# electronic Ligand Builder and Optimisation Workbench (eLBOW)
#   - a module of PHENIX version dev-svn-
#   - file written: Sun Apr 12 07:03:28 2020
#   Inital geometry file: a 100 line input string
#   Ligand name: ~{N}-[6-(4-chloranylphenoxy)pyridin-3-yl]-2,4-dimethyl-1,3-oxazole-5-carboxamide
#   Quantum optimisation: True
#   Method: PBEh-3c
#   Random seed: 3628800
#   SMILES string: Cc1oc(c(C)n1)C(=O)Nc2ccc(Oc3ccc(Cl)cc3)nc2
#
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
 9LK  9LK  ~{N}-[6-(4-chloranylphenoxy)pyridin-3-yl]-2,4-dimethyl-1,3-oxazole-5-carboxamide  ligand  38  24  .  2021-08-06  2021-08-06  
;
Directly from eLBOW using geometry from QM method PBEh-3c with CPCM solvent model
Validated by Mogul as PERFECT
;

data_comp_9LK
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
 9LK  CAA  C   CH3   0  -0.757   6.4295  -2.9656   0.3740
 9LK  CAB  C   CH3   0  -0.744   6.4670   1.7234  -1.1740
 9LK  CAE  C   CR16  0  -0.212  -5.3417  -0.1078  -1.2983
 9LK  CAF  C   CR16  0  -0.212  -5.3901  -0.9342   0.9706
 9LK  CAG  C   CR16  0  -0.168   0.7469   1.8439   0.8587
 9LK  CAH  C   CR16  0  -0.311  -4.3041   0.7483  -0.9609
 9LK  CAI  C   CR16  0  -0.311  -4.3531  -0.0756   1.3026
 9LK  CAJ  C   CR16  0  -0.381  -0.5772   2.2131   0.9496
 9LK  CAK  C   CR16  0  -0.115   0.0184  -0.2796   0.0678
 9LK  CAQ  C   C     0   0.468   3.4399   0.8097  -0.1429
 9LK  CAR  C   CR6   0  -0.043  -5.8735  -0.9438  -0.3287
 9LK  CAS  C   CR5   0   0.493   6.0403  -1.5875   0.0091
 9LK  CAT  C   CR6   0   0.255   1.0675   0.5639   0.3966
 9LK  CAU  C   CR5   0   0.171   5.9513   0.4404  -0.6372
 9LK  CAV  C   CR6   0   0.363  -3.8193   0.7616   0.3366
 9LK  CAW  C   CR6   0   0.514  -1.5438   1.2762   0.5878
 9LK  CAX  C   CR5   0   0.148   4.7083   0.0851  -0.2177
 9LK  NAL  N   N     0  -0.439  -1.2605   0.0677   0.1704
 9LK  NAM  N   N     0  -0.442   6.7795  -0.6474  -0.4800
 9LK  NAN  N   NH1   0  -0.757   2.3795   0.0837   0.2942
 9LK  OAC  O   O     0  -0.459   3.3722   1.9887  -0.4521
 9LK  OAO  O   O2    0  -0.518  -2.8380   1.6590   0.6839
 9LK  OAP  O   O     0  -0.424   4.7732  -1.2143   0.1931
 9LK  H1   H   HCH3  0   0.276   6.2604  -3.1492   1.4355
 9LK  H2   H   HCH3  0   0.276   5.8499  -3.6988  -0.1875
 9LK  H3   H   HCH3  0   0.272   7.4837  -3.1135   0.1585
 9LK  H4   H   HCH3  0   0.259   7.0639   2.2382  -0.4189
 9LK  H5   H   HCH3  0   0.254   7.1165   1.5377  -2.0288
 9LK  H6   H   HCH3  0   0.258   5.6634   2.3867  -1.4779
 9LK  H7   H   HCR6  0   0.287  -5.7262  -0.1199  -2.3088
 9LK  H8   H   HCR6  0   0.287  -5.8122  -1.5885   1.7208
 9LK  H9   H   HCR6  0   0.290   1.5149   2.5413   1.1568
 9LK  H10  H   HCR6  0   0.282  -3.8828   1.4074  -1.7088
 9LK  H11  H   HCR6  0   0.282  -3.9714  -0.0570   2.3152
 9LK  H12  H   HCR6  0   0.286  -0.8596   3.1952   1.3030
 9LK  H13  H   HCR6  0   0.281   0.2200  -1.2846  -0.2885
 9LK  H14  H   HNH1  0   0.420   2.4952  -0.9115   0.4166
 9LK  CL   CL  CL    0  -0.127  -7.1691  -2.0167  -0.7472

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
 9LK  CAA  CAS  single    1.478  0.020  1.478
 9LK  NAM  CAS  aromatic  1.292  0.020  1.292
 9LK  NAM  CAU  aromatic  1.376  0.020  1.376
 9LK  CAS  OAP  aromatic  1.334  0.020  1.334
 9LK  CAB  CAU  single    1.483  0.020  1.483
 9LK  CAU  CAX  aromatic  1.359  0.020  1.359
 9LK  OAP  CAX  aromatic  1.364  0.020  1.364
 9LK  CAX  CAQ  single    1.463  0.020  1.463
 9LK  CAQ  OAC  double    1.221  0.020  1.221
 9LK  CAQ  NAN  single    1.357  0.020  1.357
 9LK  NAN  CAT  single    1.401  0.020  1.401
 9LK  CAT  CAG  aromatic  1.398  0.020  1.398
 9LK  CAT  CAK  aromatic  1.386  0.020  1.386
 9LK  CAG  CAJ  aromatic  1.378  0.020  1.378
 9LK  CAK  NAL  aromatic  1.329  0.020  1.329
 9LK  CAJ  CAW  aromatic  1.394  0.020  1.394
 9LK  NAL  CAW  aromatic  1.310  0.020  1.310
 9LK  CAW  OAO  single    1.353  0.020  1.353
 9LK  CAI  CAF  aromatic  1.387  0.020  1.387
 9LK  CAI  CAV  aromatic  1.385  0.020  1.385
 9LK  CAF  CAR  aromatic  1.386  0.020  1.386
 9LK  OAO  CAV  single    1.374  0.020  1.374
 9LK  CAV  CAH  aromatic  1.385  0.020  1.385
 9LK  CAR  CL   single    1.733  0.020  1.733
 9LK  CAR  CAE  aromatic  1.386  0.020  1.386
 9LK  CAH  CAE  aromatic  1.387  0.020  1.387
 9LK  CAA  H1   single    0.970  0.020  1.090
 9LK  CAA  H2   single    0.970  0.020  1.090
 9LK  CAA  H3   single    0.970  0.020  1.090
 9LK  CAB  H4   single    0.970  0.020  1.090
 9LK  CAB  H5   single    0.970  0.020  1.090
 9LK  CAB  H6   single    0.970  0.020  1.090
 9LK  CAE  H7   single    0.930  0.020  1.080
 9LK  CAF  H8   single    0.930  0.020  1.080
 9LK  CAG  H9   single    0.930  0.020  1.080
 9LK  CAH  H10  single    0.930  0.020  1.080
 9LK  CAI  H11  single    0.930  0.020  1.080
 9LK  CAJ  H12  single    0.930  0.020  1.080
 9LK  CAK  H13  single    0.930  0.020  1.080
 9LK  NAN  H14  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
 9LK  H3   CAA  H2   108.80  3.000
 9LK  H3   CAA  H1   108.71  3.000
 9LK  H2   CAA  H1   107.80  3.000
 9LK  H3   CAA  CAS  109.49  3.000
 9LK  H2   CAA  CAS  111.10  3.000
 9LK  H1   CAA  CAS  110.89  3.000
 9LK  H6   CAB  H5   109.02  3.000
 9LK  H6   CAB  H4   108.07  3.000
 9LK  H5   CAB  H4   107.28  3.000
 9LK  H6   CAB  CAU  111.87  3.000
 9LK  H5   CAB  CAU  110.11  3.000
 9LK  H4   CAB  CAU  110.35  3.000
 9LK  H7   CAE  CAR  120.69  3.000
 9LK  H7   CAE  CAH  120.02  3.000
 9LK  CAR  CAE  CAH  119.28  3.000
 9LK  H8   CAF  CAR  120.66  3.000
 9LK  H8   CAF  CAI  120.03  3.000
 9LK  CAR  CAF  CAI  119.31  3.000
 9LK  H9   CAG  CAT  121.31  3.000
 9LK  H9   CAG  CAJ  119.50  3.000
 9LK  CAT  CAG  CAJ  119.18  3.000
 9LK  H10  CAH  CAV  120.35  3.000
 9LK  H10  CAH  CAE  119.94  3.000
 9LK  CAV  CAH  CAE  119.71  3.000
 9LK  H11  CAI  CAV  120.41  3.000
 9LK  H11  CAI  CAF  119.90  3.000
 9LK  CAV  CAI  CAF  119.70  3.000
 9LK  H12  CAJ  CAW  120.94  3.000
 9LK  H12  CAJ  CAG  121.07  3.000
 9LK  CAW  CAJ  CAG  117.98  3.000
 9LK  H13  CAK  NAL  116.49  3.000
 9LK  H13  CAK  CAT  120.07  3.000
 9LK  NAL  CAK  CAT  123.44  3.000
 9LK  OAC  CAQ  NAN  123.69  3.000
 9LK  NAN  CAQ  CAX  115.40  3.000
 9LK  OAC  CAQ  CAX  120.91  3.000
 9LK  CL   CAR  CAF  119.42  3.000
 9LK  CL   CAR  CAE  119.42  3.000
 9LK  CAF  CAR  CAE  121.17  3.000
 9LK  OAP  CAS  NAM  113.09  3.000
 9LK  OAP  CAS  CAA  118.50  3.000
 9LK  NAM  CAS  CAA  128.41  3.000
 9LK  NAN  CAT  CAK  118.88  3.000
 9LK  CAK  CAT  CAG  117.52  3.000
 9LK  NAN  CAT  CAG  123.56  3.000
 9LK  NAM  CAU  CAX  107.97  3.000
 9LK  CAX  CAU  CAB  130.97  3.000
 9LK  NAM  CAU  CAB  121.05  3.000
 9LK  OAO  CAV  CAI  119.57  3.000
 9LK  OAO  CAV  CAH  119.53  3.000
 9LK  CAI  CAV  CAH  120.83  3.000
 9LK  OAO  CAW  NAL  119.38  3.000
 9LK  OAO  CAW  CAJ  117.05  3.000
 9LK  NAL  CAW  CAJ  123.57  3.000
 9LK  OAP  CAX  CAU  107.36  3.000
 9LK  OAP  CAX  CAQ  119.85  3.000
 9LK  CAU  CAX  CAQ  132.79  3.000
 9LK  CAW  NAL  CAK  118.29  3.000
 9LK  CAU  NAM  CAS  105.91  3.000
 9LK  H14  NAN  CAT  115.88  3.000
 9LK  H14  NAN  CAQ  118.48  3.000
 9LK  CAT  NAN  CAQ  124.88  3.000
 9LK  CAW  OAO  CAV  118.70  3.000
 9LK  CAX  OAP  CAS  105.67  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
 9LK  CONST_01  CAI  CAF  CAR  CAE    0.00   0.0  0
 9LK  CONST_02  CAI  CAV  CAH  CAE    0.00   0.0  0
 9LK  CONST_03  CAH  CAV  CAI  CAF    0.00   0.0  0
 9LK  CONST_04  CAH  CAE  CAR  CAF    0.00   0.0  0
 9LK  CONST_05  NAL  CAK  CAT  CAG    0.00   0.0  0
 9LK  CONST_06  NAL  CAW  CAJ  CAG    0.00   0.0  0
 9LK  CONST_07  CAK  CAT  CAG  CAJ    0.00   0.0  0
 9LK  CONST_08  CAK  NAL  CAW  CAJ    0.00   0.0  0
 9LK  CONST_09  CAV  CAI  CAF  CAR    0.00   0.0  0
 9LK  CONST_10  CAV  CAH  CAE  CAR    0.00   0.0  0
 9LK  CONST_11  CAX  CAU  NAM  CAS    0.00   0.0  0
 9LK  CONST_12  CAU  CAX  OAP  CAS    0.00   0.0  0
 9LK  CONST_13  CAW  CAJ  CAG  CAT    0.00   0.0  0
 9LK  CONST_14  CAW  NAL  CAK  CAT    0.00   0.0  0
 9LK  CONST_15  OAP  CAS  NAM  CAU    0.00   0.0  0
 9LK  CONST_16  NAM  CAS  OAP  CAX    0.00   0.0  0
 9LK  CONST_17  OAP  CAX  CAU  NAM    0.00   0.0  0
 9LK  CONST_18  CAU  NAM  CAS  CAA  180.00   0.0  0
 9LK  CONST_19  CAX  OAP  CAS  CAA  180.00   0.0  0
 9LK  CONST_20  CAS  NAM  CAU  CAB  180.00   0.0  0
 9LK  CONST_21  OAP  CAX  CAU  CAB  180.00   0.0  0
 9LK  CONST_22  OAO  CAV  CAH  CAE  180.00   0.0  0
 9LK  CONST_23  OAO  CAV  CAI  CAF  180.00   0.0  0
 9LK  CONST_24  OAO  CAW  CAJ  CAG  180.00   0.0  0
 9LK  CONST_25  CL   CAR  CAE  CAH  180.00   0.0  0
 9LK  CONST_26  CL   CAR  CAF  CAI  180.00   0.0  0
 9LK  CONST_27  NAN  CAT  CAG  CAJ  180.00   0.0  0
 9LK  CONST_28  OAO  CAW  NAL  CAK  180.00   0.0  0
 9LK  CONST_29  NAM  CAU  CAX  CAQ  180.00   0.0  0
 9LK  CONST_30  CAS  OAP  CAX  CAQ  180.00   0.0  0
 9LK  CONST_31  NAN  CAT  CAK  NAL  180.00   0.0  0
 9LK  CONST_32  H8   CAF  CAR  CAE  180.00   0.0  0
 9LK  CONST_33  H7   CAE  CAR  CAF  180.00   0.0  0
 9LK  CONST_34  H13  CAK  CAT  CAG  180.00   0.0  0
 9LK  CONST_35  H11  CAI  CAV  CAH  180.00   0.0  0
 9LK  CONST_36  H10  CAH  CAV  CAI  180.00   0.0  0
 9LK  CONST_37  H9   CAG  CAT  CAK  180.00   0.0  0
 9LK  CONST_38  H12  CAJ  CAG  CAT  180.00   0.0  0
 9LK  CONST_39  CAX  CAQ  NAN  CAT  180.00   0.0  0
 9LK  CONST_43  OAC  CAQ  NAN  CAT    0.00   0.0  0
 9LK  Var_01    NAL  CAW  OAO  CAV   -0.07  30.0  1
 9LK  Var_02    OAC  CAQ  CAX  CAU   -2.90  30.0  2
 9LK  Var_03    H4   CAB  CAU  CAX  104.89  30.0  2
 9LK  Var_04    H1   CAA  CAS  NAM  119.30  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
 9LK  plan-1  CAA  0.020
 9LK  plan-1  CAB  0.020
 9LK  plan-1  CAQ  0.020
 9LK  plan-1  CAS  0.020
 9LK  plan-1  CAU  0.020
 9LK  plan-1  CAX  0.020
 9LK  plan-1  NAM  0.020
 9LK  plan-1  OAP  0.020
 9LK  plan-2  CAE  0.020
 9LK  plan-2  CAF  0.020
 9LK  plan-2  CAH  0.020
 9LK  plan-2  CAI  0.020
 9LK  plan-2  CAR  0.020
 9LK  plan-2  CAV  0.020
 9LK  plan-2  OAO  0.020
 9LK  plan-2  H7   0.020
 9LK  plan-2  H8   0.020
 9LK  plan-2  H10  0.020
 9LK  plan-2  H11  0.020
 9LK  plan-2  CL   0.020
 9LK  plan-3  CAG  0.020
 9LK  plan-3  CAJ  0.020
 9LK  plan-3  CAK  0.020
 9LK  plan-3  CAT  0.020
 9LK  plan-3  CAW  0.020
 9LK  plan-3  NAL  0.020
 9LK  plan-3  NAN  0.020
 9LK  plan-3  OAO  0.020
 9LK  plan-3  H9   0.020
 9LK  plan-3  H12  0.020
 9LK  plan-3  H13  0.020
 9LK  plan-4  CAQ  0.020
 9LK  plan-4  CAT  0.020
 9LK  plan-4  CAX  0.020
 9LK  plan-4  NAN  0.020
 9LK  plan-4  OAC  0.020
 9LK  plan-4  H14  0.020

