data_B18
# 
_chem_comp.id                                    B18 
_chem_comp.name                                  (4R)-N-[4-({[2-(DIMETHYLAMINO)ETHYL]AMINO}CARBONYL)-1,3-THIAZOL-2-YL]-4-METHYL-1-OXO-2,3,4,9-TETRAHYDRO-1H-BETA-CARBOLINE-6-CARBOXAMIDE 
_chem_comp.type                                  NON-POLYMER 
_chem_comp.pdbx_type                             HETAIN 
_chem_comp.formula                               "C21 H24 N6 O3 S" 
_chem_comp.mon_nstd_parent_comp_id               ? 
_chem_comp.pdbx_synonyms                         ? 
_chem_comp.pdbx_formal_charge                    0 
_chem_comp.pdbx_initial_date                     2007-06-19 
_chem_comp.pdbx_modified_date                    2008-10-14 
_chem_comp.pdbx_ambiguous_flag                   ? 
_chem_comp.pdbx_release_status                   REL 
_chem_comp.pdbx_replaced_by                      ? 
_chem_comp.pdbx_replaces                         ? 
_chem_comp.formula_weight                        440.519 
_chem_comp.one_letter_code                       ? 
_chem_comp.three_letter_code                     B18 
_chem_comp.pdbx_model_coordinates_details        ? 
_chem_comp.pdbx_model_coordinates_missing_flag   N 
_chem_comp.pdbx_ideal_coordinates_details        "Corina V3.40" 
_chem_comp.pdbx_ideal_coordinates_missing_flag   N 
_chem_comp.pdbx_model_coordinates_db_code        ? 
_chem_comp.pdbx_subcomponent_list                ? 
_chem_comp.pdbx_processing_site                  RCSB 
# 
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 
B18 C01  C01  C 0 1 Y N N 53.739 -73.327 -33.529 1.754   0.072  0.055  C01  B18 1  
B18 C02  C02  C 0 1 Y N N 55.035 -73.401 -32.928 3.020   -0.501 0.040  C02  B18 2  
B18 C03  C03  C 0 1 Y N N 55.529 -72.350 -32.141 4.150   0.320  0.036  C03  B18 3  
B18 C04  C04  C 0 1 Y N N 54.707 -71.178 -31.932 3.989   1.726  0.046  C04  B18 4  
B18 C05  C05  C 0 1 Y N N 53.441 -71.087 -32.518 2.709   2.276  0.061  C05  B18 5  
B18 C06  C06  C 0 1 Y N N 52.942 -72.150 -33.315 1.612   1.467  0.060  C06  B18 6  
B18 C07  C07  C 0 1 Y N N 56.771 -72.121 -31.403 5.534   0.073  0.024  C07  B18 7  
B18 C08  C08  C 0 1 Y N N 56.628 -70.863 -30.805 6.176   1.284  0.023  C08  B18 8  
B18 N09  N09  N 0 1 Y N N 55.429 -70.320 -31.117 5.246   2.288  0.038  N09  B18 9  
B18 C10  C10  C 0 1 N N R 58.059 -72.966 -31.207 6.295   -1.226 0.014  C10  B18 10 
B18 C11  C11  C 0 1 N N N 59.263 -72.013 -30.873 7.639   -1.016 0.712  C11  B18 11 
B18 N12  N12  N 0 1 N N N 58.851 -70.839 -30.044 8.314   0.198  0.270  N12  B18 12 
B18 C13  C13  C 0 1 N N N 57.599 -70.281 -30.005 7.649   1.346  0.007  C13  B18 13 
B18 O14  O14  O 0 1 N N N 57.308 -69.323 -29.305 8.240   2.383  -0.230 O14  B18 14 
B18 C15  C15  C 0 1 N N N 53.280 -74.479 -34.337 0.555   -0.790 0.060  C15  B18 15 
B18 O16  O16  O 0 1 N N N 52.249 -74.389 -34.997 0.677   -2.000 0.056  O16  B18 16 
B18 N17  N17  N 0 1 N N N 54.037 -75.606 -34.298 -0.673  -0.236 0.069  N17  B18 17 
B18 C18  C18  C 0 1 Y N N 53.738 -76.852 -35.030 -1.800  -1.046 0.074  C18  B18 18 
B18 S19  S19  S 0 1 Y N N 52.533 -76.966 -36.232 -1.786  -2.806 0.069  S19  B18 19 
B18 C20  C20  C 0 1 Y N N 52.864 -78.613 -36.501 -3.496  -2.839 0.079  C20  B18 20 
B18 C21  C21  C 0 1 Y N N 53.905 -79.075 -35.660 -3.964  -1.575 0.085  C21  B18 21 
B18 N22  N22  N 0 1 Y N N 54.354 -78.050 -34.859 -3.025  -0.624 0.087  N22  B18 22 
B18 C23  C23  C 0 1 N N N 54.445 -80.371 -35.603 -5.403  -1.264 0.094  C23  B18 23 
B18 N24  N24  N 0 1 N N N 55.618 -80.462 -34.890 -5.816  0.019  0.099  N24  B18 24 
B18 O25  O25  O 0 1 N N N 53.886 -81.329 -36.158 -6.220  -2.166 0.096  O25  B18 25 
B18 C26  C26  C 0 1 N N N 56.362 -81.724 -34.694 -7.248  0.327  0.108  C26  B18 26 
B18 C27  C27  C 0 1 N N N 57.726 -81.478 -33.979 -7.442  1.845  0.113  C27  B18 27 
B18 N28  N28  N 0 1 N N N 58.281 -82.647 -33.229 -8.878  2.155  0.122  N28  B18 28 
B18 C29  C29  C 0 1 N N N 58.912 -82.236 -31.954 -9.107  3.585  0.365  C29  B18 29 
B18 C30  C30  C 0 1 N N N 59.267 -83.401 -34.048 -9.517  1.725  -1.129 C30  B18 30 
B18 C31  C31  C 0 1 N N N 58.440 -73.796 -32.451 6.531   -1.672 -1.430 C31  B18 31 
B18 H02  H02  H 0 1 N N N 55.643 -74.280 -33.083 3.129   -1.576 0.032  H02  B18 32 
B18 H05  H05  H 0 1 N N N 52.840 -70.203 -32.363 2.586   3.348  0.069  H05  B18 33 
B18 H06  H06  H 0 1 N N N 51.962 -72.074 -33.762 0.625   1.905  0.067  H06  B18 34 
B18 HN09 HN09 H 0 0 N N N 55.109 -69.426 -30.804 5.439   3.238  0.041  HN09 B18 35 
B18 H10  H10  H 0 1 N N N 57.849 -73.666 -30.385 5.722   -1.988 0.543  H10  B18 36 
B18 H111 1H11 H 0 0 N N N 60.017 -72.587 -30.314 7.473   -0.955 1.788  H111 B18 37 
B18 H112 2H11 H 0 0 N N N 59.662 -71.629 -31.824 8.282   -1.872 0.505  H112 B18 38 
B18 HN12 HN12 H 0 0 N N N 59.552 -70.423 -29.465 9.277   0.181  0.160  HN12 B18 39 
B18 HN17 HN17 H 0 0 N N N 54.860 -75.590 -33.730 -0.770  0.729  0.072  HN17 B18 40 
B18 H20  H20  H 0 1 N N N 52.346 -79.228 -37.222 -4.104  -3.732 0.080  H20  B18 41 
B18 HN24 HN24 H 0 0 N N N 55.988 -79.628 -34.481 -5.165  0.738  0.097  HN24 B18 42 
B18 H261 1H26 H 0 0 N N N 55.755 -82.401 -34.076 -7.716  -0.096 -0.781 H261 B18 43 
B18 H262 2H26 H 0 0 N N N 56.563 -82.164 -35.682 -7.707  -0.101 0.999  H262 B18 44 
B18 H271 1H27 H 0 0 N N N 58.459 -81.202 -34.751 -6.974  2.268  1.001  H271 B18 45 
B18 H272 2H27 H 0 0 N N N 57.541 -80.695 -33.229 -6.984  2.273  -0.779 H272 B18 46 
B18 H291 1H29 H 0 0 N N N 59.998 -82.134 -32.098 -8.628  4.169  -0.422 H291 B18 47 
B18 H292 2H29 H 0 0 N N N 58.493 -81.271 -31.632 -10.178 3.787  0.366  H292 B18 48 
B18 H293 3H29 H 0 0 N N N 58.714 -82.997 -31.185 -8.684  3.862  1.331  H293 B18 49 
B18 H301 1H30 H 0 0 N N N 58.848 -83.587 -35.048 -9.392  0.649  -1.250 H301 B18 50 
B18 H302 2H30 H 0 0 N N N 60.192 -82.813 -34.142 -10.580 1.966  -1.096 H302 B18 51 
B18 H303 3H30 H 0 0 N N N 59.491 -84.361 -33.560 -9.053  2.241  -1.970 H303 B18 52 
B18 H311 1H31 H 0 0 N N N 58.531 -73.131 -33.322 7.108   -0.911 -1.955 H311 B18 53 
B18 H312 2H31 H 0 0 N N N 59.401 -74.301 -32.274 7.081   -2.613 -1.434 H312 B18 54 
B18 H313 3H31 H 0 0 N N N 57.660 -74.547 -32.643 5.572   -1.810 -1.929 H313 B18 55 
# 
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 
B18 C01 C15  SING N N 1  
B18 C01 C06  DOUB Y N 2  
B18 C01 C02  SING Y N 3  
B18 C02 C03  DOUB Y N 4  
B18 C02 H02  SING N N 5  
B18 C03 C04  SING Y N 6  
B18 C03 C07  SING Y N 7  
B18 C04 C05  DOUB Y N 8  
B18 C04 N09  SING Y N 9  
B18 C05 C06  SING Y N 10 
B18 C05 H05  SING N N 11 
B18 C06 H06  SING N N 12 
B18 C07 C10  SING N N 13 
B18 C07 C08  DOUB Y N 14 
B18 C08 N09  SING Y N 15 
B18 C08 C13  SING N N 16 
B18 N09 HN09 SING N N 17 
B18 C10 C31  SING N N 18 
B18 C10 C11  SING N N 19 
B18 C10 H10  SING N N 20 
B18 C11 N12  SING N N 21 
B18 C11 H111 SING N N 22 
B18 C11 H112 SING N N 23 
B18 N12 C13  SING N N 24 
B18 N12 HN12 SING N N 25 
B18 C13 O14  DOUB N N 26 
B18 C15 O16  DOUB N N 27 
B18 C15 N17  SING N N 28 
B18 N17 C18  SING N N 29 
B18 N17 HN17 SING N N 30 
B18 C18 S19  SING Y N 31 
B18 C18 N22  DOUB Y N 32 
B18 S19 C20  SING Y N 33 
B18 C20 C21  DOUB Y N 34 
B18 C20 H20  SING N N 35 
B18 C21 C23  SING N N 36 
B18 C21 N22  SING Y N 37 
B18 C23 O25  DOUB N N 38 
B18 C23 N24  SING N N 39 
B18 N24 C26  SING N N 40 
B18 N24 HN24 SING N N 41 
B18 C26 C27  SING N N 42 
B18 C26 H261 SING N N 43 
B18 C26 H262 SING N N 44 
B18 C27 N28  SING N N 45 
B18 C27 H271 SING N N 46 
B18 C27 H272 SING N N 47 
B18 N28 C30  SING N N 48 
B18 N28 C29  SING N N 49 
B18 C29 H291 SING N N 50 
B18 C29 H292 SING N N 51 
B18 C29 H293 SING N N 52 
B18 C30 H301 SING N N 53 
B18 C30 H302 SING N N 54 
B18 C30 H303 SING N N 55 
B18 C31 H311 SING N N 56 
B18 C31 H312 SING N N 57 
B18 C31 H313 SING N N 58 
# 
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 
B18 SMILES           ACDLabs              10.04 O=C(Nc1nc(C(=O)NCCN(C)C)cs1)c4ccc3nc2C(=O)NCC(c2c3c4)C                                                                                                                                                     
B18 InChI            InChI                1.02b InChI=1/C21H24N6O3S/c1-11-9-23-20(30)17-16(11)13-8-12(4-5-14(13)24-17)18(28)26-21-25-15(10-31-21)19(29)22-6-7-27(2)3/h4-5,8,10-11,24H,6-7,9H2,1-3H3,(H,22,29)(H,23,30)(H,25,26,28)/t11-/m0/s1/f/h22-23,26H 
B18 InChIKey         InChI                1.02b QWFFPYQWUWLDBV-UUFKYPQLDM                                                                                                                                                                                  
B18 SMILES_CANONICAL CACTVS               3.341 C[C@H]1CNC(=O)c2[nH]c3ccc(cc3c12)C(=O)Nc4scc(n4)C(=O)NCCN(C)C                                                                                                                                              
B18 SMILES           CACTVS               3.341 C[CH]1CNC(=O)c2[nH]c3ccc(cc3c12)C(=O)Nc4scc(n4)C(=O)NCCN(C)C                                                                                                                                               
B18 SMILES_CANONICAL "OpenEye OEToolkits" 1.5.0 C[C@H]1CNC(=O)c2c1c3cc(ccc3[nH]2)C(=O)Nc4nc(cs4)C(=O)NCCN(C)C                                                                                                                                              
B18 SMILES           "OpenEye OEToolkits" 1.5.0 CC1CNC(=O)c2c1c3cc(ccc3[nH]2)C(=O)Nc4nc(cs4)C(=O)NCCN(C)C                                                                                                                                                  
# 
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 
B18 "SYSTEMATIC NAME" ACDLabs              10.04 (4R)-N-(4-{[2-(dimethylamino)ethyl]carbamoyl}-1,3-thiazol-2-yl)-4-methyl-1-oxo-2,3,4,9-tetrahydro-1H-beta-carboline-6-carboxamide 
B18 "SYSTEMATIC NAME" "OpenEye OEToolkits" 1.5.0 (4R)-N-[4-(2-dimethylaminoethylcarbamoyl)-1,3-thiazol-2-yl]-4-methyl-1-oxo-2,3,4,9-tetrahydropyrido[3,4-b]indole-6-carboxamide    
# 
