# electronic Ligand Builder and Optimisation Workbench (eLBOW)
#   - a module of PHENIX version dev-svn-
#   - file written: Wed Mar 18 07:13:47 2020
#   Inital geometry file: a 113 line input string
#   Ligand name: 4-amino-N-methyl-2-[4-(morpholin-4-yl)phenyl]thieno[3,2-c]pyridine-7-carboxamide
#   Quantum optimisation: True
#   Method: PBEh-3c
#   Random seed: 3628800
#   SMILES string: CNC(=O)c1cnc(N)c2cc(sc12)c3ccc(cc3)N4CCOCC4
#
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
 0TP  0TP  4-amino-N-methyl-2-[4-(morpholin-4-yl)phenyl]thieno[3,2-c]pyridine-7-carboxamide  ligand  46  26  .  2022-07-22  2022-07-26
;
Directly from eLBOW using geometry from QM method PBEh-3c with CPCM solvent model
Validated by Mogul as OK (reasonable std)
;

data_comp_0TP
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
 0TP  C1    C  CH2   0  -0.190  -7.3727   0.6299  -0.2635
 0TP  N1    N  N     0  -0.464   4.9427   2.2027   0.3912
 0TP  O1    O  O2    0  -0.480  -7.8711  -0.5854   0.2433
 0TP  S1    S  S2    0   0.247   1.6452  -0.7688  -0.1235
 0TP  C2    C  CR16  0  -0.304  -1.4679  -0.8470   0.3819
 0TP  O2    O  O     0  -0.500   3.8352  -2.3711  -0.2698
 0TP  C3    C  CH2   0  -0.186  -7.0573  -1.6511  -0.1838
 0TP  N3    N  NH1   0  -0.659   6.0253  -1.8708  -0.2350
 0TP  C4    C  CH2   0  -0.329  -5.6210  -1.4972   0.2805
 0TP  N4    N  NT    0  -0.521  -5.0812  -0.2192  -0.1451
 0TP  C5    C  CR16  0  -0.321  -3.1256   1.1933  -0.4468
 0TP  C6    C  CH2   0  -0.322  -5.9545   0.8948   0.2022
 0TP  C7    C  CR15  0  -0.277   1.2174   1.7540   0.2275
 0TP  C8    C  CR56  0   0.081   2.6346   1.5827   0.2263
 0TP  C9    C  CR56  0  -0.124   3.0202   0.2547   0.0522
 0TP  C10   C  CR6   0   0.427   3.6594   2.5501   0.3948
 0TP  C11   C  CR6   0  -0.181   4.3771  -0.1141   0.0333
 0TP  C12   C  C     0   0.545   4.7308  -1.5339  -0.1686
 0TP  C13   C  CR16  0  -0.103   5.2714   0.9260   0.2181
 0TP  C14   C  CR5   0  -0.207   0.5502   0.5830   0.0539
 0TP  C15   C  CH3   0  -0.514   6.4506  -3.2351  -0.4408
 0TP  C16   C  CR6   0   0.105  -0.8908   0.3647   0.0065
 0TP  C17   C  CR16  0  -0.345  -2.8380  -1.0424   0.3539
 0TP  C18   C  CR6   0   0.376  -3.7109  -0.0283  -0.0680
 0TP  C19   C  CR16  0  -0.307  -1.7591   1.3777  -0.4111
 0TP  H1    H  HCH2  0   0.207  -7.4027   0.6282  -1.3624
 0TP  H1A   H  HCH2  0   0.245  -8.0242   1.4301   0.0898
 0TP  H2    H  HCR6  0   0.251  -0.8476  -1.6609   0.7395
 0TP  HN2   H  HNH2  0   0.399   4.1190   4.5142   0.5787
 0TP  HN2A  H  HNH2  0   0.409   2.4468   4.2064   0.4133
 0TP  H3    H  HCH2  0   0.245  -7.4713  -2.5725   0.2277
 0TP  H3A   H  HCH2  0   0.207  -7.0773  -1.7326  -1.2798
 0TP  HN3   H  HNH1  0   0.409   6.7381  -1.1642  -0.1953
 0TP  H4    H  HCH2  0   0.225  -5.5624  -1.6169   1.3724
 0TP  H4A   H  HCH2  0   0.258  -5.0491  -2.3102  -0.1681
 0TP  H5    H  HCR6  0   0.267  -3.7355   2.0112  -0.8043
 0TP  H6    H  HCH2  0   0.261  -5.6177   1.8117  -0.2768
 0TP  H6A   H  HCH2  0   0.228  -5.9430   1.0701   1.2872
 0TP  H7    H  HCR5  0   0.264   0.7171   2.7004   0.3833
 0TP  H13   H  HCR6  0   0.253   6.3401   0.7387   0.2315
 0TP  H15   H  HCH3  0   0.240   6.0342  -3.9010   0.3146
 0TP  H15A  H  HCH3  0   0.238   6.1619  -3.6102  -1.4242
 0TP  H15B  H  HCH3  0   0.251   7.5336  -3.2698  -0.3672
 0TP  H17   H  HCR6  0   0.272  -3.2138  -1.9976   0.6903
 0TP  H19   H  HCR6  0   0.253  -1.3604   2.3284  -0.7423
 0TP  N2    N  NH2   0  -0.826   3.3666   3.8468   0.5976

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
 0TP  C1   O1    single    1.408  0.020  1.408
 0TP  C1   C6    single    1.516  0.020  1.516
 0TP  N1   C10   aromatic  1.330  0.020  1.330
 0TP  N1   C13   aromatic  1.330  0.020  1.330
 0TP  O1   C3    single    1.407  0.020  1.407
 0TP  S1   C9    aromatic  1.723  0.020  1.723
 0TP  S1   C14   aromatic  1.749  0.020  1.749
 0TP  C2   C16   aromatic  1.394  0.020  1.394
 0TP  C2   C17   aromatic  1.384  0.020  1.384
 0TP  N2   C10   single    1.345  0.020  1.345
 0TP  O2   C12   double    1.230  0.020  1.230
 0TP  C3   C4    single    1.517  0.020  1.517
 0TP  N3   C12   single    1.339  0.020  1.339
 0TP  N3   C15   single    1.444  0.020  1.444
 0TP  C4   N4    single    1.451  0.020  1.451
 0TP  N4   C6    single    1.458  0.020  1.458
 0TP  N4   C18   single    1.386  0.020  1.386
 0TP  C5   C18   aromatic  1.406  0.020  1.406
 0TP  C5   C19   aromatic  1.379  0.020  1.379
 0TP  C7   C8    aromatic  1.428  0.020  1.428
 0TP  C7   C14   aromatic  1.359  0.020  1.359
 0TP  C8   C9    aromatic  1.394  0.020  1.394
 0TP  C8   C10   aromatic  1.419  0.020  1.419
 0TP  C9   C11   aromatic  1.406  0.020  1.406
 0TP  C11  C12   single    1.477  0.020  1.477
 0TP  C11  C13   aromatic  1.384  0.020  1.384
 0TP  C14  C16   single    1.458  0.020  1.458
 0TP  C16  C19   aromatic  1.398  0.020  1.398
 0TP  C17  C18   aromatic  1.403  0.020  1.403
 0TP  C1   H1    single    0.970  0.020  1.090
 0TP  C1   H1A   single    0.970  0.020  1.090
 0TP  C2   H2    single    0.930  0.020  1.080
 0TP  N2   HN2   single    0.890  0.020  1.040
 0TP  N2   HN2A  single    0.890  0.020  1.040
 0TP  C3   H3    single    0.970  0.020  1.090
 0TP  C3   H3A   single    0.970  0.020  1.090
 0TP  N3   HN3   single    0.860  0.020  1.020
 0TP  C4   H4    single    0.970  0.020  1.090
 0TP  C4   H4A   single    0.970  0.020  1.090
 0TP  C5   H5    single    0.930  0.020  1.080
 0TP  C6   H6    single    0.970  0.020  1.090
 0TP  C6   H6A   single    0.970  0.020  1.090
 0TP  C7   H7    single    0.930  0.020  1.080
 0TP  C13  H13   single    0.930  0.020  1.080
 0TP  C15  H15   single    0.970  0.020  1.090
 0TP  C15  H15A  single    0.970  0.020  1.090
 0TP  C15  H15B  single    0.970  0.020  1.090
 0TP  C17  H17   single    0.930  0.020  1.080
 0TP  C19  H19   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
 0TP  H1A   C1   H1    107.98  3.000
 0TP  H1A   C1   C6    109.34  3.000
 0TP  H1    C1   C6    109.44  3.000
 0TP  H1A   C1   O1    107.77  3.000
 0TP  H1    C1   O1    110.42  3.000
 0TP  C6    C1   O1    111.80  3.000
 0TP  C13   N1   C10   119.33  3.000
 0TP  C3    O1   C1    109.86  3.000
 0TP  C14   S1   C9     91.73  3.000
 0TP  H2    C2   C17   117.85  3.000
 0TP  H2    C2   C16   120.32  3.000
 0TP  C17   C2   C16   121.81  3.000
 0TP  H3A   C3   H3    107.86  3.000
 0TP  H3A   C3   C4    109.26  3.000
 0TP  H3    C3   C4    109.24  3.000
 0TP  H3A   C3   O1    110.38  3.000
 0TP  H3    C3   O1    107.80  3.000
 0TP  C4    C3   O1    112.20  3.000
 0TP  HN3   N3   C15   117.48  3.000
 0TP  HN3   N3   C12   120.46  3.000
 0TP  C15   N3   C12   121.97  3.000
 0TP  H4A   C4   H4    107.42  3.000
 0TP  H4A   C4   N4    109.93  3.000
 0TP  H4    C4   N4    111.54  3.000
 0TP  H4A   C4   C3    107.15  3.000
 0TP  H4    C4   C3    110.07  3.000
 0TP  N4    C4   C3    110.59  3.000
 0TP  C18   N4   C6    118.29  3.000
 0TP  C18   N4   C4    118.22  3.000
 0TP  C6    N4   C4    112.36  3.000
 0TP  H5    C5   C19   117.79  3.000
 0TP  H5    C5   C18   120.76  3.000
 0TP  C19   C5   C18   121.43  3.000
 0TP  H6A   C6   H6    107.27  3.000
 0TP  H6A   C6   N4    110.54  3.000
 0TP  H6    C6   N4    110.72  3.000
 0TP  H6A   C6   C1    109.93  3.000
 0TP  H6    C6   C1    107.55  3.000
 0TP  N4    C6   C1    110.72  3.000
 0TP  H7    C7   C14   123.04  3.000
 0TP  H7    C7   C8    124.35  3.000
 0TP  C14   C7   C8    112.58  3.000
 0TP  C10   C8   C9    117.68  3.000
 0TP  C10   C8   C7    129.42  3.000
 0TP  C9    C8   C7    112.90  3.000
 0TP  C11   C9   C8    121.23  3.000
 0TP  C11   C9   S1    127.80  3.000
 0TP  C8    C9   S1    110.97  3.000
 0TP  C8    C10  N2    121.19  3.000
 0TP  C8    C10  N1    121.24  3.000
 0TP  N2    C10  N1    117.55  3.000
 0TP  C13   C11  C12   125.87  3.000
 0TP  C13   C11  C9    115.12  3.000
 0TP  C12   C11  C9    119.01  3.000
 0TP  C11   C12  N3    118.68  3.000
 0TP  C11   C12  O2    119.41  3.000
 0TP  N3    C12  O2    121.90  3.000
 0TP  H13   C13  C11   120.55  3.000
 0TP  H13   C13  N1    114.05  3.000
 0TP  C11   C13  N1    125.40  3.000
 0TP  C16   C14  C7    128.20  3.000
 0TP  C16   C14  S1    119.99  3.000
 0TP  C7    C14  S1    111.82  3.000
 0TP  H15B  C15  H15A  108.30  3.000
 0TP  H15B  C15  H15   108.34  3.000
 0TP  H15A  C15  H15   108.27  3.000
 0TP  H15B  C15  N3    108.31  3.000
 0TP  H15A  C15  N3    112.04  3.000
 0TP  H15   C15  N3    111.47  3.000
 0TP  C19   C16  C14   121.00  3.000
 0TP  C19   C16  C2    116.96  3.000
 0TP  C14   C16  C2    122.04  3.000
 0TP  H17   C17  C18   121.09  3.000
 0TP  H17   C17  C2    117.57  3.000
 0TP  C18   C17  C2    121.33  3.000
 0TP  C17   C18  C5    116.73  3.000
 0TP  C17   C18  N4    122.17  3.000
 0TP  C5    C18  N4    121.08  3.000
 0TP  H19   C19  C16   119.92  3.000
 0TP  H19   C19  C5    118.31  3.000
 0TP  C16   C19  C5    121.74  3.000
 0TP  HN2A  N2   HN2   116.35  3.000
 0TP  HN2A  N2   C10   121.12  3.000
 0TP  HN2   N2   C10   118.30  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
 0TP  CONST_01  C7    C8   C10  N1    180.00   0.0  0
 0TP  CONST_02  C9    C8   C10  N1      0.00   0.0  0
 0TP  CONST_03  C9    C11  C13  N1      0.00   0.0  0
 0TP  CONST_04  C7    C8   C9   S1      0.00   0.0  0
 0TP  CONST_05  C10   C8   C9   S1    180.00   0.0  0
 0TP  CONST_06  C13   C11  C9   S1    180.00   0.0  0
 0TP  CONST_07  C8    C7   C14  S1      0.00   0.0  0
 0TP  CONST_11  C5    C19  C16  C2      0.00   0.0  0
 0TP  CONST_12  C5    C18  C17  C2      0.00   0.0  0
 0TP  CONST_13  C14   C16  C19  C5    180.00   0.0  0
 0TP  CONST_14  C11   C9   C8   C7    180.00   0.0  0
 0TP  CONST_15  C9    S1   C14  C7      0.00   0.0  0
 0TP  CONST_17  C16   C14  C7   C8    180.00   0.0  0
 0TP  CONST_18  C14   S1   C9   C8      0.00   0.0  0
 0TP  CONST_19  C13   C11  C9   C8      0.00   0.0  0
 0TP  CONST_20  C13   N1   C10  C8      0.00   0.0  0
 0TP  CONST_21  C16   C14  S1   C9    180.00   0.0  0
 0TP  CONST_22  C14   C7   C8   C9      0.00   0.0  0
 0TP  CONST_23  C11   C13  N1   C10     0.00   0.0  0
 0TP  CONST_24  C14   C7   C8   C10   180.00   0.0  0
 0TP  CONST_25  C11   C9   C8   C10     0.00   0.0  0
 0TP  CONST_26  C14   S1   C9   C11   180.00   0.0  0
 0TP  CONST_27  C17   C2   C16  C14   180.00   0.0  0
 0TP  CONST_28  C18   C17  C2   C16     0.00   0.0  0
 0TP  CONST_29  C18   C5   C19  C16     0.00   0.0  0
 0TP  CONST_30  C19   C16  C2   C17     0.00   0.0  0
 0TP  CONST_31  C19   C5   C18  C17     0.00   0.0  0
 0TP  CONST_32  N4    C18  C17  C2    180.00   0.0  0
 0TP  CONST_33  C19   C5   C18  N4    180.00   0.0  0
 0TP  CONST_34  C12   C11  C13  N1    180.00   0.0  0
 0TP  CONST_35  C12   C11  C9   S1      0.00   0.0  0
 0TP  CONST_36  C13   N1   C10  N2    180.00   0.0  0
 0TP  CONST_37  C7    C8   C10  N2      0.00   0.0  0
 0TP  CONST_38  C9    C8   C10  N2    180.00   0.0  0
 0TP  CONST_39  C12   C11  C9   C8    180.00   0.0  0
 0TP  CONST_40  H7    C7   C14  S1    180.00   0.0  0
 0TP  CONST_41  H19   C19  C16  C2    180.00   0.0  0
 0TP  CONST_42  H5    C5   C18  N4      0.00   0.0  0
 0TP  CONST_43  H17   C17  C18  N4      0.00   0.0  0
 0TP  CONST_44  H13   C13  C11  C9    180.00   0.0  0
 0TP  CONST_45  H2    C2   C16  C14     0.00   0.0  0
 0TP  CONST_46  HN2   N2   C10  N1      0.00   0.0  0
 0TP  CONST_47  HN2A  N2   C10  N1    180.00   0.0  0
 0TP  CONST_48  C15   N3   C12  C11   180.00   0.0  0
 0TP  CONST_49  HN3   N3   C12  C11     0.00   0.0  0
 0TP  CONST_50  C15   N3   C12  O2      0.00   0.0  0
 0TP  Var_01    C4    C3   O1   C1     59.60  30.0  1
 0TP  Var_02    C4    N4   C6   C1    -50.84  30.0  1
 0TP  Var_03    N4    C6   C1   O1     55.39  30.0  1
 0TP  Var_04    N4    C4   C3   O1    -55.13  30.0  1
 0TP  Var_05    C6    C1   O1   C3    -59.63  30.0  1
 0TP  Var_06    C6    N4   C4   C3     50.52  30.0  1
 0TP  Var_07    C5    C18  N4   C4   -179.09  30.0  2
 0TP  Var_08    C9    C11  C12  O2     -2.49  30.0  3
 0TP  Var_09    H15   C15  N3   C12   -55.79  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
 0TP  plan-1  C2    0.020
 0TP  plan-1  N4    0.020
 0TP  plan-1  C5    0.020
 0TP  plan-1  C14   0.020
 0TP  plan-1  C16   0.020
 0TP  plan-1  C17   0.020
 0TP  plan-1  C18   0.020
 0TP  plan-1  C19   0.020
 0TP  plan-1  H2    0.020
 0TP  plan-1  H5    0.020
 0TP  plan-1  H17   0.020
 0TP  plan-1  H19   0.020
 0TP  plan-2  N1    0.020
 0TP  plan-2  S1    0.020
 0TP  plan-2  C7    0.020
 0TP  plan-2  C8    0.020
 0TP  plan-2  C9    0.020
 0TP  plan-2  C10   0.020
 0TP  plan-2  C11   0.020
 0TP  plan-2  C12   0.020
 0TP  plan-2  C13   0.020
 0TP  plan-2  C14   0.020
 0TP  plan-2  C16   0.020
 0TP  plan-2  H7    0.020
 0TP  plan-2  H13   0.020
 0TP  plan-2  N2    0.020
 0TP  plan-3  C10   0.020
 0TP  plan-3  HN2   0.020
 0TP  plan-3  HN2A  0.020
 0TP  plan-3  N2    0.020
 0TP  plan-4  O2    0.020
 0TP  plan-4  N3    0.020
 0TP  plan-4  C11   0.020
 0TP  plan-4  C12   0.020
 0TP  plan-4  C15   0.020
 0TP  plan-4  HN3   0.020

