data_RX3
# 
_chem_comp.id                                    RX3 
_chem_comp.name                                  N-({(1S,2R)-2-[(S)-[(1R)-1-{[(BENZYLOXY)CARBONYL]AMINO}-2-PHENYLETHYL](HYDROXY)PHOSPHORYL]CYCLOPENTYL}CARBONYL)-L-TRYPTOPHAN 
_chem_comp.type                                  NON-POLYMER 
_chem_comp.pdbx_type                             HETAIN 
_chem_comp.formula                               "C33 H36 N3 O7 P" 
_chem_comp.mon_nstd_parent_comp_id               ? 
_chem_comp.pdbx_synonyms                         ? 
_chem_comp.pdbx_formal_charge                    0 
_chem_comp.pdbx_initial_date                     2007-01-04 
_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                        617.629 
_chem_comp.one_letter_code                       ? 
_chem_comp.three_letter_code                     RX3 
_chem_comp.pdbx_model_coordinates_details        ? 
_chem_comp.pdbx_model_coordinates_missing_flag   N 
_chem_comp.pdbx_ideal_coordinates_details        "OpenEye/OEToolkits V1.4.2" 
_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                  EBI 
# 
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 
RX3 OXT  OXT  O 0 1 N N N 40.074 32.424 42.935 -0.585 3.193  1.661  OXT  RX3 1  
RX3 C24  C24  C 0 1 N N N 39.555 33.421 42.390 0.368  3.433  0.729  C24  RX3 2  
RX3 O6   O6   O 0 1 N N N 38.463 33.336 41.784 1.330  4.161  0.951  O6   RX3 3  
RX3 C23  C23  C 0 1 N N S 40.256 34.763 42.470 0.145  2.741  -0.607 C23  RX3 4  
RX3 C25  C25  C 0 1 N N N 40.831 35.196 41.111 -0.005 3.786  -1.721 C25  RX3 5  
RX3 C26  C26  C 0 1 Y N N 41.969 34.346 40.583 0.289  3.230  -3.093 C26  RX3 6  
RX3 C28  C28  C 0 1 Y N N 43.330 34.510 40.824 1.548  3.217  -3.714 C28  RX3 7  
RX3 C30  C30  C 0 1 Y N N 44.011 35.451 41.605 2.842  3.649  -3.361 C30  RX3 8  
RX3 C32  C32  C 0 1 Y N N 45.405 35.383 41.683 3.894  3.465  -4.266 C32  RX3 9  
RX3 C33  C33  C 0 1 Y N N 46.108 34.393 40.993 3.673  2.862  -5.503 C33  RX3 10 
RX3 C31  C31  C 0 1 Y N N 45.422 33.454 40.213 2.398  2.426  -5.875 C31  RX3 11 
RX3 C29  C29  C 0 1 Y N N 44.018 33.514 40.124 1.356  2.617  -4.960 C29  RX3 12 
RX3 N3   N3   N 0 1 Y N N 43.097 32.765 39.465 0.021  2.293  -5.053 N3   RX3 13 
RX3 C27  C27  C 0 1 Y N N 41.857 33.256 39.727 -0.636 2.668  -3.911 C27  RX3 14 
RX3 N2   N2   N 0 1 N N N 41.374 34.765 43.405 -1.004 1.866  -0.556 N2   RX3 15 
RX3 C19  C19  C 0 1 N N N 41.240 34.676 44.729 -0.940 0.559  -0.112 C19  RX3 16 
RX3 O5   O5   O 0 1 N N N 40.157 34.602 45.317 0.061  -0.025 0.287  O5   RX3 17 
RX3 C18  C18  C 0 1 N N R 42.557 34.671 45.465 -2.253 -0.161 -0.143 C18  RX3 18 
RX3 C20  C20  C 0 1 N N N 43.323 33.378 45.202 -2.311 -1.227 0.953  C20  RX3 19 
RX3 C21  C21  C 0 1 N N N 43.246 32.527 46.471 -2.046 -2.541 0.234  C21  RX3 20 
RX3 C22  C22  C 0 1 N N N 42.601 33.353 47.587 -2.741 -2.347 -1.100 C22  RX3 21 
RX3 C17  C17  C 0 1 N N N 42.455 34.711 46.962 -2.418 -0.903 -1.478 C17  RX3 22 
RX3 P1   P1   P 0 1 N N R 42.353 36.188 47.836 -3.684 -0.167 -2.542 P1   RX3 23 
RX3 O3   O3   O 0 1 N N N 42.002 37.280 46.842 -3.496 1.303  -2.782 O3   RX3 24 
RX3 O4   O4   O 0 1 N N N 43.722 36.349 48.429 -5.054 -0.533 -1.762 O4   RX3 25 
RX3 C9   C9   C 0 1 N N N 41.144 36.380 49.067 -3.765 -1.164 -4.032 C9   RX3 26 
RX3 C10  C10  C 0 1 N N N 39.885 35.528 49.181 -4.759 -0.618 -5.063 C10  RX3 27 
RX3 C11  C11  C 0 1 Y N N 38.957 35.869 50.343 -4.808 -1.427 -6.336 C11  RX3 28 
RX3 C13  C13  C 0 1 Y N N 38.677 34.897 51.311 -3.959 -1.099 -7.382 C13  RX3 29 
RX3 C15  C15  C 0 1 Y N N 37.831 35.182 52.391 -4.004 -1.847 -8.559 C15  RX3 30 
RX3 C16  C16  C 0 1 Y N N 37.248 36.449 52.512 -4.897 -2.913 -8.675 C16  RX3 31 
RX3 C14  C14  C 0 1 Y N N 37.520 37.427 51.551 -5.744 -3.231 -7.614 C14  RX3 32 
RX3 C12  C12  C 0 1 Y N N 38.361 37.132 50.472 -5.700 -2.483 -6.437 C12  RX3 33 
RX3 N1   N1   N 0 1 N N N 41.276 37.444 49.865 -2.408 -1.163 -4.563 N1   RX3 34 
RX3 C1   C1   C 0 1 N N N 42.182 37.673 50.817 -1.627 -2.295 -4.675 C1   RX3 35 
RX3 O2   O2   O 0 1 N N N 43.056 36.897 51.157 -1.961 -3.430 -4.353 O2   RX3 36 
RX3 O1   O1   O 0 1 N N N 42.113 38.941 51.509 -0.413 -1.965 -5.207 O1   RX3 37 
RX3 C2   C2   C 0 1 N N N 43.288 39.680 51.835 0.505  -3.049 -5.386 C2   RX3 38 
RX3 C3   C3   C 0 1 Y N N 42.922 41.112 52.177 1.779  -2.521 -5.975 C3   RX3 39 
RX3 C4   C4   C 0 1 Y N N 42.859 42.081 51.176 2.800  -2.092 -5.135 C4   RX3 40 
RX3 C5   C5   C 0 1 Y N N 42.646 41.470 53.503 1.927  -2.465 -7.356 C5   RX3 41 
RX3 C7   C7   C 0 1 Y N N 42.313 42.788 53.830 3.112  -1.974 -7.905 C7   RX3 42 
RX3 C8   C8   C 0 1 Y N N 42.251 43.754 52.830 4.141  -1.541 -7.068 C8   RX3 43 
RX3 C6   C6   C 0 1 Y N N 42.527 43.398 51.504 3.985  -1.600 -5.683 C6   RX3 44 
RX3 HOXT HOXT H 0 0 N N N 39.518 31.665 42.804 -0.445 3.643  2.520  HOXT RX3 45 
RX3 H23  H23  H 0 1 N N N 39.474 35.457 42.810 1.013  2.095  -0.780 H23  RX3 46 
RX3 H251 1H25 H 0 0 N N N 41.210 36.223 41.224 -1.025 4.192  -1.729 H251 RX3 47 
RX3 H252 2H25 H 0 0 N N N 40.011 35.093 40.385 0.647  4.647  -1.521 H252 RX3 48 
RX3 H30  H30  H 0 1 N N N 43.468 36.217 42.139 3.030  4.121  -2.401 H30  RX3 49 
RX3 H32  H32  H 0 1 N N N 45.943 36.102 42.282 4.893  3.797  -4.000 H32  RX3 50 
RX3 H33  H33  H 0 1 N N N 47.185 34.351 41.061 4.503  2.729  -6.191 H33  RX3 51 
RX3 H31  H31  H 0 1 N N N 45.967 32.687 39.682 2.227  1.957  -6.838 H31  RX3 52 
RX3 HN3  HN3  H 0 1 N N N 43.299 31.979 38.881 -0.410 1.844  -5.849 HN3  RX3 53 
RX3 H27  H27  H 0 1 N N N 40.932 32.862 39.333 -1.697 2.491  -3.807 H27  RX3 54 
RX3 HN2  HN2  H 0 1 N N N 42.299 34.838 43.031 -1.902 2.229  -0.860 HN2  RX3 55 
RX3 H18  H18  H 0 1 N N N 43.046 35.582 45.089 -3.032 0.593  0.010  H18  RX3 56 
RX3 H201 1H20 H 0 0 N N N 42.872 32.837 44.357 -3.318 -1.248 1.388  H201 RX3 57 
RX3 H202 2H20 H 0 0 N N N 44.371 33.596 44.948 -1.598 -1.061 1.767  H202 RX3 58 
RX3 H211 1H21 H 0 0 N N N 42.640 31.630 46.278 -0.969 -2.684 0.087  H211 RX3 59 
RX3 H212 2H21 H 0 0 N N N 44.258 32.220 46.774 -2.435 -3.402 0.786  H212 RX3 60 
RX3 H221 1H22 H 0 0 N N N 41.628 32.938 47.889 -2.394 -3.057 -1.857 H221 RX3 61 
RX3 H222 2H22 H 0 0 N N N 43.196 33.366 48.512 -3.824 -2.481 -0.991 H222 RX3 62 
RX3 H17  H17  H 0 1 N N N 41.664 35.247 47.507 -1.482 -0.884 -2.051 H17  RX3 63 
RX3 HO4  HO4  H 0 1 N N N 44.367 36.383 47.733 -5.711 -1.113 -2.203 HO4  RX3 64 
RX3 H9   H9   H 0 1 N N N 41.393 35.352 49.369 -4.033 -2.189 -3.750 H9   RX3 65 
RX3 H101 1H10 H 0 0 N N N 39.312 35.661 48.252 -5.767 -0.598 -4.630 H101 RX3 66 
RX3 H102 2H10 H 0 0 N N N 40.231 34.499 49.361 -4.523 0.428  -5.294 H102 RX3 67 
RX3 H13  H13  H 0 1 N N N 39.119 33.915 51.224 -3.261 -0.271 -7.301 H13  RX3 68 
RX3 H15  H15  H 0 1 N N N 37.628 34.423 53.132 -3.344 -1.599 -9.385 H15  RX3 69 
RX3 H16  H16  H 0 1 N N N 36.593 36.669 53.342 -4.931 -3.495 -9.591 H16  RX3 70 
RX3 H14  H14  H 0 1 N N N 37.081 38.410 51.641 -6.439 -4.061 -7.704 H14  RX3 71 
RX3 H12  H12  H 0 1 N N N 38.554 37.889 49.727 -6.364 -2.739 -5.616 H12  RX3 72 
RX3 HN1  HN1  H 0 1 N N N 40.601 38.170 49.730 -2.015 -0.278 -4.870 HN1  RX3 73 
RX3 H21  1H2  H 0 1 N N N 43.782 39.214 52.701 0.050  -3.798 -6.043 H21  RX3 74 
RX3 H22  2H2  H 0 1 N N N 43.968 39.677 50.970 0.693  -3.523 -4.416 H22  RX3 75 
RX3 H4   H4   H 0 1 N N N 43.066 41.814 50.150 2.688  -2.134 -4.055 H4   RX3 76 
RX3 H5   H5   H 0 1 N N N 42.691 40.721 54.280 1.131  -2.800 -8.016 H5   RX3 77 
RX3 H7   H7   H 0 1 N N N 42.105 43.056 54.855 3.234  -1.928 -8.983 H7   RX3 78 
RX3 H8   H8   H 0 1 N N N 41.991 44.773 53.075 5.064  -1.159 -7.495 H8   RX3 79 
RX3 H6   H6   H 0 1 N N N 42.483 44.148 50.728 4.786  -1.263 -5.031 H6   RX3 80 
# 
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 
RX3 OXT C24  SING N N 1  
RX3 OXT HOXT SING N N 2  
RX3 C24 O6   DOUB N N 3  
RX3 C24 C23  SING N N 4  
RX3 C23 C25  SING N N 5  
RX3 C23 N2   SING N N 6  
RX3 C23 H23  SING N N 7  
RX3 C25 C26  SING N N 8  
RX3 C25 H251 SING N N 9  
RX3 C25 H252 SING N N 10 
RX3 C26 C27  DOUB Y N 11 
RX3 C26 C28  SING Y N 12 
RX3 C28 C29  SING Y N 13 
RX3 C28 C30  DOUB Y N 14 
RX3 C30 C32  SING Y N 15 
RX3 C30 H30  SING N N 16 
RX3 C32 C33  DOUB Y N 17 
RX3 C32 H32  SING N N 18 
RX3 C33 C31  SING Y N 19 
RX3 C33 H33  SING N N 20 
RX3 C31 C29  DOUB Y N 21 
RX3 C31 H31  SING N N 22 
RX3 C29 N3   SING Y N 23 
RX3 N3  C27  SING Y N 24 
RX3 N3  HN3  SING N N 25 
RX3 C27 H27  SING N N 26 
RX3 N2  C19  SING N N 27 
RX3 N2  HN2  SING N N 28 
RX3 C19 O5   DOUB N N 29 
RX3 C19 C18  SING N N 30 
RX3 C18 C20  SING N N 31 
RX3 C18 C17  SING N N 32 
RX3 C18 H18  SING N N 33 
RX3 C20 C21  SING N N 34 
RX3 C20 H201 SING N N 35 
RX3 C20 H202 SING N N 36 
RX3 C21 C22  SING N N 37 
RX3 C21 H211 SING N N 38 
RX3 C21 H212 SING N N 39 
RX3 C22 C17  SING N N 40 
RX3 C22 H221 SING N N 41 
RX3 C22 H222 SING N N 42 
RX3 C17 P1   SING N N 43 
RX3 C17 H17  SING N N 44 
RX3 P1  O3   DOUB N N 45 
RX3 P1  O4   SING N N 46 
RX3 P1  C9   SING N N 47 
RX3 O4  HO4  SING N N 48 
RX3 C9  C10  SING N N 49 
RX3 C9  N1   SING N N 50 
RX3 C9  H9   SING N N 51 
RX3 C10 C11  SING N N 52 
RX3 C10 H101 SING N N 53 
RX3 C10 H102 SING N N 54 
RX3 C11 C12  DOUB Y N 55 
RX3 C11 C13  SING Y N 56 
RX3 C13 C15  DOUB Y N 57 
RX3 C13 H13  SING N N 58 
RX3 C15 C16  SING Y N 59 
RX3 C15 H15  SING N N 60 
RX3 C16 C14  DOUB Y N 61 
RX3 C16 H16  SING N N 62 
RX3 C14 C12  SING Y N 63 
RX3 C14 H14  SING N N 64 
RX3 C12 H12  SING N N 65 
RX3 N1  C1   SING N N 66 
RX3 N1  HN1  SING N N 67 
RX3 C1  O2   DOUB N N 68 
RX3 C1  O1   SING N N 69 
RX3 O1  C2   SING N N 70 
RX3 C2  C3   SING N N 71 
RX3 C2  H21  SING N N 72 
RX3 C2  H22  SING N N 73 
RX3 C3  C4   SING Y N 74 
RX3 C3  C5   DOUB Y N 75 
RX3 C4  C6   DOUB Y N 76 
RX3 C4  H4   SING N N 77 
RX3 C5  C7   SING Y N 78 
RX3 C5  H5   SING N N 79 
RX3 C7  C8   DOUB Y N 80 
RX3 C7  H7   SING N N 81 
RX3 C8  C6   SING Y N 82 
RX3 C8  H8   SING N N 83 
RX3 C6  H6   SING N N 84 
# 
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 
RX3 SMILES           ACDLabs              10.04 O=C(OCc1ccccc1)NC(Cc2ccccc2)P(=O)(O)C5CCCC5C(=O)NC(C(=O)O)Cc4c3ccccc3nc4 
RX3 InChI            InChI                1.02b 
;InChI=1/C33H36N3O7P/c37-31(35-28(32(38)39)19-24-20-34-27-16-8-7-14-25(24)27)26-15-9-17-29(26)44(41,42)30(18-22-10-3-1-4-11-22)36-33(40)43-21-23-12-5-2-6-13-23/h1-8,10-14,16,20,26,28-30,34H,9,15,17-19,21H2,(H,35,37)(H,36,40)(H,38,39)(H,41,42)/t26-,28+,29-,30-/m1/s1/f/h35-36,38,41H
;
RX3 InChIKey         InChI                1.02b IMPJIKIXNAGRCR-UAUPASOQDB 
RX3 SMILES_CANONICAL CACTVS               3.341 OC(=O)[C@H](Cc1c[nH]c2ccccc12)NC(=O)[C@@H]3CCC[C@H]3[P@@](O)(=O)[C@H](Cc4ccccc4)NC(=O)OCc5ccccc5 
RX3 SMILES           CACTVS               3.341 OC(=O)[CH](Cc1c[nH]c2ccccc12)NC(=O)[CH]3CCC[CH]3[P](O)(=O)[CH](Cc4ccccc4)NC(=O)OCc5ccccc5 
RX3 SMILES_CANONICAL "OpenEye OEToolkits" 1.5.0 c1ccc(cc1)CC(NC(=O)OCc2ccccc2)[P@](=O)(C3CCC[C@H]3C(=O)N[C@@H](Cc4c[nH]c5c4cccc5)C(=O)O)O 
RX3 SMILES           "OpenEye OEToolkits" 1.5.0 c1ccc(cc1)CC(NC(=O)OCc2ccccc2)P(=O)(C3CCCC3C(=O)NC(Cc4c[nH]c5c4cccc5)C(=O)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 
RX3 "SYSTEMATIC NAME" ACDLabs              10.04 N-({(1S,2R)-2-[(S)-[(1R)-1-{[(benzyloxy)carbonyl]amino}-2-phenylethyl](hydroxy)phosphoryl]cyclopentyl}carbonyl)-L-tryptophan                  
RX3 "SYSTEMATIC NAME" "OpenEye OEToolkits" 1.5.0 "(2S)-2-[[(1S)-2-[hydroxy-(2-phenyl-1-phenylmethoxycarbonylamino-ethyl)phosphoryl]cyclopentyl]carbonylamino]-3-(1H-indol-3-yl)propanoic acid" 
# 
