data_MDL # _chem_comp.id MDL _chem_comp.name "[DEHYDROXY-N-METHYL-TYROSYL-PROLINYL]-[4,4,5,5,5-PENTAFLUORO-3-OXY-1-[3-INDOLYL]-PENT-2-YL]AMINE" _chem_comp.type peptide-like _chem_comp.pdbx_type HETAIN _chem_comp.formula "C28 H29 F5 N4 O3" _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 2011-06-04 _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 564.547 _chem_comp.one_letter_code ? _chem_comp.three_letter_code MDL _chem_comp.pdbx_model_coordinates_details ? _chem_comp.pdbx_model_coordinates_missing_flag N _chem_comp.pdbx_ideal_coordinates_details Corina _chem_comp.pdbx_ideal_coordinates_missing_flag N _chem_comp.pdbx_model_coordinates_db_code 1AD8 _chem_comp.pdbx_subcomponent_list "ZAE PRO 01C" _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 MDL N2 N2 N 0 1 N N N 15.895 -11.037 23.594 -3.937 -0.663 -1.779 N ZAE 1 MDL C6 C6 C 0 1 N N R 17.172 -10.351 23.512 -3.858 -0.217 -0.382 CA ZAE 2 MDL C7 C7 C 0 1 N N N 16.865 -8.997 22.866 -2.491 0.357 -0.114 C ZAE 3 MDL O9 O9 O 0 1 N N N 15.872 -8.352 23.222 -1.849 0.843 -1.020 O ZAE 4 MDL C55 C55 C 0 1 N N N 17.659 -10.194 24.963 -4.920 0.855 -0.128 CB ZAE 5 MDL C57 C57 C 0 1 Y N N 19.133 -9.804 25.110 -6.291 0.248 -0.276 CG ZAE 6 MDL C60 C60 C 0 1 Y N N 20.180 -10.549 24.486 -6.923 -0.309 0.820 CD1 ZAE 7 MDL C64 C64 C 0 1 Y N N 19.473 -8.674 25.889 -6.920 0.254 -1.507 CD2 ZAE 8 MDL C61 C61 C 0 1 Y N N 21.528 -10.114 24.593 -8.181 -0.865 0.684 CE1 ZAE 9 MDL C63 C63 C 0 1 Y N N 20.814 -8.252 26.001 -8.176 -0.307 -1.644 CE2 ZAE 10 MDL C62 C62 C 0 1 Y N N 21.834 -8.955 25.322 -8.808 -0.864 -0.548 CZ ZAE 11 MDL C1 C1 C 0 1 N N N 15.149 -11.279 22.363 -3.414 -2.028 -1.927 C10 ZAE 12 MDL N8 N8 N 0 1 N N N 17.730 -8.570 21.909 -1.981 0.330 1.134 N PRO 13 MDL C18 C18 C 0 1 N N S 17.413 -7.291 21.184 -0.664 0.847 1.533 CA PRO 14 MDL C21 C21 C 0 1 N N N 16.079 -7.350 20.453 0.422 0.099 0.804 C PRO 15 MDL O24 O24 O 0 1 N N N 15.612 -8.418 20.079 0.133 -0.784 0.024 O PRO 16 MDL C15 C15 C 0 1 N N N 18.589 -7.158 20.229 -0.527 0.627 3.054 CB PRO 17 MDL C12 C12 C 0 1 N N N 19.688 -8.048 20.685 -2.001 0.505 3.524 CG PRO 18 MDL C11 C11 C 0 1 N N N 19.008 -9.180 21.445 -2.650 -0.228 2.323 CD PRO 19 MDL N23 N23 N 0 1 N N N 15.479 -6.137 20.352 1.716 0.410 1.019 N 01C 20 MDL C25 C25 C 0 1 N N S 14.268 -5.928 19.557 2.772 -0.317 0.311 CA 01C 21 MDL C26 C26 C 0 1 N N N 13.286 -5.153 20.420 4.022 0.561 0.217 CB 01C 22 MDL C27 C27 C 0 1 Y N N 12.697 -6.057 21.403 3.726 1.766 -0.637 CG 01C 23 MDL C30 C30 C 0 1 Y N N 12.390 -7.392 21.187 3.972 1.894 -1.951 CD1 01C 24 MDL C31 C31 C 0 1 Y N N 12.105 -5.648 22.630 3.109 3.019 -0.193 CD2 01C 25 MDL C32 C32 C 0 1 Y N N 11.389 -6.730 23.111 3.036 3.841 -1.333 CE2 01C 26 MDL N33 N33 N 0 1 Y N N 11.600 -7.783 22.213 3.569 3.128 -2.383 NE1 01C 27 MDL C34 C34 C 0 1 Y N N 10.656 -6.594 24.318 2.488 5.115 -1.220 CZ2 01C 28 MDL C35 C35 C 0 1 Y N N 10.670 -5.378 25.052 2.025 5.554 0.001 CH2 01C 29 MDL C36 C36 C 0 1 Y N N 11.425 -4.282 24.599 2.099 4.739 1.122 CZ3 01C 30 MDL C37 C37 C 0 1 Y N N 12.129 -4.438 23.385 2.634 3.485 1.034 CE3 01C 31 MDL C44 C44 C 0 1 N N N 14.596 -5.133 18.304 3.102 -1.582 1.062 C 01C 32 MDL O46 O46 O 0 1 N N N 13.321 -4.812 17.785 2.727 -1.722 2.201 O 01C 33 MDL C47 C47 C 0 1 N N N 15.428 -6.035 17.324 3.899 -2.670 0.391 C1 01C 34 MDL F48 F48 F 0 1 N N N 14.826 -7.223 17.164 5.187 -2.202 0.114 F11 01C 35 MDL F49 F49 F 0 1 N N N 16.603 -6.276 17.885 3.978 -3.780 1.239 F12 01C 36 MDL C50 C50 C 0 1 N N N 15.777 -5.426 15.994 3.211 -3.075 -0.915 C2 01C 37 MDL F51 F51 F 0 1 N N N 16.375 -6.377 15.335 3.132 -1.965 -1.763 F21 01C 38 MDL F52 F52 F 0 1 N N N 16.591 -4.395 16.133 3.951 -4.086 -1.538 F22 01C 39 MDL F53 F53 F 0 1 N N N 14.678 -5.086 15.409 1.923 -3.544 -0.638 F23 01C 40 MDL HN2 HN2 H 0 1 N N N 15.308 -10.475 24.176 -3.453 -0.022 -2.391 H ZAE 41 MDL H6 H6 H 0 1 N N N 17.945 -10.871 22.927 -4.032 -1.065 0.281 HA ZAE 42 MDL H551 H551 H 0 0 N N N 17.056 -9.405 25.435 -4.804 1.249 0.882 HB2 ZAE 43 MDL H552 H552 H 0 0 N N N 17.516 -11.160 25.470 -4.800 1.663 -0.849 HB3 ZAE 44 MDL H60 H60 H 0 1 N N N 19.946 -11.446 23.931 -6.434 -0.310 1.783 HD1 ZAE 45 MDL H64 H64 H 0 1 N N N 18.697 -8.128 26.404 -6.428 0.693 -2.363 HD2 ZAE 46 MDL H61 H61 H 0 1 N N N 22.317 -10.675 24.114 -8.675 -1.301 1.540 HE1 ZAE 47 MDL H63 H63 H 0 1 N N N 21.061 -7.392 26.606 -8.666 -0.306 -2.607 HE2 ZAE 48 MDL H62 H62 H 0 1 N N N 22.853 -8.599 25.364 -9.790 -1.300 -0.655 HZ ZAE 49 MDL H11 H11 H 0 1 N N N 14.212 -11.804 22.599 -3.561 -2.364 -2.953 H11 ZAE 50 MDL H12 H12 H 0 1 N N N 14.919 -10.318 21.879 -2.349 -2.036 -1.691 H12 ZAE 51 MDL H13 H13 H 0 1 N N N 15.754 -11.897 21.683 -3.942 -2.695 -1.246 H13 ZAE 52 MDL H18 H18 H 0 1 N N N 17.297 -6.429 21.857 -0.600 1.911 1.307 HA PRO 53 MDL H151 H151 H 0 0 N N N 18.939 -6.115 20.218 -0.041 1.480 3.527 HB2 PRO 54 MDL H152 H152 H 0 0 N N N 18.276 -7.448 19.215 0.021 -0.293 3.259 HB3 PRO 55 MDL H121 H121 H 0 0 N N N 20.386 -7.504 21.338 -2.447 1.488 3.669 HG2 PRO 56 MDL H122 H122 H 0 0 N N N 20.255 -8.439 19.828 -2.073 -0.093 4.432 HG3 PRO 57 MDL H111 H111 H 0 0 N N N 19.622 -9.523 22.291 -3.720 -0.024 2.288 HD2 PRO 58 MDL H112 H112 H 0 0 N N N 18.827 -10.050 20.796 -2.470 -1.301 2.391 HD3 PRO 59 MDL HN3 HN3 H 0 1 N N N 15.878 -5.359 20.837 1.948 1.116 1.643 HN3 01C 60 MDL H25 H25 H 0 1 N N N 13.838 -6.892 19.247 2.429 -0.570 -0.693 H25 01C 61 MDL H261 H261 H 0 0 N N N 13.813 -4.338 20.938 4.313 0.886 1.216 H261 01C 62 MDL H262 H262 H 0 0 N N N 12.493 -4.729 19.787 4.835 -0.011 -0.230 H262 01C 63 MDL H30 H30 H 0 1 N N N 12.719 -8.002 20.359 4.422 1.135 -2.574 H30 01C 64 MDL HN33 HN33 H 0 0 N N N 11.218 -8.701 22.316 3.644 3.451 -3.295 HN33 01C 65 MDL H34 H34 H 0 1 N N N 10.078 -7.429 24.685 2.426 5.757 -2.086 H34 01C 66 MDL H35 H35 H 0 1 N N N 10.097 -5.295 25.964 1.600 6.544 0.086 H35 01C 67 MDL H36 H36 H 0 1 N N N 11.465 -3.358 25.157 1.731 5.099 2.071 H36 01C 68 MDL H37 H37 H 0 1 N N N 12.710 -3.607 23.013 2.688 2.856 1.910 H37 01C 69 # 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 MDL C1 N2 SING N N 1 MDL C1 H11 SING N N 2 MDL C1 H12 SING N N 3 MDL C1 H13 SING N N 4 MDL N2 C6 SING N N 5 MDL N2 HN2 SING N N 6 MDL C6 C7 SING N N 7 MDL C6 C55 SING N N 8 MDL C6 H6 SING N N 9 MDL C7 N8 SING N N 10 MDL C7 O9 DOUB N N 11 MDL N8 C11 SING N N 12 MDL N8 C18 SING N N 13 MDL C11 C12 SING N N 14 MDL C11 H111 SING N N 15 MDL C11 H112 SING N N 16 MDL C12 C15 SING N N 17 MDL C12 H121 SING N N 18 MDL C12 H122 SING N N 19 MDL C15 C18 SING N N 20 MDL C15 H151 SING N N 21 MDL C15 H152 SING N N 22 MDL C18 C21 SING N N 23 MDL C18 H18 SING N N 24 MDL C21 N23 SING N N 25 MDL C21 O24 DOUB N N 26 MDL N23 C25 SING N N 27 MDL N23 HN3 SING N N 28 MDL C25 C26 SING N N 29 MDL C25 C44 SING N N 30 MDL C25 H25 SING N N 31 MDL C26 C27 SING N N 32 MDL C26 H261 SING N N 33 MDL C26 H262 SING N N 34 MDL C27 C30 DOUB Y N 35 MDL C27 C31 SING Y N 36 MDL C30 N33 SING Y N 37 MDL C30 H30 SING N N 38 MDL C31 C32 DOUB Y N 39 MDL C31 C37 SING Y N 40 MDL C32 N33 SING Y N 41 MDL C32 C34 SING Y N 42 MDL N33 HN33 SING N N 43 MDL C34 C35 DOUB Y N 44 MDL C34 H34 SING N N 45 MDL C35 C36 SING Y N 46 MDL C35 H35 SING N N 47 MDL C36 C37 DOUB Y N 48 MDL C36 H36 SING N N 49 MDL C37 H37 SING N N 50 MDL C44 O46 DOUB N N 51 MDL C44 C47 SING N N 52 MDL C47 F48 SING N N 53 MDL C47 F49 SING N N 54 MDL C47 C50 SING N N 55 MDL C50 F51 SING N N 56 MDL C50 F52 SING N N 57 MDL C50 F53 SING N N 58 MDL C55 C57 SING N N 59 MDL C55 H551 SING N N 60 MDL C55 H552 SING N N 61 MDL C57 C60 DOUB Y N 62 MDL C57 C64 SING Y N 63 MDL C60 C61 SING Y N 64 MDL C60 H60 SING N N 65 MDL C61 C62 DOUB Y N 66 MDL C61 H61 SING N N 67 MDL C62 C63 SING Y N 68 MDL C62 H62 SING N N 69 MDL C63 C64 DOUB Y N 70 MDL C63 H63 SING N N 71 MDL C64 H64 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 MDL SMILES ACDLabs 12.01 "O=C(NC(C(=O)C(F)(F)C(F)(F)F)Cc2c1ccccc1nc2)C4N(C(=O)C(NC)Cc3ccccc3)CCC4" MDL SMILES_CANONICAL CACTVS 3.370 "CN[C@H](Cc1ccccc1)C(=O)N2CCC[C@H]2C(=O)N[C@@H](Cc3c[nH]c4ccccc34)C(=O)C(F)(F)C(F)(F)F" MDL SMILES CACTVS 3.370 "CN[CH](Cc1ccccc1)C(=O)N2CCC[CH]2C(=O)N[CH](Cc3c[nH]c4ccccc34)C(=O)C(F)(F)C(F)(F)F" MDL SMILES_CANONICAL "OpenEye OEToolkits" 1.7.0 "CN[C@H](Cc1ccccc1)C(=O)N2CCC[C@H]2C(=O)N[C@@H](Cc3c[nH]c4c3cccc4)C(=O)C(C(F)(F)F)(F)F" MDL SMILES "OpenEye OEToolkits" 1.7.0 "CNC(Cc1ccccc1)C(=O)N2CCCC2C(=O)NC(Cc3c[nH]c4c3cccc4)C(=O)C(C(F)(F)F)(F)F" MDL InChI InChI 1.03 "InChI=1S/C28H29F5N4O3/c1-34-22(14-17-8-3-2-4-9-17)26(40)37-13-7-12-23(37)25(39)36-21(24(38)27(29,30)28(31,32)33)15-18-16-35-20-11-6-5-10-19(18)20/h2-6,8-11,16,21-23,34-35H,7,12-15H2,1H3,(H,36,39)/t21-,22+,23-/m0/s1" MDL InChIKey InChI 1.03 WFJABZVISMTOSO-ZRBLBEILSA-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 MDL "SYSTEMATIC NAME" ACDLabs 12.01 "N-methyl-D-phenylalanyl-N-[(2S)-4,4,5,5,5-pentafluoro-1-(1H-indol-3-yl)-3-oxopentan-2-yl]-L-prolinamide" MDL "SYSTEMATIC NAME" "OpenEye OEToolkits" 1.7.0 "(2S)-1-[(2R)-2-(methylamino)-3-phenyl-propanoyl]-N-[(2S)-4,4,5,5,5-pentafluoro-1-(1H-indol-3-yl)-3-oxo-pentan-2-yl]pyrrolidine-2-carboxamide" # loop_ _pdbx_chem_comp_audit.comp_id _pdbx_chem_comp_audit.action_type _pdbx_chem_comp_audit.date _pdbx_chem_comp_audit.processing_site MDL "Create component" 1999-07-08 RCSB MDL "Modify subcomponent list" 2011-02-22 RCSB MDL "Modify descriptor" 2011-06-04 RCSB #