data_NC1 # _chem_comp.id NC1 _chem_comp.name "NITROCEFIN ACYL-SERINE" _chem_comp.type "L-PEPTIDE LINKING" _chem_comp.pdbx_type ATOMP _chem_comp.formula "C24 H21 N5 O11 S2" _chem_comp.mon_nstd_parent_comp_id SER _chem_comp.pdbx_synonyms ? _chem_comp.pdbx_formal_charge -2 _chem_comp.pdbx_initial_date 2002-10-08 _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 NC2 _chem_comp.formula_weight 619.580 _chem_comp.one_letter_code S _chem_comp.three_letter_code NC1 _chem_comp.pdbx_model_coordinates_details ? _chem_comp.pdbx_model_coordinates_missing_flag Y _chem_comp.pdbx_ideal_coordinates_details ? _chem_comp.pdbx_ideal_coordinates_missing_flag N _chem_comp.pdbx_model_coordinates_db_code 1MWS _chem_comp.pdbx_subcomponent_list ? _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 NC1 S1 S1 S 0 1 N N N 27.835 27.343 89.672 3.034 -2.723 -2.847 S1 NC1 1 NC1 C2 C2 C 0 1 N N R 26.366 27.095 88.611 1.599 -3.831 -3.005 C2 NC1 2 NC1 N3 N3 N 0 1 N N N 25.928 28.280 87.874 0.363 -3.102 -2.809 N3 NC1 3 NC1 C4 C4 C 0 1 N N N 26.607 29.456 87.622 0.166 -2.076 -1.905 C4 NC1 4 NC1 C5 C5 C 0 1 N N N 28.049 29.712 88.084 1.147 -1.522 -1.157 C5 NC1 5 NC1 C6 C6 C 0 1 N N N 28.773 28.609 88.810 2.594 -1.972 -1.252 C6 NC1 6 NC1 C7 C7 C 0 1 N N N 25.613 26.082 86.392 0.439 -5.432 -4.528 C7 NC1 7 NC1 O8 O8 O 0 1 N N N 26.044 26.174 85.216 0.294 -6.410 -3.801 O8 NC1 8 NC1 C9 C9 C 0 1 N N R 26.561 25.889 87.607 1.607 -4.470 -4.388 C9 NC1 9 NC1 N10 N10 N 0 1 N N N 27.966 25.812 87.077 1.594 -3.448 -5.401 N10 NC1 10 NC1 C11 C11 C 0 1 N N N 28.810 24.710 87.508 2.187 -3.616 -6.647 C11 NC1 11 NC1 O12 O12 O 0 1 N N N 28.430 23.810 88.295 2.775 -4.631 -7.013 O12 NC1 12 NC1 C13 C13 C 0 1 N N N 30.235 24.713 86.967 2.019 -2.386 -7.518 C13 NC1 13 NC1 C14 C14 C 0 1 Y N N 31.034 25.659 87.804 2.604 -2.547 -8.897 C14 NC1 14 NC1 S15 S15 S 0 1 Y N N 31.745 26.972 87.080 3.804 -1.457 -9.406 S15 NC1 15 NC1 C16 C16 C 0 1 Y N N 32.426 27.553 88.538 3.922 -2.247 -10.920 C16 NC1 16 NC1 C17 C17 C 0 1 Y N N 32.090 26.722 89.557 3.058 -3.315 -11.015 C17 NC1 17 NC1 C18 C18 C 0 1 Y N N 31.291 25.595 89.260 2.288 -3.487 -9.829 C18 NC1 18 NC1 C19 C19 C 0 1 N N N 25.780 30.491 86.829 -1.283 -1.588 -1.791 C19 NC1 19 NC1 O20 O20 O 0 1 N N N 26.228 31.602 86.482 -1.966 -2.193 -0.928 O20 NC1 20 NC1 O21 O21 O -1 1 N N N 24.654 30.088 86.578 -1.578 -0.654 -2.576 O21 NC1 21 NC1 C22 C22 C 0 1 N N N 28.732 30.992 87.863 0.957 -0.467 -0.182 C22 NC1 22 NC1 C23 C23 C 0 1 N N N 30.005 31.240 88.221 1.963 0.043 0.530 C23 NC1 23 NC1 C24 C24 C 0 1 Y N N 30.582 32.599 88.116 1.818 1.108 1.538 C24 NC1 24 NC1 C25 C25 C 0 1 Y N N 31.926 32.878 88.432 1.950 2.446 1.196 C25 NC1 25 NC1 C26 C26 C 0 1 Y N N 32.416 34.275 88.318 1.806 3.423 2.181 C26 NC1 26 NC1 C27 C27 C 0 1 Y N N 31.597 35.281 87.909 1.533 3.052 3.498 C27 NC1 27 NC1 C28 C28 C 0 1 Y N N 30.180 34.986 87.570 1.402 1.703 3.829 C28 NC1 28 NC1 C29 C29 C 0 1 Y N N 29.701 33.719 87.668 1.546 0.726 2.844 C29 NC1 29 NC1 N30 N30 N 1 1 N N N 32.824 31.948 88.831 2.229 2.859 -0.138 N30 NC1 30 NC1 O31 O31 O -1 1 N N N 32.494 30.522 88.976 2.336 4.083 -0.381 O31 NC1 31 NC1 O32 O32 O 0 1 N N N 34.106 32.328 89.102 2.360 1.985 -1.026 O32 NC1 32 NC1 N33 N33 N 1 1 N N N 32.070 36.530 87.805 1.385 4.047 4.500 N33 NC1 33 NC1 O34 O34 O -1 1 N N N 31.174 37.643 87.342 1.138 3.691 5.678 O34 NC1 34 NC1 O35 O35 O 0 1 N N N 33.381 36.794 88.116 1.506 5.254 4.182 O35 NC1 35 NC1 N N N 0 1 N N N 23.942 25.076 83.876 -3.637 -6.201 -6.945 N NC1 36 NC1 CA CA C 0 1 N N S 22.964 25.364 84.921 -2.422 -5.419 -6.870 CA NC1 37 NC1 CB CB C 0 1 N N N 23.431 26.546 85.765 -1.545 -5.918 -5.724 CB NC1 38 NC1 OG OG O 0 1 N N N 24.307 26.122 86.814 -0.409 -5.070 -5.532 OG NC1 39 NC1 C C C 0 1 N N N 21.539 25.624 84.440 -1.734 -5.314 -8.243 C NC1 40 NC1 O O O 0 1 N N N 20.610 25.668 85.253 -1.684 -4.163 -8.759 O NC1 41 NC1 OXT O1 O -1 1 N Y N ? ? ? -1.308 -6.413 -8.706 OXT NC1 42 NC1 H9 H9 H 0 1 N N N 25.553 26.858 89.336 1.685 -4.620 -2.251 H9 NC1 43 NC1 H8 H8 H 0 1 N N N 25.054 28.564 88.317 -0.474 -3.464 -3.257 H8 NC1 44 NC1 H6 H6 H 0 1 N N N 29.467 28.110 88.094 3.268 -1.118 -1.124 H6 NC1 45 NC1 H7 H7 H 0 1 N N N 29.490 29.070 89.529 2.815 -2.686 -0.451 H7 NC1 46 NC1 H10 H10 H 0 1 N N N 26.336 24.952 88.168 2.526 -5.045 -4.536 H10 NC1 47 NC1 H11 H11 H 0 1 N N N 28.344 26.503 86.429 1.130 -2.565 -5.197 H11 NC1 48 NC1 H12 H12 H 0 1 N N N 30.285 24.948 85.878 2.489 -1.531 -7.017 H12 NC1 49 NC1 H13 H13 H 0 1 N N N 30.683 23.693 86.918 0.949 -2.155 -7.594 H13 NC1 50 NC1 H14 H14 H 0 1 N N N 33.051 28.421 88.808 4.616 -1.892 -11.669 H14 NC1 51 NC1 H15 H15 H 0 1 N N N 32.448 26.951 90.575 2.980 -3.942 -11.893 H15 NC1 52 NC1 H16 H16 H 0 1 N N N 30.949 24.844 89.991 1.549 -4.266 -9.687 H16 NC1 53 NC1 H5 H5 H 0 1 N N N 28.240 31.853 87.380 -0.065 -0.136 -0.070 H5 NC1 54 NC1 H4 H4 H 0 1 N N N 30.557 30.359 88.588 2.973 -0.341 0.397 H4 NC1 55 NC1 H1 H1 H 0 1 N N N 33.449 34.584 88.551 1.907 4.476 1.924 H1 NC1 56 NC1 HC28 H2 H 0 0 N N N 29.451 35.741 87.231 1.188 1.401 4.851 HC28 NC1 57 NC1 H3 H3 H 0 1 N N N 28.639 33.604 87.395 1.441 -0.321 3.120 H3 NC1 58 NC1 H H20 H 0 1 N N N 24.876 24.927 84.258 -4.517 -5.742 -6.798 H NC1 59 NC1 H2 H21 H 0 1 N Y N 23.630 24.286 83.312 -3.568 -7.202 -6.939 H2 NC1 60 NC1 H19 H19 H 0 1 N N N 22.911 24.425 85.521 -2.742 -4.399 -6.621 H19 NC1 61 NC1 HB2 H17 H 0 1 N N N 22.569 27.131 86.163 -2.103 -5.966 -4.782 HB2 NC1 62 NC1 HB3 H18 H 0 1 N N N 23.900 27.338 85.136 -1.169 -6.924 -5.940 HB3 NC1 63 # 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 NC1 S1 C2 SING N N 1 NC1 S1 C6 SING N N 2 NC1 C2 N3 SING N N 3 NC1 C2 C9 SING N N 4 NC1 C2 H9 SING N N 5 NC1 N3 C4 SING N N 6 NC1 N3 H8 SING N N 7 NC1 C4 C5 DOUB N N 8 NC1 C4 C19 SING N N 9 NC1 C5 C6 SING N N 10 NC1 C5 C22 SING N N 11 NC1 C6 H6 SING N N 12 NC1 C6 H7 SING N N 13 NC1 C7 O8 DOUB N N 14 NC1 C7 C9 SING N N 15 NC1 C7 OG SING N N 16 NC1 C9 N10 SING N N 17 NC1 C9 H10 SING N N 18 NC1 N10 C11 SING N N 19 NC1 N10 H11 SING N N 20 NC1 C11 O12 DOUB N N 21 NC1 C11 C13 SING N N 22 NC1 C13 C14 SING N N 23 NC1 C13 H12 SING N N 24 NC1 C13 H13 SING N N 25 NC1 C14 S15 SING Y N 26 NC1 C14 C18 DOUB Y N 27 NC1 S15 C16 SING Y N 28 NC1 C16 C17 DOUB Y N 29 NC1 C16 H14 SING N N 30 NC1 C17 C18 SING Y N 31 NC1 C17 H15 SING N N 32 NC1 C18 H16 SING N N 33 NC1 C19 O20 DOUB N N 34 NC1 C19 O21 SING N N 35 NC1 C22 C23 DOUB N E 36 NC1 C22 H5 SING N N 37 NC1 C23 C24 SING N N 38 NC1 C23 H4 SING N N 39 NC1 C24 C25 DOUB Y N 40 NC1 C24 C29 SING Y N 41 NC1 C25 C26 SING Y N 42 NC1 C25 N30 SING N N 43 NC1 C26 C27 DOUB Y N 44 NC1 C26 H1 SING N N 45 NC1 C27 C28 SING Y N 46 NC1 C27 N33 SING N N 47 NC1 C28 C29 DOUB Y N 48 NC1 C28 HC28 SING N N 49 NC1 C29 H3 SING N N 50 NC1 N30 O31 SING N N 51 NC1 N30 O32 DOUB N N 52 NC1 N33 O34 SING N N 53 NC1 N33 O35 DOUB N N 54 NC1 N CA SING N N 55 NC1 N H SING N N 56 NC1 N H2 SING N N 57 NC1 CA CB SING N N 58 NC1 CA C SING N N 59 NC1 CA H19 SING N N 60 NC1 CB OG SING N N 61 NC1 CB HB2 SING N N 62 NC1 CB HB3 SING N N 63 NC1 C O DOUB N N 64 NC1 C OXT SING N N 65 # 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 NC1 SMILES ACDLabs 10.04 "[O-]C(=O)C(N)COC(=O)C(NC(=O)Cc1sccc1)C2SCC(=C(N2)C([O-])=O)\C=C\c3ccc([N+]([O-])=O)cc3[N+]([O-])=O" NC1 SMILES_CANONICAL CACTVS 3.341 "N[C@@H](COC(=O)[C@@H](NC(=O)Cc1sccc1)[C@@H]2NC(=C(CS2)\C=C\c3ccc(cc3[N+]([O-])=O)[N+]([O-])=O)C([O-])=O)C([O-])=O" NC1 SMILES CACTVS 3.341 "N[CH](COC(=O)[CH](NC(=O)Cc1sccc1)[CH]2NC(=C(CS2)C=Cc3ccc(cc3[N+]([O-])=O)[N+]([O-])=O)C([O-])=O)C([O-])=O" NC1 SMILES_CANONICAL "OpenEye OEToolkits" 1.5.0 "c1cc(sc1)CC(=O)N[C@@H]([C@@H]2NC(=C(CS2)\C=C\c3ccc(cc3[N+](=O)[O-])[N+](=O)[O-])C(=O)[O-])C(=O)OC[C@@H](C(=O)[O-])N" NC1 SMILES "OpenEye OEToolkits" 1.5.0 "c1cc(sc1)CC(=O)NC(C2NC(=C(CS2)C=Cc3ccc(cc3[N+](=O)[O-])[N+](=O)[O-])C(=O)[O-])C(=O)OCC(C(=O)[O-])N" NC1 InChI InChI 1.03 "InChI=1S/C24H23N5O11S2/c25-16(22(31)32)10-40-24(35)20(26-18(30)9-15-2-1-7-41-15)21-27-19(23(33)34)13(11-42-21)4-3-12-5-6-14(28(36)37)8-17(12)29(38)39/h1-8,16,20-21,27H,9-11,25H2,(H,26,30)(H,31,32)(H,33,34)/p-2/b4-3+/t16-,20-,21+/m0/s1" NC1 InChIKey InChI 1.03 GPHOELDACAWWAE-DEKCOHRESA-L # 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 NC1 "SYSTEMATIC NAME" ACDLabs 10.04 "(2R)-2-{(1R)-2-[(2S)-2-amino-2-carboxylatoethoxy]-2-oxo-1-[(thiophen-2-ylacetyl)amino]ethyl}-5-[(E)-2-(2,4-dinitrophenyl)ethenyl]-3,6-dihydro-2H-1,3-thiazine-4-carboxylate" NC1 "SYSTEMATIC NAME" "OpenEye OEToolkits" 1.5.0 "(2R)-2-[(1R)-2-[(2S)-2-amino-3-oxido-3-oxo-propoxy]-2-oxo-1-(2-thiophen-2-ylethanoylamino)ethyl]-5-[(E)-2-(2,4-dinitrophenyl)ethenyl]-3,6-dihydro-2H-1,3-thiazine-4-carboxylate" # loop_ _pdbx_chem_comp_audit.comp_id _pdbx_chem_comp_audit.action_type _pdbx_chem_comp_audit.date _pdbx_chem_comp_audit.processing_site NC1 "Create component" 2002-10-08 RCSB NC1 "Modify descriptor" 2011-06-04 RCSB #