# electronic Ligand Builder and Optimisation Workbench (eLBOW)
#   - a module of PHENIX version dev-svn-
#   - file written: Tue Mar  8 14:13:51 2022
#   Inital geometry file: a 114 line input string
#   Ligand name: (3S,7R)-7,14,16-trihydroxy-3-methyl-3,4,5,6,7,8,9,10,11,12-decahydro-1H-2-benzoxacyclotetradecin-1-one
#   Quantum optimisation: True
#   Method: PBEh-3c
#   Random seed: 3628800
#   SMILES string: C[C@H]1CCC[C@H](O)CCCCCc2cc(O)cc(O)c2C(=O)O1
#
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
 27J  27J  (3S,7R)-7,14,16-trihydroxy-3-methyl-3,4,5,6,7,8,9,10,11,12-decahydro-1H-2-benzoxacyclotetradecin-1-one  ligand  49  23  .  2022-03-10  2022-03-10
;
Directly from eLBOW using geometry from QM method PBEh-3c with CPCM solvent model
Validated by Mogul as PERFECT
;

data_comp_27J
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
 27J  CAO  C  CH2   0  -0.448  -4.1539   0.6692   0.3262
 27J  CAK  C  CH2   0  -0.463  -3.0876   1.6473  -0.1973
 27J  CAM  C  CH2   0  -0.495  -2.0461   2.0026   0.8640
 27J  CAV  C  CH1   0   0.031  -0.8375   2.8587   0.4368
 27J  CAA  C  CH3   0  -0.704  -1.0016   3.6449  -0.8496
 27J  OAP  O  O2    0  -0.483   0.4122   2.1064   0.4558
 27J  CAQ  C  C     0   0.508   0.5885   1.0287  -0.2980
 27J  OAB  O  O     0  -0.419  -0.2014   0.6359  -1.1186
 27J  CAU  C  CR6   0  -0.221   1.8831   0.3553  -0.0226
 27J  CAS  C  CR6   0   0.385   3.0897   1.0549  -0.1512
 27J  OAD  O  OH1   0  -0.627   3.1507   2.3748  -0.4127
 27J  CAF  C  CR16  0  -0.486   4.3039   0.3858  -0.0602
 27J  CAR  C  CR6   0   0.396   4.3184  -0.9756   0.2097
 27J  OAC  O  OH1   0  -0.627   5.4615  -1.6718   0.3176
 27J  CAG  C  CR16  0  -0.427   3.1230  -1.6637   0.4121
 27J  CAT  C  CR6   0   0.178   1.9065  -1.0123   0.2940
 27J  CAL  C  CH2   0  -0.544   0.6485  -1.7944   0.5785
 27J  CAI  C  CH2   0  -0.427   0.1450  -2.6282  -0.6041
 27J  CAH  C  CH2   0  -0.431  -1.1313  -3.4225  -0.2924
 27J  CAJ  C  CH2   0  -0.434  -2.4510  -2.7206  -0.6190
 27J  CAN  C  CH2   0  -0.476  -2.7037  -1.4140   0.1256
 27J  CAW  C  CH1   0   0.066  -4.0189  -0.7368  -0.2501
 27J  OAE  O  OH1   0  -0.682  -5.1457  -1.4759   0.1922
 27J  H1   H  HCH2  0   0.221  -4.1210   0.6186   1.4203
 27J  H2   H  HCH2  0   0.234  -5.1497   1.0395   0.0698
 27J  H3   H  HCH2  0   0.242  -2.6076   1.2342  -1.0846
 27J  H4   H  HCH2  0   0.235  -3.5741   2.5674  -0.5281
 27J  H5   H  HCH2  0   0.250  -2.5632   2.5616   1.6489
 27J  H6   H  HCH2  0   0.245  -1.6891   1.0953   1.3612
 27J  H7   H  HCH1  0   0.260  -0.6468   3.5740   1.2360
 27J  H8   H  HCH3  0   0.247  -1.8600   4.3100  -0.7487
 27J  H9   H  HCH3  0   0.248  -0.1262   4.2698  -1.0309
 27J  H10  H  HCH3  0   0.245  -1.1654   3.0156  -1.7213
 27J  H11  H  HOH1  0   0.471   2.3242   2.8153  -0.1799
 27J  H12  H  HCR6  0   0.280   5.2264   0.9402  -0.1897
 27J  H13  H  HOH1  0   0.478   6.2243  -1.0987   0.1790
 27J  H14  H  HCR6  0   0.258   3.1496  -2.7131   0.6807
 27J  H15  H  HCH2  0   0.253   0.8602  -2.4784   1.4047
 27J  H16  H  HCH2  0   0.245  -0.1408  -1.1370   0.9447
 27J  H17  H  HCH2  0   0.232  -0.0117  -1.9855  -1.4731
 27J  H18  H  HCH2  0   0.231   0.9396  -3.3254  -0.8818
 27J  H19  H  HCH2  0   0.231  -1.1105  -4.3546  -0.8622
 27J  H20  H  HCH2  0   0.214  -1.1260  -3.7202   0.7620
 27J  H21  H  HCH2  0   0.214  -2.4876  -2.5209  -1.6957
 27J  H22  H  HCH2  0   0.210  -3.2574  -3.4344  -0.4186
 27J  H23  H  HCH2  0   0.210  -2.6730  -1.5762   1.2095
 27J  H24  H  HCH2  0   0.251  -1.8998  -0.7196  -0.1130
 27J  H25  H  HCH1  0   0.183  -4.0408  -0.6424  -1.3483
 27J  H26  H  HOH1  0   0.445  -5.1077  -2.3536  -0.1988

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
 27J  OAE  CAW  single    1.418  0.020  1.418
 27J  CAO  CAW  single    1.526  0.020  1.526
 27J  CAO  CAK  single    1.539  0.020  1.539
 27J  CAW  CAN  single    1.526  0.020  1.526
 27J  CAK  CAM  single    1.529  0.020  1.529
 27J  CAN  CAJ  single    1.525  0.020  1.525
 27J  CAM  CAV  single    1.542  0.020  1.542
 27J  CAV  CAA  single    1.516  0.020  1.516
 27J  CAV  OAP  single    1.459  0.020  1.459
 27J  CAJ  CAH  single    1.530  0.020  1.530
 27J  OAP  CAQ  single    1.327  0.020  1.327
 27J  CAH  CAI  single    1.535  0.020  1.535
 27J  OAB  CAQ  double    1.205  0.020  1.205
 27J  CAQ  CAU  single    1.485  0.020  1.485
 27J  CAI  CAL  single    1.532  0.020  1.532
 27J  CAL  CAT  single    1.508  0.020  1.508
 27J  CAU  CAT  aromatic  1.404  0.020  1.404
 27J  CAU  CAS  single    1.401  0.020  1.401
 27J  OAD  CAS  single    1.347  0.020  1.347
 27J  CAT  CAG  single    1.385  0.020  1.385
 27J  CAS  CAF  aromatic  1.389  0.020  1.389
 27J  CAG  CAR  aromatic  1.394  0.020  1.394
 27J  CAF  CAR  aromatic  1.388  0.020  1.388
 27J  CAR  OAC  single    1.343  0.020  1.343
 27J  CAO  H1   single    0.970  0.020  1.090
 27J  CAO  H2   single    0.970  0.020  1.090
 27J  CAK  H3   single    0.970  0.020  1.090
 27J  CAK  H4   single    0.970  0.020  1.090
 27J  CAM  H5   single    0.970  0.020  1.090
 27J  CAM  H6   single    0.970  0.020  1.090
 27J  CAV  H7   single    0.970  0.020  1.090
 27J  CAA  H8   single    0.970  0.020  1.090
 27J  CAA  H9   single    0.970  0.020  1.090
 27J  CAA  H10  single    0.970  0.020  1.090
 27J  OAD  H11  single    0.850  0.020  0.980
 27J  CAF  H12  single    0.930  0.020  1.080
 27J  OAC  H13  single    0.850  0.020  0.980
 27J  CAG  H14  single    0.930  0.020  1.080
 27J  CAL  H15  single    0.970  0.020  1.090
 27J  CAL  H16  single    0.970  0.020  1.090
 27J  CAI  H17  single    0.970  0.020  1.090
 27J  CAI  H18  single    0.970  0.020  1.090
 27J  CAH  H19  single    0.970  0.020  1.090
 27J  CAH  H20  single    0.970  0.020  1.090
 27J  CAJ  H21  single    0.970  0.020  1.090
 27J  CAJ  H22  single    0.970  0.020  1.090
 27J  CAN  H23  single    0.970  0.020  1.090
 27J  CAN  H24  single    0.970  0.020  1.090
 27J  CAW  H25  single    0.970  0.020  1.090
 27J  OAE  H26  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
 27J  H2   CAO  H1   106.10  3.000
 27J  H2   CAO  CAW  107.72  3.000
 27J  H1   CAO  CAW  109.39  3.000
 27J  H2   CAO  CAK  109.64  3.000
 27J  H1   CAO  CAK  110.38  3.000
 27J  CAW  CAO  CAK  113.33  3.000
 27J  H4   CAK  H3   105.60  3.000
 27J  H4   CAK  CAM  108.54  3.000
 27J  H3   CAK  CAM  110.68  3.000
 27J  H4   CAK  CAO  109.26  3.000
 27J  H3   CAK  CAO  109.95  3.000
 27J  CAM  CAK  CAO  112.56  3.000
 27J  H6   CAM  H5   104.59  3.000
 27J  H6   CAM  CAV  109.30  3.000
 27J  H5   CAM  CAV  106.60  3.000
 27J  H6   CAM  CAK  110.18  3.000
 27J  H5   CAM  CAK  107.16  3.000
 27J  CAV  CAM  CAK  118.08  3.000
 27J  H7   CAV  OAP  100.32  3.000
 27J  H7   CAV  CAA  107.51  3.000
 27J  OAP  CAV  CAA  111.79  3.000
 27J  H7   CAV  CAM  107.37  3.000
 27J  OAP  CAV  CAM  112.43  3.000
 27J  CAA  CAV  CAM  115.99  3.000
 27J  H10  CAA  H9   108.61  3.000
 27J  H10  CAA  H8   107.97  3.000
 27J  H9   CAA  H8   107.32  3.000
 27J  H10  CAA  CAV  113.34  3.000
 27J  H9   CAA  CAV  110.55  3.000
 27J  H8   CAA  CAV  108.84  3.000
 27J  CAQ  OAP  CAV  121.69  3.000
 27J  CAU  CAQ  OAB  123.37  3.000
 27J  CAU  CAQ  OAP  112.26  3.000
 27J  OAB  CAQ  OAP  124.37  3.000
 27J  CAT  CAU  CAS  119.53  3.000
 27J  CAS  CAU  CAQ  120.49  3.000
 27J  CAT  CAU  CAQ  119.87  3.000
 27J  CAF  CAS  OAD  116.42  3.000
 27J  CAF  CAS  CAU  120.42  3.000
 27J  OAD  CAS  CAU  123.12  3.000
 27J  H11  OAD  CAS  111.20  3.000
 27J  H12  CAF  CAR  121.06  3.000
 27J  H12  CAF  CAS  119.32  3.000
 27J  CAR  CAF  CAS  119.62  3.000
 27J  CAG  CAR  OAC  117.54  3.000
 27J  OAC  CAR  CAF  122.21  3.000
 27J  CAG  CAR  CAF  120.23  3.000
 27J  H13  OAC  CAR  110.72  3.000
 27J  H14  CAG  CAT  119.88  3.000
 27J  H14  CAG  CAR  119.54  3.000
 27J  CAT  CAG  CAR  120.58  3.000
 27J  CAL  CAT  CAG  118.21  3.000
 27J  CAG  CAT  CAU  119.47  3.000
 27J  CAL  CAT  CAU  122.25  3.000
 27J  H16  CAL  H15  105.28  3.000
 27J  H16  CAL  CAI  110.45  3.000
 27J  H15  CAL  CAI  107.84  3.000
 27J  H16  CAL  CAT  110.76  3.000
 27J  H15  CAL  CAT  107.78  3.000
 27J  CAI  CAL  CAT  114.25  3.000
 27J  H18  CAI  H17  106.11  3.000
 27J  H18  CAI  CAH  109.02  3.000
 27J  H17  CAI  CAH  110.29  3.000
 27J  H18  CAI  CAL  107.72  3.000
 27J  H17  CAI  CAL  109.94  3.000
 27J  CAH  CAI  CAL  113.46  3.000
 27J  H20  CAH  H19  105.66  3.000
 27J  H20  CAH  CAJ  109.53  3.000
 27J  H19  CAH  CAJ  107.24  3.000
 27J  H20  CAH  CAI  109.39  3.000
 27J  H19  CAH  CAI  108.64  3.000
 27J  CAJ  CAH  CAI  115.87  3.000
 27J  H22  CAJ  H21  105.90  3.000
 27J  H22  CAJ  CAN  110.30  3.000
 27J  H21  CAJ  CAN  108.55  3.000
 27J  H22  CAJ  CAH  107.28  3.000
 27J  H21  CAJ  CAH  108.80  3.000
 27J  CAN  CAJ  CAH  115.58  3.000
 27J  H24  CAN  H23  106.87  3.000
 27J  H24  CAN  CAW  107.42  3.000
 27J  H23  CAN  CAW  109.45  3.000
 27J  H24  CAN  CAJ  108.49  3.000
 27J  H23  CAN  CAJ  110.57  3.000
 27J  CAW  CAN  CAJ  113.75  3.000
 27J  H25  CAW  OAE  109.84  3.000
 27J  H25  CAW  CAN  107.48  3.000
 27J  OAE  CAW  CAN  112.13  3.000
 27J  H25  CAW  CAO  107.19  3.000
 27J  CAN  CAW  CAO  113.09  3.000
 27J  OAE  CAW  CAO  106.99  3.000
 27J  H26  OAE  CAW  108.51  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
 27J  CONST_01  CAR  CAG  CAT  CAU     0.00   0.0  0
 27J  CONST_02  CAR  CAF  CAS  CAU     0.00   0.0  0
 27J  CONST_03  CAG  CAT  CAU  CAS     0.00   0.0  0
 27J  CONST_04  CAG  CAR  CAF  CAS     0.00   0.0  0
 27J  CONST_05  CAT  CAU  CAS  CAF     0.00   0.0  0
 27J  CONST_06  CAT  CAG  CAR  CAF     0.00   0.0  0
 27J  CONST_07  OAD  CAS  CAU  CAQ     0.00   0.0  0
 27J  CONST_08  OAC  CAR  CAF  CAS   180.00   0.0  0
 27J  CONST_09  CAT  CAU  CAS  OAD   180.00   0.0  0
 27J  CONST_10  CAR  CAF  CAS  OAD   180.00   0.0  0
 27J  CONST_11  CAT  CAG  CAR  OAC   180.00   0.0  0
 27J  CONST_12  H14  CAG  CAT  CAU   180.00   0.0  0
 27J  CONST_13  H12  CAF  CAS  CAU   180.00   0.0  0
 27J  Var_01    CAV  CAM  CAK  CAO   173.84  30.0  1
 27J  Var_02    CAW  CAO  CAK  CAM  -108.16  30.0  1
 27J  Var_03    CAU  CAQ  OAP  CAV  -174.67  30.0  1
 27J  Var_04    CAT  CAU  CAQ  OAP   126.43  30.0  1
 27J  Var_05    CAI  CAL  CAT  CAU    99.81  30.0  1
 27J  Var_06    CAH  CAI  CAL  CAT   179.68  30.0  1
 27J  Var_07    CAJ  CAH  CAI  CAL    91.73  30.0  1
 27J  Var_08    CAN  CAJ  CAH  CAI   -60.89  30.0  1
 27J  Var_09    CAW  CAN  CAJ  CAH   178.95  30.0  1

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
 27J  chir_01  CAV  CAM  CAA  OAP  positiv
 27J  chir_02  CAW  OAE  CAO  CAN  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
 27J  plan-1  CAQ  0.020
 27J  plan-1  CAU  0.020
 27J  plan-1  CAS  0.020
 27J  plan-1  OAD  0.020
 27J  plan-1  CAF  0.020
 27J  plan-1  CAR  0.020
 27J  plan-1  OAC  0.020
 27J  plan-1  CAG  0.020
 27J  plan-1  CAT  0.020
 27J  plan-1  CAL  0.020
 27J  plan-1  H12  0.020
 27J  plan-1  H14  0.020
 27J  plan-2  OAP  0.020
 27J  plan-2  CAQ  0.020
 27J  plan-2  OAB  0.020
 27J  plan-2  CAU  0.020

