# electronic Ligand Builder and Optimisation Workbench (eLBOW)
#   - a module of PHENIX version dev-svn-
#   - file written: Thu Apr 23 20:31:37 2020
#   Inital geometry file: a 123 line input string
#   Ligand name: N-[2-methoxy-4-(morpholin-4-yl)phenyl]-6-(1H-pyrazol-5-yl)pyridine-2-carboxamide
#   Quantum optimisation: True
#   Method: PBEh-3c
#   Random seed: 3628800
#   SMILES string: COc1cc(ccc1NC(=O)c2cccc(n2)c3[nH]ncc3)N4CCOCC4
#
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
 DL1  DL1  N-[2-methoxy-4-(morpholin-4-yl)phenyl]-6-(1H-pyrazol-5-yl)pyridine-2-carboxamide  ligand  49  28  .  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_DL1
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
 DL1  CAM  C  CH2   0  -0.323  -5.3624   1.2029  -0.6568
 DL1  CAK  C  CH2   0  -0.187  -6.7360   1.6955  -0.2477
 DL1  OAS  O  O2    0  -0.482  -7.6604   0.6363  -0.1503
 DL1  CAL  C  CH2   0  -0.185  -7.2156  -0.3151   0.7881
 DL1  CAN  C  CH2   0  -0.329  -5.8591  -0.8875   0.4204
 DL1  NBB  N  NT    0  -0.523  -4.8924   0.1834   0.2738
 DL1  CAV  C  CR6   0   0.387  -3.5446  -0.1714   0.2005
 DL1  CAJ  C  CR16  0  -0.479  -2.5659   0.8364   0.1765
 DL1  CBA  C  CR6   0   0.352  -1.2213   0.5247   0.1278
 DL1  OAT  O  O2    0  -0.486  -0.2349   1.4433   0.1029
 DL1  CAA  C  CH3   0  -0.434  -0.5711   2.8163   0.1288
 DL1  CAH  C  CR16  0  -0.380  -3.1134  -1.4955   0.1829
 DL1  CAI  C  CR16  0  -0.304  -1.7581  -1.8098   0.1488
 DL1  CAY  C  CR6   0   0.267  -0.7914  -0.8188   0.1131
 DL1  NAQ  N  NH1   0  -0.749   0.5878  -1.0318   0.0604
 DL1  CAU  C  C     0   0.520   1.2775  -2.1835   0.0668
 DL1  OAB  O  O     0  -0.466   0.8057  -3.3082   0.1289
 DL1  CAW  C  CR6   0   0.128   2.7649  -1.9669  -0.0111
 DL1  NAP  N  N     0  -0.489   3.1816  -0.7127  -0.0910
 DL1  CAE  C  CR16  0  -0.299   3.6305  -3.0504   0.0020
 DL1  CAC  C  CR16  0  -0.140   4.9900  -2.7868  -0.0731
 DL1  CAF  C  CR16  0  -0.315   5.4285  -1.4773  -0.1552
 DL1  CAX  C  CR6   0   0.243   4.4810  -0.4528  -0.1622
 DL1  CAZ  C  CR5   0   0.395   4.8339   0.9601  -0.2491
 DL1  NAR  N  NR15  0  -0.522   6.0966   1.4304  -0.3249
 DL1  NAO  N  N     0  -0.249   6.1583   2.7504  -0.3964
 DL1  CAD  C  CR15  0  -0.094   4.8996   3.1561  -0.3669
 DL1  CAG  C  CR15  0  -0.478   4.0164   2.0733  -0.2741
 DL1  H1   H  HCH2  0   0.222  -5.3999   0.8064  -1.6821
 DL1  H2   H  HCH2  0   0.257  -4.6874   2.0571  -0.6660
 DL1  H3   H  HCH2  0   0.206  -6.6633   2.2300   0.7100
 DL1  H4   H  HCH2  0   0.242  -7.1121   2.3951  -0.9955
 DL1  H5   H  HCH2  0   0.204  -7.1568   0.1330   1.7902
 DL1  H6   H  HCH2  0   0.243  -7.9536  -1.1174   0.8203
 DL1  H7   H  HCH2  0   0.256  -5.5517  -1.5564   1.2263
 DL1  H8   H  HCH2  0   0.218  -5.9431  -1.4925  -0.4954
 DL1  H9   H  HCR6  0   0.288  -2.8721   1.8722   0.2246
 DL1  H10  H  HCH3  0   0.261   0.3677   3.3638   0.1090
 DL1  H11  H  HCH3  0   0.233  -1.1662   3.1041  -0.7414
 DL1  H12  H  HCH3  0   0.234  -1.1155   3.0834   1.0378
 DL1  H13  H  HCR6  0   0.267  -3.8180  -2.3136   0.1812
 DL1  H14  H  HCR6  0   0.277  -1.4707  -2.8489   0.1335
 DL1  H15  H  HNH1  0   0.421   1.1714  -0.2054   0.0031
 DL1  H16  H  HCR6  0   0.279   3.2579  -4.0616   0.0717
 DL1  H17  H  HCR6  0   0.287   5.7063  -3.5966  -0.0672
 DL1  H18  H  HCR6  0   0.273   6.4883  -1.2699  -0.2132
 DL1  H19  H  HNR5  0   0.424   6.9554   0.9020  -0.3302
 DL1  H20  H  HCR5  0   0.268   4.6649   4.2083  -0.4115
 DL1  H21  H  HCR5  0   0.259   2.9407   2.0902  -0.2328

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
 DL1  CAL  CAN  single    1.518  0.020  1.518
 DL1  CAL  OAS  single    1.408  0.020  1.408
 DL1  CAN  NBB  single    1.450  0.020  1.450
 DL1  OAS  CAK  single    1.409  0.020  1.409
 DL1  CAK  CAM  single    1.515  0.020  1.515
 DL1  NBB  CAV  single    1.396  0.020  1.396
 DL1  NBB  CAM  single    1.458  0.020  1.458
 DL1  CAA  OAT  single    1.414  0.020  1.414
 DL1  CAJ  CAV  aromatic  1.405  0.020  1.405
 DL1  CAJ  CBA  aromatic  1.381  0.020  1.381
 DL1  CAV  CAH  aromatic  1.393  0.020  1.393
 DL1  OAT  CBA  single    1.348  0.020  1.348
 DL1  CBA  CAY  aromatic  1.411  0.020  1.411
 DL1  CAH  CAI  aromatic  1.392  0.020  1.392
 DL1  CAY  CAI  aromatic  1.385  0.020  1.385
 DL1  CAY  NAQ  single    1.397  0.020  1.397
 DL1  CAD  CAG  aromatic  1.400  0.020  1.400
 DL1  CAD  NAO  aromatic  1.323  0.020  1.323
 DL1  NAQ  CAU  single    1.342  0.020  1.342
 DL1  CAG  CAZ  aromatic  1.381  0.020  1.381
 DL1  CAU  OAB  double    1.221  0.020  1.221
 DL1  CAU  CAW  single    1.505  0.020  1.505
 DL1  NAO  NAR  aromatic  1.323  0.020  1.323
 DL1  NAP  CAW  aromatic  1.324  0.020  1.324
 DL1  NAP  CAX  aromatic  1.327  0.020  1.327
 DL1  CAZ  CAX  single    1.459  0.020  1.459
 DL1  CAZ  NAR  aromatic  1.350  0.020  1.350
 DL1  CAW  CAE  aromatic  1.387  0.020  1.387
 DL1  CAX  CAF  aromatic  1.395  0.020  1.395
 DL1  CAE  CAC  aromatic  1.387  0.020  1.387
 DL1  CAF  CAC  aromatic  1.383  0.020  1.383
 DL1  CAM  H1   single    0.970  0.020  1.090
 DL1  CAM  H2   single    0.970  0.020  1.090
 DL1  CAK  H3   single    0.970  0.020  1.090
 DL1  CAK  H4   single    0.970  0.020  1.090
 DL1  CAL  H5   single    0.970  0.020  1.090
 DL1  CAL  H6   single    0.970  0.020  1.090
 DL1  CAN  H7   single    0.970  0.020  1.090
 DL1  CAN  H8   single    0.970  0.020  1.090
 DL1  CAJ  H9   single    0.930  0.020  1.080
 DL1  CAA  H10  single    0.970  0.020  1.090
 DL1  CAA  H11  single    0.970  0.020  1.090
 DL1  CAA  H12  single    0.970  0.020  1.090
 DL1  CAH  H13  single    0.930  0.020  1.080
 DL1  CAI  H14  single    0.930  0.020  1.080
 DL1  NAQ  H15  single    0.860  0.020  1.020
 DL1  CAE  H16  single    0.930  0.020  1.080
 DL1  CAC  H17  single    0.930  0.020  1.080
 DL1  CAF  H18  single    0.930  0.020  1.080
 DL1  NAR  H19  single    0.860  0.020  1.020
 DL1  CAD  H20  single    0.930  0.020  1.080
 DL1  CAG  H21  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
 DL1  H2   CAM  H1   107.22  3.000
 DL1  H2   CAM  NBB  110.73  3.000
 DL1  H1   CAM  NBB  110.72  3.000
 DL1  H2   CAM  CAK  108.01  3.000
 DL1  H1   CAM  CAK  109.75  3.000
 DL1  NBB  CAM  CAK  110.31  3.000
 DL1  H4   CAK  H3   107.95  3.000
 DL1  H4   CAK  OAS  107.65  3.000
 DL1  H3   CAK  OAS  110.40  3.000
 DL1  H4   CAK  CAM  109.63  3.000
 DL1  H3   CAK  CAM  109.47  3.000
 DL1  OAS  CAK  CAM  111.65  3.000
 DL1  CAL  OAS  CAK  110.28  3.000
 DL1  H6   CAL  H5   108.01  3.000
 DL1  H6   CAL  CAN  109.54  3.000
 DL1  H5   CAL  CAN  109.08  3.000
 DL1  H6   CAL  OAS  107.63  3.000
 DL1  H5   CAL  OAS  110.42  3.000
 DL1  CAN  CAL  OAS  112.06  3.000
 DL1  H8   CAN  H7   107.39  3.000
 DL1  H8   CAN  NBB  111.88  3.000
 DL1  H7   CAN  NBB  109.84  3.000
 DL1  H8   CAN  CAL  109.92  3.000
 DL1  H7   CAN  CAL  107.70  3.000
 DL1  NBB  CAN  CAL  109.99  3.000
 DL1  CAV  NBB  CAN  117.47  3.000
 DL1  CAV  NBB  CAM  117.10  3.000
 DL1  CAN  NBB  CAM  111.46  3.000
 DL1  CAH  CAV  CAJ  117.78  3.000
 DL1  CAH  CAV  NBB  122.78  3.000
 DL1  CAJ  CAV  NBB  119.42  3.000
 DL1  H9   CAJ  CBA  119.57  3.000
 DL1  H9   CAJ  CAV  119.29  3.000
 DL1  CBA  CAJ  CAV  121.12  3.000
 DL1  CAY  CBA  OAT  115.20  3.000
 DL1  CAY  CBA  CAJ  120.80  3.000
 DL1  OAT  CBA  CAJ  124.00  3.000
 DL1  CAA  OAT  CBA  119.17  3.000
 DL1  H12  CAA  H11  109.08  3.000
 DL1  H12  CAA  H10  108.80  3.000
 DL1  H11  CAA  H10  108.85  3.000
 DL1  H12  CAA  OAT  111.78  3.000
 DL1  H11  CAA  OAT  111.76  3.000
 DL1  H10  CAA  OAT  106.46  3.000
 DL1  H13  CAH  CAI  117.66  3.000
 DL1  H13  CAH  CAV  121.23  3.000
 DL1  CAI  CAH  CAV  121.10  3.000
 DL1  H14  CAI  CAY  120.21  3.000
 DL1  H14  CAI  CAH  118.53  3.000
 DL1  CAY  CAI  CAH  121.25  3.000
 DL1  NAQ  CAY  CAI  125.54  3.000
 DL1  NAQ  CAY  CBA  116.53  3.000
 DL1  CAI  CAY  CBA  117.93  3.000
 DL1  H15  NAQ  CAU  113.84  3.000
 DL1  H15  NAQ  CAY  116.52  3.000
 DL1  CAU  NAQ  CAY  129.64  3.000
 DL1  CAW  CAU  OAB  121.13  3.000
 DL1  CAW  CAU  NAQ  112.58  3.000
 DL1  OAB  CAU  NAQ  126.29  3.000
 DL1  CAE  CAW  NAP  122.97  3.000
 DL1  CAE  CAW  CAU  120.25  3.000
 DL1  NAP  CAW  CAU  116.78  3.000
 DL1  CAX  NAP  CAW  119.80  3.000
 DL1  H16  CAE  CAC  121.32  3.000
 DL1  H16  CAE  CAW  121.12  3.000
 DL1  CAC  CAE  CAW  117.56  3.000
 DL1  H17  CAC  CAF  119.95  3.000
 DL1  H17  CAC  CAE  120.45  3.000
 DL1  CAF  CAC  CAE  119.60  3.000
 DL1  H18  CAF  CAX  121.62  3.000
 DL1  H18  CAF  CAC  119.70  3.000
 DL1  CAX  CAF  CAC  118.69  3.000
 DL1  CAZ  CAX  CAF  123.17  3.000
 DL1  CAF  CAX  NAP  121.38  3.000
 DL1  CAZ  CAX  NAP  115.45  3.000
 DL1  CAG  CAZ  NAR  105.77  3.000
 DL1  NAR  CAZ  CAX  124.55  3.000
 DL1  CAG  CAZ  CAX  129.68  3.000
 DL1  H19  NAR  NAO  118.86  3.000
 DL1  H19  NAR  CAZ  127.92  3.000
 DL1  NAO  NAR  CAZ  113.22  3.000
 DL1  CAD  NAO  NAR  105.09  3.000
 DL1  H20  CAD  CAG  128.28  3.000
 DL1  H20  CAD  NAO  120.34  3.000
 DL1  CAG  CAD  NAO  111.38  3.000
 DL1  H21  CAG  CAD  128.36  3.000
 DL1  H21  CAG  CAZ  127.10  3.000
 DL1  CAD  CAG  CAZ  104.54  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
 DL1  CONST_01  CAY  CBA  CAJ  CAV     0.00   0.0  0
 DL1  CONST_02  CAY  CAI  CAH  CAV     0.00   0.0  0
 DL1  CONST_03  CAI  CAH  CAV  CAJ     0.00   0.0  0
 DL1  CONST_04  CAI  CAY  CBA  CAJ     0.00   0.0  0
 DL1  CONST_05  CAH  CAV  CAJ  CBA     0.00   0.0  0
 DL1  CONST_06  CAH  CAI  CAY  CBA     0.00   0.0  0
 DL1  CONST_07  CAZ  CAX  NAP  CAW   180.00   0.0  0
 DL1  CONST_08  CAF  CAX  NAP  CAW     0.00   0.0  0
 DL1  CONST_09  CAF  CAC  CAE  CAW     0.00   0.0  0
 DL1  CONST_10  CAC  CAE  CAW  NAP     0.00   0.0  0
 DL1  CONST_11  CAG  CAZ  CAX  NAP     0.00   0.0  0
 DL1  CONST_12  NAR  CAZ  CAX  NAP   180.00   0.0  0
 DL1  CONST_13  CAC  CAF  CAX  NAP     0.00   0.0  0
 DL1  CONST_14  CAX  NAP  CAW  CAE     0.00   0.0  0
 DL1  CONST_15  CAX  CAF  CAC  CAE     0.00   0.0  0
 DL1  CONST_16  CAZ  CAX  CAF  CAC   180.00   0.0  0
 DL1  CONST_17  CAG  CAZ  CAX  CAF   180.00   0.0  0
 DL1  CONST_18  NAR  CAZ  CAX  CAF     0.00   0.0  0
 DL1  CONST_19  CAD  CAG  CAZ  CAX   180.00   0.0  0
 DL1  CONST_20  NAO  NAR  CAZ  CAX   180.00   0.0  0
 DL1  CONST_21  NAO  CAD  CAG  CAZ     0.00   0.0  0
 DL1  CONST_22  CAD  NAO  NAR  CAZ     0.00   0.0  0
 DL1  CONST_23  CAG  CAD  NAO  NAR     0.00   0.0  0
 DL1  CONST_24  CAD  CAG  CAZ  NAR     0.00   0.0  0
 DL1  CONST_25  CAG  CAZ  NAR  NAO     0.00   0.0  0
 DL1  CONST_26  CBA  CAJ  CAV  NBB   180.00   0.0  0
 DL1  CONST_27  CAI  CAH  CAV  NBB   180.00   0.0  0
 DL1  CONST_28  OAT  CBA  CAJ  CAV   180.00   0.0  0
 DL1  CONST_29  NAQ  CAY  CBA  CAJ   180.00   0.0  0
 DL1  CONST_30  CAI  CAY  CBA  OAT   180.00   0.0  0
 DL1  CONST_31  NAQ  CAY  CAI  CAH   180.00   0.0  0
 DL1  CONST_32  CAX  NAP  CAW  CAU   180.00   0.0  0
 DL1  CONST_33  CAC  CAE  CAW  CAU   180.00   0.0  0
 DL1  CONST_34  H9   CAJ  CAV  NBB     0.00   0.0  0
 DL1  CONST_35  H13  CAH  CAV  NBB     0.00   0.0  0
 DL1  CONST_36  H14  CAI  CAH  CAV   180.00   0.0  0
 DL1  CONST_37  H17  CAC  CAE  CAW   180.00   0.0  0
 DL1  CONST_38  H16  CAE  CAW  NAP   180.00   0.0  0
 DL1  CONST_39  H18  CAF  CAX  NAP   180.00   0.0  0
 DL1  CONST_40  H21  CAG  CAZ  CAX     0.00   0.0  0
 DL1  CONST_41  H19  NAR  CAZ  CAX     0.00   0.0  0
 DL1  CONST_42  H20  CAD  CAG  CAZ   180.00   0.0  0
 DL1  CONST_43  CAW  CAU  NAQ  CAY   180.00   0.0  0
 DL1  CONST_44  CAU  NAQ  CAY  CBA   180.00   0.0  0
 DL1  CONST_45  CAU  NAQ  CAY  CAI     0.00   0.0  0
 DL1  CONST_46  H15  NAQ  CAY  CBA     0.00   0.0  0
 DL1  CONST_47  OAB  CAU  NAQ  CAY     0.00   0.0  0
 DL1  Var_01    CAL  CAN  NBB  CAM   -53.33  30.0  1
 DL1  Var_02    CAJ  CAV  NBB  CAM    48.72  30.0  2
 DL1  Var_03    CAN  CAL  OAS  CAK   -58.84  30.0  1
 DL1  Var_04    CAN  NBB  CAM  CAK    53.56  30.0  1
 DL1  Var_05    NBB  CAN  CAL  OAS    56.23  30.0  1
 DL1  Var_06    NBB  CAM  CAK  OAS   -56.10  30.0  1
 DL1  Var_07    H3   CAK  OAS  CAL   -63.39  30.0  1
 DL1  Var_08    CAY  CBA  OAT  CAA  -179.36  30.0  2
 DL1  Var_09    NAP  CAW  CAU  NAQ    -0.85  30.0  2
 DL1  Var_10    H10  CAA  OAT  CBA   179.60  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
 DL1  plan-1  CAX  0.020
 DL1  plan-1  CAZ  0.020
 DL1  plan-1  NAR  0.020
 DL1  plan-1  NAO  0.020
 DL1  plan-1  CAD  0.020
 DL1  plan-1  CAG  0.020
 DL1  plan-1  H19  0.020
 DL1  plan-1  H20  0.020
 DL1  plan-1  H21  0.020
 DL1  plan-2  NBB  0.020
 DL1  plan-2  CAV  0.020
 DL1  plan-2  CAJ  0.020
 DL1  plan-2  CBA  0.020
 DL1  plan-2  OAT  0.020
 DL1  plan-2  CAH  0.020
 DL1  plan-2  CAI  0.020
 DL1  plan-2  CAY  0.020
 DL1  plan-2  NAQ  0.020
 DL1  plan-2  H9   0.020
 DL1  plan-2  H13  0.020
 DL1  plan-2  H14  0.020
 DL1  plan-3  CAU  0.020
 DL1  plan-3  CAW  0.020
 DL1  plan-3  NAP  0.020
 DL1  plan-3  CAE  0.020
 DL1  plan-3  CAC  0.020
 DL1  plan-3  CAF  0.020
 DL1  plan-3  CAX  0.020
 DL1  plan-3  CAZ  0.020
 DL1  plan-3  H16  0.020
 DL1  plan-3  H17  0.020
 DL1  plan-3  H18  0.020
 DL1  plan-4  CAY  0.020
 DL1  plan-4  NAQ  0.020
 DL1  plan-4  CAU  0.020
 DL1  plan-4  OAB  0.020
 DL1  plan-4  CAW  0.020
 DL1  plan-4  H15  0.020

