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                    2008-10-14 
_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 InChI            InChI                1.02b 
;InChI=1/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/f/h35-38H,34H2
;
BIQ InChIKey         InChI                1.02b CJHDBEMQNLQIBH-LHXCICGRDU 
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 
# 
_pdbx_chem_comp_identifier.comp_id           BIQ 
_pdbx_chem_comp_identifier.type              "SYSTEMATIC NAME" 
_pdbx_chem_comp_identifier.program           ACDLabs 
_pdbx_chem_comp_identifier.program_version   10.04 
_pdbx_chem_comp_identifier.identifier        "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" 
# 
