# electronic Ligand Builder and Optimisation Workbench (eLBOW)
#   - a module of PHENIX version dev-svn-
#   - file written: Wed Mar  9 17:11:39 2022
#   Inital geometry file: a 110 line input string
#   Ligand name: 1-methyl-N-[(3-endo)-9-methyl-9-azabicyclo[3.3.1]non-3-yl]-1H-indazole-3-carboxamide
#   Quantum optimisation: True
#   Method: PBEh-3c
#   Random seed: 3628800
#   SMILES string: CN1[C@@H]2CCC[C@H]1CC(C2)NC(=O)c3nn(C)c4ccccc34
#
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
 CWB  CWB  1-methyl-N-[(3-endo)-9-methyl-9-azabicyclo[3.3.1]non-3-yl]-1H-indazole-3-carboxamide  ligand  47  23  .  2022-03-15  2022-03-15
;
Directly from eLBOW using geometry from QM method PBEh-3c with CPCM solvent model
Validated by Mogul as PERFECT
;

data_comp_CWB
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
 CWB  O13   O  O     0  -0.493   0.6016  -2.4608  -0.1671
 CWB  C12   C  C     0   0.524   0.4100  -1.3141   0.2219
 CWB  C14   C  CR5   0   0.092   1.5013  -0.3179   0.2063
 CWB  C23   C  CR56  0  -0.080   2.8615  -0.5087  -0.1611
 CWB  C22   C  CR16  0  -0.335   3.6644  -1.5748  -0.5916
 CWB  C21   C  CR16  0  -0.264   4.9925  -1.3219  -0.8491
 CWB  C20   C  CR16  0  -0.264   5.5424  -0.0327  -0.6891
 CWB  C19   C  CR16  0  -0.304   4.7782   1.0313  -0.2681
 CWB  C18   C  CR56  0   0.453   3.4297   0.7674  -0.0070
 CWB  N16   N  NR5   0  -0.370   2.4321   1.5876   0.4156
 CWB  C17   C  CH3   0  -0.532   2.5291   2.9993   0.6950
 CWB  N15   N  N     0  -0.263   1.2881   0.9372   0.5390
 CWB  N11   N  NH1   0  -0.664  -0.7616  -0.8586   0.6840
 CWB  C09   C  CH1   0  -0.089  -1.9924  -1.6330   0.6737
 CWB  C10   C  CH2   0  -0.431  -2.6221  -1.7325  -0.7169
 CWB  C03   C  CH1   0  -0.102  -3.3475  -0.4577  -1.1485
 CWB  C08   C  CH2   0  -0.455  -3.0100  -1.0411   1.6456
 CWB  C07   C  CH1   0  -0.091  -3.7475   0.1932   1.1159
 CWB  N02   N  NT    0  -0.406  -4.3646  -0.1475  -0.1547
 CWB  C01   C  CH3   0  -0.523  -5.3593   0.8025  -0.5969
 CWB  C06   C  CH2   0  -0.505  -2.8777   1.4711   1.0394
 CWB  C05   C  CH2   0  -0.468  -2.3688   1.8347  -0.3723
 CWB  C04   C  CH2   0  -0.463  -2.3880   0.7240  -1.4417
 CWB  H11   H  HNH1  0   0.420  -0.7919   0.1070   0.9668
 CWB  H22   H  HCR6  0   0.256   3.2526  -2.5657  -0.7183
 CWB  H21   H  HCR6  0   0.259   5.6346  -2.1269  -1.1818
 CWB  H20   H  HCR6  0   0.264   6.5919   0.1213  -0.9030
 CWB  H19   H  HCR6  0   0.278   5.2017   2.0196  -0.1464
 CWB  H171  H  HCH3  0   0.262   2.8247   3.5474  -0.1987
 CWB  H172  H  HCH3  0   0.276   1.5562   3.3510   1.0228
 CWB  H173  H  HCH3  0   0.262   3.2592   3.1838   1.4817
 CWB  H09   H  HCH1  0   0.252  -1.7392  -2.6402   1.0121
 CWB  H101  H  HCH2  0   0.239  -1.8675  -2.0047  -1.4575
 CWB  H102  H  HCH2  0   0.231  -3.3501  -2.5482  -0.6932
 CWB  H081  H  HCH2  0   0.243  -3.7586  -1.8134   1.8362
 CWB  H082  H  HCH2  0   0.242  -2.5380  -0.8149   2.6052
 CWB  H03   H  HCH1  0   0.237  -3.8738  -0.7028  -2.0754
 CWB  H041  H  HCH2  0   0.229  -1.3801   0.3389  -1.6025
 CWB  H042  H  HCH2  0   0.236  -2.6740   1.1799  -2.3912
 CWB  H07   H  HCH1  0   0.241  -4.5560   0.3845   1.8275
 CWB  H061  H  HCH2  0   0.250  -3.4624   2.3133   1.4129
 CWB  H062  H  HCH2  0   0.226  -2.0475   1.3930   1.7473
 CWB  H011  H  HCH3  0   0.229  -5.8251   0.4430  -1.5166
 CWB  H012  H  HCH3  0   0.229  -6.1443   0.8877   0.1574
 CWB  H013  H  HCH3  0   0.199  -4.9865   1.8169  -0.7936
 CWB  H051  H  HCH2  0   0.233  -2.9731   2.6655  -0.7390
 CWB  H052  H  HCH2  0   0.241  -1.3556   2.2343  -0.2953

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
 CWB  O13  C12   double    1.226  0.020  1.226
 CWB  C12  C14   single    1.478  0.020  1.478
 CWB  C12  N11   single    1.339  0.020  1.339
 CWB  C14  C23   aromatic  1.422  0.020  1.422
 CWB  C14  N15   aromatic  1.316  0.020  1.316
 CWB  C23  C22   aromatic  1.402  0.020  1.402
 CWB  C23  C18   aromatic  1.405  0.020  1.405
 CWB  C22  C21   aromatic  1.376  0.020  1.376
 CWB  C21  C20   aromatic  1.411  0.020  1.411
 CWB  C20  C19   aromatic  1.376  0.020  1.376
 CWB  C19  C18   aromatic  1.399  0.020  1.399
 CWB  C18  N16   aromatic  1.359  0.020  1.359
 CWB  N16  C17   single    1.442  0.020  1.442
 CWB  N16  N15   aromatic  1.322  0.020  1.322
 CWB  N11  C09   single    1.454  0.020  1.454
 CWB  C09  C10   single    1.530  0.020  1.530
 CWB  C09  C08   single    1.527  0.020  1.527
 CWB  C10  C03   single    1.529  0.020  1.529
 CWB  C03  N02   single    1.455  0.020  1.455
 CWB  C03  C04   single    1.550  0.020  1.550
 CWB  C08  C07   single    1.532  0.020  1.532
 CWB  C07  N02   single    1.453  0.020  1.453
 CWB  C07  C06   single    1.548  0.020  1.548
 CWB  N02  C01   single    1.445  0.020  1.445
 CWB  C06  C05   single    1.544  0.020  1.544
 CWB  C05  C04   single    1.542  0.020  1.542
 CWB  N11  H11   single    0.860  0.020  1.020
 CWB  C22  H22   single    0.930  0.020  1.080
 CWB  C21  H21   single    0.930  0.020  1.080
 CWB  C20  H20   single    0.930  0.020  1.080
 CWB  C19  H19   single    0.930  0.020  1.080
 CWB  C17  H171  single    0.970  0.020  1.090
 CWB  C17  H172  single    0.970  0.020  1.090
 CWB  C17  H173  single    0.970  0.020  1.090
 CWB  C09  H09   single    0.970  0.020  1.090
 CWB  C10  H101  single    0.970  0.020  1.090
 CWB  C10  H102  single    0.970  0.020  1.090
 CWB  C08  H081  single    0.970  0.020  1.090
 CWB  C08  H082  single    0.970  0.020  1.090
 CWB  C03  H03   single    0.970  0.020  1.090
 CWB  C04  H041  single    0.970  0.020  1.090
 CWB  C04  H042  single    0.970  0.020  1.090
 CWB  C07  H07   single    0.970  0.020  1.090
 CWB  C06  H061  single    0.970  0.020  1.090
 CWB  C06  H062  single    0.970  0.020  1.090
 CWB  C01  H011  single    0.970  0.020  1.090
 CWB  C01  H012  single    0.970  0.020  1.090
 CWB  C01  H013  single    0.970  0.020  1.090
 CWB  C05  H051  single    0.970  0.020  1.090
 CWB  C05  H052  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
 CWB  N11   C12  C14   114.86  3.000
 CWB  N11   C12  O13   124.36  3.000
 CWB  C14   C12  O13   120.78  3.000
 CWB  N15   C14  C23   110.39  3.000
 CWB  N15   C14  C12   121.38  3.000
 CWB  C23   C14  C12   128.23  3.000
 CWB  C18   C23  C22   119.50  3.000
 CWB  C18   C23  C14   103.69  3.000
 CWB  C22   C23  C14   136.81  3.000
 CWB  H22   C22  C21   120.95  3.000
 CWB  H22   C22  C23   121.00  3.000
 CWB  C21   C22  C23   118.05  3.000
 CWB  H21   C21  C20   118.91  3.000
 CWB  H21   C21  C22   119.57  3.000
 CWB  C20   C21  C22   121.53  3.000
 CWB  H20   C20  C19   119.29  3.000
 CWB  H20   C20  C21   119.06  3.000
 CWB  C19   C20  C21   121.66  3.000
 CWB  H19   C19  C18   121.92  3.000
 CWB  H19   C19  C20   121.55  3.000
 CWB  C18   C19  C20   116.53  3.000
 CWB  N16   C18  C19   130.69  3.000
 CWB  N16   C18  C23   106.58  3.000
 CWB  C19   C18  C23   122.73  3.000
 CWB  N15   N16  C17   121.45  3.000
 CWB  N15   N16  C18   111.56  3.000
 CWB  C17   N16  C18   126.99  3.000
 CWB  H173  C17  H172  109.14  3.000
 CWB  H173  C17  H171  108.99  3.000
 CWB  H172  C17  H171  109.15  3.000
 CWB  H173  C17  N16   110.54  3.000
 CWB  H172  C17  N16   108.39  3.000
 CWB  H171  C17  N16   110.60  3.000
 CWB  N16   N15  C14   107.79  3.000
 CWB  H11   N11  C09   119.17  3.000
 CWB  H11   N11  C12   116.71  3.000
 CWB  C09   N11  C12   123.84  3.000
 CWB  H09   C09  C08   108.35  3.000
 CWB  H09   C09  C10   108.48  3.000
 CWB  C08   C09  C10   109.24  3.000
 CWB  H09   C09  N11   107.02  3.000
 CWB  C08   C09  N11   110.68  3.000
 CWB  C10   C09  N11   112.93  3.000
 CWB  H102  C10  H101  106.79  3.000
 CWB  H102  C10  C03   108.19  3.000
 CWB  H101  C10  C03   110.14  3.000
 CWB  H102  C10  C09   107.63  3.000
 CWB  H101  C10  C09   110.38  3.000
 CWB  C03   C10  C09   113.43  3.000
 CWB  H03   C03  C04   107.96  3.000
 CWB  H03   C03  N02   106.87  3.000
 CWB  C04   C03  N02   113.53  3.000
 CWB  H03   C03  C10   106.30  3.000
 CWB  C04   C03  C10   113.29  3.000
 CWB  N02   C03  C10   108.45  3.000
 CWB  H082  C08  H081  106.80  3.000
 CWB  H082  C08  C07   110.15  3.000
 CWB  H081  C08  C07   107.45  3.000
 CWB  H082  C08  C09   110.57  3.000
 CWB  H081  C08  C09   107.09  3.000
 CWB  C07   C08  C09   114.40  3.000
 CWB  H07   C07  C06   107.65  3.000
 CWB  H07   C07  N02   107.22  3.000
 CWB  C06   C07  N02   112.89  3.000
 CWB  H07   C07  C08   105.77  3.000
 CWB  C06   C07  C08   114.31  3.000
 CWB  N02   C07  C08   108.53  3.000
 CWB  C01   N02  C07   113.94  3.000
 CWB  C01   N02  C03   114.35  3.000
 CWB  C07   N02  C03   110.51  3.000
 CWB  H013  C01  H012  107.19  3.000
 CWB  H013  C01  H011  107.34  3.000
 CWB  H012  C01  H011  107.51  3.000
 CWB  H013  C01  N02   115.36  3.000
 CWB  H012  C01  N02   109.56  3.000
 CWB  H011  C01  N02   109.58  3.000
 CWB  H062  C06  H061  103.90  3.000
 CWB  H062  C06  C05   111.00  3.000
 CWB  H061  C06  C05   107.92  3.000
 CWB  H062  C06  C07   109.61  3.000
 CWB  H061  C06  C07   108.62  3.000
 CWB  C05   C06  C07   115.14  3.000
 CWB  H052  C05  H051  105.01  3.000
 CWB  H052  C05  C04   108.91  3.000
 CWB  H051  C05  C04   107.97  3.000
 CWB  H052  C05  C06   109.13  3.000
 CWB  H051  C05  C06   107.71  3.000
 CWB  C04   C05  C06   117.41  3.000
 CWB  H042  C04  H041  105.15  3.000
 CWB  H042  C04  C05   107.80  3.000
 CWB  H041  C04  C05   110.18  3.000
 CWB  H042  C04  C03   108.71  3.000
 CWB  H041  C04  C03   109.31  3.000
 CWB  C05   C04  C03   115.19  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
 CWB  CONST_01  C21   C22  C23  C14  180.00   0.0  0
 CWB  CONST_02  C19   C18  C23  C14  180.00   0.0  0
 CWB  CONST_03  N16   C18  C23  C14    0.00   0.0  0
 CWB  CONST_04  C18   N16  N15  C14    0.00   0.0  0
 CWB  CONST_05  N16   N15  C14  C23    0.00   0.0  0
 CWB  CONST_06  C20   C21  C22  C23    0.00   0.0  0
 CWB  CONST_07  C20   C19  C18  C23    0.00   0.0  0
 CWB  CONST_08  N15   N16  C18  C23    0.00   0.0  0
 CWB  CONST_09  N15   C14  C23  C22  180.00   0.0  0
 CWB  CONST_10  C19   C18  C23  C22    0.00   0.0  0
 CWB  CONST_11  N16   C18  C23  C22  180.00   0.0  0
 CWB  CONST_12  C19   C20  C21  C22    0.00   0.0  0
 CWB  CONST_13  C18   C23  C22  C21    0.00   0.0  0
 CWB  CONST_14  C18   C19  C20  C21    0.00   0.0  0
 CWB  CONST_15  N16   C18  C19  C20  180.00   0.0  0
 CWB  CONST_16  N15   N16  C18  C19  180.00   0.0  0
 CWB  CONST_17  N15   C14  C23  C18    0.00   0.0  0
 CWB  CONST_18  C22   C23  C14  C12    0.00   0.0  0
 CWB  CONST_19  C18   C23  C14  C12  180.00   0.0  0
 CWB  CONST_20  N16   N15  C14  C12  180.00   0.0  0
 CWB  CONST_21  C17   N16  N15  C14  180.00   0.0  0
 CWB  CONST_22  C17   N16  C18  C23  180.00   0.0  0
 CWB  CONST_23  C17   N16  C18  C19    0.00   0.0  0
 CWB  CONST_24  H22   C22  C23  C14    0.00   0.0  0
 CWB  CONST_25  H21   C21  C22  C23  180.00   0.0  0
 CWB  CONST_26  H19   C19  C18  C23  180.00   0.0  0
 CWB  CONST_27  H20   C20  C21  C22  180.00   0.0  0
 CWB  CONST_28  C09   N11  C12  C14  180.00   0.0  0
 CWB  CONST_29  C09   N11  C12  O13    0.00   0.0  0
 CWB  CONST_30  H11   N11  C12  C14    0.00   0.0  0
 CWB  Var_01    C06   C05  C04  C03   20.51  30.0  3
 CWB  Var_02    C04   C05  C06  C07  -18.29  30.0  3
 CWB  Var_03    C23   C14  C12  O13   -3.36  30.0  2
 CWB  Var_04    H171  C17  N16  C18   61.01  30.0  2
 CWB  Var_05    H011  C01  N02  C03   55.57  30.0  3

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
 CWB  chir_01  C09  N11  C10  C08  positiv
 CWB  chir_02  C03  N02  C10  C04  positiv
 CWB  chir_03  C07  N02  C08  C06  negativ

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
 CWB  plan-1  C12  0.020
 CWB  plan-1  C14  0.020
 CWB  plan-1  C23  0.020
 CWB  plan-1  C22  0.020
 CWB  plan-1  C21  0.020
 CWB  plan-1  C20  0.020
 CWB  plan-1  C19  0.020
 CWB  plan-1  C18  0.020
 CWB  plan-1  N16  0.020
 CWB  plan-1  C17  0.020
 CWB  plan-1  N15  0.020
 CWB  plan-1  H22  0.020
 CWB  plan-1  H21  0.020
 CWB  plan-1  H20  0.020
 CWB  plan-1  H19  0.020
 CWB  plan-2  O13  0.020
 CWB  plan-2  C12  0.020
 CWB  plan-2  C14  0.020
 CWB  plan-2  N11  0.020
 CWB  plan-2  C09  0.020
 CWB  plan-2  H11  0.020

