# electronic Ligand Builder and Optimisation Workbench (eLBOW)
#   - a module of PHENIX version dev-svn-
#   - file written: Fri Apr 17 11:08:32 2020
#   Inital geometry file: a 110 line input string
#   Ligand name: N-(4-cyano-3-cyclopropylphenyl)-1-(4-methylphenyl)methanesulfonamide
#   Quantum optimisation: True
#   Method: PBEh-3c
#   Random seed: 3628800
#   SMILES string: Cc1ccc(C[S](=O)(=O)Nc2ccc(C#N)c(c2)C3CC3)cc1
#
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
 8KM  8KM  N-(4-cyano-3-cyclopropylphenyl)-1-(4-methylphenyl)methanesulfonamide  ligand  41  23  .  2022-09-16  2022-09-16
;
Directly from eLBOW using geometry from QM method PBEh-3c with CPCM solvent model
Validated by Mogul as OK
;

data_comp_8KM
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
 8KM  CAH  C  CH2   0  -0.469  -3.5482   2.4095   2.0583
 8KM  CAI  C  CH2   0  -0.468  -4.4835   1.3503   2.5209
 8KM  CAG  C  CH1   0  -0.395  -4.1881   1.4913   1.0491
 8KM  CAA  C  CR6   0   0.284  -3.3889   0.4702   0.3406
 8KM  CAB  C  CR16  0  -0.426  -2.2981  -0.1494   0.9430
 8KM  CAF  C  CR6   0  -0.040  -3.6907   0.0972  -0.9775
 8KM  CAJ  C  CSP   0   0.018  -4.7875   0.6897  -1.6697
 8KM  NAK  N  NS    0  -0.249  -5.6702   1.1544  -2.2476
 8KM  CAE  C  CR16  0  -0.232  -2.9361  -0.8685  -1.6477
 8KM  CAD  C  CR16  0  -0.281  -1.8704  -1.4810  -1.0259
 8KM  CAC  C  CR6   0   0.340  -1.5454  -1.1086   0.2781
 8KM  NAL  N  NC1   0  -0.817  -0.4683  -1.7296   0.9454
 8KM  SAM  S  S     0   1.337   1.1013  -1.4853   0.4241
 8KM  OAW  O  OS    0  -0.649   1.9358  -2.2711   1.3140
 8KM  OAV  O  OS    0  -0.639   1.1373  -1.7348  -1.0048
 8KM  CAN  C  CH2   0  -0.712   1.4269   0.2635   0.7015
 8KM  CAO  C  CR6   0   0.098   2.7936   0.6022   0.1983
 8KM  CAT  C  CR16  0  -0.264   3.9007   0.4977   1.0343
 8KM  CAS  C  CR16  0  -0.285   5.1687   0.7967   0.5603
 8KM  CAR  C  CR6   0   0.092   5.3677   1.1977  -0.7593
 8KM  CAU  C  CH3   0  -0.721   6.7455   1.4937  -1.2748
 8KM  CAQ  C  CR16  0  -0.287   4.2529   1.2980  -1.5898
 8KM  CAP  C  CR16  0  -0.263   2.9829   1.0004  -1.1211
 8KM  H1   H  HCH2  0   0.273  -3.8842   3.4378   2.0650
 8KM  H2   H  HCH2  0   0.260  -2.4902   2.2849   2.2537
 8KM  H3   H  HCH2  0   0.262  -4.0766   0.4887   3.0350
 8KM  H4   H  HCH2  0   0.272  -5.4725   1.6401   2.8503
 8KM  H5   H  HCH1  0   0.273  -4.9823   1.9361   0.4620
 8KM  H6   H  HCR6  0   0.279  -2.0187   0.1166   1.9557
 8KM  H7   H  HCR6  0   0.286  -3.2007  -1.1466  -2.6587
 8KM  H8   H  HCR6  0   0.283  -1.3136  -2.2502  -1.5387
 8KM  H9   H  HNC1  0   0.429  -0.5293  -1.6978   1.9590
 8KM  H10  H  HCH2  0   0.324   0.6437   0.8160   0.1791
 8KM  H11  H  HCH2  0   0.330   1.3210   0.4325   1.7739
 8KM  H12  H  HCR6  0   0.257   3.7719   0.1979   2.0671
 8KM  H13  H  HCR6  0   0.252   6.0166   0.7203   1.2302
 8KM  H14  H  HCH3  0   0.252   7.2251   0.5853  -1.6453
 8KM  H15  H  HCH3  0   0.246   6.7216   2.2067  -2.0979
 8KM  H16  H  HCH3  0   0.245   7.3860   1.8994  -0.4919
 8KM  H17  H  HCR6  0   0.252   4.3780   1.6154  -2.6181
 8KM  H18  H  HCR6  0   0.255   2.1317   1.0913  -1.7845

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
 8KM  OAW  SAM  double    1.451  0.020  1.451
 8KM  OAV  SAM  double    1.451  0.020  1.451
 8KM  SAM  CAN  single    1.800  0.020  1.800
 8KM  SAM  NAL  single    1.672  0.020  1.672
 8KM  CAN  CAO  single    1.495  0.020  1.495
 8KM  CAT  CAO  aromatic  1.391  0.020  1.391
 8KM  CAT  CAS  aromatic  1.386  0.020  1.386
 8KM  CAO  CAP  aromatic  1.391  0.020  1.391
 8KM  CAS  CAR  aromatic  1.394  0.020  1.394
 8KM  NAL  CAC  single    1.411  0.020  1.411
 8KM  CAP  CAQ  aromatic  1.386  0.020  1.386
 8KM  CAH  CAI  single    1.487  0.020  1.487
 8KM  CAH  CAG  single    1.507  0.020  1.507
 8KM  CAB  CAC  aromatic  1.389  0.020  1.389
 8KM  CAB  CAA  aromatic  1.392  0.020  1.392
 8KM  CAC  CAD  aromatic  1.395  0.020  1.395
 8KM  CAI  CAG  single    1.508  0.020  1.508
 8KM  CAR  CAQ  aromatic  1.394  0.020  1.394
 8KM  CAR  CAU  single    1.500  0.020  1.500
 8KM  CAA  CAG  single    1.478  0.020  1.478
 8KM  CAA  CAF  aromatic  1.403  0.020  1.403
 8KM  CAD  CAE  aromatic  1.378  0.020  1.378
 8KM  CAF  CAE  aromatic  1.397  0.020  1.397
 8KM  CAF  CAJ  single    1.426  0.020  1.426
 8KM  CAJ  NAK  triple    1.153  0.020  1.153
 8KM  CAH  H1   single    0.970  0.020  1.090
 8KM  CAH  H2   single    0.970  0.020  1.090
 8KM  CAI  H3   single    0.970  0.020  1.090
 8KM  CAI  H4   single    0.970  0.020  1.090
 8KM  CAG  H5   single    0.970  0.020  1.090
 8KM  CAB  H6   single    0.930  0.020  1.080
 8KM  CAE  H7   single    0.930  0.020  1.080
 8KM  CAD  H8   single    0.930  0.020  1.080
 8KM  NAL  H9   single    0.890  0.020  1.040
 8KM  CAN  H10  single    0.970  0.020  1.090
 8KM  CAN  H11  single    0.970  0.020  1.090
 8KM  CAT  H12  single    0.930  0.020  1.080
 8KM  CAS  H13  single    0.930  0.020  1.080
 8KM  CAU  H14  single    0.970  0.020  1.090
 8KM  CAU  H15  single    0.970  0.020  1.090
 8KM  CAU  H16  single    0.970  0.020  1.090
 8KM  CAQ  H17  single    0.930  0.020  1.080
 8KM  CAP  H18  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
 8KM  H2   CAH  H1   114.31  3.000
 8KM  H2   CAH  CAG  117.74  3.000
 8KM  H1   CAH  CAG  116.84  3.000
 8KM  H2   CAH  CAI  118.45  3.000
 8KM  H1   CAH  CAI  118.67  3.000
 8KM  CAG  CAH  CAI   60.48  3.000
 8KM  H4   CAI  H3   114.34  3.000
 8KM  H4   CAI  CAG  116.82  3.000
 8KM  H3   CAI  CAG  117.66  3.000
 8KM  H4   CAI  CAH  118.62  3.000
 8KM  H3   CAI  CAH  118.57  3.000
 8KM  CAG  CAI  CAH   60.42  3.000
 8KM  H5   CAG  CAA  114.86  3.000
 8KM  H5   CAG  CAI  115.08  3.000
 8KM  CAA  CAG  CAI  120.63  3.000
 8KM  H5   CAG  CAH  115.09  3.000
 8KM  CAA  CAG  CAH  120.83  3.000
 8KM  CAI  CAG  CAH   59.10  3.000
 8KM  CAF  CAA  CAB  117.20  3.000
 8KM  CAF  CAA  CAG  121.20  3.000
 8KM  CAB  CAA  CAG  121.60  3.000
 8KM  H6   CAB  CAC  118.50  3.000
 8KM  H6   CAB  CAA  119.82  3.000
 8KM  CAC  CAB  CAA  121.67  3.000
 8KM  CAE  CAF  CAJ  118.03  3.000
 8KM  CAJ  CAF  CAA  120.74  3.000
 8KM  CAE  CAF  CAA  121.23  3.000
 8KM  NAK  CAJ  CAF  180.00  3.000
 8KM  H7   CAE  CAD  119.79  3.000
 8KM  H7   CAE  CAF  119.62  3.000
 8KM  CAD  CAE  CAF  120.59  3.000
 8KM  H8   CAD  CAC  120.96  3.000
 8KM  H8   CAD  CAE  120.11  3.000
 8KM  CAC  CAD  CAE  118.92  3.000
 8KM  NAL  CAC  CAD  120.17  3.000
 8KM  CAD  CAC  CAB  120.39  3.000
 8KM  NAL  CAC  CAB  119.42  3.000
 8KM  H9   NAL  SAM  111.28  3.000
 8KM  H9   NAL  CAC  114.34  3.000
 8KM  SAM  NAL  CAC  120.33  3.000
 8KM  CAN  SAM  OAV  108.31  3.000
 8KM  CAN  SAM  OAW  109.12  3.000
 8KM  OAV  SAM  OAW  119.77  3.000
 8KM  CAN  SAM  NAL  105.29  3.000
 8KM  OAV  SAM  NAL  107.77  3.000
 8KM  OAW  SAM  NAL  105.64  3.000
 8KM  H11  CAN  H10  108.81  3.000
 8KM  H11  CAN  CAO  112.61  3.000
 8KM  H10  CAN  CAO  112.34  3.000
 8KM  H11  CAN  SAM  106.52  3.000
 8KM  H10  CAN  SAM  106.75  3.000
 8KM  CAO  CAN  SAM  109.48  3.000
 8KM  CAP  CAO  CAT  118.89  3.000
 8KM  CAP  CAO  CAN  120.55  3.000
 8KM  CAT  CAO  CAN  120.54  3.000
 8KM  H12  CAT  CAS  119.64  3.000
 8KM  H12  CAT  CAO  119.94  3.000
 8KM  CAS  CAT  CAO  120.41  3.000
 8KM  H13  CAS  CAR  119.61  3.000
 8KM  H13  CAS  CAT  119.29  3.000
 8KM  CAR  CAS  CAT  121.10  3.000
 8KM  CAQ  CAR  CAU  121.03  3.000
 8KM  CAU  CAR  CAS  120.88  3.000
 8KM  CAQ  CAR  CAS  118.08  3.000
 8KM  H16  CAU  H15  108.18  3.000
 8KM  H16  CAU  H14  107.17  3.000
 8KM  H15  CAU  H14  107.33  3.000
 8KM  H16  CAU  CAR  111.49  3.000
 8KM  H15  CAU  CAR  111.63  3.000
 8KM  H14  CAU  CAR  110.84  3.000
 8KM  H17  CAQ  CAP  119.31  3.000
 8KM  H17  CAQ  CAR  119.62  3.000
 8KM  CAP  CAQ  CAR  121.06  3.000
 8KM  H18  CAP  CAQ  119.67  3.000
 8KM  H18  CAP  CAO  119.87  3.000
 8KM  CAQ  CAP  CAO  120.45  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
 8KM  CONST_01  CAD  CAC  CAB  CAA     0.00   0.0  0
 8KM  CONST_02  CAD  CAE  CAF  CAA     0.00   0.0  0
 8KM  CONST_03  CAE  CAD  CAC  CAB     0.00   0.0  0
 8KM  CONST_04  CAE  CAF  CAA  CAB     0.00   0.0  0
 8KM  CONST_05  CAC  CAB  CAA  CAF     0.00   0.0  0
 8KM  CONST_06  CAC  CAD  CAE  CAF     0.00   0.0  0
 8KM  CONST_07  CAR  CAS  CAT  CAO     0.00   0.0  0
 8KM  CONST_08  CAR  CAQ  CAP  CAO     0.00   0.0  0
 8KM  CONST_09  CAQ  CAP  CAO  CAT     0.00   0.0  0
 8KM  CONST_10  CAQ  CAR  CAS  CAT     0.00   0.0  0
 8KM  CONST_11  CAP  CAO  CAT  CAS     0.00   0.0  0
 8KM  CONST_12  CAP  CAQ  CAR  CAS     0.00   0.0  0
 8KM  CONST_13  CAC  CAB  CAA  CAG   180.00   0.0  0
 8KM  CONST_14  CAE  CAF  CAA  CAG   180.00   0.0  0
 8KM  CONST_15  CAJ  CAF  CAA  CAG     0.00   0.0  0
 8KM  CONST_16  NAL  CAC  CAB  CAA   180.00   0.0  0
 8KM  CONST_17  CAJ  CAF  CAA  CAB   180.00   0.0  0
 8KM  CONST_18  CAD  CAE  CAF  CAJ   180.00   0.0  0
 8KM  CONST_19  NAL  CAC  CAD  CAE   180.00   0.0  0
 8KM  CONST_20  CAS  CAT  CAO  CAN   180.00   0.0  0
 8KM  CONST_21  CAQ  CAP  CAO  CAN   180.00   0.0  0
 8KM  CONST_22  CAU  CAR  CAS  CAT   180.00   0.0  0
 8KM  CONST_23  CAP  CAQ  CAR  CAU   180.00   0.0  0
 8KM  CONST_24  H6   CAB  CAA  CAG     0.00   0.0  0
 8KM  CONST_25  H7   CAE  CAF  CAA   180.00   0.0  0
 8KM  CONST_26  H8   CAD  CAC  CAB   180.00   0.0  0
 8KM  CONST_27  H13  CAS  CAT  CAO   180.00   0.0  0
 8KM  CONST_28  H17  CAQ  CAP  CAO   180.00   0.0  0
 8KM  CONST_29  H18  CAP  CAO  CAT   180.00   0.0  0
 8KM  CONST_30  H12  CAT  CAS  CAR   180.00   0.0  0
 8KM  Var_01    CAA  CAG  CAI  CAH   109.87  30.0  1
 8KM  Var_02    CAB  CAA  CAG  CAH    32.03  30.0  2
 8KM  Var_03    CAT  CAO  CAN  SAM   -89.58  30.0  2
 8KM  Var_04    H14  CAU  CAR  CAS    87.29  30.0  2
 8KM  Var_05    OAW  SAM  NAL  CAC  -179.42  30.0  2
 8KM  Var_06    CAO  CAN  SAM  NAL  -177.09  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
 8KM  chir_01  CAG  CAH  CAI  CAA  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
 8KM  plan-1  CAG  0.020
 8KM  plan-1  CAA  0.020
 8KM  plan-1  CAB  0.020
 8KM  plan-1  CAF  0.020
 8KM  plan-1  CAJ  0.020
 8KM  plan-1  NAK  0.020
 8KM  plan-1  CAE  0.020
 8KM  plan-1  CAD  0.020
 8KM  plan-1  CAC  0.020
 8KM  plan-1  NAL  0.020
 8KM  plan-1  H6   0.020
 8KM  plan-1  H7   0.020
 8KM  plan-1  H8   0.020
 8KM  plan-2  CAN  0.020
 8KM  plan-2  CAO  0.020
 8KM  plan-2  CAT  0.020
 8KM  plan-2  CAS  0.020
 8KM  plan-2  CAR  0.020
 8KM  plan-2  CAU  0.020
 8KM  plan-2  CAQ  0.020
 8KM  plan-2  CAP  0.020
 8KM  plan-2  H12  0.020
 8KM  plan-2  H13  0.020
 8KM  plan-2  H17  0.020
 8KM  plan-2  H18  0.020
 8KM  plan-3  CAC  0.020
 8KM  plan-3  NAL  0.020
 8KM  plan-3  SAM  0.020
 8KM  plan-3  H9   0.020

