data_VSB # _chem_comp.id VSB _chem_comp.name "7-[cis-4-(4-methylpiperazin-1-yl)cyclohexyl]-5-(4-phenoxyphenyl)-7H-pyrrolo[2,3-d]pyrimidin-4-amine" _chem_comp.type NON-POLYMER _chem_comp.pdbx_type HETAIN _chem_comp.formula "C29 H34 N6 O" _chem_comp.mon_nstd_parent_comp_id ? _chem_comp.pdbx_synonyms ? _chem_comp.pdbx_formal_charge 0 _chem_comp.pdbx_initial_date 2012-05-28 _chem_comp.pdbx_modified_date 2013-04-26 _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 482.620 _chem_comp.one_letter_code ? _chem_comp.three_letter_code VSB _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 3VS2 _chem_comp.pdbx_subcomponent_list ? _chem_comp.pdbx_processing_site PDBJ # 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 VSB CAX CAX C 0 1 N N N 2.507 -11.469 14.462 -4.392 -2.286 -1.165 CAX VSB 1 VSB CAY CAY C 0 1 N N N 2.210 -12.680 15.167 -3.948 -3.748 -1.256 CAY VSB 2 VSB NAZ NAZ N 0 1 N N N 1.656 -13.369 13.978 -4.402 -4.471 -0.059 NAZ VSB 3 VSB CBC CBC C 0 1 N N N 2.198 -14.605 13.529 -5.868 -4.521 0.001 CBC VSB 4 VSB CBA CBA C 0 1 N N N 0.737 -12.747 13.081 -3.845 -3.868 1.159 CBA VSB 5 VSB CBB CBB C 0 1 N N N 2.114 -11.865 12.826 -4.288 -2.406 1.250 CBB VSB 6 VSB NAW NAW N 0 1 N N N 3.193 -10.920 13.442 -3.835 -1.683 0.054 NAW VSB 7 VSB CAT CAT C 0 1 N N N 4.311 -10.487 12.589 -4.177 -0.257 0.139 CAT VSB 8 VSB CAU CAU C 0 1 N N N 4.560 -9.723 14.053 -3.689 0.460 -1.122 CAU VSB 9 VSB CAV CAV C 0 1 N N N 5.561 -9.219 13.324 -4.045 1.946 -1.033 CAV VSB 10 VSB CAS CAS C 0 1 N N N 4.274 -9.880 11.036 -3.502 0.357 1.368 CAS VSB 11 VSB CAR CAR C 0 1 N N N 3.574 -8.782 11.234 -3.858 1.842 1.456 CAR VSB 12 VSB CAQ CAQ C 0 1 N N N 4.889 -8.334 12.142 -3.371 2.559 0.196 CAQ VSB 13 VSB NAG NAG N 0 1 Y N N 4.055 -7.095 12.383 -1.918 2.411 0.080 NAG VSB 14 VSB CAH CAH C 0 1 Y N N 2.911 -6.888 12.999 -1.259 1.216 -0.019 CAH VSB 15 VSB C4 C4 C 0 1 Y N N 4.574 -5.832 12.187 -1.026 3.449 0.051 C4 VSB 16 VSB N3 N3 N 0 1 Y N N 5.723 -5.316 11.679 -1.144 4.775 0.109 N3 VSB 17 VSB C2 C2 C 0 1 Y N N 5.959 -4.000 11.527 -0.080 5.547 0.058 C2 VSB 18 VSB N1 N1 N 0 1 Y N N 5.079 -3.066 11.850 1.145 5.067 -0.053 N1 VSB 19 VSB C6 C6 C 0 1 Y N N 3.897 -3.475 12.346 1.364 3.756 -0.118 C6 VSB 20 VSB NAK NAK N 0 1 N N N 3.028 -2.501 12.668 2.649 3.257 -0.234 NAK VSB 21 VSB C5 C5 C 0 1 Y N N 3.622 -4.865 12.517 0.260 2.894 -0.066 C5 VSB 22 VSB CAI CAI C 0 1 Y N N 2.503 -5.619 12.914 0.075 1.438 -0.110 CAI VSB 23 VSB CAJ CAJ C 0 1 Y N N 1.295 -5.155 13.496 1.139 0.412 -0.229 CAJ VSB 24 VSB CAP CAP C 0 1 Y N N 0.888 -5.522 14.781 1.171 -0.666 0.654 CAP VSB 25 VSB CAO CAO C 0 1 Y N N -0.279 -4.993 15.362 2.162 -1.619 0.541 CAO VSB 26 VSB CAL CAL C 0 1 Y N N 0.593 -4.100 12.934 2.106 0.521 -1.227 CAL VSB 27 VSB CAM CAM C 0 1 Y N N -0.609 -3.635 13.443 3.095 -0.435 -1.335 CAM VSB 28 VSB CAN CAN C 0 1 Y N N -1.056 -4.052 14.680 3.127 -1.505 -0.451 CAN VSB 29 VSB OBD OBD O 0 1 N N N -2.219 -3.468 15.122 4.102 -2.446 -0.560 OBD VSB 30 VSB CBE CBE C 0 1 Y N N -2.449 -3.003 16.375 5.348 -2.126 -0.124 CBE VSB 31 VSB CBF CBF C 0 1 Y N N -1.436 -2.341 17.049 6.402 -3.006 -0.324 CBF VSB 32 VSB CBG CBG C 0 1 Y N N -1.669 -1.819 18.314 7.668 -2.679 0.121 CBG VSB 33 VSB CBH CBH C 0 1 Y N N -2.925 -1.933 18.895 7.886 -1.475 0.765 CBH VSB 34 VSB CBI CBI C 0 1 Y N N -3.952 -2.572 18.209 6.838 -0.596 0.966 CBI VSB 35 VSB CBJ CBJ C 0 1 Y N N -3.720 -3.090 16.939 5.571 -0.916 0.518 CBJ VSB 36 VSB H1 H1 H 0 1 N N N 2.880 -10.853 15.294 -4.031 -1.742 -2.037 H1 VSB 37 VSB H2 H2 H 0 1 N N N 1.471 -12.542 15.970 -4.383 -4.206 -2.144 H2 VSB 38 VSB H3 H3 H 0 1 N N N 3.105 -13.173 15.574 -2.861 -3.795 -1.319 H3 VSB 39 VSB H5 H5 H 0 1 N N N 2.890 -15.000 14.288 -6.251 -5.032 -0.882 H5 VSB 40 VSB H6 H6 H 0 1 N N N 1.383 -15.325 13.367 -6.177 -5.061 0.896 H6 VSB 41 VSB H7 H7 H 0 1 N N N 2.740 -14.446 12.585 -6.265 -3.506 0.034 H7 VSB 42 VSB H8 H8 H 0 1 N N N -0.112 -12.215 13.535 -4.205 -4.412 2.032 H8 VSB 43 VSB H9 H9 H 0 1 N N N 0.379 -13.358 12.239 -2.756 -3.916 1.125 H9 VSB 44 VSB H10 H10 H 0 1 N N N 2.769 -12.659 12.438 -5.376 -2.359 1.313 H10 VSB 45 VSB H11 H11 H 0 1 N N N 5.042 -11.308 12.562 -5.258 -0.147 0.225 H11 VSB 46 VSB H12 H12 H 0 1 N N N 3.783 -9.015 14.375 -2.608 0.350 -1.207 H12 VSB 47 VSB H13 H13 H 0 1 N N N 6.161 -10.034 12.892 -3.698 2.457 -1.931 H13 VSB 48 VSB H14 H14 H 0 1 N N N 6.203 -8.584 13.952 -5.126 2.056 -0.947 H14 VSB 49 VSB H15 H15 H 0 1 N N N 3.768 -10.567 10.342 -3.849 -0.154 2.266 H15 VSB 50 VSB H16 H16 H 0 1 N N N 5.284 -9.658 10.661 -2.421 0.247 1.282 H16 VSB 51 VSB H17 H17 H 0 1 N N N 3.386 -8.172 10.338 -4.939 1.952 1.542 H17 VSB 52 VSB H18 H18 H 0 1 N N N 2.635 -8.913 11.792 -3.378 2.279 2.332 H18 VSB 53 VSB H19 H19 H 0 1 N N N 5.691 -8.080 11.433 -3.625 3.617 0.259 H19 VSB 54 VSB H20 H20 H 0 1 N N N 2.362 -7.660 13.517 -1.730 0.244 -0.025 H20 VSB 55 VSB H22 H22 H 0 1 N N N 6.912 -3.691 11.122 -0.214 6.617 0.107 H22 VSB 56 VSB H23 H23 H 0 1 N N N 3.437 -1.610 12.471 3.404 3.864 -0.268 H23 VSB 57 VSB H24 H24 H 0 1 N N N 2.192 -2.610 12.131 2.794 2.299 -0.280 H24 VSB 58 VSB H26 H26 H 0 1 N N N 1.483 -6.228 15.341 0.421 -0.756 1.426 H26 VSB 59 VSB H27 H27 H 0 1 N N N -0.578 -5.318 16.347 2.188 -2.455 1.224 H27 VSB 60 VSB H28 H28 H 0 1 N N N 1.002 -3.618 12.058 2.082 1.353 -1.915 H28 VSB 61 VSB H29 H29 H 0 1 N N N -1.201 -2.940 12.866 3.844 -0.351 -2.108 H29 VSB 62 VSB H30 H30 H 0 1 N N N -0.465 -2.231 16.590 6.232 -3.947 -0.827 H30 VSB 63 VSB H31 H31 H 0 1 N N N -0.872 -1.323 18.847 8.488 -3.364 -0.034 H31 VSB 64 VSB H32 H32 H 0 1 N N N -3.104 -1.526 19.879 8.877 -1.221 1.112 H32 VSB 65 VSB H33 H33 H 0 1 N N N -4.928 -2.666 18.661 7.011 0.344 1.469 H33 VSB 66 VSB H34 H34 H 0 1 N N N -4.524 -3.559 16.391 4.753 -0.227 0.671 H34 VSB 67 VSB H35 H35 H 0 1 N N N 1.488 -11.150 14.198 -5.480 -2.239 -1.130 H35 VSB 68 VSB H4 H4 H 0 1 N N N 1.772 -11.232 11.994 -3.853 -1.948 2.139 H4 VSB 69 VSB H36 H36 H 0 1 N N N 4.844 -10.365 14.900 -4.170 0.023 -1.997 H36 VSB 70 # 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 VSB CAS CAR SING N N 1 VSB CAS CAT SING N N 2 VSB CAR CAQ SING N N 3 VSB C2 N3 DOUB Y N 4 VSB C2 N1 SING Y N 5 VSB N3 C4 SING Y N 6 VSB N1 C6 DOUB Y N 7 VSB CAQ NAG SING N N 8 VSB CAQ CAV SING N N 9 VSB C4 NAG SING Y N 10 VSB C4 C5 DOUB Y N 11 VSB C6 C5 SING Y N 12 VSB C6 NAK SING N N 13 VSB NAG CAH SING Y N 14 VSB C5 CAI SING Y N 15 VSB CAT NAW SING N N 16 VSB CAT CAU SING N N 17 VSB CBB CBA SING N N 18 VSB CBB NAW SING N N 19 VSB CAI CAH DOUB Y N 20 VSB CAI CAJ SING N N 21 VSB CAL CAM DOUB Y N 22 VSB CAL CAJ SING Y N 23 VSB CBA NAZ SING N N 24 VSB CAV CAU SING N N 25 VSB NAW CAX SING N N 26 VSB CAM CAN SING Y N 27 VSB CAJ CAP DOUB Y N 28 VSB CBC NAZ SING N N 29 VSB NAZ CAY SING N N 30 VSB CAX CAY SING N N 31 VSB CAN OBD SING N N 32 VSB CAN CAO DOUB Y N 33 VSB CAP CAO SING Y N 34 VSB OBD CBE SING N N 35 VSB CBE CBJ DOUB Y N 36 VSB CBE CBF SING Y N 37 VSB CBJ CBI SING Y N 38 VSB CBF CBG DOUB Y N 39 VSB CBI CBH DOUB Y N 40 VSB CBG CBH SING Y N 41 VSB CAX H1 SING N N 42 VSB CAY H2 SING N N 43 VSB CAY H3 SING N N 44 VSB CBC H5 SING N N 45 VSB CBC H6 SING N N 46 VSB CBC H7 SING N N 47 VSB CBA H8 SING N N 48 VSB CBA H9 SING N N 49 VSB CBB H10 SING N N 50 VSB CAT H11 SING N N 51 VSB CAU H12 SING N N 52 VSB CAV H13 SING N N 53 VSB CAV H14 SING N N 54 VSB CAS H15 SING N N 55 VSB CAS H16 SING N N 56 VSB CAR H17 SING N N 57 VSB CAR H18 SING N N 58 VSB CAQ H19 SING N N 59 VSB CAH H20 SING N N 60 VSB C2 H22 SING N N 61 VSB NAK H23 SING N N 62 VSB NAK H24 SING N N 63 VSB CAP H26 SING N N 64 VSB CAO H27 SING N N 65 VSB CAL H28 SING N N 66 VSB CAM H29 SING N N 67 VSB CBF H30 SING N N 68 VSB CBG H31 SING N N 69 VSB CBH H32 SING N N 70 VSB CBI H33 SING N N 71 VSB CBJ H34 SING N N 72 VSB CAX H35 SING N N 73 VSB CBB H4 SING N N 74 VSB CAU H36 SING N N 75 # 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 VSB SMILES ACDLabs 12.01 "O(c1ccccc1)c2ccc(cc2)c4c3c(ncnc3n(c4)C6CCC(N5CCN(CC5)C)CC6)N" VSB InChI InChI 1.03 "InChI=1S/C29H34N6O/c1-33-15-17-34(18-16-33)22-9-11-23(12-10-22)35-19-26(27-28(30)31-20-32-29(27)35)21-7-13-25(14-8-21)36-24-5-3-2-4-6-24/h2-8,13-14,19-20,22-23H,9-12,15-18H2,1H3,(H2,30,31,32)/t22-,23+" VSB InChIKey InChI 1.03 FDVSOQRNTAPCHB-ZRZAMGCNSA-N VSB SMILES_CANONICAL CACTVS 3.370 "CN1CCN(CC1)[C@@H]2CC[C@@H](CC2)n3cc(c4ccc(Oc5ccccc5)cc4)c6c(N)ncnc36" VSB SMILES CACTVS 3.370 "CN1CCN(CC1)[CH]2CC[CH](CC2)n3cc(c4ccc(Oc5ccccc5)cc4)c6c(N)ncnc36" VSB SMILES_CANONICAL "OpenEye OEToolkits" 1.7.6 "CN1CCN(CC1)C2CCC(CC2)n3cc(c4c3ncnc4N)c5ccc(cc5)Oc6ccccc6" VSB SMILES "OpenEye OEToolkits" 1.7.6 "CN1CCN(CC1)C2CCC(CC2)n3cc(c4c3ncnc4N)c5ccc(cc5)Oc6ccccc6" # 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 VSB "SYSTEMATIC NAME" ACDLabs 12.01 "7-[cis-4-(4-methylpiperazin-1-yl)cyclohexyl]-5-(4-phenoxyphenyl)-7H-pyrrolo[2,3-d]pyrimidin-4-amine" VSB "SYSTEMATIC NAME" "OpenEye OEToolkits" 1.7.6 "7-[4-(4-methylpiperazin-1-yl)cyclohexyl]-5-(4-phenoxyphenyl)pyrrolo[2,3-d]pyrimidin-4-amine" # loop_ _pdbx_chem_comp_audit.comp_id _pdbx_chem_comp_audit.action_type _pdbx_chem_comp_audit.date _pdbx_chem_comp_audit.processing_site VSB "Create component" 2012-05-28 PDBJ VSB "Initial release" 2013-05-01 RCSB #