# electronic Ligand Builder and Optimisation Workbench (eLBOW)
#   - a module of PHENIX version dev-svn-
#   - file written: Sat May  2 23:05:27 2020
#   Inital geometry file: a 146 line input string
#   Ligand name: 8-chloro-3-methyl-11-[1-(pyridin-4-ylacetyl)piperidin-4-ylidene]-6,11-dihydro-5H-benzo[5,6]cyclohepta[1,2-b]pyridine
#   Quantum optimisation: True
#   Method: PBEh-3c
#   Random seed: 3628800
#   SMILES string: Cc1cnc2c(CCc3cc(Cl)ccc3C2=C4CCN(CC4)C(=O)Cc5ccncc5)c1
#
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
 S01  S01  8-chloro-3-methyl-11-[1-(pyridin-4-ylacetyl)piperidin-4-ylidene]-6,11-dihydro-5H-benzo[5,6]cyclohepta[1,2-b]pyridine  ligand  58  32  .  2021-08-23  2021-08-23  
;
Directly from eLBOW using geometry from QM method PBEh-3c with CPCM solvent model
Validated by Mogul as GRAND
;

data_comp_S01
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
 S01  C1    C   CR6   0   0.017  -0.7782  -0.4343  -2.4073
 S01  C2    C   CR16  0  -0.293  -1.5612  -1.5731  -2.5546
 S01  C4    C   CR16  0  -0.221  -2.7076  -1.5547  -3.3367
 S01  C6    C   CR6   0  -0.036  -3.0573  -0.3769  -3.9754
 S01  CL7   CL  CL    0  -0.135  -4.4885  -0.3316  -4.9558
 S01  C8    C   CR16  0  -0.281  -2.2869   0.7693  -3.8491
 S01  C10   C   CR6   0   0.117  -1.1419   0.7443  -3.0635
 S01  C11   C   CH2   0  -0.543  -0.2543   1.9436  -2.9223
 S01  C14   C   CH2   0  -0.500   1.0494   1.7781  -3.6994
 S01  C17   C   CR6   0   0.046   1.9522   0.6119  -3.3632
 S01  C18   C   CR6   0   0.155   1.7148  -0.3783  -2.3992
 S01  N19   N   N     0  -0.409   2.5890  -1.3593  -2.1723
 S01  C20   C   CR16  0  -0.133   3.7181  -1.4071  -2.8585
 S01  C22   C   CR6   0   0.026   4.0638  -0.4864  -3.8407
 S01  C23   C   CH3   0  -0.727   5.3479  -0.5906  -4.6038
 S01  C27   C   CR16  0  -0.214   3.1462   0.5263  -4.0736
 S01  C29   C   C     0  -0.087   0.4637  -0.4327  -1.5957
 S01  C30   C   C     0   0.123   0.4506  -0.4762  -0.2563
 S01  C31   C   CH2   0  -0.496   1.6765  -0.3755   0.6072
 S01  C34   C   CH2   0  -0.318   1.5506   0.8147   1.5612
 S01  N37   N   NT    0  -0.450   0.3268   0.7289   2.3366
 S01  C38   C   CH2   0  -0.323  -0.8631   0.6899   1.5088
 S01  C41   C   CH2   0  -0.496  -0.8184  -0.5028   0.5504
 S01  C44   C   C     0   0.573   0.3651   0.4795   3.6627
 S01  O45   O   O     0  -0.487   1.4115   0.4128   4.2903
 S01  C46   C   CH2   0  -0.715  -0.9732   0.2906   4.3672
 S01  C49   C   CR6   0   0.257  -0.7899   0.1052   5.8414
 S01  C50   C   CR16  0  -0.377  -0.9194   1.1686   6.7250
 S01  C52   C   CR16  0  -0.060  -0.7401   0.9466   8.0822
 S01  N54   N   N     0  -0.411  -0.4475  -0.2407   8.5992
 S01  C55   C   CR16  0  -0.063  -0.3257  -1.2583   7.7529
 S01  C57   C   CR16  0  -0.366  -0.4863  -1.1385   6.3821
 S01  H2    H   HCR6  0   0.259  -1.2755  -2.4900  -2.0543
 S01  H4    H   HCR6  0   0.277  -3.3128  -2.4444  -3.4446
 S01  H8    H   HCR6  0   0.271  -2.5791   1.6807  -4.3558
 S01  H111  H   HCH2  0   0.254  -0.0397   2.1272  -1.8660
 S01  H112  H   HCH2  0   0.266  -0.7580   2.8344  -3.3000
 S01  H141  H   HCH2  0   0.264   1.6344   2.6946  -3.5832
 S01  H142  H   HCH2  0   0.257   0.8093   1.7181  -4.7653
 S01  H20   H   HCR6  0   0.250   4.3929  -2.2248  -2.6211
 S01  H231  H   HCH3  0   0.252   5.1669  -0.8613  -5.6453
 S01  H232  H   HCH3  0   0.249   5.8859   0.3578  -4.6068
 S01  H233  H   HCH3  0   0.246   6.0035  -1.3472  -4.1742
 S01  H27   H   HCR6  0   0.256   3.3619   1.2814  -4.8235
 S01  H311  H   HCH2  0   0.248   1.7806  -1.2903   1.2002
 S01  H312  H   HCH2  0   0.261   2.5881  -0.2655   0.0246
 S01  H341  H   HCH2  0   0.270   2.4059   0.8596   2.2293
 S01  H342  H   HCH2  0   0.248   1.5320   1.7444   0.9837
 S01  H381  H   HCH2  0   0.283  -1.7637   0.6471   2.1144
 S01  H382  H   HCH2  0   0.255  -0.9137   1.6192   0.9328
 S01  H411  H   HCH2  0   0.261  -1.7083  -0.4818  -0.0776
 S01  H412  H   HCH2  0   0.251  -0.8571  -1.4255   1.1399
 S01  H461  H   HCH2  0   0.301  -1.6222   1.1485   4.1785
 S01  H462  H   HCH2  0   0.299  -1.4829  -0.5807   3.9465
 S01  H50   H   HCR6  0   0.265  -1.1624   2.1617   6.3688
 S01  H52   H   HCR6  0   0.262  -0.8416   1.7685   8.7824
 S01  H55   H   HCR6  0   0.262  -0.0882  -2.2234   8.1867
 S01  H57   H   HCR6  0   0.264  -0.3791  -2.0099   5.7485

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
 S01  C1   C2    aromatic  1.390  0.020  1.390
 S01  C1   C10   aromatic  1.397  0.020  1.397
 S01  C1   C29   single    1.484  0.020  1.484
 S01  C2   C4    aromatic  1.388  0.020  1.388
 S01  C2   H2    single    0.930  0.020  1.080
 S01  C4   C6    aromatic  1.385  0.020  1.385
 S01  C4   H4    single    0.930  0.020  1.080
 S01  C6   CL7   single    1.735  0.020  1.735
 S01  C6   C8    aromatic  1.387  0.020  1.387
 S01  C8   C10   aromatic  1.389  0.020  1.389
 S01  C8   H8    single    0.930  0.020  1.080
 S01  C10  C11   single    1.499  0.020  1.499
 S01  C11  C14   single    1.527  0.020  1.527
 S01  C11  H111  single    0.970  0.020  1.090
 S01  C11  H112  single    0.970  0.020  1.090
 S01  C14  C17   single    1.513  0.020  1.513
 S01  C14  H141  single    0.970  0.020  1.090
 S01  C14  H142  single    0.970  0.020  1.090
 S01  C17  C18   aromatic  1.402  0.020  1.402
 S01  C17  C27   aromatic  1.392  0.020  1.392
 S01  C18  N19   aromatic  1.333  0.020  1.333
 S01  C18  C29   single    1.488  0.020  1.488
 S01  N19  C20   aromatic  1.322  0.020  1.322
 S01  C20  C22   aromatic  1.390  0.020  1.390
 S01  C20  H20   single    0.930  0.020  1.080
 S01  C22  C23   single    1.497  0.020  1.497
 S01  C22  C27   aromatic  1.386  0.020  1.386
 S01  C23  H231  single    0.970  0.020  1.090
 S01  C23  H232  single    0.970  0.020  1.090
 S01  C23  H233  single    0.970  0.020  1.090
 S01  C27  H27   single    0.930  0.020  1.080
 S01  C29  C30   double    1.340  0.020  1.340
 S01  C30  C31   single    1.503  0.020  1.503
 S01  C30  C41   single    1.504  0.020  1.504
 S01  C31  C34   single    1.531  0.020  1.531
 S01  C31  H311  single    0.970  0.020  1.090
 S01  C31  H312  single    0.970  0.020  1.090
 S01  C34  N37   single    1.451  0.020  1.451
 S01  C34  H341  single    0.970  0.020  1.090
 S01  C34  H342  single    0.970  0.020  1.090
 S01  N37  C38   single    1.450  0.020  1.450
 S01  N37  C44   single    1.350  0.020  1.350
 S01  C38  C41   single    1.531  0.020  1.531
 S01  C38  H381  single    0.970  0.020  1.090
 S01  C38  H382  single    0.970  0.020  1.090
 S01  C41  H411  single    0.970  0.020  1.090
 S01  C41  H412  single    0.970  0.020  1.090
 S01  C44  O45   double    1.222  0.020  1.222
 S01  C44  C46   single    1.524  0.020  1.524
 S01  C46  C49   single    1.497  0.020  1.497
 S01  C46  H461  single    0.970  0.020  1.090
 S01  C46  H462  single    0.970  0.020  1.090
 S01  C49  C50   aromatic  1.389  0.020  1.389
 S01  C49  C57   aromatic  1.390  0.020  1.390
 S01  C50  C52   aromatic  1.387  0.020  1.387
 S01  C50  H50   single    0.930  0.020  1.080
 S01  C52  N54   aromatic  1.328  0.020  1.328
 S01  C52  H52   single    0.930  0.020  1.080
 S01  N54  C55   aromatic  1.329  0.020  1.329
 S01  C55  C57   aromatic  1.385  0.020  1.385
 S01  C55  H55   single    0.930  0.020  1.080
 S01  C57  H57   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
 S01  C29   C1   C10   118.29  3.000
 S01  C29   C1   C2    122.04  3.000
 S01  C10   C1   C2    119.65  3.000
 S01  H2    C2   C4    119.31  3.000
 S01  H2    C2   C1    119.75  3.000
 S01  C4    C2   C1    120.94  3.000
 S01  H4    C4   C6    120.82  3.000
 S01  H4    C4   C2    120.50  3.000
 S01  C6    C4   C2    118.68  3.000
 S01  C8    C6   CL7   119.21  3.000
 S01  C8    C6   C4    121.38  3.000
 S01  CL7   C6   C4    119.41  3.000
 S01  H8    C8   C10   120.15  3.000
 S01  H8    C8   C6    120.21  3.000
 S01  C10   C8   C6    119.64  3.000
 S01  C11   C10  C8    121.82  3.000
 S01  C11   C10  C1    118.46  3.000
 S01  C8    C10  C1    119.70  3.000
 S01  H112  C11  H111  106.74  3.000
 S01  H112  C11  C14   107.85  3.000
 S01  H111  C11  C14   110.02  3.000
 S01  H112  C11  C10   110.33  3.000
 S01  H111  C11  C10   109.98  3.000
 S01  C14   C11  C10   111.78  3.000
 S01  H142  C14  H141  105.48  3.000
 S01  H142  C14  C17   107.77  3.000
 S01  H141  C14  C17   107.66  3.000
 S01  H142  C14  C11   108.32  3.000
 S01  H141  C14  C11   108.17  3.000
 S01  C17   C14  C11   118.69  3.000
 S01  C27   C17  C18   116.91  3.000
 S01  C27   C17  C14   116.48  3.000
 S01  C18   C17  C14   126.60  3.000
 S01  C29   C18  N19   115.62  3.000
 S01  C29   C18  C17   122.65  3.000
 S01  N19   C18  C17   121.71  3.000
 S01  C20   N19  C18   119.88  3.000
 S01  H20   C20  C22   119.90  3.000
 S01  H20   C20  N19   116.37  3.000
 S01  C22   C20  N19   123.73  3.000
 S01  C27   C22  C23   122.20  3.000
 S01  C27   C22  C20   115.97  3.000
 S01  C23   C22  C20   121.83  3.000
 S01  H233  C23  H232  107.95  3.000
 S01  H233  C23  H231  107.69  3.000
 S01  H232  C23  H231  107.16  3.000
 S01  H233  C23  C22   111.31  3.000
 S01  H232  C23  C22   111.35  3.000
 S01  H231  C23  C22   111.19  3.000
 S01  H27   C27  C22   119.51  3.000
 S01  H27   C27  C17   118.69  3.000
 S01  C22   C27  C17   121.80  3.000
 S01  C30   C29  C18   123.31  3.000
 S01  C30   C29  C1    122.58  3.000
 S01  C18   C29  C1    114.11  3.000
 S01  C41   C30  C31   112.41  3.000
 S01  C41   C30  C29   123.02  3.000
 S01  C31   C30  C29   124.34  3.000
 S01  H312  C31  H311  107.15  3.000
 S01  H312  C31  C34   108.92  3.000
 S01  H311  C31  C34   108.66  3.000
 S01  H312  C31  C30   112.50  3.000
 S01  H311  C31  C30   109.43  3.000
 S01  C34   C31  C30   110.07  3.000
 S01  H342  C34  H341  107.63  3.000
 S01  H342  C34  N37   108.53  3.000
 S01  H341  C34  N37   109.74  3.000
 S01  H342  C34  C31   109.46  3.000
 S01  H341  C34  C31   110.53  3.000
 S01  N37   C34  C31   110.88  3.000
 S01  C44   N37  C38   125.39  3.000
 S01  C44   N37  C34   120.79  3.000
 S01  C38   N37  C34   112.86  3.000
 S01  H382  C38  H381  106.77  3.000
 S01  H382  C38  C41   109.47  3.000
 S01  H381  C38  C41   110.03  3.000
 S01  H382  C38  N37   108.40  3.000
 S01  H381  C38  N37   111.29  3.000
 S01  C41   C38  N37   110.76  3.000
 S01  H412  C41  H411  107.31  3.000
 S01  H412  C41  C38   108.56  3.000
 S01  H411  C41  C38   108.79  3.000
 S01  H412  C41  C30   109.47  3.000
 S01  H411  C41  C30   112.32  3.000
 S01  C38   C41  C30   110.28  3.000
 S01  C46   C44  O45   120.51  3.000
 S01  C46   C44  N37   116.88  3.000
 S01  O45   C44  N37   122.61  3.000
 S01  H462  C46  H461  106.40  3.000
 S01  H462  C46  C49   109.71  3.000
 S01  H461  C46  C49   109.89  3.000
 S01  H462  C46  C44   109.28  3.000
 S01  H461  C46  C44   110.16  3.000
 S01  C49   C46  C44   111.29  3.000
 S01  C57   C49  C50   117.27  3.000
 S01  C57   C49  C46   121.38  3.000
 S01  C50   C49  C46   121.35  3.000
 S01  H50   C50  C52   119.86  3.000
 S01  H50   C50  C49   120.93  3.000
 S01  C52   C50  C49   119.21  3.000
 S01  H52   C52  N54   116.55  3.000
 S01  H52   C52  C50   119.90  3.000
 S01  N54   C52  C50   123.56  3.000
 S01  C55   N54  C52   117.19  3.000
 S01  H55   C55  C57   119.88  3.000
 S01  H55   C55  N54   116.53  3.000
 S01  C57   C55  N54   123.59  3.000
 S01  H57   C57  C55   119.87  3.000
 S01  H57   C57  C49   120.94  3.000
 S01  C55   C57  C49   119.19  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
 S01  CONST_01  C6    C4   C2   C1      0.00   0.0  0
 S01  CONST_02  C6    C8   C10  C1      0.00   0.0  0
 S01  CONST_03  C8    C10  C1   C2      0.00   0.0  0
 S01  CONST_04  C8    C6   C4   C2      0.00   0.0  0
 S01  CONST_05  C10   C1   C2   C4      0.00   0.0  0
 S01  CONST_06  C10   C8   C6   C4      0.00   0.0  0
 S01  CONST_07  C20   N19  C18  C17     0.00   0.0  0
 S01  CONST_08  C20   C22  C27  C17     0.00   0.0  0
 S01  CONST_09  C22   C27  C17  C18     0.00   0.0  0
 S01  CONST_10  C22   C20  N19  C18     0.00   0.0  0
 S01  CONST_11  C27   C17  C18  N19     0.00   0.0  0
 S01  CONST_12  C27   C22  C20  N19     0.00   0.0  0
 S01  CONST_13  N54   C52  C50  C49     0.00   0.0  0
 S01  CONST_14  N54   C55  C57  C49     0.00   0.0  0
 S01  CONST_15  C55   C57  C49  C50     0.00   0.0  0
 S01  CONST_16  C55   N54  C52  C50     0.00   0.0  0
 S01  CONST_17  C57   C49  C50  C52     0.00   0.0  0
 S01  CONST_18  C57   C55  N54  C52     0.00   0.0  0
 S01  CONST_19  CL7   C6   C4   C2    180.00   0.0  0
 S01  CONST_20  C10   C8   C6   CL7   180.00   0.0  0
 S01  CONST_21  C23   C22  C27  C17   180.00   0.0  0
 S01  CONST_22  C23   C22  C20  N19   180.00   0.0  0
 S01  CONST_23  C52   C50  C49  C46   180.00   0.0  0
 S01  CONST_24  C55   C57  C49  C46   180.00   0.0  0
 S01  CONST_25  H4    C4   C2   C1    180.00   0.0  0
 S01  CONST_26  H8    C8   C10  C1    180.00   0.0  0
 S01  CONST_27  H2    C2   C4   C6    180.00   0.0  0
 S01  CONST_28  H27   C27  C17  C14     0.00   0.0  0
 S01  CONST_29  H20   C20  N19  C18   180.00   0.0  0
 S01  CONST_30  H52   C52  C50  C49   180.00   0.0  0
 S01  CONST_31  H55   C55  C57  C49   180.00   0.0  0
 S01  CONST_32  H57   C57  C49  C50   180.00   0.0  0
 S01  CONST_33  H50   C50  C52  N54   180.00   0.0  0
 S01  CONST_34  O45   C44  N37  C34     0.00   0.0  0
 S01  CONST_35  C46   C44  N37  C34   180.00   0.0  0
 S01  CONST_36  O45   C44  N37  C38   180.00   0.0  0
 S01  CONST_37  C46   C44  N37  C38     0.00   0.0  0
 S01  Var_01    C14   C11  C10  C1     72.06  30.0  1
 S01  Var_02    C17   C18  C29  C1     53.80  30.0  1
 S01  Var_03    C31   C30  C29  C1   -175.33  30.0  2
 S01  Var_04    C18   C29  C1   C2    107.27  30.0  1
 S01  Var_05    C17   C14  C11  C10   -58.91  30.0  1
 S01  Var_06    C18   C17  C14  C11     0.89  30.0  1
 S01  Var_07    C34   C31  C30  C29   121.47  30.0  1
 S01  Var_08    C38   C41  C30  C29  -121.58  30.0  1
 S01  Var_09    N37   C34  C31  C30    54.70  30.0  1
 S01  Var_10    N37   C38  C41  C30   -54.48  30.0  1
 S01  Var_11    C38   N37  C34  C31   -58.67  30.0  1
 S01  Var_12    C41   C38  N37  C34    58.46  30.0  1
 S01  Var_13    C49   C46  C44  N37  -176.53  30.0  3
 S01  Var_14    C50   C49  C46  C44    96.66  30.0  2
 S01  Var_15    H231  C23  C22  C20   110.57  30.0  2

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
 S01  plan-1  C46  0.020
 S01  plan-1  C49  0.020
 S01  plan-1  C50  0.020
 S01  plan-1  C52  0.020
 S01  plan-1  N54  0.020
 S01  plan-1  C55  0.020
 S01  plan-1  C57  0.020
 S01  plan-1  H50  0.020
 S01  plan-1  H52  0.020
 S01  plan-1  H55  0.020
 S01  plan-1  H57  0.020
 S01  plan-2  C1   0.020
 S01  plan-2  C2   0.020
 S01  plan-2  C4   0.020
 S01  plan-2  C6   0.020
 S01  plan-2  CL7  0.020
 S01  plan-2  C8   0.020
 S01  plan-2  C10  0.020
 S01  plan-2  C11  0.020
 S01  plan-2  C29  0.020
 S01  plan-2  H2   0.020
 S01  plan-2  H4   0.020
 S01  plan-2  H8   0.020
 S01  plan-3  C14  0.020
 S01  plan-3  C17  0.020
 S01  plan-3  C18  0.020
 S01  plan-3  N19  0.020
 S01  plan-3  C20  0.020
 S01  plan-3  C22  0.020
 S01  plan-3  C23  0.020
 S01  plan-3  C27  0.020
 S01  plan-3  C29  0.020
 S01  plan-3  H20  0.020
 S01  plan-3  H27  0.020
 S01  plan-4  C34  0.020
 S01  plan-4  N37  0.020
 S01  plan-4  C38  0.020
 S01  plan-4  C44  0.020
 S01  plan-4  O45  0.020
 S01  plan-4  C46  0.020

