232   7.8991  -0.7624   0.2242
 MKS  H20  H  HOH1  0   0.483   4.7452  -2.5027  -1.1304
 MKS  H21  H  HCR6  0   0.288   2.5590  -2.9815  -0.7782
 MKS  H22  H  HCR6  0   0.299  -1.7142  -3.7851   0.0413
 MKS  H23  H  HOH1  0   0.486  -3.9252  -4.1973   0.5539
 MKS  H24  H  HCH3  0   0.238  -6.7768  -0.4007   0.5415
 MKS  H25  H  HCH3  0   0.226  -5.5290   0.0155  -0.6476
 MKS  H26  H  HCH3  0   0.231  -5.9650  -1.6845  -0.3687

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
 MKS  CAD  CAS  single    1.499  0.020  1.499
 MKS  CAE  CAS  single    1.502  0.020  1.502
 MKS  CAS  CAK  double    1.336  0.020  1.336
 MKS  CAA  OAP  single    1.424  0.020  1.424
 MKS  CAK  CAO  single    1.502  0.020  1.502
 MKS  OAP  CAY  single    1.359  0.020  1.359
 MKS  CAO  CAX  single    1.513  0.020  1.513
 MKS  CAY  CAX  aromatic  1.385  0.020  1.385
 MKS  CAY  CAU  aromatic  1.410  0.020  1.410
 MKS  CAX  CBD  aromatic  1.423  0.020  1.423
 MKS  OAH  CAU  single    1.334  0.020  1.334
 MKS  OAF  CAZ  double    1.240  0.020  1.240
 MKS  CAU  CAM  aromatic  1.379  0.020  1.379
 MKS  CBD  CAZ  single    1.461  0.020  1.461
 MKS  CBD  CBB  aromatic  1.400  0.020  1.400
 MKS  CAZ  CBC  single    1.447  0.020  1.447
 MKS  CAM  CBB  aromatic  1.385  0.020  1.385
 MKS  CBB  OAQ  single    1.349  0.020  1.349
 MKS  OAI  CAV  single    1.329  0.020  1.329
 MKS  CBC  CAV  aromatic  1.421  0.020  1.421
 MKS  CBC  CBA  aromatic  1.393  0.020  1.393
 MKS  CAV  CAW  aromatic  1.389  0.020  1.389
 MKS  OAQ  CBA  single    1.343  0.020  1.343
 MKS  CBA  CAL  aromatic  1.379  0.020  1.379
 MKS  CAW  CAN  single    1.508  0.020  1.508
 MKS  CAW  CAT  aromatic  1.402  0.020  1.402
 MKS  CAN  CAJ  single    1.502  0.020  1.502
 MKS  CAL  CAT  aromatic  1.393  0.020  1.393
 MKS  CAJ  CAR  double    1.335  0.020  1.335
 MKS  CAT  OAG  single    1.336  0.020  1.336
 MKS  CAR  CAB  single    1.499  0.020  1.499
 MKS  CAR  CAC  single    1.502  0.020  1.502
 MKS  CAD  H1   single    0.970  0.020  1.090
 MKS  CAD  H2   single    0.970  0.020  1.090
 MKS  CAD  H3   single    0.970  0.020  1.090
 MKS  CAE  H4   single    0.970  0.020  1.090
 MKS  CAE  H5   single    0.970  0.020  1.090
 MKS  CAE  H6   single    0.970  0.020  1.090
 MKS  CAK  H7   single    0.930  0.020  1.080
 MKS  CAO  H8   single    0.970  0.020  1.090
 MKS  CAO  H9   single    0.970  0.020  1.090
 MKS  OAI  H10  single    0.850  0.020  0.980
 MKS  CAN  H11  single    0.970  0.020  1.090
 MKS  CAN  H12  single    0.970  0.020  1.090
 MKS  CAJ  H13  single    0.930  0.020  1.080
 MKS  CAC  H14  single    0.970  0.020  1.090
 MKS  CAC  H15  single    0.970  0.020  1.090
 MKS  CAC  H16  single    0.970  0.020  1.090
 MKS  CAB  H17  single    0.970  0.020  1.090
 MKS  CAB  H18  single    0.970  0.020  1.090
 MKS  CAB  H19  single    0.970  0.020  1.090
 MKS  OAG  H20  single    0.850  0.020  0.980
 MKS  CAL  H21  single    0.930  0.020  1.080
 MKS  CAM  H22  single    0.930  0.020  1.080
 MKS  OAH  H23  single    0.850  0.020  0.980
 MKS  CAA  H24  single    0.970  0.020  1.090
 MKS  CAA  H25  single    0.970  0.020  1.090
 MKS  CAA  H26  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
 MKS  H3   CAD  H2   106.42  3.000
 MKS  H3   CAD  H1   107.66  3.000
 MKS  H2   CAD  H1   107.66  3.000
 MKS  H3   CAD  CAS  110.44  3.000
 MKS  H2   CAD  CAS  110.46  3.000
 MKS  H1   CAD  CAS  113.88  3.000
 MKS  CAK  CAS  CAE  120.56  3.000
 MKS  CAK  CAS  CAD  125.27  3.000
 MKS  CAE  CAS  CAD  114.17  3.000
 MKS  H6   CAE  H5   108.00  3.000
 MKS  H6   CAE  H4   106.36  3.000
 MKS  H5   CAE  H4   108.03  3.000
 MKS  H6   CAE  CAS  110.84  3.000
 MKS  H5   CAE  CAS  112.25  3.000
 MKS  H4   CAE  CAS  111.11  3.000
 MKS  H7   CAK  CAO  115.00  3.000
 MKS  H7   CAK  CAS  117.50  3.000
 MKS  CAO  CAK  CAS  127.50  3.000
 MKS  H9   CAO  H8   106.64  3.000
 MKS  H9   CAO  CAX  108.33  3.000
 MKS  H8   CAO  CAX  109.72  3.000
 MKS  H9   CAO  CAK  110.79  3.000
 MKS  H8   CAO  CAK  109.59  3.000
 MKS  CAX  CAO  CAK  111.62  3.000
 MKS  CAY  CAX  CBD  119.18  3.000
 MKS  CBD  CAX  CAO  123.35  3.000
 MKS  CAY  CAX  CAO  117.47  3.000
 MKS  CBB  CBD  CAZ  117.55  3.000
 MKS  CBB  CBD  CAX  118.03  3.000
 MKS  CAZ  CBD  CAX  124.42  3.000
 MKS  CBC  CAZ  OAF  120.07  3.000
 MKS  CBC  CAZ  CBD  116.49  3.000
 MKS  OAF  CAZ  CBD  123.43  3.000
 MKS  CBA  CBC  CAV  117.82  3.000
 MKS  CBA  CBC  CAZ  120.78  3.000
 MKS  CAV  CBC  CAZ  121.40  3.000
 MKS  CAW  CAV  OAI  118.77  3.000
 MKS  CAW  CAV  CBC  121.40  3.000
 MKS  OAI  CAV  CBC  119.83  3.000
 MKS  H10  OAI  CAV  106.89  3.000
 MKS  CAT  CAW  CAN  120.73  3.000
 MKS  CAT  CAW  CAV  117.82  3.000
 MKS  CAN  CAW  CAV  121.40  3.000
 MKS  H12  CAN  H11  105.85  3.000
 MKS  H12  CAN  CAJ  109.17  3.000
 MKS  H11  CAN  CAJ  111.51  3.000
 MKS  H12  CAN  CAW  109.23  3.000
 MKS  H11  CAN  CAW  110.07  3.000
 MKS  CAJ  CAN  CAW  110.86  3.000
 MKS  H13  CAJ  CAR  117.49  3.000
 MKS  H13  CAJ  CAN  114.32  3.000
 MKS  CAR  CAJ  CAN  128.19  3.000
 MKS  CAB  CAR  CAC  114.27  3.000
 MKS  CAC  CAR  CAJ  120.52  3.000
 MKS  CAB  CAR  CAJ  125.22  3.000
 MKS  H16  CAC  H15  108.04  3.000
 MKS  H16  CAC  H14  108.04  3.000
 MKS  H15  CAC  H14  106.42  3.000
 MKS  H16  CAC  CAR  112.09  3.000
 MKS  H15  CAC  CAR  111.06  3.000
 MKS  H14  CAC  CAR  110.96  3.000
 MKS  H19  CAB  H18  106.43  3.000
 MKS  H19  CAB  H17  107.68  3.000
 MKS  H18  CAB  H17  107.84  3.000
 MKS  H19  CAB  CAR  110.32  3.000
 MKS  H18  CAB  CAR  110.36  3.000
 MKS  H17  CAB  CAR  113.89  3.000
 MKS  CAL  CAT  OAG  120.90  3.000
 MKS  OAG  CAT  CAW  116.73  3.000
 MKS  CAL  CAT  CAW  122.37  3.000
 MKS  H20  OAG  CAT  110.81  3.000
 MKS  H21  CAL  CBA  120.51  3.000
 MKS  H21  CAL  CAT  121.29  3.000
 MKS  CBA  CAL  CAT  118.20  3.000
 MKS  OAQ  CBA  CAL  117.07  3.000
 MKS  CAL  CBA  CBC  122.38  3.000
 MKS  OAQ  CBA  CBC  120.54  3.000
 MKS  CBB  OAQ  CBA  121.44  3.000
 MKS  CAM  CBB  OAQ  114.25  3.000
 MKS  OAQ  CBB  CBD  123.09  3.000
 MKS  CAM  CBB  CBD  122.65  3.000
 MKS  H22  CAM  CAU  121.19  3.000
 MKS  H22  CAM  CBB  119.90  3.000
 MKS  CAU  CAM  CBB  118.90  3.000
 MKS  CAY  CAU  OAH  116.99  3.000
 MKS  OAH  CAU  CAM  122.91  3.000
 MKS  CAY  CAU  CAM  120.10  3.000
 MKS  H23  OAH  CAU  110.72  3.000
 MKS  OAP  CAY  CAU  117.92  3.000
 MKS  CAU  CAY  CAX  121.12  3.000
 MKS  OAP  CAY  CAX  120.90  3.000
 MKS  CAA  OAP  CAY  115.04  3.000
 MKS  H26  CAA  H25  108.94  3.000
 MKS  H26  CAA  H24  108.65  3.000
 MKS  H25  CAA  H24  108.84  3.000
 MKS  H26  CAA  OAP  111.99  3.000
 MKS  H25  CAA  OAP  111.40  3.000
 MKS  H24  CAA  OAP  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
 MKS  CONST_01  CAM  CAU  CAY  CAX     0.00   0.0  0
 MKS  CONST_02  CAM  CBB  CBD  CAX     0.00   0.0  0
 MKS  CONST_03  CAU  CAY  CAX  CBD     0.00   0.0  0
 MKS  CONST_04  CAU  CAM  CBB  CBD     0.00   0.0  0
 MKS  CONST_05  CAT  CAW  CAV  CBC     0.00   0.0  0
 MKS  CONST_06  CAT  CAL  CBA  CBC     0.00   0.0  0
 MKS  CONST_07  CAL  CBA  CBC  CAV     0.00   0.0  0
 MKS  CONST_08  CAL  CAT  CAW  CAV     0.00   0.0  0
 MKS  CONST_09  CBA  CBC  CAV  CAW     0.00   0.0  0
 MKS  CONST_10  CBA  CAL  CAT  CAW     0.00   0.0  0
 MKS  CONST_11  CAY  CAX  CBD  CBB     0.00   0.0  0
 MKS  CONST_12  CAY  CAU  CAM  CBB     0.00   0.0  0
 MKS  CONST_13  CAU  CAY  CAX  CAO   180.00   0.0  0
 MKS  CONST_14  CAZ  CBD  CAX  CAO     0.00   0.0  0
 MKS  CONST_15  CBB  CBD  CAX  CAO   180.00   0.0  0
 MKS  CONST_16  OAH  CAU  CAY  CAX   180.00   0.0  0
 MKS  CONST_17  OAP  CAY  CAX  CBD   180.00   0.0  0
 MKS  CONST_18  OAI  CAV  CBC  CAZ     0.00   0.0  0
 MKS  CONST_19  CAN  CAW  CAV  CBC   180.00   0.0  0
 MKS  CONST_20  OAG  CAT  CAW  CAV   180.00   0.0  0
 MKS  CONST_21  CBA  CBC  CAV  OAI   180.00   0.0  0
 MKS  CONST_22  CAT  CAW  CAV  OAI   180.00   0.0  0
 MKS  CONST_23  CAL  CAT  CAW  CAN   180.00   0.0  0
 MKS  CONST_24  CBA  CAL  CAT  OAG   180.00   0.0  0
 MKS  CONST_25  OAH  CAU  CAM  CBB   180.00   0.0  0
 MKS  CONST_26  OAP  CAY  CAU  CAM   180.00   0.0  0
 MKS  CONST_27  H22  CAM  CBB  CBD   180.00   0.0  0
 MKS  CONST_28  H21  CAL  CBA  CBC   180.00   0.0  0
 MKS  Var_01    CBC  CAZ  CBD  CAX   177.17  30.0  1
 MKS  Var_02    CAV  CBC  CAZ  CBD  -177.58  30.0  1
 MKS  Var_03    CAM  CBB  OAQ  CBA  -177.63  30.0  1
 MKS  Var_04    CAY  CAX  CAO  CAK   -94.77  30.0  2
 MKS  Var_05    CAJ  CAN  CAW  CAV    93.46  30.0  2
 MKS  Var_06    CAX  CAO  CAK  CAS   124.30  30.0  3
 MKS  Var_07    CAR  CAJ  CAN  CAW   117.17  30.0  3
 MKS  Var_08    H24  CAA  OAP  CAY  -175.65  30.0  3
 MKS  Var_09    CAO  CAK  CAS  CAD     0.13   0.0  2
 MKS  Var_10    CAB  CAR  CAJ  CAN     0.90   0.0  2
 MKS  Var_11    H4   CAE  CAS  CAD    59.21  30.0  3
 MKS  Var_12    H1   CAD  CAS  CAE  -178.69  30.0  3
 MKS  Var_13    H17  CAB  CAR  CAJ    -1.11  30.0  3
 MKS  Var_14    H14  CAC  CAR  CAJ   121.37  30.0  3

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
 MKS  plan-1  CBD  0.020
 MKS  plan-1  CAZ  0.020
 MKS  plan-1  OAF  0.020
 MKS  plan-1  CBC  0.020
 MKS  plan-2  CAZ  0.020
 MKS  plan-2  CBC  0.020
 MKS  plan-2  CAV  0.020
 MKS  plan-2  OAI  0.020
 MKS  plan-2  CAW  0.020
 MKS  plan-2  CAN  0.020
 MKS  plan-2  CAT  0.020
 MKS  plan-2  OAG  0.020
 MKS  plan-2  CAL  0.020
 MKS  plan-2  CBA  0.020
 MKS  plan-2  OAQ  0.020
 MKS  plan-2  H21  0.020
 MKS  plan-3  CAO  0.020
 MKS  plan-3  CAX  0.020
 MKS  plan-3  CBD  0.020
 MKS  plan-3  CAZ  0.020
 MKS  plan-3  OAQ  0.020
 MKS  plan-3  CBB  0.020
 MKS  plan-3  CAM  0.020
 MKS  plan-3  CAU  0.020
 MKS  plan-3  OAH  0.020
 MKS  plan-3  CAY  0.020
 MKS  plan-3  OAP  0.020
 MKS  plan-3  H22  0.020
 MKS  plan-4  CAD  0.020
 MKS  plan-4  CAS  0.020
 MKS  plan-4  CAE  0.020
 MKS  plan-4  CAK  0.020
 MKS  plan-4  CAO  0.020
 MKS  plan-4  H7   0.020
 MKS  plan-5  CAN  0.020
 MKS  plan-5  CAJ  0.020
 MKS  plan-5  CAR  0.020
 MKS  plan-5  CAC  0.020
 MKS  plan-5  CAB  0.020
 MKS  plan-5  H13  0.020

