data_19M # _chem_comp.id 19M _chem_comp.name "(2S)-2-[[(2S)-2-[2-[(2-azanyl-4-oxidanylidene-1H-pteridin-7-yl)carbonylamino]ethanoylamino]-3-phenyl-propanoyl]amino]-3-phenyl-propanoic acid" _chem_comp.type peptide-like _chem_comp.pdbx_type HETAIN _chem_comp.formula "C27 H26 N8 O6" _chem_comp.mon_nstd_parent_comp_id ? _chem_comp.pdbx_synonyms ? _chem_comp.pdbx_formal_charge 0 _chem_comp.pdbx_initial_date 2012-11-09 _chem_comp.pdbx_modified_date 2012-12-21 _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 558.545 _chem_comp.one_letter_code ? _chem_comp.three_letter_code 19M _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 4HUP _chem_comp.pdbx_subcomponent_list "JP2 GLY PHE PHE" _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 19M C1 C1 C 0 1 N N N -23.729 8.694 -6.149 -7.276 2.066 1.076 C1 JP2 1 19M N1 N1 N 0 1 N N N -24.072 8.042 -5.003 -7.385 3.011 2.056 N1 JP2 2 19M O1 O1 O 0 1 N N N -21.896 8.128 -9.117 -9.353 0.430 -1.104 O1 JP2 3 19M C2 C2 C 0 1 N N N -22.601 8.683 -8.243 -8.333 0.767 -0.529 C2 JP2 4 19M N2 N2 N 0 1 N N N -22.960 8.068 -7.095 -8.366 1.689 0.443 N2 JP2 5 19M C3 C3 C 0 1 Y N N -23.066 10.069 -8.441 -7.028 0.169 -0.886 C3 JP2 6 19M N3 N3 N 0 1 N N N -24.170 9.952 -6.291 -6.047 1.552 0.807 N3 JP2 7 19M O2 O2 O 0 1 N N N -25.257 14.458 -8.005 -3.172 -2.240 -2.627 O3 JP2 8 19M C4 C4 C 0 1 Y N N -23.891 10.668 -7.377 -5.888 0.600 -0.179 C4 JP2 9 19M N4 N4 N 0 1 Y N N -24.328 11.926 -7.532 -4.703 0.090 -0.468 N4 JP2 10 19M C5 C5 C 0 1 Y N N -24.005 12.597 -8.655 -4.598 -0.826 -1.425 C5 JP2 11 19M N5 N5 N 0 1 Y N N -22.764 10.772 -9.543 -6.917 -0.748 -1.836 N5 JP2 12 19M C6 C6 C 0 1 Y N N -23.223 12.017 -9.654 -5.733 -1.253 -2.121 C6 JP2 13 19M C7 C7 C 0 1 N N N -24.523 13.983 -8.852 -3.271 -1.402 -1.753 C7 JP2 14 19M N6 N6 N 0 1 N N N -24.246 14.634 -9.978 -2.176 -0.997 -1.080 N GLY 15 19M C8 C8 C 0 1 N N N -24.664 16.016 -10.103 -0.865 -1.566 -1.404 CA GLY 16 19M C9 C9 C 0 1 N N N -25.335 16.282 -11.423 0.184 -0.949 -0.516 C GLY 17 19M O3 O3 O 0 1 N N N -25.616 17.423 -11.734 -0.132 -0.116 0.307 O GLY 18 19M N7 N7 N 0 1 N N N -25.585 15.229 -12.198 1.473 -1.323 -0.635 N PHE 19 19M C10 C10 C 0 1 N N S -26.093 15.379 -13.553 2.493 -0.723 0.229 CA PHE 20 19M C18 C18 C 0 1 N N N -27.576 15.134 -13.601 3.836 -0.800 -0.451 C PHE 21 19M O4 O4 O 0 1 N N N -28.182 15.168 -14.660 3.932 -1.307 -1.549 O PHE 22 19M C11 C11 C 0 1 N N N -25.356 14.442 -14.514 2.549 -1.483 1.556 CB PHE 23 19M C12 C12 C 0 1 Y N N -25.452 13.026 -13.988 1.246 -1.303 2.292 CG PHE 24 19M C13 C13 C 0 1 Y N N -26.488 12.192 -14.406 1.086 -0.243 3.165 CD1 PHE 25 19M C17 C17 C 0 1 Y N N -24.510 12.554 -13.082 0.209 -2.195 2.091 CD2 PHE 26 19M C14 C14 C 0 1 Y N N -26.586 10.893 -13.928 -0.108 -0.078 3.841 CE1 PHE 27 19M C16 C16 C 0 1 Y N N -24.609 11.250 -12.605 -0.985 -2.030 2.766 CE2 PHE 28 19M C15 C15 C 0 1 Y N N -25.643 10.422 -13.020 -1.143 -0.973 3.643 CZ PHE 29 19M N8 N8 N 0 1 N N N -28.164 14.881 -12.433 4.930 -0.307 0.161 N PHE 30 19M C19 C19 C 0 1 N N S -29.598 14.718 -12.295 6.236 -0.382 -0.499 CA PHE 31 19M C27 C27 C 0 1 N N N -30.323 16.035 -12.341 6.863 -1.724 -0.222 C PHE 32 19M O6 O6 O 0 1 N N N -31.500 16.089 -12.668 6.279 -2.534 0.458 O PHE 33 19M C20 C20 C 0 1 N N N -29.885 14.027 -10.967 7.144 0.726 0.038 CB PHE 34 19M C21 C21 C 0 1 Y N N -29.348 12.611 -10.995 6.579 2.069 -0.347 CG PHE 35 19M C22 C22 C 0 1 Y N N -30.001 11.630 -11.739 6.948 2.657 -1.543 CD1 PHE 36 19M C26 C26 C 0 1 Y N N -28.201 12.283 -10.272 5.688 2.711 0.493 CD2 PHE 37 19M C23 C23 C 0 1 Y N N -29.510 10.327 -11.763 6.430 3.889 -1.895 CE1 PHE 38 19M C25 C25 C 0 1 Y N N -27.711 10.978 -10.300 5.169 3.942 0.139 CE2 PHE 39 19M C24 C24 C 0 1 Y N N -28.365 9.999 -11.041 5.543 4.533 -1.053 CZ PHE 40 19M O5 O5 O 0 1 N N N -29.690 17.163 -12.017 8.070 -2.019 -0.730 OXT PHE 41 19M H2 H2 H 0 1 N N N -23.763 7.104 -4.850 -8.253 3.388 2.272 HN1 JP2 42 19M H3 H3 H 0 1 N N N -24.633 8.502 -4.315 -6.597 3.303 2.540 HN1A JP2 43 19M H4 H4 H 0 1 N N N -24.721 10.362 -5.564 -5.275 1.862 1.306 HN3 JP2 44 19M H1 H1 H 0 1 N N N -22.984 12.591 -10.537 -5.639 -2.001 -2.895 H6 JP2 45 19M H26 H26 H 0 1 N N N -23.759 14.179 -10.724 -2.255 -0.328 -0.382 H GLY 46 19M H5 H5 H 0 1 N N N -23.780 16.664 -10.017 -0.888 -2.644 -1.245 HA2 GLY 47 19M H6 H6 H 0 1 N N N -25.370 16.249 -9.292 -0.626 -1.358 -2.447 HA3 GLY 48 19M H25 H25 H 0 1 N N N -25.419 14.310 -11.839 1.726 -1.989 -1.293 H PHE 49 19M H17 H17 H 0 1 N N N -25.908 16.411 -13.885 2.241 0.320 0.418 HA PHE 50 19M H18 H18 H 0 1 N N N -24.299 14.740 -14.582 2.713 -2.543 1.361 HB2 PHE 51 19M H19 H19 H 0 1 N N N -25.818 14.498 -15.511 3.366 -1.094 2.163 HB3 PHE 52 19M H24 H24 H 0 1 N N N -27.221 12.560 -15.108 1.895 0.456 3.320 HD1 PHE 53 19M H20 H20 H 0 1 N N N -23.706 13.195 -12.750 0.333 -3.020 1.405 HD2 PHE 54 19M H23 H23 H 0 1 N N N -27.389 10.252 -14.259 -0.233 0.749 4.523 HE1 PHE 55 19M H21 H21 H 0 1 N N N -23.874 10.879 -11.906 -1.796 -2.726 2.609 HE2 PHE 56 19M H22 H22 H 0 1 N N N -25.715 9.414 -12.639 -2.076 -0.844 4.171 HZ PHE 57 19M H16 H16 H 0 1 N N N -27.592 14.800 -11.617 4.854 0.098 1.039 H PHE 58 19M H8 H8 H 0 1 N N N -29.974 14.080 -13.108 6.107 -0.257 -1.574 HA PHE 59 19M H9 H9 H 0 1 N N N -29.399 14.585 -10.153 7.202 0.654 1.124 HB2 PHE 60 19M H10 H10 H 0 1 N N N -30.971 14.002 -10.797 8.142 0.616 -0.387 HB3 PHE 61 19M H15 H15 H 0 1 N N N -30.890 11.881 -12.298 7.641 2.154 -2.201 HD1 PHE 62 19M H11 H11 H 0 1 N N N -27.693 13.039 -9.691 5.396 2.249 1.425 HD2 PHE 63 19M H14 H14 H 0 1 N N N -30.018 9.570 -12.342 6.719 4.349 -2.829 HE1 PHE 64 19M H12 H12 H 0 1 N N N -26.820 10.726 -9.744 4.473 4.443 0.795 HE2 PHE 65 19M H13 H13 H 0 1 N N N -27.986 8.988 -11.056 5.139 5.496 -1.329 HZ PHE 66 19M H7 H7 H 0 1 N N N -30.289 17.896 -12.093 8.431 -2.892 -0.524 HXT PHE 67 # 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 19M O4 C18 DOUB N N 1 19M C11 C12 SING N N 2 19M C11 C10 SING N N 3 19M C13 C12 DOUB Y N 4 19M C13 C14 SING Y N 5 19M C12 C17 SING Y N 6 19M C14 C15 DOUB Y N 7 19M C18 C10 SING N N 8 19M C18 N8 SING N N 9 19M C10 N7 SING N N 10 19M C17 C16 DOUB Y N 11 19M C15 C16 SING Y N 12 19M O6 C27 DOUB N N 13 19M N8 C19 SING N N 14 19M C27 C19 SING N N 15 19M C27 O5 SING N N 16 19M C19 C20 SING N N 17 19M N7 C9 SING N N 18 19M C23 C22 DOUB Y N 19 19M C23 C24 SING Y N 20 19M C22 C21 SING Y N 21 19M O3 C9 DOUB N N 22 19M C9 C8 SING N N 23 19M C24 C25 DOUB Y N 24 19M C21 C20 SING N N 25 19M C21 C26 DOUB Y N 26 19M C25 C26 SING Y N 27 19M C8 N6 SING N N 28 19M N6 C7 SING N N 29 19M C6 N5 DOUB Y N 30 19M C6 C5 SING Y N 31 19M N5 C3 SING Y N 32 19M O1 C2 DOUB N N 33 19M C7 C5 SING N N 34 19M C7 O2 DOUB N N 35 19M C5 N4 DOUB Y N 36 19M C3 C2 SING N N 37 19M C3 C4 DOUB Y N 38 19M C2 N2 SING N N 39 19M N4 C4 SING Y N 40 19M C4 N3 SING N N 41 19M N2 C1 DOUB N N 42 19M N3 C1 SING N N 43 19M C1 N1 SING N N 44 19M C6 H1 SING N N 45 19M N1 H2 SING N N 46 19M N1 H3 SING N N 47 19M C8 H5 SING N N 48 19M C8 H6 SING N N 49 19M O5 H7 SING N N 50 19M C19 H8 SING N N 51 19M C20 H9 SING N N 52 19M C20 H10 SING N N 53 19M C26 H11 SING N N 54 19M C25 H12 SING N N 55 19M C24 H13 SING N N 56 19M C23 H14 SING N N 57 19M C22 H15 SING N N 58 19M N8 H16 SING N N 59 19M C10 H17 SING N N 60 19M C11 H18 SING N N 61 19M C11 H19 SING N N 62 19M C17 H20 SING N N 63 19M C16 H21 SING N N 64 19M C15 H22 SING N N 65 19M C14 H23 SING N N 66 19M C13 H24 SING N N 67 19M N7 H25 SING N N 68 19M N6 H26 SING N N 69 19M N3 H4 SING N N 70 # 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 19M InChI InChI 1.03 "InChI=1S/C27H26N8O6/c28-27-34-22-21(25(39)35-27)29-13-19(32-22)23(37)30-14-20(36)31-17(11-15-7-3-1-4-8-15)24(38)33-18(26(40)41)12-16-9-5-2-6-10-16/h1-10,13,17-18H,11-12,14H2,(H,30,37)(H,31,36)(H,33,38)(H,40,41)(H3,28,32,34,35,39)/t17-,18-/m0/s1" 19M InChIKey InChI 1.03 ANWDLDKKFUMOHP-ROUUACIJSA-N 19M SMILES_CANONICAL CACTVS 3.370 "NC1=NC(=O)c2ncc(nc2N1)C(=O)NCC(=O)N[C@@H](Cc3ccccc3)C(=O)N[C@@H](Cc4ccccc4)C(O)=O" 19M SMILES CACTVS 3.370 "NC1=NC(=O)c2ncc(nc2N1)C(=O)NCC(=O)N[CH](Cc3ccccc3)C(=O)N[CH](Cc4ccccc4)C(O)=O" 19M SMILES_CANONICAL "OpenEye OEToolkits" 1.7.6 "c1ccc(cc1)C[C@@H](C(=O)N[C@@H](Cc2ccccc2)C(=O)O)NC(=O)CNC(=O)c3cnc4c(n3)NC(=NC4=O)N" 19M SMILES "OpenEye OEToolkits" 1.7.6 "c1ccc(cc1)CC(C(=O)NC(Cc2ccccc2)C(=O)O)NC(=O)CNC(=O)c3cnc4c(n3)NC(=NC4=O)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 19M "SYSTEMATIC NAME" "OpenEye OEToolkits" 1.7.6 "(2S)-2-[[(2S)-2-[2-[(2-azanyl-4-oxidanylidene-1H-pteridin-7-yl)carbonylamino]ethanoylamino]-3-phenyl-propanoyl]amino]-3-phenyl-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 19M "Create component" 2012-11-09 RCSB 19M "Initial release" 2012-12-21 RCSB #