# electronic Ligand Builder and Optimisation Workbench (eLBOW)
#   - a module of PHENIX version dev-svn-
#   - file written: Mon Apr  6 12:25:17 2020
#   Inital geometry file: a 145 line input string
#   Ligand name: 4-(3-{4-[(3-aminopropyl)carbamoyl]phenyl}-1H-indazol-1-yl)-N-methylbenzamide
#   Quantum optimisation: True
#   Method: PBEh-3c
#   Random seed: 3628800
#   SMILES string: CNC(=O)c1ccc(cc1)n2nc(c3ccc(cc3)C(=O)NCCCN)c4ccccc24
#
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
 1HV  1HV  4-(3-{4-[(3-aminopropyl)carbamoyl]phenyl}-1H-indazol-1-yl)-N-methylbenzamide  ligand  57  32  .  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_1HV
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
 1HV  C11  C  CR16  0  -0.317  -0.3274  -3.9748  -0.3392
 1HV  C12  C  CR16  0  -0.279  -3.0909  -3.3254  -0.4829
 1HV  C13  C  CR16  0  -0.252   1.8181   0.1401  -0.1417
 1HV  C14  C  CR6   0  -0.043   4.0111  -0.4824   0.6505
 1HV  C15  C  CR16  0  -0.240   3.4913  -1.7036   1.0694
 1HV  C16  C  CR16  0  -0.256   3.1554   0.4395   0.0497
 1HV  C17  C  CR16  0  -0.292   2.1561  -2.0090   0.8698
 1HV  C18  C  CR16  0  -0.282  -4.4181  -0.4079  -0.9492
 1HV  C19  C  CR6   0  -0.030  -5.6341   1.4335   0.0323
 1HV  C20  C  CR16  0  -0.256  -4.5564   1.6664   0.8852
 1HV  C21  C  CR16  0  -0.252  -5.5523   0.3816  -0.8754
 1HV  C22  C  CR16  0  -0.253  -3.4282   0.8669   0.8399
 1HV  C23  C  C     0   0.533   5.4569  -0.2010   0.9081
 1HV  C26  C  C     0   0.531  -6.8936   2.2384   0.0695
 1HV  C29  C  CH2   0  -0.221   7.4305   1.0863   0.2341
 1HV  C30  C  CH2   0  -0.468   7.7164   2.3132  -0.6157
 1HV  N1   N  NH2   0  -0.768   9.4082   3.9278  -1.3327
 1HV  N2   N  N     0  -0.256  -1.0103  -0.4347   0.0993
 1HV  N3   N  NR5   0  -0.513  -2.2114  -0.9834  -0.1205
 1HV  C4   C  CR5   0   0.261  -0.1191  -1.3931   0.0687
 1HV  C5   C  CR6   0   0.063   1.2999  -1.0918   0.2597
 1HV  C6   C  CR6   0   0.344  -3.3584  -0.1755  -0.0785
 1HV  C7   C  CR56  0   0.441  -2.1195  -2.3394  -0.2853
 1HV  C8   C  CR56  0  -0.129  -0.7546  -2.6505  -0.1805
 1HV  C9   C  CR16  0  -0.252  -1.2775  -4.9469  -0.5560
 1HV  C10  C  CR16  0  -0.251  -2.6455  -4.6223  -0.6121
 1HV  N24  N  NH1   0  -0.656   6.0407   0.6979   0.1038
 1HV  O25  O  O     0  -0.449   6.0585  -0.7698   1.8112
 1HV  O27  O  O     0  -0.445  -7.9531   1.7684  -0.3281
 1HV  N28  N  NH1   0  -0.641  -6.7973   3.4820   0.5565
 1HV  C31  C  CH2   0  -0.268   9.1645   2.7618  -0.4966
 1HV  C32  C  CH3   0  -0.488  -7.9420   4.3565   0.6596
 1HV  H1   H  HCR6  0   0.241   0.7217  -4.2343  -0.2979
 1HV  H2   H  HCR6  0   0.263  -4.1462  -3.0980  -0.5297
 1HV  H3   H  HCR6  0   0.244   1.1716   0.8694  -0.6115
 1HV  H4   H  HCR6  0   0.261   4.1324  -2.4243   1.5589
 1HV  H5   H  HCR6  0   0.226   3.5135   1.4126  -0.2616
 1HV  H6   H  HCR6  0   0.237   1.7797  -2.9590   1.2250
 1HV  H7   H  HCR6  0   0.265  -4.3581  -1.1839  -1.6996
 1HV  H8   H  HCR6  0   0.226  -4.5925   2.4547   1.6258
 1HV  H9   H  HCR6  0   0.262  -6.3724   0.1870  -1.5535
 1HV  H10  H  HCR6  0   0.262  -2.6116   1.0458   1.5258
 1HV  H11  H  HCH2  0   0.224   8.0866   0.2618  -0.0645
 1HV  H12  H  HCH2  0   0.237   7.6463   1.2991   1.2832
 1HV  H13  H  HCH2  0   0.223   7.4916   2.1019  -1.6656
 1HV  H14  H  HCH2  0   0.220   7.0549   3.1290  -0.3057
 1HV  H15  H  HNH2  0   0.323   8.8937   4.7172  -0.9609
 1HV  H16  H  HNH2  0   0.333  10.3845   4.1866  -1.2713
 1HV  H18  H  HCR6  0   0.240  -0.9743  -5.9778  -0.6807
 1HV  H19  H  HCR6  0   0.245  -3.3688  -5.4121  -0.7656
 1HV  H20  H  HNH1  0   0.375   5.5466   1.0245  -0.7109
 1HV  H21  H  HNH1  0   0.375  -5.8931   3.8748   0.7541
 1HV  H22  H  HCH2  0   0.189   9.4007   2.9255   0.5649
 1HV  H23  H  HCH2  0   0.211   9.8194   1.9545  -0.8353
 1HV  H24  H  HCH3  0   0.246  -8.7473   3.8866   1.2224
 1HV  H25  H  HCH3  0   0.220  -7.6370   5.2561   1.1860
 1HV  H26  H  HCH3  0   0.235  -8.3286   4.6434  -0.3198

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
 1HV  C32  N28  single    1.444  0.020  1.444
 1HV  N28  C26  single    1.339  0.020  1.339
 1HV  C20  C22  aromatic  1.383  0.020  1.383
 1HV  C20  C19  aromatic  1.394  0.020  1.394
 1HV  C26  C19  single    1.495  0.020  1.495
 1HV  C26  O27  double    1.225  0.020  1.225
 1HV  C22  C6   aromatic  1.391  0.020  1.391
 1HV  O25  C23  double    1.225  0.020  1.225
 1HV  C19  C21  aromatic  1.392  0.020  1.392
 1HV  C16  C13  aromatic  1.384  0.020  1.384
 1HV  C16  C14  aromatic  1.394  0.020  1.394
 1HV  C13  C5   aromatic  1.395  0.020  1.395
 1HV  C23  C14  single    1.495  0.020  1.495
 1HV  C23  N24  single    1.340  0.020  1.340
 1HV  C14  C15  aromatic  1.392  0.020  1.392
 1HV  C29  N24  single    1.449  0.020  1.449
 1HV  C29  C30  single    1.520  0.020  1.520
 1HV  C6   N3   single    1.404  0.020  1.404
 1HV  C6   C18  aromatic  1.391  0.020  1.391
 1HV  N2   N3   aromatic  1.339  0.020  1.339
 1HV  N2   C4   aromatic  1.309  0.020  1.309
 1HV  C21  C18  aromatic  1.384  0.020  1.384
 1HV  N3   C7   aromatic  1.369  0.020  1.369
 1HV  C5   C4   single    1.463  0.020  1.463
 1HV  C5   C17  aromatic  1.395  0.020  1.395
 1HV  C31  C30  single    1.521  0.020  1.521
 1HV  C31  N1   single    1.455  0.020  1.455
 1HV  C4   C8   aromatic  1.431  0.020  1.431
 1HV  C15  C17  aromatic  1.384  0.020  1.384
 1HV  C7   C8   aromatic  1.404  0.020  1.404
 1HV  C7   C12  aromatic  1.398  0.020  1.398
 1HV  C8   C11  aromatic  1.401  0.020  1.401
 1HV  C12  C10  aromatic  1.377  0.020  1.377
 1HV  C11  C9   aromatic  1.376  0.020  1.376
 1HV  C10  C9   aromatic  1.407  0.020  1.407
 1HV  C11  H1   single    0.930  0.020  1.080
 1HV  C12  H2   single    0.930  0.020  1.080
 1HV  C13  H3   single    0.930  0.020  1.080
 1HV  C15  H4   single    0.930  0.020  1.080
 1HV  C16  H5   single    0.930  0.020  1.080
 1HV  C17  H6   single    0.930  0.020  1.080
 1HV  C18  H7   single    0.930  0.020  1.080
 1HV  C20  H8   single    0.930  0.020  1.080
 1HV  C21  H9   single    0.930  0.020  1.080
 1HV  C22  H10  single    0.930  0.020  1.080
 1HV  C29  H11  single    0.970  0.020  1.090
 1HV  C29  H12  single    0.970  0.020  1.090
 1HV  C30  H13  single    0.970  0.020  1.090
 1HV  C30  H14  single    0.970  0.020  1.090
 1HV  N1   H15  single    0.890  0.020  1.040
 1HV  N1   H16  single    0.890  0.020  1.040
 1HV  C9   H18  single    0.930  0.020  1.080
 1HV  C10  H19  single    0.930  0.020  1.080
 1HV  N24  H20  single    0.860  0.020  1.020
 1HV  N28  H21  single    0.860  0.020  1.020
 1HV  C31  H22  single    0.970  0.020  1.090
 1HV  C31  H23  single    0.970  0.020  1.090
 1HV  C32  H24  single    0.970  0.020  1.090
 1HV  C32  H25  single    0.970  0.020  1.090
 1HV  C32  H26  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
 1HV  H1   C11  C9   120.41  3.000
 1HV  H1   C11  C8   121.23  3.000
 1HV  C9   C11  C8   118.37  3.000
 1HV  H2   C12  C10  120.66  3.000
 1HV  H2   C12  C7   122.43  3.000
 1HV  C10  C12  C7   116.91  3.000
 1HV  H3   C13  C5   119.87  3.000
 1HV  H3   C13  C16  119.45  3.000
 1HV  C5   C13  C16  120.67  3.000
 1HV  C23  C14  C16  122.91  3.000
 1HV  C23  C14  C15  118.32  3.000
 1HV  C16  C14  C15  118.73  3.000
 1HV  H4   C15  C17  119.34  3.000
 1HV  H4   C15  C14  119.97  3.000
 1HV  C17  C15  C14  120.69  3.000
 1HV  H5   C16  C14  121.02  3.000
 1HV  H5   C16  C13  118.32  3.000
 1HV  C14  C16  C13  120.65  3.000
 1HV  H6   C17  C5   120.49  3.000
 1HV  H6   C17  C15  118.82  3.000
 1HV  C5   C17  C15  120.66  3.000
 1HV  H7   C18  C6   120.80  3.000
 1HV  H7   C18  C21  119.47  3.000
 1HV  C6   C18  C21  119.71  3.000
 1HV  C26  C19  C21  118.20  3.000
 1HV  C21  C19  C20  118.67  3.000
 1HV  C26  C19  C20  123.10  3.000
 1HV  H8   C20  C22  118.07  3.000
 1HV  H8   C20  C19  120.97  3.000
 1HV  C22  C20  C19  120.92  3.000
 1HV  H9   C21  C19  120.02  3.000
 1HV  H9   C21  C18  119.03  3.000
 1HV  C19  C21  C18  120.94  3.000
 1HV  H10  C22  C6   120.32  3.000
 1HV  H10  C22  C20  119.96  3.000
 1HV  C6   C22  C20  119.71  3.000
 1HV  O25  C23  N24  122.67  3.000
 1HV  N24  C23  C14  116.37  3.000
 1HV  O25  C23  C14  120.96  3.000
 1HV  N28  C26  O27  122.44  3.000
 1HV  O27  C26  C19  120.92  3.000
 1HV  N28  C26  C19  116.65  3.000
 1HV  H12  C29  H11  106.87  3.000
 1HV  H12  C29  N24  109.16  3.000
 1HV  H11  C29  N24  110.39  3.000
 1HV  H12  C29  C30  110.04  3.000
 1HV  H11  C29  C30  110.04  3.000
 1HV  N24  C29  C30  110.28  3.000
 1HV  H14  C30  H13  106.94  3.000
 1HV  H14  C30  C31  109.47  3.000
 1HV  H13  C30  C31  109.13  3.000
 1HV  H14  C30  C29  109.24  3.000
 1HV  H13  C30  C29  110.00  3.000
 1HV  C31  C30  C29  111.94  3.000
 1HV  H16  N1   H15  105.57  3.000
 1HV  H16  N1   C31  109.37  3.000
 1HV  H15  N1   C31  109.18  3.000
 1HV  C4   N2   N3   107.87  3.000
 1HV  C7   N3   C6   128.94  3.000
 1HV  C7   N3   N2   111.44  3.000
 1HV  C6   N3   N2   119.50  3.000
 1HV  C8   C4   C5   129.38  3.000
 1HV  C8   C4   N2   110.19  3.000
 1HV  C5   C4   N2   120.42  3.000
 1HV  C4   C5   C17  121.12  3.000
 1HV  C17  C5   C13  118.57  3.000
 1HV  C4   C5   C13  120.29  3.000
 1HV  N3   C6   C22  119.48  3.000
 1HV  N3   C6   C18  120.51  3.000
 1HV  C22  C6   C18  120.01  3.000
 1HV  C8   C7   N3   106.01  3.000
 1HV  C8   C7   C12  121.99  3.000
 1HV  N3   C7   C12  131.98  3.000
 1HV  C7   C8   C4   104.48  3.000
 1HV  C7   C8   C11  119.85  3.000
 1HV  C4   C8   C11  135.67  3.000
 1HV  H18  C9   C10  119.19  3.000
 1HV  H18  C9   C11  119.85  3.000
 1HV  C10  C9   C11  120.96  3.000
 1HV  H19  C10  C9   119.16  3.000
 1HV  H19  C10  C12  118.98  3.000
 1HV  C9   C10  C12  121.86  3.000
 1HV  H20  N24  C29  117.15  3.000
 1HV  H20  N24  C23  119.29  3.000
 1HV  C29  N24  C23  122.94  3.000
 1HV  H21  N28  C32  117.53  3.000
 1HV  H21  N28  C26  119.93  3.000
 1HV  C32  N28  C26  122.10  3.000
 1HV  H23  C31  H22  106.28  3.000
 1HV  H23  C31  N1   108.26  3.000
 1HV  H22  C31  N1   113.54  3.000
 1HV  H23  C31  C30  109.16  3.000
 1HV  H22  C31  C30  108.90  3.000
 1HV  N1   C31  C30  110.54  3.000
 1HV  H26  C32  H25  108.46  3.000
 1HV  H26  C32  H24  108.37  3.000
 1HV  H25  C32  H24  108.34  3.000
 1HV  H26  C32  N28  112.08  3.000
 1HV  H25  C32  N28  108.28  3.000
 1HV  H24  C32  N28  111.21  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
 1HV  CONST_01  N2   C4   C8   C11   180.00   0.0  0
 1HV  CONST_02  C5   C4   C8   C11     0.00   0.0  0
 1HV  CONST_03  N3   C7   C8   C11   180.00   0.0  0
 1HV  CONST_04  C12  C7   C8   C11     0.00   0.0  0
 1HV  CONST_05  C12  C10  C9   C11     0.00   0.0  0
 1HV  CONST_06  C6   N3   C7   C12     0.00   0.0  0
 1HV  CONST_07  N2   N3   C7   C12   180.00   0.0  0
 1HV  CONST_08  C4   C8   C7   C12   180.00   0.0  0
 1HV  CONST_09  C15  C14  C16  C13     0.00   0.0  0
 1HV  CONST_12  C15  C17  C5   C13     0.00   0.0  0
 1HV  CONST_13  C5   C13  C16  C14     0.00   0.0  0
 1HV  CONST_14  C5   C17  C15  C14     0.00   0.0  0
 1HV  CONST_15  C4   C5   C17  C15   180.00   0.0  0
 1HV  CONST_16  C4   C5   C13  C16   180.00   0.0  0
 1HV  CONST_17  C17  C5   C13  C16     0.00   0.0  0
 1HV  CONST_18  C17  C15  C14  C16     0.00   0.0  0
 1HV  CONST_21  C20  C22  C6   C18     0.00   0.0  0
 1HV  CONST_24  C20  C19  C21  C18     0.00   0.0  0
 1HV  CONST_25  C6   C22  C20  C19     0.00   0.0  0
 1HV  CONST_26  C6   C18  C21  C19     0.00   0.0  0
 1HV  CONST_27  N3   C6   C22  C20   180.00   0.0  0
 1HV  CONST_28  C22  C20  C19  C21     0.00   0.0  0
 1HV  CONST_29  C22  C6   C18  C21     0.00   0.0  0
 1HV  CONST_30  N3   C6   C18  C21   180.00   0.0  0
 1HV  CONST_33  C8   C7   N3   N2      0.00   0.0  0
 1HV  CONST_34  C7   C8   C4   N2      0.00   0.0  0
 1HV  CONST_35  C5   C4   N2   N3    180.00   0.0  0
 1HV  CONST_36  C8   C4   N2   N3      0.00   0.0  0
 1HV  CONST_37  C4   C8   C7   N3      0.00   0.0  0
 1HV  CONST_38  C10  C12  C7   N3    180.00   0.0  0
 1HV  CONST_39  C6   N3   N2   C4    180.00   0.0  0
 1HV  CONST_40  C7   N3   N2   C4      0.00   0.0  0
 1HV  CONST_41  C9   C11  C8   C4    180.00   0.0  0
 1HV  CONST_42  C7   C8   C4   C5    180.00   0.0  0
 1HV  CONST_43  C8   C7   N3   C6    180.00   0.0  0
 1HV  CONST_44  C9   C11  C8   C7      0.00   0.0  0
 1HV  CONST_45  C9   C10  C12  C7      0.00   0.0  0
 1HV  CONST_46  C10  C12  C7   C8      0.00   0.0  0
 1HV  CONST_47  C10  C9   C11  C8      0.00   0.0  0
 1HV  CONST_48  C23  C14  C16  C13   180.00   0.0  0
 1HV  CONST_49  C23  C14  C15  C17   180.00   0.0  0
 1HV  CONST_50  C26  C19  C21  C18   180.00   0.0  0
 1HV  CONST_51  C26  C19  C20  C22   180.00   0.0  0
 1HV  CONST_52  H19  C10  C9   C11   180.00   0.0  0
 1HV  CONST_53  H18  C9   C10  C12   180.00   0.0  0
 1HV  CONST_54  H6   C17  C5   C13   180.00   0.0  0
 1HV  CONST_55  H3   C13  C16  C14   180.00   0.0  0
 1HV  CONST_56  H5   C16  C14  C15   180.00   0.0  0
 1HV  CONST_57  H4   C15  C14  C16   180.00   0.0  0
 1HV  CONST_58  H10  C22  C6   C18   180.00   0.0  0
 1HV  CONST_59  H7   C18  C21  C19   180.00   0.0  0
 1HV  CONST_60  H9   C21  C19  C20   180.00   0.0  0
 1HV  CONST_61  H8   C20  C19  C21   180.00   0.0  0
 1HV  CONST_62  H2   C12  C7   N3      0.00   0.0  0
 1HV  CONST_63  H1   C11  C8   C4      0.00   0.0  0
 1HV  CONST_64  C29  N24  C23  C14   180.00   0.0  0
 1HV  CONST_65  C32  N28  C26  C19   180.00   0.0  0
 1HV  CONST_66  H20  N24  C23  C14     0.00   0.0  0
 1HV  CONST_67  H21  N28  C26  C19     0.00   0.0  0
 1HV  CONST_68  O25  C23  N24  C29     0.00   0.0  0
 1HV  CONST_69  C32  N28  C26  O27     0.00   0.0  0
 1HV  Var_01    O25  C23  C14  C15   -23.95  30.0  2
 1HV  Var_02    N28  C26  C19  C20    25.08  30.0  2
 1HV  Var_03    C30  C29  N24  C23  -168.25  30.0  1
 1HV  Var_04    N1   C31  C30  C29   179.37  30.0  1
 1HV  Var_05    C31  C30  C29  N24   179.47  30.0  3
 1HV  Var_06    H24  C32  N28  C26    54.54  30.0  3
 1HV  Var_07    H15  N1   C31  C30    67.38  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
 1HV  plan-1  C13  0.020
 1HV  plan-1  C14  0.020
 1HV  plan-1  C15  0.020
 1HV  plan-1  C16  0.020
 1HV  plan-1  C17  0.020
 1HV  plan-1  C23  0.020
 1HV  plan-1  C4   0.020
 1HV  plan-1  C5   0.020
 1HV  plan-1  H3   0.020
 1HV  plan-1  H4   0.020
 1HV  plan-1  H5   0.020
 1HV  plan-1  H6   0.020
 1HV  plan-2  C18  0.020
 1HV  plan-2  C19  0.020
 1HV  plan-2  C20  0.020
 1HV  plan-2  C21  0.020
 1HV  plan-2  C22  0.020
 1HV  plan-2  C26  0.020
 1HV  plan-2  N3   0.020
 1HV  plan-2  C6   0.020
 1HV  plan-2  H7   0.020
 1HV  plan-2  H8   0.020
 1HV  plan-2  H9   0.020
 1HV  plan-2  H10  0.020
 1HV  plan-3  C11  0.020
 1HV  plan-3  C12  0.020
 1HV  plan-3  N2   0.020
 1HV  plan-3  N3   0.020
 1HV  plan-3  C4   0.020
 1HV  plan-3  C5   0.020
 1HV  plan-3  C6   0.020
 1HV  plan-3  C7   0.020
 1HV  plan-3  C8   0.020
 1HV  plan-3  C9   0.020
 1HV  plan-3  C10  0.020
 1HV  plan-3  H1   0.020
 1HV  plan-3  H2   0.020
 1HV  plan-3  H18  0.020
 1HV  plan-3  H19  0.020
 1HV  plan-4  C14  0.020
 1HV  plan-4  C23  0.020
 1HV  plan-4  C29  0.020
 1HV  plan-4  N24  0.020
 1HV  plan-4  O25  0.020
 1HV  plan-4  H20  0.020
 1HV  plan-5  C19  0.020
 1HV  plan-5  C26  0.020
 1HV  plan-5  O27  0.020
 1HV  plan-5  N28  0.020
 1HV  plan-5  C32  0.020
 1HV  plan-5  H21  0.020

