data_2VD # _chem_comp.id 2VD _chem_comp.name "(2R)-6-bromo-9-(2-{[(1R)-1-carboxy-2-phenylethyl]amino}-2-oxoethyl)-2,3,4,9-tetrahydro-1H-carbazole-2-carboxylic acid" _chem_comp.type NON-POLYMER _chem_comp.pdbx_type HETAIN _chem_comp.formula "C24 H23 Br N2 O5" _chem_comp.mon_nstd_parent_comp_id ? _chem_comp.pdbx_synonyms ? _chem_comp.pdbx_formal_charge 0 _chem_comp.pdbx_initial_date 2014-02-24 _chem_comp.pdbx_modified_date 2014-02-28 _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 499.354 _chem_comp.one_letter_code ? _chem_comp.three_letter_code 2VD _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 4PNU _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 2VD CAM CAM C 0 1 N N N 10.933 -5.197 -8.998 3.461 -2.551 -0.279 CAM 2VD 1 2VD CAL CAL C 0 1 N N N 11.465 -6.563 -8.638 3.000 -3.906 0.271 CAL 2VD 2 2VD CAK CAK C 0 1 N N R 11.983 -7.264 -9.868 1.528 -4.125 -0.091 CAK 2VD 3 2VD CBD CBD C 0 1 N N N 12.733 -8.578 -9.465 1.139 -5.546 0.226 CBD 2VD 4 2VD OBF OBF O 0 1 N N N 13.917 -8.436 -9.084 1.776 -6.565 -0.372 OBF 2VD 5 2VD OBE OBE O 0 1 N N N 12.151 -9.693 -9.557 0.254 -5.768 1.018 OBE 2VD 6 2VD CAJ CAJ C 0 1 N N N 10.842 -7.534 -10.804 0.654 -3.163 0.721 CAJ 2VD 7 2VD CAH CAH C 0 1 Y N N 9.929 -6.435 -10.830 1.214 -1.767 0.579 CAH 2VD 8 2VD CAI CAI C 0 1 Y N N 9.961 -5.355 -10.013 2.461 -1.501 0.134 CAI 2VD 9 2VD CAE CAE C 0 1 Y N N 8.940 -4.534 -10.361 2.618 -0.061 0.142 CAE 2VD 10 2VD CAF CAF C 0 1 Y N N 8.511 -3.348 -9.865 3.680 0.779 -0.209 CAF 2VD 11 2VD CAA CAA C 0 1 Y N N 7.405 -2.694 -10.421 3.474 2.130 -0.070 CAA 2VD 12 2VD BR BR BR 0 0 N N N 6.720 -1.059 -9.791 4.870 3.321 -0.528 BR 2VD 13 2VD CAB CAB C 0 1 Y N N 6.750 -3.293 -11.489 2.276 2.648 0.395 CAB 2VD 14 2VD CAC CAC C 0 1 Y N N 7.215 -4.512 -11.963 1.209 1.840 0.748 CAC 2VD 15 2VD CAD CAD C 0 1 Y N N 8.290 -5.101 -11.398 1.389 0.464 0.618 CAD 2VD 16 2VD NAG NAG N 0 1 Y N N 8.898 -6.254 -11.669 0.566 -0.595 0.871 NAG 2VD 17 2VD CAO CAO C 0 1 N N N 8.502 -7.200 -12.751 -0.805 -0.495 1.377 CAO 2VD 18 2VD CAP CAP C 0 1 N N N 7.497 -8.287 -12.293 -1.763 -0.398 0.218 CAP 2VD 19 2VD OAQ OAQ O 0 1 N N N 7.278 -9.240 -13.031 -1.342 -0.412 -0.919 OAQ 2VD 20 2VD N N N 0 1 N N N 6.865 -8.157 -11.109 -3.088 -0.296 0.445 N 2VD 21 2VD CA CA C 0 1 N N R 5.895 -9.185 -10.664 -4.019 -0.202 -0.681 CA 2VD 22 2VD C C C 0 1 N N N 6.276 -9.777 -9.294 -4.356 -1.587 -1.171 C 2VD 23 2VD OXT OXT O 0 1 N N N 7.240 -9.276 -8.676 -5.198 -1.747 -2.204 OXT 2VD 24 2VD O O O 0 1 N N N 5.571 -10.723 -8.887 -3.868 -2.553 -0.634 O 2VD 25 2VD CB CB C 0 1 N N N 4.493 -8.566 -10.578 -5.299 0.504 -0.228 CB 2VD 26 2VD CG CG C 0 1 Y N N 4.185 -8.207 -11.905 -4.981 1.929 0.146 CG 2VD 27 2VD CD1 CD1 C 0 1 Y N N 3.690 -9.178 -12.781 -5.045 2.925 -0.810 CD1 2VD 28 2VD CE1 CE1 C 0 1 Y N N 3.392 -8.851 -14.103 -4.753 4.232 -0.467 CE1 2VD 29 2VD CZ CZ C 0 1 Y N N 3.582 -7.548 -14.560 -4.396 4.542 0.832 CZ 2VD 30 2VD CE2 CE2 C 0 1 Y N N 4.078 -6.578 -13.695 -4.332 3.546 1.788 CE2 2VD 31 2VD CD2 CD2 C 0 1 Y N N 4.378 -6.900 -12.364 -4.630 2.240 1.446 CD2 2VD 32 2VD H1 H1 H 0 1 N N N 11.754 -4.562 -9.364 4.441 -2.304 0.129 H1 2VD 33 2VD H2 H2 H 0 1 N N N 10.475 -4.731 -8.113 3.518 -2.598 -1.367 H2 2VD 34 2VD H3 H3 H 0 1 N N N 10.657 -7.161 -8.193 3.605 -4.701 -0.166 H3 2VD 35 2VD H4 H4 H 0 1 N N N 12.283 -6.454 -7.911 3.114 -3.916 1.355 H4 2VD 36 2VD H5 H5 H 0 1 N N N 12.704 -6.603 -10.372 1.384 -3.937 -1.155 H5 2VD 37 2VD H6 H6 H 0 1 N N N 14.289 -9.286 -8.883 1.491 -7.459 -0.137 H6 2VD 38 2VD H7 H7 H 0 1 N N N 10.309 -8.436 -10.470 -0.367 -3.188 0.341 H7 2VD 39 2VD H8 H8 H 0 1 N N N 11.239 -7.696 -11.817 0.662 -3.458 1.770 H8 2VD 40 2VD H9 H9 H 0 1 N N N 9.029 -2.901 -9.029 4.617 0.384 -0.571 H9 2VD 41 2VD H10 H10 H 0 1 N N N 5.893 -2.818 -11.943 2.170 3.719 0.484 H10 2VD 42 2VD H11 H11 H 0 1 N N N 6.713 -4.993 -12.790 0.280 2.256 1.109 H11 2VD 43 2VD H12 H12 H 0 1 N N N 9.408 -7.700 -13.124 -1.039 -1.379 1.970 H12 2VD 44 2VD H13 H13 H 0 1 N N N 8.041 -6.622 -13.566 -0.898 0.395 2.000 H13 2VD 45 2VD H14 H14 H 0 1 N N N 7.052 -7.364 -10.529 -3.424 -0.285 1.355 H14 2VD 46 2VD H15 H15 H 0 1 N N N 5.871 -10.002 -11.401 -3.557 0.366 -1.488 H15 2VD 47 2VD H16 H16 H 0 1 N N N 7.354 -9.726 -7.847 -5.384 -2.654 -2.483 H16 2VD 48 2VD H17 H17 H 0 1 N N N 4.498 -7.680 -9.927 -6.026 0.495 -1.040 H17 2VD 49 2VD H18 H18 H 0 1 N N N 3.767 -9.298 -10.195 -5.713 -0.015 0.636 H18 2VD 50 2VD H19 H19 H 0 1 N N N 3.537 -10.188 -12.431 -5.323 2.682 -1.825 H19 2VD 51 2VD H20 H20 H 0 1 N N N 3.014 -9.608 -14.774 -4.803 5.010 -1.214 H20 2VD 52 2VD H21 H21 H 0 1 N N N 3.345 -7.292 -15.582 -4.167 5.563 1.100 H21 2VD 53 2VD H22 H22 H 0 1 N N N 4.233 -5.570 -14.051 -4.053 3.788 2.803 H22 2VD 54 2VD H23 H23 H 0 1 N N N 4.757 -6.141 -11.695 -4.580 1.461 2.194 H23 2VD 55 # 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 2VD CZ CE1 DOUB Y N 1 2VD CZ CE2 SING Y N 2 2VD CE1 CD1 SING Y N 3 2VD CE2 CD2 DOUB Y N 4 2VD OAQ CAP DOUB N N 5 2VD CD1 CG DOUB Y N 6 2VD CAO CAP SING N N 7 2VD CAO NAG SING N N 8 2VD CD2 CG SING Y N 9 2VD CAP N SING N N 10 2VD CAC CAB DOUB Y N 11 2VD CAC CAD SING Y N 12 2VD CG CB SING N N 13 2VD NAG CAD SING Y N 14 2VD NAG CAH SING Y N 15 2VD CAB CAA SING Y N 16 2VD CAD CAE DOUB Y N 17 2VD N CA SING N N 18 2VD CAH CAJ SING N N 19 2VD CAH CAI DOUB Y N 20 2VD CAJ CAK SING N N 21 2VD CA CB SING N N 22 2VD CA C SING N N 23 2VD CAA CAF DOUB Y N 24 2VD CAA BR SING N N 25 2VD CAE CAI SING Y N 26 2VD CAE CAF SING Y N 27 2VD CAI CAM SING N N 28 2VD CAK CBD SING N N 29 2VD CAK CAL SING N N 30 2VD OBE CBD DOUB N N 31 2VD CBD OBF SING N N 32 2VD C O DOUB N N 33 2VD C OXT SING N N 34 2VD CAM CAL SING N N 35 2VD CAM H1 SING N N 36 2VD CAM H2 SING N N 37 2VD CAL H3 SING N N 38 2VD CAL H4 SING N N 39 2VD CAK H5 SING N N 40 2VD OBF H6 SING N N 41 2VD CAJ H7 SING N N 42 2VD CAJ H8 SING N N 43 2VD CAF H9 SING N N 44 2VD CAB H10 SING N N 45 2VD CAC H11 SING N N 46 2VD CAO H12 SING N N 47 2VD CAO H13 SING N N 48 2VD N H14 SING N N 49 2VD CA H15 SING N N 50 2VD OXT H16 SING N N 51 2VD CB H17 SING N N 52 2VD CB H18 SING N N 53 2VD CD1 H19 SING N N 54 2VD CE1 H20 SING N N 55 2VD CZ H21 SING N N 56 2VD CE2 H22 SING N N 57 2VD CD2 H23 SING N N 58 # 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 2VD SMILES ACDLabs 12.01 "O=C(O)C(NC(=O)Cn1c3c(c2c1CC(C(=O)O)CC2)cc(Br)cc3)Cc4ccccc4" 2VD InChI InChI 1.03 "InChI=1S/C24H23BrN2O5/c25-16-7-9-20-18(12-16)17-8-6-15(23(29)30)11-21(17)27(20)13-22(28)26-19(24(31)32)10-14-4-2-1-3-5-14/h1-5,7,9,12,15,19H,6,8,10-11,13H2,(H,26,28)(H,29,30)(H,31,32)/t15-,19-/m1/s1" 2VD InChIKey InChI 1.03 VVKCJZLVMZAHBK-DNVCBOLYSA-N 2VD SMILES_CANONICAL CACTVS 3.385 "OC(=O)[C@@H]1CCc2c(C1)n(CC(=O)N[C@H](Cc3ccccc3)C(O)=O)c4ccc(Br)cc24" 2VD SMILES CACTVS 3.385 "OC(=O)[CH]1CCc2c(C1)n(CC(=O)N[CH](Cc3ccccc3)C(O)=O)c4ccc(Br)cc24" 2VD SMILES_CANONICAL "OpenEye OEToolkits" 1.7.6 "c1ccc(cc1)C[C@H](C(=O)O)NC(=O)Cn2c3ccc(cc3c4c2C[C@@H](CC4)C(=O)O)Br" 2VD SMILES "OpenEye OEToolkits" 1.7.6 "c1ccc(cc1)CC(C(=O)O)NC(=O)Cn2c3ccc(cc3c4c2CC(CC4)C(=O)O)Br" # 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 2VD "SYSTEMATIC NAME" ACDLabs 12.01 "(2R)-6-bromo-9-(2-{[(1R)-1-carboxy-2-phenylethyl]amino}-2-oxoethyl)-2,3,4,9-tetrahydro-1H-carbazole-2-carboxylic acid" 2VD "SYSTEMATIC NAME" "OpenEye OEToolkits" 1.7.6 "(2R)-6-bromanyl-9-[2-oxidanylidene-2-[[(2R)-1-oxidanyl-1-oxidanylidene-3-phenyl-propan-2-yl]amino]ethyl]-1,2,3,4-tetrahydrocarbazole-2-carboxylic 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 2VD "Create component" 2014-02-24 RCSB 2VD "Initial release" 2014-03-05 RCSB #