# electronic Ligand Builder and Optimisation Workbench (eLBOW)
#   - a module of PHENIX version dev-svn-
#   - file written: Wed May  6 10:14:52 2020
#   Inital geometry file: a 131 line input string
#   Ligand name: (4S)-10-[(dimethylamino)methyl]-4-ethyl-4,9-dihydroxy-1H-pyrano[3',4':6,7]indolizino[1,2-b]quinoline-3,14(4H,12H)-dione
#   Quantum optimisation: True
#   Method: PBEh-3c
#   Random seed: 3628800
#   SMILES string: CC[C@@]1(O)C(=O)OCC2=C1C=C3N(Cc4cc5c(CN(C)C)c(O)ccc5nc34)C2=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
 TTC  TTC  (4S)-10-[(dimethylamino)methyl]-4-ethyl-4,9-dihydroxy-1H-pyrano[3',4':6,7]indolizino[1,2-b]quinoline-3,14(4H,12H)-dione  ligand  54  31  .  2021-08-23  2021-08-23  
;
Directly from eLBOW using geometry from QM method PBEh-3c with CPCM solvent model
Validated by Mogul as PERFECT
;

data_comp_TTC
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
 TTC  C25   C  CH2   0  -0.446   1.1959   1.4377   5.0743
 TTC  C31   C  CH3   0  -0.689   2.0664   1.7373   6.2865
 TTC  C21   C  CR6   0  -0.012   1.2146  -0.0423   4.6177
 TTC  O24   O  OH1   0  -0.656   2.5012  -0.4592   4.2823
 TTC  C16   C  CR66  0   0.279   0.3321  -0.1764   3.4026
 TTC  C20   C  CR6   0   0.567   0.6663  -0.9247   5.7406
 TTC  C15   C  CR66  0  -0.244  -1.0117  -0.2849   3.6125
 TTC  C17   C  CR16  0  -0.481   0.8686  -0.1349   2.0978
 TTC  O23   O  O     0  -0.428   1.3922  -1.5285   6.4860
 TTC  O22   O  O     0  -0.421  -0.6418  -0.9902   5.9061
 TTC  C14   C  CR6   0   0.561  -1.9511  -0.3267   2.5212
 TTC  C19   C  C     0  -0.216  -1.5502  -0.3549   5.0005
 TTC  C13   C  CR56  0   0.541  -0.0168  -0.1873   1.0687
 TTC  O18   O  OC    0  -0.501  -3.1715  -0.3985   2.6350
 TTC  N12   N  N     0  -0.637  -1.3597  -0.2750   1.2813
 TTC  C9    C  CR56  0   0.011   0.1862  -0.1656  -0.3724
 TTC  C11   C  CH2   0  -0.298  -2.1412  -0.3064   0.0448
 TTC  C8    C  CR56  0   0.087  -1.0735  -0.2359  -0.9961
 TTC  N10   N  N     0  -0.444   1.3287  -0.0988  -0.9916
 TTC  C7    C  CR16  0  -0.291  -1.1415  -0.2282  -2.3553
 TTC  C5    C  CR66  0   0.163   1.2868  -0.0919  -2.3406
 TTC  C6    C  CR66  0   0.119   0.0692  -0.1466  -3.0905
 TTC  C4    C  CR16  0  -0.309   2.5175  -0.0310  -3.0334
 TTC  C1    C  CR6   0  -0.135   0.1123  -0.1300  -4.5084
 TTC  C3    C  CR16  0  -0.338   2.5452  -0.0136  -4.3932
 TTC  C2    C  CR6   0   0.345   1.3442  -0.0622  -5.1431
 TTC  C27   C  CH2   0  -0.326  -1.1379  -0.2612  -5.3475
 TTC  N28   N  NT    0  -0.485  -1.0562   0.5309  -6.5756
 TTC  C29   C  CH3   0  -0.514  -2.0358   0.0944  -7.5571
 TTC  C30   C  CH3   0  -0.521  -1.1832   1.9550  -6.3006
 TTC  O26   O  OH1   0  -0.645   1.4581  -0.0345  -6.4724
 TTC  H251  H  HCH2  0   0.252   0.1705   1.7573   5.2732
 TTC  H252  H  HCH2  0   0.265   1.5364   2.0285   4.2202
 TTC  H311  H  HCH3  0   0.253   2.0562   2.8087   6.4831
 TTC  H312  H  HCH3  0   0.236   1.7118   1.2407   7.1896
 TTC  H313  H  HCH3  0   0.229   3.1072   1.4531   6.1283
 TTC  H241  H  HOH1  0   0.460   3.0208  -0.5638   5.0879
 TTC  H171  H  HCR6  0   0.276   1.9271  -0.0587   1.9034
 TTC  H191  H  H     0   0.285  -2.4613  -0.9495   5.0336
 TTC  H192  H  H     0   0.272  -1.7954   0.6372   5.3911
 TTC  H111  H  HCH2  0   0.298  -2.7329  -1.2219  -0.0094
 TTC  H112  H  HCH2  0   0.299  -2.8271   0.5418   0.0068
 TTC  H71   H  HCR6  0   0.268  -2.0993  -0.2871  -2.8536
 TTC  H41   H  HCR6  0   0.267   3.4325   0.0074  -2.4568
 TTC  H31   H  HCR6  0   0.271   3.4864   0.0402  -4.9260
 TTC  H271  H  HCH2  0   0.278  -1.2622  -1.3102  -5.6344
 TTC  H272  H  HCH2  0   0.246  -2.0382   0.0098  -4.7850
 TTC  H291  H  HCH3  0   0.247  -1.9264   0.6810  -8.4685
 TTC  H292  H  HCH3  0   0.247  -1.8749  -0.9542  -7.8056
 TTC  H293  H  HCH3  0   0.217  -3.0657   0.2113  -7.1968
 TTC  H301  H  HCH3  0   0.250  -1.0272   2.5216  -7.2175
 TTC  H302  H  HCH3  0   0.223  -2.1727   2.2072  -5.8997
 TTC  H303  H  HCH3  0   0.249  -0.4334   2.2708  -5.5757
 TTC  H261  H  HOH1  0   0.474   0.5363   0.1715  -6.8268

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
 TTC  C25  C31   single    1.522  0.020  1.522
 TTC  C25  C21   single    1.549  0.020  1.549
 TTC  C25  H251  single    0.970  0.020  1.090
 TTC  C25  H252  single    0.970  0.020  1.090
 TTC  C31  H311  single    0.970  0.020  1.090
 TTC  C31  H312  single    0.970  0.020  1.090
 TTC  C31  H313  single    0.970  0.020  1.090
 TTC  C21  O24   single    1.393  0.020  1.393
 TTC  C21  C16   single    1.508  0.020  1.508
 TTC  C21  C20   single    1.530  0.020  1.530
 TTC  O24  H241  single    0.850  0.020  0.980
 TTC  C16  C15   aromatic  1.364  0.020  1.364
 TTC  C16  C17   aromatic  1.411  0.020  1.411
 TTC  C20  O23   double    1.203  0.020  1.203
 TTC  C20  O22   single    1.320  0.020  1.320
 TTC  C15  C14   aromatic  1.441  0.020  1.441
 TTC  C15  C19   single    1.490  0.020  1.490
 TTC  C17  C13   aromatic  1.359  0.020  1.359
 TTC  C17  H171  single    0.930  0.020  1.080
 TTC  O22  C19   single    1.431  0.020  1.431
 TTC  C14  O18   double    1.228  0.020  1.228
 TTC  C14  N12   aromatic  1.375  0.020  1.375
 TTC  C19  H191  single    0.970  0.020  1.090
 TTC  C19  H192  single    0.970  0.020  1.090
 TTC  C13  N12   aromatic  1.362  0.020  1.362
 TTC  C13  C9    aromatic  1.456  0.020  1.456
 TTC  N12  C11   single    1.463  0.020  1.463
 TTC  C9   C8    aromatic  1.407  0.020  1.407
 TTC  C9   N10   aromatic  1.301  0.020  1.301
 TTC  C11  C8    single    1.493  0.020  1.493
 TTC  C11  H111  single    0.970  0.020  1.090
 TTC  C11  H112  single    0.970  0.020  1.090
 TTC  C8   C7    aromatic  1.361  0.020  1.361
 TTC  N10  C5    aromatic  1.350  0.020  1.350
 TTC  C7   C6    aromatic  1.419  0.020  1.419
 TTC  C7   H71   single    0.930  0.020  1.080
 TTC  C5   C6    aromatic  1.431  0.020  1.431
 TTC  C5   C4    aromatic  1.414  0.020  1.414
 TTC  C6   C1    aromatic  1.419  0.020  1.419
 TTC  C4   C3    aromatic  1.360  0.020  1.360
 TTC  C4   H41   single    0.930  0.020  1.080
 TTC  C1   C2    aromatic  1.387  0.020  1.387
 TTC  C1   C27   single    1.511  0.020  1.511
 TTC  C3   C2    aromatic  1.417  0.020  1.417
 TTC  C3   H31   single    0.930  0.020  1.080
 TTC  C2   O26   single    1.334  0.020  1.334
 TTC  C27  N28   single    1.464  0.020  1.464
 TTC  C27  H271  single    0.970  0.020  1.090
 TTC  C27  H272  single    0.970  0.020  1.090
 TTC  N28  C29   single    1.454  0.020  1.454
 TTC  N28  C30   single    1.456  0.020  1.456
 TTC  C29  H291  single    0.970  0.020  1.090
 TTC  C29  H292  single    0.970  0.020  1.090
 TTC  C29  H293  single    0.970  0.020  1.090
 TTC  C30  H301  single    0.970  0.020  1.090
 TTC  C30  H302  single    0.970  0.020  1.090
 TTC  C30  H303  single    0.970  0.020  1.090
 TTC  O26  H261  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
 TTC  H252  C25  H251  106.06  3.000
 TTC  H252  C25  C21   106.40  3.000
 TTC  H251  C25  C21   110.16  3.000
 TTC  H252  C25  C31   109.74  3.000
 TTC  H251  C25  C31   109.53  3.000
 TTC  C21   C25  C31   114.57  3.000
 TTC  H313  C31  H312  108.19  3.000
 TTC  H313  C31  H311  106.95  3.000
 TTC  H312  C31  H311  107.19  3.000
 TTC  H313  C31  C25   112.27  3.000
 TTC  H312  C31  C25   112.59  3.000
 TTC  H311  C31  C25   109.38  3.000
 TTC  C20   C21  C16   109.29  3.000
 TTC  C20   C21  O24   109.57  3.000
 TTC  C16   C21  O24   108.66  3.000
 TTC  C20   C21  C25   109.30  3.000
 TTC  C16   C21  C25   108.39  3.000
 TTC  O24   C21  C25   111.59  3.000
 TTC  H241  O24  C21   109.20  3.000
 TTC  C17   C16  C15   121.26  3.000
 TTC  C17   C16  C21   121.33  3.000
 TTC  C15   C16  C21   117.36  3.000
 TTC  O22   C20  O23   119.69  3.000
 TTC  O22   C20  C21   118.41  3.000
 TTC  O23   C20  C21   121.87  3.000
 TTC  C19   C15  C14   117.94  3.000
 TTC  C19   C15  C16   120.19  3.000
 TTC  C14   C15  C16   121.87  3.000
 TTC  H171  C17  C13   120.38  3.000
 TTC  H171  C17  C16   122.79  3.000
 TTC  C13   C17  C16   116.83  3.000
 TTC  C19   O22  C20   121.83  3.000
 TTC  N12   C14  O18   120.89  3.000
 TTC  N12   C14  C15   113.68  3.000
 TTC  O18   C14  C15   125.43  3.000
 TTC  H192  C19  H191  107.27  3.000
 TTC  H192  C19  O22   108.60  3.000
 TTC  H191  C19  O22   105.63  3.000
 TTC  H192  C19  C15   111.77  3.000
 TTC  H191  C19  C15   110.88  3.000
 TTC  O22   C19  C15   112.38  3.000
 TTC  C9    C13  N12   107.03  3.000
 TTC  C9    C13  C17   131.19  3.000
 TTC  N12   C13  C17   121.78  3.000
 TTC  C11   N12  C13   113.33  3.000
 TTC  C11   N12  C14   122.12  3.000
 TTC  C13   N12  C14   124.55  3.000
 TTC  N10   C9   C8    125.28  3.000
 TTC  N10   C9   C13   126.46  3.000
 TTC  C8    C9   C13   108.25  3.000
 TTC  H112  C11  H111  108.02  3.000
 TTC  H112  C11  C8    112.86  3.000
 TTC  H111  C11  C8    113.12  3.000
 TTC  H112  C11  N12   110.39  3.000
 TTC  H111  C11  N12   110.46  3.000
 TTC  C8    C11  N12   101.90  3.000
 TTC  C7    C8   C11   131.37  3.000
 TTC  C7    C8   C9    119.14  3.000
 TTC  C11   C8   C9    109.49  3.000
 TTC  C5    N10  C9    116.65  3.000
 TTC  H71   C7   C6    121.35  3.000
 TTC  H71   C7   C8    120.28  3.000
 TTC  C6    C7   C8    118.37  3.000
 TTC  C4    C5   C6    119.05  3.000
 TTC  C4    C5   N10   117.58  3.000
 TTC  C6    C5   N10   123.36  3.000
 TTC  C1    C6   C5    119.83  3.000
 TTC  C1    C6   C7    122.99  3.000
 TTC  C5    C6   C7    117.18  3.000
 TTC  H41   C4   C3    120.99  3.000
 TTC  H41   C4   C5    118.46  3.000
 TTC  C3    C4   C5    120.55  3.000
 TTC  C27   C1   C2    119.00  3.000
 TTC  C27   C1   C6    121.92  3.000
 TTC  C2    C1   C6    119.00  3.000
 TTC  H31   C3   C2    118.55  3.000
 TTC  H31   C3   C4    120.69  3.000
 TTC  C2    C3   C4    120.76  3.000
 TTC  O26   C2   C3    117.01  3.000
 TTC  O26   C2   C1    122.18  3.000
 TTC  C3    C2   C1    120.81  3.000
 TTC  H272  C27  H271  106.16  3.000
 TTC  H272  C27  N28   110.05  3.000
 TTC  H271  C27  N28   107.76  3.000
 TTC  H272  C27  C1    111.92  3.000
 TTC  H271  C27  C1    108.83  3.000
 TTC  N28   C27  C1    111.88  3.000
 TTC  C30   N28  C29   111.25  3.000
 TTC  C30   N28  C27   111.47  3.000
 TTC  C29   N28  C27   111.49  3.000
 TTC  H293  C29  H292  108.43  3.000
 TTC  H293  C29  H291  108.15  3.000
 TTC  H292  C29  H291  108.21  3.000
 TTC  H293  C29  N28   112.26  3.000
 TTC  H292  C29  N28   110.09  3.000
 TTC  H291  C29  N28   109.60  3.000
 TTC  H303  C30  H302  108.11  3.000
 TTC  H303  C30  H301  108.10  3.000
 TTC  H302  C30  H301  108.50  3.000
 TTC  H303  C30  N28   110.43  3.000
 TTC  H302  C30  N28   111.87  3.000
 TTC  H301  C30  N28   109.72  3.000
 TTC  H261  O26  C2    106.03  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
 TTC  CONST_01  N12   C14  C15  C16     0.00   0.0  0
 TTC  CONST_02  N12   C13  C17  C16     0.00   0.0  0
 TTC  CONST_03  C9    C13  C17  C16   180.00   0.0  0
 TTC  CONST_04  C13   C17  C16  C15     0.00   0.0  0
 TTC  CONST_05  C13   N12  C14  C15     0.00   0.0  0
 TTC  CONST_06  C14   C15  C16  C17     0.00   0.0  0
 TTC  CONST_07  C14   N12  C13  C17     0.00   0.0  0
 TTC  CONST_08  C8    C9   C13  C17   180.00   0.0  0
 TTC  CONST_09  N10   C9   C13  C17     0.00   0.0  0
 TTC  CONST_10  C9    C13  N12  C14   180.00   0.0  0
 TTC  CONST_11  C7    C8   C9   C13   180.00   0.0  0
 TTC  CONST_12  C5    N10  C9   C13   180.00   0.0  0
 TTC  CONST_13  C8    C9   C13  N12     0.00   0.0  0
 TTC  CONST_14  N10   C9   C13  N12   180.00   0.0  0
 TTC  CONST_15  C6    C7   C8   C9      0.00   0.0  0
 TTC  CONST_16  C6    C5   N10  C9      0.00   0.0  0
 TTC  CONST_17  C4    C5   N10  C9    180.00   0.0  0
 TTC  CONST_18  C5    N10  C9   C8      0.00   0.0  0
 TTC  CONST_19  C5    C6   C7   C8      0.00   0.0  0
 TTC  CONST_20  C1    C6   C7   C8    180.00   0.0  0
 TTC  CONST_21  C7    C8   C9   N10     0.00   0.0  0
 TTC  CONST_22  C7    C6   C5   N10     0.00   0.0  0
 TTC  CONST_23  C1    C6   C5   N10   180.00   0.0  0
 TTC  CONST_24  C3    C4   C5   N10   180.00   0.0  0
 TTC  CONST_25  C4    C5   C6   C7    180.00   0.0  0
 TTC  CONST_26  C2    C1   C6   C7    180.00   0.0  0
 TTC  CONST_27  C2    C1   C6   C5      0.00   0.0  0
 TTC  CONST_28  C2    C3   C4   C5      0.00   0.0  0
 TTC  CONST_29  C3    C4   C5   C6      0.00   0.0  0
 TTC  CONST_30  C3    C2   C1   C6      0.00   0.0  0
 TTC  CONST_31  C1    C6   C5   C4      0.00   0.0  0
 TTC  CONST_32  C1    C2   C3   C4      0.00   0.0  0
 TTC  CONST_33  C11   N12  C14  C15   180.00   0.0  0
 TTC  CONST_34  O18   C14  C15  C16   180.00   0.0  0
 TTC  CONST_35  O18   C14  C15  C19     0.00   0.0  0
 TTC  CONST_36  O18   C14  N12  C13   180.00   0.0  0
 TTC  CONST_37  C11   N12  C14  O18     0.00   0.0  0
 TTC  CONST_38  C27   C1   C6   C7      0.00   0.0  0
 TTC  CONST_39  C27   C1   C6   C5    180.00   0.0  0
 TTC  CONST_40  O26   C2   C1   C6    180.00   0.0  0
 TTC  CONST_41  O26   C2   C3   C4    180.00   0.0  0
 TTC  CONST_42  C27   C1   C2   C3    180.00   0.0  0
 TTC  CONST_43  H171  C17  C16  C21     0.00   0.0  0
 TTC  CONST_44  H71   C7   C8   C9    180.00   0.0  0
 TTC  CONST_45  H41   C4   C5   N10     0.00   0.0  0
 TTC  CONST_46  H31   C3   C4   C5    180.00   0.0  0
 TTC  Var_01    O22   C19  C15  C16   -31.18  30.0  1
 TTC  Var_02    C15   C19  O22  C20    30.36  30.0  1
 TTC  Var_03    H111  C11  N12  C14   -59.24  30.0  1
 TTC  Var_04    N28   C27  C1   C6    145.56  30.0  2
 TTC  Var_05    C29   N28  C27  C1    162.12  30.0  3
 TTC  Var_06    H311  C31  C25  C21   175.34  30.0  3
 TTC  Var_07    H291  C29  N28  C27  -178.15  30.0  3
 TTC  Var_08    H301  C30  N28  C27   174.82  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
 TTC  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
 TTC  plan-1  C21   0.020
 TTC  plan-1  C16   0.020
 TTC  plan-1  C15   0.020
 TTC  plan-1  C17   0.020
 TTC  plan-1  C14   0.020
 TTC  plan-1  C19   0.020
 TTC  plan-1  C13   0.020
 TTC  plan-1  O18   0.020
 TTC  plan-1  N12   0.020
 TTC  plan-1  C9    0.020
 TTC  plan-1  C11   0.020
 TTC  plan-1  C8    0.020
 TTC  plan-1  N10   0.020
 TTC  plan-1  C7    0.020
 TTC  plan-1  C5    0.020
 TTC  plan-1  C6    0.020
 TTC  plan-1  C4    0.020
 TTC  plan-1  C1    0.020
 TTC  plan-1  C3    0.020
 TTC  plan-1  C2    0.020
 TTC  plan-1  C27   0.020
 TTC  plan-1  O26   0.020
 TTC  plan-1  H171  0.020
 TTC  plan-1  H71   0.020
 TTC  plan-1  H41   0.020
 TTC  plan-1  H31   0.020
 TTC  plan-2  C21   0.020
 TTC  plan-2  C20   0.020
 TTC  plan-2  O23   0.020
 TTC  plan-2  O22   0.020

