data_B03 # _chem_comp.id B03 _chem_comp.name "D-phenylalanyl-N-(pyridin-2-ylmethyl)-L-prolinamide" _chem_comp.type peptide-like _chem_comp.pdbx_type HETAIN _chem_comp.formula "C20 H24 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 352.430 _chem_comp.one_letter_code ? _chem_comp.three_letter_code B03 _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 3SI3 _chem_comp.pdbx_subcomponent_list "DPN PRO APY" _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 B03 N10 N10 N 0 1 N N N 16.692 -15.367 23.360 -3.051 1.918 -0.771 N DPN 1 B03 C8 C8 C 0 1 N N R 17.971 -14.684 23.340 -2.723 0.582 -0.257 CA DPN 2 B03 C9 C9 C 0 1 N N N 17.759 -13.315 22.749 -1.289 0.561 0.206 C DPN 3 B03 O12 O12 O 0 1 N N N 16.825 -12.615 23.135 -0.718 1.600 0.462 O DPN 4 B03 C7 C7 C 0 1 N N N 18.474 -14.587 24.785 -3.643 0.247 0.919 CB DPN 5 B03 C4 C4 C 0 1 Y N N 19.874 -14.018 24.837 -5.065 0.148 0.431 CG DPN 6 B03 C3 C3 C 0 1 Y N N 20.950 -14.684 24.254 -5.563 -1.066 -0.005 CD1 DPN 7 B03 C5 C5 C 0 1 Y N N 20.085 -12.807 25.468 -5.872 1.270 0.419 CD2 DPN 8 B03 C2 C2 C 0 1 Y N N 22.225 -14.127 24.310 -6.868 -1.158 -0.452 CE1 DPN 9 B03 C6 C6 C 0 1 Y N N 21.354 -12.248 25.518 -7.177 1.178 -0.027 CE2 DPN 10 B03 C1 C1 C 0 1 Y N N 22.435 -12.912 24.940 -7.675 -0.036 -0.463 CZ DPN 11 B03 N11 N11 N 0 1 N N N 18.604 -12.903 21.816 -0.640 -0.613 0.336 N PRO 12 B03 C13 C13 C 0 1 N N S 18.409 -11.583 21.236 0.753 -0.778 0.776 CA PRO 13 B03 C17 C17 C 0 1 N N N 17.065 -11.474 20.570 1.677 -0.045 -0.161 C PRO 14 B03 O28 O28 O 0 1 N N N 16.719 -12.328 19.768 1.224 0.560 -1.110 O PRO 15 B03 C15 C15 C 0 1 N N N 19.513 -11.436 20.192 1.067 -2.289 0.748 CB PRO 16 B03 C16 C16 C 0 1 N N N 20.511 -12.546 20.471 0.010 -2.845 -0.245 CG PRO 17 B03 C14 C14 C 0 1 N N N 19.760 -13.616 21.256 -1.211 -1.945 0.068 CD PRO 18 B03 N18 N18 N 0 1 N N N 16.273 -10.446 20.892 3.008 -0.062 0.053 N APY 19 B03 C19 C19 C 0 1 N N N 14.949 -10.200 20.325 3.906 0.651 -0.858 CM APY 20 B03 C20 C20 C 0 1 Y N N 13.865 -10.088 21.377 5.331 0.476 -0.399 C2 APY 21 B03 C22 C22 C 0 1 Y N N 13.820 -9.002 22.245 6.104 -0.533 -0.942 C3 APY 22 B03 C23 C23 C 0 1 Y N N 12.812 -8.929 23.199 7.413 -0.685 -0.512 C4 APY 23 B03 C24 C24 C 0 1 Y N N 11.864 -9.939 23.262 7.897 0.186 0.452 C5 APY 24 B03 C25 C25 C 0 1 Y N N 11.944 -11.003 22.372 7.063 1.168 0.952 C6 APY 25 B03 N21 N21 N 0 1 Y N N 12.924 -11.054 21.461 5.823 1.284 0.520 N1 APY 26 B03 HN10 HN10 H 0 0 N N N 16.340 -15.444 22.427 -3.987 1.940 -1.147 H DPN 27 B03 HN1A HN1A H 0 0 N N N 16.808 -16.281 23.749 -2.932 2.620 -0.057 H2 DPN 28 B03 H8 H8 H 0 1 N N N 18.716 -15.222 22.735 -2.860 -0.156 -1.047 HA DPN 29 B03 H7 H7 H 0 1 N N N 18.481 -15.594 25.229 -3.571 1.033 1.671 HB2 DPN 30 B03 H7A H7A H 0 1 N N N 17.800 -13.930 25.354 -3.342 -0.704 1.357 HB3 DPN 31 B03 H3 H3 H 0 1 N N N 20.795 -15.631 23.759 -4.933 -1.943 0.004 HD1 DPN 32 B03 H5 H5 H 0 1 N N N 19.255 -12.291 25.927 -5.483 2.218 0.759 HD2 DPN 33 B03 H2 H2 H 0 1 N N N 23.057 -14.647 23.858 -7.257 -2.106 -0.792 HE1 DPN 34 B03 H6 H6 H 0 1 N N N 21.505 -11.296 26.006 -7.808 2.055 -0.036 HE2 DPN 35 B03 H1 H1 H 0 1 N N N 23.425 -12.483 24.983 -8.693 -0.106 -0.816 HZ DPN 36 B03 H13 H13 H 0 1 N N N 18.448 -10.800 22.008 0.870 -0.395 1.790 HA PRO 37 B03 H15 H15 H 0 1 N N N 19.100 -11.533 19.177 2.077 -2.466 0.378 HB2 PRO 38 B03 H15A H15A H 0 0 N N N 19.996 -10.451 20.277 0.934 -2.729 1.736 HB3 PRO 39 B03 H16 H16 H 0 1 N N N 21.359 -12.163 21.057 -0.211 -3.891 -0.032 HG2 PRO 40 B03 H16A H16A H 0 0 N N N 20.899 -12.961 19.529 0.336 -2.718 -1.277 HG3 PRO 41 B03 H14 H14 H 0 1 N N N 20.389 -14.044 22.050 -1.741 -2.315 0.946 HD2 PRO 42 B03 H14A H14A H 0 0 N N N 19.442 -14.442 20.603 -1.882 -1.904 -0.791 HD3 PRO 43 B03 HN18 HN18 H 0 0 N N N 16.612 -9.796 21.572 3.371 -0.546 0.812 HN1 APY 44 B03 H19 H19 H 0 1 N N N 14.984 -9.255 19.763 3.797 0.248 -1.865 HM1 APY 45 B03 H19A H19A H 0 0 N N N 14.698 -11.038 19.658 3.653 1.712 -0.862 HM2 APY 46 B03 H22 H22 H 0 1 N N N 14.563 -8.221 22.178 5.694 -1.194 -1.691 H3 APY 47 B03 H23 H23 H 0 1 N N N 12.768 -8.095 23.884 8.041 -1.465 -0.918 H4 APY 48 B03 H24 H24 H 0 1 N N N 11.072 -9.899 23.995 8.912 0.096 0.810 H5 APY 49 B03 H25 H25 H 0 1 N N N 11.211 -11.795 22.415 7.432 1.848 1.706 H6 APY 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 B03 C1 C2 DOUB Y N 1 B03 C1 C6 SING Y N 2 B03 C2 C3 SING Y N 3 B03 C3 C4 DOUB Y N 4 B03 C4 C5 SING Y N 5 B03 C4 C7 SING N N 6 B03 C5 C6 DOUB Y N 7 B03 C7 C8 SING N N 8 B03 C8 C9 SING N N 9 B03 C8 N10 SING N N 10 B03 C9 N11 SING N N 11 B03 C9 O12 DOUB N N 12 B03 N11 C13 SING N N 13 B03 N11 C14 SING N N 14 B03 C13 C15 SING N N 15 B03 C13 C17 SING N N 16 B03 C14 C16 SING N N 17 B03 C15 C16 SING N N 18 B03 C17 N18 SING N N 19 B03 C17 O28 DOUB N N 20 B03 N18 C19 SING N N 21 B03 C19 C20 SING N N 22 B03 C20 N21 DOUB Y N 23 B03 C20 C22 SING Y N 24 B03 N21 C25 SING Y N 25 B03 C22 C23 DOUB Y N 26 B03 C23 C24 SING Y N 27 B03 C24 C25 DOUB Y N 28 B03 C1 H1 SING N N 29 B03 C2 H2 SING N N 30 B03 C3 H3 SING N N 31 B03 C5 H5 SING N N 32 B03 C6 H6 SING N N 33 B03 C7 H7 SING N N 34 B03 C7 H7A SING N N 35 B03 C8 H8 SING N N 36 B03 N10 HN10 SING N N 37 B03 N10 HN1A SING N N 38 B03 C13 H13 SING N N 39 B03 C14 H14 SING N N 40 B03 C14 H14A SING N N 41 B03 C15 H15 SING N N 42 B03 C15 H15A SING N N 43 B03 C16 H16 SING N N 44 B03 C16 H16A SING N N 45 B03 N18 HN18 SING N N 46 B03 C19 H19 SING N N 47 B03 C19 H19A SING N N 48 B03 C22 H22 SING N N 49 B03 C23 H23 SING N N 50 B03 C24 H24 SING N N 51 B03 C25 H25 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 B03 SMILES ACDLabs 12.01 "O=C(NCc1ncccc1)C3N(C(=O)C(N)Cc2ccccc2)CCC3" B03 InChI InChI 1.03 "InChI=1S/C20H24N4O2/c21-17(13-15-7-2-1-3-8-15)20(26)24-12-6-10-18(24)19(25)23-14-16-9-4-5-11-22-16/h1-5,7-9,11,17-18H,6,10,12-14,21H2,(H,23,25)/t17-,18+/m1/s1" B03 InChIKey InChI 1.03 BUZZZPBDSHVEFR-MSOLQXFVSA-N B03 SMILES_CANONICAL CACTVS 3.370 "N[C@H](Cc1ccccc1)C(=O)N2CCC[C@H]2C(=O)NCc3ccccn3" B03 SMILES CACTVS 3.370 "N[CH](Cc1ccccc1)C(=O)N2CCC[CH]2C(=O)NCc3ccccn3" B03 SMILES_CANONICAL "OpenEye OEToolkits" 1.7.2 "c1ccc(cc1)C[C@H](C(=O)N2CCC[C@H]2C(=O)NCc3ccccn3)N" B03 SMILES "OpenEye OEToolkits" 1.7.2 "c1ccc(cc1)CC(C(=O)N2CCCC2C(=O)NCc3ccccn3)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 B03 "SYSTEMATIC NAME" ACDLabs 12.01 "D-phenylalanyl-N-(pyridin-2-ylmethyl)-L-prolinamide" B03 "SYSTEMATIC NAME" "OpenEye OEToolkits" 1.7.2 "(2S)-1-[(2R)-2-azanyl-3-phenyl-propanoyl]-N-(pyridin-2-ylmethyl)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 B03 "Create component" 2011-06-22 PDBJ #