data_BIQ # _chem_comp.id BIQ _chem_comp.name "BENZYL [12-(2-AMINO-2-OXOETHYL)-4-NITRO-10,13-DIOXO-15-[(PROPYLAMINO)CARBONYL]-2-OXA-11,14-DIAZATRICYCLO[15 .2.2.1~3,7~]DOCOSA-1(19),3(22),4,6,17,20-HEXAEN-9-YL]CARBAMATE" _chem_comp.type NON-POLYMER _chem_comp.pdbx_type HETAIN _chem_comp.formula "C33 H36 N6 O9" _chem_comp.mon_nstd_parent_comp_id ? _chem_comp.pdbx_synonyms ? _chem_comp.pdbx_formal_charge 0 _chem_comp.pdbx_initial_date 2006-04-25 _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 660.674 _chem_comp.one_letter_code ? _chem_comp.three_letter_code BIQ _chem_comp.pdbx_model_coordinates_details ? _chem_comp.pdbx_model_coordinates_missing_flag N _chem_comp.pdbx_ideal_coordinates_details ? _chem_comp.pdbx_ideal_coordinates_missing_flag N _chem_comp.pdbx_model_coordinates_db_code 2GPL _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 BIQ C1 C1 C 0 1 Y N N 12.394 -161.053 26.397 -7.289 1.101 2.086 C1 BIQ 1 BIQ C2 C2 C 0 1 Y N N 11.322 -161.950 26.096 -6.252 1.872 1.596 C2 BIQ 2 BIQ C3 C3 C 0 1 N N N 10.019 -161.927 26.904 -4.830 1.388 1.718 C3 BIQ 3 BIQ O4 O4 O 0 1 N N N 9.915 -162.946 27.975 -4.482 0.606 0.545 O4 BIQ 4 BIQ C5 C5 C 0 1 N N N 10.604 -162.676 29.159 -3.253 0.068 0.435 C5 BIQ 5 BIQ N6 N6 N 0 1 N N N 10.327 -163.645 30.167 -2.929 -0.657 -0.654 N6 BIQ 6 BIQ C7 C7 C 0 1 N N S 10.832 -163.595 31.578 -1.592 -1.242 -0.774 C7 BIQ 7 BIQ C8 C8 C 0 1 N N N 10.188 -162.414 32.261 -0.646 -0.216 -1.348 C8 BIQ 8 BIQ O9 O9 O 0 1 N N N 10.732 -161.346 32.125 0.191 -0.544 -2.163 O9 BIQ 9 BIQ N10 N10 N 0 1 N N N 9.035 -162.394 32.988 -0.739 1.081 -0.945 N10 BIQ 10 BIQ C11 C11 C 0 1 N N S 8.162 -163.471 33.478 0.253 2.010 -1.533 C11 BIQ 11 BIQ C12 C12 C 0 1 N N N 7.469 -164.600 32.680 -0.414 3.353 -1.835 C12 BIQ 12 BIQ C13 C13 C 0 1 N N N 6.117 -164.264 32.089 -1.461 3.165 -2.902 C13 BIQ 13 BIQ N14 N14 N 0 1 N N N 5.965 -163.198 31.314 -2.183 4.220 -3.331 N14 BIQ 14 BIQ O15 O15 O 0 1 N N N 5.170 -165.021 32.343 -1.655 2.065 -3.374 O15 BIQ 15 BIQ C16 C16 C 0 1 N N N 8.395 -163.786 34.947 1.362 2.207 -0.542 C16 BIQ 16 BIQ O17 O17 O 0 1 N N N 9.288 -164.574 35.203 1.144 2.787 0.501 O17 BIQ 17 BIQ N18 N18 N 0 1 N N N 7.789 -162.962 35.854 2.600 1.742 -0.807 N18 BIQ 18 BIQ C19 C19 C 0 1 N N S 8.087 -162.985 37.286 3.643 1.823 0.216 C19 BIQ 19 BIQ C20 C20 C 0 1 N N N 6.784 -163.244 37.966 4.360 3.143 0.096 C20 BIQ 20 BIQ O21 O21 O 0 1 N N N 5.792 -162.590 37.663 4.305 3.771 -0.941 O21 BIQ 21 BIQ N22 N22 N 0 1 N N N 6.828 -164.247 38.875 5.063 3.625 1.140 N22 BIQ 22 BIQ C23 C23 C 0 1 N N N 5.741 -164.751 39.682 5.760 4.908 1.023 C23 BIQ 23 BIQ C24 C24 C 0 1 N N N 6.364 -165.897 40.510 6.475 5.222 2.339 C24 BIQ 24 BIQ C25 C25 C 0 1 N N N 5.350 -166.555 41.436 7.204 6.562 2.217 C25 BIQ 25 BIQ C26 C26 C 0 1 N N N 8.763 -161.726 37.919 4.647 0.677 0.025 C26 BIQ 26 BIQ C27 C27 C 0 1 Y N N 10.157 -161.491 37.321 3.934 -0.643 0.190 C27 BIQ 27 BIQ C28 C28 C 0 1 Y N N 11.312 -162.115 37.886 3.876 -1.525 -0.877 C28 BIQ 28 BIQ C29 C29 C 0 1 Y N N 12.598 -161.927 37.327 3.263 -2.753 -0.728 C29 BIQ 29 BIQ C30 C30 C 0 1 Y N N 12.763 -161.122 36.181 2.710 -3.105 0.496 C30 BIQ 30 BIQ O31 O31 O 0 1 N N N 14.024 -161.141 35.491 2.195 -4.336 0.700 O31 BIQ 31 BIQ C32 C32 C 0 1 Y N N 14.142 -162.330 34.651 0.981 -4.484 0.127 C32 BIQ 32 BIQ C33 C33 C 0 1 Y N N 13.241 -162.462 33.557 0.312 -3.431 -0.471 C33 BIQ 33 BIQ C34 C34 C 0 1 Y N N 13.378 -163.464 32.569 -0.930 -3.618 -1.039 C34 BIQ 34 BIQ C35 C35 C 0 1 Y N N 14.469 -164.364 32.673 -1.525 -4.868 -1.010 C35 BIQ 35 BIQ C36 C36 C 0 1 Y N N 15.398 -164.277 33.743 -0.855 -5.917 -0.415 C36 BIQ 36 BIQ C37 C37 C 0 1 Y N N 15.269 -163.268 34.756 0.388 -5.748 0.151 C37 BIQ 37 BIQ N38 N38 N 1 1 N N N 16.196 -163.225 35.784 1.088 -6.893 0.777 N38 BIQ 38 BIQ O39 O39 O 0 1 N N N 16.635 -164.311 36.204 0.564 -7.992 0.794 O39 BIQ 39 BIQ O40 O40 O -1 1 N N N 16.525 -162.137 36.254 2.188 -6.735 1.276 O40 BIQ 40 BIQ C41 C41 C 0 1 N N N 12.400 -163.578 31.374 -1.651 -2.468 -1.700 C41 BIQ 41 BIQ C42 C42 C 0 1 Y N N 11.607 -160.467 35.604 2.720 -2.185 1.541 C42 BIQ 42 BIQ C43 C43 C 0 1 Y N N 10.310 -160.659 36.178 3.326 -0.960 1.386 C43 BIQ 43 BIQ O44 O44 O 0 1 N N N 11.291 -161.658 29.318 -2.434 0.237 1.317 O44 BIQ 44 BIQ C45 C45 C 0 1 Y N N 11.459 -162.888 25.040 -6.518 3.089 0.997 C45 BIQ 45 BIQ C46 C46 C 0 1 Y N N 12.653 -162.927 24.287 -7.823 3.531 0.881 C46 BIQ 46 BIQ C47 C47 C 0 1 Y N N 13.721 -162.036 24.591 -8.860 2.760 1.371 C47 BIQ 47 BIQ C48 C48 C 0 1 Y N N 13.590 -161.094 25.642 -8.593 1.545 1.974 C48 BIQ 48 BIQ H1 H1 H 0 1 N N N 12.291 -160.342 27.203 -7.081 0.152 2.557 H1 BIQ 49 BIQ H31 1H3 H 0 1 N N N 9.213 -162.150 26.190 -4.733 0.768 2.610 H31 BIQ 50 BIQ H32 2H3 H 0 1 N N N 9.942 -160.938 27.379 -4.160 2.244 1.796 H32 BIQ 51 BIQ HN6 HN6 H 0 1 N N N 9.749 -164.421 29.913 -3.583 -0.792 -1.359 HN6 BIQ 52 BIQ H7 H7 H 0 1 N N N 10.583 -164.427 32.253 -1.240 -1.548 0.211 H7 BIQ 53 BIQ HN10 HN10 H 0 0 N N N 8.725 -161.476 33.234 -1.412 1.378 -0.313 HN10 BIQ 54 BIQ H11 H11 H 0 1 N N N 7.298 -162.879 33.140 0.655 1.584 -2.453 H11 BIQ 55 BIQ H121 1H12 H 0 0 N N N 8.127 -164.809 31.823 -0.883 3.738 -0.929 H121 BIQ 56 BIQ H122 2H12 H 0 0 N N N 7.325 -165.446 33.368 0.337 4.062 -2.184 H122 BIQ 57 BIQ H141 1H14 H 0 0 N N N 6.705 -162.565 31.087 -2.028 5.099 -2.953 H141 BIQ 58 BIQ H142 2H14 H 0 0 N N N 5.027 -163.099 30.982 -2.857 4.099 -4.018 H142 BIQ 59 BIQ HN18 HN18 H 0 0 N N N 7.107 -162.310 35.522 2.797 1.354 -1.674 HN18 BIQ 60 BIQ H19 H19 H 0 1 N N N 8.856 -163.758 37.427 3.189 1.746 1.203 H19 BIQ 61 BIQ HN22 HN22 H 0 0 N N N 7.716 -164.690 39.002 5.107 3.123 1.968 HN22 BIQ 62 BIQ H231 1H23 H 0 0 N N N 4.896 -165.096 39.068 5.039 5.696 0.805 H231 BIQ 63 BIQ H232 2H23 H 0 0 N N N 5.337 -163.965 40.336 6.492 4.852 0.217 H232 BIQ 64 BIQ H241 1H24 H 0 0 N N N 7.164 -165.470 41.132 7.197 4.435 2.557 H241 BIQ 65 BIQ H242 2H24 H 0 0 N N N 6.752 -166.659 39.818 5.744 5.278 3.145 H242 BIQ 66 BIQ H251 1H25 H 0 0 N N N 5.043 -167.523 41.014 7.935 6.506 1.411 H251 BIQ 67 BIQ H252 2H25 H 0 0 N N N 4.470 -165.903 41.538 6.482 7.349 1.999 H252 BIQ 68 BIQ H253 3H25 H 0 0 N N N 5.805 -166.714 42.425 7.713 6.785 3.155 H253 BIQ 69 BIQ H261 1H26 H 0 0 N N N 8.868 -161.891 39.001 5.079 0.735 -0.974 H261 BIQ 70 BIQ H262 2H26 H 0 0 N N N 8.135 -160.845 37.720 5.438 0.759 0.770 H262 BIQ 71 BIQ H28 H28 H 0 1 N N N 11.201 -162.743 38.758 4.311 -1.251 -1.826 H28 BIQ 72 BIQ H29 H29 H 0 1 N N N 13.456 -162.402 37.779 3.213 -3.438 -1.562 H29 BIQ 73 BIQ H33 H33 H 0 1 N N N 12.418 -161.767 33.478 0.768 -2.452 -0.493 H33 BIQ 74 BIQ H35 H35 H 0 1 N N N 14.596 -165.131 31.923 -2.501 -5.020 -1.446 H35 BIQ 75 BIQ H36 H36 H 0 1 N N N 16.215 -164.981 33.796 -1.316 -6.893 -0.393 H36 BIQ 76 BIQ H411 1H41 H 0 0 N N N 12.563 -162.631 30.838 -1.169 -2.232 -2.648 H411 BIQ 77 BIQ H412 2H41 H 0 0 N N N 12.644 -164.532 30.884 -2.691 -2.742 -1.876 H412 BIQ 78 BIQ H42 H42 H 0 1 N N N 11.724 -159.832 34.738 2.249 -2.435 2.480 H42 BIQ 79 BIQ H43 H43 H 0 1 N N N 9.449 -160.173 35.744 3.326 -0.248 2.198 H43 BIQ 80 BIQ H45 H45 H 0 1 N N N 10.653 -163.570 24.813 -5.708 3.692 0.615 H45 BIQ 81 BIQ H46 H46 H 0 1 N N N 12.756 -163.635 23.478 -8.031 4.481 0.410 H46 BIQ 82 BIQ H47 H47 H 0 1 N N N 14.635 -162.078 24.018 -9.879 3.107 1.282 H47 BIQ 83 BIQ H48 H48 H 0 1 N N N 14.397 -160.412 25.865 -9.404 0.943 2.357 H48 BIQ 84 # 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 BIQ C1 C2 SING Y N 1 BIQ C1 C48 DOUB Y N 2 BIQ C1 H1 SING N N 3 BIQ C2 C3 SING N N 4 BIQ C2 C45 DOUB Y N 5 BIQ C3 O4 SING N N 6 BIQ C3 H31 SING N N 7 BIQ C3 H32 SING N N 8 BIQ O4 C5 SING N N 9 BIQ C5 N6 SING N N 10 BIQ C5 O44 DOUB N N 11 BIQ N6 C7 SING N N 12 BIQ N6 HN6 SING N N 13 BIQ C7 C8 SING N N 14 BIQ C7 C41 SING N N 15 BIQ C7 H7 SING N N 16 BIQ C8 O9 DOUB N N 17 BIQ C8 N10 SING N N 18 BIQ N10 C11 SING N N 19 BIQ N10 HN10 SING N N 20 BIQ C11 C12 SING N N 21 BIQ C11 C16 SING N N 22 BIQ C11 H11 SING N N 23 BIQ C12 C13 SING N N 24 BIQ C12 H121 SING N N 25 BIQ C12 H122 SING N N 26 BIQ C13 N14 SING N N 27 BIQ C13 O15 DOUB N N 28 BIQ N14 H141 SING N N 29 BIQ N14 H142 SING N N 30 BIQ C16 O17 DOUB N N 31 BIQ C16 N18 SING N N 32 BIQ N18 C19 SING N N 33 BIQ N18 HN18 SING N N 34 BIQ C19 C20 SING N N 35 BIQ C19 C26 SING N N 36 BIQ C19 H19 SING N N 37 BIQ C20 O21 DOUB N N 38 BIQ C20 N22 SING N N 39 BIQ N22 C23 SING N N 40 BIQ N22 HN22 SING N N 41 BIQ C23 C24 SING N N 42 BIQ C23 H231 SING N N 43 BIQ C23 H232 SING N N 44 BIQ C24 C25 SING N N 45 BIQ C24 H241 SING N N 46 BIQ C24 H242 SING N N 47 BIQ C25 H251 SING N N 48 BIQ C25 H252 SING N N 49 BIQ C25 H253 SING N N 50 BIQ C26 C27 SING N N 51 BIQ C26 H261 SING N N 52 BIQ C26 H262 SING N N 53 BIQ C27 C28 DOUB Y N 54 BIQ C27 C43 SING Y N 55 BIQ C28 C29 SING Y N 56 BIQ C28 H28 SING N N 57 BIQ C29 C30 DOUB Y N 58 BIQ C29 H29 SING N N 59 BIQ C30 O31 SING N N 60 BIQ C30 C42 SING Y N 61 BIQ O31 C32 SING N N 62 BIQ C32 C33 DOUB Y N 63 BIQ C32 C37 SING Y N 64 BIQ C33 C34 SING Y N 65 BIQ C33 H33 SING N N 66 BIQ C34 C35 DOUB Y N 67 BIQ C34 C41 SING N N 68 BIQ C35 C36 SING Y N 69 BIQ C35 H35 SING N N 70 BIQ C36 C37 DOUB Y N 71 BIQ C36 H36 SING N N 72 BIQ C37 N38 SING N N 73 BIQ N38 O39 DOUB N N 74 BIQ N38 O40 SING N N 75 BIQ C41 H411 SING N N 76 BIQ C41 H412 SING N N 77 BIQ C42 C43 DOUB Y N 78 BIQ C42 H42 SING N N 79 BIQ C43 H43 SING N N 80 BIQ C45 C46 SING Y N 81 BIQ C45 H45 SING N N 82 BIQ C46 C47 DOUB Y N 83 BIQ C46 H46 SING N N 84 BIQ C47 C48 SING Y N 85 BIQ C47 H47 SING N N 86 BIQ C48 H48 SING N N 87 # 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 BIQ SMILES ACDLabs 10.04 "[O-][N+](=O)c4ccc3cc4Oc1ccc(cc1)CC(C(=O)NCCC)NC(=O)C(NC(=O)C(NC(=O)OCc2ccccc2)C3)CC(=O)N" BIQ SMILES_CANONICAL CACTVS 3.341 "CCCNC(=O)[C@@H]1Cc2ccc(Oc3cc(C[C@H](NC(=O)OCc4ccccc4)C(=O)N[C@@H](CC(N)=O)C(=O)N1)ccc3[N+]([O-])=O)cc2" BIQ SMILES CACTVS 3.341 "CCCNC(=O)[CH]1Cc2ccc(Oc3cc(C[CH](NC(=O)OCc4ccccc4)C(=O)N[CH](CC(N)=O)C(=O)N1)ccc3[N+]([O-])=O)cc2" BIQ SMILES_CANONICAL "OpenEye OEToolkits" 1.5.0 "CCCNC(=O)[C@@H]1Cc2ccc(cc2)Oc3cc(ccc3[N+](=O)[O-])C[C@@H](C(=O)N[C@H](C(=O)N1)CC(=O)N)NC(=O)OCc4ccccc4" BIQ SMILES "OpenEye OEToolkits" 1.5.0 "CCCNC(=O)C1Cc2ccc(cc2)Oc3cc(ccc3[N+](=O)[O-])CC(C(=O)NC(C(=O)N1)CC(=O)N)NC(=O)OCc4ccccc4" BIQ InChI InChI 1.03 ;InChI=1S/C33H36N6O9/c1-2-14-35-30(41)24-15-20-8-11-23(12-9-20)48-28-17-22(10-13-27(28)39(45)46)16-25(31(42)37-26(18-29(34)40)32(43)36-24)38-33(44)47-19-21-6-4-3-5-7-21/h3-13,17,24-26H,2,14-16,18-19H2,1H3,(H2,34,40)(H,35,41)(H,36,43)(H,37,42)(H,38,44)/t24-,25-,26-/m0/s1 ; BIQ InChIKey InChI 1.03 CJHDBEMQNLQIBH-GSDHBNRESA-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 BIQ "SYSTEMATIC NAME" ACDLabs 10.04 "benzyl [(9S,12S,15S)-12-(2-amino-2-oxoethyl)-4-nitro-10,13-dioxo-15-(propylcarbamoyl)-2-oxa-11,14-diazatricyclo[15.2.2.1~3,7~]docosa-1(19),3(22),4,6,17,20-hexaen-9-yl]carbamate" # loop_ _pdbx_chem_comp_audit.comp_id _pdbx_chem_comp_audit.action_type _pdbx_chem_comp_audit.date _pdbx_chem_comp_audit.processing_site BIQ "Create component" 2006-04-25 RCSB BIQ "Modify descriptor" 2011-06-04 RCSB #