data_SMK # _chem_comp.id SMK _chem_comp.name "(3S,6S,7R,9aS)-6-{[(2S)-2-aminobutanoyl]amino}-7-(2-aminoethyl)-N-(diphenylmethyl)-5-oxooctahydro-1H-pyrrolo[1,2-a]azepine-3-carboxamide" _chem_comp.type NON-POLYMER _chem_comp.pdbx_type HETAIN _chem_comp.formula "C29 H39 N5 O3" _chem_comp.mon_nstd_parent_comp_id ? _chem_comp.pdbx_synonyms ? _chem_comp.pdbx_formal_charge 0 _chem_comp.pdbx_initial_date 2008-10-22 _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 505.652 _chem_comp.one_letter_code ? _chem_comp.three_letter_code SMK _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 3EYL _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 SMK CAA CAA C 0 1 N N N 29.781 -6.724 7.570 -1.799 -4.680 2.097 CAA DRG 1 SMK CB CB C 0 1 N N N 29.360 -5.440 6.868 -2.157 -3.731 0.952 CB DRG 2 SMK CA CA C 0 1 N N S 29.473 -4.246 7.816 -3.253 -2.767 1.412 CA DRG 3 SMK N N N 0 1 N N N 28.860 -3.055 7.210 -4.483 -3.521 1.691 N DRG 4 SMK C C C 0 1 N N N 30.947 -3.998 8.095 -3.519 -1.755 0.328 C DRG 5 SMK O O O 0 1 N N N 31.732 -3.709 7.196 -4.472 -1.893 -0.410 O DRG 6 SMK NAY NAY N 0 1 N N N 31.315 -4.129 9.353 -2.698 -0.697 0.178 NAY DRG 7 SMK CBI CBI C 0 1 N N S 32.727 -3.930 9.693 -2.954 0.276 -0.864 CBI DRG 8 SMK CBB CBB C 0 1 N N N 33.214 -5.075 10.607 -1.686 0.944 -1.342 CBB DRG 9 SMK OAF OAF O 0 1 N N N 32.400 -5.901 11.015 -1.259 0.705 -2.441 OAF DRG 10 SMK NBK NBK N 0 1 N N N 34.489 -5.250 10.943 -1.027 1.809 -0.535 NBK DRG 11 SMK CBF CBF C 0 1 N N R 33.011 -2.485 10.194 -3.951 1.360 -0.433 CBF DRG 12 SMK CAS CAS C 0 1 N N N 32.333 -2.119 11.525 -5.372 0.900 -0.774 CAS DRG 13 SMK CAQ CAQ C 0 1 N N N 31.952 -0.630 11.559 -6.361 2.025 -0.463 CAQ DRG 14 SMK NAB NAB N 0 1 N N N 30.690 -0.417 10.837 -7.723 1.583 -0.790 NAB DRG 15 SMK CAT CAT C 0 1 N N N 34.529 -2.154 10.207 -3.836 1.612 1.068 CAT DRG 16 SMK CAU CAU C 0 1 N N N 35.386 -3.015 11.151 -2.402 1.777 1.541 CAU DRG 17 SMK CBG CBG C 0 1 N N S 35.633 -4.408 10.567 -1.587 2.602 0.554 CBG DRG 18 SMK CAV CAV C 0 1 N N N 36.853 -5.028 11.243 -0.373 3.199 1.296 CAV DRG 19 SMK CAW CAW C 0 1 N N N 36.431 -6.450 11.589 0.635 3.385 0.143 CAW DRG 20 SMK CBJ CBJ C 0 1 N N S 34.918 -6.365 11.792 0.406 2.109 -0.681 CBJ DRG 21 SMK CBA CBA C 0 1 N N N 34.545 -6.095 13.254 1.235 0.973 -0.140 CBA DRG 22 SMK OAE OAE O 0 1 N N N 34.425 -4.952 13.690 0.691 -0.004 0.329 OAE DRG 23 SMK NAX NAX N 0 1 N N N 34.357 -7.186 13.983 2.580 1.044 -0.176 NAX DRG 24 SMK CBH CBH C 0 1 N N N 33.973 -7.110 15.396 3.386 -0.061 0.351 CBH DRG 25 SMK CBC CBC C 0 1 Y N N 35.134 -6.594 16.262 3.556 -1.111 -0.717 CBC DRG 26 SMK CAM CAM C 0 1 Y N N 34.844 -5.820 17.389 3.493 -2.451 -0.384 CAM DRG 27 SMK CAI CAI C 0 1 Y N N 35.871 -5.326 18.194 3.649 -3.415 -1.363 CAI DRG 28 SMK CAG CAG C 0 1 Y N N 37.195 -5.606 17.862 3.869 -3.038 -2.674 CAG DRG 29 SMK CAJ CAJ C 0 1 Y N N 37.489 -6.375 16.734 3.931 -1.698 -3.007 CAJ DRG 30 SMK CAN CAN C 0 1 Y N N 36.462 -6.869 15.928 3.771 -0.734 -2.029 CAN DRG 31 SMK CBD CBD C 0 1 Y N N 33.448 -8.480 15.819 4.738 0.458 0.766 CBD DRG 32 SMK CAO CAO C 0 1 Y N N 32.360 -9.004 15.120 5.332 -0.010 1.923 CAO DRG 33 SMK CAK CAK C 0 1 Y N N 31.831 -10.244 15.455 6.573 0.465 2.304 CAK DRG 34 SMK CAH CAH C 0 1 Y N N 32.408 -10.958 16.504 7.220 1.408 1.528 CAH DRG 35 SMK CAL CAL C 0 1 Y N N 33.495 -10.439 17.208 6.627 1.875 0.370 CAL DRG 36 SMK CAP CAP C 0 1 Y N N 34.021 -9.198 16.865 5.388 1.397 -0.013 CAP DRG 37 SMK HAA HAA H 0 1 N N N 29.883 -7.531 6.829 -1.441 -4.103 2.949 HAA DRG 38 SMK HAAA HAAA H 0 0 N N N 30.746 -6.566 8.075 -2.683 -5.248 2.388 HAAA DRG 39 SMK HAAB HAAB H 0 0 N N N 29.019 -7.002 8.313 -1.018 -5.367 1.770 HAAB DRG 40 SMK HB HB H 0 1 N N N 30.015 -5.273 6.000 -1.273 -3.164 0.661 HB DRG 41 SMK HBA HBA H 0 1 N N N 28.313 -5.539 6.545 -2.515 -4.308 0.100 HBA DRG 42 SMK HA HA H 0 1 N N N 28.943 -4.459 8.756 -2.929 -2.254 2.317 HA DRG 43 SMK HN HN H 0 1 N N N 28.721 -2.357 7.913 -5.202 -2.916 2.057 HN DRG 44 SMK HNA HNA H 0 1 N N N 29.463 -2.695 6.498 -4.804 -4.007 0.866 HNA DRG 45 SMK HNAY HNAY H 0 0 N N N 30.646 -4.359 10.060 -1.936 -0.586 0.768 HNAY DRG 46 SMK HBI HBI H 0 1 N N N 33.346 -3.999 8.786 -3.392 -0.245 -1.730 HBI DRG 47 SMK HBF HBF H 0 1 N N N 32.531 -1.837 9.446 -3.732 2.279 -0.982 HBF DRG 48 SMK HAS HAS H 0 1 N N N 31.421 -2.724 11.640 -5.428 0.649 -1.833 HAS DRG 49 SMK HASA HASA H 0 0 N N N 33.038 -2.320 12.345 -5.621 0.022 -0.179 HASA DRG 50 SMK HAQ HAQ H 0 1 N N N 31.831 -0.310 12.604 -6.304 2.276 0.596 HAQ DRG 51 SMK HAQA HAQA H 0 0 N N N 32.747 -0.043 11.077 -6.111 2.903 -1.059 HAQA DRG 52 SMK HNAB HNAB H 0 0 N N N 29.935 -0.369 11.491 -7.955 0.733 -0.299 HNAB DRG 53 SMK HNAA HNAA H 0 0 N N N 30.741 0.439 10.323 -8.396 2.309 -0.593 HNAA DRG 54 SMK HAT HAT H 0 1 N N N 34.909 -2.304 9.186 -4.397 2.524 1.317 HAT DRG 55 SMK HATA HATA H 0 0 N N N 34.613 -1.121 10.575 -4.308 0.788 1.614 HATA DRG 56 SMK HAU HAU H 0 1 N N N 36.355 -2.517 11.304 -2.415 2.317 2.505 HAU DRG 57 SMK HAUA HAUA H 0 0 N N N 34.847 -3.128 12.103 -1.920 0.823 1.728 HAUA DRG 58 SMK HBG HBG H 0 1 N N N 35.775 -4.338 9.478 -2.205 3.416 0.153 HBG DRG 59 SMK HAV HAV H 0 1 N N N 37.721 -5.028 10.567 -0.627 4.156 1.757 HAV DRG 60 SMK HAVA HAVA H 0 0 N N N 37.162 -4.462 12.134 0.004 2.501 2.046 HAVA DRG 61 SMK HAW HAW H 0 1 N N N 36.683 -7.147 10.776 0.401 4.273 -0.444 HAW DRG 62 SMK HAWA HAWA H 0 0 N N N 36.949 -6.831 12.482 1.658 3.428 0.518 HAWA DRG 63 SMK HBJ HBJ H 0 1 N N N 34.429 -7.315 11.531 0.646 2.287 -1.729 HBJ DRG 64 SMK HNAX HNAX H 0 0 N N N 34.480 -8.083 13.559 3.015 1.826 -0.550 HNAX DRG 65 SMK HBH HBH H 0 1 N N N 33.167 -6.376 15.544 2.884 -0.498 1.214 HBH DRG 66 SMK HAM HAM H 0 1 N N N 33.816 -5.602 17.639 3.321 -2.746 0.641 HAM DRG 67 SMK HAI HAI H 0 1 N N N 35.642 -4.732 19.066 3.600 -4.462 -1.103 HAI DRG 68 SMK HAG HAG H 0 1 N N N 37.996 -5.227 18.479 3.992 -3.790 -3.439 HAG DRG 69 SMK HAJ HAJ H 0 1 N N N 38.518 -6.589 16.484 4.103 -1.403 -4.032 HAJ DRG 70 SMK HAN HAN H 0 1 N N N 36.692 -7.459 15.053 3.816 0.313 -2.290 HAN DRG 71 SMK HAO HAO H 0 1 N N N 31.924 -8.439 14.309 4.827 -0.747 2.530 HAO DRG 72 SMK HAK HAK H 0 1 N N N 30.988 -10.647 14.913 7.037 0.101 3.209 HAK DRG 73 SMK HAH HAH H 0 1 N N N 32.009 -11.924 16.775 8.189 1.781 1.826 HAH DRG 74 SMK HAL HAL H 0 1 N N N 33.929 -11.002 18.021 7.132 2.612 -0.237 HAL DRG 75 SMK HAP HAP H 0 1 N N N 34.865 -8.795 17.405 4.926 1.759 -0.920 HAP DRG 76 # 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 SMK CAA CB SING N N 1 SMK CB CA SING N N 2 SMK CA N SING N N 3 SMK CA C SING N N 4 SMK C O DOUB N N 5 SMK C NAY SING N N 6 SMK NAY CBI SING N N 7 SMK CBI CBB SING N N 8 SMK CBI CBF SING N N 9 SMK CBB OAF DOUB N N 10 SMK CBB NBK SING N N 11 SMK NBK CBG SING N N 12 SMK NBK CBJ SING N N 13 SMK CBF CAS SING N N 14 SMK CBF CAT SING N N 15 SMK CAS CAQ SING N N 16 SMK CAQ NAB SING N N 17 SMK CAT CAU SING N N 18 SMK CAU CBG SING N N 19 SMK CBG CAV SING N N 20 SMK CAV CAW SING N N 21 SMK CAW CBJ SING N N 22 SMK CBJ CBA SING N N 23 SMK CBA OAE DOUB N N 24 SMK CBA NAX SING N N 25 SMK NAX CBH SING N N 26 SMK CBH CBC SING N N 27 SMK CBH CBD SING N N 28 SMK CBC CAM DOUB Y N 29 SMK CBC CAN SING Y N 30 SMK CAM CAI SING Y N 31 SMK CAI CAG DOUB Y N 32 SMK CAG CAJ SING Y N 33 SMK CAJ CAN DOUB Y N 34 SMK CBD CAO DOUB Y N 35 SMK CBD CAP SING Y N 36 SMK CAO CAK SING Y N 37 SMK CAK CAH DOUB Y N 38 SMK CAH CAL SING Y N 39 SMK CAL CAP DOUB Y N 40 SMK CAA HAA SING N N 41 SMK CAA HAAA SING N N 42 SMK CAA HAAB SING N N 43 SMK CB HB SING N N 44 SMK CB HBA SING N N 45 SMK CA HA SING N N 46 SMK N HN SING N N 47 SMK N HNA SING N N 48 SMK NAY HNAY SING N N 49 SMK CBI HBI SING N N 50 SMK CBF HBF SING N N 51 SMK CAS HAS SING N N 52 SMK CAS HASA SING N N 53 SMK CAQ HAQ SING N N 54 SMK CAQ HAQA SING N N 55 SMK NAB HNAB SING N N 56 SMK NAB HNAA SING N N 57 SMK CAT HAT SING N N 58 SMK CAT HATA SING N N 59 SMK CAU HAU SING N N 60 SMK CAU HAUA SING N N 61 SMK CBG HBG SING N N 62 SMK CAV HAV SING N N 63 SMK CAV HAVA SING N N 64 SMK CAW HAW SING N N 65 SMK CAW HAWA SING N N 66 SMK CBJ HBJ SING N N 67 SMK NAX HNAX SING N N 68 SMK CBH HBH SING N N 69 SMK CAM HAM SING N N 70 SMK CAI HAI SING N N 71 SMK CAG HAG SING N N 72 SMK CAJ HAJ SING N N 73 SMK CAN HAN SING N N 74 SMK CAO HAO SING N N 75 SMK CAK HAK SING N N 76 SMK CAH HAH SING N N 77 SMK CAL HAL SING N N 78 SMK CAP HAP SING N N 79 # 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 SMK SMILES ACDLabs 10.04 "O=C(NC(c1ccccc1)c2ccccc2)C4N3C(=O)C(NC(=O)C(N)CC)C(CCC3CC4)CCN" SMK SMILES_CANONICAL CACTVS 3.341 "CC[C@H](N)C(=O)N[C@H]1[C@@H](CCN)CC[C@H]2CC[C@H](N2C1=O)C(=O)NC(c3ccccc3)c4ccccc4" SMK SMILES CACTVS 3.341 "CC[CH](N)C(=O)N[CH]1[CH](CCN)CC[CH]2CC[CH](N2C1=O)C(=O)NC(c3ccccc3)c4ccccc4" SMK SMILES_CANONICAL "OpenEye OEToolkits" 1.5.0 "CC[C@@H](C(=O)N[C@H]1[C@H](CC[C@H]2CC[C@H](N2C1=O)C(=O)NC(c3ccccc3)c4ccccc4)CCN)N" SMK SMILES "OpenEye OEToolkits" 1.5.0 "CCC(C(=O)NC1C(CCC2CCC(N2C1=O)C(=O)NC(c3ccccc3)c4ccccc4)CCN)N" SMK InChI InChI 1.03 "InChI=1S/C29H39N5O3/c1-2-23(31)27(35)33-26-21(17-18-30)13-14-22-15-16-24(34(22)29(26)37)28(36)32-25(19-9-5-3-6-10-19)20-11-7-4-8-12-20/h3-12,21-26H,2,13-18,30-31H2,1H3,(H,32,36)(H,33,35)/t21-,22+,23+,24+,26+/m1/s1" SMK InChIKey InChI 1.03 KQHWCFZCUNTTCW-VEGWMBEDSA-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 SMK "SYSTEMATIC NAME" ACDLabs 10.04 "(3S,6S,7R,9aS)-6-{[(2S)-2-aminobutanoyl]amino}-7-(2-aminoethyl)-N-(diphenylmethyl)-5-oxooctahydro-1H-pyrrolo[1,2-a]azepine-3-carboxamide" SMK "SYSTEMATIC NAME" "OpenEye OEToolkits" 1.5.0 "(3S,6S,7R,9aS)-6-[[(2S)-2-aminobutanoyl]amino]-7-(2-aminoethyl)-N-benzhydryl-5-oxo-1,2,3,6,7,8,9,9a-octahydropyrrolo[5,1-g]azepine-3-carboxamide" # loop_ _pdbx_chem_comp_audit.comp_id _pdbx_chem_comp_audit.action_type _pdbx_chem_comp_audit.date _pdbx_chem_comp_audit.processing_site SMK "Create component" 2008-10-22 RCSB SMK "Modify aromatic_flag" 2011-06-04 RCSB SMK "Modify descriptor" 2011-06-04 RCSB #