data_3BI # _chem_comp.id 3BI _chem_comp.name "(2S)-2-{[(R)-[(3R)-3-carboxy-3-{[(4-{[(2,4-diaminopteridin-6-yl)methyl](methyl)amino}phenyl)carbonyl]amino}propyl](hydroxy)phosphoryl]methyl}pentanedioic acid" _chem_comp.type NON-POLYMER _chem_comp.pdbx_type HETAIN _chem_comp.formula "C25 H31 N8 O9 P" _chem_comp.mon_nstd_parent_comp_id ? _chem_comp.pdbx_synonyms ? _chem_comp.pdbx_formal_charge 0 _chem_comp.pdbx_initial_date 2007-11-30 _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 618.536 _chem_comp.one_letter_code ? _chem_comp.three_letter_code 3BI _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 3BI1 _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 3BI N1 N1 N 0 1 N N N 34.263 47.850 41.929 11.422 1.039 -1.315 N1 3BI 1 3BI C2 C2 C 0 1 Y N N 30.836 50.132 41.997 8.248 -1.264 -0.178 C2 3BI 2 3BI N3 N3 N 0 1 N N N 32.353 52.079 42.267 9.176 -3.057 -1.612 N3 3BI 3 3BI C4 C4 C 0 1 Y N N 28.377 48.910 41.767 6.482 -0.183 1.526 C4 3BI 4 3BI N5 N5 N 0 1 Y N N 29.482 48.110 41.740 7.506 0.557 1.156 N5 3BI 5 3BI C6 C6 C 0 1 N N N 27.322 51.322 41.969 5.146 -2.306 1.481 C6 3BI 6 3BI C7 C7 C 0 1 N N N 26.232 50.511 39.980 3.997 -3.120 -0.630 C7 3BI 7 3BI C9 C9 C 0 1 Y N N 24.021 49.862 44.245 2.253 0.713 1.820 C9 3BI 8 3BI C11 C11 C 0 1 Y N N 25.137 50.296 42.131 3.121 -1.175 0.622 C11 3BI 9 3BI C12 C12 C 0 1 Y N N 24.507 49.174 41.600 2.100 -1.059 -0.318 C12 3BI 10 3BI C13 C13 C 0 1 Y N N 23.645 48.400 42.376 1.158 -0.063 -0.194 C13 3BI 11 3BI C14 C14 C 0 1 N N N 22.541 47.800 44.506 0.219 1.900 1.014 C14 3BI 12 3BI C15 C15 C 0 1 N N R 20.829 46.104 44.824 -1.771 3.075 0.241 C15 3BI 13 3BI C16 C16 C 0 1 N N N 20.330 46.542 46.183 -1.248 4.342 -0.383 C16 3BI 14 3BI C C C 0 1 Y N N 33.128 48.584 41.956 10.349 0.255 -0.934 C 3BI 15 3BI O O O 0 1 N N N 22.945 47.621 45.783 0.280 2.678 1.947 O 3BI 16 3BI N N N 0 1 Y N N 31.895 47.956 41.840 9.469 0.766 -0.097 N 3BI 17 3BI O1 O1 O 0 1 N N N 20.293 45.816 47.231 -2.000 5.454 -0.376 O1 3BI 18 3BI O2 O2 O 0 1 N N N 19.892 47.668 46.198 -0.151 4.359 -0.889 O2 3BI 19 3BI O8 O8 O 0 1 N N N 18.217 42.972 42.848 -6.118 2.089 -0.671 O8 3BI 20 3BI P P P 0 1 N N R 17.529 43.913 43.850 -5.195 0.934 -0.598 P 3BI 21 3BI O7 O7 O 0 1 N N N 16.674 42.902 44.885 -4.849 0.428 -2.086 O7 3BI 22 3BI C19 C19 C 0 1 N N N 16.397 44.960 43.042 -5.985 -0.417 0.336 C19 3BI 23 3BI C20 C20 C 0 1 N N S 15.915 44.518 41.623 -7.335 -0.755 -0.301 C20 3BI 24 3BI C24 C24 C 0 1 N N N 17.068 44.570 40.603 -8.337 0.314 0.049 C24 3BI 25 3BI O6 O6 O 0 1 N N N 17.955 45.451 40.695 -8.006 1.251 0.737 O6 3BI 26 3BI O5 O5 O 0 1 N N N 17.052 43.758 39.619 -9.598 0.227 -0.404 O5 3BI 27 3BI C21 C21 C 0 1 N N N 14.664 45.279 41.108 -7.824 -2.105 0.227 C21 3BI 28 3BI C22 C22 C 0 1 N N N 14.941 46.755 41.058 -9.110 -2.502 -0.501 C22 3BI 29 3BI C23 C23 C 0 1 N N N 13.811 47.541 40.404 -9.592 -3.831 0.020 C23 3BI 30 3BI O4 O4 O 0 1 N N N 13.065 46.989 39.525 -10.712 -4.380 -0.477 O4 3BI 31 3BI O3 O3 O 0 1 N N N 13.732 48.774 40.673 -8.971 -4.403 0.884 O3 3BI 32 3BI C18 C18 C 0 1 N N N 18.689 44.860 44.713 -3.658 1.437 0.245 C18 3BI 33 3BI C17 C17 C 0 1 N N N 19.669 45.646 43.892 -3.060 2.652 -0.467 C17 3BI 34 3BI N7 N7 N 0 1 N N N 21.584 47.091 44.024 -0.770 2.014 0.105 N7 3BI 35 3BI C8 C8 C 0 1 Y N N 23.392 48.735 43.691 1.227 0.832 0.878 C8 3BI 36 3BI C10 C10 C 0 1 Y N N 24.868 50.655 43.462 3.192 -0.285 1.690 C10 3BI 37 3BI N6 N6 N 0 1 N N N 26.007 51.085 41.310 4.071 -2.182 0.493 N6 3BI 38 3BI C3 C3 C 0 1 Y N N 28.484 50.317 41.896 6.328 -1.481 1.042 C3 3BI 39 3BI N4 N4 N 0 1 Y N N 29.721 50.871 42.012 7.206 -1.994 0.207 N4 3BI 40 3BI C5 C5 C 0 1 Y N N 30.719 48.658 41.858 8.409 0.056 0.310 C5 3BI 41 3BI C1 C1 C 0 1 Y N N 32.201 50.734 42.125 9.262 -1.781 -1.100 C1 3BI 42 3BI N2 N2 N 0 1 Y N N 33.274 49.922 42.105 10.264 -0.977 -1.426 N2 3BI 43 3BI HN1 HN1 H 0 1 N N N 34.521 47.669 40.980 11.511 1.940 -0.968 HN1 3BI 44 3BI HN1A HN1A H 0 0 N N N 34.997 48.355 42.383 12.087 0.687 -1.927 HN1A 3BI 45 3BI HN3 HN3 H 0 1 N N N 32.390 52.310 43.239 8.434 -3.631 -1.363 HN3 3BI 46 3BI HN3A HN3A H 0 0 N N N 33.202 52.367 41.823 9.857 -3.382 -2.222 HN3A 3BI 47 3BI H4 H4 H 0 1 N N N 27.398 48.460 41.688 5.752 0.221 2.211 H4 3BI 48 3BI H6 H6 H 0 1 N N N 27.710 52.246 41.516 4.793 -1.949 2.448 H6 3BI 49 3BI H6A H6A H 0 1 N N N 27.055 51.289 43.036 5.443 -3.351 1.566 H6A 3BI 50 3BI H7 H7 H 0 1 N N N 26.288 51.319 39.236 3.389 -3.980 -0.346 H7 3BI 51 3BI H7A H7A H 0 1 N N N 27.176 49.946 39.980 3.545 -2.624 -1.488 H7A 3BI 52 3BI H9 H9 H 0 1 N N N 23.850 50.118 45.280 2.312 1.406 2.646 H9 3BI 53 3BI H12 H12 H 0 1 N N N 24.689 48.899 40.572 2.047 -1.751 -1.145 H12 3BI 54 3BI H13 H13 H 0 1 N N N 23.171 47.531 41.944 0.367 0.026 -0.923 H13 3BI 55 3BI H15 H15 H 0 1 N N N 21.516 45.297 45.118 -1.976 3.247 1.298 H15 3BI 56 3BI H19 H19 H 0 1 N N N 15.504 45.025 43.681 -5.343 -1.298 0.314 H19 3BI 57 3BI H19A H19A H 0 0 N N N 16.936 45.906 42.885 -6.139 -0.105 1.368 H19A 3BI 58 3BI H20 H20 H 0 1 N N N 15.590 43.473 41.734 -7.223 -0.808 -1.384 H20 3BI 59 3BI H21 H21 H 0 1 N N N 14.413 44.923 40.098 -7.060 -2.862 0.053 H21 3BI 60 3BI H21A H21A H 0 0 N N N 13.823 45.093 41.792 -8.021 -2.027 1.296 H21A 3BI 61 3BI H22 H22 H 0 1 N N N 15.068 47.120 42.088 -9.875 -1.745 -0.326 H22 3BI 62 3BI H22A H22A H 0 0 N N N 15.848 46.906 40.453 -8.913 -2.580 -1.570 H22A 3BI 63 3BI H18 H18 H 0 1 N N N 18.127 45.582 45.323 -3.880 1.696 1.281 H18 3BI 64 3BI H18A H18A H 0 0 N N N 19.296 44.136 45.276 -2.944 0.614 0.221 H18A 3BI 65 3BI H17 H17 H 0 1 N N N 19.171 46.524 43.455 -3.774 3.476 -0.442 H17 3BI 66 3BI H17A H17A H 0 0 N N N 20.063 45.024 43.074 -2.839 2.394 -1.502 H17A 3BI 67 3BI HN7 HN7 H 0 1 N N N 21.338 47.213 43.062 -0.818 1.393 -0.639 HN7 3BI 68 3BI H10 H10 H 0 1 N N N 25.315 51.544 43.882 3.985 -0.377 2.417 H10 3BI 69 3BI H27 H27 H 0 1 N N N 12.486 47.640 39.146 -10.982 -5.234 -0.112 H27 3BI 70 3BI H28 H28 H 0 1 N N N 16.513 42.071 44.455 -4.247 -0.328 -2.115 H28 3BI 71 3BI H29 H29 H 0 1 N N N 19.891 46.303 47.940 -1.622 6.243 -0.789 H29 3BI 72 3BI H30 H30 H 0 1 N N N 17.779 43.949 39.038 -10.205 0.937 -0.153 H30 3BI 73 3BI H7B H7B H 0 1 N N N 25.401 49.837 39.726 5.001 -3.455 -0.890 H7B 3BI 74 # 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 3BI N1 C SING N N 1 3BI N1 HN1 SING N N 2 3BI N1 HN1A SING N N 3 3BI C2 N4 DOUB Y N 4 3BI C2 C5 SING Y N 5 3BI C2 C1 SING Y N 6 3BI N3 C1 SING N N 7 3BI N3 HN3 SING N N 8 3BI N3 HN3A SING N N 9 3BI C4 N5 SING Y N 10 3BI C4 C3 DOUB Y N 11 3BI C4 H4 SING N N 12 3BI N5 C5 DOUB Y N 13 3BI C6 N6 SING N N 14 3BI C6 C3 SING N N 15 3BI C6 H6 SING N N 16 3BI C6 H6A SING N N 17 3BI C7 N6 SING N N 18 3BI C7 H7 SING N N 19 3BI C7 H7A SING N N 20 3BI C9 C8 DOUB Y N 21 3BI C9 C10 SING Y N 22 3BI C9 H9 SING N N 23 3BI C11 C12 SING Y N 24 3BI C11 C10 DOUB Y N 25 3BI C11 N6 SING N N 26 3BI C12 C13 DOUB Y N 27 3BI C12 H12 SING N N 28 3BI C13 C8 SING Y N 29 3BI C13 H13 SING N N 30 3BI C14 O DOUB N N 31 3BI C14 N7 SING N N 32 3BI C14 C8 SING N N 33 3BI C15 C16 SING N N 34 3BI C15 C17 SING N N 35 3BI C15 N7 SING N N 36 3BI C15 H15 SING N N 37 3BI C16 O1 SING N N 38 3BI C16 O2 DOUB N N 39 3BI C N DOUB Y N 40 3BI C N2 SING Y N 41 3BI N C5 SING Y N 42 3BI O8 P DOUB N N 43 3BI P O7 SING N N 44 3BI P C19 SING N N 45 3BI P C18 SING N N 46 3BI C19 C20 SING N N 47 3BI C19 H19 SING N N 48 3BI C19 H19A SING N N 49 3BI C20 C24 SING N N 50 3BI C20 C21 SING N N 51 3BI C20 H20 SING N N 52 3BI C24 O6 DOUB N N 53 3BI C24 O5 SING N N 54 3BI C21 C22 SING N N 55 3BI C21 H21 SING N N 56 3BI C21 H21A SING N N 57 3BI C22 C23 SING N N 58 3BI C22 H22 SING N N 59 3BI C22 H22A SING N N 60 3BI C23 O4 SING N N 61 3BI C23 O3 DOUB N N 62 3BI C18 C17 SING N N 63 3BI C18 H18 SING N N 64 3BI C18 H18A SING N N 65 3BI C17 H17 SING N N 66 3BI C17 H17A SING N N 67 3BI N7 HN7 SING N N 68 3BI C10 H10 SING N N 69 3BI C3 N4 SING Y N 70 3BI C1 N2 DOUB Y N 71 3BI O4 H27 SING N N 72 3BI O7 H28 SING N N 73 3BI O1 H29 SING N N 74 3BI O5 H30 SING N N 75 3BI C7 H7B SING N N 76 # 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 3BI SMILES ACDLabs 10.04 "O=C(O)C(CCC(=O)O)CP(=O)(O)CCC(C(=O)O)NC(=O)c1ccc(cc1)N(C)Cc2nc3c(nc2)nc(nc3N)N" 3BI SMILES_CANONICAL CACTVS 3.341 "CN(Cc1cnc2nc(N)nc(N)c2n1)c3ccc(cc3)C(=O)N[C@H](CC[P@](O)(=O)C[C@@H](CCC(O)=O)C(O)=O)C(O)=O" 3BI SMILES CACTVS 3.341 "CN(Cc1cnc2nc(N)nc(N)c2n1)c3ccc(cc3)C(=O)N[CH](CC[P](O)(=O)C[CH](CCC(O)=O)C(O)=O)C(O)=O" 3BI SMILES_CANONICAL "OpenEye OEToolkits" 1.5.0 "C[N@](Cc1cnc2c(n1)c(nc(n2)N)N)c3ccc(cc3)C(=O)N[C@H](CC[P@](=O)(C[C@@H](CCC(=O)O)C(=O)O)O)C(=O)O" 3BI SMILES "OpenEye OEToolkits" 1.5.0 "CN(Cc1cnc2c(n1)c(nc(n2)N)N)c3ccc(cc3)C(=O)NC(CCP(=O)(CC(CCC(=O)O)C(=O)O)O)C(=O)O" 3BI InChI InChI 1.03 ;InChI=1S/C25H31N8O9P/c1-33(11-15-10-28-21-19(29-15)20(26)31-25(27)32-21)16-5-2-13(3-6-16)22(36)30-17(24(39)40)8-9-43(41,42)12-14(23(37)38)4-7-18(34)35/h2-3,5-6,10,14,17H,4,7-9,11-12H2,1H3,(H,30,36)(H,34,35)(H,37,38)(H,39,40)(H,41,42)(H4,26,27,28,31,32)/t14-,17-/m1/s1 ; 3BI InChIKey InChI 1.03 BHCAHIKEPKIXJL-RHSMWYFYSA-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 3BI "SYSTEMATIC NAME" ACDLabs 10.04 "(2S)-2-{[(R)-[(3R)-3-carboxy-3-{[(4-{[(2,4-diaminopteridin-6-yl)methyl](methyl)amino}phenyl)carbonyl]amino}propyl](hydroxy)phosphoryl]methyl}pentanedioic acid" 3BI "SYSTEMATIC NAME" "OpenEye OEToolkits" 1.5.0 "(2S)-2-[[[(3R)-3-[[4-[(2,4-diaminopteridin-6-yl)methyl-methyl-amino]phenyl]carbonylamino]-4-hydroxy-4-oxo-butyl]-hydroxy-phosphoryl]methyl]pentanedioic 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 3BI "Create component" 2007-11-30 RCSB 3BI "Modify aromatic_flag" 2011-06-04 RCSB 3BI "Modify descriptor" 2011-06-04 RCSB #