# electronic Ligand Builder and Optimisation Workbench (eLBOW)
#   - a module of PHENIX version dev-svn-
#   - file written: Thu Apr  2 01:12:37 2020
#   Inital geometry file: a 132 line input string
#   Ligand name: 2-{4-[3-chloro-2-(2-methoxyphenyl)-1H-indol-5-yl]piperidin-1-yl}-N-methylethanamine
#   Quantum optimisation: True
#   Method: PBEh-3c
#   Random seed: 3628800
#   SMILES string: CNCCN1CCC(CC1)c2ccc3[nH]c(c(Cl)c3c2)c4ccccc4OC
#
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
 36S  36S  2-{4-[3-chloro-2-(2-methoxyphenyl)-1H-indol-5-yl]piperidin-1-yl}-N-methylethanamine  ligand  56  28  .  2021-08-04  2021-08-04  
;
Directly from eLBOW using geometry from QM method PBEh-3c with CPCM solvent model
Validated by Mogul as PERFECT
;

data_comp_36S
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
 36S  CAB  C   CH3   0  -0.439    5.8438  -2.6999  -0.9000
 36S  OAS  O   O2    0  -0.454    5.0546  -1.5454  -0.6969
 36S  CAV  C   CR6   0   0.366    5.6406  -0.4297  -0.2423
 36S  CAF  C   CR16  0  -0.380    7.0139  -0.2909  -0.0529
 36S  CAD  C   CR16  0  -0.242    7.5396   0.9231   0.3698
 36S  CAE  C   CR16  0  -0.274    6.7127   2.0094   0.6087
 36S  CAG  C   CR16  0  -0.280    5.3441   1.8660   0.4357
 36S  CAW  C   CR6   0  -0.079    4.7898   0.6566   0.0245
 36S  CAX  C   CR5   0   0.430    3.3410   0.5401  -0.1368
 36S  NAR  N   NR15  0  -0.738    2.6307   1.4641  -0.8590
 36S  CAU  C   CR5   0  -0.302    2.4436  -0.3476   0.3979
 36S  CL   CL  CL    0  -0.160    2.8046  -1.6444   1.4569
 36S  CAZ  C   CR56  0   0.234    1.1346   0.0300  -0.0088
 36S  CAJ  C   CR16  0  -0.443   -0.1476  -0.4766   0.2288
 36S  CAY  C   CR56  0   0.303    1.2980   1.1769  -0.8093
 36S  CAI  C   CR16  0  -0.295    0.2037   1.8139  -1.3920
 36S  CAH  C   CR16  0  -0.338   -1.0477   1.2885  -1.1453
 36S  CAT  C   CR6   0   0.192   -1.2434   0.1480  -0.3357
 36S  CBA  C   CH1   0  -0.350   -2.6344  -0.3736  -0.0805
 36S  CAM  C   CH2   0  -0.414   -3.5076   0.6320   0.6718
 36S  CAP  C   CH2   0  -0.286   -4.9032   0.0765   0.9080
 36S  CAL  C   CH2   0  -0.416   -3.3603  -0.7975  -1.3572
 36S  CAO  C   CH2   0  -0.281   -4.7572  -1.3051  -1.0378
 36S  NBB  N   NT    0  -0.422   -5.5449  -0.3041  -0.3393
 36S  CAN  C   CH2   0  -0.274   -6.9076  -0.7601  -0.1416
 36S  C1   C   CH2   0  -0.276   -7.8677   0.3575   0.2436
 36S  H1   H   HCH3  0   0.229    6.6046  -2.5447  -1.6691
 36S  H2   H   HCH3  0   0.230    6.3338  -3.0251   0.0212
 36S  H3   H   HCH3  0   0.260    5.1651  -3.4813  -1.2317
 36S  H4   H   HCR6  0   0.281    7.6882  -1.1148  -0.2425
 36S  H5   H   HCR6  0   0.264    8.6093   1.0124   0.5077
 36S  H6   H   HCR6  0   0.257    7.1235   2.9541   0.9373
 36S  H7   H   HCR6  0   0.261    4.6862   2.7010   0.6418
 36S  H8   H   HNR5  0   0.413    3.0499   2.1986  -1.4065
 36S  H9   H   HCR6  0   0.239   -0.2791  -1.3518   0.8553
 36S  H10  H   HCR6  0   0.261    0.3274   2.6915  -2.0136
 36S  H11  H   HCR6  0   0.244   -1.9076   1.7757  -1.5891
 36S  H12  H   HCH1  0   0.232   -2.5453  -1.2647   0.5534
 36S  H13  H   HCH2  0   0.235   -3.0517   0.8829   1.6326
 36S  H14  H   HCH2  0   0.219   -3.5806   1.5638   0.1025
 36S  H15  H   HCH2  0   0.185   -4.8394  -0.7841   1.5994
 36S  H16  H   HCH2  0   0.239   -5.5061   0.8347   1.4103
 36S  H17  H   HCH2  0   0.218   -3.4341   0.0479  -2.0480
 36S  H18  H   HCH2  0   0.234   -2.8001  -1.5833  -1.8697
 36S  H19  H   HCH2  0   0.236   -5.2727  -1.5678  -1.9649
 36S  H20  H   HCH2  0   0.184   -4.6760  -2.2374  -0.4486
 36S  H22  H   HCH2  0   0.225   -7.2519  -1.1931  -1.0866
 36S  H23  H   HCH2  0   0.189   -6.9687  -1.5663   0.6097
 36S  H24  H   HCH2  0   0.218   -7.6072   0.7662   1.2241
 36S  H25  H   HCH2  0   0.189   -7.7608   1.1847  -0.4767
 36S  N1   N   NH1   0  -0.595   -9.2211  -0.1541   0.3283
 36S  C3   C   CH3   0  -0.515  -10.1741   0.8521   0.7483
 36S  H21  H   HNH1  0   0.341   -9.4969  -0.5031  -0.5814
 36S  H26  H   HCH3  0   0.221   -9.9430   1.1795   1.7639
 36S  H27  H   HCH3  0   0.192  -10.1945   1.7487   0.1123
 36S  H28  H   HCH3  0   0.230  -11.1789   0.4294   0.7601

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
 36S  CAD  CAE  aromatic  1.386  0.020  1.386
 36S  CAD  CAF  aromatic  1.389  0.020  1.389
 36S  CAE  CAG  aromatic  1.387  0.020  1.387
 36S  CAF  CAV  aromatic  1.393  0.020  1.393
 36S  CAG  CAW  aromatic  1.392  0.020  1.392
 36S  CAV  CAW  aromatic  1.405  0.020  1.405
 36S  CAV  OAS  single    1.340  0.020  1.340
 36S  CAB  OAS  single    1.413  0.020  1.413
 36S  CAW  CAX  single    1.462  0.020  1.462
 36S  CAX  NAR  aromatic  1.371  0.020  1.371
 36S  CAX  CAU  aromatic  1.371  0.020  1.371
 36S  NAR  CAY  aromatic  1.364  0.020  1.364
 36S  CAU  CL   single    1.713  0.020  1.713
 36S  CAU  CAZ  aromatic  1.422  0.020  1.422
 36S  CAY  CAZ  aromatic  1.408  0.020  1.408
 36S  CAY  CAI  aromatic  1.394  0.020  1.394
 36S  CAZ  CAJ  aromatic  1.399  0.020  1.399
 36S  CAI  CAH  aromatic  1.379  0.020  1.379
 36S  CAJ  CAT  aromatic  1.382  0.020  1.382
 36S  CAH  CAT  aromatic  1.412  0.020  1.412
 36S  CAT  CBA  single    1.507  0.020  1.507
 36S  CAL  CBA  single    1.529  0.020  1.529
 36S  CAL  CAO  single    1.520  0.020  1.520
 36S  CBA  CAM  single    1.530  0.020  1.530
 36S  CAO  NBB  single    1.453  0.020  1.453
 36S  CAM  CAP  single    1.521  0.020  1.521
 36S  NBB  CAP  single    1.453  0.020  1.453
 36S  NBB  CAN  single    1.451  0.020  1.451
 36S  CAN  C1   single    1.523  0.020  1.523
 36S  CAB  H1   single    0.970  0.020  1.090
 36S  CAB  H2   single    0.970  0.020  1.090
 36S  CAB  H3   single    0.970  0.020  1.090
 36S  CAF  H4   single    0.930  0.020  1.080
 36S  CAD  H5   single    0.930  0.020  1.080
 36S  CAE  H6   single    0.930  0.020  1.080
 36S  CAG  H7   single    0.930  0.020  1.080
 36S  NAR  H8   single    0.860  0.020  1.020
 36S  CAJ  H9   single    0.930  0.020  1.080
 36S  CAI  H10  single    0.930  0.020  1.080
 36S  CAH  H11  single    0.930  0.020  1.080
 36S  CBA  H12  single    0.970  0.020  1.090
 36S  CAM  H13  single    0.970  0.020  1.090
 36S  CAM  H14  single    0.970  0.020  1.090
 36S  CAP  H15  single    0.970  0.020  1.090
 36S  CAP  H16  single    0.970  0.020  1.090
 36S  CAL  H17  single    0.970  0.020  1.090
 36S  CAL  H18  single    0.970  0.020  1.090
 36S  CAO  H19  single    0.970  0.020  1.090
 36S  CAO  H20  single    0.970  0.020  1.090
 36S  CAN  H22  single    0.970  0.020  1.090
 36S  CAN  H23  single    0.970  0.020  1.090
 36S  C1   H24  single    0.970  0.020  1.090
 36S  C1   H25  single    0.970  0.020  1.090
 36S  C1   N1   single    1.449  0.020  1.449
 36S  N1   C3   single    1.448  0.020  1.448
 36S  N1   H21  single    0.890  0.020  1.040
 36S  C3   H26  single    0.970  0.020  1.090
 36S  C3   H27  single    0.970  0.020  1.090
 36S  C3   H28  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
 36S  H3   CAB  H2   108.86  3.000
 36S  H3   CAB  H1   108.79  3.000
 36S  H2   CAB  H1   108.86  3.000
 36S  H3   CAB  OAS  106.41  3.000
 36S  H2   CAB  OAS  111.86  3.000
 36S  H1   CAB  OAS  111.96  3.000
 36S  CAV  OAS  CAB  119.01  3.000
 36S  CAW  CAV  CAF  119.60  3.000
 36S  CAW  CAV  OAS  116.32  3.000
 36S  CAF  CAV  OAS  124.07  3.000
 36S  H4   CAF  CAD  118.90  3.000
 36S  H4   CAF  CAV  120.99  3.000
 36S  CAD  CAF  CAV  120.10  3.000
 36S  H5   CAD  CAE  120.20  3.000
 36S  H5   CAD  CAF  119.02  3.000
 36S  CAE  CAD  CAF  120.78  3.000
 36S  H6   CAE  CAG  120.21  3.000
 36S  H6   CAE  CAD  120.70  3.000
 36S  CAG  CAE  CAD  119.09  3.000
 36S  H7   CAG  CAW  118.96  3.000
 36S  H7   CAG  CAE  119.73  3.000
 36S  CAW  CAG  CAE  121.30  3.000
 36S  CAX  CAW  CAG  119.75  3.000
 36S  CAX  CAW  CAV  121.14  3.000
 36S  CAG  CAW  CAV  119.11  3.000
 36S  CAU  CAX  NAR  107.62  3.000
 36S  CAU  CAX  CAW  131.08  3.000
 36S  NAR  CAX  CAW  121.17  3.000
 36S  H8   NAR  CAY  125.43  3.000
 36S  H8   NAR  CAX  124.20  3.000
 36S  CAY  NAR  CAX  110.18  3.000
 36S  CAZ  CAU  CL   124.89  3.000
 36S  CAZ  CAU  CAX  108.61  3.000
 36S  CL   CAU  CAX  126.41  3.000
 36S  CAY  CAZ  CAJ  119.86  3.000
 36S  CAJ  CAZ  CAU  134.35  3.000
 36S  CAY  CAZ  CAU  105.79  3.000
 36S  H9   CAJ  CAT  120.31  3.000
 36S  H9   CAJ  CAZ  120.10  3.000
 36S  CAT  CAJ  CAZ  119.59  3.000
 36S  CAI  CAY  CAZ  121.25  3.000
 36S  CAI  CAY  NAR  130.96  3.000
 36S  CAZ  CAY  NAR  107.79  3.000
 36S  H10  CAI  CAH  121.01  3.000
 36S  H10  CAI  CAY  121.39  3.000
 36S  CAH  CAI  CAY  117.60  3.000
 36S  H11  CAH  CAT  119.21  3.000
 36S  H11  CAH  CAI  118.39  3.000
 36S  CAT  CAH  CAI  122.40  3.000
 36S  CBA  CAT  CAH  120.29  3.000
 36S  CBA  CAT  CAJ  120.41  3.000
 36S  CAH  CAT  CAJ  119.30  3.000
 36S  H12  CBA  CAL  107.21  3.000
 36S  H12  CBA  CAM  107.23  3.000
 36S  CAL  CBA  CAM  108.78  3.000
 36S  H12  CBA  CAT  107.69  3.000
 36S  CAM  CBA  CAT  112.50  3.000
 36S  CAL  CBA  CAT  113.13  3.000
 36S  H14  CAM  H13  106.84  3.000
 36S  H14  CAM  CAP  109.31  3.000
 36S  H13  CAM  CAP  109.28  3.000
 36S  H14  CAM  CBA  110.00  3.000
 36S  H13  CAM  CBA  110.20  3.000
 36S  CAP  CAM  CBA  111.11  3.000
 36S  H16  CAP  H15  106.55  3.000
 36S  H16  CAP  NBB  109.46  3.000
 36S  H15  CAP  NBB  111.00  3.000
 36S  H16  CAP  CAM  108.95  3.000
 36S  H15  CAP  CAM  109.17  3.000
 36S  NBB  CAP  CAM  111.56  3.000
 36S  H18  CAL  H17  107.10  3.000
 36S  H18  CAL  CAO  109.24  3.000
 36S  H17  CAL  CAO  109.18  3.000
 36S  H18  CAL  CBA  110.34  3.000
 36S  H17  CAL  CBA  110.19  3.000
 36S  CAO  CAL  CBA  110.70  3.000
 36S  H20  CAO  H19  106.49  3.000
 36S  H20  CAO  NBB  111.38  3.000
 36S  H19  CAO  NBB  108.53  3.000
 36S  H20  CAO  CAL  109.02  3.000
 36S  H19  CAO  CAL  109.60  3.000
 36S  NBB  CAO  CAL  111.67  3.000
 36S  CAN  NBB  CAO  111.00  3.000
 36S  CAN  NBB  CAP  112.34  3.000
 36S  CAO  NBB  CAP  110.71  3.000
 36S  H23  CAN  H22  106.33  3.000
 36S  H23  CAN  C1   109.21  3.000
 36S  H22  CAN  C1   108.08  3.000
 36S  H23  CAN  NBB  111.98  3.000
 36S  H22  CAN  NBB  107.58  3.000
 36S  C1   CAN  NBB  113.33  3.000
 36S  N1   C1   H25  113.19  3.000
 36S  N1   C1   H24  107.57  3.000
 36S  H25  C1   H24  106.41  3.000
 36S  N1   C1   CAN  110.14  3.000
 36S  H25  C1   CAN  108.92  3.000
 36S  H24  C1   CAN  110.54  3.000
 36S  H21  N1   C3   108.70  3.000
 36S  H21  N1   C1   108.88  3.000
 36S  C3   N1   C1   112.72  3.000
 36S  H28  C3   H27  107.78  3.000
 36S  H28  C3   H26  107.53  3.000
 36S  H27  C3   H26  107.30  3.000
 36S  H28  C3   N1   109.90  3.000
 36S  H27  C3   N1   114.28  3.000
 36S  H26  C3   N1   109.80  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
 36S  CONST_01  CAE  CAD  CAF  CAV    0.00   0.0  0
 36S  CONST_02  CAE  CAG  CAW  CAV    0.00   0.0  0
 36S  CONST_05  CAG  CAE  CAD  CAF    0.00   0.0  0
 36S  CONST_06  CAG  CAW  CAV  CAF    0.00   0.0  0
 36S  CONST_07  CAX  CAW  CAV  CAF  180.00   0.0  0
 36S  CONST_08  CAW  CAG  CAE  CAD    0.00   0.0  0
 36S  CONST_09  CAW  CAV  CAF  CAD    0.00   0.0  0
 36S  CONST_10  CAX  CAW  CAG  CAE  180.00   0.0  0
 36S  CONST_13  CAY  NAR  CAX  CAW  180.00   0.0  0
 36S  CONST_14  CAZ  CAU  CAX  CAW  180.00   0.0  0
 36S  CONST_15  CAZ  CAY  NAR  CAX    0.00   0.0  0
 36S  CONST_16  CAI  CAY  NAR  CAX  180.00   0.0  0
 36S  CONST_17  CAY  CAZ  CAU  CAX    0.00   0.0  0
 36S  CONST_18  CAJ  CAZ  CAU  CAX  180.00   0.0  0
 36S  CONST_19  CAZ  CAU  CAX  NAR    0.00   0.0  0
 36S  CONST_20  CAU  CAZ  CAY  NAR    0.00   0.0  0
 36S  CONST_21  CAJ  CAZ  CAY  NAR  180.00   0.0  0
 36S  CONST_22  CAH  CAI  CAY  NAR  180.00   0.0  0
 36S  CONST_23  CAY  NAR  CAX  CAU    0.00   0.0  0
 36S  CONST_24  CAI  CAY  CAZ  CAU  180.00   0.0  0
 36S  CONST_25  CAT  CAJ  CAZ  CAU  180.00   0.0  0
 36S  CONST_26  CAH  CAI  CAY  CAZ    0.00   0.0  0
 36S  CONST_27  CAH  CAT  CAJ  CAZ    0.00   0.0  0
 36S  CONST_28  CAI  CAY  CAZ  CAJ    0.00   0.0  0
 36S  CONST_29  CAI  CAH  CAT  CAJ    0.00   0.0  0
 36S  CONST_30  CAT  CAJ  CAZ  CAY    0.00   0.0  0
 36S  CONST_31  CAT  CAH  CAI  CAY    0.00   0.0  0
 36S  CONST_32  CBA  CAT  CAJ  CAZ  180.00   0.0  0
 36S  CONST_33  CBA  CAT  CAH  CAI  180.00   0.0  0
 36S  CONST_34  CAD  CAF  CAV  OAS  180.00   0.0  0
 36S  CONST_35  CAG  CAW  CAV  OAS  180.00   0.0  0
 36S  CONST_36  CAX  CAW  CAV  OAS    0.00   0.0  0
 36S  CONST_37  CL   CAU  CAX  CAW    0.00   0.0  0
 36S  CONST_38  CL   CAU  CAX  NAR  180.00   0.0  0
 36S  CONST_39  CAY  CAZ  CAU  CL   180.00   0.0  0
 36S  CONST_40  CAJ  CAZ  CAU  CL     0.00   0.0  0
 36S  CONST_41  H5   CAD  CAF  CAV  180.00   0.0  0
 36S  CONST_42  H7   CAG  CAW  CAV  180.00   0.0  0
 36S  CONST_43  H6   CAE  CAD  CAF  180.00   0.0  0
 36S  CONST_44  H4   CAF  CAD  CAE  180.00   0.0  0
 36S  CONST_45  H8   NAR  CAX  CAW    0.00   0.0  0
 36S  CONST_46  H10  CAI  CAY  NAR    0.00   0.0  0
 36S  CONST_47  H9   CAJ  CAZ  CAU    0.00   0.0  0
 36S  CONST_48  H11  CAH  CAT  CAJ  180.00   0.0  0
 36S  Var_01    NBB  CAO  CAL  CBA   57.61  30.0  1
 36S  Var_02    NBB  CAP  CAM  CBA  -56.84  30.0  1
 36S  Var_03    CAO  NBB  CAP  CAM   58.80  30.0  1
 36S  Var_04    CAL  CAO  NBB  CAP  -59.33  30.0  1
 36S  Var_05    CAF  CAV  OAS  CAB    5.44  30.0  2
 36S  Var_06    C1   CAN  NBB  CAP   70.64  30.0  3
 36S  Var_07    N1   C1   CAN  NBB  175.86  30.0  3
 36S  Var_08    H1   CAB  OAS  CAV  -63.24  30.0  3
 36S  Var_09    C3   N1   C1   CAN  177.50  30.0  3
 36S  Var_10    H26  C3   N1   C1   -64.03  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
 36S  chir_01  CBA  CAT  CAL  CAM  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
 36S  plan-1  OAS  0.020
 36S  plan-1  CAV  0.020
 36S  plan-1  CAF  0.020
 36S  plan-1  CAD  0.020
 36S  plan-1  CAE  0.020
 36S  plan-1  CAG  0.020
 36S  plan-1  CAW  0.020
 36S  plan-1  CAX  0.020
 36S  plan-1  H4   0.020
 36S  plan-1  H5   0.020
 36S  plan-1  H6   0.020
 36S  plan-1  H7   0.020
 36S  plan-2  CAW  0.020
 36S  plan-2  CAX  0.020
 36S  plan-2  NAR  0.020
 36S  plan-2  CAU  0.020
 36S  plan-2  CL   0.020
 36S  plan-2  CAZ  0.020
 36S  plan-2  CAJ  0.020
 36S  plan-2  CAY  0.020
 36S  plan-2  CAI  0.020
 36S  plan-2  CAH  0.020
 36S  plan-2  CAT  0.020
 36S  plan-2  CBA  0.020
 36S  plan-2  H8   0.020
 36S  plan-2  H9   0.020
 36S  plan-2  H10  0.020
 36S  plan-2  H11  0.020

