data_B01 # _chem_comp.id B01 _chem_comp.name "D-phenylalanyl-N-[(4-chloropyridin-2-yl)methyl]-L-prolinamide" _chem_comp.type peptide-like _chem_comp.pdbx_type HETAIN _chem_comp.formula "C20 H23 Cl N4 O2" _chem_comp.mon_nstd_parent_comp_id ? _chem_comp.pdbx_synonyms ? _chem_comp.pdbx_formal_charge 0 _chem_comp.pdbx_initial_date 2011-06-22 _chem_comp.pdbx_modified_date 2012-06-15 _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 386.875 _chem_comp.one_letter_code ? _chem_comp.three_letter_code B01 _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 3SHC _chem_comp.pdbx_subcomponent_list "DPN PRO NNY" _chem_comp.pdbx_processing_site PDBJ # 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 B01 N21 N21 N 0 1 N N N 16.467 -16.047 23.148 -3.565 1.677 -1.111 N DPN 1 B01 C8 C8 C 0 1 N N R 17.630 -15.185 23.270 -3.356 0.396 -0.423 CA DPN 2 B01 C9 C9 C 0 1 N N N 17.283 -13.821 22.735 -1.900 0.251 -0.062 C DPN 3 B01 O25 O25 O 0 1 N N N 16.296 -13.228 23.154 -1.189 1.232 -0.008 O DPN 4 B01 C7 C7 C 0 1 N N N 18.020 -15.084 24.741 -4.203 0.357 0.850 CB DPN 5 B01 C6 C6 C 0 1 Y N N 19.438 -14.568 24.854 -5.665 0.378 0.483 CG DPN 6 B01 C1 C1 C 0 1 Y N N 20.448 -15.111 24.060 -6.342 -0.809 0.273 CD1 DPN 7 B01 C5 C5 C 0 1 Y N N 19.736 -13.558 25.765 -6.328 1.584 0.357 CD2 DPN 8 B01 C2 C2 C 0 1 Y N N 21.754 -14.637 24.172 -7.682 -0.789 -0.064 CE1 DPN 9 B01 C4 C4 C 0 1 Y N N 21.038 -13.084 25.876 -7.669 1.603 0.019 CE2 DPN 10 B01 C3 C3 C 0 1 Y N N 22.046 -13.624 25.077 -8.346 0.417 -0.191 CZ DPN 11 B01 N22 N22 N 0 1 N N N 18.077 -13.308 21.795 -1.389 -0.968 0.200 N PRO 12 B01 C10 C10 C 0 1 N N S 17.774 -11.988 21.233 0.032 -1.267 0.455 CA PRO 13 B01 C11 C11 C 0 1 N N N 16.383 -11.963 20.655 0.913 -0.410 -0.417 C PRO 14 B01 O26 O26 O 0 1 N N N 15.996 -12.911 19.989 0.493 0.015 -1.472 O PRO 15 B01 C14 C14 C 0 1 N N N 18.809 -11.800 20.129 0.196 -2.762 0.084 CB PRO 16 B01 C15 C15 C 0 1 N N N 19.506 -13.137 19.937 -1.152 -3.354 0.574 CG PRO 17 B01 C16 C16 C 0 1 N N N 19.271 -13.926 21.216 -2.156 -2.220 0.279 CD PRO 18 B01 C12 C12 C 0 1 N N N 14.233 -10.704 20.440 3.025 0.717 -0.871 C12 NNY 19 B01 C13 C13 C 0 1 Y N N 13.264 -10.604 21.602 4.367 0.895 -0.208 C13 NNY 20 B01 C17 C17 C 0 1 Y N N 11.522 -11.570 22.836 5.689 2.048 1.286 C17 NNY 21 B01 C18 C18 C 0 1 Y N N 11.478 -10.481 23.707 6.777 1.243 1.006 C18 NNY 22 B01 C19 C19 C 0 1 Y N N 12.362 -9.424 23.520 6.642 0.226 0.072 C19 NNY 23 B01 C20 C20 C 0 1 Y N N 13.259 -9.496 22.452 5.410 0.054 -0.544 C20 NNY 24 B01 N23 N23 N 0 1 N N N 15.607 -10.901 20.908 2.168 -0.116 -0.023 N23 NNY 25 B01 N24 N24 N 0 1 Y N N 12.397 -11.616 21.818 4.533 1.854 0.681 N24 NNY 26 B01 CL27 CL27 CL 0 0 N N N 12.330 -7.999 24.640 7.981 -0.810 -0.314 CL27 NNY 27 B01 HN21 HN21 H 0 0 N N N 16.204 -16.119 22.186 -3.299 2.452 -0.522 H DPN 28 B01 HN2A HN2A H 0 0 N N N 16.687 -16.956 23.502 -3.067 1.702 -1.988 H2 DPN 29 B01 H8 H8 H 0 1 N N N 18.474 -15.597 22.698 -3.651 -0.422 -1.081 HA DPN 30 B01 H7 H7 H 0 1 N N N 17.954 -16.078 25.207 -3.971 1.225 1.468 HB2 DPN 31 B01 H7A H7A H 0 1 N N N 17.336 -14.392 25.255 -3.982 -0.554 1.406 HB3 DPN 32 B01 H1 H1 H 0 1 N N N 20.218 -15.899 23.358 -5.824 -1.751 0.376 HD1 DPN 33 B01 H5 H5 H 0 1 N N N 18.955 -13.143 26.385 -5.799 2.511 0.521 HD2 DPN 34 B01 H2 H2 H 0 1 N N N 22.537 -15.056 23.557 -8.211 -1.717 -0.229 HE1 DPN 35 B01 H4 H4 H 0 1 N N N 21.269 -12.298 26.580 -8.187 2.546 -0.080 HE2 DPN 36 B01 H3 H3 H 0 1 N N N 23.057 -13.253 25.162 -9.393 0.432 -0.455 HZ DPN 37 B01 H10 H10 H 0 1 N N N 17.814 -11.192 21.991 0.271 -1.109 1.507 HA PRO 38 B01 H14 H14 H 0 1 N N N 18.318 -11.489 19.195 0.308 -2.886 -0.993 HB2 PRO 39 B01 H14A H14A H 0 0 N N N 19.538 -11.028 20.417 1.036 -3.207 0.617 HB3 PRO 40 B01 H15 H15 H 0 1 N N N 19.087 -13.671 19.071 -1.407 -4.251 0.010 HG2 PRO 41 B01 H15A H15A H 0 0 N N N 20.583 -12.991 19.766 -1.113 -3.567 1.642 HG3 PRO 42 B01 H16 H16 H 0 1 N N N 19.108 -14.993 21.005 -2.659 -2.407 -0.669 HD2 PRO 43 B01 H16A H16A H 0 0 N N N 20.132 -13.852 21.897 -2.889 -2.155 1.084 HD3 PRO 44 B01 H12 H12 H 0 1 N N N 13.946 -11.559 19.810 2.559 1.692 -1.013 H12 NNY 45 B01 H12A H12A H 0 0 N N N 14.186 -9.773 19.857 3.159 0.234 -1.839 H12A NNY 46 B01 H17 H17 H 0 1 N N N 10.838 -12.393 22.983 5.785 2.842 2.012 H17 NNY 47 B01 H18 H18 H 0 1 N N N 10.765 -10.459 24.518 7.721 1.407 1.505 H18 NNY 48 B01 H20 H20 H 0 1 N N N 13.955 -8.688 22.282 5.269 -0.728 -1.276 H20 NNY 49 B01 HN23 HN23 H 0 0 N N N 16.003 -10.174 21.469 2.505 -0.456 0.821 HN23 NNY 50 # 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 B01 C1 C2 DOUB Y N 1 B01 C1 C6 SING Y N 2 B01 C2 C3 SING Y N 3 B01 C3 C4 DOUB Y N 4 B01 C4 C5 SING Y N 5 B01 C5 C6 DOUB Y N 6 B01 C6 C7 SING N N 7 B01 C7 C8 SING N N 8 B01 C8 C9 SING N N 9 B01 C8 N21 SING N N 10 B01 C9 N22 SING N N 11 B01 C9 O25 DOUB N N 12 B01 C10 C11 SING N N 13 B01 C10 C14 SING N N 14 B01 C10 N22 SING N N 15 B01 C11 N23 SING N N 16 B01 C11 O26 DOUB N N 17 B01 C12 C13 SING N N 18 B01 C12 N23 SING N N 19 B01 C13 C20 DOUB Y N 20 B01 C13 N24 SING Y N 21 B01 C14 C15 SING N N 22 B01 C15 C16 SING N N 23 B01 C16 N22 SING N N 24 B01 C17 C18 SING Y N 25 B01 C17 N24 DOUB Y N 26 B01 C18 C19 DOUB Y N 27 B01 C19 C20 SING Y N 28 B01 C19 CL27 SING N N 29 B01 C1 H1 SING N N 30 B01 C2 H2 SING N N 31 B01 C3 H3 SING N N 32 B01 C4 H4 SING N N 33 B01 C5 H5 SING N N 34 B01 C7 H7 SING N N 35 B01 C7 H7A SING N N 36 B01 C8 H8 SING N N 37 B01 C10 H10 SING N N 38 B01 C12 H12 SING N N 39 B01 C12 H12A SING N N 40 B01 C14 H14 SING N N 41 B01 C14 H14A SING N N 42 B01 C15 H15 SING N N 43 B01 C15 H15A SING N N 44 B01 C16 H16 SING N N 45 B01 C16 H16A SING N N 46 B01 C17 H17 SING N N 47 B01 C18 H18 SING N N 48 B01 C20 H20 SING N N 49 B01 N21 HN21 SING N N 50 B01 N21 HN2A SING N N 51 B01 N23 HN23 SING N N 52 # 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 B01 SMILES ACDLabs 12.01 "O=C(NCc1nccc(Cl)c1)C3N(C(=O)C(N)Cc2ccccc2)CCC3" B01 InChI InChI 1.03 "InChI=1S/C20H23ClN4O2/c21-15-8-9-23-16(12-15)13-24-19(26)18-7-4-10-25(18)20(27)17(22)11-14-5-2-1-3-6-14/h1-3,5-6,8-9,12,17-18H,4,7,10-11,13,22H2,(H,24,26)/t17-,18+/m1/s1" B01 InChIKey InChI 1.03 HLPBLACQLHRYRL-MSOLQXFVSA-N B01 SMILES_CANONICAL CACTVS 3.370 "N[C@H](Cc1ccccc1)C(=O)N2CCC[C@H]2C(=O)NCc3cc(Cl)ccn3" B01 SMILES CACTVS 3.370 "N[CH](Cc1ccccc1)C(=O)N2CCC[CH]2C(=O)NCc3cc(Cl)ccn3" B01 SMILES_CANONICAL "OpenEye OEToolkits" 1.7.2 "c1ccc(cc1)C[C@H](C(=O)N2CCC[C@H]2C(=O)NCc3cc(ccn3)Cl)N" B01 SMILES "OpenEye OEToolkits" 1.7.2 "c1ccc(cc1)CC(C(=O)N2CCCC2C(=O)NCc3cc(ccn3)Cl)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 B01 "SYSTEMATIC NAME" ACDLabs 12.01 "D-phenylalanyl-N-[(4-chloropyridin-2-yl)methyl]-L-prolinamide" B01 "SYSTEMATIC NAME" "OpenEye OEToolkits" 1.7.2 "(2S)-1-[(2R)-2-azanyl-3-phenyl-propanoyl]-N-[(4-chloranylpyridin-2-yl)methyl]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 B01 "Create component" 2011-06-22 PDBJ #