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-TRYPT OPHAN ; _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 RXPA380 _chem_comp.pdbx_formal_charge 0 _chem_comp.pdbx_initial_date 2007-01-04 _chem_comp.pdbx_modified_date 2020-06-17 _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 2OC2 _chem_comp.pdbx_subcomponent_list "PHQ PPH IQ0 TRP" _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 RX3 C1 C1 C 0 1 N N N 42.182 37.673 50.817 -1.627 -2.295 -4.675 C1 PHQ 1 RX3 O2 O2 O 0 1 N N N 43.056 36.897 51.157 -1.961 -3.430 -4.353 O1 PHQ 2 RX3 O1 O1 O 0 1 N N N 42.113 38.941 51.509 -0.413 -1.965 -5.207 O2 PHQ 3 RX3 C2 C2 C 0 1 N N N 43.288 39.680 51.835 0.505 -3.049 -5.386 C2 PHQ 4 RX3 C3 C3 C 0 1 Y N N 42.922 41.112 52.177 1.779 -2.521 -5.975 C3 PHQ 5 RX3 C4 C4 C 0 1 Y N N 42.859 42.081 51.176 2.800 -2.092 -5.135 C4 PHQ 6 RX3 C6 C6 C 0 1 Y N N 42.527 43.398 51.504 3.985 -1.600 -5.683 C5 PHQ 7 RX3 C8 C8 C 0 1 Y N N 42.251 43.754 52.830 4.141 -1.541 -7.068 C6 PHQ 8 RX3 C7 C7 C 0 1 Y N N 42.313 42.788 53.830 3.112 -1.974 -7.905 C7 PHQ 9 RX3 C5 C5 C 0 1 Y N N 42.646 41.470 53.503 1.927 -2.465 -7.356 C8 PHQ 10 RX3 O3 O3 O 0 1 N N N 42.002 37.280 46.842 -3.496 1.303 -2.782 O1 PPH 11 RX3 P1 P1 P 0 1 N N R 42.353 36.188 47.836 -3.684 -0.167 -2.542 P1 PPH 12 RX3 O4 O4 O 0 1 N N N 43.722 36.349 48.429 -5.054 -0.533 -1.762 O2 PPH 13 RX3 C9 C9 C 0 1 N N N 41.144 36.380 49.067 -3.765 -1.164 -4.032 C1 PPH 14 RX3 N1 N1 N 0 1 N N N 41.276 37.444 49.865 -2.408 -1.163 -4.563 N1 PPH 15 RX3 C10 C10 C 0 1 N N N 39.885 35.528 49.181 -4.759 -0.618 -5.063 C2 PPH 16 RX3 C11 C11 C 0 1 Y N N 38.957 35.869 50.343 -4.808 -1.427 -6.336 C3 PPH 17 RX3 C12 C12 C 0 1 Y N N 38.361 37.132 50.472 -5.700 -2.483 -6.437 C4 PPH 18 RX3 C14 C14 C 0 1 Y N N 37.520 37.427 51.551 -5.744 -3.231 -7.614 C5 PPH 19 RX3 C16 C16 C 0 1 Y N N 37.248 36.449 52.512 -4.897 -2.913 -8.675 C6 PPH 20 RX3 C15 C15 C 0 1 Y N N 37.831 35.182 52.391 -4.004 -1.847 -8.559 C7 PPH 21 RX3 C13 C13 C 0 1 Y N N 38.677 34.897 51.311 -3.959 -1.099 -7.382 C8 PPH 22 RX3 C19 C19 C 0 1 N N N 41.240 34.676 44.729 -0.940 0.559 -0.112 C19 IQ0 23 RX3 O5 O5 O 0 1 N N N 40.157 34.602 45.317 0.061 -0.025 0.287 O5 IQ0 24 RX3 C18 C18 C 0 1 N N R 42.557 34.671 45.465 -2.253 -0.161 -0.143 C18 IQ0 25 RX3 C20 C20 C 0 1 N N N 43.323 33.378 45.202 -2.311 -1.227 0.953 C20 IQ0 26 RX3 C21 C21 C 0 1 N N N 43.246 32.527 46.471 -2.046 -2.541 0.234 C21 IQ0 27 RX3 C22 C22 C 0 1 N N N 42.601 33.353 47.587 -2.741 -2.347 -1.100 C22 IQ0 28 RX3 C17 C17 C 0 1 N N N 42.455 34.711 46.962 -2.418 -0.903 -1.478 C17 IQ0 29 RX3 N2 N2 N 0 1 N N N 41.374 34.765 43.405 -1.004 1.866 -0.556 N TRP 30 RX3 C23 C23 C 0 1 N N S 40.256 34.763 42.470 0.145 2.741 -0.607 CA TRP 31 RX3 C24 C24 C 0 1 N N N 39.555 33.421 42.390 0.368 3.433 0.729 C TRP 32 RX3 O6 O6 O 0 1 N N N 38.463 33.336 41.784 1.330 4.161 0.951 O TRP 33 RX3 C25 C25 C 0 1 N N N 40.831 35.196 41.111 -0.005 3.786 -1.721 CB TRP 34 RX3 C26 C26 C 0 1 Y N N 41.969 34.346 40.583 0.289 3.230 -3.093 CG TRP 35 RX3 C27 C27 C 0 1 Y N N 41.857 33.256 39.727 -0.636 2.668 -3.911 CD1 TRP 36 RX3 C28 C28 C 0 1 Y N N 43.330 34.510 40.824 1.548 3.217 -3.714 CD2 TRP 37 RX3 N3 N3 N 0 1 Y N N 43.097 32.765 39.465 0.021 2.293 -5.053 NE1 TRP 38 RX3 C29 C29 C 0 1 Y N N 44.018 33.514 40.124 1.356 2.617 -4.960 CE2 TRP 39 RX3 C30 C30 C 0 1 Y N N 44.011 35.451 41.605 2.842 3.649 -3.361 CE3 TRP 40 RX3 C31 C31 C 0 1 Y N N 45.422 33.454 40.213 2.398 2.426 -5.875 CZ2 TRP 41 RX3 C32 C32 C 0 1 Y N N 45.405 35.383 41.683 3.894 3.465 -4.266 CZ3 TRP 42 RX3 C33 C33 C 0 1 Y N N 46.108 34.393 40.993 3.673 2.862 -5.503 CH2 TRP 43 RX3 OXT OXT O 0 1 N N N 40.074 32.424 42.935 -0.585 3.193 1.661 OXT TRP 44 RX3 H21 1H2 H 0 1 N N N 43.782 39.214 52.701 0.050 -3.798 -6.043 H21 PHQ 45 RX3 H22 2H2 H 0 1 N N N 43.968 39.677 50.970 0.693 -3.523 -4.416 H22 PHQ 46 RX3 H4 H4 H 0 1 N N N 43.066 41.814 50.150 2.688 -2.134 -4.055 H41 PHQ 47 RX3 H6 H6 H 0 1 N N N 42.483 44.148 50.728 4.786 -1.263 -5.031 H51 PHQ 48 RX3 H8 H8 H 0 1 N N N 41.991 44.773 53.075 5.064 -1.159 -7.495 H61 PHQ 49 RX3 H7 H7 H 0 1 N N N 42.105 43.056 54.855 3.234 -1.928 -8.983 H71 PHQ 50 RX3 H5 H5 H 0 1 N N N 42.691 40.721 54.280 1.131 -2.800 -8.016 H81 PHQ 51 RX3 HO4 HO4 H 0 1 N N N 44.367 36.383 47.733 -5.711 -1.113 -2.203 H1 PPH 52 RX3 H9 H9 H 0 1 N N N 41.393 35.352 49.369 -4.033 -2.189 -3.750 H2 PPH 53 RX3 HN1 HN1 H 0 1 N N N 40.601 38.170 49.730 -2.015 -0.278 -4.870 H3 PPH 54 RX3 H101 1H10 H 0 0 N N N 39.312 35.661 48.252 -5.767 -0.598 -4.630 H5 PPH 55 RX3 H102 2H10 H 0 0 N N N 40.231 34.499 49.361 -4.523 0.428 -5.294 H6 PPH 56 RX3 H12 H12 H 0 1 N N N 38.554 37.889 49.727 -6.364 -2.739 -5.616 H7 PPH 57 RX3 H14 H14 H 0 1 N N N 37.081 38.410 51.641 -6.439 -4.061 -7.704 H8 PPH 58 RX3 H16 H16 H 0 1 N N N 36.593 36.669 53.342 -4.931 -3.495 -9.591 H9 PPH 59 RX3 H15 H15 H 0 1 N N N 37.628 34.423 53.132 -3.344 -1.599 -9.385 H10 PPH 60 RX3 H13 H13 H 0 1 N N N 39.119 33.915 51.224 -3.261 -0.271 -7.301 H11 PPH 61 RX3 H18 H18 H 0 1 N N N 43.046 35.582 45.089 -3.032 0.593 0.010 H18 IQ0 62 RX3 H201 1H20 H 0 0 N N N 42.872 32.837 44.357 -3.318 -1.248 1.388 H201 IQ0 63 RX3 H202 2H20 H 0 0 N N N 44.371 33.596 44.948 -1.598 -1.061 1.767 H202 IQ0 64 RX3 H17 H17 H 0 1 N N N 41.664 35.247 47.507 -1.482 -0.884 -2.051 H171 IQ0 65 RX3 H211 1H21 H 0 0 N N N 42.640 31.630 46.278 -0.969 -2.684 0.087 H211 IQ0 66 RX3 H212 2H21 H 0 0 N N N 44.258 32.220 46.774 -2.435 -3.402 0.786 H212 IQ0 67 RX3 H221 1H22 H 0 0 N N N 41.628 32.938 47.889 -2.394 -3.057 -1.857 H221 IQ0 68 RX3 H222 2H22 H 0 0 N N N 43.196 33.366 48.512 -3.824 -2.481 -0.991 H222 IQ0 69 RX3 HN2 HN2 H 0 1 N N N 42.299 34.838 43.031 -1.902 2.229 -0.860 H TRP 70 RX3 H23 H23 H 0 1 N N N 39.474 35.457 42.810 1.013 2.095 -0.780 HA TRP 71 RX3 H251 1H25 H 0 0 N N N 41.210 36.223 41.224 -1.025 4.192 -1.729 HB2 TRP 72 RX3 H252 2H25 H 0 0 N N N 40.011 35.093 40.385 0.647 4.647 -1.521 HB3 TRP 73 RX3 H27 H27 H 0 1 N N N 40.932 32.862 39.333 -1.697 2.491 -3.807 HD1 TRP 74 RX3 HN3 HN3 H 0 1 N N N 43.299 31.979 38.881 -0.410 1.844 -5.849 HE1 TRP 75 RX3 H30 H30 H 0 1 N N N 43.468 36.217 42.139 3.030 4.121 -2.401 HE3 TRP 76 RX3 H31 H31 H 0 1 N N N 45.967 32.687 39.682 2.227 1.957 -6.838 HZ2 TRP 77 RX3 H32 H32 H 0 1 N N N 45.943 36.102 42.282 4.893 3.797 -4.000 HZ3 TRP 78 RX3 H33 H33 H 0 1 N N N 47.185 34.351 41.061 4.503 2.729 -6.191 HH2 TRP 79 RX3 HOXT HOXT H 0 0 N N N 39.518 31.665 42.804 -0.445 3.643 2.520 HXT TRP 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 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" RX3 InChI InChI 1.03 "InChI=1S/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" RX3 InChIKey InChI 1.03 IMPJIKIXNAGRCR-RRFVUZEHSA-N # # 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" # # loop_ _pdbx_chem_comp_audit.comp_id _pdbx_chem_comp_audit.action_type _pdbx_chem_comp_audit.date _pdbx_chem_comp_audit.processing_site RX3 "Create component" 2007-01-04 RCSB RX3 "Modify subcomponent list" 2008-03-08 EBI RX3 "Modify processing site" 2008-03-08 EBI RX3 "Modify synonyms" 2008-03-08 EBI RX3 "Modify descriptor" 2011-06-04 RCSB RX3 "Modify subcomponent list" 2012-04-02 RCSB RX3 "Modify synonyms" 2020-06-05 PDBE # _pdbx_chem_comp_synonyms.ordinal 1 _pdbx_chem_comp_synonyms.comp_id RX3 _pdbx_chem_comp_synonyms.name RXPA380 _pdbx_chem_comp_synonyms.provenance ? _pdbx_chem_comp_synonyms.type ? ##