data_TTG
#

_chem_comp.id                                   TTG
_chem_comp.name                                 "2-(1-DIMETHYLAMINOMETHYL-2-HYDROXY-8-HYDROXYMETHYL-9-OXO-9,11-DIHYDRO-INDOLIZINO[1,2-B]QUINOLIN-7-YL)-2-HYDROXY-BUTYRIC ACID"
_chem_comp.type                                 NON-POLYMER
_chem_comp.pdbx_type                            HETAIN
_chem_comp.formula                              "C23 H25 N3 O6"
_chem_comp.mon_nstd_parent_comp_id              ?
_chem_comp.pdbx_synonyms                        "HYDROLYZED PRODUCT OF TOPOTECAN"
_chem_comp.pdbx_formal_charge                   0
_chem_comp.pdbx_initial_date                    2002-01-15
_chem_comp.pdbx_modified_date                   2021-03-01
_chem_comp.pdbx_ambiguous_flag                  N
_chem_comp.pdbx_release_status                  REL
_chem_comp.pdbx_replaced_by                     ?
_chem_comp.pdbx_replaces                        ?
_chem_comp.formula_weight                       439.461
_chem_comp.one_letter_code                      ?
_chem_comp.three_letter_code                    TTG
_chem_comp.pdbx_model_coordinates_details       ?
_chem_comp.pdbx_model_coordinates_missing_flag  N
_chem_comp.pdbx_ideal_coordinates_details       ?
_chem_comp.pdbx_ideal_coordinates_missing_flag  N
_chem_comp.pdbx_model_coordinates_db_code       1K4T
_chem_comp.pdbx_subcomponent_list               ?
_chem_comp.pdbx_processing_site                 PDBJ
#   #
loop_
_chem_comp_atom.comp_id
_chem_comp_atom.atom_id
_chem_comp_atom.alt_atom_id
_chem_comp_atom.type_symbol
_chem_comp_atom.charge
_chem_comp_atom.pdbx_align
_chem_comp_atom.pdbx_aromatic_flag
_chem_comp_atom.pdbx_leaving_atom_flag
_chem_comp_atom.pdbx_stereo_config
_chem_comp_atom.model_Cartn_x
_chem_comp_atom.model_Cartn_y
_chem_comp_atom.model_Cartn_z
_chem_comp_atom.pdbx_model_Cartn_x_ideal
_chem_comp_atom.pdbx_model_Cartn_y_ideal
_chem_comp_atom.pdbx_model_Cartn_z_ideal
_chem_comp_atom.pdbx_component_atom_id
_chem_comp_atom.pdbx_component_comp_id
_chem_comp_atom.pdbx_ordinal
TTG  C25   C25   C  0  1  N  N  N  19.397    1.911  29.079  -2.333   0.621  -3.917  C25   TTG   1  
TTG  C31   C31   C  0  1  N  N  N  18.526    1.004  29.979  -3.223   0.716  -5.158  C31   TTG   2  
TTG  C21   C21   C  0  1  N  N  S  20.032    1.341  27.761  -1.003  -0.034  -4.291  C21   TTG   3  
TTG  O24   O24   O  0  1  N  N  N  18.946    0.823  26.981  -1.246  -1.345  -4.804  O24   TTG   4  
TTG  C16   C16   C  0  1  Y  N  N  21.031    0.150  28.110  -0.127  -0.127  -3.069  C16   TTG   5  
TTG  C20   C20   C  0  1  N  N  N  20.572    2.554  26.855  -0.312   0.795  -5.342  C20   TTG   6  
TTG  C15   C15   C  0  1  Y  N  N  22.387    0.303  28.348   1.228  -0.212  -3.198  C15   TTG   7  
TTG  C17   C17   C  0  1  Y  N  N  20.524   -1.140  28.223  -0.695  -0.121  -1.792  C17   TTG   8  
TTG  O23   O23   O  0  1  N  N  N  20.606    2.461  25.602  -0.025   0.303  -6.408  O23   TTG   9  
TTG  O22   O22   O  0  1  N  N  N  20.978    3.613  27.389  -0.015   2.080  -5.095  O22   TTG  10  
TTG  C14   C14   C  0  1  Y  N  N  23.342   -0.943  28.501   2.030  -0.297  -2.047  C14   TTG  11  
TTG  C19   C19   C  0  1  N  N  N  23.076    1.647  28.475   1.861  -0.213  -4.565  C19   TTG  12  
TTG  C13   C13   C  0  1  Y  N  N  21.271   -2.267  28.394   0.112  -0.212  -0.677  C13   TTG  13  
TTG  O18   O18   O  0  1  N  N  N  24.567   -0.835  28.649   3.243  -0.373  -2.158  O18   TTG  14  
TTG  N12   N12   N  0  1  Y  N  N  22.715   -2.143  28.483   1.468  -0.296  -0.821  N12   TTG  15  
TTG  C9    C9    C  0  1  Y  N  N  21.005   -3.741  28.466  -0.241  -0.231   0.761  C9    TTG  16  
TTG  C11   C11   C  0  1  N  N  N  23.413   -3.450  28.526   2.079  -0.375   0.511  C11   TTG  17  
TTG  C8    C8    C  0  1  Y  N  N  22.247   -4.431  28.513   0.947  -0.331   1.504  C8    TTG  18  
TTG  N10   N10   N  0  1  Y  N  N  19.759   -4.469  28.346  -1.417  -0.172   1.367  N10   TTG  19  
TTG  C7    C7    C  0  1  Y  N  N  22.263   -5.829  28.446   0.909  -0.369   2.863  C7    TTG  20  
TTG  C5    C5    C  0  1  Y  N  N  19.810   -5.784  28.283  -1.517  -0.206   2.696  C5    TTG  21  
TTG  C6    C6    C  0  1  Y  N  N  21.054   -6.537  28.321  -0.348  -0.306   3.495  C6    TTG  22  
TTG  C4    C4    C  0  1  Y  N  N  18.618   -6.468  28.073  -2.774  -0.143   3.328  C4    TTG  23  
TTG  C1    C1    C  0  1  Y  N  N  21.015   -7.946  28.156  -0.463  -0.340   4.892  C1    TTG  24  
TTG  C3    C3    C  0  1  Y  N  N  18.619   -7.825  27.813  -2.852  -0.179   4.684  C3    TTG  25  
TTG  C2    C2    C  0  1  Y  N  N  19.782   -8.563  27.878  -1.699  -0.277   5.470  C2    TTG  26  
TTG  C27   C27   C  0  1  N  N  N  22.239   -8.908  28.259   0.770  -0.446   5.752  C27   TTG  27  
TTG  N28   N28   N  0  1  N  N  N  22.788   -9.403  26.945   1.260   0.900   6.072  N28   TTG  28  
TTG  C29   C29   C  0  1  N  N  N  23.612   -8.378  26.225   2.457   0.727   6.907  C29   TTG  29  
TTG  C30   C30   C  0  1  N  N  N  23.478  -10.728  27.045   1.710   1.498   4.808  C30   TTG  30  
TTG  O26   O26   O  0  1  N  N  N  19.693   -9.913  27.624  -1.811  -0.310   6.824  O26   TTG  31  
TTG  O19   O19   O  0  1  N  N  N  23.995    1.910  27.423   1.205  -1.175  -5.393  O19   TTG  32  
TTG  H251  1H25  H  0  0  N  N  N  20.213    2.345  29.703  -2.148   1.622  -3.526  H251  TTG  33  
TTG  H252  2H25  H  0  0  N  N  N  18.806    2.820  28.819  -2.833   0.021  -3.156  H252  TTG  34  
TTG  H311  1H31  H  0  0  N  N  N  19.117    0.095  30.239  -4.170   1.183  -4.891  H311  TTG  35  
TTG  H312  2H31  H  0  0  N  N  N  18.075    1.409  30.915  -2.723   1.316  -5.918  H312  TTG  36  
TTG  H313  3H31  H  0  0  N  N  N  17.710    0.570  29.355  -3.408  -0.284  -5.549  H313  TTG  37  
TTG  H241  1H24  H  0  0  N  N  N  19.330    0.478  26.184  -1.598  -1.871  -4.072  H241  TTG  38  
TTG  H171  1H17  H  0  0  N  N  N  19.431   -1.282  28.173  -1.767  -0.049  -1.678  H171  TTG  39  
TTG  H22O  OH22  H  0  0  N  N  N  21.297    4.330  26.854   0.428   2.613  -5.769  H22O  TTG  40  
TTG  H191  1H19  H  0  0  N  N  N  23.573    1.745  29.468   1.765   0.776  -5.012  H191  TTG  41  
TTG  H192  2H19  H  0  0  N  N  N  22.328    2.469  28.562   2.917  -0.470  -4.477  H192  TTG  42  
TTG  H111  1H11  H  0  0  N  N  N  24.128   -3.576  29.373   2.630  -1.310   0.615  H111  TTG  43  
TTG  H112  2H11  H  0  0  N  N  N  24.172   -3.607  27.724   2.747   0.471   0.667  H112  TTG  44  
TTG  H71   1H7   H  0  1  N  N  N  23.223   -6.370  28.492   1.818  -0.446   3.441  H71   TTG  45  
TTG  H41   1H4   H  0  1  N  N  N  17.658   -5.926  28.113  -3.674  -0.066   2.735  H41   TTG  46  
TTG  H31   1H3   H  0  1  N  N  N  17.674   -8.328  27.549  -3.819  -0.131   5.162  H31   TTG  47  
TTG  H271  1H27  H  0  0  N  N  N  21.991   -9.772  28.919   0.526  -0.973   6.674  H271  TTG  48  
TTG  H272  2H27  H  0  0  N  N  N  23.051   -8.430  28.856   1.542  -0.995   5.213  H272  TTG  49  
TTG  H291  1H29  H  0  0  N  N  N  24.431   -7.997  26.879   2.860   1.704   7.172  H291  TTG  50  
TTG  H292  2H29  H  0  0  N  N  N  24.018   -8.744  25.253   2.191   0.184   7.814  H292  TTG  51  
TTG  H293  3H29  H  0  0  N  N  N  23.036   -7.434  26.084   3.207   0.163   6.353  H293  TTG  52  
TTG  H301  1H30  H  0  0  N  N  N  22.804  -11.490  27.503   2.085   2.504   4.995  H301  TTG  53  
TTG  H302  2H30  H  0  0  N  N  N  23.884  -11.094  26.073   2.506   0.888   4.381  H302  TTG  54  
TTG  H303  3H30  H  0  0  N  N  N  24.279  -10.698  27.820   0.874   1.545   4.111  H303  TTG  55  
TTG  H261  1H26  H  0  0  N  N  N  18.860  -10.330  27.436  -1.774   0.605   7.130  H261  TTG  56  
TTG  H19O  OH19  H  0  0  N  N  N  24.427    2.752  27.503   1.650  -1.155  -6.252  H19O  TTG  57  
#   #
loop_
_chem_comp_bond.comp_id
_chem_comp_bond.atom_id_1
_chem_comp_bond.atom_id_2
_chem_comp_bond.value_order
_chem_comp_bond.pdbx_aromatic_flag
_chem_comp_bond.pdbx_stereo_config
_chem_comp_bond.pdbx_ordinal
TTG  C25  C31   SING  N  N   1  
TTG  C25  C21   SING  N  N   2  
TTG  C25  H251  SING  N  N   3  
TTG  C25  H252  SING  N  N   4  
TTG  C31  H311  SING  N  N   5  
TTG  C31  H312  SING  N  N   6  
TTG  C31  H313  SING  N  N   7  
TTG  C21  O24   SING  N  N   8  
TTG  C21  C16   SING  N  N   9  
TTG  C21  C20   SING  N  N  10  
TTG  O24  H241  SING  N  N  11  
TTG  C16  C15   DOUB  Y  N  12  
TTG  C16  C17   SING  Y  N  13  
TTG  C20  O23   DOUB  N  N  14  
TTG  C20  O22   SING  N  N  15  
TTG  C15  C14   SING  Y  N  16  
TTG  C15  C19   SING  N  N  17  
TTG  C17  C13   DOUB  Y  N  18  
TTG  C17  H171  SING  N  N  19  
TTG  O22  H22O  SING  N  N  20  
TTG  C14  O18   DOUB  N  N  21  
TTG  C14  N12   SING  Y  N  22  
TTG  C19  O19   SING  N  N  23  
TTG  C19  H191  SING  N  N  24  
TTG  C19  H192  SING  N  N  25  
TTG  C13  N12   SING  Y  N  26  
TTG  C13  C9    SING  Y  N  27  
TTG  N12  C11   SING  N  N  28  
TTG  C9   C8    DOUB  Y  N  29  
TTG  C9   N10   SING  Y  N  30  
TTG  C11  C8    SING  N  N  31  
TTG  C11  H111  SING  N  N  32  
TTG  C11  H112  SING  N  N  33  
TTG  C8   C7    SING  Y  N  34  
TTG  N10  C5    DOUB  Y  N  35  
TTG  C7   C6    DOUB  Y  N  36  
TTG  C7   H71   SING  N  N  37  
TTG  C5   C6    SING  Y  N  38  
TTG  C5   C4    SING  Y  N  39  
TTG  C6   C1    SING  Y  N  40  
TTG  C4   C3    DOUB  Y  N  41  
TTG  C4   H41   SING  N  N  42  
TTG  C1   C2    DOUB  Y  N  43  
TTG  C1   C27   SING  N  N  44  
TTG  C3   C2    SING  Y  N  45  
TTG  C3   H31   SING  N  N  46  
TTG  C2   O26   SING  N  N  47  
TTG  C27  N28   SING  N  N  48  
TTG  C27  H271  SING  N  N  49  
TTG  C27  H272  SING  N  N  50  
TTG  N28  C29   SING  N  N  51  
TTG  N28  C30   SING  N  N  52  
TTG  C29  H291  SING  N  N  53  
TTG  C29  H292  SING  N  N  54  
TTG  C29  H293  SING  N  N  55  
TTG  C30  H301  SING  N  N  56  
TTG  C30  H302  SING  N  N  57  
TTG  C30  H303  SING  N  N  58  
TTG  O26  H261  SING  N  N  59  
TTG  O19  H19O  SING  N  N  60  
#   #
loop_
_pdbx_chem_comp_descriptor.comp_id
_pdbx_chem_comp_descriptor.type
_pdbx_chem_comp_descriptor.program
_pdbx_chem_comp_descriptor.program_version
_pdbx_chem_comp_descriptor.descriptor
TTG  SMILES            ACDLabs               10.04  "O=C(O)C(O)(C=4C=C3c2nc1ccc(O)c(c1cc2CN3C(=O)C=4CO)CN(C)C)CC"  
TTG  SMILES_CANONICAL  CACTVS                3.341  "CC[C@@](O)(C(O)=O)C1=C(CO)C(=O)N2Cc3cc4c(CN(C)C)c(O)ccc4nc3C2=C1"  
TTG  SMILES            CACTVS                3.341  "CC[C](O)(C(O)=O)C1=C(CO)C(=O)N2Cc3cc4c(CN(C)C)c(O)ccc4nc3C2=C1"  
TTG  SMILES_CANONICAL  "OpenEye OEToolkits"  1.5.0  "CC[C@](C1=C(C(=O)N2Cc3cc4c(ccc(c4CN(C)C)O)nc3C2=C1)CO)(C(=O)O)O"  
TTG  SMILES            "OpenEye OEToolkits"  1.5.0  "CCC(C1=C(C(=O)N2Cc3cc4c(ccc(c4CN(C)C)O)nc3C2=C1)CO)(C(=O)O)O"  
TTG  InChI             InChI                 1.03   "InChI=1S/C23H25N3O6/c1-4-23(32,22(30)31)16-8-18-20-12(9-26(18)21(29)15(16)11-27)7-13-14(10-25(2)3)19(28)6-5-17(13)24-20/h5-8,27-28,32H,4,9-11H2,1-3H3,(H,30,31)/t23-/m0/s1"  
TTG  InChIKey          InChI                 1.03   DPQJTQJZJNYUEC-QHCPKHFHSA-N  
#   #
loop_
_pdbx_chem_comp_identifier.comp_id
_pdbx_chem_comp_identifier.type
_pdbx_chem_comp_identifier.program
_pdbx_chem_comp_identifier.program_version
_pdbx_chem_comp_identifier.identifier
TTG  "SYSTEMATIC NAME"  ACDLabs               10.04  "(2S)-2-{1-[(dimethylamino)methyl]-2-hydroxy-8-(hydroxymethyl)-9-oxo-9,11-dihydroindolizino[1,2-b]quinolin-7-yl}-2-hydroxybutanoic acid"  
TTG  "SYSTEMATIC NAME"  "OpenEye OEToolkits"  1.5.0  "(2S)-2-[1-(dimethylaminomethyl)-2-hydroxy-8-(hydroxymethyl)-9-oxo-11H-indolizino[1,2-b]quinolin-7-yl]-2-hydroxy-butanoic acid"  
#   #
loop_
_pdbx_chem_comp_audit.comp_id
_pdbx_chem_comp_audit.action_type
_pdbx_chem_comp_audit.date
_pdbx_chem_comp_audit.processing_site
TTG  "Create component"      2002-01-15  PDBJ  
TTG  "Modify aromatic_flag"  2011-06-04  RCSB  
TTG  "Modify descriptor"     2011-06-04  RCSB  
TTG  "Modify synonyms"       2021-03-01  PDBE  
#
_pdbx_chem_comp_synonyms.ordinal     1
_pdbx_chem_comp_synonyms.comp_id     TTG
_pdbx_chem_comp_synonyms.name        "HYDROLYZED PRODUCT OF TOPOTECAN"
_pdbx_chem_comp_synonyms.provenance  ?
_pdbx_chem_comp_synonyms.type        ?
##
