# electronic Ligand Builder and Optimisation Workbench (eLBOW)
#   - a module of PHENIX version dev-svn-
#   - file written: Sat Mar 21 03:01:40 2020
#   Inital geometry file: a 124 line input string
#   Ligand name: N-(5-cyclopropyl-1H-pyrazol-3-yl)-2-{4-[2-(pyrrolidin-1-yl)ethoxy]phenyl}acetamide
#   Quantum optimisation: True
#   Method: PBEh-3c
#   Random seed: 3628800
#   SMILES string: O=C(Cc1ccc(OCCN2CCCC2)cc1)Nc3cc([nH]n3)C4CC4
#
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
 11K  11K  N-(5-cyclopropyl-1H-pyrazol-3-yl)-2-{4-[2-(pyrrolidin-1-yl)ethoxy]phenyl}acetamide  ligand  52  26  .  2022-09-22  2023-02-02
;
Directly from eLBOW using geometry from QM method PBEh-3c with CPCM solvent model
Validated by Mogul as OK (reasonable std)
;

data_comp_11K
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
 11K  N1    N  NR15  0  -0.522   6.8998   0.3409   0.1138
 11K  N2    N  N     0  -0.320   5.9483   1.2803   0.1418
 11K  N3    N  NH1   0  -0.723   3.6313   1.3302   0.0692
 11K  N4    N  NT    0  -0.429  -6.9089  -0.5255  -0.3785
 11K  OAA   O  O     0  -0.458   2.1360  -0.3681  -0.0126
 11K  CAB   C  CR16  0  -0.282  -0.7425   0.9083   1.1555
 11K  CAC   C  CR16  0  -0.290  -0.7408   1.1245  -1.2158
 11K  CAD   C  CR16  0  -0.338  -2.0010   0.3392   1.1114
 11K  CAE   C  CR16  0  -0.371  -2.0081   0.5549  -1.2836
 11K  CAF   C  CR15  0  -0.545   5.0378  -0.7810  -0.0105
 11K  CAG   C  CH2   0  -0.469  -8.0615   0.3879   1.4663
 11K  CAH   C  CH2   0  -0.463  -9.0655  -0.2702   0.4981
 11K  CAI   C  CH2   0  -0.197  -4.5806  -0.6296  -1.2676
 11K  CAJ   C  CH2   0  -0.475   8.4971  -2.2564   0.7791
 11K  CAK   C  CH2   0  -0.476   8.5745  -2.1407  -0.7062
 11K  CAL   C  CH2   0  -0.272  -6.6872  -0.1070   0.9983
 11K  CAM   C  CH2   0  -0.275  -8.2001  -1.1931  -0.3524
 11K  CAN   C  CH2   0  -0.297  -5.8783  -1.3478  -0.9671
 11K  CAO   C  CH2   0  -0.700   1.2927   1.8902   0.0494
 11K  OAS   O  O2    0  -0.473  -3.8604  -0.4269  -0.0633
 11K  CAT   C  C     0   0.548   2.3755   0.8228   0.0311
 11K  CAU   C  CR6   0   0.132  -0.0862   1.3091  -0.0072
 11K  CAV   C  CR6   0   0.381  -2.6448   0.1494  -0.1136
 11K  CAW   C  CR5   0   0.465   4.8172   0.6080   0.0664
 11K  CAX   C  CR5   0   0.491   6.4128  -0.9071   0.0239
 11K  CAY   C  CH1   0  -0.369   7.2315  -2.1247  -0.0266
 11K  HN3   H  HNH1  0   0.411   3.7373   2.3334   0.1088
 11K  HAB   H  HCR6  0   0.250  -0.2639   1.0471   2.1178
 11K  HAC   H  HCR6  0   0.252  -0.2618   1.4288  -2.1391
 11K  HAD   H  HCR6  0   0.260  -2.4962   0.0366   2.0258
 11K  HAE   H  HCR6  0   0.277  -2.4733   0.4344  -2.2522
 11K  HAF   H  HCR5  0   0.270   4.3204  -1.5772  -0.0790
 11K  HAG   H  HCH2  0   0.234  -8.1263   1.4750   1.4141
 11K  HAGA  H  HCH2  0   0.233  -8.2422   0.1075   2.5036
 11K  HAH   H  HCH2  0   0.233  -9.8546  -0.8173   1.0128
 11K  HAHA  H  HCH2  0   0.233  -9.5480   0.4816  -0.1273
 11K  HAI   H  HCH2  0   0.232  -3.9933  -1.2455  -1.9576
 11K  HAIA  H  HCH2  0   0.224  -4.7876   0.3261  -1.7623
 11K  HAJ   H  HCH2  0   0.265   8.6960  -3.2183   1.2331
 11K  HAJA  H  HCH2  0   0.257   8.8104  -1.4096   1.3777
 11K  HAK   H  HCH2  0   0.257   8.9412  -1.2135  -1.1297
 11K  HAKA  H  HCH2  0   0.266   8.8287  -3.0214  -1.2812
 11K  HAL   H  HCH2  0   0.188  -6.3522  -0.9520   1.6227
 11K  HALA  H  HCH2  0   0.234  -5.9232   0.6662   1.0668
 11K  HAM   H  HCH2  0   0.233  -8.5846  -1.3385  -1.3645
 11K  HAMA  H  HCH2  0   0.189  -8.1316  -2.1895   0.1176
 11K  HAN   H  HCH2  0   0.200  -5.6604  -2.2468  -0.3633
 11K  HANA  H  HCH2  0   0.244  -6.2534  -1.7097  -1.9283
 11K  HAO   H  HCH2  0   0.296   1.4207   2.4956   0.9522
 11K  HAOA  H  HCH2  0   0.296   1.4616   2.5711  -0.7901
 11K  HAY   H  HCH1  0   0.277   6.6353  -3.0231  -0.1258
 11K  HN1   H  HNR5  0   0.418   7.8647   0.6258   0.1609

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
 11K  N2   N1    aromatic  1.337  0.020  1.337
 11K  N1   CAX   aromatic  1.343  0.020  1.343
 11K  N2   CAW   aromatic  1.318  0.020  1.318
 11K  N3   CAW   single    1.388  0.020  1.388
 11K  N3   CAT   single    1.355  0.020  1.355
 11K  N3   HN3   single    0.860  0.020  1.020
 11K  CAL  N4    single    1.456  0.020  1.456
 11K  N4   CAM   single    1.454  0.020  1.454
 11K  N4   CAN   single    1.444  0.020  1.444
 11K  CAT  OAA   double    1.215  0.020  1.215
 11K  CAD  CAB   aromatic  1.382  0.020  1.382
 11K  CAB  CAU   aromatic  1.394  0.020  1.394
 11K  CAB  HAB   single    0.930  0.020  1.080
 11K  CAE  CAC   aromatic  1.391  0.020  1.391
 11K  CAU  CAC   aromatic  1.387  0.020  1.387
 11K  CAC  HAC   single    0.930  0.020  1.080
 11K  CAD  CAV   aromatic  1.397  0.020  1.397
 11K  CAD  HAD   single    0.930  0.020  1.080
 11K  CAV  CAE   aromatic  1.392  0.020  1.392
 11K  CAE  HAE   single    0.930  0.020  1.080
 11K  CAW  CAF   aromatic  1.409  0.020  1.409
 11K  CAX  CAF   aromatic  1.381  0.020  1.381
 11K  CAF  HAF   single    0.930  0.020  1.080
 11K  CAG  CAH   single    1.542  0.020  1.542
 11K  CAG  CAL   single    1.534  0.020  1.534
 11K  CAG  HAG   single    0.970  0.020  1.090
 11K  CAG  HAGA  single    0.970  0.020  1.090
 11K  CAH  CAM   single    1.524  0.020  1.524
 11K  CAH  HAH   single    0.970  0.020  1.090
 11K  CAH  HAHA  single    0.970  0.020  1.090
 11K  CAN  CAI   single    1.513  0.020  1.513
 11K  OAS  CAI   single    1.418  0.020  1.418
 11K  CAI  HAI   single    0.970  0.020  1.090
 11K  CAI  HAIA  single    0.970  0.020  1.090
 11K  CAY  CAJ   single    1.506  0.020  1.506
 11K  CAK  CAJ   single    1.492  0.020  1.492
 11K  CAJ  HAJ   single    0.970  0.020  1.090
 11K  CAJ  HAJA  single    0.970  0.020  1.090
 11K  CAY  CAK   single    1.505  0.020  1.505
 11K  CAK  HAK   single    0.970  0.020  1.090
 11K  CAK  HAKA  single    0.970  0.020  1.090
 11K  CAL  HAL   single    0.970  0.020  1.090
 11K  CAL  HALA  single    0.970  0.020  1.090
 11K  CAM  HAM   single    0.970  0.020  1.090
 11K  CAM  HAMA  single    0.970  0.020  1.090
 11K  CAN  HAN   single    0.970  0.020  1.090
 11K  CAN  HANA  single    0.970  0.020  1.090
 11K  CAU  CAO   single    1.497  0.020  1.497
 11K  CAO  CAT   single    1.521  0.020  1.521
 11K  CAO  HAO   single    0.970  0.020  1.090
 11K  CAO  HAOA  single    0.970  0.020  1.090
 11K  OAS  CAV   single    1.346  0.020  1.346
 11K  CAX  CAY   single    1.468  0.020  1.468
 11K  CAY  HAY   single    0.970  0.020  1.090
 11K  N1   HN1   single    0.860  0.020  1.020

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
 11K  HN1   N1   CAX  127.85  3.000
 11K  HN1   N1   N2   118.81  3.000
 11K  CAX   N1   N2   113.34  3.000
 11K  CAW   N2   N1   104.54  3.000
 11K  HN3   N3   CAW  115.30  3.000
 11K  HN3   N3   CAT  118.07  3.000
 11K  CAW   N3   CAT  126.63  3.000
 11K  CAN   N4   CAM  112.32  3.000
 11K  CAN   N4   CAL  116.13  3.000
 11K  CAM   N4   CAL  104.49  3.000
 11K  HAB   CAB  CAU  119.73  3.000
 11K  HAB   CAB  CAD  118.90  3.000
 11K  CAU   CAB  CAD  121.37  3.000
 11K  HAC   CAC  CAU  119.77  3.000
 11K  HAC   CAC  CAE  118.43  3.000
 11K  CAU   CAC  CAE  121.80  3.000
 11K  HAD   CAD  CAV  119.45  3.000
 11K  HAD   CAD  CAB  120.30  3.000
 11K  CAV   CAD  CAB  120.25  3.000
 11K  HAE   CAE  CAV  121.57  3.000
 11K  HAE   CAE  CAC  118.76  3.000
 11K  CAV   CAE  CAC  119.67  3.000
 11K  HAF   CAF  CAX  126.79  3.000
 11K  HAF   CAF  CAW  129.05  3.000
 11K  CAX   CAF  CAW  104.16  3.000
 11K  HAGA  CAG  HAG  106.99  3.000
 11K  HAGA  CAG  CAL  110.85  3.000
 11K  HAG   CAG  CAL  111.12  3.000
 11K  HAGA  CAG  CAH  112.33  3.000
 11K  HAG   CAG  CAH  110.90  3.000
 11K  CAL   CAG  CAH  104.72  3.000
 11K  HAHA  CAH  HAH  107.26  3.000
 11K  HAHA  CAH  CAM  110.40  3.000
 11K  HAH   CAH  CAM  111.76  3.000
 11K  HAHA  CAH  CAG  110.73  3.000
 11K  HAH   CAH  CAG  112.91  3.000
 11K  CAM   CAH  CAG  103.83  3.000
 11K  HAIA  CAI  HAI  107.89  3.000
 11K  HAIA  CAI  OAS  110.78  3.000
 11K  HAI   CAI  OAS  110.06  3.000
 11K  HAIA  CAI  CAN  109.97  3.000
 11K  HAI   CAI  CAN  108.53  3.000
 11K  OAS   CAI  CAN  109.56  3.000
 11K  HAJA  CAJ  HAJ  114.20  3.000
 11K  HAJA  CAJ  CAY  118.05  3.000
 11K  HAJ   CAJ  CAY  117.17  3.000
 11K  HAJA  CAJ  CAK  118.32  3.000
 11K  HAJ   CAJ  CAK  118.50  3.000
 11K  CAY   CAJ  CAK   60.28  3.000
 11K  HAKA  CAK  HAK  114.16  3.000
 11K  HAKA  CAK  CAY  117.27  3.000
 11K  HAK   CAK  CAY  118.00  3.000
 11K  HAKA  CAK  CAJ  118.56  3.000
 11K  HAK   CAK  CAJ  118.25  3.000
 11K  CAY   CAK  CAJ   60.33  3.000
 11K  HALA  CAL  HAL  107.17  3.000
 11K  HALA  CAL  CAG  112.35  3.000
 11K  HAL   CAL  CAG  110.29  3.000
 11K  HALA  CAL  N4   111.74  3.000
 11K  HAL   CAL  N4   111.19  3.000
 11K  CAG   CAL  N4   104.17  3.000
 11K  HAMA  CAM  HAM  107.22  3.000
 11K  HAMA  CAM  CAH  110.13  3.000
 11K  HAM   CAM  CAH  113.43  3.000
 11K  HAMA  CAM  N4   111.54  3.000
 11K  HAM   CAM  N4   110.92  3.000
 11K  CAH   CAM  N4   103.67  3.000
 11K  HANA  CAN  HAN  106.19  3.000
 11K  HANA  CAN  CAI  106.06  3.000
 11K  HAN   CAN  CAI  109.01  3.000
 11K  HANA  CAN  N4   107.57  3.000
 11K  HAN   CAN  N4   112.43  3.000
 11K  CAI   CAN  N4   115.01  3.000
 11K  HAOA  CAO  HAO  105.70  3.000
 11K  HAOA  CAO  CAU  110.77  3.000
 11K  HAO   CAO  CAU  110.71  3.000
 11K  HAOA  CAO  CAT  108.52  3.000
 11K  HAO   CAO  CAT  108.36  3.000
 11K  CAU   CAO  CAT  112.52  3.000
 11K  CAV   OAS  CAI  119.22  3.000
 11K  CAO   CAT  OAA  123.22  3.000
 11K  CAO   CAT  N3   113.38  3.000
 11K  OAA   CAT  N3   123.41  3.000
 11K  CAO   CAU  CAC  121.29  3.000
 11K  CAO   CAU  CAB  120.90  3.000
 11K  CAC   CAU  CAB  117.80  3.000
 11K  OAS   CAV  CAE  124.68  3.000
 11K  OAS   CAV  CAD  116.21  3.000
 11K  CAE   CAV  CAD  119.12  3.000
 11K  CAF   CAW  N3   130.30  3.000
 11K  CAF   CAW  N2   111.82  3.000
 11K  N3    CAW  N2   117.88  3.000
 11K  CAY   CAX  CAF  129.05  3.000
 11K  CAY   CAX  N1   124.82  3.000
 11K  CAF   CAX  N1   106.13  3.000
 11K  HAY   CAY  CAX  112.60  3.000
 11K  HAY   CAY  CAK  116.17  3.000
 11K  CAX   CAY  CAK  121.46  3.000
 11K  HAY   CAY  CAJ  116.05  3.000
 11K  CAX   CAY  CAJ  121.52  3.000
 11K  CAK   CAY  CAJ   59.39  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
 11K  CONST_01  CAF  CAW  N2   N1     0.00   0.0  0
 11K  CONST_02  CAW  CAF  CAX  N1     0.00   0.0  0
 11K  CONST_03  CAF  CAX  N1   N2     0.00   0.0  0
 11K  CONST_04  CAX  CAF  CAW  N2     0.00   0.0  0
 11K  CONST_05  CAE  CAV  CAD  CAB    0.00   0.0  0
 11K  CONST_06  CAE  CAC  CAU  CAB    0.00   0.0  0
 11K  CONST_07  CAD  CAV  CAE  CAC    0.00   0.0  0
 11K  CONST_08  CAD  CAB  CAU  CAC    0.00   0.0  0
 11K  CONST_09  CAV  CAD  CAB  CAU    0.00   0.0  0
 11K  CONST_10  CAV  CAE  CAC  CAU    0.00   0.0  0
 11K  CONST_11  CAX  N1   N2   CAW    0.00   0.0  0
 11K  CONST_12  CAY  CAX  N1   N2   180.00   0.0  0
 11K  CONST_13  CAY  CAX  CAF  CAW  180.00   0.0  0
 11K  CONST_14  N3   CAW  N2   N1   180.00   0.0  0
 11K  CONST_15  CAX  CAF  CAW  N3   180.00   0.0  0
 11K  CONST_16  OAS  CAV  CAD  CAB  180.00   0.0  0
 11K  CONST_17  OAS  CAV  CAE  CAC  180.00   0.0  0
 11K  CONST_18  CAO  CAU  CAB  CAD  180.00   0.0  0
 11K  CONST_19  CAO  CAU  CAC  CAE  180.00   0.0  0
 11K  CONST_20  HAF  CAF  CAX  N1   180.00   0.0  0
 11K  CONST_21  HAC  CAC  CAU  CAB  180.00   0.0  0
 11K  CONST_22  HAB  CAB  CAU  CAC  180.00   0.0  0
 11K  CONST_23  HAE  CAE  CAV  CAD  180.00   0.0  0
 11K  CONST_24  HAD  CAD  CAV  CAE  180.00   0.0  0
 11K  CONST_25  HN1  N1   CAX  CAF  180.00   0.0  0
 11K  CONST_26  CAT  N3   CAW  N2   180.00   0.0  0
 11K  CONST_27  CAT  N3   CAW  CAF    0.00   0.0  0
 11K  CONST_28  HN3  N3   CAW  N2     0.00   0.0  0
 11K  CONST_29  CAW  N3   CAT  OAA    0.00   0.0  0
 11K  CONST_30  CAW  N3   CAT  CAO  180.00   0.0  0
 11K  Var_01    CAJ  CAY  CAX  N1    37.16  30.0  2
 11K  Var_02    CAH  CAG  CAL  N4    20.63  30.0  1
 11K  Var_03    CAG  CAH  CAM  N4   -29.74  30.0  1
 11K  Var_04    CAM  N4   CAL  CAG  -40.45  30.0  1
 11K  Var_05    CAL  N4   CAM  CAH   44.22  30.0  1
 11K  Var_06    CAX  CAY  CAK  CAJ  110.49  30.0  1
 11K  Var_07    CAM  CAH  CAG  CAL    5.45  30.0  1
 11K  Var_08    CAT  CAO  CAU  CAB   86.15  30.0  2
 11K  Var_09    CAU  CAO  CAT  N3   179.42  30.0  2
 11K  Var_10    OAS  CAI  CAN  N4    76.00  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
 11K  chir_01  CAY  CAJ  CAK  CAX  both

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
 11K  plan-1  N1   0.020
 11K  plan-1  N2   0.020
 11K  plan-1  N3   0.020
 11K  plan-1  CAF  0.020
 11K  plan-1  CAW  0.020
 11K  plan-1  CAX  0.020
 11K  plan-1  CAY  0.020
 11K  plan-1  HAF  0.020
 11K  plan-1  HN1  0.020
 11K  plan-2  N3   0.020
 11K  plan-2  OAA  0.020
 11K  plan-2  CAO  0.020
 11K  plan-2  CAT  0.020
 11K  plan-2  CAW  0.020
 11K  plan-2  HN3  0.020
 11K  plan-3  CAB  0.020
 11K  plan-3  CAC  0.020
 11K  plan-3  CAD  0.020
 11K  plan-3  CAE  0.020
 11K  plan-3  CAO  0.020
 11K  plan-3  OAS  0.020
 11K  plan-3  CAU  0.020
 11K  plan-3  CAV  0.020
 11K  plan-3  HAB  0.020
 11K  plan-3  HAC  0.020
 11K  plan-3  HAD  0.020
 11K  plan-3  HAE  0.020

