# electronic Ligand Builder and Optimisation Workbench (eLBOW)
#   - a module of PHENIX version 1.18.1-3865-
#   - file written: Sun Jun 28 22:17:35 2020
#   Inital geometry file: a 164 line input string
#   Ligand name: (1S,3R,5Z,7E,20S,23S)-1,3-dihydroxy-23,26-epoxy-9,10-secocholesta-5,7,10,25(27)-tetraen-26-one
#   Quantum optimisation: True
#   Method: PBEh-3c
#   Random seed: 3628800
#   SMILES string: C[C@@H](C[C@H]1CC(=C)C(=O)O1)[C@H]2CC[C@H]3/C(CCC[C@]23C)=C/C=C4/C[C@@H](O)C[C@H](O)C4=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
 TEJ  TEJ  (1S,3R,5Z,7E,20S,23S)-1,3-dihydroxy-23,26-epoxy-9,10-secocholesta-5,7,10,25(27)-tetraen-26-one  ligand  69  31  .  2021-08-23  2021-08-23  
;
Directly from eLBOW using geometry from QM method PBEh-3c with CPCM solvent model
Validated by Mogul as OK
;

data_comp_TEJ
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
 TEJ  O21   O  O     0  -0.430   5.4821  -2.8706  -1.8116
 TEJ  C17   C  CR5   0   0.553   5.7081  -1.9646  -1.0532
 TEJ  C18   C  CR5   0  -0.033   6.1154  -2.0230   0.3716
 TEJ  C20   C  C2    0  -0.543   6.1220  -3.1515   1.0690
 TEJ  C19   C  CH2   0  -0.513   6.4648  -0.6288   0.7806
 TEJ  C15   C  CR15  0  -0.009   5.7744   0.2102  -0.3029
 TEJ  O16   O  O     0  -0.449   5.6236  -0.6892  -1.4269
 TEJ  C12   C  CH2   0  -0.441   4.4116   0.7102   0.1394
 TEJ  C10   C  CH1   0  -0.233   3.5487   1.3693  -0.9420
 TEJ  C11   C  CH3   0  -0.679   4.3440   2.4430  -1.6882
 TEJ  C7    C  CH1   0  -0.166   2.2633   1.9828  -0.3670
 TEJ  C8    C  CH2   0  -0.446   1.3655   2.5866  -1.4836
 TEJ  C9    C  CH2   0  -0.454  -0.0987   2.3815  -1.0554
 TEJ  C5    C  CH1   0  -0.244   0.0174   1.9721   0.4026
 TEJ  C6    C  CT    0  -0.064   1.2920   1.0896   0.4450
 TEJ  C22   C  CH3   0  -0.677   1.0536  -0.2440  -0.2673
 TEJ  C4    C  C     0   0.154  -1.1378   1.3462   1.1166
 TEJ  C3    C  CH2   0  -0.506  -0.8102   1.0810   2.5606
 TEJ  C2    C  CH2   0  -0.434   0.4839   0.2745   2.7082
 TEJ  C1    C  CH2   0  -0.420   1.6507   0.8682   1.9182
 TEJ  C23   C  C1    0  -0.361  -2.3090   1.0719   0.5193
 TEJ  C24   C  C1    0  -0.302  -3.4531   0.4385   1.1442
 TEJ  C25   C  C     0   0.101  -4.6491   0.2011   0.5786
 TEJ  C26   C  CH2   0  -0.535  -5.7378  -0.5313   1.3155
 TEJ  C27   C  CH1   0   0.072  -6.2514  -1.7276   0.5102
 TEJ  O34   O  OH1   0  -0.674  -7.3595  -2.3420   1.1342
 TEJ  C73   C  CH2   0  -0.488  -6.6982  -1.2732  -0.8714
 TEJ  C29   C  CH1   0  -0.029  -5.5907  -0.5507  -1.6253
 TEJ  O32   O  OH1   0  -0.664  -4.5785  -1.4970  -1.9138
 TEJ  C30   C  C     0   0.069  -5.0286   0.5822  -0.7953
 TEJ  C31   C  C2    0  -0.588  -4.9343   1.8170  -1.2857
 TEJ  H31   H  H     0   0.244  -5.2506   2.0433  -2.2972
 TEJ  H20   H  H     0   0.267   5.8395  -4.0919   0.6140
 TEJ  H20A  H  H     0   0.268   6.4048  -3.1735   2.1127
 TEJ  H19   H  HCH2  0   0.278   6.1207  -0.3715   1.7817
 TEJ  H51   H  HCH2  0   0.285   7.5473  -0.4827   0.7525
 TEJ  H15   H  HCR5  0   0.269   6.4072   1.0283  -0.6443
 TEJ  H12   H  HCH2  0   0.233   3.8761  -0.1324   0.5854
 TEJ  H12A  H  HCH2  0   0.238   4.5847   1.4252   0.9511
 TEJ  H10   H  HCH1  0   0.220   3.2589   0.6008  -1.6677
 TEJ  H11   H  HCH3  0   0.216   4.7361   3.1933  -0.9964
 TEJ  H11A  H  HCH3  0   0.233   5.1900   2.0228  -2.2332
 TEJ  H11B  H  HCH3  0   0.245   3.7297   2.9614  -2.4232
 TEJ  H7    H  HCH1  0   0.210   2.5685   2.7996   0.3024
 TEJ  H8    H  HCH2  0   0.233   1.5908   3.6436  -1.6290
 TEJ  H8A   H  HCH2  0   0.223   1.5606   2.0994  -2.4423
 TEJ  H9    H  HCH2  0   0.235  -0.7098   3.2756  -1.1869
 TEJ  H9A   H  HCH2  0   0.222  -0.5641   1.5913  -1.6491
 TEJ  H5    H  HCH1  0   0.232   0.2782   2.8784   0.9718
 TEJ  H22   H  HCH3  0   0.228   1.9124  -0.9080  -0.1609
 TEJ  H22A  H  HCH3  0   0.237   0.1843  -0.7681   0.1316
 TEJ  H22B  H  HCH3  0   0.234   0.8797  -0.1127  -1.3361
 TEJ  H3    H  HCH2  0   0.231  -0.6758   2.0482   3.0605
 TEJ  H3A   H  HCH2  0   0.245  -1.6190   0.5741   3.0871
 TEJ  H2    H  HCH2  0   0.234   0.7522   0.2201   3.7659
 TEJ  H2A   H  HCH2  0   0.223   0.3038  -0.7552   2.3884
 TEJ  H1    H  HCH2  0   0.230   2.5136   0.2099   2.0286
 TEJ  H1A   H  HCH2  0   0.214   1.9361   1.8302   2.3602
 TEJ  H23   H  H     0   0.231  -2.4223   1.3379  -0.5256
 TEJ  H24   H  H     0   0.233  -3.3259   0.0897   2.1644
 TEJ  H26   H  HCH2  0   0.246  -5.3809  -0.8594   2.2956
 TEJ  H26A  H  HCH2  0   0.236  -6.5825   0.1485   1.4858
 TEJ  H27   H  HCH1  0   0.206  -5.4277  -2.4455   0.4020
 TEJ  HO34  H  HOH1  0   0.449  -7.0694  -2.6994   1.9793
 TEJ  H73   H  HCH2  0   0.250  -7.0469  -2.1260  -1.4610
 TEJ  H73A  H  HCH2  0   0.237  -7.5447  -0.5871  -0.7679
 TEJ  H29   H  HCH1  0   0.225  -6.0091  -0.1366  -2.5524
 TEJ  HO32  H  HOH1  0   0.449  -3.8533  -1.0363  -2.3476
 TEJ  H31A  H  H     0   0.246  -4.5560   2.6426  -0.6968

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
 TEJ  O21  C17   double  1.203  0.020  1.203
 TEJ  C17  O16   single  1.332  0.020  1.332
 TEJ  C18  C17   single  1.483  0.020  1.483
 TEJ  C18  C19   single  1.494  0.020  1.494
 TEJ  C20  C18   double  1.327  0.020  1.327
 TEJ  C19  C15   single  1.534  0.020  1.534
 TEJ  O16  C15   single  1.447  0.020  1.447
 TEJ  C12  C15   single  1.517  0.020  1.517
 TEJ  C12  C10   single  1.532  0.020  1.532
 TEJ  C10  C11   single  1.530  0.020  1.530
 TEJ  C7   C10   single  1.536  0.020  1.536
 TEJ  C8   C7    single  1.555  0.020  1.555
 TEJ  C9   C8    single  1.539  0.020  1.539
 TEJ  C9   C5    single  1.519  0.020  1.519
 TEJ  C6   C7    single  1.549  0.020  1.549
 TEJ  C6   C5    single  1.551  0.020  1.551
 TEJ  C6   C1    single  1.532  0.020  1.532
 TEJ  C22  C6    single  1.531  0.020  1.531
 TEJ  C4   C5    single  1.495  0.020  1.495
 TEJ  C4   C3    single  1.504  0.020  1.504
 TEJ  C3   C2    single  1.532  0.020  1.532
 TEJ  C2   C1    single  1.529  0.020  1.529
 TEJ  C23  C4    double  1.343  0.020  1.343
 TEJ  C24  C23   single  1.449  0.020  1.449
 TEJ  C25  C24   double  1.344  0.020  1.344
 TEJ  C26  C25   single  1.505  0.020  1.505
 TEJ  C27  C26   single  1.531  0.020  1.531
 TEJ  C27  O34   single  1.412  0.020  1.412
 TEJ  C73  C27   single  1.522  0.020  1.522
 TEJ  C73  C29   single  1.522  0.020  1.522
 TEJ  C29  C30   single  1.513  0.020  1.513
 TEJ  O32  C29   single  1.415  0.020  1.415
 TEJ  C30  C25   single  1.475  0.020  1.475
 TEJ  C31  C30   double  1.332  0.020  1.332
 TEJ  C31  H31   single  0.930  0.020  1.080
 TEJ  C20  H20   single  0.930  0.020  1.080
 TEJ  C20  H20A  single  0.930  0.020  1.080
 TEJ  C19  H19   single  0.970  0.020  1.090
 TEJ  C19  H51   single  0.970  0.020  1.090
 TEJ  C15  H15   single  0.970  0.020  1.090
 TEJ  C12  H12   single  0.970  0.020  1.090
 TEJ  C12  H12A  single  0.970  0.020  1.090
 TEJ  C10  H10   single  0.970  0.020  1.090
 TEJ  C11  H11   single  0.970  0.020  1.090
 TEJ  C11  H11A  single  0.970  0.020  1.090
 TEJ  C11  H11B  single  0.970  0.020  1.090
 TEJ  C7   H7    single  0.970  0.020  1.090
 TEJ  C8   H8    single  0.970  0.020  1.090
 TEJ  C8   H8A   single  0.970  0.020  1.090
 TEJ  C9   H9    single  0.970  0.020  1.090
 TEJ  C9   H9A   single  0.970  0.020  1.090
 TEJ  C5   H5    single  0.970  0.020  1.090
 TEJ  C22  H22   single  0.970  0.020  1.090
 TEJ  C22  H22A  single  0.970  0.020  1.090
 TEJ  C22  H22B  single  0.970  0.020  1.090
 TEJ  C3   H3    single  0.970  0.020  1.090
 TEJ  C3   H3A   single  0.970  0.020  1.090
 TEJ  C2   H2    single  0.970  0.020  1.090
 TEJ  C2   H2A   single  0.970  0.020  1.090
 TEJ  C1   H1    single  0.970  0.020  1.090
 TEJ  C1   H1A   single  0.970  0.020  1.090
 TEJ  C23  H23   single  0.930  0.020  1.080
 TEJ  C24  H24   single  0.930  0.020  1.080
 TEJ  C26  H26   single  0.970  0.020  1.090
 TEJ  C26  H26A  single  0.970  0.020  1.090
 TEJ  C27  H27   single  0.970  0.020  1.090
 TEJ  O34  HO34  single  0.850  0.020  0.980
 TEJ  C73  H73   single  0.970  0.020  1.090
 TEJ  C73  H73A  single  0.970  0.020  1.090
 TEJ  C29  H29   single  0.970  0.020  1.090
 TEJ  O32  HO32  single  0.850  0.020  0.980
 TEJ  C31  H31A  single  0.930  0.020  1.080

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
 TEJ  O16   C17  C18   108.95  3.000
 TEJ  C18   C17  O21   128.87  3.000
 TEJ  O16   C17  O21   122.17  3.000
 TEJ  C19   C18  C20   130.44  3.000
 TEJ  C20   C18  C17   122.68  3.000
 TEJ  C19   C18  C17   106.88  3.000
 TEJ  H20A  C20  H20   117.14  3.000
 TEJ  H20A  C20  C18   121.73  3.000
 TEJ  H20   C20  C18   121.13  3.000
 TEJ  H51   C19  H19   107.75  3.000
 TEJ  H51   C19  C15   110.76  3.000
 TEJ  H19   C19  C15   112.19  3.000
 TEJ  H51   C19  C18   110.45  3.000
 TEJ  H19   C19  C18   113.45  3.000
 TEJ  C15   C19  C18   102.22  3.000
 TEJ  H15   C15  C12   111.45  3.000
 TEJ  H15   C15  O16   106.48  3.000
 TEJ  C12   C15  O16   109.73  3.000
 TEJ  H15   C15  C19   111.76  3.000
 TEJ  C12   C15  C19   112.24  3.000
 TEJ  O16   C15  C19   104.80  3.000
 TEJ  C15   O16  C17   111.75  3.000
 TEJ  H12A  C12  H12   106.15  3.000
 TEJ  H12A  C12  C10   109.34  3.000
 TEJ  H12   C12  C10   110.09  3.000
 TEJ  H12A  C12  C15   106.80  3.000
 TEJ  H12   C12  C15   107.75  3.000
 TEJ  C10   C12  C15   116.21  3.000
 TEJ  H10   C10  C7    107.85  3.000
 TEJ  H10   C10  C11   107.85  3.000
 TEJ  C7    C10  C11   109.70  3.000
 TEJ  H10   C10  C12   108.34  3.000
 TEJ  C7    C10  C12   112.26  3.000
 TEJ  C11   C10  C12   110.68  3.000
 TEJ  H11B  C11  H11A  106.48  3.000
 TEJ  H11B  C11  H11   107.62  3.000
 TEJ  H11A  C11  H11   107.61  3.000
 TEJ  H11B  C11  C10   111.71  3.000
 TEJ  H11A  C11  C10   112.11  3.000
 TEJ  H11   C11  C10   111.06  3.000
 TEJ  H7    C7   C6    106.46  3.000
 TEJ  H7    C7   C8    108.01  3.000
 TEJ  C6    C7   C8    103.78  3.000
 TEJ  H7    C7   C10   107.00  3.000
 TEJ  C6    C7   C10   119.37  3.000
 TEJ  C8    C7   C10   111.69  3.000
 TEJ  H8A   C8   H8    106.16  3.000
 TEJ  H8A   C8   C9    110.76  3.000
 TEJ  H8    C8   C9    111.27  3.000
 TEJ  H8A   C8   C7    110.72  3.000
 TEJ  H8    C8   C7    110.66  3.000
 TEJ  C9    C8   C7    107.32  3.000
 TEJ  H9A   C9   H9    106.78  3.000
 TEJ  H9A   C9   C5    111.05  3.000
 TEJ  H9    C9   C5    112.30  3.000
 TEJ  H9A   C9   C8    110.51  3.000
 TEJ  H9    C9   C8    112.96  3.000
 TEJ  C5    C9   C8    103.31  3.000
 TEJ  H5    C5   C4    106.29  3.000
 TEJ  H5    C5   C6    105.04  3.000
 TEJ  C4    C5   C6    112.56  3.000
 TEJ  H5    C5   C9    107.00  3.000
 TEJ  C4    C5   C9    120.81  3.000
 TEJ  C6    C5   C9    104.03  3.000
 TEJ  C1    C6   C22   110.98  3.000
 TEJ  C22   C6   C5    110.80  3.000
 TEJ  C1    C6   C5    107.51  3.000
 TEJ  C22   C6   C7    110.86  3.000
 TEJ  C1    C6   C7    116.13  3.000
 TEJ  C5    C6   C7     99.95  3.000
 TEJ  H22B  C22  H22A  106.81  3.000
 TEJ  H22B  C22  H22   107.12  3.000
 TEJ  H22A  C22  H22   107.42  3.000
 TEJ  H22B  C22  C6    112.08  3.000
 TEJ  H22A  C22  C6    111.88  3.000
 TEJ  H22   C22  C6    111.24  3.000
 TEJ  C23   C4   C3    125.51  3.000
 TEJ  C23   C4   C5    123.15  3.000
 TEJ  C3    C4   C5    111.34  3.000
 TEJ  H3A   C3   H3    106.31  3.000
 TEJ  H3A   C3   C2    109.60  3.000
 TEJ  H3    C3   C2    108.47  3.000
 TEJ  H3A   C3   C4    112.58  3.000
 TEJ  H3    C3   C4    107.98  3.000
 TEJ  C2    C3   C4    111.67  3.000
 TEJ  H2A   C2   H2    106.07  3.000
 TEJ  H2A   C2   C1    109.90  3.000
 TEJ  H2    C2   C1    109.40  3.000
 TEJ  H2A   C2   C3    109.18  3.000
 TEJ  H2    C2   C3    109.08  3.000
 TEJ  C1    C2   C3    112.98  3.000
 TEJ  H1A   C1   H1    106.42  3.000
 TEJ  H1A   C1   C2    109.33  3.000
 TEJ  H1    C1   C2    108.48  3.000
 TEJ  H1A   C1   C6    108.77  3.000
 TEJ  H1    C1   C6    111.69  3.000
 TEJ  C2    C1   C6    111.98  3.000
 TEJ  H23   C23  C24   116.12  3.000
 TEJ  H23   C23  C4    118.02  3.000
 TEJ  C24   C23  C4    125.87  3.000
 TEJ  H24   C24  C25   116.29  3.000
 TEJ  H24   C24  C23   116.94  3.000
 TEJ  C25   C24  C23   126.74  3.000
 TEJ  C30   C25  C26   113.30  3.000
 TEJ  C30   C25  C24   125.10  3.000
 TEJ  C26   C25  C24   121.58  3.000
 TEJ  H26A  C26  H26   107.34  3.000
 TEJ  H26A  C26  C27   107.91  3.000
 TEJ  H26   C26  C27   110.28  3.000
 TEJ  H26A  C26  C25   109.35  3.000
 TEJ  H26   C26  C25   110.41  3.000
 TEJ  C27   C26  C25   111.44  3.000
 TEJ  H27   C27  C73   109.03  3.000
 TEJ  H27   C27  O34   110.35  3.000
 TEJ  C73   C27  O34   107.50  3.000
 TEJ  H27   C27  C26   108.13  3.000
 TEJ  C73   C27  C26   110.05  3.000
 TEJ  O34   C27  C26   111.76  3.000
 TEJ  HO34  O34  C27   108.24  3.000
 TEJ  H73A  C73  H73   107.05  3.000
 TEJ  H73A  C73  C29   108.18  3.000
 TEJ  H73   C73  C29   109.58  3.000
 TEJ  H73A  C73  C27   109.17  3.000
 TEJ  H73   C73  C27   110.50  3.000
 TEJ  C29   C73  C27   112.20  3.000
 TEJ  H29   C29  C30   108.81  3.000
 TEJ  H29   C29  O32   110.64  3.000
 TEJ  C30   C29  O32   110.29  3.000
 TEJ  H29   C29  C73   108.66  3.000
 TEJ  O32   C29  C73   107.70  3.000
 TEJ  C30   C29  C73   110.74  3.000
 TEJ  HO32  O32  C29   108.10  3.000
 TEJ  C31   C30  C29   121.23  3.000
 TEJ  C31   C30  C25   124.34  3.000
 TEJ  C29   C30  C25   114.40  3.000
 TEJ  H31A  C31  H31   116.78  3.000
 TEJ  H31A  C31  C30   122.10  3.000
 TEJ  H31   C31  C30   121.11  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
 TEJ  Var_01  C15  C19  C18  C17    18.87  30.0  1
 TEJ  Var_02  O16  C17  C18  C19    -8.01  30.0  1
 TEJ  Var_03  C5   C9   C8   C7     12.55  30.0  1
 TEJ  Var_04  C2   C3   C4   C5    -53.03  30.0  1
 TEJ  Var_05  C3   C2   C1   C6    -53.11  30.0  1
 TEJ  Var_06  C1   C2   C3   C4     50.66  30.0  1
 TEJ  Var_07  C29  C30  C25  C26   -50.85  30.0  1
 TEJ  Var_08  C30  C25  C26  C27    52.63  30.0  1
 TEJ  Var_09  C24  C23  C4   C5    178.41  30.0  2
 TEJ  Var_10  C25  C24  C23  C4    177.32  30.0  1
 TEJ  Var_11  C26  C25  C24  C23   176.80  30.0  2
 TEJ  Var_12  H20  C20  C18  C17     0.91  30.0  2
 TEJ  Var_13  H31  C31  C30  C25  -178.53  30.0  2

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
 TEJ  chir_01  C15  C19  O16  C12  negativ
 TEJ  chir_02  C10  C12  C11  C7   positiv
 TEJ  chir_03  C7   C6   C8   C10  positiv
 TEJ  chir_04  C5   C9   C6   C4   positiv
 TEJ  chir_05  C6   C5   C1   C7   positiv
 TEJ  chir_06  C27  C26  O34  C73  negativ
 TEJ  chir_07  C29  O32  C73  C30  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
 TEJ  plan-1  O21  0.020
 TEJ  plan-1  C17  0.020
 TEJ  plan-1  C18  0.020
 TEJ  plan-1  O16  0.020

