# electronic Ligand Builder and Optimisation Workbench (eLBOW)
#   - a module of PHENIX version dev-svn-
#   - file written: Wed Apr 22 15:01:03 2020
#   Inital geometry file: a 124 line input string
#   Ligand name: 1-[[3-(aminomethyl)phenyl]methyl]-2-butyl-imidazo[4,5-c]quinolin-4-amine
#   Quantum optimisation: True
#   Method: PBEh-3c
#   Random seed: 3628800
#   SMILES string: CCCCc1nc2c(N)nc3ccccc3c2n1Cc4cccc(CN)c4
#
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
 M0A  M0A  1-[[3-(aminomethyl)phenyl]methyl]-2-butyl-imidazo[4,5-c]quinolin-4-amine  ligand  52  27  .  2021-08-14  2021-08-14  
;
Directly from eLBOW using geometry from QM method PBEh-3c with CPCM solvent model
Validated by Mogul as OK
;

data_comp_M0A
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
 M0A  CAQ  C  CH3   0  -0.664  -3.0330   5.6893   1.3700
 M0A  CAP  C  CH2   0  -0.423  -2.7570   4.7585   0.1982
 M0A  CAO  C  CH2   0  -0.420  -1.4848   3.9434   0.3879
 M0A  CAN  C  CH2   0  -0.566  -1.1947   3.0353  -0.8115
 M0A  CAL  C  CR5   0   0.448   0.0095   2.1834  -0.6145
 M0A  NAK  N  N     0  -0.462   1.2054   2.4714  -1.0513
 M0A  CAH  C  CR56  0  -0.026   1.9967   1.4466  -0.6217
 M0A  CAG  C  CR6   0   0.370   3.3950   1.2584  -0.8169
 M0A  NAR  N  NH2   0  -0.832   4.1083   2.2020  -1.4675
 M0A  NAI  N  N     0  -0.515   3.9939   0.1977  -0.3376
 M0A  CAA  C  CR66  0   0.158   3.2809  -0.7367   0.3523
 M0A  CAC  C  CR16  0  -0.305   3.9847  -1.8578   0.8370
 M0A  CAE  C  CR16  0  -0.265   3.3481  -2.8554   1.5347
 M0A  CAF  C  CR16  0  -0.266   1.9698  -2.7796   1.7749
 M0A  CAD  C  CR16  0  -0.321   1.2514  -1.6995   1.3184
 M0A  CAB  C  CR66  0   0.074   1.8820  -0.6595   0.6121
 M0A  CAJ  C  CR56  0   0.414   1.2684   0.5133   0.0852
 M0A  NAM  N  NR5   0  -0.551  -0.0093   1.0093   0.0953
 M0A  CAS  C  CH2   0  -0.398  -1.1766   0.4115   0.7020
 M0A  CAT  C  CR6   0   0.095  -1.7338  -0.7625  -0.0654
 M0A  CAU  C  CR16  0  -0.344  -2.6277  -1.6115   0.5828
 M0A  CAV  C  CR16  0  -0.310  -1.4049  -1.0108  -1.3905
 M0A  CAX  C  CR16  0  -0.224  -1.9691  -2.0974  -2.0494
 M0A  CAY  C  CR16  0  -0.299  -2.8606  -2.9339  -1.3979
 M0A  CAW  C  CR6   0   0.111  -3.2054  -2.6938  -0.0688
 M0A  CAZ  C  CH2   0  -0.341  -4.2000  -3.5706   0.6494
 M0A  NBA  N  NH2   0  -0.793  -4.0478  -4.9695   0.2906
 M0A  H1   H  HCH3  0   0.219  -3.1170   5.1326   2.3051
 M0A  H2   H  HCH3  0   0.219  -2.2311   6.4196   1.4928
 M0A  H3   H  HCH3  0   0.230  -3.9630   6.2408   1.2298
 M0A  H4   H  HCH2  0   0.219  -3.6040   4.0793   0.0620
 M0A  H5   H  HCH2  0   0.219  -2.6816   5.3409  -0.7248
 M0A  H6   H  HCH2  0   0.235  -0.6328   4.6124   0.5397
 M0A  H7   H  HCH2  0   0.228  -1.5701   3.3446   1.3002
 M0A  H8   H  HCH2  0   0.256  -2.0689   2.4164  -1.0336
 M0A  H9   H  HCH2  0   0.275  -1.0210   3.6488  -1.6967
 M0A  H10  H  HNH2  0   0.398   3.6201   2.8977  -2.0049
 M0A  H11  H  HNH2  0   0.391   5.0389   1.9717  -1.7724
 M0A  H12  H  HCR6  0   0.250   5.0481  -1.9136   0.6404
 M0A  H13  H  HCR6  0   0.254   3.9125  -3.7052   1.8965
 M0A  H14  H  HCR6  0   0.254   1.4663  -3.5711   2.3136
 M0A  H15  H  HCR6  0   0.253   0.1877  -1.6704   1.5031
 M0A  H16  H  HCH2  0   0.291  -0.9351   0.1241   1.7263
 M0A  H17  H  HCH2  0   0.307  -1.9428   1.1819   0.7948
 M0A  H18  H  HCR6  0   0.248  -2.8754  -1.4265   1.6236
 M0A  H19  H  HCR6  0   0.253  -0.7063  -0.3751  -1.9198
 M0A  H20  H  HCR6  0   0.254  -1.7047  -2.2907  -3.0812
 M0A  H21  H  HCR6  0   0.248  -3.2870  -3.7832  -1.9155
 M0A  H22  H  HCH2  0   0.215  -4.1260  -3.3733   1.7272
 M0A  H23  H  HCH2  0   0.241  -5.2078  -3.2594   0.3587
 M0A  H24  H  HNH2  0   0.344  -3.1903  -5.3304   0.6894
 M0A  H25  H  HNH2  0   0.354  -4.7982  -5.5062   0.7058

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
 M0A  NBA  CAZ  single    1.452  0.020  1.452
 M0A  CAZ  CAW  single    1.508  0.020  1.508
 M0A  CAW  CAY  aromatic  1.394  0.020  1.394
 M0A  CAW  CAU  aromatic  1.389  0.020  1.389
 M0A  CAY  CAX  aromatic  1.385  0.020  1.385
 M0A  CAU  CAT  aromatic  1.393  0.020  1.393
 M0A  NAR  CAG  single    1.350  0.020  1.350
 M0A  CAX  CAV  aromatic  1.390  0.020  1.390
 M0A  NAI  CAG  aromatic  1.309  0.020  1.309
 M0A  NAI  CAA  aromatic  1.363  0.020  1.363
 M0A  CAG  CAH  aromatic  1.424  0.020  1.424
 M0A  CAC  CAA  aromatic  1.410  0.020  1.410
 M0A  CAC  CAE  aromatic  1.374  0.020  1.374
 M0A  CAA  CAB  aromatic  1.425  0.020  1.425
 M0A  CAH  NAK  aromatic  1.364  0.020  1.364
 M0A  CAH  CAJ  aromatic  1.379  0.020  1.379
 M0A  CAE  CAF  aromatic  1.401  0.020  1.401
 M0A  CAT  CAV  aromatic  1.388  0.020  1.388
 M0A  CAT  CAS  single    1.509  0.020  1.509
 M0A  NAK  CAL  aromatic  1.305  0.020  1.305
 M0A  CAB  CAJ  aromatic  1.425  0.020  1.425
 M0A  CAB  CAD  aromatic  1.406  0.020  1.406
 M0A  CAJ  NAM  aromatic  1.371  0.020  1.371
 M0A  CAF  CAD  aromatic  1.375  0.020  1.375
 M0A  CAL  NAM  aromatic  1.372  0.020  1.372
 M0A  CAL  CAN  single    1.488  0.020  1.488
 M0A  NAM  CAS  single    1.445  0.020  1.445
 M0A  CAN  CAO  single    1.532  0.020  1.532
 M0A  CAO  CAP  single    1.523  0.020  1.523
 M0A  CAP  CAQ  single    1.522  0.020  1.522
 M0A  CAQ  H1   single    0.970  0.020  1.090
 M0A  CAQ  H2   single    0.970  0.020  1.090
 M0A  CAQ  H3   single    0.970  0.020  1.090
 M0A  CAP  H4   single    0.970  0.020  1.090
 M0A  CAP  H5   single    0.970  0.020  1.090
 M0A  CAO  H6   single    0.970  0.020  1.090
 M0A  CAO  H7   single    0.970  0.020  1.090
 M0A  CAN  H8   single    0.970  0.020  1.090
 M0A  CAN  H9   single    0.970  0.020  1.090
 M0A  NAR  H10  single    0.890  0.020  1.040
 M0A  NAR  H11  single    0.890  0.020  1.040
 M0A  CAC  H12  single    0.930  0.020  1.080
 M0A  CAE  H13  single    0.930  0.020  1.080
 M0A  CAF  H14  single    0.930  0.020  1.080
 M0A  CAD  H15  single    0.930  0.020  1.080
 M0A  CAS  H16  single    0.970  0.020  1.090
 M0A  CAS  H17  single    0.970  0.020  1.090
 M0A  CAU  H18  single    0.930  0.020  1.080
 M0A  CAV  H19  single    0.930  0.020  1.080
 M0A  CAX  H20  single    0.930  0.020  1.080
 M0A  CAY  H21  single    0.930  0.020  1.080
 M0A  CAZ  H22  single    0.970  0.020  1.090
 M0A  CAZ  H23  single    0.970  0.020  1.090
 M0A  NBA  H24  single    0.890  0.020  1.040
 M0A  NBA  H25  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
 M0A  H3   CAQ  H2   107.62  3.000
 M0A  H3   CAQ  H1   107.61  3.000
 M0A  H2   CAQ  H1   107.54  3.000
 M0A  H3   CAQ  CAP  111.41  3.000
 M0A  H2   CAQ  CAP  111.27  3.000
 M0A  H1   CAQ  CAP  111.20  3.000
 M0A  H5   CAP  H4   106.19  3.000
 M0A  H5   CAP  CAO  109.42  3.000
 M0A  H4   CAP  CAO  109.27  3.000
 M0A  H5   CAP  CAQ  109.66  3.000
 M0A  H4   CAP  CAQ  109.58  3.000
 M0A  CAO  CAP  CAQ  112.52  3.000
 M0A  H7   CAO  H6   106.23  3.000
 M0A  H7   CAO  CAN  110.06  3.000
 M0A  H6   CAO  CAN  108.88  3.000
 M0A  H7   CAO  CAP  109.36  3.000
 M0A  H6   CAO  CAP  109.92  3.000
 M0A  CAN  CAO  CAP  112.21  3.000
 M0A  H9   CAN  H8   106.30  3.000
 M0A  H9   CAN  CAL  107.49  3.000
 M0A  H8   CAN  CAL  110.46  3.000
 M0A  H9   CAN  CAO  109.40  3.000
 M0A  H8   CAN  CAO  110.06  3.000
 M0A  CAL  CAN  CAO  112.88  3.000
 M0A  NAM  CAL  NAK  111.99  3.000
 M0A  NAM  CAL  CAN  123.18  3.000
 M0A  NAK  CAL  CAN  124.80  3.000
 M0A  CAH  NAK  CAL  105.09  3.000
 M0A  CAJ  CAH  CAG  119.96  3.000
 M0A  CAJ  CAH  NAK  111.32  3.000
 M0A  CAG  CAH  NAK  128.72  3.000
 M0A  NAI  CAG  NAR  120.07  3.000
 M0A  NAI  CAG  CAH  120.40  3.000
 M0A  NAR  CAG  CAH  119.50  3.000
 M0A  H11  NAR  H10  116.46  3.000
 M0A  H11  NAR  CAG  118.35  3.000
 M0A  H10  NAR  CAG  118.99  3.000
 M0A  CAA  NAI  CAG  120.10  3.000
 M0A  CAB  CAA  CAC  118.07  3.000
 M0A  CAB  CAA  NAI  124.66  3.000
 M0A  CAC  CAA  NAI  117.27  3.000
 M0A  H12  CAC  CAE  120.66  3.000
 M0A  H12  CAC  CAA  117.96  3.000
 M0A  CAE  CAC  CAA  121.39  3.000
 M0A  H13  CAE  CAF  119.88  3.000
 M0A  H13  CAE  CAC  119.88  3.000
 M0A  CAF  CAE  CAC  120.24  3.000
 M0A  H14  CAF  CAD  119.80  3.000
 M0A  H14  CAF  CAE  120.23  3.000
 M0A  CAD  CAF  CAE  119.97  3.000
 M0A  H15  CAD  CAB  120.50  3.000
 M0A  H15  CAD  CAF  118.61  3.000
 M0A  CAB  CAD  CAF  120.89  3.000
 M0A  CAJ  CAB  CAD  126.97  3.000
 M0A  CAD  CAB  CAA  119.45  3.000
 M0A  CAJ  CAB  CAA  113.58  3.000
 M0A  NAM  CAJ  CAB  134.16  3.000
 M0A  NAM  CAJ  CAH  104.55  3.000
 M0A  CAB  CAJ  CAH  121.29  3.000
 M0A  CAS  NAM  CAJ  127.33  3.000
 M0A  CAS  NAM  CAL  125.61  3.000
 M0A  CAJ  NAM  CAL  107.04  3.000
 M0A  H17  CAS  H16  105.18  3.000
 M0A  H17  CAS  CAT  109.47  3.000
 M0A  H16  CAS  CAT  110.75  3.000
 M0A  H17  CAS  NAM  108.12  3.000
 M0A  H16  CAS  NAM  108.93  3.000
 M0A  CAT  CAS  NAM  113.99  3.000
 M0A  CAV  CAT  CAU  119.17  3.000
 M0A  CAV  CAT  CAS  122.50  3.000
 M0A  CAU  CAT  CAS  118.32  3.000
 M0A  H18  CAU  CAW  119.18  3.000
 M0A  H18  CAU  CAT  119.26  3.000
 M0A  CAW  CAU  CAT  121.57  3.000
 M0A  H19  CAV  CAX  119.28  3.000
 M0A  H19  CAV  CAT  120.97  3.000
 M0A  CAX  CAV  CAT  119.75  3.000
 M0A  H20  CAX  CAY  119.84  3.000
 M0A  H20  CAX  CAV  119.48  3.000
 M0A  CAY  CAX  CAV  120.68  3.000
 M0A  H21  CAY  CAW  119.59  3.000
 M0A  H21  CAY  CAX  120.17  3.000
 M0A  CAW  CAY  CAX  120.24  3.000
 M0A  CAZ  CAW  CAY  121.14  3.000
 M0A  CAY  CAW  CAU  118.59  3.000
 M0A  CAZ  CAW  CAU  120.26  3.000
 M0A  H23  CAZ  H22  105.77  3.000
 M0A  H23  CAZ  NBA  107.75  3.000
 M0A  H22  CAZ  NBA  114.11  3.000
 M0A  H23  CAZ  CAW  108.39  3.000
 M0A  H22  CAZ  CAW  108.58  3.000
 M0A  NBA  CAZ  CAW  111.92  3.000
 M0A  H25  NBA  H24  106.11  3.000
 M0A  H25  NBA  CAZ  109.38  3.000
 M0A  H24  NBA  CAZ  109.56  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
 M0A  CONST_01  CAG  CAH  NAK  CAL   180.00   0.0  0
 M0A  CONST_02  CAJ  CAH  NAK  CAL     0.00   0.0  0
 M0A  CONST_03  CAH  CAJ  NAM  CAL     0.00   0.0  0
 M0A  CONST_04  CAB  CAJ  NAM  CAL   180.00   0.0  0
 M0A  CONST_05  NAI  CAG  CAH  NAK   180.00   0.0  0
 M0A  CONST_06  CAB  CAJ  CAH  NAK   180.00   0.0  0
 M0A  CONST_07  NAM  CAJ  CAH  NAK     0.00   0.0  0
 M0A  CONST_08  CAJ  NAM  CAL  NAK     0.00   0.0  0
 M0A  CONST_09  CAA  NAI  CAG  CAH     0.00   0.0  0
 M0A  CONST_10  NAM  CAL  NAK  CAH     0.00   0.0  0
 M0A  CONST_11  CAA  CAB  CAJ  CAH     0.00   0.0  0
 M0A  CONST_12  CAD  CAB  CAJ  CAH   180.00   0.0  0
 M0A  CONST_13  CAC  CAA  NAI  CAG   180.00   0.0  0
 M0A  CONST_14  CAB  CAA  NAI  CAG     0.00   0.0  0
 M0A  CONST_15  CAB  CAJ  CAH  CAG     0.00   0.0  0
 M0A  CONST_16  NAM  CAJ  CAH  CAG   180.00   0.0  0
 M0A  CONST_17  CAJ  CAH  CAG  NAI     0.00   0.0  0
 M0A  CONST_18  CAE  CAC  CAA  NAI   180.00   0.0  0
 M0A  CONST_19  CAJ  CAB  CAA  NAI     0.00   0.0  0
 M0A  CONST_20  CAD  CAB  CAA  NAI   180.00   0.0  0
 M0A  CONST_21  CAF  CAE  CAC  CAA     0.00   0.0  0
 M0A  CONST_22  NAM  CAJ  CAB  CAA   180.00   0.0  0
 M0A  CONST_23  CAF  CAD  CAB  CAA     0.00   0.0  0
 M0A  CONST_24  CAJ  CAB  CAA  CAC   180.00   0.0  0
 M0A  CONST_25  CAD  CAB  CAA  CAC     0.00   0.0  0
 M0A  CONST_26  CAD  CAF  CAE  CAC     0.00   0.0  0
 M0A  CONST_27  CAB  CAA  CAC  CAE     0.00   0.0  0
 M0A  CONST_28  CAB  CAD  CAF  CAE     0.00   0.0  0
 M0A  CONST_29  CAJ  CAB  CAD  CAF   180.00   0.0  0
 M0A  CONST_30  NAM  CAJ  CAB  CAD     0.00   0.0  0
 M0A  CONST_31  CAY  CAW  CAU  CAT     0.00   0.0  0
 M0A  CONST_32  CAY  CAX  CAV  CAT     0.00   0.0  0
 M0A  CONST_33  CAX  CAY  CAW  CAU     0.00   0.0  0
 M0A  CONST_34  CAX  CAV  CAT  CAU     0.00   0.0  0
 M0A  CONST_35  CAW  CAY  CAX  CAV     0.00   0.0  0
 M0A  CONST_36  CAW  CAU  CAT  CAV     0.00   0.0  0
 M0A  CONST_37  CAH  NAK  CAL  CAN   180.00   0.0  0
 M0A  CONST_38  CAJ  NAM  CAL  CAN   180.00   0.0  0
 M0A  CONST_39  NAR  CAG  CAH  NAK     0.00   0.0  0
 M0A  CONST_40  CAS  NAM  CAL  NAK   180.00   0.0  0
 M0A  CONST_41  CAS  NAM  CAJ  CAH   180.00   0.0  0
 M0A  CONST_42  CAA  NAI  CAG  NAR   180.00   0.0  0
 M0A  CONST_43  CAJ  CAH  CAG  NAR   180.00   0.0  0
 M0A  CONST_44  CAS  NAM  CAJ  CAB     0.00   0.0  0
 M0A  CONST_45  CAW  CAU  CAT  CAS   180.00   0.0  0
 M0A  CONST_46  CAX  CAV  CAT  CAS   180.00   0.0  0
 M0A  CONST_47  CAZ  CAW  CAU  CAT   180.00   0.0  0
 M0A  CONST_48  CAZ  CAW  CAY  CAX   180.00   0.0  0
 M0A  CONST_49  H12  CAC  CAA  NAI     0.00   0.0  0
 M0A  CONST_50  H13  CAE  CAC  CAA   180.00   0.0  0
 M0A  CONST_51  H15  CAD  CAB  CAA   180.00   0.0  0
 M0A  CONST_52  H14  CAF  CAE  CAC   180.00   0.0  0
 M0A  CONST_53  H20  CAX  CAV  CAT   180.00   0.0  0
 M0A  CONST_54  H21  CAY  CAW  CAU   180.00   0.0  0
 M0A  CONST_55  H19  CAV  CAT  CAU   180.00   0.0  0
 M0A  CONST_56  H18  CAU  CAT  CAV   180.00   0.0  0
 M0A  CONST_58  H11  NAR  CAG  CAH   180.00   0.0  0
 M0A  Var_01    CAT  CAS  NAM  CAL   103.31  30.0  2
 M0A  Var_02    CAU  CAT  CAS  NAM   164.00  30.0  2
 M0A  Var_03    NAK  CAL  CAN  CAO   -96.28  30.0  2
 M0A  Var_04    NBA  CAZ  CAW  CAU  -142.39  30.0  2
 M0A  Var_05    CAL  CAN  CAO  CAP  -177.23  30.0  1
 M0A  Var_06    H24  NBA  CAZ  CAW    70.71  30.0  3
 M0A  Var_07    CAN  CAO  CAP  CAQ  -178.53  30.0  2
 M0A  Var_08    H1   CAQ  CAP  CAO   -58.19  30.0  3

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
 M0A  plan-1  CAS  0.020
 M0A  plan-1  CAT  0.020
 M0A  plan-1  CAU  0.020
 M0A  plan-1  CAV  0.020
 M0A  plan-1  CAX  0.020
 M0A  plan-1  CAY  0.020
 M0A  plan-1  CAW  0.020
 M0A  plan-1  CAZ  0.020
 M0A  plan-1  H18  0.020
 M0A  plan-1  H19  0.020
 M0A  plan-1  H20  0.020
 M0A  plan-1  H21  0.020
 M0A  plan-2  CAN  0.020
 M0A  plan-2  CAL  0.020
 M0A  plan-2  NAK  0.020
 M0A  plan-2  CAH  0.020
 M0A  plan-2  CAG  0.020
 M0A  plan-2  NAR  0.020
 M0A  plan-2  NAI  0.020
 M0A  plan-2  CAA  0.020
 M0A  plan-2  CAC  0.020
 M0A  plan-2  CAE  0.020
 M0A  plan-2  CAF  0.020
 M0A  plan-2  CAD  0.020
 M0A  plan-2  CAB  0.020
 M0A  plan-2  CAJ  0.020
 M0A  plan-2  NAM  0.020
 M0A  plan-2  CAS  0.020
 M0A  plan-2  H12  0.020
 M0A  plan-2  H13  0.020
 M0A  plan-2  H14  0.020
 M0A  plan-2  H15  0.020
 M0A  plan-3  CAG  0.020
 M0A  plan-3  NAR  0.020
 M0A  plan-3  H10  0.020
 M0A  plan-3  H11  0.020

