# electronic Ligand Builder and Optimisation Workbench (eLBOW)
#   - a module of PHENIX version dev-svn-
#   - file written: Fri Mar 18 18:21:27 2022
#   Inital geometry file: a 138 line input string
#   Ligand name: 5,9-dihydroxy-8-methoxy-2,2-dimethyl-7-(3-methylbut-2-en-1-yl)-3,4-dihydro-2H,6H-pyrano[3,2-b]xanthen-6-one
#   Quantum optimisation: True
#   Method: PBEh-3c
#   Random seed: 3628800
#   SMILES string: COc1c(O)cc2Oc3cc4OC(C)(C)CCc4c(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
 MKU  MKU  5,9-dihydroxy-8-methoxy-2,2-dimethyl-7-(3-methylbut-2-en-1-yl)-3,4-dihydro-2H,6H-pyrano[3,2-b]xanthen-6-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_MKU
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
 MKU  CAB  C  CH3   0  -0.725  -5.9123  -2.5160  -0.2288
 MKU  CAR  C  C     0   0.075  -4.6000  -2.5468   0.4961
 MKU  CAC  C  CH3   0  -0.704  -4.5906  -3.4295   1.7108
 MKU  CAK  C  C1    0  -0.251  -3.5019  -1.8768   0.1363
 MKU  CAN  C  CH2   0  -0.581  -3.3359  -0.9758  -1.0557
 MKU  CAW  C  CR6   0   0.037  -2.6972   0.3475  -0.6989
 MKU  CBC  C  CR66  0  -0.130  -1.2973   0.5134  -0.5118
 MKU  CAY  C  CR6   0   0.495  -0.3178  -0.5647  -0.6294
 MKU  OAF  O  O     0  -0.501  -0.6198  -1.7366  -0.9013
 MKU  CBB  C  CR66  0  -0.321   1.0655  -0.2062  -0.4105
 MKU  CAT  C  CR6   0   0.351   2.1001  -1.1701  -0.4985
 MKU  OAH  O  OH1   0  -0.621   1.8173  -2.4370  -0.7789
 MKU  CAV  C  CR6   0  -0.149   3.4328  -0.8250  -0.3008
 MKU  CAI  C  CH2   0  -0.477   4.5278  -1.8431  -0.4362
 MKU  CAJ  C  CH2   0  -0.453   5.8672  -1.1474  -0.6189
 MKU  CBD  C  CT    0   0.168   6.0487  -0.0195   0.3880
 MKU  CAD  C  CH3   0  -0.660   7.3201   0.7623   0.1103
 MKU  CAE  C  CH3   0  -0.664   6.0302  -0.5266   1.8255
 MKU  OAP  O  O2    0  -0.485   4.9747   0.9362   0.2279
 MKU  CAU  C  CR6   0   0.424   3.7291   0.5067   0.0138
 MKU  CAM  C  CR16  0  -0.511   2.7341   1.4827   0.1109
 MKU  CBA  C  CR66  0   0.395   1.4285   1.1078  -0.1074
 MKU  OAQ  O  O     0  -0.484   0.4891   2.0650  -0.0106
 MKU  CAZ  C  CR66  0   0.345  -0.8172   1.7961  -0.2074
 MKU  CAL  C  CR16  0  -0.474  -1.6446   2.9018  -0.1027
 MKU  CAS  C  CR6   0   0.348  -2.9993   2.7317  -0.2911
 MKU  OAG  O  OH1   0  -0.610  -3.7996   3.7962  -0.2153
 MKU  CAX  C  CR6   0   0.192  -3.5196   1.4516  -0.5661
 MKU  OAO  O  O2    0  -0.500  -4.8721   1.3800  -0.7377
 MKU  CAA  C  CH3   0  -0.427  -5.6037   1.0776   0.4525
 MKU  H1   H  HCH3  0   0.240  -5.9330  -1.8406  -1.0821
 MKU  H2   H  HCH3  0   0.244  -6.1716  -3.5139  -0.5912
 MKU  H3   H  HCH3  0   0.235  -6.7152  -2.2178   0.4504
 MKU  H4   H  HCH3  0   0.232  -4.8354  -4.4615   1.4462
 MKU  H5   H  HCH3  0   0.236  -3.6231  -3.4303   2.2126
 MKU  H6   H  HCH3  0   0.231  -5.3455  -3.1081   2.4332
 MKU  H7   H  H     0   0.235  -2.6178  -1.9989   0.7537
 MKU  H8   H  HCH2  0   0.274  -2.7263  -1.4763  -1.8067
 MKU  H9   H  HCH2  0   0.267  -4.2972  -0.7792  -1.5250
 MKU  H10  H  HOH1  0   0.480   0.8346  -2.4942  -0.8956
 MKU  H11  H  HCH2  0   0.253   4.5535  -2.4947   0.4424
 MKU  H12  H  HCH2  0   0.262   4.3387  -2.4970  -1.2892
 MKU  H13  H  HCH2  0   0.252   6.6856  -1.8596  -0.5059
 MKU  H14  H  HCH2  0   0.247   5.9393  -0.7373  -1.6306
 MKU  H15  H  HCH3  0   0.239   7.3284   1.1566  -0.9068
 MKU  H16  H  HCH3  0   0.240   7.4333   1.5940   0.8070
 MKU  H17  H  HCH3  0   0.235   8.1867   0.1107   0.2240
 MKU  H18  H  HCH3  0   0.238   6.8185  -1.2663   1.9713
 MKU  H19  H  HCH3  0   0.243   6.2039   0.2911   2.5263
 MKU  H20  H  HCH3  0   0.242   5.0821  -0.9979   2.0887
 MKU  H21  H  HCR6  0   0.277   2.9881   2.5060   0.3539
 MKU  H22  H  HCR6  0   0.292  -1.2321   3.8786   0.1147
 MKU  H23  H  HOH1  0   0.479  -4.6914   3.5594  -0.5049
 MKU  H24  H  HCH3  0   0.247  -6.6577   1.0772   0.1840
 MKU  H25  H  HCH3  0   0.244  -5.3320   0.0974   0.8472
 MKU  H26  H  HCH3  0   0.232  -5.4369   1.8271   1.2302

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
 MKU  CAB  CAR  single    1.499  0.020  1.499
 MKU  CAC  CAR  single    1.502  0.020  1.502
 MKU  CAR  CAK  double    1.336  0.020  1.336
 MKU  CAA  OAO  single    1.429  0.020  1.429
 MKU  CAK  CAN  single    1.503  0.020  1.503
 MKU  OAO  CAX  single    1.365  0.020  1.365
 MKU  CAN  CAW  single    1.512  0.020  1.512
 MKU  CAX  CAW  aromatic  1.383  0.020  1.383
 MKU  CAX  CAS  aromatic  1.409  0.020  1.409
 MKU  CAW  CBC  aromatic  1.422  0.020  1.422
 MKU  OAG  CAS  single    1.334  0.020  1.334
 MKU  OAF  CAY  double    1.240  0.020  1.240
 MKU  CAS  CAL  aromatic  1.378  0.020  1.378
 MKU  CBC  CAY  single    1.461  0.020  1.461
 MKU  CBC  CAZ  aromatic  1.403  0.020  1.403
 MKU  CAY  CBB  single    1.446  0.020  1.446
 MKU  CAL  CAZ  aromatic  1.385  0.020  1.385
 MKU  CAZ  OAQ  single    1.348  0.020  1.348
 MKU  OAH  CAT  single    1.328  0.020  1.328
 MKU  CBB  CAT  aromatic  1.417  0.020  1.417
 MKU  CBB  CBA  aromatic  1.397  0.020  1.397
 MKU  CAT  CAV  aromatic  1.391  0.020  1.391
 MKU  OAQ  CBA  single    1.345  0.020  1.345
 MKU  CBA  CAM  aromatic  1.376  0.020  1.376
 MKU  CAV  CAI  single    1.501  0.020  1.501
 MKU  CAV  CAU  aromatic  1.400  0.020  1.400
 MKU  CAI  CAJ  single    1.520  0.020  1.520
 MKU  CAM  CAU  aromatic  1.397  0.020  1.397
 MKU  CAU  OAP  single    1.335  0.020  1.335
 MKU  CAJ  CBD  single    1.523  0.020  1.523
 MKU  OAP  CBD  single    1.447  0.020  1.447
 MKU  CBD  CAE  single    1.524  0.020  1.524
 MKU  CBD  CAD  single    1.518  0.020  1.518
 MKU  CAB  H1   single    0.970  0.020  1.090
 MKU  CAB  H2   single    0.970  0.020  1.090
 MKU  CAB  H3   single    0.970  0.020  1.090
 MKU  CAC  H4   single    0.970  0.020  1.090
 MKU  CAC  H5   single    0.970  0.020  1.090
 MKU  CAC  H6   single    0.970  0.020  1.090
 MKU  CAK  H7   single    0.930  0.020  1.080
 MKU  CAN  H8   single    0.970  0.020  1.090
 MKU  CAN  H9   single    0.970  0.020  1.090
 MKU  OAH  H10  single    0.850  0.020  0.980
 MKU  CAI  H11  single    0.970  0.020  1.090
 MKU  CAI  H12  single    0.970  0.020  1.090
 MKU  CAJ  H13  single    0.970  0.020  1.090
 MKU  CAJ  H14  single    0.970  0.020  1.090
 MKU  CAD  H15  single    0.970  0.020  1.090
 MKU  CAD  H16  single    0.970  0.020  1.090
 MKU  CAD  H17  single    0.970  0.020  1.090
 MKU  CAE  H18  single    0.970  0.020  1.090
 MKU  CAE  H19  single    0.970  0.020  1.090
 MKU  CAE  H20  single    0.970  0.020  1.090
 MKU  CAM  H21  single    0.930  0.020  1.080
 MKU  CAL  H22  single    0.930  0.020  1.080
 MKU  OAG  H23  single    0.850  0.020  0.980
 MKU  CAA  H24  single    0.970  0.020  1.090
 MKU  CAA  H25  single    0.970  0.020  1.090
 MKU  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
 MKU  H3   CAB  H2   106.31  3.000
 MKU  H3   CAB  H1   107.69  3.000
 MKU  H2   CAB  H1   107.59  3.000
 MKU  H3   CAB  CAR  110.37  3.000
 MKU  H2   CAB  CAR  110.44  3.000
 MKU  H1   CAB  CAR  114.11  3.000
 MKU  CAK  CAR  CAC  120.50  3.000
 MKU  CAK  CAR  CAB  125.38  3.000
 MKU  CAC  CAR  CAB  114.12  3.000
 MKU  H6   CAC  H5   108.00  3.000
 MKU  H6   CAC  H4   106.43  3.000
 MKU  H5   CAC  H4   108.03  3.000
 MKU  H6   CAC  CAR  110.94  3.000
 MKU  H5   CAC  CAR  112.24  3.000
 MKU  H4   CAC  CAR  110.97  3.000
 MKU  H7   CAK  CAN  115.38  3.000
 MKU  H7   CAK  CAR  117.39  3.000
 MKU  CAN  CAK  CAR  127.23  3.000
 MKU  H9   CAN  H8   106.27  3.000
 MKU  H9   CAN  CAW  108.48  3.000
 MKU  H8   CAN  CAW  109.18  3.000
 MKU  H9   CAN  CAK  110.66  3.000
 MKU  H8   CAN  CAK  109.46  3.000
 MKU  CAW  CAN  CAK  112.59  3.000
 MKU  CAX  CAW  CBC  118.66  3.000
 MKU  CBC  CAW  CAN  123.30  3.000
 MKU  CAX  CAW  CAN  118.04  3.000
 MKU  CAZ  CBC  CAY  117.55  3.000
 MKU  CAZ  CBC  CAW  118.17  3.000
 MKU  CAY  CBC  CAW  124.27  3.000
 MKU  CBB  CAY  OAF  120.03  3.000
 MKU  CBB  CAY  CBC  116.50  3.000
 MKU  OAF  CAY  CBC  123.47  3.000
 MKU  CBA  CBB  CAT  117.63  3.000
 MKU  CBA  CBB  CAY  120.99  3.000
 MKU  CAT  CBB  CAY  121.38  3.000
 MKU  CAV  CAT  OAH  118.08  3.000
 MKU  CAV  CAT  CBB  121.48  3.000
 MKU  OAH  CAT  CBB  120.44  3.000
 MKU  H10  OAH  CAT  106.92  3.000
 MKU  CAU  CAV  CAI  120.73  3.000
 MKU  CAU  CAV  CAT  118.08  3.000
 MKU  CAI  CAV  CAT  121.19  3.000
 MKU  H12  CAI  H11  105.96  3.000
 MKU  H12  CAI  CAJ  109.45  3.000
 MKU  H11  CAI  CAJ  110.38  3.000
 MKU  H12  CAI  CAV  110.51  3.000
 MKU  H11  CAI  CAV  110.40  3.000
 MKU  CAJ  CAI  CAV  110.06  3.000
 MKU  H14  CAJ  H13  106.92  3.000
 MKU  H14  CAJ  CBD  109.03  3.000
 MKU  H13  CAJ  CBD  109.01  3.000
 MKU  H14  CAJ  CAI  109.92  3.000
 MKU  H13  CAJ  CAI  110.47  3.000
 MKU  CBD  CAJ  CAI  111.37  3.000
 MKU  OAP  CBD  CAE  108.37  3.000
 MKU  CAE  CBD  CAD  110.73  3.000
 MKU  OAP  CBD  CAD  105.14  3.000
 MKU  CAD  CBD  CAJ  111.12  3.000
 MKU  CAE  CBD  CAJ  112.07  3.000
 MKU  OAP  CBD  CAJ  109.13  3.000
 MKU  H17  CAD  H16  107.86  3.000
 MKU  H17  CAD  H15  107.89  3.000
 MKU  H16  CAD  H15  108.61  3.000
 MKU  H17  CAD  CBD  109.80  3.000
 MKU  H16  CAD  CBD  111.26  3.000
 MKU  H15  CAD  CBD  111.29  3.000
 MKU  H20  CAE  H19  107.90  3.000
 MKU  H20  CAE  H18  107.63  3.000
 MKU  H19  CAE  H18  107.90  3.000
 MKU  H20  CAE  CBD  112.44  3.000
 MKU  H19  CAE  CBD  110.77  3.000
 MKU  H18  CAE  CBD  110.05  3.000
 MKU  CAU  OAP  CBD  119.86  3.000
 MKU  CAM  CAU  OAP  115.38  3.000
 MKU  OAP  CAU  CAV  122.65  3.000
 MKU  CAM  CAU  CAV  121.96  3.000
 MKU  H21  CAM  CBA  121.07  3.000
 MKU  H21  CAM  CAU  120.60  3.000
 MKU  CBA  CAM  CAU  118.32  3.000
 MKU  OAQ  CBA  CAM  117.23  3.000
 MKU  CAM  CBA  CBB  122.51  3.000
 MKU  OAQ  CBA  CBB  120.25  3.000
 MKU  CAZ  OAQ  CBA  121.63  3.000
 MKU  CAL  CAZ  OAQ  114.12  3.000
 MKU  OAQ  CAZ  CBC  123.07  3.000
 MKU  CAL  CAZ  CBC  122.81  3.000
 MKU  H22  CAL  CAS  120.89  3.000
 MKU  H22  CAL  CAZ  120.53  3.000
 MKU  CAS  CAL  CAZ  118.58  3.000
 MKU  CAX  CAS  OAG  120.97  3.000
 MKU  OAG  CAS  CAL  118.91  3.000
 MKU  CAX  CAS  CAL  120.12  3.000
 MKU  H23  OAG  CAS  109.93  3.000
 MKU  OAO  CAX  CAS  115.98  3.000
 MKU  CAS  CAX  CAW  121.63  3.000
 MKU  OAO  CAX  CAW  122.36  3.000
 MKU  CAA  OAO  CAX  114.42  3.000
 MKU  H26  CAA  H25  108.70  3.000
 MKU  H26  CAA  H24  108.89  3.000
 MKU  H25  CAA  H24  109.28  3.000
 MKU  H26  CAA  OAO  111.68  3.000
 MKU  H25  CAA  OAO  111.34  3.000
 MKU  H24  CAA  OAO  106.89  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
 MKU  CONST_01  CAL  CAS  CAX  CAW     0.00   0.0  0
 MKU  CONST_02  CAL  CAZ  CBC  CAW     0.00   0.0  0
 MKU  CONST_03  CAS  CAX  CAW  CBC     0.00   0.0  0
 MKU  CONST_04  CAS  CAL  CAZ  CBC     0.00   0.0  0
 MKU  CONST_05  CAU  CAV  CAT  CBB     0.00   0.0  0
 MKU  CONST_06  CAU  CAM  CBA  CBB     0.00   0.0  0
 MKU  CONST_07  CAM  CBA  CBB  CAT     0.00   0.0  0
 MKU  CONST_08  CAM  CAU  CAV  CAT     0.00   0.0  0
 MKU  CONST_09  CBA  CBB  CAT  CAV     0.00   0.0  0
 MKU  CONST_10  CBA  CAM  CAU  CAV     0.00   0.0  0
 MKU  CONST_11  CAX  CAW  CBC  CAZ     0.00   0.0  0
 MKU  CONST_12  CAX  CAS  CAL  CAZ     0.00   0.0  0
 MKU  CONST_13  CAS  CAX  CAW  CAN   180.00   0.0  0
 MKU  CONST_14  CAY  CBC  CAW  CAN     0.00   0.0  0
 MKU  CONST_15  CAZ  CBC  CAW  CAN   180.00   0.0  0
 MKU  CONST_16  OAG  CAS  CAX  CAW   180.00   0.0  0
 MKU  CONST_17  OAO  CAX  CAW  CBC   180.00   0.0  0
 MKU  CONST_18  OAH  CAT  CBB  CAY     0.00   0.0  0
 MKU  CONST_19  CBA  CBB  CAT  OAH   180.00   0.0  0
 MKU  CONST_20  CAI  CAV  CAT  OAH     0.00   0.0  0
 MKU  CONST_21  CAU  CAV  CAT  OAH   180.00   0.0  0
 MKU  CONST_22  OAG  CAS  CAL  CAZ   180.00   0.0  0
 MKU  CONST_23  OAO  CAX  CAS  CAL   180.00   0.0  0
 MKU  CONST_24  H22  CAL  CAZ  CBC   180.00   0.0  0
 MKU  CONST_25  H21  CAM  CBA  CBB   180.00   0.0  0
 MKU  Var_01    CBB  CAY  CBC  CAW   179.72  30.0  1
 MKU  Var_02    CAT  CBB  CAY  CBC   179.98  30.0  1
 MKU  Var_03    CAJ  CAI  CAV  CAT   161.72  30.0  1
 MKU  Var_04    CBD  CAJ  CAI  CAV    46.68  30.0  1
 MKU  Var_05    OAP  CBD  CAJ  CAI   -58.64  30.0  1
 MKU  Var_06    CAM  CAU  OAP  CBD   169.02  30.0  1
 MKU  Var_07    CAL  CAZ  OAQ  CBA  -178.46  30.0  1
 MKU  Var_08    CAX  CAW  CAN  CAK  -101.04  30.0  2
 MKU  Var_09    H18  CAE  CBD  CAJ    58.37  30.0  3
 MKU  Var_10    H15  CAD  CBD  CAJ    56.58  30.0  3
 MKU  Var_11    CAW  CAN  CAK  CAR   131.83  30.0  3
 MKU  Var_12    H24  CAA  OAO  CAX   178.51  30.0  3
 MKU  Var_13    CAN  CAK  CAR  CAB    -0.72   0.0  2
 MKU  Var_14    H4   CAC  CAR  CAB    58.93  30.0  3
 MKU  Var_15    H1   CAB  CAR  CAC   177.30  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
 MKU  plan-1  CBC  0.020
 MKU  plan-1  CAY  0.020
 MKU  plan-1  OAF  0.020
 MKU  plan-1  CBB  0.020
 MKU  plan-2  CAY  0.020
 MKU  plan-2  CBB  0.020
 MKU  plan-2  CAT  0.020
 MKU  plan-2  OAH  0.020
 MKU  plan-2  CAV  0.020
 MKU  plan-2  CAI  0.020
 MKU  plan-2  OAP  0.020
 MKU  plan-2  CAU  0.020
 MKU  plan-2  CAM  0.020
 MKU  plan-2  CBA  0.020
 MKU  plan-2  OAQ  0.020
 MKU  plan-2  H21  0.020
 MKU  plan-3  CAN  0.020
 MKU  plan-3  CAW  0.020
 MKU  plan-3  CBC  0.020
 MKU  plan-3  CAY  0.020
 MKU  plan-3  OAQ  0.020
 MKU  plan-3  CAZ  0.020
 MKU  plan-3  CAL  0.020
 MKU  plan-3  CAS  0.020
 MKU  plan-3  OAG  0.020
 MKU  plan-3  CAX  0.020
 MKU  plan-3  OAO  0.020
 MKU  plan-3  H22  0.020
 MKU  plan-4  CAB  0.020
 MKU  plan-4  CAR  0.020
 MKU  plan-4  CAC  0.020
 MKU  plan-4  CAK  0.020
 MKU  plan-4  CAN  0.020
 MKU  plan-4  H7   0.020

