# electronic Ligand Builder and Optimisation Workbench (eLBOW)
#   - a module of PHENIX version dev-svn-
#   - file written: Tue May 12 07:47:12 2020
#   Inital geometry file: a 82 line input string
#   Ligand name: (1~{S})-1-propyl-2,3,4,9-tetrahydro-1~{H}-pyrido[3,4-b]indole
#   Quantum optimisation: True
#   Method: PBEh-3c
#   Random seed: 3628800
#   SMILES string: CCC[C@@H]1NCCc2c1[nH]c3ccccc23
#
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
 KWH  KWH  (1~{S})-1-propyl-2,3,4,9-tetrahydro-1~{H}-pyrido[3,4-b]indole  ligand  34  16  .  2021-08-12  2021-08-12  
;
Directly from eLBOW using geometry from QM method PBEh-3c with CPCM solvent model
Validated by Mogul as PERFECT
;

data_comp_KWH
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
 KWH  CAA  C  CH3   0  -0.662   4.8569   1.8884  -0.6515
 KWH  CAF  C  CH2   0  -0.439   4.0868   0.7498   0.0034
 KWH  CAI  C  CH2   0  -0.417   2.5847   0.8633  -0.2321
 KWH  CAP  C  CH1   0  -0.122   1.7668  -0.2173   0.4778
 KWH  CAM  C  CR5   0   0.331   0.2984  -0.0376   0.2680
 KWH  NAK  N  NR15  0  -0.757  -0.3723   1.1470   0.4192
 KWH  CAN  C  CR56  0   0.323  -1.7001   0.9474   0.1646
 KWH  CAD  C  CR16  0  -0.314  -2.7686   1.8399   0.1964
 KWH  CAB  C  CR16  0  -0.288  -4.0249   1.3448  -0.1052
 KWH  CAC  C  CR16  0  -0.271  -4.2158  -0.0067  -0.4326
 KWH  CAE  C  CR16  0  -0.377  -3.1520  -0.8895  -0.4649
 KWH  CAO  C  CR56  0   0.046  -1.8698  -0.4186  -0.1633
 KWH  CAL  C  CR5   0  -0.033  -0.5762  -1.0230  -0.0871
 KWH  CAH  C  CH2   0  -0.505  -0.1380  -2.4376  -0.2659
 KWH  CAG  C  CH2   0  -0.306   1.2234  -2.5988   0.4023
 KWH  NAJ  N  NH1   0  -0.618   2.1184  -1.5364  -0.0343
 KWH  H1   H  HCH3  0   0.219   4.7055   1.8959  -1.7324
 KWH  H2   H  HCH3  0   0.218   4.5319   2.8567  -0.2669
 KWH  H3   H  HCH3  0   0.229   5.9284   1.8023  -0.4684
 KWH  H4   H  HCH2  0   0.221   4.4598  -0.2016  -0.3853
 KWH  H5   H  HCH2  0   0.218   4.2848   0.7436   1.0800
 KWH  H6   H  HCH2  0   0.217   2.2575   1.8477   0.1171
 KWH  H7   H  HCH2  0   0.222   2.3685   0.8208  -1.3040
 KWH  H8   H  HCH1  0   0.221   1.9686  -0.1337   1.5620
 KWH  H9   H  HNR5  0   0.403   0.0367   2.0212   0.7033
 KWH  H10  H  HCR6  0   0.255  -2.6238   2.8831   0.4483
 KWH  H11  H  HCR6  0   0.246  -4.8758   2.0134  -0.0871
 KWH  H12  H  HCR6  0   0.243  -5.2131  -0.3596  -0.6620
 KWH  H13  H  HCR6  0   0.239  -3.3122  -1.9309  -0.7172
 KWH  H14  H  HCH2  0   0.231  -0.8550  -3.1320   0.1799
 KWH  H15  H  HCH2  0   0.230  -0.0651  -2.7021  -1.3259
 KWH  H16  H  HCH2  0   0.197   1.0871  -2.6129   1.4950
 KWH  H17  H  HCH2  0   0.237   1.6697  -3.5546   0.1245
 KWH  H18  H  HNH1  0   0.360   3.0595  -1.7570   0.2611

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
 KWH  CAH  CAG  single    1.525  0.020  1.525
 KWH  CAH  CAL  single    1.492  0.020  1.492
 KWH  CAG  NAJ  single    1.456  0.020  1.456
 KWH  CAE  CAC  aromatic  1.383  0.020  1.383
 KWH  CAE  CAO  aromatic  1.399  0.020  1.399
 KWH  CAC  CAB  aromatic  1.404  0.020  1.404
 KWH  CAL  CAO  aromatic  1.430  0.020  1.430
 KWH  CAL  CAM  aromatic  1.365  0.020  1.365
 KWH  NAJ  CAP  single    1.458  0.020  1.458
 KWH  CAO  CAN  aromatic  1.415  0.020  1.415
 KWH  CAM  CAP  single    1.494  0.020  1.494
 KWH  CAM  NAK  aromatic  1.370  0.020  1.370
 KWH  CAB  CAD  aromatic  1.384  0.020  1.384
 KWH  CAP  CAI  single    1.530  0.020  1.530
 KWH  CAN  CAD  aromatic  1.393  0.020  1.393
 KWH  CAN  NAK  aromatic  1.367  0.020  1.367
 KWH  CAF  CAI  single    1.525  0.020  1.525
 KWH  CAF  CAA  single    1.523  0.020  1.523
 KWH  CAA  H1   single    0.970  0.020  1.090
 KWH  CAA  H2   single    0.970  0.020  1.090
 KWH  CAA  H3   single    0.970  0.020  1.090
 KWH  CAF  H4   single    0.970  0.020  1.090
 KWH  CAF  H5   single    0.970  0.020  1.090
 KWH  CAI  H6   single    0.970  0.020  1.090
 KWH  CAI  H7   single    0.970  0.020  1.090
 KWH  CAP  H8   single    0.970  0.020  1.090
 KWH  NAK  H9   single    0.860  0.020  1.020
 KWH  CAD  H10  single    0.930  0.020  1.080
 KWH  CAB  H11  single    0.930  0.020  1.080
 KWH  CAC  H12  single    0.930  0.020  1.080
 KWH  CAE  H13  single    0.930  0.020  1.080
 KWH  CAH  H14  single    0.970  0.020  1.090
 KWH  CAH  H15  single    0.970  0.020  1.090
 KWH  CAG  H16  single    0.970  0.020  1.090
 KWH  CAG  H17  single    0.970  0.020  1.090
 KWH  NAJ  H18  single    0.890  0.020  1.040

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
 KWH  H3   CAA  H2   107.67  3.000
 KWH  H3   CAA  H1   107.65  3.000
 KWH  H2   CAA  H1   107.55  3.000
 KWH  H3   CAA  CAF  111.45  3.000
 KWH  H2   CAA  CAF  111.18  3.000
 KWH  H1   CAA  CAF  111.16  3.000
 KWH  H5   CAF  H4   106.44  3.000
 KWH  H5   CAF  CAI  109.30  3.000
 KWH  H4   CAF  CAI  110.24  3.000
 KWH  H5   CAF  CAA  109.62  3.000
 KWH  H4   CAF  CAA  108.98  3.000
 KWH  CAI  CAF  CAA  112.10  3.000
 KWH  H7   CAI  H6   106.76  3.000
 KWH  H7   CAI  CAP  108.75  3.000
 KWH  H6   CAI  CAP  109.11  3.000
 KWH  H7   CAI  CAF  110.06  3.000
 KWH  H6   CAI  CAF  108.19  3.000
 KWH  CAP  CAI  CAF  113.73  3.000
 KWH  H8   CAP  NAJ  111.64  3.000
 KWH  H8   CAP  CAM  107.93  3.000
 KWH  NAJ  CAP  CAM  107.25  3.000
 KWH  H8   CAP  CAI  107.70  3.000
 KWH  CAM  CAP  CAI  112.04  3.000
 KWH  NAJ  CAP  CAI  110.31  3.000
 KWH  CAL  CAM  NAK  109.84  3.000
 KWH  NAK  CAM  CAP  124.73  3.000
 KWH  CAL  CAM  CAP  125.42  3.000
 KWH  H9   NAK  CAN  125.07  3.000
 KWH  H9   NAK  CAM  125.71  3.000
 KWH  CAN  NAK  CAM  109.20  3.000
 KWH  CAO  CAN  CAD  122.14  3.000
 KWH  CAD  CAN  NAK  130.36  3.000
 KWH  CAO  CAN  NAK  107.50  3.000
 KWH  H10  CAD  CAB  121.12  3.000
 KWH  H10  CAD  CAN  121.33  3.000
 KWH  CAB  CAD  CAN  117.54  3.000
 KWH  H11  CAB  CAC  119.46  3.000
 KWH  H11  CAB  CAD  119.29  3.000
 KWH  CAC  CAB  CAD  121.26  3.000
 KWH  H12  CAC  CAE  119.72  3.000
 KWH  H12  CAC  CAB  119.25  3.000
 KWH  CAE  CAC  CAB  121.03  3.000
 KWH  H13  CAE  CAO  120.62  3.000
 KWH  H13  CAE  CAC  120.35  3.000
 KWH  CAO  CAE  CAC  119.03  3.000
 KWH  CAL  CAO  CAE  134.30  3.000
 KWH  CAL  CAO  CAN  106.69  3.000
 KWH  CAE  CAO  CAN  119.01  3.000
 KWH  CAH  CAL  CAO  131.32  3.000
 KWH  CAO  CAL  CAM  106.77  3.000
 KWH  CAH  CAL  CAM  121.85  3.000
 KWH  H15  CAH  H14  106.56  3.000
 KWH  H15  CAH  CAG  109.83  3.000
 KWH  H14  CAH  CAG  109.86  3.000
 KWH  H15  CAH  CAL  111.39  3.000
 KWH  H14  CAH  CAL  111.15  3.000
 KWH  CAG  CAH  CAL  108.05  3.000
 KWH  H17  CAG  H16  106.98  3.000
 KWH  H17  CAG  NAJ  108.14  3.000
 KWH  H16  CAG  NAJ  112.51  3.000
 KWH  H17  CAG  CAH  110.26  3.000
 KWH  H16  CAG  CAH  109.00  3.000
 KWH  NAJ  CAG  CAH  109.89  3.000
 KWH  H18  NAJ  CAG  108.99  3.000
 KWH  H18  NAJ  CAP  108.62  3.000
 KWH  CAG  NAJ  CAP  113.99  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
 KWH  CONST_01  CAE  CAO  CAL  CAM   180.00   0.0  0
 KWH  CONST_02  CAN  CAO  CAL  CAM     0.00   0.0  0
 KWH  CONST_03  CAO  CAN  NAK  CAM     0.00   0.0  0
 KWH  CONST_04  CAD  CAN  NAK  CAM   180.00   0.0  0
 KWH  CONST_05  CAO  CAL  CAM  NAK     0.00   0.0  0
 KWH  CONST_06  CAE  CAO  CAN  NAK   180.00   0.0  0
 KWH  CONST_07  CAL  CAO  CAN  NAK     0.00   0.0  0
 KWH  CONST_08  CAB  CAD  CAN  NAK   180.00   0.0  0
 KWH  CONST_09  CAC  CAE  CAO  CAN     0.00   0.0  0
 KWH  CONST_10  CAC  CAB  CAD  CAN     0.00   0.0  0
 KWH  CONST_11  CAL  CAM  NAK  CAN     0.00   0.0  0
 KWH  CONST_12  CAE  CAC  CAB  CAD     0.00   0.0  0
 KWH  CONST_13  CAE  CAO  CAN  CAD     0.00   0.0  0
 KWH  CONST_14  CAL  CAO  CAN  CAD   180.00   0.0  0
 KWH  CONST_15  CAO  CAE  CAC  CAB     0.00   0.0  0
 KWH  CONST_16  CAO  CAN  CAD  CAB     0.00   0.0  0
 KWH  CONST_17  CAL  CAO  CAE  CAC   180.00   0.0  0
 KWH  CONST_18  H9   NAK  CAM  CAP     0.00   0.0  0
 KWH  CONST_19  H10  CAD  CAN  NAK     0.00   0.0  0
 KWH  CONST_20  H13  CAE  CAO  CAN   180.00   0.0  0
 KWH  CONST_21  H11  CAB  CAD  CAN   180.00   0.0  0
 KWH  CONST_22  H12  CAC  CAB  CAD   180.00   0.0  0
 KWH  Var_01    CAH  CAG  NAJ  CAP    69.90  30.0  1
 KWH  Var_02    CAG  CAH  CAL  CAM    16.72  30.0  1
 KWH  Var_03    NAJ  CAG  CAH  CAL   -49.48  30.0  1
 KWH  Var_04    CAP  CAI  CAF  CAA  -176.66  30.0  3
 KWH  Var_05    H1   CAA  CAF  CAI   -60.46  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
 KWH  chir_01  CAP  NAJ  CAM  CAI  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
 KWH  plan-1  CAP  0.020
 KWH  plan-1  CAM  0.020
 KWH  plan-1  NAK  0.020
 KWH  plan-1  CAN  0.020
 KWH  plan-1  CAD  0.020
 KWH  plan-1  CAB  0.020
 KWH  plan-1  CAC  0.020
 KWH  plan-1  CAE  0.020
 KWH  plan-1  CAO  0.020
 KWH  plan-1  CAL  0.020
 KWH  plan-1  CAH  0.020
 KWH  plan-1  H9   0.020
 KWH  plan-1  H10  0.020
 KWH  plan-1  H11  0.020
 KWH  plan-1  H12  0.020
 KWH  plan-1  H13  0.020

