# electronic Ligand Builder and Optimisation Workbench (eLBOW)
#   - a module of PHENIX version dev-svn-
#   - file written: Tue Mar 22 19:47:45 2022
#   Inital geometry file: a 137 line input string
#   Ligand name: (2S)-2-{1-[(dimethylamino)methyl]-2-hydroxy-8-(hydroxymethyl)-9-oxo-9,11-dihydroindolizino[1,2-b]quinolin-7-yl}-2-hydroxybutanoic acid
#   Quantum optimisation: True
#   Method: PBEh-3c
#   Random seed: 3628800
#   SMILES string: CC[C@@](O)(C(O)=O)C1=C(CO)C(=O)N2Cc3cc4c(CN(C)C)c(O)ccc4nc3C2=C1
#
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
 TTG  TTG  '(2S)-2-{1-[(dimethylamino)methyl]-2-hydroxy-8-(hydroxymethyl)-9-oxo-9,11-dihydroindolizino[1,2-b]quinolin-7-yl}-2-hydroxybutanoic acid'  ligand  56  32  .  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_TTG
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
 TTG  C25   C  CH2    0  -0.486  -2.5570   0.0926  -4.1293
 TTG  C31   C  CH3    0  -0.661  -3.5098   0.2082  -5.3126
 TTG  C21   C  CT     0   0.054  -1.0698   0.0675  -4.5242
 TTG  O24   O  OH1    0  -0.668  -0.8594  -1.0012  -5.4302
 TTG  C16   C  C      0   0.278  -0.1387  -0.0863  -3.3181
 TTG  C20   C  C      0   0.410  -0.7528   1.4287  -5.2113
 TTG  C15   C  C      0  -0.204   1.2053  -0.3613  -3.4811
 TTG  C17   C  C1     0  -0.499  -0.6698   0.0350  -2.0082
 TTG  O23   O  O      0  -0.587  -0.5718   1.4357  -6.4373
 TTG  O22   O  OC    -1  -0.590  -0.7471   2.3974  -4.4297
 TTG  C14   C  C      0   0.546   2.0671  -0.5904  -2.3379
 TTG  C19   C  CH2    0  -0.252   1.8953  -0.4749  -4.8180
 TTG  C13   C  CR5    0   0.531   0.1504  -0.1488  -0.9459
 TTG  O18   O  OC     0  -0.519   3.2630  -0.8793  -2.3909
 TTG  N12   N  NR5    0  -0.633   1.4636  -0.4527  -1.1114
 TTG  C9    C  CR56   0   0.017  -0.0977  -0.0802   0.4865
 TTG  C11   C  CH2    0  -0.297   2.1855  -0.6190   0.1485
 TTG  C8    C  CR56   0   0.083   1.1119  -0.3560   1.1542
 TTG  N10   N  N      0  -0.447  -1.2303   0.1919   1.0654
 TTG  C7    C  CR16   0  -0.299   1.1349  -0.3410   2.5147
 TTG  C5    C  CR66   0   0.161  -1.2306   0.2165   2.4159
 TTG  C6    C  CR66   0   0.117  -0.0668  -0.0375   3.2076
 TTG  C4    C  CR16   0  -0.310  -2.4509   0.5124   3.0641
 TTG  C1    C  CR6    0  -0.132  -0.1530   0.0182   4.6226
 TTG  C3    C  CR16   0  -0.339  -2.5173   0.5747   4.4221
 TTG  C2    C  CR6    0   0.344  -1.3681   0.3336   5.2125
 TTG  C27   C  CH2    0  -0.334   1.0174  -0.3154   5.5168
 TTG  N28   N  NT     0  -0.480   1.0787   0.5689   6.6810
 TTG  C29   C  CH3    0  -0.515   1.9404   0.0238   7.7168
 TTG  C30   C  CH3    0  -0.520   1.4839   1.9169   6.3119
 TTG  O26   O  OH1    0  -0.646  -1.5068   0.4281   6.5381
 TTG  O19   O  OH1    0  -0.680   1.9093  -1.7944  -5.3251
 TTG  H251  H  HCH2   0   0.238  -2.7408   0.9262  -3.4522
 TTG  H252  H  HCH2   0   0.231  -2.7971  -0.8187  -3.5684
 TTG  H311  H  HCH3   0   0.229  -4.5401   0.1826  -4.9572
 TTG  H312  H  HCH3   0   0.227  -3.3782   1.1430  -5.8578
 TTG  H313  H  HCH3   0   0.221  -3.3876  -0.6105  -6.0203
 TTG  H241  H  HOH1   0   0.448  -1.2734  -1.7858  -5.0519
 TTG  H171  H  H      0   0.263  -1.7060   0.2646  -1.8212
 TTG  H191  H  HCH2   0   0.218   1.4533   0.2158  -5.5370
 TTG  H192  H  HCH2   0   0.228   2.9362  -0.1752  -4.6982
 TTG  H111  H  HCH2   0   0.292   2.6015  -1.6254   0.2228
 TTG  H112  H  HCH2   0   0.292   3.0117   0.0917   0.2129
 TTG  H71   H  HCR6   0   0.268   2.0511  -0.5554   3.0474
 TTG  H41   H  HCR6   0   0.266  -3.3262   0.6990   2.4556
 TTG  H31   H  HCR6   0   0.270  -3.4491   0.8143   4.9188
 TTG  H271  H  HCH2   0   0.277   0.8989  -1.3395   5.8854
 TTG  H272  H  HCH2   0   0.248   1.9681  -0.2954   4.9725
 TTG  H291  H  HCH3   0   0.247   1.9491   0.6934   8.5760
 TTG  H292  H  HCH3   0   0.247   1.5644  -0.9452   8.0438
 TTG  H293  H  HCH3   0   0.217   2.9745  -0.1039   7.3727
 TTG  H301  H  HCH3   0   0.249   1.4269   2.5687   7.1824
 TTG  H302  H  HCH3   0   0.221   2.5100   1.9462   5.9241
 TTG  H303  H  HCH3   0   0.249   0.8219   2.3185   5.5454
 TTG  H261  H  HOH1   0   0.473  -0.5748   0.4999   6.9109
 TTG  H19O  H  HOH1   0   0.439   0.9916  -1.9735  -5.5607

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
 TTG  C25  C31   single    1.524  0.020  1.524
 TTG  C25  C21   single    1.539  0.020  1.539
 TTG  C25  H251  single    0.970  0.020  1.090
 TTG  C25  H252  single    0.970  0.020  1.090
 TTG  C31  H311  single    0.970  0.020  1.090
 TTG  C31  H312  single    0.970  0.020  1.090
 TTG  C31  H313  single    0.970  0.020  1.090
 TTG  C21  O24   single    1.417  0.020  1.417
 TTG  C21  C16   single    1.531  0.020  1.531
 TTG  C21  C20   single    1.557  0.020  1.557
 TTG  O24  H241  single    0.850  0.020  0.980
 TTG  C16  C15   aromatic  1.382  0.020  1.382
 TTG  C16  C17   aromatic  1.419  0.020  1.419
 TTG  C20  O23   deloc     1.239  0.020  1.239
 TTG  C20  O22   deloc     1.245  0.020  1.245
 TTG  C15  C14   aromatic  1.450  0.020  1.450
 TTG  C15  C19   single    1.509  0.020  1.509
 TTG  C17  C13   aromatic  1.355  0.020  1.355
 TTG  C17  H171  single    0.930  0.020  1.080
 TTG  C14  O18   double    1.231  0.020  1.231
 TTG  C14  N12   aromatic  1.374  0.020  1.374
 TTG  C19  O19   single    1.414  0.020  1.414
 TTG  C19  H191  single    0.970  0.020  1.090
 TTG  C19  H192  single    0.970  0.020  1.090
 TTG  C13  N12   aromatic  1.358  0.020  1.358
 TTG  C13  C9    aromatic  1.455  0.020  1.455
 TTG  N12  C11   single    1.462  0.020  1.462
 TTG  C9   C8    aromatic  1.409  0.020  1.409
 TTG  C9   N10   aromatic  1.301  0.020  1.301
 TTG  C11  C8    single    1.494  0.020  1.494
 TTG  C11  H111  single    0.970  0.020  1.090
 TTG  C11  H112  single    0.970  0.020  1.090
 TTG  C8   C7    aromatic  1.361  0.020  1.361
 TTG  N10  C5    aromatic  1.351  0.020  1.351
 TTG  C7   C6    aromatic  1.420  0.020  1.420
 TTG  C7   H71   single    0.930  0.020  1.080
 TTG  C5   C6    aromatic  1.430  0.020  1.430
 TTG  C5   C4    aromatic  1.413  0.020  1.413
 TTG  C6   C1    aromatic  1.419  0.020  1.419
 TTG  C4   C3    aromatic  1.361  0.020  1.361
 TTG  C4   H41   single    0.930  0.020  1.080
 TTG  C1   C2    aromatic  1.387  0.020  1.387
 TTG  C1   C27   single    1.510  0.020  1.510
 TTG  C3   C2    aromatic  1.415  0.020  1.415
 TTG  C3   H31   single    0.930  0.020  1.080
 TTG  C2   O26   single    1.336  0.020  1.336
 TTG  C27  N28   single    1.463  0.020  1.463
 TTG  C27  H271  single    0.970  0.020  1.090
 TTG  C27  H272  single    0.970  0.020  1.090
 TTG  N28  C29   single    1.453  0.020  1.453
 TTG  N28  C30   single    1.455  0.020  1.455
 TTG  C29  H291  single    0.970  0.020  1.090
 TTG  C29  H292  single    0.970  0.020  1.090
 TTG  C29  H293  single    0.970  0.020  1.090
 TTG  C30  H301  single    0.970  0.020  1.090
 TTG  C30  H302  single    0.970  0.020  1.090
 TTG  C30  H303  single    0.970  0.020  1.090
 TTG  O26  H261  single    0.850  0.020  0.980
 TTG  O19  H19O  single    0.850  0.020  0.980

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
 TTG  H252  C25  H251  106.32  3.000
 TTG  H252  C25  C21   109.23  3.000
 TTG  H251  C25  C21   109.57  3.000
 TTG  H252  C25  C31   108.87  3.000
 TTG  H251  C25  C31   108.61  3.000
 TTG  C21   C25  C31   113.97  3.000
 TTG  H313  C31  H312  107.83  3.000
 TTG  H313  C31  H311  107.47  3.000
 TTG  H312  C31  H311  107.29  3.000
 TTG  H313  C31  C25   112.18  3.000
 TTG  H312  C31  C25   112.21  3.000
 TTG  H311  C31  C25   109.64  3.000
 TTG  C20   C21  C16   108.15  3.000
 TTG  C20   C21  O24   110.30  3.000
 TTG  C16   C21  O24   109.73  3.000
 TTG  C20   C21  C25   107.20  3.000
 TTG  C16   C21  C25   112.77  3.000
 TTG  O24   C21  C25   108.66  3.000
 TTG  H241  O24  C21   107.40  3.000
 TTG  C17   C16  C15   119.35  3.000
 TTG  C17   C16  C21   119.41  3.000
 TTG  C15   C16  C21   121.23  3.000
 TTG  O22   C20  O23   128.04  3.000
 TTG  O22   C20  C21   113.84  3.000
 TTG  O23   C20  C21   118.10  3.000
 TTG  C19   C15  C14   114.51  3.000
 TTG  C19   C15  C16   124.37  3.000
 TTG  C14   C15  C16   121.11  3.000
 TTG  H171  C17  C13   118.36  3.000
 TTG  H171  C17  C16   122.57  3.000
 TTG  C13   C17  C16   119.07  3.000
 TTG  N12   C14  O18   119.25  3.000
 TTG  N12   C14  C15   115.27  3.000
 TTG  O18   C14  C15   125.48  3.000
 TTG  H192  C19  H191  106.58  3.000
 TTG  H192  C19  O19   106.66  3.000
 TTG  H191  C19  O19   111.02  3.000
 TTG  H192  C19  C15   108.59  3.000
 TTG  H191  C19  C15   110.56  3.000
 TTG  O19   C19  C15   113.12  3.000
 TTG  C9    C13  N12   107.18  3.000
 TTG  C9    C13  C17   131.47  3.000
 TTG  N12   C13  C17   121.35  3.000
 TTG  C11   N12  C13   113.45  3.000
 TTG  C11   N12  C14   122.76  3.000
 TTG  C13   N12  C14   123.78  3.000
 TTG  N10   C9   C8    125.28  3.000
 TTG  N10   C9   C13   126.61  3.000
 TTG  C8    C9   C13   108.11  3.000
 TTG  H112  C11  H111  107.93  3.000
 TTG  H112  C11  C8    112.92  3.000
 TTG  H111  C11  C8    112.97  3.000
 TTG  H112  C11  N12   110.52  3.000
 TTG  H111  C11  N12   110.60  3.000
 TTG  C8    C11  N12   101.84  3.000
 TTG  C7    C8   C11   131.50  3.000
 TTG  C7    C8   C9    119.09  3.000
 TTG  C11   C8   C9    109.41  3.000
 TTG  C5    N10  C9    116.68  3.000
 TTG  H71   C7   C6    121.27  3.000
 TTG  H71   C7   C8    120.31  3.000
 TTG  C6    C7   C8    118.42  3.000
 TTG  C4    C5   C6    119.08  3.000
 TTG  C4    C5   N10   117.56  3.000
 TTG  C6    C5   N10   123.37  3.000
 TTG  C1    C6   C5    119.71  3.000
 TTG  C1    C6   C7    123.13  3.000
 TTG  C5    C6   C7    117.16  3.000
 TTG  H41   C4   C3    120.91  3.000
 TTG  H41   C4   C5    118.47  3.000
 TTG  C3    C4   C5    120.62  3.000
 TTG  C27   C1   C2    118.51  3.000
 TTG  C27   C1   C6    122.33  3.000
 TTG  C2    C1   C6    119.10  3.000
 TTG  H31   C3   C2    118.70  3.000
 TTG  H31   C3   C4    120.65  3.000
 TTG  C2    C3   C4    120.65  3.000
 TTG  O26   C2   C3    117.24  3.000
 TTG  O26   C2   C1    121.94  3.000
 TTG  C3    C2   C1    120.83  3.000
 TTG  H272  C27  H271  106.16  3.000
 TTG  H272  C27  N28   110.36  3.000
 TTG  H271  C27  N28   107.58  3.000
 TTG  H272  C27  C1    111.98  3.000
 TTG  H271  C27  C1    108.79  3.000
 TTG  N28   C27  C1    111.72  3.000
 TTG  C30   N28  C29   111.29  3.000
 TTG  C30   N28  C27   111.69  3.000
 TTG  C29   N28  C27   111.42  3.000
 TTG  H293  C29  H292  108.41  3.000
 TTG  H293  C29  H291  108.14  3.000
 TTG  H292  C29  H291  108.22  3.000
 TTG  H293  C29  N28   112.26  3.000
 TTG  H292  C29  N28   110.05  3.000
 TTG  H291  C29  N28   109.65  3.000
 TTG  H303  C30  H302  108.05  3.000
 TTG  H303  C30  H301  108.05  3.000
 TTG  H302  C30  H301  108.39  3.000
 TTG  H303  C30  N28   110.53  3.000
 TTG  H302  C30  N28   112.01  3.000
 TTG  H301  C30  N28   109.70  3.000
 TTG  H261  O26  C2    106.04  3.000
 TTG  H19O  O19  C19   104.57  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
 TTG  CONST_01  N12   C14  C15  C16     0.00   0.0  0
 TTG  CONST_02  N12   C13  C17  C16     0.00   0.0  0
 TTG  CONST_03  C9    C13  C17  C16   180.00   0.0  0
 TTG  CONST_04  C13   C17  C16  C15     0.00   0.0  0
 TTG  CONST_05  C13   N12  C14  C15     0.00   0.0  0
 TTG  CONST_06  C14   C15  C16  C17     0.00   0.0  0
 TTG  CONST_07  C14   N12  C13  C17     0.00   0.0  0
 TTG  CONST_08  C8    C9   C13  C17   180.00   0.0  0
 TTG  CONST_09  N10   C9   C13  C17     0.00   0.0  0
 TTG  CONST_10  C9    C13  N12  C14   180.00   0.0  0
 TTG  CONST_11  C7    C8   C9   C13   180.00   0.0  0
 TTG  CONST_12  C5    N10  C9   C13   180.00   0.0  0
 TTG  CONST_13  C8    C9   C13  N12     0.00   0.0  0
 TTG  CONST_14  N10   C9   C13  N12   180.00   0.0  0
 TTG  CONST_15  C6    C7   C8   C9      0.00   0.0  0
 TTG  CONST_16  C6    C5   N10  C9      0.00   0.0  0
 TTG  CONST_17  C4    C5   N10  C9    180.00   0.0  0
 TTG  CONST_18  C5    N10  C9   C8      0.00   0.0  0
 TTG  CONST_19  C5    C6   C7   C8      0.00   0.0  0
 TTG  CONST_20  C1    C6   C7   C8    180.00   0.0  0
 TTG  CONST_21  C7    C8   C9   N10     0.00   0.0  0
 TTG  CONST_22  C7    C6   C5   N10     0.00   0.0  0
 TTG  CONST_23  C1    C6   C5   N10   180.00   0.0  0
 TTG  CONST_24  C3    C4   C5   N10   180.00   0.0  0
 TTG  CONST_25  C4    C5   C6   C7    180.00   0.0  0
 TTG  CONST_26  C2    C1   C6   C7    180.00   0.0  0
 TTG  CONST_27  C2    C1   C6   C5      0.00   0.0  0
 TTG  CONST_28  C2    C3   C4   C5      0.00   0.0  0
 TTG  CONST_29  C3    C4   C5   C6      0.00   0.0  0
 TTG  CONST_30  C3    C2   C1   C6      0.00   0.0  0
 TTG  CONST_31  C1    C6   C5   C4      0.00   0.0  0
 TTG  CONST_32  C1    C2   C3   C4      0.00   0.0  0
 TTG  CONST_33  C11   N12  C14  C15   180.00   0.0  0
 TTG  CONST_34  C14   C15  C16  C21   180.00   0.0  0
 TTG  CONST_35  C13   C17  C16  C21   180.00   0.0  0
 TTG  CONST_36  O18   C14  C15  C16   180.00   0.0  0
 TTG  CONST_37  C19   C15  C16  C17   180.00   0.0  0
 TTG  CONST_38  N12   C14  C15  C19   180.00   0.0  0
 TTG  CONST_39  O18   C14  N12  C13   180.00   0.0  0
 TTG  CONST_40  C11   N12  C14  O18     0.00   0.0  0
 TTG  CONST_41  C27   C1   C6   C7      0.00   0.0  0
 TTG  CONST_42  C27   C1   C6   C5    180.00   0.0  0
 TTG  CONST_43  O26   C2   C1   C6    180.00   0.0  0
 TTG  CONST_44  O26   C2   C3   C4    180.00   0.0  0
 TTG  CONST_45  C27   C1   C2   C3    180.00   0.0  0
 TTG  CONST_46  H171  C17  C16  C15   180.00   0.0  0
 TTG  CONST_47  H71   C7   C8   C9    180.00   0.0  0
 TTG  CONST_48  H41   C4   C5   N10     0.00   0.0  0
 TTG  CONST_49  H31   C3   C4   C5    180.00   0.0  0
 TTG  Var_01    H111  C11  N12  C14   -60.35  30.0  1
 TTG  Var_02    O19   C19  C15  C16   -91.21  30.0  2
 TTG  Var_03    N28   C27  C1   C6    141.80  30.0  2
 TTG  Var_04    C29   N28  C27  C1    163.48  30.0  3
 TTG  Var_05    H311  C31  C25  C21   177.93  30.0  3
 TTG  Var_06    H291  C29  N28  C27  -178.85  30.0  3
 TTG  Var_07    H301  C30  N28  C27   174.62  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
 TTG  chir_01  C21  O24  C16  C20  negativ

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
 TTG  plan-1  C21   0.020
 TTG  plan-1  C16   0.020
 TTG  plan-1  C15   0.020
 TTG  plan-1  C17   0.020
 TTG  plan-1  C14   0.020
 TTG  plan-1  C19   0.020
 TTG  plan-1  C13   0.020
 TTG  plan-1  O18   0.020
 TTG  plan-1  N12   0.020
 TTG  plan-1  C9    0.020
 TTG  plan-1  C11   0.020
 TTG  plan-1  C8    0.020
 TTG  plan-1  N10   0.020
 TTG  plan-1  C7    0.020
 TTG  plan-1  C5    0.020
 TTG  plan-1  C6    0.020
 TTG  plan-1  C4    0.020
 TTG  plan-1  C1    0.020
 TTG  plan-1  C3    0.020
 TTG  plan-1  C2    0.020
 TTG  plan-1  C27   0.020
 TTG  plan-1  O26   0.020
 TTG  plan-1  H171  0.020
 TTG  plan-1  H71   0.020
 TTG  plan-1  H41   0.020
 TTG  plan-1  H31   0.020
 TTG  plan-2  C21   0.020
 TTG  plan-2  C20   0.020
 TTG  plan-2  O23   0.020
 TTG  plan-2  O22   0.020

