# electronic Ligand Builder and Optimisation Workbench (eLBOW)
#   - a module of PHENIX version dev-svn-
#   - file written: Sun Mar 22 07:41:46 2020
#   Inital geometry file: a 115 line input string
#   Ligand name: 4-(carbamoylamino)-1-(7-propoxynaphthalen-1-yl)-1H-pyrazole-3-carboxamide
#   Quantum optimisation: True
#   Method: PBEh-3c
#   Random seed: 3628800
#   SMILES string: CCCOc1ccc2cccc(n3cc(NC(N)=O)c(n3)C(N)=O)c2c1
#
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
 1E0  1E0  4-(carbamoylamino)-1-(7-propoxynaphthalen-1-yl)-1H-pyrazole-3-carboxamide  ligand  45  26  .  2021-08-03  2021-08-03  
;
Directly from eLBOW using geometry from QM method PBEh-3c with CPCM solvent model
Validated by Mogul as OK
;

data_comp_1E0
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
 1E0  N1   N  NR5   0  -0.386   1.0961   0.7925  -0.4318
 1E0  N2   N  N     0  -0.287   1.0319  -0.2663  -1.2084
 1E0  C1   C  CR5   0   0.075   2.0709  -1.0165  -0.8764
 1E0  C2   C  CR5   0   0.127   2.8323  -0.4048   0.1471
 1E0  C3   C  CR15  0  -0.007   2.1647   0.7717   0.4100
 1E0  N3   N  NH1   0  -0.760   3.9744  -0.9407   0.7066
 1E0  C4   C  C     0   0.660   4.7044  -0.3481   1.6997
 1E0  N4   N  NH2   0  -0.849   5.7717  -1.0742   2.1123
 1E0  O1   O  O     0  -0.518   4.3930   0.7291   2.1885
 1E0  C5   C  C     0   0.508   2.3305  -2.3132  -1.5274
 1E0  N5   N  NH2   0  -0.807   1.4484  -2.6814  -2.4607
 1E0  O2   O  O     0  -0.496   3.3066  -2.9883  -1.2058
 1E0  C6   C  CR6   0   0.292   0.1489   1.8391  -0.5474
 1E0  C7   C  CR16  0  -0.288   0.5997   3.1006  -0.8230
 1E0  C8   C  CR16  0  -0.276  -0.3033   4.1757  -0.9303
 1E0  C9   C  CR16  0  -0.303  -1.6421   3.9564  -0.7702
 1E0  C10  C  CR66  0   0.135  -1.2343   1.5691  -0.3502
 1E0  C11  C  CR66  0   0.071  -2.1328   2.6633  -0.4779
 1E0  C12  C  CR16  0  -0.293  -3.5099   2.4257  -0.2852
 1E0  C13  C  CR16  0  -0.373  -3.9878   1.1842   0.0306
 1E0  C14  C  CR6   0   0.420  -3.0882   0.1024   0.1746
 1E0  C15  C  CR16  0  -0.433  -1.7384   0.2980  -0.0164
 1E0  O3   O  O2    0  -0.475  -3.4763  -1.1433   0.4942
 1E0  C16  C  CH2   0  -0.171  -4.8504  -1.4125   0.7387
 1E0  C17  C  CH2   0  -0.461  -4.9923  -2.8819   1.0742
 1E0  C18  C  CH3   0  -0.673  -6.4419  -3.2386   1.3732
 1E0  H1   H  HCR5  0   0.309   2.3417   1.5636   1.1139
 1E0  H2   H  HNH1  0   0.412   4.2402  -1.8457   0.3444
 1E0  H4   H  HNH2  0   0.402   6.1347  -1.8293   1.5544
 1E0  H3   H  HNH2  0   0.402   6.4376  -0.6166   2.7112
 1E0  H5   H  HNH2  0   0.413   0.6543  -2.1065  -2.6874
 1E0  H6   H  HNH2  0   0.408   1.5472  -3.5639  -2.9346
 1E0  H7   H  HCR6  0   0.281   1.6582   3.2707  -0.9725
 1E0  H8   H  HCR6  0   0.266   0.0717   5.1650  -1.1527
 1E0  H9   H  HCR6  0   0.263  -2.3472   4.7736  -0.8599
 1E0  H10  H  HCR6  0   0.267  -4.2024   3.2520  -0.3860
 1E0  H11  H  HCR6  0   0.287  -5.0515   1.0507   0.1703
 1E0  H12  H  HCR6  0   0.255  -1.0722  -0.5466   0.0912
 1E0  H14  H  HCH2  0   0.223  -5.2161  -0.7983   1.5699
 1E0  H13  H  HCH2  0   0.223  -5.4513  -1.1672  -0.1441
 1E0  H15  H  HCH2  0   0.233  -4.6256  -3.4842   0.2394
 1E0  H16  H  HCH2  0   0.233  -4.3677  -3.1201   1.9386
 1E0  H18  H  HCH3  0   0.224  -6.8290  -2.6563   2.2107
 1E0  H17  H  HCH3  0   0.225  -7.0863  -3.0509   0.5130
 1E0  H19  H  HCH3  0   0.239  -6.5365  -4.2926   1.6320

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
 1E0  C8   C9   aromatic  1.366  0.020  1.366
 1E0  C8   C7   aromatic  1.408  0.020  1.408
 1E0  C9   C11  aromatic  1.414  0.020  1.414
 1E0  C7   C6   aromatic  1.368  0.020  1.368
 1E0  C11  C12  aromatic  1.411  0.020  1.411
 1E0  C11  C10  aromatic  1.422  0.020  1.422
 1E0  C12  C13  aromatic  1.367  0.020  1.367
 1E0  C6   C10  aromatic  1.423  0.020  1.423
 1E0  C6   N1   single    1.416  0.020  1.416
 1E0  C10  C15  aromatic  1.408  0.020  1.408
 1E0  N1   N2   aromatic  1.315  0.020  1.315
 1E0  N1   C3   aromatic  1.360  0.020  1.360
 1E0  C13  C14  aromatic  1.414  0.020  1.414
 1E0  N2   C1   aromatic  1.324  0.020  1.324
 1E0  C3   C2   aromatic  1.378  0.020  1.378
 1E0  C15  C14  aromatic  1.377  0.020  1.377
 1E0  C14  O3   single    1.343  0.020  1.343
 1E0  C1   C2   aromatic  1.415  0.020  1.415
 1E0  C1   C5   single    1.474  0.020  1.474
 1E0  C2   N3   single    1.380  0.020  1.380
 1E0  O1   C4   double    1.223  0.020  1.223
 1E0  N5   C5   single    1.336  0.020  1.336
 1E0  C5   O2   double    1.230  0.020  1.230
 1E0  O3   C16  single    1.421  0.020  1.421
 1E0  N3   C4   single    1.368  0.020  1.368
 1E0  C4   N4   single    1.355  0.020  1.355
 1E0  C16  C17  single    1.514  0.020  1.514
 1E0  C17  C18  single    1.523  0.020  1.523
 1E0  C3   H1   single    0.930  0.020  1.080
 1E0  N3   H2   single    0.860  0.020  1.020
 1E0  N4   H4   single    0.890  0.020  1.040
 1E0  N4   H3   single    0.890  0.020  1.040
 1E0  N5   H5   single    0.860  0.020  1.020
 1E0  N5   H6   single    0.860  0.020  1.020
 1E0  C7   H7   single    0.930  0.020  1.080
 1E0  C8   H8   single    0.930  0.020  1.080
 1E0  C9   H9   single    0.930  0.020  1.080
 1E0  C12  H10  single    0.930  0.020  1.080
 1E0  C13  H11  single    0.930  0.020  1.080
 1E0  C15  H12  single    0.930  0.020  1.080
 1E0  C16  H14  single    0.970  0.020  1.090
 1E0  C16  H13  single    0.970  0.020  1.090
 1E0  C17  H15  single    0.970  0.020  1.090
 1E0  C17  H16  single    0.970  0.020  1.090
 1E0  C18  H18  single    0.970  0.020  1.090
 1E0  C18  H17  single    0.970  0.020  1.090
 1E0  C18  H19  single    0.970  0.020  1.090

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
 1E0  C6   N1   C3   125.96  3.000
 1E0  C3   N1   N2   113.05  3.000
 1E0  C6   N1   N2   120.95  3.000
 1E0  C1   N2   N1   105.66  3.000
 1E0  C5   C1   C2   127.24  3.000
 1E0  C5   C1   N2   121.73  3.000
 1E0  C2   C1   N2   111.03  3.000
 1E0  N3   C2   C3   130.93  3.000
 1E0  N3   C2   C1   124.81  3.000
 1E0  C3   C2   C1   104.26  3.000
 1E0  H1   C3   C2   132.42  3.000
 1E0  H1   C3   N1   121.57  3.000
 1E0  C2   C3   N1   106.00  3.000
 1E0  H2   N3   C4   120.53  3.000
 1E0  H2   N3   C2   114.84  3.000
 1E0  C4   N3   C2   124.60  3.000
 1E0  O1   C4   N4   123.41  3.000
 1E0  N4   C4   N3   114.16  3.000
 1E0  O1   C4   N3   122.40  3.000
 1E0  H3   N4   H4   115.63  3.000
 1E0  H3   N4   C4   117.32  3.000
 1E0  H4   N4   C4   121.15  3.000
 1E0  O2   C5   N5   123.75  3.000
 1E0  O2   C5   C1   120.49  3.000
 1E0  N5   C5   C1   115.76  3.000
 1E0  H6   N5   H5   118.19  3.000
 1E0  H6   N5   C5   120.38  3.000
 1E0  H5   N5   C5   121.40  3.000
 1E0  C10  C6   C7   121.55  3.000
 1E0  C10  C6   N1   119.90  3.000
 1E0  C7   C6   N1   118.53  3.000
 1E0  H7   C7   C8   119.77  3.000
 1E0  H7   C7   C6   119.67  3.000
 1E0  C8   C7   C6   120.55  3.000
 1E0  H8   C8   C9   120.73  3.000
 1E0  H8   C8   C7   119.47  3.000
 1E0  C9   C8   C7   119.80  3.000
 1E0  H9   C9   C11  118.77  3.000
 1E0  H9   C9   C8   120.48  3.000
 1E0  C11  C9   C8   120.75  3.000
 1E0  C15  C10  C11  119.34  3.000
 1E0  C15  C10  C6   123.53  3.000
 1E0  C11  C10  C6   117.12  3.000
 1E0  C12  C11  C10  118.37  3.000
 1E0  C10  C11  C9   120.22  3.000
 1E0  C12  C11  C9   121.41  3.000
 1E0  H10  C12  C13  119.40  3.000
 1E0  H10  C12  C11  118.89  3.000
 1E0  C13  C12  C11  121.71  3.000
 1E0  H11  C13  C14  121.21  3.000
 1E0  H11  C13  C12  119.07  3.000
 1E0  C14  C13  C12  119.72  3.000
 1E0  O3   C14  C15  116.60  3.000
 1E0  O3   C14  C13  123.35  3.000
 1E0  C15  C14  C13  120.05  3.000
 1E0  H12  C15  C14  118.64  3.000
 1E0  H12  C15  C10  120.55  3.000
 1E0  C14  C15  C10  120.80  3.000
 1E0  C16  O3   C14  119.73  3.000
 1E0  H13  C16  H14  107.60  3.000
 1E0  H13  C16  C17  110.15  3.000
 1E0  H14  C16  C17  110.15  3.000
 1E0  H13  C16  O3   110.44  3.000
 1E0  H14  C16  O3   110.29  3.000
 1E0  C17  C16  O3   108.22  3.000
 1E0  H16  C17  H15  107.00  3.000
 1E0  H16  C17  C18  109.75  3.000
 1E0  H15  C17  C18  109.90  3.000
 1E0  H16  C17  C16  109.47  3.000
 1E0  H15  C17  C16  109.52  3.000
 1E0  C18  C17  C16  111.11  3.000
 1E0  H19  C18  H17  107.61  3.000
 1E0  H19  C18  H18  107.65  3.000
 1E0  H17  C18  H18  107.68  3.000
 1E0  H19  C18  C17  110.86  3.000
 1E0  H17  C18  C17  111.54  3.000
 1E0  H18  C18  C17  111.31  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
 1E0  CONST_01  C8   C7   C6   N1    180.00   0.0  0
 1E0  CONST_02  C11  C10  C6   N1    180.00   0.0  0
 1E0  CONST_03  C15  C10  C6   N1      0.00   0.0  0
 1E0  CONST_04  C2   C1   N2   N1      0.00   0.0  0
 1E0  CONST_05  C1   C2   C3   N1      0.00   0.0  0
 1E0  CONST_08  C2   C3   N1   N2      0.00   0.0  0
 1E0  CONST_09  C3   C2   C1   N2      0.00   0.0  0
 1E0  CONST_10  C6   N1   N2   C1    180.00   0.0  0
 1E0  CONST_11  C3   N1   N2   C1      0.00   0.0  0
 1E0  CONST_12  C6   N1   C3   C2    180.00   0.0  0
 1E0  CONST_15  C9   C8   C7   C6      0.00   0.0  0
 1E0  CONST_16  C9   C11  C10  C6      0.00   0.0  0
 1E0  CONST_17  C12  C11  C10  C6    180.00   0.0  0
 1E0  CONST_18  C14  C15  C10  C6    180.00   0.0  0
 1E0  CONST_19  C11  C9   C8   C7      0.00   0.0  0
 1E0  CONST_20  C11  C10  C6   C7      0.00   0.0  0
 1E0  CONST_21  C15  C10  C6   C7    180.00   0.0  0
 1E0  CONST_22  C12  C11  C9   C8    180.00   0.0  0
 1E0  CONST_23  C10  C11  C9   C8      0.00   0.0  0
 1E0  CONST_24  C10  C6   C7   C8      0.00   0.0  0
 1E0  CONST_25  C13  C12  C11  C9    180.00   0.0  0
 1E0  CONST_26  C15  C10  C11  C9    180.00   0.0  0
 1E0  CONST_27  C13  C12  C11  C10     0.00   0.0  0
 1E0  CONST_28  C13  C14  C15  C10     0.00   0.0  0
 1E0  CONST_29  C14  C13  C12  C11     0.00   0.0  0
 1E0  CONST_30  C14  C15  C10  C11     0.00   0.0  0
 1E0  CONST_31  C15  C10  C11  C12     0.00   0.0  0
 1E0  CONST_32  C15  C14  C13  C12     0.00   0.0  0
 1E0  CONST_33  C5   C1   N2   N1    180.00   0.0  0
 1E0  CONST_34  N3   C2   C3   N1    180.00   0.0  0
 1E0  CONST_35  N3   C2   C1   N2    180.00   0.0  0
 1E0  CONST_36  C5   C1   C2   C3    180.00   0.0  0
 1E0  CONST_37  O3   C14  C15  C10   180.00   0.0  0
 1E0  CONST_38  O3   C14  C13  C12   180.00   0.0  0
 1E0  CONST_39  H7   C7   C6   N1      0.00   0.0  0
 1E0  CONST_40  H1   C3   N1   N2    180.00   0.0  0
 1E0  CONST_41  H8   C8   C7   C6    180.00   0.0  0
 1E0  CONST_42  H12  C15  C10  C6      0.00   0.0  0
 1E0  CONST_43  H9   C9   C8   C7    180.00   0.0  0
 1E0  CONST_44  H10  C12  C11  C9      0.00   0.0  0
 1E0  CONST_45  H11  C13  C12  C11   180.00   0.0  0
 1E0  CONST_46  N5   C5   C1   C2    180.00   0.0  0
 1E0  CONST_47  C4   N3   C2   C1    180.00   0.0  0
 1E0  CONST_48  C4   N3   C2   C3      0.00   0.0  0
 1E0  CONST_49  H2   N3   C2   C1      0.00   0.0  0
 1E0  CONST_50  O1   C4   N3   C2      0.00   0.0  0
 1E0  CONST_51  N4   C4   N3   C2    180.00   0.0  0
 1E0  CONST_52  H5   N5   C5   C1      0.00   0.0  0
 1E0  CONST_53  H6   N5   C5   C1    180.00   0.0  0
 1E0  CONST_55  H3   N4   C4   O1      0.00   0.0  0
 1E0  Var_01    C17  C16  O3   C14  -179.95  30.0  3
 1E0  Var_02    C18  C17  C16  O3    179.01  30.0  3
 1E0  Var_03    H18  C18  C17  C16   -59.15  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
 1E0  plan-1  N1   0.020
 1E0  plan-1  N2   0.020
 1E0  plan-1  C1   0.020
 1E0  plan-1  C2   0.020
 1E0  plan-1  C3   0.020
 1E0  plan-1  N3   0.020
 1E0  plan-1  C5   0.020
 1E0  plan-1  N5   0.020
 1E0  plan-1  O2   0.020
 1E0  plan-1  C6   0.020
 1E0  plan-1  H1   0.020
 1E0  plan-1  H5   0.020
 1E0  plan-1  H6   0.020
 1E0  plan-2  N1   0.020
 1E0  plan-2  C6   0.020
 1E0  plan-2  C7   0.020
 1E0  plan-2  C8   0.020
 1E0  plan-2  C9   0.020
 1E0  plan-2  C10  0.020
 1E0  plan-2  C11  0.020
 1E0  plan-2  C12  0.020
 1E0  plan-2  C13  0.020
 1E0  plan-2  C14  0.020
 1E0  plan-2  C15  0.020
 1E0  plan-2  O3   0.020
 1E0  plan-2  H7   0.020
 1E0  plan-2  H8   0.020
 1E0  plan-2  H9   0.020
 1E0  plan-2  H10  0.020
 1E0  plan-2  H11  0.020
 1E0  plan-2  H12  0.020
 1E0  plan-3  C2   0.020
 1E0  plan-3  N3   0.020
 1E0  plan-3  C4   0.020
 1E0  plan-3  N4   0.020
 1E0  plan-3  O1   0.020
 1E0  plan-3  H2   0.020
 1E0  plan-3  H4   0.020
 1E0  plan-3  H3   0.020

