# electronic Ligand Builder and Optimisation Workbench (eLBOW)
#   - a module of PHENIX version dev-svn-
#   - file written: Tue Mar 22 19:44:33 2022
#   Inital geometry file: a 138 line input string
#   Ligand name: N-{4-[(3-butyl-2,6-dioxo-1-prop-2-en-1-yl-2,3,6,7-tetrahydro-1H-purin-8-yl)methyl]phenyl}acetamide
#   Quantum optimisation: True
#   Method: PBEh-3c
#   Random seed: 3628800
#   SMILES string: CCCCN1C(=O)N(CC=C)C(=O)c2[nH]c(Cc3ccc(NC(C)=O)cc3)nc12
#
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
 TSX  TSX  N-{4-[(3-butyl-2,6-dioxo-1-prop-2-en-1-yl-2,3,6,7-tetrahydro-1H-purin-8-yl)methyl]phenyl}acetamide  ligand  54  29  .  2022-03-23  2022-03-23
;
Directly from eLBOW using geometry from QM method PBEh-3c with CPCM solvent model
Validated by Mogul as PERFECT
;

data_comp_TSX
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
 TSX  O13   O  OC    0  -0.494   1.0938  -1.3990  -4.2957
 TSX  C5    C  CR6   0   0.751   0.3752  -0.6937  -3.6121
 TSX  N4    N  NR6   0  -0.612  -0.8096  -0.1686  -4.1249
 TSX  C31   C  CH2   0  -0.378  -1.1374  -0.5267  -5.5084
 TSX  C32   C  C1    0  -0.167  -1.8778  -1.8258  -5.5864
 TSX  C33   C  C2    0  -0.513  -3.1088  -1.9423  -6.0665
 TSX  N6    N  NR6   0  -0.603   0.6908  -0.3893  -2.3121
 TSX  C41   C  CH2   0  -0.310   1.9340  -0.8728  -1.7205
 TSX  C42   C  CH2   0  -0.425   3.0721   0.1280  -1.8566
 TSX  C43   C  CH2   0  -0.429   4.3607  -0.3963  -1.2351
 TSX  C44   C  CH3   0  -0.661   5.4953   0.6156  -1.3117
 TSX  C7    C  CR56  0   0.446  -0.1370   0.4250  -1.5946
 TSX  N12   N  N     0  -0.461   0.0521   0.8447  -0.3321
 TSX  C8    C  CR56  0   0.112  -1.3062   0.9065  -2.1176
 TSX  C3    C  CR6   0   0.560  -1.7413   0.6210  -3.4380
 TSX  O12   O  OC    0  -0.466  -2.7754   1.0033  -3.9556
 TSX  N9    N  NR15  0  -0.671  -1.8519   1.6566  -1.1060
 TSX  C11   C  CR5   0   0.510  -1.0070   1.5957  -0.0680
 TSX  C14   C  CH2   0  -0.652  -1.2303   2.3322   1.2092
 TSX  C21   C  CR6   0   0.126  -0.9563   1.4746   2.4148
 TSX  C22   C  CR16  0  -0.291   0.2883   1.4827   3.0282
 TSX  C23   C  CR16  0  -0.305   0.5702   0.6873   4.1303
 TSX  C24   C  CR6   0   0.359  -0.4176  -0.1523   4.6463
 TSX  C25   C  CR16  0  -0.335  -1.6729  -0.1672   4.0316
 TSX  C26   C  CR16  0  -0.279  -1.9349   0.6332   2.9350
 TSX  N     N  NH1   0  -0.734  -0.2506  -0.9892   5.7533
 TSX  C     C  C     0   0.511   0.8479  -1.1954   6.5251
 TSX  O     O  O     0  -0.473   1.9133  -0.6278   6.3572
 TSX  C4    C  CH3   0  -0.783   0.6547  -2.2238   7.6111
 TSX  H311  H  HCH2  0   0.275  -1.7297   0.2791  -5.9341
 TSX  H312  H  HCH2  0   0.279  -0.2087  -0.5796  -6.0730
 TSX  H32   H  H     0   0.253  -1.3488  -2.7064  -5.2359
 TSX  H331  H  H     0   0.243  -3.6029  -2.9032  -6.1274
 TSX  H332  H  H     0   0.239  -3.6660  -1.0839  -6.4230
 TSX  H411  H  HCH2  0   0.265   2.1898  -1.8186  -2.1930
 TSX  H412  H  HCH2  0   0.260   1.7322  -1.0776  -0.6693
 TSX  H421  H  HCH2  0   0.229   2.7874   1.0675  -1.3744
 TSX  H422  H  HCH2  0   0.228   3.2371   0.3507  -2.9146
 TSX  H431  H  HCH2  0   0.220   4.6559  -1.3226  -1.7368
 TSX  H432  H  HCH2  0   0.219   4.1794  -0.6604  -0.1889
 TSX  H441  H  HCH3  0   0.229   6.4025   0.2341  -0.8428
 TSX  H442  H  HCH3  0   0.219   5.7374   0.8632  -2.3466
 TSX  H443  H  HCH3  0   0.219   5.2260   1.5439  -0.8046
 TSX  H91   H  HNR5  0   0.430  -2.7178   2.1731  -1.1431
 TSX  H141  H  HCH2  0   0.296  -0.5703   3.2041   1.2176
 TSX  H142  H  HCH2  0   0.289  -2.2516   2.7164   1.2308
 TSX  H22   H  HCR6  0   0.252   1.0673   2.1301   2.6440
 TSX  H23   H  HCR6  0   0.280   1.5507   0.7301   4.5736
 TSX  H25   H  HCR6  0   0.270  -2.4543  -0.8103   4.4200
 TSX  H26   H  HCR6  0   0.256  -2.9200   0.6018   2.4848
 TSX  HN1   H  HNH1  0   0.415  -1.0674  -1.5270   5.9989
 TSX  H41   H  HCH3  0   0.269   1.1533  -1.8925   8.5198
 TSX  H42   H  HCH3  0   0.255  -0.3896  -2.4285   7.8393
 TSX  H43   H  HCH3  0   0.276   1.1231  -3.1595   7.3014

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
 TSX  O13  C5    double    1.217  0.020  1.217
 TSX  C5   N4    aromatic  1.394  0.020  1.394
 TSX  C5   N6    aromatic  1.372  0.020  1.372
 TSX  N4   C31   single    1.466  0.020  1.466
 TSX  N4   C3    aromatic  1.401  0.020  1.401
 TSX  C31  C32   single    1.497  0.020  1.497
 TSX  C31  H311  single    0.970  0.020  1.090
 TSX  C31  H312  single    0.970  0.020  1.090
 TSX  C32  C33   double    1.326  0.020  1.326
 TSX  C32  H32   single    0.930  0.020  1.080
 TSX  C33  H331  single    0.930  0.020  1.080
 TSX  C33  H332  single    0.930  0.020  1.080
 TSX  N6   C41   single    1.459  0.020  1.459
 TSX  N6   C7    aromatic  1.365  0.020  1.365
 TSX  C41  C42   single    1.522  0.020  1.522
 TSX  C41  H411  single    0.970  0.020  1.090
 TSX  C41  H412  single    0.970  0.020  1.090
 TSX  C42  C43   single    1.524  0.020  1.524
 TSX  C42  H421  single    0.970  0.020  1.090
 TSX  C42  H422  single    0.970  0.020  1.090
 TSX  C43  C44   single    1.522  0.020  1.522
 TSX  C43  H431  single    0.970  0.020  1.090
 TSX  C43  H432  single    0.970  0.020  1.090
 TSX  C44  H441  single    0.970  0.020  1.090
 TSX  C44  H442  single    0.970  0.020  1.090
 TSX  C44  H443  single    0.970  0.020  1.090
 TSX  C7   N12   aromatic  1.344  0.020  1.344
 TSX  C7   C8    aromatic  1.368  0.020  1.368
 TSX  N12  C11   aromatic  1.325  0.020  1.325
 TSX  C8   C3    aromatic  1.419  0.020  1.419
 TSX  C8   N9    aromatic  1.372  0.020  1.372
 TSX  C3   O12   double    1.218  0.020  1.218
 TSX  N9   C11   aromatic  1.340  0.020  1.340
 TSX  N9   H91   single    0.860  0.020  1.020
 TSX  C11  C14   single    1.491  0.020  1.491
 TSX  C14  C21   single    1.505  0.020  1.505
 TSX  C14  H141  single    0.970  0.020  1.090
 TSX  C14  H142  single    0.970  0.020  1.090
 TSX  C21  C22   aromatic  1.387  0.020  1.387
 TSX  C21  C26   aromatic  1.391  0.020  1.391
 TSX  C22  C23   aromatic  1.388  0.020  1.388
 TSX  C22  H22   single    0.930  0.020  1.080
 TSX  C23  C24   aromatic  1.395  0.020  1.395
 TSX  C23  H23   single    0.930  0.020  1.080
 TSX  C24  C25   aromatic  1.398  0.020  1.398
 TSX  C24  N     single    1.398  0.020  1.398
 TSX  C25  C26   aromatic  1.383  0.020  1.383
 TSX  C25  H25   single    0.930  0.020  1.080
 TSX  C26  H26   single    0.930  0.020  1.080
 TSX  N    C     single    1.358  0.020  1.358
 TSX  N    HN1   single    0.860  0.020  1.020
 TSX  C    O     double    1.219  0.020  1.219
 TSX  C    C4    single    1.508  0.020  1.508
 TSX  C4   H41   single    0.970  0.020  1.090
 TSX  C4   H42   single    0.970  0.020  1.090
 TSX  C4   H43   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
 TSX  N6    C5   N4    117.42  3.000
 TSX  N6    C5   O13   121.67  3.000
 TSX  N4    C5   O13   120.91  3.000
 TSX  C3    N4   C31   116.85  3.000
 TSX  C3    N4   C5    126.67  3.000
 TSX  C31   N4   C5    116.43  3.000
 TSX  H312  C31  H311  107.33  3.000
 TSX  H312  C31  C32   110.66  3.000
 TSX  H311  C31  C32   110.69  3.000
 TSX  H312  C31  N4    108.10  3.000
 TSX  H311  C31  N4    108.08  3.000
 TSX  C32   C31  N4    111.82  3.000
 TSX  H32   C32  C33   119.87  3.000
 TSX  H32   C32  C31   116.49  3.000
 TSX  C33   C32  C31   123.64  3.000
 TSX  H332  C33  H331  116.75  3.000
 TSX  H332  C33  C32   121.78  3.000
 TSX  H331  C33  C32   121.47  3.000
 TSX  C7    N6   C41   120.08  3.000
 TSX  C7    N6   C5    119.40  3.000
 TSX  C41   N6   C5    120.44  3.000
 TSX  H412  C41  H411  107.40  3.000
 TSX  H412  C41  C42   110.39  3.000
 TSX  H411  C41  C42   110.93  3.000
 TSX  H412  C41  N6    107.19  3.000
 TSX  H411  C41  N6    108.20  3.000
 TSX  C42   C41  N6    112.52  3.000
 TSX  H422  C42  H421  106.90  3.000
 TSX  H422  C42  C43   109.69  3.000
 TSX  H421  C42  C43   109.63  3.000
 TSX  H422  C42  C41   109.47  3.000
 TSX  H421  C42  C41   109.32  3.000
 TSX  C43   C42  C41   111.70  3.000
 TSX  H432  C43  H431  106.19  3.000
 TSX  H432  C43  C44   109.39  3.000
 TSX  H431  C43  C44   109.80  3.000
 TSX  H432  C43  C42   109.44  3.000
 TSX  H431  C43  C42   109.42  3.000
 TSX  C44   C43  C42   112.40  3.000
 TSX  H443  C44  H442  107.60  3.000
 TSX  H443  C44  H441  107.64  3.000
 TSX  H442  C44  H441  107.62  3.000
 TSX  H443  C44  C43   110.98  3.000
 TSX  H442  C44  C43   111.34  3.000
 TSX  H441  C44  C43   111.47  3.000
 TSX  C8    C7   N12   111.68  3.000
 TSX  C8    C7   N6    121.81  3.000
 TSX  N12   C7   N6    126.50  3.000
 TSX  C11   N12  C7    104.59  3.000
 TSX  N9    C8   C3    132.36  3.000
 TSX  N9    C8   C7    104.50  3.000
 TSX  C3    C8   C7    123.14  3.000
 TSX  O12   C3   C8    126.34  3.000
 TSX  O12   C3   N4    122.21  3.000
 TSX  C8    C3   N4    111.45  3.000
 TSX  H91   N9   C11   126.36  3.000
 TSX  H91   N9   C8    126.44  3.000
 TSX  C11   N9   C8    107.18  3.000
 TSX  C14   C11  N9    123.14  3.000
 TSX  C14   C11  N12   124.78  3.000
 TSX  N9    C11  N12   112.05  3.000
 TSX  H142  C14  H141  106.49  3.000
 TSX  H142  C14  C21   110.81  3.000
 TSX  H141  C14  C21   109.78  3.000
 TSX  H142  C14  C11   109.33  3.000
 TSX  H141  C14  C11   108.06  3.000
 TSX  C21   C14  C11   112.18  3.000
 TSX  C26   C21  C22   117.98  3.000
 TSX  C26   C21  C14   121.07  3.000
 TSX  C22   C21  C14   120.95  3.000
 TSX  H22   C22  C23   118.55  3.000
 TSX  H22   C22  C21   119.46  3.000
 TSX  C23   C22  C21   121.99  3.000
 TSX  H23   C23  C24   121.08  3.000
 TSX  H23   C23  C22   119.27  3.000
 TSX  C24   C23  C22   119.65  3.000
 TSX  N     C24  C25   116.69  3.000
 TSX  N     C24  C23   124.65  3.000
 TSX  C25   C24  C23   118.65  3.000
 TSX  H25   C25  C26   119.41  3.000
 TSX  H25   C25  C24   119.74  3.000
 TSX  C26   C25  C24   120.85  3.000
 TSX  H26   C26  C25   119.01  3.000
 TSX  H26   C26  C21   120.11  3.000
 TSX  C25   C26  C21   120.88  3.000
 TSX  HN1   N    C     115.83  3.000
 TSX  HN1   N    C24   114.55  3.000
 TSX  C     N    C24   129.61  3.000
 TSX  C4    C    O     121.93  3.000
 TSX  C4    C    N     114.15  3.000
 TSX  O     C    N     123.91  3.000
 TSX  H43   C4   H42   108.06  3.000
 TSX  H43   C4   H41   107.54  3.000
 TSX  H42   C4   H41   108.77  3.000
 TSX  H43   C4   C     108.99  3.000
 TSX  H42   C4   C     113.72  3.000
 TSX  H41   C4   C     109.58  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
 TSX  CONST_01  C8    C3   N4   C5      0.00   0.0  0
 TSX  CONST_02  N12   C7   N6   C5    180.00   0.0  0
 TSX  CONST_03  C8    C7   N6   C5      0.00   0.0  0
 TSX  CONST_04  C7    N6   C5   N4      0.00   0.0  0
 TSX  CONST_05  C7    C8   C3   N4      0.00   0.0  0
 TSX  CONST_06  N9    C8   C3   N4    180.00   0.0  0
 TSX  CONST_07  C3    N4   C5   N6      0.00   0.0  0
 TSX  CONST_08  C11   N12  C7   N6    180.00   0.0  0
 TSX  CONST_09  C3    C8   C7   N6      0.00   0.0  0
 TSX  CONST_10  N9    C8   C7   N6    180.00   0.0  0
 TSX  CONST_11  N9    C11  N12  C7      0.00   0.0  0
 TSX  CONST_12  C11   N9   C8   C7      0.00   0.0  0
 TSX  CONST_13  C3    C8   C7   N12   180.00   0.0  0
 TSX  CONST_14  N9    C8   C7   N12     0.00   0.0  0
 TSX  CONST_15  C8    N9   C11  N12     0.00   0.0  0
 TSX  CONST_16  C11   N12  C7   C8      0.00   0.0  0
 TSX  CONST_17  C11   N9   C8   C3    180.00   0.0  0
 TSX  CONST_18  C24   C23  C22  C21     0.00   0.0  0
 TSX  CONST_19  C24   C25  C26  C21     0.00   0.0  0
 TSX  CONST_20  C25   C26  C21  C22     0.00   0.0  0
 TSX  CONST_21  C25   C24  C23  C22     0.00   0.0  0
 TSX  CONST_22  C26   C21  C22  C23     0.00   0.0  0
 TSX  CONST_23  C26   C25  C24  C23     0.00   0.0  0
 TSX  CONST_24  C3    N4   C5   O13   180.00   0.0  0
 TSX  CONST_25  C7    N6   C5   O13   180.00   0.0  0
 TSX  CONST_26  O12   C3   N4   C5    180.00   0.0  0
 TSX  CONST_27  C41   N6   C5   N4    180.00   0.0  0
 TSX  CONST_28  N6    C5   N4   C31   180.00   0.0  0
 TSX  CONST_29  C8    C3   N4   C31   180.00   0.0  0
 TSX  CONST_30  N12   C7   N6   C41     0.00   0.0  0
 TSX  CONST_31  C8    C7   N6   C41   180.00   0.0  0
 TSX  CONST_32  C14   C11  N12  C7    180.00   0.0  0
 TSX  CONST_33  O12   C3   C8   C7    180.00   0.0  0
 TSX  CONST_34  C14   C11  N9   C8    180.00   0.0  0
 TSX  CONST_35  N9    C8   C3   O12     0.00   0.0  0
 TSX  CONST_36  C23   C22  C21  C14   180.00   0.0  0
 TSX  CONST_37  C25   C26  C21  C14   180.00   0.0  0
 TSX  CONST_38  N     C24  C23  C22   180.00   0.0  0
 TSX  CONST_39  N     C24  C25  C26   180.00   0.0  0
 TSX  CONST_40  H91   N9   C8   C7    180.00   0.0  0
 TSX  CONST_41  H23   C23  C22  C21   180.00   0.0  0
 TSX  CONST_42  H25   C25  C26  C21   180.00   0.0  0
 TSX  CONST_43  H26   C26  C21  C22   180.00   0.0  0
 TSX  CONST_44  H22   C22  C23  C24   180.00   0.0  0
 TSX  CONST_45  C31   N4   C5   O13     0.00   0.0  0
 TSX  CONST_46  C41   N6   C5   O13     0.00   0.0  0
 TSX  CONST_47  O12   C3   N4   C31     0.00   0.0  0
 TSX  CONST_48  C     N    C24  C23     0.00   0.0  0
 TSX  CONST_49  C     N    C24  C25   180.00   0.0  0
 TSX  CONST_50  HN1   N    C24  C23   180.00   0.0  0
 TSX  CONST_51  O     C    N    C24     0.00   0.0  0
 TSX  CONST_52  C4    C    N    C24   180.00   0.0  0
 TSX  Var_01    C21   C14  C11  N12   -46.42  30.0  2
 TSX  Var_02    C22   C21  C14  C11    93.83  30.0  2
 TSX  Var_03    C32   C31  N4   C5     86.36  30.0  2
 TSX  Var_04    C42   C41  N6   C5     92.81  30.0  2
 TSX  Var_05    C33   C32  C31  N4    118.15  30.0  3
 TSX  Var_06    C43   C42  C41  N6   -179.91  30.0  3
 TSX  Var_07    C44   C43  C42  C41  -177.65  30.0  3
 TSX  Var_08    H331  C33  C32  C31   178.58   0.0  2
 TSX  Var_09    H441  C44  C43  C42   178.69  30.0  3
 TSX  Var_10    H41   C4   C    N    -140.33  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
 TSX  plan-1  C14   0.020
 TSX  plan-1  C21   0.020
 TSX  plan-1  C22   0.020
 TSX  plan-1  C23   0.020
 TSX  plan-1  C24   0.020
 TSX  plan-1  C25   0.020
 TSX  plan-1  C26   0.020
 TSX  plan-1  N     0.020
 TSX  plan-1  H22   0.020
 TSX  plan-1  H23   0.020
 TSX  plan-1  H25   0.020
 TSX  plan-1  H26   0.020
 TSX  plan-2  C31   0.020
 TSX  plan-2  C32   0.020
 TSX  plan-2  C33   0.020
 TSX  plan-2  H32   0.020
 TSX  plan-2  H331  0.020
 TSX  plan-2  H332  0.020
 TSX  plan-3  O13   0.020
 TSX  plan-3  C5    0.020
 TSX  plan-3  N4    0.020
 TSX  plan-3  C31   0.020
 TSX  plan-3  N6    0.020
 TSX  plan-3  C41   0.020
 TSX  plan-3  C7    0.020
 TSX  plan-3  N12   0.020
 TSX  plan-3  C8    0.020
 TSX  plan-3  C3    0.020
 TSX  plan-3  O12   0.020
 TSX  plan-3  N9    0.020
 TSX  plan-3  C11   0.020
 TSX  plan-3  C14   0.020
 TSX  plan-3  H91   0.020
 TSX  plan-4  C24   0.020
 TSX  plan-4  N     0.020
 TSX  plan-4  C     0.020
 TSX  plan-4  O     0.020
 TSX  plan-4  C4    0.020
 TSX  plan-4  HN1   0.020

