data_989
# 
_chem_comp.id                                    989 
_chem_comp.name                                  "2-{[4-(2-ACETYLAMINO-2-PENTYLCARBAMOYL-ETHYL)-NAPHTHALEN-1-YL]-OXALYL-AMINO}-BENZOIC ACID" 
_chem_comp.type                                  NON-POLYMER 
_chem_comp.pdbx_type                             HETAIN 
_chem_comp.formula                               "C29 H31 N3 O7" 
_chem_comp.mon_nstd_parent_comp_id               ? 
_chem_comp.pdbx_synonyms                         "COMPOUND 12, N-ACETYL-4-[(CARBOXYCARBONYL)(2-CARBOXYPHENYL)AMINO]-N-PENTYL-1-NAPTHYLALANIAMIDE" 
_chem_comp.pdbx_formal_charge                    0 
_chem_comp.pdbx_initial_date                     2003-01-30 
_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                         ? 
_chem_comp.formula_weight                        533.572 
_chem_comp.one_letter_code                       ? 
_chem_comp.three_letter_code                     989 
_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        1NL9 
_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 
989 O22  O22  O 0 1 N N N 36.658 29.500 24.019 2.615  3.026  -4.344 O22  989 1  
989 C21  C21  C 0 1 N N N 35.608 28.740 24.413 1.920  2.140  -3.608 C21  989 2  
989 O23  O23  O 0 1 N N N 34.747 29.172 25.121 1.751  2.336  -2.423 O23  989 3  
989 C18  C18  C 0 1 N N N 35.543 27.277 23.880 1.357  0.916  -4.249 C18  989 4  
989 O20  O20  O 0 1 N N N 35.878 26.406 24.677 1.526  0.720  -5.435 O20  989 5  
989 N17  N17  N 0 1 N N N 35.125 26.977 22.552 0.661  0.028  -3.512 N17  989 6  
989 C19  C19  C 0 1 Y N N 35.077 25.609 22.050 0.136  -1.113 -4.110 C19  989 7  
989 C28  C28  C 0 1 Y N N 33.832 25.179 21.458 0.815  -2.322 -4.024 C28  989 8  
989 C27  C27  C 0 1 Y N N 33.647 23.888 20.927 0.292  -3.453 -4.617 C27  989 9  
989 C26  C26  C 0 1 Y N N 34.692 22.958 20.956 -0.909 -3.393 -5.303 C26  989 10 
989 C25  C25  C 0 1 Y N N 35.926 23.319 21.520 -1.597 -2.203 -5.400 C25  989 11 
989 C24  C24  C 0 1 Y N N 36.164 24.616 22.072 -1.084 -1.051 -4.799 C24  989 12 
989 C33  C33  C 0 1 N N N 37.532 24.823 22.627 -1.815 0.225  -4.899 C33  989 13 
989 O34  O34  O 0 1 N N N 38.151 25.828 22.480 -1.314 1.246  -4.472 O34  989 14 
989 O35  O35  O 0 1 N N N 38.045 23.790 23.331 -3.038 0.259  -5.463 O35  989 15 
989 C10  C10  C 0 1 Y N N 34.692 28.032 21.705 0.467  0.253  -2.149 C10  989 16 
989 C9   C9   C 0 1 Y N N 33.382 28.581 21.958 -0.693 0.847  -1.700 C9   989 17 
989 C8   C8   C 0 1 Y N N 32.850 29.621 21.182 -0.896 1.077  -0.343 C8   989 18 
989 C7   C7   C 0 1 Y N N 33.580 30.189 20.099 0.041  0.722  0.577  C7   989 19 
989 C3   C3   C 0 1 Y N N 34.918 29.672 19.798 1.240  0.119  0.161  C3   989 20 
989 C4   C4   C 0 1 Y N N 35.472 28.589 20.609 1.457  -0.124 -1.216 C4   989 21 
989 C5   C5   C 0 1 Y N N 36.787 28.084 20.305 2.653  -0.731 -1.629 C5   989 22 
989 C6   C6   C 0 1 Y N N 37.546 28.628 19.233 3.586  -1.082 -0.702 C6   989 23 
989 C1   C1   C 0 1 Y N N 37.015 29.683 18.440 3.372  -0.848 0.654  C1   989 24 
989 C2   C2   C 0 1 Y N N 35.722 30.198 18.714 2.224  -0.261 1.091  C2   989 25 
989 C36  C36  C 0 1 N N N 32.912 31.308 19.306 -0.203 0.982  2.041  C36  989 26 
989 C37  C37  C 0 1 N N S 32.312 30.790 17.958 -0.902 -0.227 2.664  C37  989 27 
989 N41  N41  N 0 1 N N N 31.707 31.926 17.252 -2.181 -0.454 1.987  N41  989 28 
989 C61  C61  C 0 1 N N N 32.219 32.374 16.086 -3.127 0.506  1.994  C61  989 29 
989 O66  O66  O 0 1 N N N 33.196 31.901 15.514 -2.918 1.558  2.560  O66  989 30 
989 C62  C62  C 0 1 N N N 31.468 33.561 15.505 -4.443 0.273  1.298  C62  989 31 
989 C40  C40  C 0 1 N N N 31.295 29.630 18.128 -1.147 0.032  4.128  C40  989 32 
989 O43  O43  O 0 1 N N N 31.731 28.481 18.191 -2.180 0.557  4.486  O43  989 33 
989 N44  N44  N 0 1 N N N 29.966 29.905 18.208 -0.218 -0.318 5.040  N44  989 34 
989 C45  C45  C 0 1 N N N 28.892 28.925 18.375 -0.457 -0.065 6.463  C45  989 35 
989 C46  C46  C 0 1 N N N 27.683 29.500 19.133 0.743  -0.555 7.276  C46  989 36 
989 C49  C49  C 0 1 N N N 27.933 29.602 20.651 0.494  -0.291 8.762  C49  989 37 
989 C52  C52  C 0 1 N N N 26.715 30.170 21.402 1.694  -0.781 9.575  C52  989 38 
989 C55  C55  C 0 1 N N N 27.089 30.830 22.732 1.445  -0.517 11.061 C55  989 39 
989 H22  H22  H 0 1 N N N 37.342 29.156 23.456 2.980  3.819  -3.928 H22  989 40 
989 H28  H28  H 0 1 N N N 32.976 25.873 21.408 1.753  -2.377 -3.491 H28  989 41 
989 H27  H27  H 0 1 N N N 32.677 23.603 20.485 0.824  -4.390 -4.547 H27  989 42 
989 H26  H26  H 0 1 N N N 34.544 21.948 20.537 -1.309 -4.284 -5.764 H26  989 43 
989 H25  H25  H 0 1 N N N 36.729 22.563 21.529 -2.534 -2.162 -5.937 H25  989 44 
989 H35  H35  H 0 1 N N N 38.916 23.921 23.684 -3.517 1.096  -5.528 H35  989 45 
989 H9   H9   H 0 1 N N N 32.760 28.188 22.780 -1.453 1.138  -2.411 H9   989 46 
989 H8   H8   H 0 1 N N N 31.842 29.997 21.427 -1.813 1.544  -0.015 H8   989 47 
989 H5   H5   H 0 1 N N N 37.220 27.265 20.904 2.832  -0.919 -2.678 H5   989 48 
989 H6   H6   H 0 1 N N N 38.551 28.229 19.015 4.505  -1.549 -1.022 H6   989 49 
989 H1   H1   H 0 1 N N N 37.607 30.103 17.610 4.128  -1.136 1.370  H1   989 50 
989 H2   H2   H 0 1 N N N 35.338 31.014 18.078 2.071  -0.086 2.145  H2   989 51 
989 H361 1H36 H 0 0 N N N 32.141 31.833 19.917 -0.834 1.864  2.153  H361 989 52 
989 H362 2H36 H 0 0 N N N 33.612 32.159 19.137 0.748  1.151  2.545  H362 989 53 
989 H37  H37  H 0 1 N N N 33.145 30.353 17.359 -0.270 -1.108 2.552  H37  989 54 
989 H41  H41  H 0 1 N N N 30.887 32.430 17.589 -2.348 -1.295 1.535  H41  989 55 
989 H621 1H62 H 0 0 N N N 31.890 33.931 14.541 -5.074 1.154  1.410  H621 989 56 
989 H622 2H62 H 0 0 N N N 30.384 33.324 15.393 -4.265 0.085  0.239  H622 989 57 
989 H623 3H62 H 0 0 N N N 31.403 34.388 16.249 -4.941 -0.589 1.742  H623 989 58 
989 H44  H44  H 0 1 N N N 29.763 30.902 18.138 0.607  -0.738 4.753  H44  989 59 
989 H451 1H45 H 0 0 N N N 28.583 28.496 17.392 -1.353 -0.598 6.781  H451 989 60 
989 H452 2H45 H 0 0 N N N 29.268 27.996 18.864 -0.593 1.003  6.624  H452 989 61 
989 H461 1H46 H 0 0 N N N 27.375 30.484 18.709 1.639  -0.022 6.957  H461 989 62 
989 H462 2H46 H 0 0 N N N 26.758 28.915 18.916 0.879  -1.624 7.114  H462 989 63 
989 H491 1H49 H 0 0 N N N 28.247 28.620 21.075 -0.401 -0.823 9.081  H491 989 64 
989 H492 2H49 H 0 0 N N N 28.853 30.191 20.870 0.358  0.778  8.923  H492 989 65 
989 H521 1H52 H 0 0 N N N 26.140 30.873 20.755 2.590  -0.248 9.256  H521 989 66 
989 H522 2H52 H 0 0 N N N 25.937 29.385 21.551 1.830  -1.850 9.414  H522 989 67 
989 H551 1H55 H 0 0 N N N 26.206 31.241 23.275 2.300  -0.865 11.640 H551 989 68 
989 H552 2H55 H 0 0 N N N 27.663 30.126 23.378 1.309  0.552  11.223 H552 989 69 
989 H553 3H55 H 0 0 N N N 27.866 31.615 22.582 0.549  -1.049 11.380 H553 989 70 
# 
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 
989 O22 C21  SING N N 1  
989 O22 H22  SING N N 2  
989 C21 O23  DOUB N N 3  
989 C21 C18  SING N N 4  
989 C18 O20  DOUB N N 5  
989 C18 N17  SING N N 6  
989 N17 C19  SING N N 7  
989 N17 C10  SING N N 8  
989 C19 C28  DOUB Y N 9  
989 C19 C24  SING Y N 10 
989 C28 C27  SING Y N 11 
989 C28 H28  SING N N 12 
989 C27 C26  DOUB Y N 13 
989 C27 H27  SING N N 14 
989 C26 C25  SING Y N 15 
989 C26 H26  SING N N 16 
989 C25 C24  DOUB Y N 17 
989 C25 H25  SING N N 18 
989 C24 C33  SING N N 19 
989 C33 O34  DOUB N N 20 
989 C33 O35  SING N N 21 
989 O35 H35  SING N N 22 
989 C10 C9   DOUB Y N 23 
989 C10 C4   SING Y N 24 
989 C9  C8   SING Y N 25 
989 C9  H9   SING N N 26 
989 C8  C7   DOUB Y N 27 
989 C8  H8   SING N N 28 
989 C7  C3   SING Y N 29 
989 C7  C36  SING N N 30 
989 C3  C4   DOUB Y N 31 
989 C3  C2   SING Y N 32 
989 C4  C5   SING Y N 33 
989 C5  C6   DOUB Y N 34 
989 C5  H5   SING N N 35 
989 C6  C1   SING Y N 36 
989 C6  H6   SING N N 37 
989 C1  C2   DOUB Y N 38 
989 C1  H1   SING N N 39 
989 C2  H2   SING N N 40 
989 C36 C37  SING N N 41 
989 C36 H361 SING N N 42 
989 C36 H362 SING N N 43 
989 C37 N41  SING N N 44 
989 C37 C40  SING N N 45 
989 C37 H37  SING N N 46 
989 N41 C61  SING N N 47 
989 N41 H41  SING N N 48 
989 C61 O66  DOUB N N 49 
989 C61 C62  SING N N 50 
989 C62 H621 SING N N 51 
989 C62 H622 SING N N 52 
989 C62 H623 SING N N 53 
989 C40 O43  DOUB N N 54 
989 C40 N44  SING N N 55 
989 N44 C45  SING N N 56 
989 N44 H44  SING N N 57 
989 C45 C46  SING N N 58 
989 C45 H451 SING N N 59 
989 C45 H452 SING N N 60 
989 C46 C49  SING N N 61 
989 C46 H461 SING N N 62 
989 C46 H462 SING N N 63 
989 C49 C52  SING N N 64 
989 C49 H491 SING N N 65 
989 C49 H492 SING N N 66 
989 C52 C55  SING N N 67 
989 C52 H521 SING N N 68 
989 C52 H522 SING N N 69 
989 C55 H551 SING N N 70 
989 C55 H552 SING N N 71 
989 C55 H553 SING N N 72 
# 
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 
989 SMILES           ACDLabs              10.04 O=C(N(c2c1ccccc1c(cc2)CC(C(=O)NCCCCC)NC(=O)C)c3ccccc3C(=O)O)C(=O)O 
989 InChI            InChI                1.02b 
InChI=1/C29H31N3O7/c1-3-4-9-16-30-26(34)23(31-18(2)33)17-19-14-15-25(21-11-6-5-10-20(19)21)32(27(35)29(38)39)24-13-8-7-12-22(24)28(36)37/h5-8,10-15,23H,3-4,9,16-17H2,1-2H3,(H,30,34)(H,31,33)(H,36,37)(H,38,39)/t23-/m0/s1/f/h30-31,36,38H 
989 InChIKey         InChI                1.02b UESXELNYBIOROE-HGWNHANPDY 
989 SMILES_CANONICAL CACTVS               3.341 CCCCCNC(=O)[C@H](Cc1ccc(N(C(=O)C(O)=O)c2ccccc2C(O)=O)c3ccccc13)NC(C)=O 
989 SMILES           CACTVS               3.341 CCCCCNC(=O)[CH](Cc1ccc(N(C(=O)C(O)=O)c2ccccc2C(O)=O)c3ccccc13)NC(C)=O 
989 SMILES_CANONICAL "OpenEye OEToolkits" 1.5.0 CCCCCNC(=O)[C@H](Cc1ccc(c2c1cccc2)N(c3ccccc3C(=O)O)C(=O)C(=O)O)NC(=O)C 
989 SMILES           "OpenEye OEToolkits" 1.5.0 CCCCCNC(=O)C(Cc1ccc(c2c1cccc2)N(c3ccccc3C(=O)O)C(=O)C(=O)O)NC(=O)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 
989 "SYSTEMATIC NAME" ACDLabs              10.04 "2-[{4-[(2S)-2-(acetylamino)-3-oxo-3-(pentylamino)propyl]naphthalen-1-yl}(carboxycarbonyl)amino]benzoic acid" 
989 "SYSTEMATIC NAME" "OpenEye OEToolkits" 1.5.0 "2-[[4-[(2S)-2-acetamido-3-oxo-3-(pentylamino)propyl]naphthalen-1-yl]-(carboxycarbonyl)amino]benzoic acid"    
# 
