# electronic Ligand Builder and Optimisation Workbench (eLBOW)
#   - a module of PHENIX version dev-svn-
#   - file written: Fri Apr 24 15:09:44 2020
#   Inital geometry file: a 125 line input string
#   Ligand name: (9beta,13alpha,17beta)-2-[(1Z)-but-1-en-1-yl]estra-1,3,5(10)-triene-3,17-diol
#   Quantum optimisation: True
#   Method: PBEh-3c
#   Random seed: 3628800
#   SMILES string: CC\C=C/c1cc2[C@H]3CC[C@]4(C)[C@@H](O)CC[C@H]4[C@@H]3CCc2cc1O
#
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
 DRQ  DRQ  (9beta,13alpha,17beta)-2-[(1Z)-but-1-en-1-yl]estra-1,3,5(10)-triene-3,17-diol  ligand  54  24  .  2022-07-24  2022-07-26
;
Directly from eLBOW using geometry from QM method PBEh-3c with CPCM solvent model
Validated by Mogul as OK (reasonable std)
;

data_comp_DRQ
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
 DRQ  CAX   C  CH3   0  -0.662  -4.9769   3.2406  -1.8650
 DRQ  CAW   C  CH2   0  -0.499  -3.9607   2.6966  -0.8631
 DRQ  CAV   C  C1    0  -0.184  -4.6332   2.0267   0.2935
 DRQ  CAU   C  C1    0  -0.274  -4.3770   0.8274   0.8230
 DRQ  CAC   C  CR6   0  -0.015  -3.2970  -0.0959   0.4441
 DRQ  CAD   C  CR16  0  -0.383  -1.9899   0.3354   0.2363
 DRQ  CAT   C  CR6   0   0.120  -0.9391  -0.5188  -0.0963
 DRQ  CAS   C  CH1   0  -0.264   0.4593   0.0156  -0.3505
 DRQ  CAR   C  CH2   0  -0.449   0.8159   1.2548   0.4811
 DRQ  CAQ   C  CH2   0  -0.406   2.2234   1.7762   0.1751
 DRQ  CAO   C  CR5   0  -0.103   3.2718   0.6791   0.3232
 DRQ  CAP   C  CH3   0  -0.673   3.4313   0.2950   1.7981
 DRQ  CAM   C  CR15  0   0.103   4.6418   0.9846  -0.2872
 DRQ  OAN   O  OH1   0  -0.675   5.3860   1.8834   0.4980
 DRQ  CAL   C  CH2   0  -0.487   5.2868  -0.4090  -0.4633
 DRQ  CAK   C  CH2   0  -0.450   4.1100  -1.4073  -0.5586
 DRQ  CAJ   C  CR15  0  -0.192   2.8712  -0.5081  -0.5641
 DRQ  CAI   C  CH1   0  -0.233   1.5175  -1.0908  -0.2060
 DRQ  CAH   C  CH2   0  -0.429   1.1215  -2.2749  -1.0760
 DRQ  CAG   C  CH2   0  -0.506  -0.1630  -2.8978  -0.5543
 DRQ  CAF   C  CR6   0   0.059  -1.2260  -1.8822  -0.2220
 DRQ  CAE   C  CR16  0  -0.429  -2.5249  -2.3361  -0.0044
 DRQ  CAA   C  CR6   0   0.316  -3.5526  -1.4681   0.3271
 DRQ  OAB   O  OH1   0  -0.627  -4.8187  -1.8893   0.5344
 DRQ  HAX1  H  HCH3  0   0.232  -4.4788   3.7778  -2.6723
 DRQ  HAX2  H  HCH3  0   0.224  -5.5611   2.4346  -2.3102
 DRQ  HAX3  H  HCH3  0   0.222  -5.6740   3.9317  -1.3879
 DRQ  HAW1  H  HCH2  0   0.238  -3.2760   2.0117  -1.3659
 DRQ  HAW2  H  HCH2  0   0.237  -3.3493   3.5276  -0.4950
 DRQ  HAV   H  H     0   0.233  -5.4559   2.5874   0.7298
 DRQ  HAU   H  H     0   0.241  -5.0309   0.4907   1.6216
 DRQ  HAD   H  HCR6  0   0.245  -1.7962   1.3917   0.3674
 DRQ  HAS   H  HCH1  0   0.225   0.4991   0.3311  -1.4047
 DRQ  HAR1  H  HCH2  0   0.235   0.1075   2.0610   0.2798
 DRQ  HAR2  H  HCH2  0   0.221   0.7119   1.0239   1.5459
 DRQ  HAQ1  H  HCH2  0   0.214   2.2445   2.1520  -0.8548
 DRQ  HAQ2  H  HCH2  0   0.226   2.4513   2.6267   0.8239
 DRQ  HAP1  H  HCH3  0   0.230   2.4949  -0.0424   2.2408
 DRQ  HAP2  H  HCH3  0   0.232   4.1605  -0.5019   1.9492
 DRQ  HAP3  H  HCH3  0   0.232   3.7659   1.1550   2.3793
 DRQ  HAM   H  HCR5  0   0.195   4.4668   1.4152  -1.2855
 DRQ  HOAN  H  HOH1  0   0.447   6.2228   2.0489   0.0538
 DRQ  HAL1  H  HCH2  0   0.233   5.9261  -0.4399  -1.3471
 DRQ  HAL2  H  HCH2  0   0.228   5.9263  -0.6281   0.3951
 DRQ  HAK1  H  HCH2  0   0.233   4.1658  -2.0349  -1.4487
 DRQ  HAK2  H  HCH2  0   0.222   4.0964  -2.0808   0.3017
 DRQ  HAJ   H  HCR5  0   0.211   2.7728  -0.1072  -1.5857
 DRQ  HAI   H  HCH1  0   0.216   1.5350  -1.4356   0.8374
 DRQ  HAH1  H  HCH2  0   0.216   0.9917  -1.9367  -2.1101
 DRQ  HAH2  H  HCH2  0   0.240   1.9098  -3.0312  -1.0899
 DRQ  HAG1  H  HCH2  0   0.247  -0.5609  -3.6226  -1.2690
 DRQ  HAG2  H  HCH2  0   0.243   0.0621  -3.4706   0.3521
 DRQ  HAE   H  HCR6  0   0.255  -2.7323  -3.3980  -0.1018
 DRQ  HOAB  H  HOH1  0   0.473  -4.8672  -2.8490   0.4604

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
 DRQ  CAX  CAW   single    1.527  0.020  1.527
 DRQ  CAX  HAX1  single    0.970  0.020  1.090
 DRQ  CAX  HAX2  single    0.970  0.020  1.090
 DRQ  CAX  HAX3  single    0.970  0.020  1.090
 DRQ  CAW  CAV   single    1.496  0.020  1.496
 DRQ  CAW  HAW1  single    0.970  0.020  1.090
 DRQ  CAW  HAW2  single    0.970  0.020  1.090
 DRQ  CAV  CAU   double    1.336  0.020  1.336
 DRQ  CAV  HAV   single    0.930  0.020  1.080
 DRQ  CAU  CAC   single    1.471  0.020  1.471
 DRQ  CAU  HAU   single    0.930  0.020  1.080
 DRQ  CAC  CAD   aromatic  1.392  0.020  1.392
 DRQ  CAC  CAA   aromatic  1.401  0.020  1.401
 DRQ  CAD  CAT   aromatic  1.394  0.020  1.394
 DRQ  CAD  HAD   single    0.930  0.020  1.080
 DRQ  CAT  CAS   single    1.518  0.020  1.518
 DRQ  CAT  CAF   aromatic  1.399  0.020  1.399
 DRQ  CAS  CAR   single    1.534  0.020  1.534
 DRQ  CAS  CAI   single    1.538  0.020  1.538
 DRQ  CAS  HAS   single    0.970  0.020  1.090
 DRQ  CAR  CAQ   single    1.532  0.020  1.532
 DRQ  CAR  HAR1  single    0.970  0.020  1.090
 DRQ  CAR  HAR2  single    0.970  0.020  1.090
 DRQ  CAQ  CAO   single    1.525  0.020  1.525
 DRQ  CAQ  HAQ1  single    0.970  0.020  1.090
 DRQ  CAQ  HAQ2  single    0.970  0.020  1.090
 DRQ  CAO  CAP   single    1.532  0.020  1.532
 DRQ  CAO  CAM   single    1.531  0.020  1.531
 DRQ  CAO  CAJ   single    1.535  0.020  1.535
 DRQ  CAP  HAP1  single    0.970  0.020  1.090
 DRQ  CAP  HAP2  single    0.970  0.020  1.090
 DRQ  CAP  HAP3  single    0.970  0.020  1.090
 DRQ  CAM  OAN   single    1.406  0.020  1.406
 DRQ  CAM  CAL   single    1.546  0.020  1.546
 DRQ  CAM  HAM   single    0.970  0.020  1.090
 DRQ  OAN  HOAN  single    0.850  0.020  0.980
 DRQ  CAL  CAK   single    1.546  0.020  1.546
 DRQ  CAL  HAL1  single    0.970  0.020  1.090
 DRQ  CAL  HAL2  single    0.970  0.020  1.090
 DRQ  CAK  CAJ   single    1.531  0.020  1.531
 DRQ  CAK  HAK1  single    0.970  0.020  1.090
 DRQ  CAK  HAK2  single    0.970  0.020  1.090
 DRQ  CAJ  CAI   single    1.517  0.020  1.517
 DRQ  CAJ  HAJ   single    0.970  0.020  1.090
 DRQ  CAI  CAH   single    1.522  0.020  1.522
 DRQ  CAI  HAI   single    0.970  0.020  1.090
 DRQ  CAH  CAG   single    1.520  0.020  1.520
 DRQ  CAH  HAH1  single    0.970  0.020  1.090
 DRQ  CAH  HAH2  single    0.970  0.020  1.090
 DRQ  CAG  CAF   single    1.507  0.020  1.507
 DRQ  CAG  HAG1  single    0.970  0.020  1.090
 DRQ  CAG  HAG2  single    0.970  0.020  1.090
 DRQ  CAF  CAE   aromatic  1.393  0.020  1.393
 DRQ  CAE  CAA   aromatic  1.385  0.020  1.385
 DRQ  CAE  HAE   single    0.930  0.020  1.080
 DRQ  CAA  OAB   single    1.350  0.020  1.350
 DRQ  OAB  HOAB  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
 DRQ  HAX3  CAX  HAX2  107.72  3.000
 DRQ  HAX3  CAX  HAX1  107.67  3.000
 DRQ  HAX2  CAX  HAX1  107.86  3.000
 DRQ  HAX3  CAX  CAW   111.33  3.000
 DRQ  HAX2  CAX  CAW   111.16  3.000
 DRQ  HAX1  CAX  CAW   110.93  3.000
 DRQ  HAW2  CAW  HAW1  106.30  3.000
 DRQ  HAW2  CAW  CAV   109.32  3.000
 DRQ  HAW1  CAW  CAV   110.92  3.000
 DRQ  HAW2  CAW  CAX   108.76  3.000
 DRQ  HAW1  CAW  CAX   109.81  3.000
 DRQ  CAV   CAW  CAX   111.57  3.000
 DRQ  HAV   CAV  CAU   116.69  3.000
 DRQ  HAV   CAV  CAW   114.80  3.000
 DRQ  CAU   CAV  CAW   128.48  3.000
 DRQ  HAU   CAU  CAC   115.92  3.000
 DRQ  HAU   CAU  CAV   117.03  3.000
 DRQ  CAC   CAU  CAV   127.04  3.000
 DRQ  CAA   CAC  CAD   117.55  3.000
 DRQ  CAA   CAC  CAU   120.17  3.000
 DRQ  CAD   CAC  CAU   122.24  3.000
 DRQ  HAD   CAD  CAT   119.47  3.000
 DRQ  HAD   CAD  CAC   116.91  3.000
 DRQ  CAT   CAD  CAC   123.60  3.000
 DRQ  CAF   CAT  CAS   121.12  3.000
 DRQ  CAF   CAT  CAD   117.63  3.000
 DRQ  CAS   CAT  CAD   121.22  3.000
 DRQ  HAS   CAS  CAI   105.74  3.000
 DRQ  HAS   CAS  CAR   106.21  3.000
 DRQ  CAI   CAS  CAR   111.73  3.000
 DRQ  HAS   CAS  CAT   107.12  3.000
 DRQ  CAI   CAS  CAT   111.39  3.000
 DRQ  CAR   CAS  CAT   114.05  3.000
 DRQ  HAR2  CAR  HAR1  105.87  3.000
 DRQ  HAR2  CAR  CAQ   110.70  3.000
 DRQ  HAR1  CAR  CAQ   107.94  3.000
 DRQ  HAR2  CAR  CAS   109.56  3.000
 DRQ  HAR1  CAR  CAS   110.21  3.000
 DRQ  CAQ   CAR  CAS   112.34  3.000
 DRQ  HAQ2  CAQ  HAQ1  106.65  3.000
 DRQ  HAQ2  CAQ  CAO   111.02  3.000
 DRQ  HAQ1  CAQ  CAO   108.94  3.000
 DRQ  HAQ2  CAQ  CAR   109.73  3.000
 DRQ  HAQ1  CAQ  CAR   108.78  3.000
 DRQ  CAO   CAQ  CAR   111.56  3.000
 DRQ  CAJ   CAO  CAM    99.06  3.000
 DRQ  CAJ   CAO  CAP   112.93  3.000
 DRQ  CAM   CAO  CAP   109.91  3.000
 DRQ  CAJ   CAO  CAQ   108.72  3.000
 DRQ  CAM   CAO  CAQ   115.67  3.000
 DRQ  CAP   CAO  CAQ   110.21  3.000
 DRQ  HAP3  CAP  HAP2  107.29  3.000
 DRQ  HAP3  CAP  HAP1  106.95  3.000
 DRQ  HAP2  CAP  HAP1  106.98  3.000
 DRQ  HAP3  CAP  CAO   110.32  3.000
 DRQ  HAP2  CAP  CAO   112.71  3.000
 DRQ  HAP1  CAP  CAO   112.29  3.000
 DRQ  HAM   CAM  CAL   108.39  3.000
 DRQ  HAM   CAM  OAN   109.89  3.000
 DRQ  CAL   CAM  OAN   114.77  3.000
 DRQ  HAM   CAM  CAO   107.30  3.000
 DRQ  CAL   CAM  CAO   103.83  3.000
 DRQ  OAN   CAM  CAO   112.25  3.000
 DRQ  HOAN  OAN  CAM   108.21  3.000
 DRQ  HAL2  CAL  HAL1  106.72  3.000
 DRQ  HAL2  CAL  CAK   111.37  3.000
 DRQ  HAL1  CAL  CAK   112.19  3.000
 DRQ  HAL2  CAL  CAM   109.61  3.000
 DRQ  HAL1  CAL  CAM   111.24  3.000
 DRQ  CAK   CAL  CAM   105.76  3.000
 DRQ  HAK2  CAK  HAK1  106.77  3.000
 DRQ  HAK2  CAK  CAJ   110.78  3.000
 DRQ  HAK1  CAK  CAJ   112.12  3.000
 DRQ  HAK2  CAK  CAL   111.03  3.000
 DRQ  HAK1  CAK  CAL   112.52  3.000
 DRQ  CAJ   CAK  CAL   103.70  3.000
 DRQ  HAJ   CAJ  CAI   106.20  3.000
 DRQ  HAJ   CAJ  CAK   106.82  3.000
 DRQ  CAI   CAJ  CAK   119.72  3.000
 DRQ  HAJ   CAJ  CAO   106.13  3.000
 DRQ  CAI   CAJ  CAO   113.17  3.000
 DRQ  CAK   CAJ  CAO   103.95  3.000
 DRQ  HAI   CAI  CAH   107.63  3.000
 DRQ  HAI   CAI  CAJ   109.30  3.000
 DRQ  CAH   CAI  CAJ   113.34  3.000
 DRQ  HAI   CAI  CAS   109.02  3.000
 DRQ  CAH   CAI  CAS   109.09  3.000
 DRQ  CAJ   CAI  CAS   108.40  3.000
 DRQ  HAH2  CAH  HAH1  106.69  3.000
 DRQ  HAH2  CAH  CAG   109.29  3.000
 DRQ  HAH1  CAH  CAG   110.51  3.000
 DRQ  HAH2  CAH  CAI   110.99  3.000
 DRQ  HAH1  CAH  CAI   109.28  3.000
 DRQ  CAG   CAH  CAI   110.03  3.000
 DRQ  HAG2  CAG  HAG1  105.61  3.000
 DRQ  HAG2  CAG  CAF   108.35  3.000
 DRQ  HAG1  CAG  CAF   109.53  3.000
 DRQ  HAG2  CAG  CAH   108.94  3.000
 DRQ  HAG1  CAG  CAH   110.80  3.000
 DRQ  CAF   CAG  CAH   113.30  3.000
 DRQ  CAE   CAF  CAG   118.19  3.000
 DRQ  CAE   CAF  CAT   119.66  3.000
 DRQ  CAG   CAF  CAT   122.13  3.000
 DRQ  HAE   CAE  CAA   119.48  3.000
 DRQ  HAE   CAE  CAF   118.85  3.000
 DRQ  CAA   CAE  CAF   121.66  3.000
 DRQ  OAB   CAA  CAE   122.47  3.000
 DRQ  OAB   CAA  CAC   117.64  3.000
 DRQ  CAE   CAA  CAC   119.89  3.000
 DRQ  HOAB  OAB  CAA   110.24  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
 DRQ  CONST_01  CAF   CAT  CAD  CAC    0.00   0.0  0
 DRQ  CONST_02  CAF   CAE  CAA  CAC    0.00   0.0  0
 DRQ  CONST_03  CAE   CAA  CAC  CAD    0.00   0.0  0
 DRQ  CONST_04  CAE   CAF  CAT  CAD    0.00   0.0  0
 DRQ  CONST_05  CAA   CAC  CAD  CAT    0.00   0.0  0
 DRQ  CONST_06  CAA   CAE  CAF  CAT    0.00   0.0  0
 DRQ  CONST_07  CAT   CAD  CAC  CAU  180.00   0.0  0
 DRQ  CONST_08  CAE   CAA  CAC  CAU  180.00   0.0  0
 DRQ  CONST_09  OAB   CAA  CAC  CAD  180.00   0.0  0
 DRQ  CONST_10  OAB   CAA  CAE  CAF  180.00   0.0  0
 DRQ  CONST_11  HAE   CAE  CAA  CAC  180.00   0.0  0
 DRQ  CONST_12  HAD   CAD  CAT  CAS    0.00   0.0  0
 DRQ  Var_01    CAH   CAG  CAF  CAT  -14.71  30.0  1
 DRQ  Var_02    CAO   CAQ  CAR  CAS  -53.77  30.0  1
 DRQ  Var_03    CAJ   CAK  CAL  CAM    5.16  30.0  1
 DRQ  Var_04    CAF   CAG  CAH  CAI   45.73  30.0  1
 DRQ  Var_05    CAD   CAC  CAU  CAV   44.84  30.0  2
 DRQ  Var_06    CAC   CAU  CAV  CAW    4.43   0.0  2
 DRQ  Var_07    CAU   CAV  CAW  CAX  131.12  30.0  3
 DRQ  Var_08    HAX1  CAX  CAW  CAV  176.63  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
 DRQ  chir_01  CAS  CAT  CAR  CAI  negativ
 DRQ  chir_02  CAO  CAM  CAJ  CAQ  positiv
 DRQ  chir_03  CAM  OAN  CAO  CAL  positiv
 DRQ  chir_04  CAJ  CAO  CAK  CAI  negativ
 DRQ  chir_05  CAI  CAH  CAJ  CAS  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
 DRQ  plan-1  CAW  0.020
 DRQ  plan-1  CAV  0.020
 DRQ  plan-1  CAU  0.020
 DRQ  plan-1  CAC  0.020
 DRQ  plan-1  HAV  0.020
 DRQ  plan-1  HAU  0.020
 DRQ  plan-2  CAU  0.020
 DRQ  plan-2  CAC  0.020
 DRQ  plan-2  CAD  0.020
 DRQ  plan-2  CAT  0.020
 DRQ  plan-2  CAS  0.020
 DRQ  plan-2  CAG  0.020
 DRQ  plan-2  CAF  0.020
 DRQ  plan-2  CAE  0.020
 DRQ  plan-2  CAA  0.020
 DRQ  plan-2  OAB  0.020
 DRQ  plan-2  HAD  0.020
 DRQ  plan-2  HAE  0.020

