# electronic Ligand Builder and Optimisation Workbench (eLBOW)
#   - a module of PHENIX version dev-svn-
#   - file written: Wed May 13 11:21:11 2020
#   Inital geometry file: a 116 line input string
#   Ligand name: 1-{[(4-cyano-3-cyclopropylphenyl)acetyl]amino}cyclohexane-1-carboxylic acid
#   Quantum optimisation: True
#   Method: PBEh-3c
#   Random seed: 3628800
#   SMILES string: OC(=O)C1(CCCCC1)NC(=O)Cc2ccc(C#N)c(c2)C3CC3
#
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
 L6P  L6P  '1-{[(4-cyano-3-cyclopropylphenyl)acetyl]amino}cyclohexane-1-carboxylic acid'  ligand  45  24  .  2022-09-22  2022-09-22
;
Directly from eLBOW using geometry from QM method PBEh-3c with CPCM solvent model
Validated by Mogul as OK
;

data_comp_L6P
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
 L6P  CAA  C  CR6    0   0.295  -2.9313   0.5492   0.0716
 L6P  CAB  C  CR6    0  -0.052  -3.7282  -0.5529  -0.2748
 L6P  CAC  C  CR16   0  -0.216  -3.3542  -1.8546   0.0683
 L6P  CAD  C  CR16   0  -0.330  -2.1802  -2.0777   0.7571
 L6P  CAE  C  CR6    0   0.181  -1.3745  -1.0016   1.1226
 L6P  CAF  C  CR16   0  -0.413  -1.7589   0.2869   0.7754
 L6P  CAG  C  CSP    0   0.016  -4.9488  -0.3726  -0.9905
 L6P  CAI  C  CH1    0  -0.391  -3.3202   1.9250  -0.3064
 L6P  CAJ  C  CH2    0  -0.470  -2.2719   2.9357  -0.6966
 L6P  CAK  C  CH2    0  -0.468  -3.0006   3.0935   0.5903
 L6P  CAL  C  CH2    0  -0.671  -0.0699  -1.2238   1.8312
 L6P  CAM  C  C      0   0.555   1.0501  -1.2734   0.7989
 L6P  CAO  C  CT     0   0.004   3.1267  -0.1709   0.0437
 L6P  CAQ  C  CH2    0  -0.424   3.0158   2.7597  -0.5296
 L6P  CAR  C  CH2    0  -0.446   3.4969   2.2428   0.8208
 L6P  CAS  C  CH2    0  -0.463   4.0827   0.8371   0.7052
 L6P  CAT  C  CH2    0  -0.409   2.6643   0.3914  -1.3059
 L6P  CAU  C  CH2    0  -0.439   2.0445   1.7788  -1.1769
 L6P  CAV  C  C      0   0.437   3.9007  -1.5181  -0.0848
 L6P  NAH  N  NS     0  -0.254  -5.9387  -0.2467  -1.5685
 L6P  NAN  N  NH1    0  -0.641   1.9879  -0.3340   0.9368
 L6P  OAP  O  O      0  -0.498   1.0365  -2.1079  -0.0953
 L6P  OAW  O  O      0  -0.594   4.3831  -1.7878  -1.2003
 L6P  OAX  O  OC    -1  -0.611   4.0308  -2.1756   0.9635
 L6P  H1   H  HCR6   0   0.279  -3.9885  -2.6847  -0.2126
 L6P  H2   H  HCR6   0   0.265  -1.8913  -3.0868   1.0186
 L6P  H3   H  HCR6   0   0.251  -1.1186   1.1122   1.0677
 L6P  H4   H  HCH1   0   0.271  -4.2555   2.0045  -0.8473
 L6P  H5   H  HCH2   0   0.254  -1.2361   2.6197  -0.6650
 L6P  H6   H  HCH2   0   0.271  -2.5082   3.6013  -1.5160
 L6P  H7   H  HCH2   0   0.270  -3.7499   3.8698   0.6710
 L6P  H8   H  HCH2   0   0.261  -2.4705   2.8882   1.5119
 L6P  H9   H  HCH2   0   0.278   0.0970  -0.4406   2.5720
 L6P  H10  H  HCH2   0   0.292  -0.0834  -2.1771   2.3632
 L6P  H11  H  HCH2   0   0.225   2.5512   3.7422  -0.4152
 L6P  H12  H  HCH2   0   0.208   3.8785   2.8971  -1.1911
 L6P  H13  H  HCH2   0   0.235   4.2512   2.9121   1.2413
 L6P  H14  H  HCH2   0   0.210   2.6629   2.2571   1.5312
 L6P  H15  H  HCH2   0   0.239   4.3813   0.4628   1.6880
 L6P  H16  H  HCH2   0   0.233   4.9921   0.8817   0.0982
 L6P  H17  H  HCH2   0   0.216   3.5314   0.4492  -1.9668
 L6P  H18  H  HCH2   0   0.226   1.9629  -0.2979  -1.7788
 L6P  H19  H  HCH2   0   0.204   1.1260   1.7256  -0.5815
 L6P  H20  H  HCH2   0   0.225   1.7445   2.1415  -2.1633
 L6P  H21  H  HNH1   0   0.392   1.9062   0.2906   1.7221

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
 L6P  CAJ  CAI  single    1.508  0.020  1.508
 L6P  CAJ  CAK  single    1.487  0.020  1.487
 L6P  OAW  CAV  deloc     1.245  0.020  1.245
 L6P  CAI  CAK  single    1.507  0.020  1.507
 L6P  CAI  CAA  single    1.479  0.020  1.479
 L6P  CAF  CAA  aromatic  1.392  0.020  1.392
 L6P  CAF  CAE  aromatic  1.389  0.020  1.389
 L6P  CAL  CAE  single    1.501  0.020  1.501
 L6P  CAL  CAM  single    1.524  0.020  1.524
 L6P  CAA  CAB  aromatic  1.403  0.020  1.403
 L6P  CAV  OAX  deloc     1.244  0.020  1.244
 L6P  CAV  CAO  single    1.559  0.020  1.559
 L6P  CAE  CAD  aromatic  1.393  0.020  1.393
 L6P  CAM  NAN  single    1.335  0.020  1.335
 L6P  CAM  OAP  double    1.223  0.020  1.223
 L6P  NAN  CAO  single    1.456  0.020  1.456
 L6P  CAT  CAO  single    1.533  0.020  1.533
 L6P  CAT  CAU  single    1.525  0.020  1.525
 L6P  CAO  CAS  single    1.539  0.020  1.539
 L6P  CAB  CAG  single    1.426  0.020  1.426
 L6P  CAB  CAC  aromatic  1.397  0.020  1.397
 L6P  CAD  CAC  aromatic  1.379  0.020  1.379
 L6P  CAU  CAQ  single    1.525  0.020  1.525
 L6P  CAG  NAH  triple    1.153  0.020  1.153
 L6P  CAS  CAR  single    1.527  0.020  1.527
 L6P  CAQ  CAR  single    1.524  0.020  1.524
 L6P  CAC  H1   single    0.930  0.020  1.080
 L6P  CAD  H2   single    0.930  0.020  1.080
 L6P  CAF  H3   single    0.930  0.020  1.080
 L6P  CAI  H4   single    0.970  0.020  1.090
 L6P  CAJ  H5   single    0.970  0.020  1.090
 L6P  CAJ  H6   single    0.970  0.020  1.090
 L6P  CAK  H7   single    0.970  0.020  1.090
 L6P  CAK  H8   single    0.970  0.020  1.090
 L6P  CAL  H9   single    0.970  0.020  1.090
 L6P  CAL  H10  single    0.970  0.020  1.090
 L6P  CAQ  H11  single    0.970  0.020  1.090
 L6P  CAQ  H12  single    0.970  0.020  1.090
 L6P  CAR  H13  single    0.970  0.020  1.090
 L6P  CAR  H14  single    0.970  0.020  1.090
 L6P  CAS  H15  single    0.970  0.020  1.090
 L6P  CAS  H16  single    0.970  0.020  1.090
 L6P  CAT  H17  single    0.970  0.020  1.090
 L6P  CAT  H18  single    0.970  0.020  1.090
 L6P  CAU  H19  single    0.970  0.020  1.090
 L6P  CAU  H20  single    0.970  0.020  1.090
 L6P  NAN  H21  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
 L6P  CAI  CAA  CAF  121.73  3.000
 L6P  CAF  CAA  CAB  117.06  3.000
 L6P  CAI  CAA  CAB  121.21  3.000
 L6P  CAG  CAB  CAC  118.04  3.000
 L6P  CAC  CAB  CAA  121.27  3.000
 L6P  CAG  CAB  CAA  120.70  3.000
 L6P  H1   CAC  CAD  120.31  3.000
 L6P  H1   CAC  CAB  119.62  3.000
 L6P  CAD  CAC  CAB  120.08  3.000
 L6P  H2   CAD  CAE  120.18  3.000
 L6P  H2   CAD  CAC  119.93  3.000
 L6P  CAE  CAD  CAC  119.89  3.000
 L6P  CAL  CAE  CAF  119.73  3.000
 L6P  CAL  CAE  CAD  120.81  3.000
 L6P  CAF  CAE  CAD  119.41  3.000
 L6P  H3   CAF  CAE  118.37  3.000
 L6P  H3   CAF  CAA  119.34  3.000
 L6P  CAE  CAF  CAA  122.29  3.000
 L6P  NAH  CAG  CAB  180.00  3.000
 L6P  H4   CAI  CAK  115.04  3.000
 L6P  H4   CAI  CAJ  114.95  3.000
 L6P  CAK  CAI  CAJ   59.12  3.000
 L6P  H4   CAI  CAA  115.02  3.000
 L6P  CAK  CAI  CAA  120.89  3.000
 L6P  CAJ  CAI  CAA  120.47  3.000
 L6P  H6   CAJ  H5   114.22  3.000
 L6P  H6   CAJ  CAK  118.89  3.000
 L6P  H5   CAJ  CAK  118.31  3.000
 L6P  H6   CAJ  CAI  117.17  3.000
 L6P  H5   CAJ  CAI  117.50  3.000
 L6P  CAK  CAJ  CAI   60.43  3.000
 L6P  H8   CAK  H7   114.30  3.000
 L6P  H8   CAK  CAJ  118.46  3.000
 L6P  H7   CAK  CAJ  118.69  3.000
 L6P  H8   CAK  CAI  117.59  3.000
 L6P  H7   CAK  CAI  116.99  3.000
 L6P  CAJ  CAK  CAI   60.45  3.000
 L6P  H10  CAL  H9   107.33  3.000
 L6P  H10  CAL  CAM  108.10  3.000
 L6P  H9   CAL  CAM  111.77  3.000
 L6P  H10  CAL  CAE  110.40  3.000
 L6P  H9   CAL  CAE  110.32  3.000
 L6P  CAM  CAL  CAE  108.89  3.000
 L6P  OAP  CAM  NAN  124.31  3.000
 L6P  OAP  CAM  CAL  120.61  3.000
 L6P  NAN  CAM  CAL  115.06  3.000
 L6P  NAN  CAO  CAV  110.00  3.000
 L6P  NAN  CAO  CAT  110.19  3.000
 L6P  CAV  CAO  CAT  113.20  3.000
 L6P  CAT  CAO  CAS  109.00  3.000
 L6P  NAN  CAO  CAS  107.19  3.000
 L6P  CAV  CAO  CAS  107.04  3.000
 L6P  H12  CAQ  H11  106.57  3.000
 L6P  H12  CAQ  CAU  109.02  3.000
 L6P  H11  CAQ  CAU  110.61  3.000
 L6P  H12  CAQ  CAR  109.20  3.000
 L6P  H11  CAQ  CAR  110.27  3.000
 L6P  CAU  CAQ  CAR  111.05  3.000
 L6P  H14  CAR  H13  105.55  3.000
 L6P  H14  CAR  CAS  110.67  3.000
 L6P  H13  CAR  CAS  109.16  3.000
 L6P  H14  CAR  CAQ  109.25  3.000
 L6P  H13  CAR  CAQ  110.57  3.000
 L6P  CAS  CAR  CAQ  111.48  3.000
 L6P  H16  CAS  H15  106.60  3.000
 L6P  H16  CAS  CAR  108.86  3.000
 L6P  H15  CAS  CAR  110.60  3.000
 L6P  H16  CAS  CAO  107.73  3.000
 L6P  H15  CAS  CAO  109.38  3.000
 L6P  CAR  CAS  CAO  113.40  3.000
 L6P  H18  CAT  H17  106.36  3.000
 L6P  H18  CAT  CAU  110.49  3.000
 L6P  H17  CAT  CAU  109.01  3.000
 L6P  H18  CAT  CAO  110.10  3.000
 L6P  H17  CAT  CAO  108.23  3.000
 L6P  CAU  CAT  CAO  112.44  3.000
 L6P  H20  CAU  H19  106.05  3.000
 L6P  H20  CAU  CAT  109.71  3.000
 L6P  H19  CAU  CAT  110.03  3.000
 L6P  H20  CAU  CAQ  110.15  3.000
 L6P  H19  CAU  CAQ  109.54  3.000
 L6P  CAT  CAU  CAQ  111.24  3.000
 L6P  OAX  CAV  OAW  126.87  3.000
 L6P  OAX  CAV  CAO  116.04  3.000
 L6P  OAW  CAV  CAO  116.97  3.000
 L6P  H21  NAN  CAO  118.19  3.000
 L6P  H21  NAN  CAM  117.41  3.000
 L6P  CAO  NAN  CAM  124.40  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
 L6P  CONST_01  CAD  CAE  CAF  CAA     0.00   0.0  0
 L6P  CONST_02  CAD  CAC  CAB  CAA     0.00   0.0  0
 L6P  CONST_03  CAE  CAF  CAA  CAB     0.00   0.0  0
 L6P  CONST_04  CAE  CAD  CAC  CAB     0.00   0.0  0
 L6P  CONST_05  CAF  CAA  CAB  CAC     0.00   0.0  0
 L6P  CONST_06  CAF  CAE  CAD  CAC     0.00   0.0  0
 L6P  CONST_07  CAI  CAA  CAB  CAC   180.00   0.0  0
 L6P  CONST_08  CAI  CAA  CAF  CAE   180.00   0.0  0
 L6P  CONST_09  CAL  CAE  CAF  CAA   180.00   0.0  0
 L6P  CONST_10  CAL  CAE  CAD  CAC   180.00   0.0  0
 L6P  CONST_11  CAG  CAB  CAC  CAD   180.00   0.0  0
 L6P  CONST_12  CAG  CAB  CAA  CAF   180.00   0.0  0
 L6P  CONST_13  CAI  CAA  CAB  CAG     0.00   0.0  0
 L6P  CONST_14  H1   CAC  CAB  CAA   180.00   0.0  0
 L6P  CONST_15  H3   CAF  CAA  CAB   180.00   0.0  0
 L6P  CONST_16  H2   CAD  CAC  CAB   180.00   0.0  0
 L6P  CONST_17  CAO  NAN  CAM  CAL   180.00   0.0  0
 L6P  CONST_18  OAP  CAM  NAN  CAO     0.00   0.0  0
 L6P  CONST_19  H21  NAN  CAM  CAL     0.00   0.0  0
 L6P  Var_01    CAK  CAJ  CAI  CAA  -110.02  30.0  1
 L6P  Var_02    CAJ  CAI  CAA  CAB  -143.78  30.0  2
 L6P  Var_03    CAQ  CAU  CAT  CAO    57.08  30.0  1
 L6P  Var_04    CAQ  CAR  CAS  CAO   -54.13  30.0  1
 L6P  Var_05    CAT  CAU  CAQ  CAR   -55.55  30.0  1
 L6P  Var_06    CAU  CAQ  CAR  CAS    53.91  30.0  1
 L6P  Var_07    CAM  CAL  CAE  CAD    93.98  30.0  3
 L6P  Var_08    NAN  CAM  CAL  CAE   119.20  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
 L6P  chir_02  CAO  NAN  CAT  CAS  negativ
 L6P  chir_03  CAI  CAJ  CAK  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
 L6P  plan-1  CAA  0.020
 L6P  plan-1  CAB  0.020
 L6P  plan-1  CAC  0.020
 L6P  plan-1  CAD  0.020
 L6P  plan-1  CAE  0.020
 L6P  plan-1  CAF  0.020
 L6P  plan-1  CAG  0.020
 L6P  plan-1  CAI  0.020
 L6P  plan-1  CAL  0.020
 L6P  plan-1  NAH  0.020
 L6P  plan-1  H1   0.020
 L6P  plan-1  H2   0.020
 L6P  plan-1  H3   0.020
 L6P  plan-2  CAL  0.020
 L6P  plan-2  CAM  0.020
 L6P  plan-2  CAO  0.020
 L6P  plan-2  NAN  0.020
 L6P  plan-2  OAP  0.020
 L6P  plan-2  H21  0.020
 L6P  plan-3  CAO  0.020
 L6P  plan-3  CAV  0.020
 L6P  plan-3  OAW  0.020
 L6P  plan-3  OAX  0.020

