# electronic Ligand Builder and Optimisation Workbench (eLBOW)
#   - a module of PHENIX version dev-svn-
#   - file written: Tue Apr 21 18:05:50 2020
#   Inital geometry file: a 140 line input string
#   Ligand name: 6-(ethylcarbamoylamino)-~{N}-(3-methylphenyl)-4-[(3-methylphenyl)amino]pyridine-3-carboxamide
#   Quantum optimisation: True
#   Method: PBEh-3c
#   Random seed: 3628800
#   SMILES string: CCNC(=O)Nc1cc(Nc2cccc(C)c2)c(cn1)C(=O)Nc3cccc(C)c3
#
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
 D0H  D0H  6-(ethylcarbamoylamino)-~{N}-(3-methylphenyl)-4-[(3-methylphenyl)amino]pyridine-3-carboxamide  ligand  55  30  .  2021-08-08  2021-08-08  
;
Directly from eLBOW using geometry from QM method PBEh-3c with CPCM solvent model
Validated by Mogul as PERFECT
;

data_comp_D0H
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
 D0H  CBD  C  CH3   0  -0.725    3.8182   4.7114   0.3369
 D0H  CAZ  C  CR6   0   0.106    2.9619   3.6211  -0.2390
 D0H  CAY  C  CR16  0  -0.372    1.6743   3.4040   0.2344
 D0H  CBA  C  CR16  0  -0.312    3.4594   2.7797  -1.2345
 D0H  CBB  C  CR16  0  -0.215    2.6689   1.7685  -1.7562
 D0H  CBC  C  CR16  0  -0.319    1.3722   1.5760  -1.3020
 D0H  CAX  C  CR6   0   0.345    0.8798   2.3830  -0.2816
 D0H  NAK  N  NH1   0  -0.793   -0.4216   2.2262   0.2162
 D0H  CAJ  C  CR6   0   0.474   -1.1136   1.0557   0.3201
 D0H  CAI  C  CR16  0  -0.528   -2.5005   1.0692   0.2028
 D0H  CAH  C  CR6   0   0.543   -3.2171  -0.1214   0.3082
 D0H  NAL  N  NH1   0  -0.774   -4.5955  -0.0463   0.2503
 D0H  CAM  C  C     0   0.725   -5.4870  -1.0601  -0.0663
 D0H  OAO  O  O     0  -0.504   -5.1546  -2.1522  -0.4907
 D0H  NAN  N  NH1   0  -0.676   -6.7756  -0.6960   0.1136
 D0H  CAP  C  CH2   0  -0.256   -7.8691  -1.6140  -0.1327
 D0H  CAQ  C  CH3   0  -0.697   -9.1962  -0.8851  -0.0358
 D0H  NAG  N  N     0  -0.446   -2.6383  -1.3021   0.4846
 D0H  CAF  C  CR16  0  -0.079   -1.3169  -1.3103   0.5889
 D0H  CAE  C  CR6   0  -0.228   -0.4967  -0.1955   0.5434
 D0H  CAC  C  C     0   0.503    0.9336  -0.3318   0.9402
 D0H  OAD  O  O     0  -0.439    1.4098   0.3212   1.8490
 D0H  NAB  N  NH1   0  -0.733    1.6124  -1.2696   0.2306
 D0H  CAA  C  CR6   0   0.407    2.9737  -1.5863   0.3316
 D0H  CAV  C  CR16  0  -0.382    3.6185  -2.0063  -0.8308
 D0H  CAU  C  CR6   0   0.105    4.9589  -2.3713  -0.8259
 D0H  CAW  C  CH3   0  -0.723    5.6385  -2.7918  -2.0965
 D0H  CAT  C  CR16  0  -0.314    5.6606  -2.3063   0.3759
 D0H  CAS  C  CR16  0  -0.238    5.0220  -1.8909   1.5348
 D0H  CAR  C  CR16  0  -0.319    3.6817  -1.5319   1.5298
 D0H  H1   H  HCH3  0   0.248    4.5904   4.2976   0.9884
 D0H  H2   H  HCH3  0   0.245    4.3288   5.2718  -0.4465
 D0H  H3   H  HCH3  0   0.244    3.2327   5.4156   0.9264
 D0H  H4   H  HCR6  0   0.254    1.2774   4.0301   1.0257
 D0H  H5   H  HCR6  0   0.244    4.4665   2.9245  -1.6071
 D0H  H6   H  HCR6  0   0.249    3.0565   1.1316  -2.5411
 D0H  H7   H  HCR6  0   0.268    0.7483   0.8160  -1.7547
 D0H  H8   H  HNH1  0   0.404   -0.9683   3.0700   0.2956
 D0H  H9   H  HCR6  0   0.283   -3.0164   2.0001   0.0000
 D0H  H10  H  HNH1  0   0.414   -4.9768   0.8825   0.3464
 D0H  H11  H  HNH1  0   0.397   -6.9853   0.1393   0.6370
 D0H  H12  H  HCH2  0   0.236   -7.7575  -2.0491  -1.1269
 D0H  H13  H  HCH2  0   0.228   -7.8497  -2.4429   0.5816
 D0H  H14  H  HCH3  0   0.244  -10.0156  -1.5803  -0.2128
 D0H  H15  H  HCH3  0   0.232   -9.3403  -0.4494   0.9543
 D0H  H16  H  HCH3  0   0.234   -9.2659  -0.0854  -0.7737
 D0H  H17  H  HCR6  0   0.268   -0.8712  -2.2845   0.7671
 D0H  H18  H  HNH1  0   0.413    1.1450  -1.6274  -0.5887
 D0H  H19  H  HCR6  0   0.256    3.0584  -2.0457  -1.7593
 D0H  H20  H  HCH3  0   0.250    6.0546  -1.9288  -2.6203
 D0H  H21  H  HCH3  0   0.244    6.4622  -3.4772  -1.8993
 D0H  H22  H  HCH3  0   0.244    4.9457  -3.2822  -2.7797
 D0H  H23  H  HCR6  0   0.246    6.7065  -2.5872   0.4066
 D0H  H24  H  HCR6  0   0.255    5.5722  -1.8563   2.4665
 D0H  H25  H  HCR6  0   0.266    3.2039  -1.2344   2.4496

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
 D0H  CAP  CAQ  single    1.517  0.020  1.517
 D0H  CAP  NAN  single    1.449  0.020  1.449
 D0H  NAN  CAM  single    1.351  0.020  1.351
 D0H  CBB  CBA  aromatic  1.386  0.020  1.386
 D0H  CBB  CBC  aromatic  1.387  0.020  1.387
 D0H  CBA  CAZ  aromatic  1.395  0.020  1.395
 D0H  OAO  CAM  double    1.218  0.020  1.218
 D0H  CAM  NAL  single    1.387  0.020  1.387
 D0H  CBC  CAX  aromatic  1.391  0.020  1.391
 D0H  CAZ  CBD  single    1.501  0.020  1.501
 D0H  CAZ  CAY  aromatic  1.389  0.020  1.389
 D0H  NAL  CAH  single    1.382  0.020  1.382
 D0H  CAX  CAY  aromatic  1.393  0.020  1.393
 D0H  CAX  NAK  single    1.402  0.020  1.402
 D0H  CAI  CAH  aromatic  1.394  0.020  1.394
 D0H  CAI  CAJ  aromatic  1.392  0.020  1.392
 D0H  CAH  NAG  aromatic  1.327  0.020  1.327
 D0H  NAK  CAJ  single    1.364  0.020  1.364
 D0H  CAJ  CAE  aromatic  1.413  0.020  1.413
 D0H  NAG  CAF  aromatic  1.326  0.020  1.326
 D0H  CAE  CAF  aromatic  1.385  0.020  1.385
 D0H  CAE  CAC  single    1.491  0.020  1.491
 D0H  OAD  CAC  double    1.216  0.020  1.216
 D0H  CAC  NAB  single    1.358  0.020  1.358
 D0H  NAB  CAA  single    1.401  0.020  1.401
 D0H  CAA  CAR  aromatic  1.393  0.020  1.393
 D0H  CAA  CAV  aromatic  1.394  0.020  1.394
 D0H  CAR  CAS  aromatic  1.388  0.020  1.388
 D0H  CAV  CAU  aromatic  1.389  0.020  1.389
 D0H  CAS  CAT  aromatic  1.387  0.020  1.387
 D0H  CAU  CAT  aromatic  1.393  0.020  1.393
 D0H  CAU  CAW  single    1.501  0.020  1.501
 D0H  CBD  H1   single    0.970  0.020  1.090
 D0H  CBD  H2   single    0.970  0.020  1.090
 D0H  CBD  H3   single    0.970  0.020  1.090
 D0H  CAY  H4   single    0.930  0.020  1.080
 D0H  CBA  H5   single    0.930  0.020  1.080
 D0H  CBB  H6   single    0.930  0.020  1.080
 D0H  CBC  H7   single    0.930  0.020  1.080
 D0H  NAK  H8   single    0.860  0.020  1.020
 D0H  CAI  H9   single    0.930  0.020  1.080
 D0H  NAL  H10  single    0.860  0.020  1.020
 D0H  NAN  H11  single    0.860  0.020  1.020
 D0H  CAP  H12  single    0.970  0.020  1.090
 D0H  CAP  H13  single    0.970  0.020  1.090
 D0H  CAQ  H14  single    0.970  0.020  1.090
 D0H  CAQ  H15  single    0.970  0.020  1.090
 D0H  CAQ  H16  single    0.970  0.020  1.090
 D0H  CAF  H17  single    0.930  0.020  1.080
 D0H  NAB  H18  single    0.860  0.020  1.020
 D0H  CAV  H19  single    0.930  0.020  1.080
 D0H  CAW  H20  single    0.970  0.020  1.090
 D0H  CAW  H21  single    0.970  0.020  1.090
 D0H  CAW  H22  single    0.970  0.020  1.090
 D0H  CAT  H23  single    0.930  0.020  1.080
 D0H  CAS  H24  single    0.930  0.020  1.080
 D0H  CAR  H25  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
 D0H  H3   CBD  H2   107.96  3.000
 D0H  H3   CBD  H1   107.60  3.000
 D0H  H2   CBD  H1   107.01  3.000
 D0H  H3   CBD  CAZ  111.75  3.000
 D0H  H2   CBD  CAZ  111.40  3.000
 D0H  H1   CBD  CAZ  110.92  3.000
 D0H  CBA  CAZ  CAY  118.65  3.000
 D0H  CAY  CAZ  CBD  120.77  3.000
 D0H  CBA  CAZ  CBD  120.55  3.000
 D0H  H4   CAY  CAX  118.99  3.000
 D0H  H4   CAY  CAZ  119.86  3.000
 D0H  CAX  CAY  CAZ  121.14  3.000
 D0H  H5   CBA  CBB  119.89  3.000
 D0H  H5   CBA  CAZ  119.75  3.000
 D0H  CBB  CBA  CAZ  120.36  3.000
 D0H  H6   CBB  CBC  119.36  3.000
 D0H  H6   CBB  CBA  119.88  3.000
 D0H  CBC  CBB  CBA  120.75  3.000
 D0H  H7   CBC  CAX  120.67  3.000
 D0H  H7   CBC  CBB  119.95  3.000
 D0H  CAX  CBC  CBB  119.38  3.000
 D0H  NAK  CAX  CBC  121.61  3.000
 D0H  NAK  CAX  CAY  118.68  3.000
 D0H  CBC  CAX  CAY  119.67  3.000
 D0H  H8   NAK  CAJ  115.91  3.000
 D0H  H8   NAK  CAX  115.95  3.000
 D0H  CAJ  NAK  CAX  126.44  3.000
 D0H  CAE  CAJ  CAI  117.20  3.000
 D0H  CAE  CAJ  NAK  123.41  3.000
 D0H  CAI  CAJ  NAK  119.40  3.000
 D0H  H9   CAI  CAH  120.22  3.000
 D0H  H9   CAI  CAJ  119.91  3.000
 D0H  CAH  CAI  CAJ  119.84  3.000
 D0H  NAG  CAH  NAL  119.28  3.000
 D0H  NAG  CAH  CAI  123.10  3.000
 D0H  NAL  CAH  CAI  117.60  3.000
 D0H  H10  NAL  CAM  116.87  3.000
 D0H  H10  NAL  CAH  115.04  3.000
 D0H  CAM  NAL  CAH  127.68  3.000
 D0H  NAN  CAM  OAO  123.25  3.000
 D0H  OAO  CAM  NAL  124.04  3.000
 D0H  NAN  CAM  NAL  112.69  3.000
 D0H  H11  NAN  CAP  117.15  3.000
 D0H  H11  NAN  CAM  119.41  3.000
 D0H  CAP  NAN  CAM  121.77  3.000
 D0H  H13  CAP  H12  106.91  3.000
 D0H  H13  CAP  CAQ  109.74  3.000
 D0H  H12  CAP  CAQ  109.84  3.000
 D0H  H13  CAP  NAN  110.82  3.000
 D0H  H12  CAP  NAN  109.30  3.000
 D0H  CAQ  CAP  NAN  110.18  3.000
 D0H  H16  CAQ  H15  108.23  3.000
 D0H  H16  CAQ  H14  108.06  3.000
 D0H  H15  CAQ  H14  107.64  3.000
 D0H  H16  CAQ  CAP  111.41  3.000
 D0H  H15  CAQ  CAP  111.42  3.000
 D0H  H14  CAQ  CAP  109.94  3.000
 D0H  CAF  NAG  CAH  116.80  3.000
 D0H  H17  CAF  CAE  118.97  3.000
 D0H  H17  CAF  NAG  115.32  3.000
 D0H  CAE  CAF  NAG  125.65  3.000
 D0H  CAC  CAE  CAF  119.08  3.000
 D0H  CAC  CAE  CAJ  122.83  3.000
 D0H  CAF  CAE  CAJ  117.35  3.000
 D0H  NAB  CAC  OAD  124.44  3.000
 D0H  NAB  CAC  CAE  113.81  3.000
 D0H  OAD  CAC  CAE  121.71  3.000
 D0H  H18  NAB  CAA  115.37  3.000
 D0H  H18  NAB  CAC  115.96  3.000
 D0H  CAA  NAB  CAC  127.16  3.000
 D0H  CAR  CAA  CAV  119.61  3.000
 D0H  CAV  CAA  NAB  117.21  3.000
 D0H  CAR  CAA  NAB  123.16  3.000
 D0H  H19  CAV  CAU  119.45  3.000
 D0H  H19  CAV  CAA  119.06  3.000
 D0H  CAU  CAV  CAA  121.50  3.000
 D0H  CAT  CAU  CAW  121.02  3.000
 D0H  CAW  CAU  CAV  120.49  3.000
 D0H  CAT  CAU  CAV  118.47  3.000
 D0H  H22  CAW  H21  108.12  3.000
 D0H  H22  CAW  H20  107.29  3.000
 D0H  H21  CAW  H20  107.21  3.000
 D0H  H22  CAW  CAU  111.65  3.000
 D0H  H21  CAW  CAU  111.43  3.000
 D0H  H20  CAW  CAU  110.93  3.000
 D0H  H23  CAT  CAS  119.91  3.000
 D0H  H23  CAT  CAU  119.90  3.000
 D0H  CAS  CAT  CAU  120.19  3.000
 D0H  H24  CAS  CAR  119.06  3.000
 D0H  H24  CAS  CAT  119.65  3.000
 D0H  CAR  CAS  CAT  121.29  3.000
 D0H  H25  CAR  CAS  119.76  3.000
 D0H  H25  CAR  CAA  121.29  3.000
 D0H  CAS  CAR  CAA  118.94  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
 D0H  CONST_01  CBC  CBB  CBA  CAZ     0.00   0.0  0
 D0H  CONST_02  CBC  CAX  CAY  CAZ     0.00   0.0  0
 D0H  CONST_03  CBB  CBA  CAZ  CAY     0.00   0.0  0
 D0H  CONST_04  CBB  CBC  CAX  CAY     0.00   0.0  0
 D0H  CONST_05  CAX  CBC  CBB  CBA     0.00   0.0  0
 D0H  CONST_06  CAX  CAY  CAZ  CBA     0.00   0.0  0
 D0H  CONST_07  NAG  CAH  CAI  CAJ     0.00   0.0  0
 D0H  CONST_08  NAG  CAF  CAE  CAJ     0.00   0.0  0
 D0H  CONST_09  CAF  NAG  CAH  CAI     0.00   0.0  0
 D0H  CONST_10  CAF  CAE  CAJ  CAI     0.00   0.0  0
 D0H  CONST_11  CAE  CAJ  CAI  CAH     0.00   0.0  0
 D0H  CONST_12  CAE  CAF  NAG  CAH     0.00   0.0  0
 D0H  CONST_13  CAT  CAS  CAR  CAA     0.00   0.0  0
 D0H  CONST_14  CAT  CAU  CAV  CAA     0.00   0.0  0
 D0H  CONST_15  CAS  CAR  CAA  CAV     0.00   0.0  0
 D0H  CONST_16  CAS  CAT  CAU  CAV     0.00   0.0  0
 D0H  CONST_17  CAR  CAA  CAV  CAU     0.00   0.0  0
 D0H  CONST_18  CAR  CAS  CAT  CAU     0.00   0.0  0
 D0H  CONST_19  CBB  CBA  CAZ  CBD   180.00   0.0  0
 D0H  CONST_20  CAX  CAY  CAZ  CBD   180.00   0.0  0
 D0H  CONST_21  NAK  CAX  CAY  CAZ   180.00   0.0  0
 D0H  CONST_22  NAK  CAX  CBC  CBB   180.00   0.0  0
 D0H  CONST_23  CAH  CAI  CAJ  NAK   180.00   0.0  0
 D0H  CONST_24  CAF  CAE  CAJ  NAK   180.00   0.0  0
 D0H  CONST_25  NAL  CAH  CAI  CAJ   180.00   0.0  0
 D0H  CONST_26  CAC  CAE  CAJ  CAI   180.00   0.0  0
 D0H  CONST_27  CAF  NAG  CAH  NAL   180.00   0.0  0
 D0H  CONST_28  CAC  CAE  CAF  NAG   180.00   0.0  0
 D0H  CONST_29  CAS  CAR  CAA  NAB   180.00   0.0  0
 D0H  CONST_30  CAU  CAV  CAA  NAB   180.00   0.0  0
 D0H  CONST_31  CAW  CAU  CAV  CAA   180.00   0.0  0
 D0H  CONST_32  CAS  CAT  CAU  CAW   180.00   0.0  0
 D0H  CONST_33  H6   CBB  CBA  CAZ   180.00   0.0  0
 D0H  CONST_34  H5   CBA  CAZ  CAY   180.00   0.0  0
 D0H  CONST_35  H7   CBC  CAX  CAY   180.00   0.0  0
 D0H  CONST_36  H4   CAY  CAZ  CBA   180.00   0.0  0
 D0H  CONST_37  H17  CAF  CAE  CAJ   180.00   0.0  0
 D0H  CONST_38  H9   CAI  CAH  NAG   180.00   0.0  0
 D0H  CONST_39  H24  CAS  CAR  CAA   180.00   0.0  0
 D0H  CONST_40  H25  CAR  CAA  CAV   180.00   0.0  0
 D0H  CONST_41  H23  CAT  CAU  CAV   180.00   0.0  0
 D0H  CONST_42  H19  CAV  CAU  CAT   180.00   0.0  0
 D0H  CONST_43  CAA  NAB  CAC  CAE   180.00   0.0  0
 D0H  CONST_48  H10  NAL  CAH  CAI     0.00   0.0  0
 D0H  CONST_50  OAO  CAM  NAL  CAH     0.00   0.0  0
 D0H  CONST_51  CAA  NAB  CAC  OAD     0.00   0.0  0
 D0H  CONST_52  NAN  CAM  NAL  CAH   180.00   0.0  0
 D0H  CONST_53  CAP  NAN  CAM  OAO     0.00   0.0  0
 D0H  CONST_54  CAP  NAN  CAM  NAL   180.00   0.0  0
 D0H  CONST_55  H11  NAN  CAM  OAO   180.00   0.0  0
 D0H  Var_01    CAJ  NAK  CAX  CAY  -149.06  30.0  2
 D0H  Var_02    CAI  CAJ  NAK  CAX  -149.23  30.0  2
 D0H  Var_03    OAD  CAC  CAE  CAJ    48.75  30.0  2
 D0H  Var_04    H1   CBD  CAZ  CAY   105.19  30.0  2
 D0H  Var_05    H20  CAW  CAU  CAV    88.37  30.0  2
 D0H  Var_06    CAQ  CAP  NAN  CAM  -172.20  30.0  1
 D0H  Var_07    H14  CAQ  CAP  NAN  -179.50  30.0  3

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
 D0H  plan-1  CBD  0.020
 D0H  plan-1  CAZ  0.020
 D0H  plan-1  CAY  0.020
 D0H  plan-1  CBA  0.020
 D0H  plan-1  CBB  0.020
 D0H  plan-1  CBC  0.020
 D0H  plan-1  CAX  0.020
 D0H  plan-1  NAK  0.020
 D0H  plan-1  H4   0.020
 D0H  plan-1  H5   0.020
 D0H  plan-1  H6   0.020
 D0H  plan-1  H7   0.020
 D0H  plan-2  NAK  0.020
 D0H  plan-2  CAJ  0.020
 D0H  plan-2  CAI  0.020
 D0H  plan-2  CAH  0.020
 D0H  plan-2  NAL  0.020
 D0H  plan-2  NAG  0.020
 D0H  plan-2  CAF  0.020
 D0H  plan-2  CAE  0.020
 D0H  plan-2  CAC  0.020
 D0H  plan-2  H9   0.020
 D0H  plan-2  H17  0.020
 D0H  plan-3  NAB  0.020
 D0H  plan-3  CAA  0.020
 D0H  plan-3  CAV  0.020
 D0H  plan-3  CAU  0.020
 D0H  plan-3  CAW  0.020
 D0H  plan-3  CAT  0.020
 D0H  plan-3  CAS  0.020
 D0H  plan-3  CAR  0.020
 D0H  plan-3  H19  0.020
 D0H  plan-3  H23  0.020
 D0H  plan-3  H24  0.020
 D0H  plan-3  H25  0.020
 D0H  plan-4  CAH  0.020
 D0H  plan-4  NAL  0.020
 D0H  plan-4  CAM  0.020
 D0H  plan-4  OAO  0.020
 D0H  plan-4  NAN  0.020
 D0H  plan-4  CAP  0.020
 D0H  plan-4  H10  0.020
 D0H  plan-4  H11  0.020
 D0H  plan-5  CAE  0.020
 D0H  plan-5  CAC  0.020
 D0H  plan-5  OAD  0.020
 D0H  plan-5  NAB  0.020
 D0H  plan-5  CAA  0.020
 D0H  plan-5  H18  0.020

