# electronic Ligand Builder and Optimisation Workbench (eLBOW)
#   - a module of PHENIX version dev-svn-
#   - file written: Sat Apr  4 02:30:48 2020
#   Inital geometry file: a 129 line input string
#   Ligand name: 1-[3-(naphthalen-1-yloxy)propyl]-5,6-dihydro-4H-pyrrolo[3,2,1-ij]quinoline-2-carboxylic acid
#   Quantum optimisation: True
#   Method: PBEh-3c
#   Random seed: 3628800
#   SMILES string: OC(=O)c1n2CCCc3cccc(c1CCCOc4cccc5ccccc45)c23
#
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
 4M6  4M6  '1-[3-(naphthalen-1-yloxy)propyl]-5,6-dihydro-4H-pyrrolo[3,2,1-ij]quinoline-2-carboxylic acid'  ligand  51  29  .  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_4M6
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
 4M6  OAA  O  OC    -1  -0.587  -3.0043  -3.0820   1.2668
 4M6  CAT  C  C      0   0.369  -2.4660  -2.5372   0.2829
 4M6  OAB  O  O      0  -0.581  -1.5932  -3.0287  -0.4572
 4M6  CAX  C  CR5    0   0.097  -2.8902  -1.1253  -0.0312
 4M6  NBC  N  NR5    0  -0.581  -4.0548  -0.5679   0.4623
 4M6  CBB  C  CR56   0   0.333  -4.1162   0.7297   0.0667
 4M6  CAR  C  CH2    0  -0.266  -5.1421  -1.1502   1.2328
 4M6  CAN  C  CH2    0  -0.489  -6.4323  -0.3735   0.9791
 4M6  CAP  C  CH2    0  -0.486  -6.2770   1.1348   1.1843
 4M6  CAU  C  CR6    0   0.087  -5.1331   1.6390   0.3536
 4M6  CAG  C  CR16   0  -0.383  -4.9772   2.9096  -0.1643
 4M6  CAE  C  CR16   0  -0.260  -3.8424   3.2510  -0.9289
 4M6  CAL  C  CR16   0  -0.412  -2.8462   2.3334  -1.2010
 4M6  CBA  C  CR56   0   0.070  -2.9788   1.0294  -0.6986
 4M6  CAW  C  CR5    0  -0.008  -2.2097  -0.1713  -0.7648
 4M6  CAQ  C  CH2    0  -0.518  -0.8865  -0.2886  -1.4508
 4M6  CAM  C  CH2    0  -0.453   0.2914  -0.1742  -0.4823
 4M6  CAO  C  CH2    0  -0.177   1.6111  -0.2734  -1.2170
 4M6  OAS  O  O2     0  -0.467   2.6606  -0.1154  -0.2739
 4M6  CAV  C  CR6    0   0.368   3.9321  -0.0964  -0.7018
 4M6  CAZ  C  CR6    0  -0.020   4.9099   0.1482   0.3108
 4M6  CAK  C  C1     0  -0.287   4.5546   0.3562   1.6639
 4M6  CAD  C  C1     0  -0.256   5.5174   0.5914   2.6095
 4M6  CAC  C  C1     0  -0.252   6.8779   0.6306   2.2474
 4M6  CAI  C  C1     0  -0.317   7.2471   0.4335   0.9445
 4M6  CAY  C  CR6    0   0.126   6.2793   0.1879  -0.0573
 4M6  CAJ  C  CR16   0  -0.346   6.6495  -0.0147  -1.4094
 4M6  CAF  C  CR16   0  -0.244   5.6878  -0.2460  -2.3498
 4M6  CAH  C  CR16   0  -0.409   4.3203  -0.2892  -2.0056
 4M6  H2   H  HCH2   0   0.254  -5.2740  -2.1898   0.9477
 4M6  H3   H  HCH2   0   0.231  -4.8932  -1.1351   2.2969
 4M6  H4   H  HCH2   0   0.236  -6.7711  -0.5653  -0.0428
 4M6  H5   H  HCH2   0   0.250  -7.2013  -0.7681   1.6447
 4M6  H6   H  HCH2   0   0.251  -7.2036   1.6512   0.9260
 4M6  H7   H  HCH2   0   0.244  -6.0897   1.3420   2.2432
 4M6  H8   H  HCR6   0   0.236  -5.7374   3.6604   0.0180
 4M6  H9   H  HCR6   0   0.238  -3.7573   4.2599  -1.3132
 4M6  H10  H  HCR6   0   0.234  -1.9838   2.6204  -1.7916
 4M6  H11  H  HCH2   0   0.238  -0.8202  -1.2356  -1.9855
 4M6  H12  H  HCH2   0   0.224  -0.8065   0.5050  -2.2004
 4M6  H13  H  HCH2   0   0.229   0.2393   0.7795   0.0506
 4M6  H14  H  HCH2   0   0.238   0.2212  -0.9703   0.2617
 4M6  H15  H  HCH2   0   0.221   1.6933  -1.2450  -1.7186
 4M6  H16  H  HCH2   0   0.220   1.6803   0.5024  -1.9891
 4M6  H17  H  H      0   0.253   3.5143   0.3328   1.9583
 4M6  H18  H  H      0   0.257   5.2325   0.7499   3.6414
 4M6  H19  H  H      0   0.258   7.6300   0.8176   3.0028
 4M6  H20  H  H      0   0.254   8.2928   0.4634   0.6625
 4M6  H21  H  HCR6   0   0.249   7.6969   0.0159  -1.6828
 4M6  H22  H  HCR6   0   0.258   5.9649  -0.4017  -3.3844
 4M6  H23  H  HCR6   0   0.279   3.5963  -0.4759  -2.7865

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
 4M6  CAI  CAC  aromatic  1.368  0.020  1.368
 4M6  CAI  CAY  aromatic  1.414  0.020  1.414
 4M6  CAJ  CAY  aromatic  1.416  0.020  1.416
 4M6  CAJ  CAF  aromatic  1.365  0.020  1.365
 4M6  CAC  CAD  aromatic  1.408  0.020  1.408
 4M6  CAY  CAZ  aromatic  1.419  0.020  1.419
 4M6  CAF  CAH  aromatic  1.411  0.020  1.411
 4M6  CAD  CAK  aromatic  1.370  0.020  1.370
 4M6  CAZ  CAK  aromatic  1.414  0.020  1.414
 4M6  CAZ  CAV  aromatic  1.429  0.020  1.429
 4M6  CAH  CAV  aromatic  1.374  0.020  1.374
 4M6  CAV  OAS  single    1.342  0.020  1.342
 4M6  OAS  CAO  single    1.420  0.020  1.420
 4M6  CAO  CAM  single    1.514  0.020  1.514
 4M6  CAM  CAQ  single    1.529  0.020  1.529
 4M6  CAQ  CAW  single    1.495  0.020  1.495
 4M6  OAB  CAT  deloc     1.245  0.020  1.245
 4M6  CAW  CBA  aromatic  1.427  0.020  1.427
 4M6  CAW  CAX  aromatic  1.382  0.020  1.382
 4M6  CAL  CBA  aromatic  1.404  0.020  1.404
 4M6  CAL  CAE  aromatic  1.381  0.020  1.381
 4M6  CBA  CBB  aromatic  1.403  0.020  1.403
 4M6  CAT  CAX  single    1.507  0.020  1.507
 4M6  CAT  OAA  deloc     1.247  0.020  1.247
 4M6  CAE  CAG  aromatic  1.410  0.020  1.410
 4M6  CAX  NBC  aromatic  1.382  0.020  1.382
 4M6  CBB  NBC  aromatic  1.358  0.020  1.358
 4M6  CBB  CAU  aromatic  1.394  0.020  1.394
 4M6  NBC  CAR  single    1.454  0.020  1.454
 4M6  CAG  CAU  aromatic  1.381  0.020  1.381
 4M6  CAU  CAP  single    1.501  0.020  1.501
 4M6  CAR  CAN  single    1.527  0.020  1.527
 4M6  CAN  CAP  single    1.530  0.020  1.530
 4M6  CAR  H2   single    0.970  0.020  1.090
 4M6  CAR  H3   single    0.970  0.020  1.090
 4M6  CAN  H4   single    0.970  0.020  1.090
 4M6  CAN  H5   single    0.970  0.020  1.090
 4M6  CAP  H6   single    0.970  0.020  1.090
 4M6  CAP  H7   single    0.970  0.020  1.090
 4M6  CAG  H8   single    0.930  0.020  1.080
 4M6  CAE  H9   single    0.930  0.020  1.080
 4M6  CAL  H10  single    0.930  0.020  1.080
 4M6  CAQ  H11  single    0.970  0.020  1.090
 4M6  CAQ  H12  single    0.970  0.020  1.090
 4M6  CAM  H13  single    0.970  0.020  1.090
 4M6  CAM  H14  single    0.970  0.020  1.090
 4M6  CAO  H15  single    0.970  0.020  1.090
 4M6  CAO  H16  single    0.970  0.020  1.090
 4M6  CAK  H17  single    0.930  0.020  1.080
 4M6  CAD  H18  single    0.930  0.020  1.080
 4M6  CAC  H19  single    0.930  0.020  1.080
 4M6  CAI  H20  single    0.930  0.020  1.080
 4M6  CAJ  H21  single    0.930  0.020  1.080
 4M6  CAF  H22  single    0.930  0.020  1.080
 4M6  CAH  H23  single    0.930  0.020  1.080

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
 4M6  CAX  CAT  OAB  116.30  3.000
 4M6  CAX  CAT  OAA  116.89  3.000
 4M6  OAB  CAT  OAA  126.80  3.000
 4M6  CAW  CAX  NBC  109.02  3.000
 4M6  NBC  CAX  CAT  122.71  3.000
 4M6  CAW  CAX  CAT  128.20  3.000
 4M6  CAR  NBC  CBB  120.21  3.000
 4M6  CAR  NBC  CAX  131.12  3.000
 4M6  CBB  NBC  CAX  108.63  3.000
 4M6  CBA  CBB  CAU  124.35  3.000
 4M6  CAU  CBB  NBC  126.61  3.000
 4M6  CBA  CBB  NBC  109.04  3.000
 4M6  H3   CAR  H2   107.25  3.000
 4M6  H3   CAR  CAN  110.31  3.000
 4M6  H2   CAR  CAN  109.92  3.000
 4M6  H3   CAR  NBC  109.88  3.000
 4M6  H2   CAR  NBC  109.57  3.000
 4M6  CAN  CAR  NBC  109.87  3.000
 4M6  H5   CAN  H4   106.76  3.000
 4M6  H5   CAN  CAP  110.26  3.000
 4M6  H4   CAN  CAP  109.25  3.000
 4M6  H5   CAN  CAR  108.07  3.000
 4M6  H4   CAN  CAR  109.14  3.000
 4M6  CAP  CAN  CAR  113.16  3.000
 4M6  H7   CAP  H6   106.53  3.000
 4M6  H7   CAP  CAU  109.96  3.000
 4M6  H6   CAP  CAU  110.91  3.000
 4M6  H7   CAP  CAN  109.49  3.000
 4M6  H6   CAP  CAN  110.39  3.000
 4M6  CAU  CAP  CAN  109.53  3.000
 4M6  CAG  CAU  CAP  127.06  3.000
 4M6  CAP  CAU  CBB  116.79  3.000
 4M6  CAG  CAU  CBB  116.14  3.000
 4M6  H8   CAG  CAE  119.20  3.000
 4M6  H8   CAG  CAU  119.67  3.000
 4M6  CAE  CAG  CAU  121.13  3.000
 4M6  H9   CAE  CAL  119.48  3.000
 4M6  H9   CAE  CAG  118.77  3.000
 4M6  CAL  CAE  CAG  121.75  3.000
 4M6  H10  CAL  CBA  121.08  3.000
 4M6  H10  CAL  CAE  120.34  3.000
 4M6  CBA  CAL  CAE  118.58  3.000
 4M6  CAW  CBA  CAL  135.55  3.000
 4M6  CAL  CBA  CBB  118.05  3.000
 4M6  CAW  CBA  CBB  106.40  3.000
 4M6  CAQ  CAW  CBA  124.34  3.000
 4M6  CBA  CAW  CAX  106.89  3.000
 4M6  CAQ  CAW  CAX  128.68  3.000
 4M6  H12  CAQ  H11  106.84  3.000
 4M6  H12  CAQ  CAM  108.86  3.000
 4M6  H11  CAQ  CAM  109.21  3.000
 4M6  H12  CAQ  CAW  108.78  3.000
 4M6  H11  CAQ  CAW  110.32  3.000
 4M6  CAM  CAQ  CAW  112.66  3.000
 4M6  H14  CAM  H13  107.50  3.000
 4M6  H14  CAM  CAO  109.82  3.000
 4M6  H13  CAM  CAO  109.58  3.000
 4M6  H14  CAM  CAQ  109.12  3.000
 4M6  H13  CAM  CAQ  109.70  3.000
 4M6  CAO  CAM  CAQ  111.06  3.000
 4M6  H16  CAO  H15  107.45  3.000
 4M6  H16  CAO  OAS  110.02  3.000
 4M6  H15  CAO  OAS  110.31  3.000
 4M6  H16  CAO  CAM  110.51  3.000
 4M6  H15  CAO  CAM  110.21  3.000
 4M6  OAS  CAO  CAM  108.35  3.000
 4M6  CAV  OAS  CAO  119.36  3.000
 4M6  CAH  CAV  CAZ  120.21  3.000
 4M6  CAH  CAV  OAS  124.64  3.000
 4M6  CAZ  CAV  OAS  115.15  3.000
 4M6  CAY  CAZ  CAK  119.12  3.000
 4M6  CAK  CAZ  CAV  122.09  3.000
 4M6  CAY  CAZ  CAV  118.78  3.000
 4M6  H17  CAK  CAD  119.47  3.000
 4M6  H17  CAK  CAZ  119.93  3.000
 4M6  CAD  CAK  CAZ  120.60  3.000
 4M6  H18  CAD  CAC  119.70  3.000
 4M6  H18  CAD  CAK  119.89  3.000
 4M6  CAC  CAD  CAK  120.41  3.000
 4M6  H19  CAC  CAI  120.13  3.000
 4M6  H19  CAC  CAD  119.78  3.000
 4M6  CAI  CAC  CAD  120.10  3.000
 4M6  H20  CAI  CAY  118.74  3.000
 4M6  H20  CAI  CAC  120.28  3.000
 4M6  CAY  CAI  CAC  120.98  3.000
 4M6  CAJ  CAY  CAI  121.47  3.000
 4M6  CAJ  CAY  CAZ  119.74  3.000
 4M6  CAI  CAY  CAZ  118.79  3.000
 4M6  H21  CAJ  CAF  120.83  3.000
 4M6  H21  CAJ  CAY  119.32  3.000
 4M6  CAF  CAJ  CAY  119.85  3.000
 4M6  H22  CAF  CAH  118.49  3.000
 4M6  H22  CAF  CAJ  120.17  3.000
 4M6  CAH  CAF  CAJ  121.34  3.000
 4M6  H23  CAH  CAF  118.56  3.000
 4M6  H23  CAH  CAV  121.36  3.000
 4M6  CAF  CAH  CAV  120.07  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
 4M6  CONST_01  CAL  CBA  CAW  CAX   180.00   0.0  0
 4M6  CONST_02  CBB  CBA  CAW  CAX     0.00   0.0  0
 4M6  CONST_03  CBA  CBB  NBC  CAX     0.00   0.0  0
 4M6  CONST_04  CAU  CBB  NBC  CAX   180.00   0.0  0
 4M6  CONST_05  CBA  CAW  CAX  NBC     0.00   0.0  0
 4M6  CONST_06  CAW  CBA  CBB  NBC     0.00   0.0  0
 4M6  CONST_07  CAL  CBA  CBB  NBC   180.00   0.0  0
 4M6  CONST_08  CAG  CAU  CBB  NBC   180.00   0.0  0
 4M6  CONST_09  CAE  CAL  CBA  CBB     0.00   0.0  0
 4M6  CONST_10  CAW  CAX  NBC  CBB     0.00   0.0  0
 4M6  CONST_11  CAE  CAG  CAU  CBB     0.00   0.0  0
 4M6  CONST_12  CAW  CBA  CBB  CAU   180.00   0.0  0
 4M6  CONST_13  CAL  CBA  CBB  CAU     0.00   0.0  0
 4M6  CONST_14  CAL  CAE  CAG  CAU     0.00   0.0  0
 4M6  CONST_15  CBA  CAL  CAE  CAG     0.00   0.0  0
 4M6  CONST_16  CBA  CBB  CAU  CAG     0.00   0.0  0
 4M6  CONST_17  CAW  CBA  CAL  CAE   180.00   0.0  0
 4M6  CONST_18  CAI  CAY  CAZ  CAV   180.00   0.0  0
 4M6  CONST_19  CAJ  CAY  CAZ  CAV     0.00   0.0  0
 4M6  CONST_20  CAD  CAK  CAZ  CAV   180.00   0.0  0
 4M6  CONST_21  CAJ  CAF  CAH  CAV     0.00   0.0  0
 4M6  CONST_22  CAC  CAI  CAY  CAZ     0.00   0.0  0
 4M6  CONST_23  CAF  CAJ  CAY  CAZ     0.00   0.0  0
 4M6  CONST_24  CAC  CAD  CAK  CAZ     0.00   0.0  0
 4M6  CONST_25  CAF  CAH  CAV  CAZ     0.00   0.0  0
 4M6  CONST_26  CAI  CAC  CAD  CAK     0.00   0.0  0
 4M6  CONST_27  CAI  CAY  CAZ  CAK     0.00   0.0  0
 4M6  CONST_28  CAJ  CAY  CAZ  CAK   180.00   0.0  0
 4M6  CONST_29  CAH  CAV  CAZ  CAK   180.00   0.0  0
 4M6  CONST_30  CAY  CAI  CAC  CAD     0.00   0.0  0
 4M6  CONST_31  CAY  CAZ  CAK  CAD     0.00   0.0  0
 4M6  CONST_32  CAJ  CAY  CAI  CAC   180.00   0.0  0
 4M6  CONST_33  CAF  CAJ  CAY  CAI   180.00   0.0  0
 4M6  CONST_34  CAH  CAF  CAJ  CAY     0.00   0.0  0
 4M6  CONST_35  CAH  CAV  CAZ  CAY     0.00   0.0  0
 4M6  CONST_36  CBA  CAW  CAX  CAT   180.00   0.0  0
 4M6  CONST_37  CBB  NBC  CAX  CAT   180.00   0.0  0
 4M6  CONST_38  CAR  NBC  CAX  CAT     0.00   0.0  0
 4M6  CONST_39  CAQ  CAW  CAX  NBC   180.00   0.0  0
 4M6  CONST_40  CAQ  CAW  CBA  CBB   180.00   0.0  0
 4M6  CONST_41  CAQ  CAW  CBA  CAL     0.00   0.0  0
 4M6  CONST_42  CAY  CAZ  CAV  OAS   180.00   0.0  0
 4M6  CONST_43  CAK  CAZ  CAV  OAS     0.00   0.0  0
 4M6  CONST_44  CAF  CAH  CAV  OAS   180.00   0.0  0
 4M6  CONST_45  H10  CAL  CBA  CBB   180.00   0.0  0
 4M6  CONST_46  H8   CAG  CAU  CBB   180.00   0.0  0
 4M6  CONST_47  H9   CAE  CAG  CAU   180.00   0.0  0
 4M6  CONST_48  H17  CAK  CAZ  CAV     0.00   0.0  0
 4M6  CONST_49  H22  CAF  CAH  CAV   180.00   0.0  0
 4M6  CONST_50  H20  CAI  CAY  CAZ   180.00   0.0  0
 4M6  CONST_51  H21  CAJ  CAY  CAZ   180.00   0.0  0
 4M6  CONST_52  H18  CAD  CAK  CAZ   180.00   0.0  0
 4M6  CONST_53  H23  CAH  CAV  CAZ   180.00   0.0  0
 4M6  CONST_54  H19  CAC  CAD  CAK   180.00   0.0  0
 4M6  Var_01    CAN  CAR  NBC  CAX  -153.50  30.0  1
 4M6  Var_02    CAP  CAN  CAR  NBC   -51.93  30.0  1
 4M6  Var_03    CAN  CAP  CAU  CBB   -27.36  30.0  1
 4M6  Var_04    CAU  CAP  CAN  CAR    53.74  30.0  1
 4M6  Var_05    CAW  CAX  CAT  OAA   158.71  30.0  2
 4M6  Var_06    CAM  CAQ  CAW  CAX   -78.31  30.0  1
 4M6  Var_07    CAZ  CAV  OAS  CAO   176.36  30.0  1
 4M6  Var_08    CAO  CAM  CAQ  CAW  -179.00  30.0  1
 4M6  Var_09    H15  CAO  OAS  CAV    62.73  30.0  3
 4M6  Var_10    OAS  CAO  CAM  CAQ   178.06  30.0  1

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
 4M6  plan-1  OAS  0.020
 4M6  plan-1  CAV  0.020
 4M6  plan-1  CAZ  0.020
 4M6  plan-1  CAK  0.020
 4M6  plan-1  CAD  0.020
 4M6  plan-1  CAC  0.020
 4M6  plan-1  CAI  0.020
 4M6  plan-1  CAY  0.020
 4M6  plan-1  CAJ  0.020
 4M6  plan-1  CAF  0.020
 4M6  plan-1  CAH  0.020
 4M6  plan-1  H17  0.020
 4M6  plan-1  H18  0.020
 4M6  plan-1  H19  0.020
 4M6  plan-1  H20  0.020
 4M6  plan-1  H21  0.020
 4M6  plan-1  H22  0.020
 4M6  plan-1  H23  0.020
 4M6  plan-2  CAT  0.020
 4M6  plan-2  CAX  0.020
 4M6  plan-2  NBC  0.020
 4M6  plan-2  CBB  0.020
 4M6  plan-2  CAR  0.020
 4M6  plan-2  CAP  0.020
 4M6  plan-2  CAU  0.020
 4M6  plan-2  CAG  0.020
 4M6  plan-2  CAE  0.020
 4M6  plan-2  CAL  0.020
 4M6  plan-2  CBA  0.020
 4M6  plan-2  CAW  0.020
 4M6  plan-2  CAQ  0.020
 4M6  plan-2  H8   0.020
 4M6  plan-2  H9   0.020
 4M6  plan-2  H10  0.020
 4M6  plan-3  OAA  0.020
 4M6  plan-3  CAT  0.020
 4M6  plan-3  OAB  0.020
 4M6  plan-3  CAX  0.020

