# electronic Ligand Builder and Optimisation Workbench (eLBOW)
#   - a module of PHENIX version dev-svn-
#   - file written: Fri Apr 17 17:09:23 2020
#   Inital geometry file: a 109 line input string
#   Ligand name: 2-phenyl-~{N}4-(2-thiophen-2-ylethyl)quinazoline-4,7-diamine
#   Quantum optimisation: True
#   Method: PBEh-3c
#   Random seed: 3628800
#   SMILES string: Nc1ccc2c(NCCc3sccc3)nc(nc2c1)c4ccccc4
#
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
 8OT  8OT  2-phenyl-~{N}4-(2-thiophen-2-ylethyl)quinazoline-4,7-diamine  ligand  43  25  .  2021-08-06  2021-08-06  
;
Directly from eLBOW using geometry from QM method PBEh-3c with CPCM solvent model
Validated by Mogul as GRAND
;

data_comp_8OT
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
 8OT  C4   C  CR6   0   0.543   0.5859   0.8622   0.0427
 8OT  C5   C  CR66  0  -0.054   1.8017   1.6191   0.0069
 8OT  C6   C  CR66  0   0.276   2.9950   0.8648  -0.0178
 8OT  N1   N  N     0  -0.503   2.9747  -0.4950  -0.0191
 8OT  N3   N  N     0  -0.515   0.6080  -0.4590   0.0349
 8OT  CAQ  C  CR16  0  -0.289   0.5524  -3.2392  -0.0014
 8OT  CAR  C  CR16  0  -0.240   0.5237  -4.6260  -0.0207
 8OT  CAS  C  CR16  0  -0.258   1.7090  -5.3489  -0.0530
 8OT  CAT  C  CR16  0  -0.241   2.9246  -4.6753  -0.0662
 8OT  CAU  C  CR16  0  -0.286   2.9544  -3.2898  -0.0478
 8OT  CAM  C  CR6   0  -0.012   1.7682  -2.5550  -0.0154
 8OT  C2   C  CR6   0   0.364   1.8017  -1.0717   0.0007
 8OT  CAG  C  CR16  0  -0.425   4.2333   1.5213  -0.0426
 8OT  CAF  C  CR6   0   0.345   4.3080   2.9063  -0.0546
 8OT  NAC  N  NH2   0  -0.860   5.5024   3.5600  -0.1335
 8OT  CAE  C  CR16  0  -0.323   3.1015   3.6539  -0.0334
 8OT  CAJ  C  CR16  0  -0.300   1.8892   3.0228  -0.0027
 8OT  NAD  N  NH1   0  -0.685  -0.6100   1.4614   0.0825
 8OT  CAN  C  CH2   0  -0.223  -1.8579   0.7343   0.1583
 8OT  CAO  C  CH2   0  -0.557  -3.0271   1.7158   0.1730
 8OT  CAP  C  CR5   0  -0.149  -4.3378   1.0096   0.2845
 8OT  SAY  S  S2    0   0.201  -5.0377   0.1990  -1.0686
 8OT  CAX  C  CR15  0  -0.471  -6.3748  -0.3451  -0.1428
 8OT  CAW  C  CR15  0  -0.183  -6.2872   0.0769   1.1473
 8OT  CAV  C  CR15  0  -0.235  -5.1190   0.8520   1.3903
 8OT  H2   H  HCR6  0   0.256  -0.4269  -5.1436  -0.0106
 8OT  H3   H  HCR6  0   0.258   1.6865  -6.4309  -0.0677
 8OT  H4   H  HCR6  0   0.256   3.8522  -5.2326  -0.0914
 8OT  H5   H  HCR6  0   0.250   3.9013  -2.7670  -0.0590
 8OT  H6   H  HCR6  0   0.254   5.1346   0.9201  -0.0566
 8OT  H7   H  HNH2  0   0.389   6.3327   3.0492   0.1170
 8OT  H8   H  HNH2  0   0.389   5.5241   4.5272   0.1425
 8OT  H9   H  HCR6  0   0.268   3.1467   4.7358  -0.0431
 8OT  H10  H  HCR6  0   0.253   0.9995   3.6400   0.0112
 8OT  H11  H  HNH1  0   0.413  -0.6522   2.4647   0.1355
 8OT  H12  H  HCH2  0   0.238  -1.9472   0.0561  -0.6937
 8OT  H13  H  HCH2  0   0.242  -1.8870   0.1149   1.0586
 8OT  H14  H  HCH2  0   0.271  -2.9279   2.3914   1.0260
 8OT  H15  H  HCH2  0   0.268  -2.9973   2.3356  -0.7274
 8OT  H16  H  HCR5  0   0.294  -7.1508  -0.9394  -0.5997
 8OT  H17  H  HCR5  0   0.265  -7.0274  -0.1523   1.9005
 8OT  H18  H  HCR5  0   0.261  -4.8659   1.2791   2.3514
 8OT  H1   H  HCR6  0   0.258  -0.3711  -2.6769   0.0242

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
 8OT  CAE  CAJ  aromatic  1.367  0.020  1.367
 8OT  CAE  CAF  aromatic  1.419  0.020  1.419
 8OT  CAJ  C5   aromatic  1.406  0.020  1.406
 8OT  CAO  CAN  single    1.527  0.020  1.527
 8OT  CAO  CAP  single    1.493  0.020  1.493
 8OT  NAC  CAF  single    1.364  0.020  1.364
 8OT  CAF  CAG  aromatic  1.387  0.020  1.387
 8OT  NAD  CAN  single    1.446  0.020  1.446
 8OT  NAD  C4   single    1.338  0.020  1.338
 8OT  CAP  CAV  aromatic  1.363  0.020  1.363
 8OT  CAP  SAY  aromatic  1.726  0.020  1.726
 8OT  CAV  CAW  aromatic  1.423  0.020  1.423
 8OT  C5   C4   aromatic  1.433  0.020  1.433
 8OT  C5   C6   aromatic  1.412  0.020  1.412
 8OT  C4   N3   aromatic  1.321  0.020  1.321
 8OT  CAW  CAX  aromatic  1.360  0.020  1.360
 8OT  SAY  CAX  aromatic  1.715  0.020  1.715
 8OT  CAG  C6   aromatic  1.402  0.020  1.402
 8OT  C6   N1   aromatic  1.360  0.020  1.360
 8OT  N3   C2   aromatic  1.342  0.020  1.342
 8OT  N1   C2   aromatic  1.307  0.020  1.307
 8OT  C2   CAM  single    1.484  0.020  1.484
 8OT  CAM  CAU  aromatic  1.396  0.020  1.396
 8OT  CAM  CAQ  aromatic  1.395  0.020  1.395
 8OT  CAU  CAT  aromatic  1.386  0.020  1.386
 8OT  CAQ  CAR  aromatic  1.387  0.020  1.387
 8OT  CAT  CAS  aromatic  1.390  0.020  1.390
 8OT  CAR  CAS  aromatic  1.389  0.020  1.389
 8OT  CAQ  H1   single    0.930  0.020  1.080
 8OT  CAR  H2   single    0.930  0.020  1.080
 8OT  CAS  H3   single    0.930  0.020  1.080
 8OT  CAT  H4   single    0.930  0.020  1.080
 8OT  CAU  H5   single    0.930  0.020  1.080
 8OT  CAG  H6   single    0.930  0.020  1.080
 8OT  NAC  H7   single    0.890  0.020  1.040
 8OT  NAC  H8   single    0.890  0.020  1.040
 8OT  CAE  H9   single    0.930  0.020  1.080
 8OT  CAJ  H10  single    0.930  0.020  1.080
 8OT  NAD  H11  single    0.860  0.020  1.020
 8OT  CAN  H12  single    0.970  0.020  1.090
 8OT  CAN  H13  single    0.970  0.020  1.090
 8OT  CAO  H14  single    0.970  0.020  1.090
 8OT  CAO  H15  single    0.970  0.020  1.090
 8OT  CAX  H16  single    0.930  0.020  1.080
 8OT  CAW  H17  single    0.930  0.020  1.080
 8OT  CAV  H18  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
 8OT  NAD  C4   N3   117.57  3.000
 8OT  N3   C4   C5   120.92  3.000
 8OT  NAD  C4   C5   121.51  3.000
 8OT  CAJ  C5   C6   118.71  3.000
 8OT  C6   C5   C4   115.82  3.000
 8OT  CAJ  C5   C4   125.47  3.000
 8OT  CAG  C6   N1   118.78  3.000
 8OT  N1   C6   C5   121.43  3.000
 8OT  CAG  C6   C5   119.78  3.000
 8OT  C2   N1   C6   117.03  3.000
 8OT  C2   N3   C4   118.13  3.000
 8OT  H1   CAQ  CAM  119.30  3.000
 8OT  H1   CAQ  CAR  120.16  3.000
 8OT  CAM  CAQ  CAR  120.54  3.000
 8OT  H2   CAR  CAS  120.06  3.000
 8OT  H2   CAR  CAQ  119.74  3.000
 8OT  CAS  CAR  CAQ  120.20  3.000
 8OT  H3   CAS  CAT  120.17  3.000
 8OT  H3   CAS  CAR  120.20  3.000
 8OT  CAT  CAS  CAR  119.63  3.000
 8OT  H4   CAT  CAU  119.77  3.000
 8OT  H4   CAT  CAS  120.01  3.000
 8OT  CAU  CAT  CAS  120.21  3.000
 8OT  H5   CAU  CAM  119.33  3.000
 8OT  H5   CAU  CAT  120.12  3.000
 8OT  CAM  CAU  CAT  120.55  3.000
 8OT  C2   CAM  CAU  120.49  3.000
 8OT  CAU  CAM  CAQ  118.86  3.000
 8OT  C2   CAM  CAQ  120.65  3.000
 8OT  CAM  C2   N3   115.88  3.000
 8OT  CAM  C2   N1   117.46  3.000
 8OT  N3   C2   N1   126.66  3.000
 8OT  H6   CAG  CAF  120.60  3.000
 8OT  H6   CAG  C6   118.37  3.000
 8OT  CAF  CAG  C6   121.02  3.000
 8OT  CAE  CAF  NAC  119.53  3.000
 8OT  NAC  CAF  CAG  121.75  3.000
 8OT  CAE  CAF  CAG  118.68  3.000
 8OT  H8   NAC  H7   113.70  3.000
 8OT  H8   NAC  CAF  117.63  3.000
 8OT  H7   NAC  CAF  117.70  3.000
 8OT  H9   CAE  CAJ  119.90  3.000
 8OT  H9   CAE  CAF  119.37  3.000
 8OT  CAJ  CAE  CAF  120.73  3.000
 8OT  H10  CAJ  CAE  117.76  3.000
 8OT  H10  CAJ  C5   121.17  3.000
 8OT  CAE  CAJ  C5   121.07  3.000
 8OT  H11  NAD  CAN  117.56  3.000
 8OT  H11  NAD  C4   119.07  3.000
 8OT  CAN  NAD  C4   123.20  3.000
 8OT  H13  CAN  H12  106.76  3.000
 8OT  H13  CAN  CAO  109.63  3.000
 8OT  H12  CAN  CAO  110.12  3.000
 8OT  H13  CAN  NAD  110.55  3.000
 8OT  H12  CAN  NAD  109.98  3.000
 8OT  CAO  CAN  NAD  109.76  3.000
 8OT  H15  CAO  H14  106.85  3.000
 8OT  H15  CAO  CAP  110.70  3.000
 8OT  H14  CAO  CAP  108.29  3.000
 8OT  H15  CAO  CAN  109.61  3.000
 8OT  H14  CAO  CAN  109.60  3.000
 8OT  CAP  CAO  CAN  111.65  3.000
 8OT  CAV  CAP  SAY  110.45  3.000
 8OT  SAY  CAP  CAO  121.31  3.000
 8OT  CAV  CAP  CAO  128.20  3.000
 8OT  CAX  SAY  CAP   92.41  3.000
 8OT  H16  CAX  CAW  128.24  3.000
 8OT  H16  CAX  SAY  120.46  3.000
 8OT  CAW  CAX  SAY  111.31  3.000
 8OT  H17  CAW  CAV  123.98  3.000
 8OT  H17  CAW  CAX  123.45  3.000
 8OT  CAV  CAW  CAX  112.57  3.000
 8OT  H18  CAV  CAW  123.98  3.000
 8OT  H18  CAV  CAP  122.76  3.000
 8OT  CAW  CAV  CAP  113.27  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
 8OT  CONST_01  CAE  CAJ  C5   C4    180.00   0.0  0
 8OT  CONST_02  CAG  C6   C5   C4    180.00   0.0  0
 8OT  CONST_03  N1   C6   C5   C4      0.00   0.0  0
 8OT  CONST_04  N1   C2   N3   C4      0.00   0.0  0
 8OT  CONST_05  CAM  C2   N3   C4    180.00   0.0  0
 8OT  CONST_06  CAF  CAE  CAJ  C5      0.00   0.0  0
 8OT  CONST_07  C2   N3   C4   C5      0.00   0.0  0
 8OT  CONST_08  CAF  CAG  C6   C5      0.00   0.0  0
 8OT  CONST_09  C2   N1   C6   C5      0.00   0.0  0
 8OT  CONST_10  CAE  CAJ  C5   C6      0.00   0.0  0
 8OT  CONST_11  N3   C4   C5   C6      0.00   0.0  0
 8OT  CONST_12  CAE  CAF  CAG  C6      0.00   0.0  0
 8OT  CONST_13  N3   C2   N1   C6      0.00   0.0  0
 8OT  CONST_14  CAM  C2   N1   C6    180.00   0.0  0
 8OT  CONST_15  CAJ  C5   C6   N1    180.00   0.0  0
 8OT  CONST_16  CAF  CAG  C6   N1    180.00   0.0  0
 8OT  CONST_17  CAU  CAM  C2   N1      0.00   0.0  0
 8OT  CONST_18  CAQ  CAM  C2   N1    180.00   0.0  0
 8OT  CONST_19  CAJ  C5   C4   N3    180.00   0.0  0
 8OT  CONST_20  CAU  CAM  C2   N3    180.00   0.0  0
 8OT  CONST_21  CAQ  CAM  C2   N3      0.00   0.0  0
 8OT  CONST_22  CAT  CAU  CAM  CAQ     0.00   0.0  0
 8OT  CONST_23  CAT  CAS  CAR  CAQ     0.00   0.0  0
 8OT  CONST_24  C2   CAM  CAQ  CAR   180.00   0.0  0
 8OT  CONST_25  CAU  CAM  CAQ  CAR     0.00   0.0  0
 8OT  CONST_26  CAU  CAT  CAS  CAR     0.00   0.0  0
 8OT  CONST_27  CAM  CAU  CAT  CAS     0.00   0.0  0
 8OT  CONST_28  CAM  CAQ  CAR  CAS     0.00   0.0  0
 8OT  CONST_29  C2   CAM  CAU  CAT   180.00   0.0  0
 8OT  CONST_30  CAG  C6   N1   C2    180.00   0.0  0
 8OT  CONST_31  CAJ  CAE  CAF  CAG     0.00   0.0  0
 8OT  CONST_32  CAJ  C5   C6   CAG     0.00   0.0  0
 8OT  CONST_33  CAX  CAW  CAV  CAP     0.00   0.0  0
 8OT  CONST_34  CAW  CAX  SAY  CAP     0.00   0.0  0
 8OT  CONST_35  CAW  CAV  CAP  SAY     0.00   0.0  0
 8OT  CONST_36  CAV  CAW  CAX  SAY     0.00   0.0  0
 8OT  CONST_37  CAV  CAP  SAY  CAX     0.00   0.0  0
 8OT  CONST_38  NAD  C4   C5   C6    180.00   0.0  0
 8OT  CONST_39  NAC  CAF  CAG  C6    180.00   0.0  0
 8OT  CONST_40  NAD  C4   N3   C2    180.00   0.0  0
 8OT  CONST_41  CAJ  CAE  CAF  NAC   180.00   0.0  0
 8OT  CONST_42  NAD  C4   C5   CAJ     0.00   0.0  0
 8OT  CONST_43  CAW  CAV  CAP  CAO   180.00   0.0  0
 8OT  CONST_44  CAX  SAY  CAP  CAO   180.00   0.0  0
 8OT  CONST_45  H10  CAJ  C5   C4      0.00   0.0  0
 8OT  CONST_46  H9   CAE  CAJ  C5    180.00   0.0  0
 8OT  CONST_47  H6   CAG  C6   C5    180.00   0.0  0
 8OT  CONST_48  H5   CAU  CAM  CAQ   180.00   0.0  0
 8OT  CONST_49  H3   CAS  CAR  CAQ   180.00   0.0  0
 8OT  CONST_50  H4   CAT  CAS  CAR   180.00   0.0  0
 8OT  CONST_51  H1   CAQ  CAR  CAS   180.00   0.0  0
 8OT  CONST_52  H2   CAR  CAS  CAT   180.00   0.0  0
 8OT  CONST_53  H17  CAW  CAV  CAP   180.00   0.0  0
 8OT  CONST_54  H16  CAX  SAY  CAP   180.00   0.0  0
 8OT  CONST_55  H18  CAV  CAP  SAY   180.00   0.0  0
 8OT  CONST_56  CAN  NAD  C4   C5    180.00   0.0  0
 8OT  CONST_57  CAN  NAD  C4   N3      0.00   0.0  0
 8OT  CONST_58  H11  NAD  C4   C5      0.00   0.0  0
 8OT  Var_01    CAV  CAP  CAO  CAN   101.39  30.0  2
 8OT  Var_02    CAO  CAN  NAD  C4   -179.43  30.0  3
 8OT  Var_03    CAP  CAO  CAN  NAD  -178.60  30.0  2

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
 8OT  plan-1  CAO  0.020
 8OT  plan-1  CAP  0.020
 8OT  plan-1  SAY  0.020
 8OT  plan-1  CAX  0.020
 8OT  plan-1  CAW  0.020
 8OT  plan-1  CAV  0.020
 8OT  plan-1  H16  0.020
 8OT  plan-1  H17  0.020
 8OT  plan-1  H18  0.020
 8OT  plan-2  CAQ  0.020
 8OT  plan-2  CAR  0.020
 8OT  plan-2  CAS  0.020
 8OT  plan-2  CAT  0.020
 8OT  plan-2  CAU  0.020
 8OT  plan-2  CAM  0.020
 8OT  plan-2  C2   0.020
 8OT  plan-2  H2   0.020
 8OT  plan-2  H3   0.020
 8OT  plan-2  H4   0.020
 8OT  plan-2  H5   0.020
 8OT  plan-2  H1   0.020
 8OT  plan-3  C4   0.020
 8OT  plan-3  C5   0.020
 8OT  plan-3  C6   0.020
 8OT  plan-3  N1   0.020
 8OT  plan-3  N3   0.020
 8OT  plan-3  CAM  0.020
 8OT  plan-3  C2   0.020
 8OT  plan-3  CAG  0.020
 8OT  plan-3  CAF  0.020
 8OT  plan-3  NAC  0.020
 8OT  plan-3  CAE  0.020
 8OT  plan-3  CAJ  0.020
 8OT  plan-3  NAD  0.020
 8OT  plan-3  H6   0.020
 8OT  plan-3  H9   0.020
 8OT  plan-3  H10  0.020
 8OT  plan-4  CAF  0.020
 8OT  plan-4  NAC  0.020
 8OT  plan-4  H7   0.020
 8OT  plan-4  H8   0.020
 8OT  plan-5  C4   0.020
 8OT  plan-5  NAD  0.020
 8OT  plan-5  CAN  0.020
 8OT  plan-5  H11  0.020

