data_515
# 
_chem_comp.id                                    515 
_chem_comp.name                                  "3-({5-[(N-ACETYL-3-{4-[(CARBOXYCARBONYL)(2-CARBOXYPHENYL)AMINO]-1-NAPHTHYL}-L-ALANYL)AMINO]PENTYL}OXY)-2-NAPHTHOIC ACID" 
_chem_comp.type                                  NON-POLYMER 
_chem_comp.pdbx_type                             HETAIN 
_chem_comp.formula                               "C40 H37 N3 O10" 
_chem_comp.mon_nstd_parent_comp_id               ? 
_chem_comp.pdbx_synonyms                         "COMPOUND 23" 
_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                        719.736 
_chem_comp.one_letter_code                       ? 
_chem_comp.three_letter_code                     515 
_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        1NNY 
_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 
515 C1   C1   C 0 1 Y N N 35.829 28.706 20.617 -1.404 -0.230 -4.880 C1   515 1  
515 C2   C2   C 0 1 Y N N 35.078 28.154 21.725 -0.465 -0.371 -5.924 C2   515 2  
515 C3   C3   C 0 1 Y N N 33.756 28.692 21.998 0.843  -0.681 -5.620 C3   515 3  
515 C4   C4   C 0 1 Y N N 33.189 29.716 21.228 1.244  -0.854 -4.299 C4   515 4  
515 C5   C5   C 0 1 Y N N 33.894 30.279 20.129 0.359  -0.723 -3.272 C5   515 5  
515 C6   C6   C 0 1 Y N N 35.242 29.773 19.810 -0.984 -0.414 -3.540 C6   515 6  
515 N4   N4   N 0 1 N N N 35.523 27.115 22.575 -0.857 -0.200 -7.252 N4   515 7  
515 C9   C9   C 0 1 N N S 32.604 30.850 17.968 1.288  0.423  -1.280 C9   515 8  
515 N1   N1   N 0 1 N N N 31.984 31.972 17.252 2.397  0.937  -2.087 N1   515 9  
515 C10  C10  C 0 1 N N N 32.463 32.361 16.038 3.532  0.220  -2.207 C10  515 10 
515 C11  C11  C 0 1 N N N 31.627 29.660 18.190 1.749  0.230  0.141  C11  515 11 
515 N2   N2   N 0 1 N N N 30.301 29.970 18.322 0.873  0.359  1.157  N2   515 12 
515 C12  C12  C 0 1 N N N 29.282 28.925 18.549 1.321  0.172  2.539  C12  515 13 
515 C13  C13  C 0 1 N N N 28.165 29.263 19.595 0.139  0.373  3.490  C13  515 14 
515 C14  C14  C 0 1 N N N 26.708 30.683 22.634 -0.106 0.182  7.328  C14  515 15 
515 C15  C15  C 0 1 N N N 28.596 29.418 21.068 0.607  0.177  4.934  C15  515 16 
515 O1   O1   O 0 1 N N N 26.010 29.417 22.697 -1.209 0.371  8.216  O1   515 17 
515 O4   O4   O 0 1 N N N 33.411 31.846 15.445 3.635  -0.849 -1.647 O4   515 18 
515 C23  C23  C 0 1 N N N 31.704 33.541 15.433 4.673  0.749  -3.037 C23  515 19 
515 C8   C8   C 0 1 N N N 35.923 27.428 23.913 -1.409 -1.226 -7.929 C8   515 20 
515 O8   O8   O 0 1 N N N 32.077 28.520 18.247 2.908  -0.041 0.371  O8   515 21 
515 C7   C7   C 0 1 N N N 33.195 31.381 19.322 0.820  -0.916 -1.851 C7   515 22 
515 O5   O5   O 0 1 N N N 36.207 26.576 24.749 -1.751 -1.077 -9.085 O5   515 23 
515 C24  C24  C 0 1 N N N 36.034 28.880 24.411 -1.601 -2.545 -7.259 C24  515 24 
515 O6   O6   O 0 1 N N N 36.947 29.607 24.107 -1.260 -2.694 -6.105 O6   515 25 
515 C25  C25  C 0 1 Y N N 36.496 24.723 22.133 0.438  1.249  -8.697 C25  515 26 
515 C26  C26  C 0 1 Y N N 35.446 25.748 22.088 -0.679 1.030  -7.877 C26  515 27 
515 C27  C27  C 0 1 Y N N 34.204 25.337 21.486 -1.603 2.050  -7.688 C27  515 28 
515 C28  C28  C 0 1 Y N N 33.986 24.054 20.971 -1.423 3.270  -8.309 C28  515 29 
515 C29  C29  C 0 1 Y N N 35.001 23.097 21.022 -0.324 3.487  -9.124 C29  515 30 
515 C30  C30  C 0 1 Y N N 36.231 23.430 21.594 0.602  2.488  -9.324 C30  515 31 
515 O9   O9   O 0 1 N N N 38.395 23.917 23.222 1.224  -0.932 -8.452 O9   515 32 
515 O10  O10  O 0 1 N N N 38.509 26.042 22.625 2.554  0.424  -9.602 O10  515 33 
515 C31  C31  C 0 1 N N N 37.869 24.859 22.696 1.426  0.176  -8.907 C31  515 34 
515 C32  C32  C 0 1 Y N N 24.676 29.359 23.236 -0.736 0.185  9.475  C32  515 35 
515 C33  C33  C 0 1 Y N N 23.937 30.547 23.591 0.579  -0.118 9.663  C33  515 36 
515 C34  C34  C 0 1 Y N N 22.621 30.479 24.122 1.077  -0.311 10.962 C34  515 37 
515 C35  C35  C 0 1 Y N N 21.976 29.195 24.321 0.205  -0.189 12.075 C35  515 38 
515 C36  C36  C 0 1 Y N N 22.686 28.002 23.978 -1.145 0.122  11.867 C36  515 39 
515 C37  C37  C 0 1 Y N N 24.017 28.080 23.446 -1.610 0.315  10.575 C37  515 40 
515 C38  C38  C 0 1 N N N 24.681 26.824 23.126 -3.029 0.643  10.349 C38  515 41 
515 O11  O11  O 0 1 N N N 25.008 26.051 24.166 -3.870 0.755  11.396 O11  515 42 
515 O12  O12  O 0 1 N N N 24.917 26.502 22.000 -3.441 0.813  9.219  O12  515 43 
515 C16  C16  C 0 1 Y N N 37.145 28.211 20.298 -2.746 0.083  -5.145 C16  515 44 
515 C17  C17  C 0 1 Y N N 37.878 28.759 19.203 -3.625 0.212  -4.113 C17  515 45 
515 C18  C18  C 0 1 Y N N 37.313 29.799 18.412 -3.212 0.036  -2.794 C18  515 46 
515 C19  C19  C 0 1 Y N N 36.011 30.301 18.710 -1.918 -0.268 -2.499 C19  515 47 
515 C20  C20  C 0 1 N N N 28.087 30.639 21.918 -0.574 0.378  5.884  C20  515 48 
515 O2   O2   O 0 1 N N N 35.025 29.282 25.202 -2.152 -3.570 -7.936 O2   515 49 
515 C41  C41  C 0 1 Y N N 21.942 31.694 24.462 2.430  -0.625 11.180 C41  515 50 
515 C42  C42  C 0 1 Y N N 20.621 31.638 25.000 2.884  -0.807 12.449 C42  515 51 
515 C43  C43  C 0 1 Y N N 19.974 30.379 25.197 2.028  -0.687 13.543 C43  515 52 
515 C44  C44  C 0 1 Y N N 20.638 29.155 24.862 0.713  -0.385 13.373 C44  515 53 
515 H31  1H3  H 0 1 N N N 33.150 28.302 22.833 1.565  -0.789 -6.416 H31  515 54 
515 H41  1H4  H 0 1 N N N 32.181 30.081 21.488 2.275  -1.096 -4.085 H41  515 55 
515 H91  1H9  H 0 1 N N N 33.425 30.438 17.336 0.463  1.135  -1.301 H91  515 56 
515 H1   H1   H 0 1 N N N 31.190 32.501 17.611 2.315  1.793  -2.535 H1   515 57 
515 H2   H2   H 0 1 N N N 30.076 30.962 18.252 -0.054 0.577  0.973  H2   515 58 
515 H121 1H12 H 0 0 N N N 28.814 28.636 17.578 1.716  -0.836 2.659  H121 515 59 
515 H122 2H12 H 0 0 N N N 29.780 27.966 18.825 2.101  0.897  2.770  H122 515 60 
515 H131 1H13 H 0 0 N N N 27.620 30.180 19.270 -0.255 1.382  3.370  H131 515 61 
515 H132 2H13 H 0 0 N N N 27.352 28.503 19.525 -0.640 -0.352 3.259  H132 515 62 
515 H141 1H14 H 0 0 N N N 26.056 31.458 22.167 0.288  -0.825 7.448  H141 515 63 
515 H142 2H14 H 0 0 N N N 26.819 31.112 23.657 0.673  0.908  7.559  H142 515 64 
515 H151 1H15 H 0 0 N N N 28.335 28.479 21.610 1.002  -0.831 5.054  H151 515 65 
515 H152 2H15 H 0 0 N N N 29.710 29.400 21.111 1.387  0.903  5.164  H152 515 66 
515 H231 1H23 H 0 0 N N N 32.096 33.859 14.439 5.498  0.037  -3.016 H231 515 67 
515 H232 2H23 H 0 0 N N N 30.612 33.320 15.374 4.340  0.889  -4.066 H232 515 68 
515 H233 3H23 H 0 0 N N N 31.681 34.401 16.142 5.006  1.704  -2.631 H233 515 69 
515 H71  1H7  H 0 1 N N N 32.410 31.888 19.930 1.645  -1.628 -1.830 H71  515 70 
515 H72  2H7  H 0 1 N N N 33.876 32.246 19.150 -0.004 -1.299 -1.250 H72  515 71 
515 H271 1H27 H 0 0 N N N 33.366 26.050 21.414 -2.463 1.888  -7.055 H271 515 72 
515 H281 1H28 H 0 0 N N N 33.011 23.796 20.523 -2.145 4.059  -8.158 H281 515 73 
515 H291 1H29 H 0 0 N N N 34.832 22.086 20.613 -0.193 4.445  -9.605 H291 515 74 
515 H301 1H30 H 0 0 N N N 37.012 22.652 21.620 1.457  2.662  -9.960 H301 515 75 
515 H10  H10  H 0 1 N N N 39.384 26.128 22.983 3.202  -0.280 -9.739 H10  515 76 
515 H331 1H33 H 0 0 N N N 24.393 31.541 23.451 1.239  -0.211 8.812  H331 515 77 
515 H361 1H36 H 0 0 N N N 22.206 27.019 24.124 -1.817 0.217  12.707 H361 515 78 
515 H11  H11  H 0 1 N N N 25.441 25.231 23.957 -4.801 0.971  11.248 H11  515 79 
515 H161 1H16 H 0 0 N N N 37.596 27.403 20.898 -3.080 0.223  -6.163 H161 515 80 
515 H171 1H17 H 0 0 N N N 38.885 28.377 18.967 -4.657 0.454  -4.319 H171 515 81 
515 H181 1H18 H 0 0 N N N 37.885 30.216 17.566 -3.928 0.144  -1.993 H181 515 82 
515 H191 1H19 H 0 0 N N N 35.594 31.106 18.082 -1.612 -0.401 -1.472 H191 515 83 
515 H201 1H20 H 0 0 N N N 28.145 31.540 21.264 -0.969 1.387  5.764  H201 515 84 
515 H202 2H20 H 0 0 N N N 28.863 30.847 22.690 -1.354 -0.346 5.654  H202 515 85 
515 H21  1H2  H 0 1 N N N 35.093 30.178 25.509 -2.276 -4.425 -7.501 H21  515 86 
515 H411 1H41 H 0 0 N N N 22.434 32.669 24.310 3.105  -0.722 10.343 H411 515 87 
515 H421 1H42 H 0 0 N N N 20.097 32.572 25.264 3.924  -1.048 12.612 H421 515 88 
515 H431 1H43 H 0 0 N N N 18.952 30.351 25.611 2.415  -0.837 14.540 H431 515 89 
515 H441 1H44 H 0 0 N N N 20.124 28.191 25.019 0.061  -0.295 14.230 H441 515 90 
# 
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 
515 C1  C2   DOUB Y N 1  
515 C1  C6   SING Y N 2  
515 C1  C16  SING Y N 3  
515 C2  C3   SING Y N 4  
515 C2  N4   SING N N 5  
515 C3  C4   DOUB Y N 6  
515 C3  H31  SING N N 7  
515 C4  C5   SING Y N 8  
515 C4  H41  SING N N 9  
515 C5  C6   DOUB Y N 10 
515 C5  C7   SING N N 11 
515 C6  C19  SING Y N 12 
515 N4  C8   SING N N 13 
515 N4  C26  SING N N 14 
515 C9  N1   SING N N 15 
515 C9  C11  SING N N 16 
515 C9  C7   SING N N 17 
515 C9  H91  SING N N 18 
515 N1  C10  SING N N 19 
515 N1  H1   SING N N 20 
515 C10 O4   DOUB N N 21 
515 C10 C23  SING N N 22 
515 C11 N2   SING N N 23 
515 C11 O8   DOUB N N 24 
515 N2  C12  SING N N 25 
515 N2  H2   SING N N 26 
515 C12 C13  SING N N 27 
515 C12 H121 SING N N 28 
515 C12 H122 SING N N 29 
515 C13 C15  SING N N 30 
515 C13 H131 SING N N 31 
515 C13 H132 SING N N 32 
515 C14 O1   SING N N 33 
515 C14 C20  SING N N 34 
515 C14 H141 SING N N 35 
515 C14 H142 SING N N 36 
515 C15 C20  SING N N 37 
515 C15 H151 SING N N 38 
515 C15 H152 SING N N 39 
515 O1  C32  SING N N 40 
515 C23 H231 SING N N 41 
515 C23 H232 SING N N 42 
515 C23 H233 SING N N 43 
515 C8  O5   DOUB N N 44 
515 C8  C24  SING N N 45 
515 C7  H71  SING N N 46 
515 C7  H72  SING N N 47 
515 C24 O6   DOUB N N 48 
515 C24 O2   SING N N 49 
515 C25 C26  DOUB Y N 50 
515 C25 C30  SING Y N 51 
515 C25 C31  SING N N 52 
515 C26 C27  SING Y N 53 
515 C27 C28  DOUB Y N 54 
515 C27 H271 SING N N 55 
515 C28 C29  SING Y N 56 
515 C28 H281 SING N N 57 
515 C29 C30  DOUB Y N 58 
515 C29 H291 SING N N 59 
515 C30 H301 SING N N 60 
515 O9  C31  DOUB N N 61 
515 O10 C31  SING N N 62 
515 O10 H10  SING N N 63 
515 C32 C33  DOUB Y N 64 
515 C32 C37  SING Y N 65 
515 C33 C34  SING Y N 66 
515 C33 H331 SING N N 67 
515 C34 C35  DOUB Y N 68 
515 C34 C41  SING Y N 69 
515 C35 C36  SING Y N 70 
515 C35 C44  SING Y N 71 
515 C36 C37  DOUB Y N 72 
515 C36 H361 SING N N 73 
515 C37 C38  SING N N 74 
515 C38 O11  SING N N 75 
515 C38 O12  DOUB N N 76 
515 O11 H11  SING N N 77 
515 C16 C17  DOUB Y N 78 
515 C16 H161 SING N N 79 
515 C17 C18  SING Y N 80 
515 C17 H171 SING N N 81 
515 C18 C19  DOUB Y N 82 
515 C18 H181 SING N N 83 
515 C19 H191 SING N N 84 
515 C20 H201 SING N N 85 
515 C20 H202 SING N N 86 
515 O2  H21  SING N N 87 
515 C41 C42  DOUB Y N 88 
515 C41 H411 SING N N 89 
515 C42 C43  SING Y N 90 
515 C42 H421 SING N N 91 
515 C43 C44  DOUB Y N 92 
515 C43 H431 SING N N 93 
515 C44 H441 SING N N 94 
# 
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 
515 SMILES           ACDLabs              10.04 O=C(O)c1ccccc1N(C(=O)C(=O)O)c3c2c(cccc2)c(cc3)CC(NC(=O)C)C(=O)NCCCCCOc5c(cc4c(cccc4)c5)C(=O)O 
515 InChI            InChI                1.02b 
;InChI=1/C40H37N3O10/c1-24(44)42-32(36(45)41-19-9-2-10-20-53-35-23-26-12-4-3-11-25(26)21-31(35)39(49)50)22-27-17-18-34(29-14-6-5-13-28(27)29)43(37(46)40(51)52)33-16-8-7-15-30(33)38(47)48/h3-8,11-18,21,23,32H,2,9-10,19-20,22H2,1H3,(H,41,45)(H,42,44)(H,47,48)(H,49,50)(H,51,52)/t32-/m0/s1/f/h41-42,47,49,51H
;
515 InChIKey         InChI                1.02b URRKGBLRIVECAH-QVGCDNIZDV 
515 SMILES_CANONICAL CACTVS               3.341 CC(=O)N[C@@H](Cc1ccc(N(C(=O)C(O)=O)c2ccccc2C(O)=O)c3ccccc13)C(=O)NCCCCCOc4cc5ccccc5cc4C(O)=O 
515 SMILES           CACTVS               3.341 CC(=O)N[CH](Cc1ccc(N(C(=O)C(O)=O)c2ccccc2C(O)=O)c3ccccc13)C(=O)NCCCCCOc4cc5ccccc5cc4C(O)=O 
515 SMILES_CANONICAL "OpenEye OEToolkits" 1.5.0 CC(=O)N[C@@H](Cc1ccc(c2c1cccc2)N(c3ccccc3C(=O)O)C(=O)C(=O)O)C(=O)NCCCCCOc4cc5ccccc5cc4C(=O)O 
515 SMILES           "OpenEye OEToolkits" 1.5.0 CC(=O)NC(Cc1ccc(c2c1cccc2)N(c3ccccc3C(=O)O)C(=O)C(=O)O)C(=O)NCCCCCOc4cc5ccccc5cc4C(=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 
515 "SYSTEMATIC NAME" ACDLabs              10.04 "3-[(5-{[(2S)-2-(acetylamino)-3-{4-[(carboxycarbonyl)(2-carboxyphenyl)amino]naphthalen-1-yl}propanoyl]amino}pentyl)oxy]naphthalene-2-carboxylic acid (non-preferred name)" 
515 "SYSTEMATIC NAME" "OpenEye OEToolkits" 1.5.0 "3-[5-[[(2S)-2-acetamido-3-[4-[carboxycarbonyl-(2-carboxyphenyl)amino]naphthalen-1-yl]propanoyl]amino]pentoxy]naphthalene-2-carboxylic acid"                               
# 
