# electronic Ligand Builder and Optimisation Workbench (eLBOW)
#   - a module of PHENIX version dev-svn-
#   - file written: Tue Mar 22 19:53:21 2022
#   Inital geometry file: a 149 line input string
#   Ligand name: (3S,6S,12Z)-1,6,7-trimethyl-3-(2-methylpropyl)-12-(phenylmethylidene)-1,4,7,10-tetraazacyclododecane-2,5,8,11-tetrone
#   Quantum optimisation: True
#   Method: PBEh-3c
#   Random seed: 3628800
#   SMILES string: CC(C)C[C@@H]1NC(=O)[C@H](C)N(C)C(=O)CNC(=O)C(=C/c2ccccc2)/N(C)C1=O
#
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
 TTX  TTX  (3S,6S,12Z)-1,6,7-trimethyl-3-(2-methylpropyl)-12-(phenylmethylidene)-1,4,7,10-tetraazacyclododecane-2,5,8,11-tetrone  ligand  60  30  .  2022-03-23  2022-03-23
;
Directly from eLBOW using geometry from QM method PBEh-3c with CPCM solvent model
Validated by Mogul as OK
;

data_comp_TTX
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
 TTX  C7    C  CH3   0  -0.558  50.8638  36.0767  63.1015
 TTX  N1    N  NT    0  -0.556  50.2475  35.9644  61.7835
 TTX  C15   C  C     0   0.088  51.1017  35.8093  60.6649
 TTX  C16   C  C1    0  -0.218  51.3853  36.7890  59.7972
 TTX  C17   C  CR6   0   0.103  50.9058  38.1667  59.7589
 TTX  C22   C  CR16  0  -0.287  50.8740  38.7910  58.5070
 TTX  C21   C  CR16  0  -0.239  50.3988  40.0847  58.3653
 TTX  C20   C  CR16  0  -0.249  49.9611  40.7878  59.4790
 TTX  C19   C  CR16  0  -0.229  50.0103  40.1905  60.7323
 TTX  C18   C  CR16  0  -0.290  50.4766  38.8940  60.8744
 TTX  C6    C  C     0   0.553  48.8943  36.1191  61.6889
 TTX  O1    O  O     0  -0.450  48.2324  36.3738  62.6761
 TTX  C5    C  CH1   0  -0.224  48.2481  35.8855  60.3135
 TTX  C4    C  CH2   0  -0.393  46.7577  36.2102  60.3123
 TTX  C2    C  CH1   0  -0.244  46.4176  37.7005  60.4074
 TTX  C1    C  CH3   0  -0.656  46.8967  38.4786  59.1853
 TTX  C3    C  CH3   0  -0.654  44.9112  37.8671  60.5842
 TTX  N2    N  NH1   0  -0.638  48.5109  34.5118  59.9401
 TTX  C8    C  C     0   0.566  49.0825  34.1503  58.7788
 TTX  O2    O  O     0  -0.472  49.3161  34.9300  57.8716
 TTX  C9    C  CH1   0  -0.239  49.5125  32.6835  58.6563
 TTX  C10   C  CH3   0  -0.657  49.0863  32.1068  57.3070
 TTX  N3    N  NT    0  -0.467  49.1072  31.8407  59.7719
 TTX  C11   C  CH3   0  -0.579  47.7714  31.2617  59.7184
 TTX  C12   C  C     0   0.525  49.9841  31.3392  60.6821
 TTX  O3    O  O     0  -0.476  49.7066  30.3803  61.3823
 TTX  C13   C  CH2   0  -0.453  51.3267  32.0494  60.8748
 TTX  N4    N  NH1   0  -0.648  51.1501  33.4539  61.1458
 TTX  C14   C  C     0   0.545  51.6572  34.4439  60.3877
 TTX  O4    O  O     0  -0.475  52.4708  34.2496  59.4958
 TTX  H71   H  HCH3  0   0.255  50.8065  37.0951  63.4887
 TTX  H72   H  HCH3  0   0.262  50.3840  35.4110  63.8173
 TTX  H73   H  HCH3  0   0.262  51.9123  35.8028  63.0210
 TTX  H161  H  H     0   0.272  52.0039  36.4984  58.9564
 TTX  H221  H  HCR6  0   0.260  51.2170  38.2487  57.6344
 TTX  H211  H  HCR6  0   0.261  50.3739  40.5445  57.3861
 TTX  H201  H  HCR6  0   0.262  49.5921  41.7995  59.3728
 TTX  H191  H  HCR6  0   0.260  49.6910  40.7394  61.6084
 TTX  H181  H  HCR6  0   0.254  50.5309  38.4712  61.8665
 TTX  H51   H  HCH1  0   0.292  48.7446  36.5093  59.5698
 TTX  H41   H  HCH2  0   0.228  46.2651  35.6618  61.1195
 TTX  H42   H  HCH2  0   0.233  46.3463  35.8205  59.3755
 TTX  H21   H  HCH1  0   0.229  46.9073  38.1181  61.2913
 TTX  H11   H  HCH3  0   0.211  46.4530  38.0780  58.2703
 TTX  H12   H  HCH3  0   0.224  46.6156  39.5301  59.2617
 TTX  H13   H  HCH3  0   0.237  47.9806  38.4554  59.0673
 TTX  H31   H  HCH3  0   0.224  44.5531  37.3370  61.4686
 TTX  H32   H  HCH3  0   0.225  44.6390  38.9183  60.6924
 TTX  H33   H  HCH3  0   0.212  44.3705  37.4733  59.7195
 TTX  HN21  H  HNH1  0   0.406  48.3004  33.7901  60.6125
 TTX  H91   H  HCH1  0   0.305  50.6023  32.7163  58.6277
 TTX  H101  H  HCH3  0   0.256  49.5414  32.6828  56.5048
 TTX  H102  H  HCH3  0   0.251  49.4283  31.0766  57.2177
 TTX  H103  H  HCH3  0   0.241  48.0070  32.1262  57.1656
 TTX  H111  H  HCH3  0   0.257  47.7384  30.3599  59.1050
 TTX  H112  H  HCH3  0   0.290  47.4267  31.0185  60.7191
 TTX  H113  H  HCH3  0   0.261  47.0815  31.9877  59.2915
 TTX  H131  H  HCH2  0   0.312  51.9683  31.9300  60.0015
 TTX  H132  H  HCH2  0   0.310  51.8237  31.5559  61.7097
 TTX  HN41  H  HNH1  0   0.421  50.5236  33.6928  61.8971

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
 TTX  C7   N1    single    1.459  0.020  1.459
 TTX  C7   H71   single    0.970  0.020  1.090
 TTX  C7   H72   single    0.970  0.020  1.090
 TTX  C7   H73   single    0.970  0.020  1.090
 TTX  N1   C15   single    1.416  0.020  1.416
 TTX  N1   C6    single    1.365  0.020  1.365
 TTX  C15  C16   double    1.339  0.020  1.339
 TTX  C15  C14   single    1.500  0.020  1.500
 TTX  C16  C17   single    1.459  0.020  1.459
 TTX  C16  H161  single    0.930  0.020  1.080
 TTX  C17  C22   aromatic  1.399  0.020  1.399
 TTX  C17  C18   aromatic  1.399  0.020  1.399
 TTX  C22  C21   aromatic  1.385  0.020  1.385
 TTX  C22  H221  single    0.930  0.020  1.080
 TTX  C21  C20   aromatic  1.388  0.020  1.388
 TTX  C21  H211  single    0.930  0.020  1.080
 TTX  C20  C19   aromatic  1.389  0.020  1.389
 TTX  C20  H201  single    0.930  0.020  1.080
 TTX  C19  C18   aromatic  1.385  0.020  1.385
 TTX  C19  H191  single    0.930  0.020  1.080
 TTX  C18  H181  single    0.930  0.020  1.080
 TTX  C6   O1    double    1.216  0.020  1.216
 TTX  C6   C5    single    1.537  0.020  1.537
 TTX  C5   C4    single    1.525  0.020  1.525
 TTX  C5   N2    single    1.448  0.020  1.448
 TTX  C5   H51   single    0.970  0.020  1.090
 TTX  C4   C2    single    1.532  0.020  1.532
 TTX  C4   H41   single    0.970  0.020  1.090
 TTX  C4   H42   single    0.970  0.020  1.090
 TTX  C2   C1    single    1.526  0.020  1.526
 TTX  C2   C3    single    1.526  0.020  1.526
 TTX  C2   H21   single    0.970  0.020  1.090
 TTX  C1   H11   single    0.970  0.020  1.090
 TTX  C1   H12   single    0.970  0.020  1.090
 TTX  C1   H13   single    0.970  0.020  1.090
 TTX  C3   H31   single    0.970  0.020  1.090
 TTX  C3   H32   single    0.970  0.020  1.090
 TTX  C3   H33   single    0.970  0.020  1.090
 TTX  N2   C8    single    1.344  0.020  1.344
 TTX  N2   HN21  single    0.860  0.020  1.020
 TTX  C8   O2    double    1.219  0.020  1.219
 TTX  C8   C9    single    1.533  0.020  1.533
 TTX  C9   C10   single    1.528  0.020  1.528
 TTX  C9   N3    single    1.456  0.020  1.456
 TTX  C9   H91   single    0.970  0.020  1.090
 TTX  C10  H101  single    0.970  0.020  1.090
 TTX  C10  H102  single    0.970  0.020  1.090
 TTX  C10  H103  single    0.970  0.020  1.090
 TTX  N3   C11   single    1.457  0.020  1.457
 TTX  N3   C12   single    1.360  0.020  1.360
 TTX  C11  H111  single    0.970  0.020  1.090
 TTX  C11  H112  single    0.970  0.020  1.090
 TTX  C11  H113  single    0.970  0.020  1.090
 TTX  C12  O3    double    1.219  0.020  1.219
 TTX  C12  C13   single    1.531  0.020  1.531
 TTX  C13  N4    single    1.441  0.020  1.441
 TTX  C13  H131  single    0.970  0.020  1.090
 TTX  C13  H132  single    0.970  0.020  1.090
 TTX  N4   C14   single    1.346  0.020  1.346
 TTX  N4   HN41  single    0.860  0.020  1.020
 TTX  C14  O4    double    1.223  0.020  1.223

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
 TTX  H73   C7   H72   108.65  3.000
 TTX  H73   C7   H71   108.20  3.000
 TTX  H72   C7   H71   108.31  3.000
 TTX  H73   C7   N1    108.74  3.000
 TTX  H72   C7   N1    111.13  3.000
 TTX  H71   C7   N1    111.72  3.000
 TTX  C6    N1   C15   123.75  3.000
 TTX  C6    N1   C7    118.20  3.000
 TTX  C15   N1   C7    117.85  3.000
 TTX  C14   C15  C16   117.89  3.000
 TTX  C14   C15  N1    117.98  3.000
 TTX  C16   C15  N1    124.02  3.000
 TTX  H161  C16  C17   114.86  3.000
 TTX  H161  C16  C15   115.31  3.000
 TTX  C17   C16  C15   129.66  3.000
 TTX  C18   C17  C22   118.32  3.000
 TTX  C18   C17  C16   124.79  3.000
 TTX  C22   C17  C16   116.89  3.000
 TTX  H221  C22  C21   119.59  3.000
 TTX  H221  C22  C17   119.35  3.000
 TTX  C21   C22  C17   121.06  3.000
 TTX  H211  C21  C20   120.24  3.000
 TTX  H211  C21  C22   119.82  3.000
 TTX  C20   C21  C22   119.94  3.000
 TTX  H201  C20  C19   120.17  3.000
 TTX  H201  C20  C21   120.16  3.000
 TTX  C19   C20  C21   119.67  3.000
 TTX  H191  C19  C18   119.41  3.000
 TTX  H191  C19  C20   120.13  3.000
 TTX  C18   C19  C20   120.46  3.000
 TTX  H181  C18  C19   118.53  3.000
 TTX  H181  C18  C17   120.91  3.000
 TTX  C19   C18  C17   120.53  3.000
 TTX  C5    C6   O1    121.97  3.000
 TTX  C5    C6   N1    117.48  3.000
 TTX  O1    C6   N1    120.48  3.000
 TTX  H51   C5   N2    106.51  3.000
 TTX  H51   C5   C4    108.82  3.000
 TTX  N2    C5   C4    112.28  3.000
 TTX  H51   C5   C6    109.38  3.000
 TTX  N2    C5   C6    107.37  3.000
 TTX  C4    C5   C6    112.28  3.000
 TTX  H42   C4   H41   106.49  3.000
 TTX  H42   C4   C2    108.43  3.000
 TTX  H41   C4   C2    110.01  3.000
 TTX  H42   C4   C5    106.98  3.000
 TTX  H41   C4   C5    109.45  3.000
 TTX  C2    C4   C5    115.09  3.000
 TTX  H21   C2   C3    107.87  3.000
 TTX  H21   C2   C1    108.18  3.000
 TTX  C3    C2   C1    110.31  3.000
 TTX  H21   C2   C4    108.81  3.000
 TTX  C3    C2   C4    109.43  3.000
 TTX  C1    C2   C4    112.13  3.000
 TTX  H13   C1   H12   106.51  3.000
 TTX  H13   C1   H11   107.76  3.000
 TTX  H12   C1   H11   107.89  3.000
 TTX  H13   C1   C2    112.83  3.000
 TTX  H12   C1   C2    110.76  3.000
 TTX  H11   C1   C2    110.86  3.000
 TTX  H33   C3   H32   107.58  3.000
 TTX  H33   C3   H31   107.68  3.000
 TTX  H32   C3   H31   107.80  3.000
 TTX  H33   C3   C2    110.94  3.000
 TTX  H32   C3   C2    111.28  3.000
 TTX  H31   C3   C2    111.39  3.000
 TTX  HN21  N2   C8    118.19  3.000
 TTX  HN21  N2   C5    117.98  3.000
 TTX  C8    N2   C5    123.74  3.000
 TTX  C9    C8   O2    119.91  3.000
 TTX  C9    C8   N2    116.46  3.000
 TTX  O2    C8   N2    123.55  3.000
 TTX  H91   C9   N3    108.41  3.000
 TTX  H91   C9   C10   105.48  3.000
 TTX  N3    C9   C10   112.37  3.000
 TTX  H91   C9   C8    104.68  3.000
 TTX  N3    C9   C8    114.49  3.000
 TTX  C10   C9   C8    110.69  3.000
 TTX  H103  C10  H102  108.51  3.000
 TTX  H103  C10  H101  108.04  3.000
 TTX  H102  C10  H101  108.01  3.000
 TTX  H103  C10  C9    112.61  3.000
 TTX  H102  C10  C9    109.99  3.000
 TTX  H101  C10  C9    109.57  3.000
 TTX  C12   N3   C11   117.99  3.000
 TTX  C12   N3   C9    123.16  3.000
 TTX  C11   N3   C9    117.21  3.000
 TTX  H113  C11  H112  108.03  3.000
 TTX  H113  C11  H111  108.15  3.000
 TTX  H112  C11  H111  108.87  3.000
 TTX  H113  C11  N3    109.29  3.000
 TTX  H112  C11  N3    110.25  3.000
 TTX  H111  C11  N3    112.14  3.000
 TTX  C13   C12  O3    119.48  3.000
 TTX  C13   C12  N3    118.60  3.000
 TTX  O3    C12  N3    121.85  3.000
 TTX  H132  C13  H131  107.20  3.000
 TTX  H132  C13  N4    110.68  3.000
 TTX  H131  C13  N4    109.24  3.000
 TTX  H132  C13  C12   106.64  3.000
 TTX  H131  C13  C12   111.37  3.000
 TTX  N4    C13  C12   111.60  3.000
 TTX  HN41  N4   C14   118.69  3.000
 TTX  HN41  N4   C13   116.60  3.000
 TTX  C14   N4   C13   124.38  3.000
 TTX  O4    C14  N4    122.99  3.000
 TTX  O4    C14  C15   121.73  3.000
 TTX  N4    C14  C15   115.21  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
 TTX  CONST_01  C20   C21  C22  C17     0.00   0.0  0
 TTX  CONST_02  C20   C19  C18  C17     0.00   0.0  0
 TTX  CONST_03  C19   C18  C17  C22     0.00   0.0  0
 TTX  CONST_04  C19   C20  C21  C22     0.00   0.0  0
 TTX  CONST_05  C18   C17  C22  C21     0.00   0.0  0
 TTX  CONST_06  C18   C19  C20  C21     0.00   0.0  0
 TTX  CONST_07  N4    C14  C15  N1      0.00   0.0  0
 TTX  CONST_08  C5    C6   N1   C15     0.00   0.0  0
 TTX  CONST_09  C13   N4   C14  C15   180.00   0.0  0
 TTX  CONST_10  C9    C8   N2   C5    180.00   0.0  0
 TTX  CONST_12  C21   C22  C17  C16   180.00   0.0  0
 TTX  CONST_13  C19   C18  C17  C16   180.00   0.0  0
 TTX  CONST_14  C5    C6   N1   C7    180.00   0.0  0
 TTX  CONST_15  O1    C6   N1   C15   180.00   0.0  0
 TTX  CONST_16  O2    C8   N2   C5      0.00   0.0  0
 TTX  CONST_18  C13   C12  N3   C11   180.00   0.0  0
 TTX  CONST_19  O4    C14  N4   C13     0.00   0.0  0
 TTX  CONST_20  H211  C21  C22  C17   180.00   0.0  0
 TTX  CONST_21  H191  C19  C18  C17   180.00   0.0  0
 TTX  CONST_22  H181  C18  C17  C22   180.00   0.0  0
 TTX  CONST_23  H201  C20  C21  C22   180.00   0.0  0
 TTX  CONST_24  H221  C22  C21  C20   180.00   0.0  0
 TTX  CONST_25  HN41  N4   C14  C15     0.00   0.0  0
 TTX  CONST_26  HN21  N2   C8   C9      0.00   0.0  0
 TTX  CONST_27  O1    C6   N1   C7      0.00   0.0  0
 TTX  CONST_28  O3    C12  N3   C11     0.00   0.0  0
 TTX  Var_01    C14   C15  N1   C6   -105.54  30.0  1
 TTX  Var_02    N4    C13  C12  N3     53.21  30.0  1
 TTX  Var_03    C14   N4   C13  C12  -120.78  30.0  1
 TTX  Var_04    C17   C16  C15  N1     -1.29   0.0  2
 TTX  Var_05    C22   C17  C16  C15  -153.16  30.0  2
 TTX  Var_06    H71   C7   N1   C15   107.09  30.0  3
 TTX  Var_07    H111  C11  N3   C9     81.89  30.0  3
 TTX  Var_08    C1    C2   C4   C5     64.79  30.0  3
 TTX  Var_09    H11   C1   C2   C4     58.48  30.0  3
 TTX  Var_10    H31   C3   C2   C4     57.59  30.0  3

loop_
_chem_comp_chir.comp_id
_chem_comp_chir.id
_chem_comp_chir.atom_id_centre
_chem_comp_chir.atom_id_1
_chem_comp_chir.atom_id_2
_chem_comp_chir.atom_id_3
_chem_comp_chir.volume_sign
 TTX  chir_01  C5  C6  C4  N2   positiv
 TTX  chir_02  C9  N3  C8  C10  positiv

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
 TTX  plan-1  C16   0.020
 TTX  plan-1  C17   0.020
 TTX  plan-1  C22   0.020
 TTX  plan-1  C21   0.020
 TTX  plan-1  C20   0.020
 TTX  plan-1  C19   0.020
 TTX  plan-1  C18   0.020
 TTX  plan-1  H221  0.020
 TTX  plan-1  H211  0.020
 TTX  plan-1  H201  0.020
 TTX  plan-1  H191  0.020
 TTX  plan-1  H181  0.020
 TTX  plan-2  C7    0.020
 TTX  plan-2  N1    0.020
 TTX  plan-2  C15   0.020
 TTX  plan-2  C6    0.020
 TTX  plan-2  O1    0.020
 TTX  plan-2  C5    0.020
 TTX  plan-3  C5    0.020
 TTX  plan-3  N2    0.020
 TTX  plan-3  C8    0.020
 TTX  plan-3  O2    0.020
 TTX  plan-3  C9    0.020
 TTX  plan-3  HN21  0.020
 TTX  plan-4  C9    0.020
 TTX  plan-4  N3    0.020
 TTX  plan-4  C11   0.020
 TTX  plan-4  C12   0.020
 TTX  plan-4  O3    0.020
 TTX  plan-4  C13   0.020
 TTX  plan-5  N1    0.020
 TTX  plan-5  C15   0.020
 TTX  plan-5  C16   0.020
 TTX  plan-5  C17   0.020
 TTX  plan-5  C13   0.020
 TTX  plan-5  N4    0.020
 TTX  plan-5  C14   0.020
 TTX  plan-5  O4    0.020
 TTX  plan-5  H161  0.020
 TTX  plan-5  HN41  0.020

