data_U18
# 
_chem_comp.id                                    U18 
_chem_comp.name                                  "(S)-2-(5-(((1,2-DIHYDRO-3-METHYL-1-OXOBENZO(F)QUINAZOLIN-9-YL)METHYL)AMINO)1-OXO-2-ISOINDOLINYL)GLUTARIC ACID" 
_chem_comp.type                                  NON-POLYMER 
_chem_comp.pdbx_type                             HETAIN 
_chem_comp.formula                               "C27 H24 N4 O6" 
_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                   OBS 
_chem_comp.pdbx_replaced_by                      F89 
_chem_comp.pdbx_replaces                         ? 
_chem_comp.formula_weight                        500.503 
_chem_comp.one_letter_code                       ? 
_chem_comp.three_letter_code                     U18 
_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        1TSD 
_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 
U18 N1   N1   N 0 1 Y N N 48.787 34.881 22.953 1.350  0.576  8.272  N1   U18 1  
U18 C2   C2   C 0 1 Y N N 48.975 35.200 24.173 2.528  0.203  7.871  C2   U18 2  
U18 CA2  CA2  C 0 1 N N N 49.966 34.559 25.048 3.681  0.314  8.835  CA2  U18 3  
U18 N3   N3   N 0 1 Y N N 48.130 36.215 24.792 2.774  -0.276 6.625  N3   U18 4  
U18 C4   C4   C 0 1 Y N N 47.168 36.867 24.110 1.766  -0.399 5.729  C4   U18 5  
U18 OA4  OA4  O 0 1 N N N 46.499 37.702 24.714 1.966  -0.832 4.608  OA4  U18 6  
U18 C4A  C4A  C 0 1 Y N N 46.980 36.486 22.601 0.431  0.015  6.157  C4A  U18 7  
U18 C4B  C4B  C 0 1 Y N N 46.009 37.066 21.753 -0.728 -0.063 5.279  C4B  U18 8  
U18 C5   C5   C 0 1 Y N N 45.143 38.069 22.248 -0.632 -0.543 3.969  C5   U18 9  
U18 C6   C6   C 0 1 Y N N 44.217 38.681 21.400 -1.748 -0.599 3.186  C6   U18 10 
U18 C7   C7   C 0 1 Y N N 44.095 38.275 20.060 -2.983 -0.184 3.673  C7   U18 11 
U18 C8   C8   C 0 1 Y N N 44.948 37.255 19.552 -3.111 0.288  4.945  C8   U18 12 
U18 C8A  C8A  C 0 1 Y N N 45.900 36.638 20.385 -1.985 0.359  5.779  C8A  U18 13 
U18 C9   C9   C 0 1 Y N N 46.781 35.672 19.928 -2.084 0.843  7.100  C9   U18 14 
U18 C10  C10  C 0 1 Y N N 47.718 35.105 20.762 -1.001 0.913  7.908  C10  U18 15 
U18 C1A  C1A  C 0 1 Y N N 47.840 35.489 22.069 0.270  0.506  7.466  C1A  U18 16 
U18 C11  C11  C 0 1 N N N 43.316 39.682 22.132 -1.641 -1.117 1.775  C11  U18 17 
U18 N12  N12  N 0 1 N N N 42.740 40.623 21.124 -1.354 -0.004 0.866  N12  U18 18 
U18 C13  C13  C 0 1 Y N N 43.676 41.646 20.682 -1.210 -0.238 -0.496 C13  U18 19 
U18 C14  C14  C 0 1 Y N N 44.954 41.636 21.284 -0.943 0.820  -1.360 C14  U18 20 
U18 C15  C15  C 0 1 Y N N 45.860 42.636 20.850 -0.797 0.586  -2.705 C15  U18 21 
U18 C16  C16  C 0 1 Y N N 45.414 43.547 19.875 -0.926 -0.709 -3.216 C16  U18 22 
U18 C17  C17  C 0 1 Y N N 44.115 43.556 19.238 -1.199 -1.768 -2.345 C17  U18 23 
U18 C18  C18  C 0 1 Y N N 43.258 42.562 19.705 -1.340 -1.531 -0.997 C18  U18 24 
U18 C19  C19  C 0 1 N N N 47.158 43.203 21.278 -0.508 1.482  -3.883 C19  U18 25 
U18 C    C    C 0 1 N N N 46.454 44.513 19.501 -0.727 -0.651 -4.674 C    U18 26 
U18 O    O    O 0 1 N N N 46.248 45.321 18.576 -0.774 -1.611 -5.419 O    U18 27 
U18 N    N    N 0 1 N N N 47.511 44.276 20.287 -0.485 0.611  -5.064 N    U18 28 
U18 CA   CA   C 0 1 N N S 48.644 45.312 20.099 -0.240 1.047  -6.441 CA   U18 29 
U18 CT   CT   C 0 1 N N N 47.984 46.648 19.652 -1.434 0.708  -7.295 CT   U18 30 
U18 O1   O1   O 0 1 N N N 48.285 47.137 18.371 -1.709 1.396  -8.250 O1   U18 31 
U18 O2   O2   O 0 1 N N N 47.179 47.251 20.413 -2.193 -0.357 -6.996 O2   U18 32 
U18 CB   CB   C 0 1 N N N 49.704 44.761 19.049 0.997  0.333  -6.988 CB   U18 33 
U18 CG   CG   C 0 1 N N N 49.896 43.213 19.276 2.209  0.677  -6.121 CG   U18 34 
U18 CD   CD   C 0 1 N N N 51.368 43.176 19.760 3.428  -0.025 -6.661 CD   U18 35 
U18 OE1  OE1  O 0 1 N N N 52.329 42.908 19.024 3.337  -0.728 -7.639 OE1  U18 36 
U18 OE2  OE2  O 0 1 N N N 51.503 43.397 21.076 4.616  0.130  -6.055 OE2  U18 37 
U18 HA21 1HA2 H 0 0 N N N 50.130 34.838 26.114 3.324  0.717  9.783  HA21 U18 38 
U18 HA22 2HA2 H 0 0 N N N 49.762 33.463 25.024 4.113  -0.672 9.000  HA22 U18 39 
U18 HA23 3HA2 H 0 0 N N N 50.952 34.634 24.534 4.439  0.978  8.420  HA23 U18 40 
U18 HN3  HN3  H 0 1 N N N 48.218 36.488 25.770 3.674  -0.540 6.379  HN3  U18 41 
U18 H5   H5   H 0 1 N N N 45.190 38.377 23.306 0.320  -0.868 3.579  H5   U18 42 
U18 H7   H7   H 0 1 N N N 43.338 38.751 19.414 -3.852 -0.237 3.035  H7   U18 43 
U18 H8   H8   H 0 1 N N N 44.870 36.938 18.498 -4.077 0.606  5.310  H8   U18 44 
U18 H9   H9   H 0 1 N N N 46.735 35.346 18.875 -3.045 1.164  7.474  H9   U18 45 
U18 H10  H10  H 0 1 N N N 48.389 34.321 20.372 -1.115 1.289  8.914  H10  U18 46 
U18 H111 1H11 H 0 0 N N N 42.532 39.182 22.748 -0.837 -1.850 1.717  H111 U18 47 
U18 H112 2H11 H 0 0 N N N 43.845 40.210 22.958 -2.582 -1.587 1.488  H112 U18 48 
U18 HN2  HN2  H 0 1 N N N 41.881 41.047 21.475 -1.264 0.895  1.216  HN2  U18 49 
U18 H14  H14  H 0 1 N N N 45.228 40.890 22.048 -0.842 1.823  -0.972 H14  U18 50 
U18 H17  H17  H 0 1 N N N 43.801 44.267 18.455 -1.300 -2.772 -2.730 H17  U18 51 
U18 H18  H18  H 0 1 N N N 42.235 42.499 19.296 -1.551 -2.350 -0.326 H18  U18 52 
U18 H191 1H19 H 0 0 N N N 47.153 43.563 22.333 -1.293 2.232  -3.986 H191 U18 53 
U18 H192 2H19 H 0 0 N N N 47.956 42.433 21.395 0.459  1.967  -3.757 H192 U18 54 
U18 HA   HA   H 0 1 N N N 49.205 45.492 21.045 -0.075 2.124  -6.457 HA   U18 55 
U18 HO2  HO2  H 0 1 N N N 46.776 48.066 20.140 -2.959 -0.575 -7.544 HO2  U18 56 
U18 HB1  1HB  H 0 1 N N N 49.425 45.004 17.997 0.832  -0.743 -6.972 HB1  U18 57 
U18 HB2  2HB  H 0 1 N N N 50.668 45.318 19.087 1.179  0.657  -8.013 HB2  U18 58 
U18 HG1  1HG  H 0 1 N N N 49.153 42.729 19.953 2.374  1.755  -6.138 HG1  U18 59 
U18 HG2  2HG  H 0 1 N N N 49.660 42.564 18.400 2.027  0.353  -5.097 HG2  U18 60 
U18 HOE  HOE  H 0 1 N N N 52.405 43.374 21.372 5.398  -0.320 -6.401 HOE  U18 61 
# 
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 
U18 N1  C2   DOUB Y N 1  
U18 N1  C1A  SING Y N 2  
U18 C2  CA2  SING N N 3  
U18 C2  N3   SING Y N 4  
U18 CA2 HA21 SING N N 5  
U18 CA2 HA22 SING N N 6  
U18 CA2 HA23 SING N N 7  
U18 N3  C4   SING Y N 8  
U18 N3  HN3  SING N N 9  
U18 C4  OA4  DOUB N N 10 
U18 C4  C4A  SING Y N 11 
U18 C4A C4B  DOUB Y N 12 
U18 C4A C1A  SING Y N 13 
U18 C4B C5   SING Y N 14 
U18 C4B C8A  SING Y N 15 
U18 C5  C6   DOUB Y N 16 
U18 C5  H5   SING N N 17 
U18 C6  C7   SING Y N 18 
U18 C6  C11  SING N N 19 
U18 C7  C8   DOUB Y N 20 
U18 C7  H7   SING N N 21 
U18 C8  C8A  SING Y N 22 
U18 C8  H8   SING N N 23 
U18 C8A C9   DOUB Y N 24 
U18 C9  C10  SING Y N 25 
U18 C9  H9   SING N N 26 
U18 C10 C1A  DOUB Y N 27 
U18 C10 H10  SING N N 28 
U18 C11 N12  SING N N 29 
U18 C11 H111 SING N N 30 
U18 C11 H112 SING N N 31 
U18 N12 C13  SING N N 32 
U18 N12 HN2  SING N N 33 
U18 C13 C14  DOUB Y N 34 
U18 C13 C18  SING Y N 35 
U18 C14 C15  SING Y N 36 
U18 C14 H14  SING N N 37 
U18 C15 C16  DOUB Y N 38 
U18 C15 C19  SING N N 39 
U18 C16 C17  SING Y N 40 
U18 C16 C    SING N N 41 
U18 C17 C18  DOUB Y N 42 
U18 C17 H17  SING N N 43 
U18 C18 H18  SING N N 44 
U18 C19 N    SING N N 45 
U18 C19 H191 SING N N 46 
U18 C19 H192 SING N N 47 
U18 C   O    DOUB N N 48 
U18 C   N    SING N N 49 
U18 N   CA   SING N N 50 
U18 CA  CT   SING N N 51 
U18 CA  CB   SING N N 52 
U18 CA  HA   SING N N 53 
U18 CT  O1   DOUB N N 54 
U18 CT  O2   SING N N 55 
U18 O2  HO2  SING N N 56 
U18 CB  CG   SING N N 57 
U18 CB  HB1  SING N N 58 
U18 CB  HB2  SING N N 59 
U18 CG  CD   SING N N 60 
U18 CG  HG1  SING N N 61 
U18 CG  HG2  SING N N 62 
U18 CD  OE1  DOUB N N 63 
U18 CD  OE2  SING N N 64 
U18 OE2 HOE  SING N N 65 
# 
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 
U18 SMILES           ACDLabs              10.04 O=C(O)C(N5C(=O)c1c(cc(cc1)NCc4cc3c(ccc2N=C(NC(=O)c23)C)cc4)C5)CCC(=O)O 
U18 InChI            InChI                1.02b 
InChI=1/C27H24N4O6/c1-14-29-21-7-4-16-3-2-15(10-20(16)24(21)25(34)30-14)12-28-18-5-6-19-17(11-18)13-31(26(19)35)22(27(36)37)8-9-23(32)33/h2-7,10-11,22,28H,8-9,12-13H2,1H3,(H,32,33)(H,36,37)(H,29,30,34)/t22-/m0/s1/f/h30,32,36H 
U18 InChIKey         InChI                1.02b BRVFNEZMTRVUGW-NNSDDZCYDQ 
U18 SMILES_CANONICAL CACTVS               3.341 CC1=Nc2ccc3ccc(CNc4ccc5c(CN([C@@H](CCC(O)=O)C(O)=O)C5=O)c4)cc3c2C(=O)N1 
U18 SMILES           CACTVS               3.341 CC1=Nc2ccc3ccc(CNc4ccc5c(CN([CH](CCC(O)=O)C(O)=O)C5=O)c4)cc3c2C(=O)N1 
U18 SMILES_CANONICAL "OpenEye OEToolkits" 1.5.0 CC1=Nc2ccc3ccc(cc3c2C(=O)N1)CNc4ccc5c(c4)CN(C5=O)[C@@H](CCC(=O)O)C(=O)O 
U18 SMILES           "OpenEye OEToolkits" 1.5.0 CC1=Nc2ccc3ccc(cc3c2C(=O)N1)CNc4ccc5c(c4)CN(C5=O)C(CCC(=O)O)C(=O)O 
# 
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 
U18 "SYSTEMATIC NAME" ACDLabs              10.04 "(2S)-2-(5-{[(3-methyl-1-oxo-1,2-dihydrobenzo[f]quinazolin-9-yl)methyl]amino}-1-oxo-1,3-dihydro-2H-isoindol-2-yl)pentanedioic acid" 
U18 "SYSTEMATIC NAME" "OpenEye OEToolkits" 1.5.0 "(2S)-2-[6-[(3-methyl-1-oxo-2H-benzo[f]quinazolin-9-yl)methylamino]-3-oxo-1H-isoindol-2-yl]pentanedioic acid"                       
# 
