data_TB9
# 
_chem_comp.id                                    TB9 
_chem_comp.name                                  4-CHLORO-8-METHYL-7-(3-METHYL-BUT-2-ENYL)-6,7,8,9-TETRAHYDRO-2H-2,7,9A-TRIAZA-BENZO[CD]AZULENE-1-THIONE 
_chem_comp.type                                  NON-POLYMER 
_chem_comp.pdbx_type                             HETAIN 
_chem_comp.formula                               "C16 H20 Cl N3 S" 
_chem_comp.mon_nstd_parent_comp_id               ? 
_chem_comp.pdbx_synonyms                         ? 
_chem_comp.pdbx_formal_charge                    0 
_chem_comp.pdbx_initial_date                     1999-07-08 
_chem_comp.pdbx_modified_date                    2008-10-14 
_chem_comp.pdbx_ambiguous_flag                   N 
_chem_comp.pdbx_release_status                   REL 
_chem_comp.pdbx_replaced_by                      ? 
_chem_comp.pdbx_replaces                         TIB 
_chem_comp.formula_weight                        321.868 
_chem_comp.one_letter_code                       ? 
_chem_comp.three_letter_code                     TB9 
_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        1TVR 
_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 
TB9 N1   N1   N  0 1 Y N N 141.567 -25.832 71.018 0.385  0.022  3.454  N1   TB9 1  
TB9 C1A  C1A  C  0 1 Y N N 142.176 -26.178 72.229 -0.627 0.052  2.501  C1A  TB9 2  
TB9 C2   C2   C  0 1 Y N N 142.371 -24.823 70.368 1.565  -0.071 2.805  C2   TB9 3  
TB9 S2   S2   S  0 1 N N N 141.988 -24.110 68.793 3.061  -0.525 3.503  S2   TB9 4  
TB9 N3   N3   N  0 1 Y N N 143.529 -24.547 71.242 1.366  0.249  1.532  N3   TB9 5  
TB9 C3A  C3A  C  0 1 Y N N 143.328 -25.415 72.350 -0.021 0.086  1.240  C3A  TB9 6  
TB9 C4   C4   C  0 1 N N N 144.687 -23.773 70.823 2.256  0.815  0.529  C4   TB9 7  
TB9 C5   C5   C  0 1 N N S 145.323 -22.819 71.842 2.102  0.103  -0.784 C5   TB9 8  
TB9 N6   N6   N  0 1 N N N 145.646 -23.279 73.210 0.971  0.537  -1.539 N6   TB9 9  
TB9 C7   C7   C  0 1 N N N 145.588 -24.707 73.500 -0.206 -0.275 -1.297 C7   TB9 10 
TB9 C7A  C7A  C  0 1 Y N N 144.239 -25.443 73.460 -0.749 -0.098 0.103  C7A  TB9 11 
TB9 C8   C8   C  0 1 Y N N 143.893 -26.364 74.528 -2.143 -0.127 0.207  C8   TB9 12 
TB9 CL9  CL9  CL 0 0 N N N 142.252 -28.401 75.586 -4.496 0.018  1.527  CL9  TB9 13 
TB9 C9   C9   C  0 1 Y N N 142.663 -27.174 74.396 -2.762 -0.015 1.435  C9   TB9 14 
TB9 C10  C10  C  0 1 Y N N 141.830 -27.056 73.235 -2.012 0.069  2.593  C10  TB9 15 
TB9 C11  C11  C  0 1 N N N 146.652 -22.536 71.197 3.365  0.335  -1.617 C11  TB9 16 
TB9 C12  C12  C  0 1 N N N 145.791 -22.290 74.291 1.320  0.363  -2.955 C12  TB9 17 
TB9 C13  C13  C  0 1 N N N 144.500 -22.235 74.961 0.126  0.696  -3.812 C13  TB9 18 
TB9 C14  C14  C  0 1 N N N 144.188 -21.788 76.185 -0.284 -0.152 -4.721 C14  TB9 19 
TB9 C15  C15  C  0 1 N N N 142.644 -21.899 76.348 -1.571 0.100  -5.462 C15  TB9 20 
TB9 C16  C16  C  0 1 N N N 145.354 -21.258 77.059 0.531  -1.382 -5.026 C16  TB9 21 
TB9 HN1  HN1  H  0 1 N N N 140.596 -25.540 71.138 0.265  0.062  4.416  HN1  TB9 22 
TB9 H41  1H4  H  0 1 N N N 145.468 -24.466 70.434 3.286  0.719  0.870  H41  TB9 23 
TB9 H42  2H4  H  0 1 N N N 144.430 -23.203 69.899 2.019  1.870  0.395  H42  TB9 24 
TB9 H5   H5   H  0 1 N N N 144.577 -22.010 72.024 2.004  -0.965 -0.592 H5   TB9 25 
TB9 H71  1H7  H  0 1 N N N 146.298 -25.234 72.821 0.049  -1.324 -1.446 H71  TB9 26 
TB9 H72  2H7  H  0 1 N N N 146.057 -24.884 74.495 -0.979 0.002  -2.013 H72  TB9 27 
TB9 H8   H8   H  0 1 N N N 144.545 -26.445 75.413 -2.742 -0.238 -0.684 H8   TB9 28 
TB9 H10  H10  H  0 1 N N N 140.908 -27.650 73.113 -2.496 0.147  3.555  H10  TB9 29 
TB9 H111 1H11 H  0 0 N N N 147.114 -21.842 71.937 4.243  0.082  -1.023 H111 TB9 30 
TB9 H112 2H11 H  0 0 N N N 147.259 -23.436 70.943 3.334  -0.292 -2.506 H112 TB9 31 
TB9 H113 3H11 H  0 0 N N N 146.601 -22.151 70.151 3.416  1.383  -1.913 H113 TB9 32 
TB9 H121 1H12 H  0 0 N N N 146.640 -22.505 74.980 2.146  1.027  -3.210 H121 TB9 33 
TB9 H122 2H12 H  0 0 N N N 146.151 -21.295 73.938 1.618  -0.670 -3.132 H122 TB9 34 
TB9 H13  H13  H  0 1 N N N 143.593 -22.598 74.448 -0.391 1.633  -3.675 H13  TB9 35 
TB9 H151 1H15 H  0 0 N N N 142.384 -21.527 77.366 -1.746 -0.706 -6.173 H151 TB9 36 
TB9 H152 2H15 H  0 0 N N N 142.083 -21.375 75.538 -2.397 0.145  -4.752 H152 TB9 37 
TB9 H153 3H15 H  0 0 N N N 142.259 -22.926 76.150 -1.502 1.047  -5.998 H153 TB9 38 
TB9 H161 1H16 H  0 0 N N N 145.094 -20.886 78.077 1.370  -1.443 -4.333 H161 TB9 39 
TB9 H162 2H16 H  0 0 N N N 146.144 -22.040 77.139 -0.093 -2.269 -4.919 H162 TB9 40 
TB9 H163 3H16 H  0 0 N N N 145.905 -20.464 76.502 0.907  -1.324 -6.048 H163 TB9 41 
# 
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 
TB9 N1  C1A  SING Y N 1  
TB9 N1  C2   SING Y N 2  
TB9 N1  HN1  SING N N 3  
TB9 C1A C3A  DOUB Y N 4  
TB9 C1A C10  SING Y N 5  
TB9 C2  S2   DOUB N N 6  
TB9 C2  N3   SING Y N 7  
TB9 N3  C3A  SING Y N 8  
TB9 N3  C4   SING N N 9  
TB9 C3A C7A  SING Y N 10 
TB9 C4  C5   SING N N 11 
TB9 C4  H41  SING N N 12 
TB9 C4  H42  SING N N 13 
TB9 C5  N6   SING N N 14 
TB9 C5  C11  SING N N 15 
TB9 C5  H5   SING N N 16 
TB9 N6  C7   SING N N 17 
TB9 N6  C12  SING N N 18 
TB9 C7  C7A  SING N N 19 
TB9 C7  H71  SING N N 20 
TB9 C7  H72  SING N N 21 
TB9 C7A C8   DOUB Y N 22 
TB9 C8  C9   SING Y N 23 
TB9 C8  H8   SING N N 24 
TB9 CL9 C9   SING N N 25 
TB9 C9  C10  DOUB Y N 26 
TB9 C10 H10  SING N N 27 
TB9 C11 H111 SING N N 28 
TB9 C11 H112 SING N N 29 
TB9 C11 H113 SING N N 30 
TB9 C12 C13  SING N N 31 
TB9 C12 H121 SING N N 32 
TB9 C12 H122 SING N N 33 
TB9 C13 C14  DOUB N N 34 
TB9 C13 H13  SING N N 35 
TB9 C14 C15  SING N N 36 
TB9 C14 C16  SING N N 37 
TB9 C15 H151 SING N N 38 
TB9 C15 H152 SING N N 39 
TB9 C15 H153 SING N N 40 
TB9 C16 H161 SING N N 41 
TB9 C16 H162 SING N N 42 
TB9 C16 H163 SING N N 43 
# 
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 
TB9 SMILES           ACDLabs              10.04 S=C2N3c1c(cc(Cl)cc1N2)CN(C(C3)C)C\C=C(/C)C                                                                                               
TB9 InChI            InChI                1.02b InChI=1/C16H20ClN3S/c1-10(2)4-5-19-9-12-6-13(17)7-14-15(12)20(8-11(19)3)16(21)18-14/h4,6-7,11H,5,8-9H2,1-3H3,(H,18,21)/t11-/m0/s1/f/h18H 
TB9 InChIKey         InChI                1.02b RCSLUNOLLUVOOG-FPCLSXBCDT                                                                                                                
TB9 SMILES_CANONICAL CACTVS               3.341 C[C@H]1CN2C(=S)Nc3cc(Cl)cc(CN1CC=C(C)C)c23                                                                                               
TB9 SMILES           CACTVS               3.341 C[CH]1CN2C(=S)Nc3cc(Cl)cc(CN1CC=C(C)C)c23                                                                                                
TB9 SMILES_CANONICAL "OpenEye OEToolkits" 1.5.0 C[C@H]1CN2c3c(cc(cc3NC2=S)Cl)CN1CC=C(C)C                                                                                                 
TB9 SMILES           "OpenEye OEToolkits" 1.5.0 CC1CN2c3c(cc(cc3NC2=S)Cl)CN1CC=C(C)C                                                                                                     
# 
_pdbx_chem_comp_identifier.comp_id           TB9 
_pdbx_chem_comp_identifier.type              "SYSTEMATIC NAME" 
_pdbx_chem_comp_identifier.program           ACDLabs 
_pdbx_chem_comp_identifier.program_version   10.04 
_pdbx_chem_comp_identifier.identifier        (5S)-9-chloro-5-methyl-6-(3-methylbut-2-en-1-yl)-4,5,6,7-tetrahydroimidazo[4,5,1-jk][1,4]benzodiazepine-2(1H)-thione 
# 
