# electronic Ligand Builder and Optimisation Workbench (eLBOW)
#   - a module of PHENIX version dev-svn-
#   - file written: Fri May  1 06:40:37 2020
#   Inital geometry file: a 139 line input string
#   Ligand name: 6-{[3-(4-bromophenyl)-1-methyl-1H-indazol-6-yl]oxy}-N-methyl-N-prop-2-en-1-ylhexan-1-amine
#   Quantum optimisation: True
#   Method: PBEh-3c
#   Random seed: 3628800
#   SMILES string: CN(CCCCCCOc1ccc2c(c1)n(C)nc2c3ccc(Br)cc3)CC=C
#
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
 R03  R03  6-{[3-(4-bromophenyl)-1-methyl-1H-indazol-6-yl]oxy}-N-methyl-N-prop-2-en-1-ylhexan-1-amine  ligand  59  29  .  2021-08-23  2021-08-23  
;
Directly from eLBOW using geometry from QM method PBEh-3c with CPCM solvent model
Validated by Mogul as PERFECT
;

data_comp_R03
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
 R03  C3A   C   C2     0  -0.525   1.6079  -1.4498  -12.8952
 R03  C2A   C   C1     0  -0.181   1.6490  -0.2964  -12.2389
 R03  C1A   C   CH2    0  -0.325   0.6762   0.0858  -11.1632
 R03  N1    N   NT    -1  -0.414   1.2904   0.2206   -9.8473
 R03  C1B   C   CH2    0  -0.251   0.2650   0.3104   -8.8206
 R03  C2B   C   CH2    0  -0.445   0.7967   0.1905   -7.3988
 R03  C3B   C   CH2    0  -0.413  -0.3358   0.1540   -6.3813
 R03  C4B   C   CH2    0  -0.424   0.1484   0.0796   -4.9384
 R03  C5B   C   CH2    0  -0.455  -1.0095   0.0171   -3.9511
 R03  C6B   C   CH2    0  -0.173  -0.5413  -0.0228   -2.5118
 R03  O     O   O2     0  -0.479  -1.6965  -0.1137   -1.6891
 R03  C6C   C   CR6    0   0.400  -1.5777  -0.1114   -0.3497
 R03  C7C   C   CR16   0  -0.441  -2.7652  -0.1225    0.3613
 R03  C7P   C   CR56   0   0.483  -2.6725  -0.1187    1.7523
 R03  N1C   N   NR5    0  -0.394  -3.6384  -0.0872    2.7018
 R03  N2C   N   N      0  -0.272  -3.1200  -0.0908    3.9320
 R03  C3C   C   CR5    0   0.230  -1.8121  -0.1086    3.8169
 R03  C3P   C   CR56   0  -0.135  -1.4439  -0.1239    2.4366
 R03  C4C   C   CR16   0  -0.325  -0.2603  -0.0993    1.6917
 R03  C5C   C   CR16   0  -0.389  -0.3289  -0.0951    0.3165
 R03  C1D   C   CR6    0   0.075  -0.9618  -0.0838    5.0063
 R03  C6D   C   CR16   0  -0.286  -1.4115   0.5192    6.1827
 R03  C5D   C   CR16   0  -0.214  -0.6235   0.5450    7.3209
 R03  C4D   C   CR6    0  -0.124   0.6357  -0.0384    7.2871
 R03  C3D   C   CR16   0  -0.209   1.1064  -0.6483    6.1348
 R03  C2D   C   CR16   0  -0.326   0.3042  -0.6689    5.0038
 R03  BR27  BR  BR     0  -0.045   1.7210  -0.0006    8.8312
 R03  C1E   C   CH3    0  -0.523  -5.0630  -0.1699    2.5099
 R03  C1F   C   CH3    0  -0.537   2.2025   1.3451   -9.7960
 R03  H3A1  H   H      0   0.238   2.3169  -1.6821  -13.6795
 R03  H3A2  H   H      0   0.235   0.8614  -2.2044  -12.6749
 R03  H2A   H   H      0   0.248   2.4121   0.4289  -12.5046
 R03  H1A1  H   HCH2   0   0.239  -0.0933  -0.6873  -11.0988
 R03  H1A2  H   HCH2   0   0.200   0.1621   1.0170  -11.4618
 R03  H1B1  H   HCH2   0   0.183  -0.3185   1.2453   -8.9100
 R03  H1B2  H   HCH2   0   0.224  -0.4439  -0.5065   -8.9860
 R03  H2B1  H   HCH2   0   0.216   1.4012  -0.7183   -7.3189
 R03  H2B2  H   HCH2   0   0.220   1.4607   1.0267   -7.1628
 R03  H3B1  H   HCH2   0   0.214  -0.9642   1.0433   -6.5017
 R03  H3B2  H   HCH2   0   0.214  -0.9853  -0.7036   -6.5867
 R03  H4B1  H   HCH2   0   0.218   0.7904  -0.7985   -4.8133
 R03  H4B2  H   HCH2   0   0.217   0.7765   0.9502   -4.7227
 R03  H5B1  H   HCH2   0   0.229  -1.6602   0.8851   -4.0931
 R03  H5B2  H   HCH2   0   0.229  -1.6161  -0.8700   -4.1557
 R03  H6B1  H   HCH2   0   0.222   0.1171  -0.8837   -2.3468
 R03  H6B2  H   HCH2   0   0.222   0.0291   0.8812   -2.2700
 R03  H7C   H   HCR6   0   0.276  -3.7161  -0.1260   -0.1562
 R03  H4C   H   HCR6   0   0.259   0.7087  -0.0763    2.1721
 R03  H5C   H   HCR6   0   0.280   0.5918  -0.0788   -0.2498
 R03  H6D   H   HCR6   0   0.263  -2.3868   0.9872    6.2084
 R03  H5D   H   HCR6   0   0.281  -0.9930   1.0246    8.2172
 R03  H3D   H   HCR6   0   0.282   2.0816  -1.1155    6.1071
 R03  H2D   H   HCR6   0   0.264   0.6736  -1.1745    4.1216
 R03  H1E1  H   HCH3   0   0.255  -5.4059  -1.2051    2.5019
 R03  H1E2  H   HCH3   0   0.267  -5.5631   0.3650    3.3127
 R03  H1E3  H   HCH3   0   0.258  -5.3311   0.2957    1.5645
 R03  H1F1  H   HCH3   0   0.239   2.9661   1.2578  -10.5675
 R03  H1F2  H   HCH3   0   0.190   1.6960   2.3146   -9.9307
 R03  H1F3  H   HCH3   0   0.240   2.7250   1.3740   -8.8405

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
 R03  C3A  C2A   double    1.328  0.020  1.328
 R03  C3A  H3A1  single    0.930  0.020  1.080
 R03  C3A  H3A2  single    0.930  0.020  1.080
 R03  C2A  C1A   single    1.500  0.020  1.500
 R03  C2A  H2A   single    0.930  0.020  1.080
 R03  C1A  N1    single    1.458  0.020  1.458
 R03  C1A  H1A1  single    0.970  0.020  1.090
 R03  C1A  H1A2  single    0.970  0.020  1.090
 R03  N1   C1B   single    1.454  0.020  1.454
 R03  N1   C1F   single    1.449  0.020  1.449
 R03  C1B  C2B   single    1.523  0.020  1.523
 R03  C1B  H1B1  single    0.970  0.020  1.090
 R03  C1B  H1B2  single    0.970  0.020  1.090
 R03  C2B  C3B   single    1.523  0.020  1.523
 R03  C2B  H2B1  single    0.970  0.020  1.090
 R03  C2B  H2B2  single    0.970  0.020  1.090
 R03  C3B  C4B   single    1.524  0.020  1.524
 R03  C3B  H3B1  single    0.970  0.020  1.090
 R03  C3B  H3B2  single    0.970  0.020  1.090
 R03  C4B  C5B   single    1.523  0.020  1.523
 R03  C4B  H4B1  single    0.970  0.020  1.090
 R03  C4B  H4B2  single    0.970  0.020  1.090
 R03  C5B  C6B   single    1.514  0.020  1.514
 R03  C5B  H5B1  single    0.970  0.020  1.090
 R03  C5B  H5B2  single    0.970  0.020  1.090
 R03  C6B  O     single    1.421  0.020  1.421
 R03  C6B  H6B1  single    0.970  0.020  1.090
 R03  C6B  H6B2  single    0.970  0.020  1.090
 R03  O    C6C   single    1.345  0.020  1.345
 R03  C6C  C7C   aromatic  1.384  0.020  1.384
 R03  C6C  C5C   aromatic  1.415  0.020  1.415
 R03  C7C  C7P   aromatic  1.394  0.020  1.394
 R03  C7C  H7C   single    0.930  0.020  1.080
 R03  C7P  N1C   aromatic  1.355  0.020  1.355
 R03  C7P  C3P   aromatic  1.406  0.020  1.406
 R03  N1C  N2C   aromatic  1.335  0.020  1.335
 R03  N1C  C1E   single    1.440  0.020  1.440
 R03  N2C  C3C   aromatic  1.313  0.020  1.313
 R03  C3C  C3P   aromatic  1.429  0.020  1.429
 R03  C3C  C1D   single    1.462  0.020  1.462
 R03  C3P  C4C   aromatic  1.399  0.020  1.399
 R03  C4C  C5C   aromatic  1.377  0.020  1.377
 R03  C4C  H4C   single    0.930  0.020  1.080
 R03  C5C  H5C   single    0.930  0.020  1.080
 R03  C1D  C6D   aromatic  1.396  0.020  1.396
 R03  C1D  C2D   aromatic  1.395  0.020  1.395
 R03  C6D  C5D   aromatic  1.385  0.020  1.385
 R03  C6D  H6D   single    0.930  0.020  1.080
 R03  C5D  C4D   aromatic  1.388  0.020  1.388
 R03  C5D  H5D   single    0.930  0.020  1.080
 R03  C4D  C3D   aromatic  1.386  0.020  1.386
 R03  C4D  BR27  single    1.888  0.020  1.888
 R03  C3D  C2D   aromatic  1.387  0.020  1.387
 R03  C3D  H3D   single    0.930  0.020  1.080
 R03  C2D  H2D   single    0.930  0.020  1.080
 R03  C1E  H1E1  single    0.970  0.020  1.090
 R03  C1E  H1E2  single    0.970  0.020  1.090
 R03  C1E  H1E3  single    0.970  0.020  1.090
 R03  C1F  H1F1  single    0.970  0.020  1.090
 R03  C1F  H1F2  single    0.970  0.020  1.090
 R03  C1F  H1F3  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
 R03  H3A2  C3A  H3A1  116.68  3.000
 R03  H3A2  C3A  C2A   121.70  3.000
 R03  H3A1  C3A  C2A   121.62  3.000
 R03  H2A   C2A  C1A   117.46  3.000
 R03  H2A   C2A  C3A   118.75  3.000
 R03  C1A   C2A  C3A   123.77  3.000
 R03  H1A2  C1A  H1A1  106.53  3.000
 R03  H1A2  C1A  N1    111.21  3.000
 R03  H1A1  C1A  N1    107.99  3.000
 R03  H1A2  C1A  C2A   108.83  3.000
 R03  H1A1  C1A  C2A   108.59  3.000
 R03  N1    C1A  C2A   113.42  3.000
 R03  C1F   N1   C1B   111.78  3.000
 R03  C1F   N1   C1A   111.64  3.000
 R03  C1B   N1   C1A   110.24  3.000
 R03  H1B2  C1B  H1B1  106.09  3.000
 R03  H1B2  C1B  C2B   107.98  3.000
 R03  H1B1  C1B  C2B   109.04  3.000
 R03  H1B2  C1B  N1    107.70  3.000
 R03  H1B1  C1B  N1    111.56  3.000
 R03  C2B   C1B  N1    114.10  3.000
 R03  H2B2  C2B  H2B1  106.49  3.000
 R03  H2B2  C2B  C3B   109.01  3.000
 R03  H2B1  C2B  C3B   110.00  3.000
 R03  H2B2  C2B  C1B   110.69  3.000
 R03  H2B1  C2B  C1B   109.05  3.000
 R03  C3B   C2B  C1B   111.47  3.000
 R03  H3B2  C3B  H3B1  105.96  3.000
 R03  H3B2  C3B  C4B   109.13  3.000
 R03  H3B1  C3B  C4B   109.03  3.000
 R03  H3B2  C3B  C2B   109.54  3.000
 R03  H3B1  C3B  C2B   109.49  3.000
 R03  C4B   C3B  C2B   113.42  3.000
 R03  H4B2  C4B  H4B1  106.19  3.000
 R03  H4B2  C4B  C5B   109.94  3.000
 R03  H4B1  C4B  C5B   109.80  3.000
 R03  H4B2  C4B  C3B   109.27  3.000
 R03  H4B1  C4B  C3B   109.49  3.000
 R03  C5B   C4B  C3B   111.98  3.000
 R03  H5B2  C5B  H5B1  106.82  3.000
 R03  H5B2  C5B  C6B   109.14  3.000
 R03  H5B1  C5B  C6B   109.16  3.000
 R03  H5B2  C5B  C4B   109.49  3.000
 R03  H5B1  C5B  C4B   109.60  3.000
 R03  C6B   C5B  C4B   112.47  3.000
 R03  H6B2  C6B  H6B1  107.58  3.000
 R03  H6B2  C6B  O     110.37  3.000
 R03  H6B1  C6B  O     110.54  3.000
 R03  H6B2  C6B  C5B   110.42  3.000
 R03  H6B1  C6B  C5B   110.45  3.000
 R03  O     C6B  C5B   107.49  3.000
 R03  C6C   O    C6B   120.31  3.000
 R03  C5C   C6C  C7C   121.02  3.000
 R03  C5C   C6C  O     123.15  3.000
 R03  C7C   C6C  O     115.84  3.000
 R03  H7C   C7C  C7P   122.37  3.000
 R03  H7C   C7C  C6C   120.54  3.000
 R03  C7P   C7C  C6C   117.09  3.000
 R03  C3P   C7P  N1C   106.38  3.000
 R03  C3P   C7P  C7C   122.93  3.000
 R03  N1C   C7P  C7C   130.69  3.000
 R03  C1E   N1C  N2C   120.45  3.000
 R03  C1E   N1C  C7P   127.64  3.000
 R03  N2C   N1C  C7P   111.65  3.000
 R03  C3C   N2C  N1C   107.82  3.000
 R03  C1D   C3C  C3P   129.51  3.000
 R03  C1D   C3C  N2C   120.51  3.000
 R03  C3P   C3C  N2C   109.97  3.000
 R03  C4C   C3P  C3C   137.09  3.000
 R03  C4C   C3P  C7P   118.69  3.000
 R03  C3C   C3P  C7P   104.18  3.000
 R03  H4C   C4C  C5C   119.21  3.000
 R03  H4C   C4C  C3P   121.46  3.000
 R03  C5C   C4C  C3P   119.33  3.000
 R03  H5C   C5C  C4C   118.75  3.000
 R03  H5C   C5C  C6C   120.33  3.000
 R03  C4C   C5C  C6C   120.93  3.000
 R03  C2D   C1D  C6D   118.36  3.000
 R03  C2D   C1D  C3C   121.28  3.000
 R03  C6D   C1D  C3C   120.35  3.000
 R03  H6D   C6D  C5D   119.04  3.000
 R03  H6D   C6D  C1D   119.81  3.000
 R03  C5D   C6D  C1D   121.15  3.000
 R03  H5D   C5D  C4D   121.09  3.000
 R03  H5D   C5D  C6D   119.67  3.000
 R03  C4D   C5D  C6D   119.24  3.000
 R03  BR27  C4D  C3D   119.57  3.000
 R03  BR27  C4D  C5D   119.55  3.000
 R03  C3D   C4D  C5D   120.88  3.000
 R03  H3D   C3D  C2D   119.62  3.000
 R03  H3D   C3D  C4D   121.16  3.000
 R03  C2D   C3D  C4D   119.21  3.000
 R03  H2D   C2D  C3D   118.32  3.000
 R03  H2D   C2D  C1D   120.50  3.000
 R03  C3D   C2D  C1D   121.16  3.000
 R03  H1E3  C1E  H1E2  108.55  3.000
 R03  H1E3  C1E  H1E1  108.82  3.000
 R03  H1E2  C1E  H1E1  109.15  3.000
 R03  H1E3  C1E  N1C   109.58  3.000
 R03  H1E2  C1E  N1C   109.19  3.000
 R03  H1E1  C1E  N1C   111.50  3.000
 R03  H1F3  C1F  H1F2  107.71  3.000
 R03  H1F3  C1F  H1F1  106.69  3.000
 R03  H1F2  C1F  H1F1  107.83  3.000
 R03  H1F3  C1F  N1    110.71  3.000
 R03  H1F2  C1F  N1    112.91  3.000
 R03  H1F1  C1F  N1    110.74  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
 R03  CONST_01  N1C   C7P  C7C  C6C   180.00   0.0  0
 R03  CONST_02  C3P   C7P  C7C  C6C     0.00   0.0  0
 R03  CONST_03  C3P   C4C  C5C  C6C     0.00   0.0  0
 R03  CONST_04  C4C   C5C  C6C  C7C     0.00   0.0  0
 R03  CONST_05  N2C   N1C  C7P  C7C   180.00   0.0  0
 R03  CONST_06  C3C   C3P  C7P  C7C   180.00   0.0  0
 R03  CONST_07  C4C   C3P  C7P  C7C     0.00   0.0  0
 R03  CONST_08  C5C   C6C  C7C  C7P     0.00   0.0  0
 R03  CONST_09  C3C   N2C  N1C  C7P     0.00   0.0  0
 R03  CONST_10  N2C   C3C  C3P  C7P     0.00   0.0  0
 R03  CONST_11  C1D   C3C  C3P  C7P   180.00   0.0  0
 R03  CONST_12  C5C   C4C  C3P  C7P     0.00   0.0  0
 R03  CONST_13  C3C   C3P  C7P  N1C     0.00   0.0  0
 R03  CONST_14  C4C   C3P  C7P  N1C   180.00   0.0  0
 R03  CONST_15  C3P   C3C  N2C  N1C     0.00   0.0  0
 R03  CONST_16  C1D   C3C  N2C  N1C   180.00   0.0  0
 R03  CONST_17  C3P   C7P  N1C  N2C     0.00   0.0  0
 R03  CONST_18  C4C   C3P  C3C  N2C   180.00   0.0  0
 R03  CONST_21  C5C   C4C  C3P  C3C   180.00   0.0  0
 R03  CONST_22  C5D   C6D  C1D  C3C   180.00   0.0  0
 R03  CONST_23  C3D   C2D  C1D  C3C   180.00   0.0  0
 R03  CONST_26  C1D   C3C  C3P  C4C     0.00   0.0  0
 R03  CONST_27  C4D   C5D  C6D  C1D     0.00   0.0  0
 R03  CONST_28  C4D   C3D  C2D  C1D     0.00   0.0  0
 R03  CONST_29  C3D   C2D  C1D  C6D     0.00   0.0  0
 R03  CONST_30  C3D   C4D  C5D  C6D     0.00   0.0  0
 R03  CONST_31  C2D   C1D  C6D  C5D     0.00   0.0  0
 R03  CONST_32  C2D   C3D  C4D  C5D     0.00   0.0  0
 R03  CONST_33  C7P   C7C  C6C  O     180.00   0.0  0
 R03  CONST_34  C4C   C5C  C6C  O     180.00   0.0  0
 R03  CONST_35  C1E   N1C  C7P  C7C     0.00   0.0  0
 R03  CONST_36  C1E   N1C  N2C  C3C   180.00   0.0  0
 R03  CONST_37  C1E   N1C  C7P  C3P   180.00   0.0  0
 R03  CONST_38  BR27  C4D  C5D  C6D   180.00   0.0  0
 R03  CONST_39  BR27  C4D  C3D  C2D   180.00   0.0  0
 R03  CONST_40  H4C   C4C  C5C  C6C   180.00   0.0  0
 R03  CONST_41  H5C   C5C  C6C  C7C   180.00   0.0  0
 R03  CONST_42  H7C   C7C  C7P  N1C     0.00   0.0  0
 R03  CONST_43  H6D   C6D  C1D  C3C     0.00   0.0  0
 R03  CONST_44  H2D   C2D  C1D  C3C     0.00   0.0  0
 R03  CONST_45  H5D   C5D  C6D  C1D   180.00   0.0  0
 R03  CONST_46  H3D   C3D  C2D  C1D   180.00   0.0  0
 R03  Var_01    C7C   C6C  O    C6B   176.25  30.0  2
 R03  Var_02    H1E1  C1E  N1C  C7P    87.91  30.0  2
 R03  Var_03    H6B1  C6B  O    C6C    62.06  30.0  1
 R03  Var_04    N1    C1A  C2A  C3A   114.67  30.0  3
 R03  Var_05    C3B   C2B  C1B  N1   -174.37  30.0  3
 R03  Var_06    C4B   C3B  C2B  C1B  -178.14  30.0  3
 R03  Var_07    C5B   C4B  C3B  C2B  -178.88  30.0  3
 R03  Var_08    C6B   C5B  C4B  C3B  -178.59  30.0  3
 R03  Var_09    O     C6B  C5B  C4B  -178.55  30.0  3
 R03  Var_10    H3A1  C3A  C2A  C1A   178.80   0.0  2

loop_
_chem_comp_chir.comp_id
_chem_comp_chir.id
_chem_comp_chir.atom_id_centre
_chem_comp_chir.atom_id_1
_chem_comp_chir.atom_id_2
_chem_comp_chir.atom_id_3
_chem_comp_chir.volume_sign
 R03  chir_01  N1  C1A  C1B  C1F  positiv

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
 R03  plan-1  C3C   0.020
 R03  plan-1  C1D   0.020
 R03  plan-1  C6D   0.020
 R03  plan-1  C5D   0.020
 R03  plan-1  C4D   0.020
 R03  plan-1  C3D   0.020
 R03  plan-1  C2D   0.020
 R03  plan-1  BR27  0.020
 R03  plan-1  H6D   0.020
 R03  plan-1  H5D   0.020
 R03  plan-1  H3D   0.020
 R03  plan-1  H2D   0.020
 R03  plan-2  O     0.020
 R03  plan-2  C6C   0.020
 R03  plan-2  C7C   0.020
 R03  plan-2  C7P   0.020
 R03  plan-2  N1C   0.020
 R03  plan-2  N2C   0.020
 R03  plan-2  C3C   0.020
 R03  plan-2  C3P   0.020
 R03  plan-2  C4C   0.020
 R03  plan-2  C5C   0.020
 R03  plan-2  C1D   0.020
 R03  plan-2  C1E   0.020
 R03  plan-2  H7C   0.020
 R03  plan-2  H4C   0.020
 R03  plan-2  H5C   0.020
 R03  plan-3  C3A   0.020
 R03  plan-3  C2A   0.020
 R03  plan-3  C1A   0.020
 R03  plan-3  H3A1  0.020
 R03  plan-3  H3A2  0.020
 R03  plan-3  H2A   0.020

