data_4MH # _chem_comp.id 4MH _chem_comp.name "2-(butylamino)-4-[(trans-4-hydroxycyclohexyl)amino]-N-(4-sulfamoylbenzyl)pyrimidine-5-carboxamide" _chem_comp.type NON-POLYMER _chem_comp.pdbx_type HETAIN _chem_comp.formula "C22 H32 N6 O4 S" _chem_comp.mon_nstd_parent_comp_id ? _chem_comp.pdbx_synonyms ? _chem_comp.pdbx_formal_charge 0 _chem_comp.pdbx_initial_date 2013-09-10 _chem_comp.pdbx_modified_date 2014-05-16 _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 476.592 _chem_comp.one_letter_code ? _chem_comp.three_letter_code 4MH _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 4MHA _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 4MH C01 C01 C 0 1 N N N 6.480 41.395 14.369 5.362 7.537 0.178 C01 4MH 1 4MH C02 C02 C 0 1 N N N 6.217 42.889 14.581 4.134 6.627 0.110 C02 4MH 2 4MH C03 C03 C 0 1 N N N 4.764 43.163 14.916 4.585 5.167 0.029 C03 4MH 3 4MH C04 C04 C 0 1 N N N 4.584 44.376 15.855 3.358 4.256 -0.039 C04 4MH 4 4MH N05 N05 N 0 1 N N N 5.087 44.061 17.160 3.790 2.859 -0.117 N05 4MH 5 4MH C06 C06 C 0 1 Y N N 4.246 43.365 18.136 2.852 1.850 -0.187 C06 4MH 6 4MH N07 N07 N 0 1 Y N N 3.023 43.851 18.452 1.563 2.168 -0.183 N07 4MH 7 4MH C08 C08 C 0 1 Y N N 2.247 43.189 19.367 0.630 1.237 -0.249 C08 4MH 8 4MH C09 C09 C 0 1 Y N N 2.709 42.009 19.977 1.013 -0.106 -0.325 C09 4MH 9 4MH C10 C10 C 0 1 N N N 1.829 41.269 21.008 0.007 -1.177 -0.401 C10 4MH 10 4MH O11 O11 O 0 1 N N N 2.094 40.128 21.326 0.356 -2.330 -0.569 O11 4MH 11 4MH N12 N12 N 0 1 N N N 0.690 41.969 21.590 -1.303 -0.881 -0.283 N12 4MH 12 4MH C13 C13 C 0 1 N N N -0.177 41.350 22.551 -2.305 -1.947 -0.359 C13 4MH 13 4MH C14 C14 C 0 1 Y N N -0.260 42.214 23.832 -3.682 -1.354 -0.200 C14 4MH 14 4MH C15 C15 C 0 1 Y N N 0.861 42.415 24.604 -4.385 -0.931 -1.312 C15 4MH 15 4MH C16 C16 C 0 1 Y N N 0.780 43.194 25.761 -5.647 -0.388 -1.167 C16 4MH 16 4MH C17 C17 C 0 1 Y N N -0.429 43.770 26.124 -6.207 -0.268 0.091 C17 4MH 17 4MH C18 C18 C 0 1 Y N N -1.550 43.571 25.350 -5.504 -0.692 1.204 C18 4MH 18 4MH C19 C19 C 0 1 Y N N -1.471 42.788 24.200 -4.244 -1.239 1.058 C19 4MH 19 4MH S20 S20 S 0 1 N N N -0.539 44.765 27.589 -7.816 0.426 0.277 S20 4MH 20 4MH O21 O21 O 0 1 N N N -1.498 45.814 27.420 -7.889 0.920 1.607 O21 4MH 21 4MH O22 O22 O 0 1 N N N 0.661 45.514 27.796 -8.038 1.238 -0.867 O22 4MH 22 4MH N23 N23 N 0 1 N N N -0.907 43.826 28.900 -8.902 -0.821 0.183 N23 4MH 23 4MH C24 C24 C 0 1 Y N N 4.002 41.521 19.617 2.393 -0.406 -0.327 C24 4MH 24 4MH N25 N25 N 0 1 N N N 4.537 40.307 20.224 2.827 -1.713 -0.400 N25 4MH 25 4MH C26 C26 C 0 1 N N N 4.848 39.130 19.467 4.255 -2.017 -0.282 C26 4MH 26 4MH C27 C27 C 0 1 N N N 5.991 38.425 20.180 4.554 -3.343 -0.985 C27 4MH 27 4MH C28 C28 C 0 1 N N N 6.535 37.247 19.404 6.045 -3.662 -0.863 C28 4MH 28 4MH C29 C29 C 0 1 N N N 6.903 37.627 17.977 6.423 -3.773 0.616 C29 4MH 29 4MH O30 O30 O 0 1 N N N 7.294 36.461 17.266 7.816 -4.070 0.731 O30 4MH 30 4MH C31 C31 C 0 1 N N N 5.737 38.279 17.259 6.125 -2.447 1.319 C31 4MH 31 4MH C32 C32 C 0 1 N N N 5.206 39.474 18.023 4.633 -2.129 1.197 C32 4MH 32 4MH N33 N33 N 0 1 Y N N 4.727 42.216 18.720 3.265 0.593 -0.262 N33 4MH 33 4MH H011 H011 H 0 0 N N N 7.542 41.240 14.129 5.041 8.577 0.236 H011 4MH 34 4MH H012 H012 H 0 0 N N N 6.227 40.844 15.287 5.950 7.289 1.061 H012 4MH 35 4MH H013 H013 H 0 0 N N N 5.859 41.028 13.539 5.970 7.394 -0.715 H013 4MH 36 4MH H021 H021 H 0 0 N N N 6.847 43.247 15.408 3.526 6.770 1.003 H021 4MH 37 4MH H022 H022 H 0 0 N N N 6.478 43.431 13.660 3.546 6.875 -0.774 H022 4MH 38 4MH H031 H031 H 0 0 N N N 4.219 43.359 13.981 5.194 5.024 -0.864 H031 4MH 39 4MH H032 H032 H 0 0 N N N 4.343 42.273 15.407 5.173 4.919 0.912 H032 4MH 40 4MH H041 H041 H 0 0 N N N 5.136 45.237 15.449 2.749 4.400 0.854 H041 4MH 41 4MH H042 H042 H 0 0 N N N 3.515 44.627 15.927 2.770 4.505 -0.923 H042 4MH 42 4MH H051 H051 H 0 0 N N N 5.898 43.492 17.024 4.735 2.643 -0.119 H051 4MH 43 4MH H081 H081 H 0 0 N N N 1.272 43.577 19.622 -0.416 1.508 -0.245 H081 4MH 44 4MH H121 H121 H 0 0 N N N 0.507 42.911 21.310 -1.582 0.039 -0.149 H121 4MH 45 4MH H131 H131 H 0 0 N N N -1.183 41.245 22.118 -2.233 -2.445 -1.326 H131 4MH 46 4MH H132 H132 H 0 0 N N N 0.217 40.356 22.808 -2.127 -2.670 0.437 H132 4MH 47 4MH H151 H151 H 0 0 N N N 1.802 41.971 24.316 -3.947 -1.025 -2.296 H151 4MH 48 4MH H161 H161 H 0 0 N N N 1.657 43.348 26.372 -6.196 -0.057 -2.036 H161 4MH 49 4MH H181 H181 H 0 0 N N N -2.490 44.021 25.634 -5.942 -0.598 2.187 H181 4MH 50 4MH H191 H191 H 0 0 N N N -2.351 42.627 23.595 -3.696 -1.574 1.926 H191 4MH 51 4MH H231 H231 H 0 0 N N N -0.965 44.401 29.716 -9.742 -0.770 0.664 H231 4MH 52 4MH H232 H232 H 0 0 N N N -1.785 43.372 28.749 -8.697 -1.603 -0.354 H232 4MH 53 4MH H251 H251 H 0 0 N N N 5.387 40.576 20.677 2.187 -2.430 -0.529 H251 4MH 54 4MH H261 H261 H 0 0 N N N 3.977 38.458 19.457 4.837 -1.221 -0.747 H261 4MH 55 4MH H271 H271 H 0 0 N N N 6.805 39.148 20.336 3.973 -4.140 -0.521 H271 4MH 56 4MH H272 H272 H 0 0 N N N 5.628 38.065 21.154 4.285 -3.264 -2.039 H272 4MH 57 4MH H281 H281 H 0 0 N N N 7.433 36.870 19.914 6.257 -4.606 -1.364 H281 4MH 58 4MH H282 H282 H 0 0 N N N 5.770 36.457 19.375 6.626 -2.865 -1.327 H282 4MH 59 4MH H291 H291 H 0 0 N N N 7.738 38.342 18.010 5.842 -4.569 1.081 H291 4MH 60 4MH H301 H301 H 0 0 N N N 7.524 36.695 16.375 8.126 -4.155 1.643 H301 4MH 61 4MH H311 H311 H 0 0 N N N 6.071 38.611 16.265 6.394 -2.526 2.373 H311 4MH 62 4MH H312 H312 H 0 0 N N N 4.930 37.540 17.146 6.706 -1.651 0.855 H312 4MH 63 4MH H321 H321 H 0 0 N N N 4.304 39.846 17.515 4.421 -1.184 1.698 H321 4MH 64 4MH H322 H322 H 0 0 N N N 5.975 40.260 18.028 4.052 -2.925 1.661 H322 4MH 65 # 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 4MH C01 C02 SING N N 1 4MH C02 C03 SING N N 2 4MH C03 C04 SING N N 3 4MH C04 N05 SING N N 4 4MH N05 C06 SING N N 5 4MH C06 N07 DOUB Y N 6 4MH C06 N33 SING Y N 7 4MH N07 C08 SING Y N 8 4MH C08 C09 DOUB Y N 9 4MH C09 C10 SING N N 10 4MH C09 C24 SING Y N 11 4MH C10 O11 DOUB N N 12 4MH C10 N12 SING N N 13 4MH N12 C13 SING N N 14 4MH C13 C14 SING N N 15 4MH C14 C15 DOUB Y N 16 4MH C14 C19 SING Y N 17 4MH C15 C16 SING Y N 18 4MH C16 C17 DOUB Y N 19 4MH C17 C18 SING Y N 20 4MH C17 S20 SING N N 21 4MH C18 C19 DOUB Y N 22 4MH S20 O21 DOUB N N 23 4MH S20 O22 DOUB N N 24 4MH S20 N23 SING N N 25 4MH C24 N25 SING N N 26 4MH C24 N33 DOUB Y N 27 4MH N25 C26 SING N N 28 4MH C26 C27 SING N N 29 4MH C26 C32 SING N N 30 4MH C27 C28 SING N N 31 4MH C28 C29 SING N N 32 4MH C29 O30 SING N N 33 4MH C29 C31 SING N N 34 4MH C31 C32 SING N N 35 4MH C01 H011 SING N N 36 4MH C01 H012 SING N N 37 4MH C01 H013 SING N N 38 4MH C02 H021 SING N N 39 4MH C02 H022 SING N N 40 4MH C03 H031 SING N N 41 4MH C03 H032 SING N N 42 4MH C04 H041 SING N N 43 4MH C04 H042 SING N N 44 4MH N05 H051 SING N N 45 4MH C08 H081 SING N N 46 4MH N12 H121 SING N N 47 4MH C13 H131 SING N N 48 4MH C13 H132 SING N N 49 4MH C15 H151 SING N N 50 4MH C16 H161 SING N N 51 4MH C18 H181 SING N N 52 4MH C19 H191 SING N N 53 4MH N23 H231 SING N N 54 4MH N23 H232 SING N N 55 4MH N25 H251 SING N N 56 4MH C26 H261 SING N N 57 4MH C27 H271 SING N N 58 4MH C27 H272 SING N N 59 4MH C28 H281 SING N N 60 4MH C28 H282 SING N N 61 4MH C29 H291 SING N N 62 4MH O30 H301 SING N N 63 4MH C31 H311 SING N N 64 4MH C31 H312 SING N N 65 4MH C32 H321 SING N N 66 4MH C32 H322 SING N N 67 # 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 4MH SMILES ACDLabs 12.01 "O=S(=O)(N)c1ccc(cc1)CNC(=O)c2cnc(nc2NC3CCC(O)CC3)NCCCC" 4MH InChI InChI 1.03 "InChI=1S/C22H32N6O4S/c1-2-3-12-24-22-26-14-19(20(28-22)27-16-6-8-17(29)9-7-16)21(30)25-13-15-4-10-18(11-5-15)33(23,31)32/h4-5,10-11,14,16-17,29H,2-3,6-9,12-13H2,1H3,(H,25,30)(H2,23,31,32)(H2,24,26,27,28)/t16-,17-" 4MH InChIKey InChI 1.03 CQFHCAGCNILQLR-QAQDUYKDSA-N 4MH SMILES_CANONICAL CACTVS 3.385 "CCCCNc1ncc(C(=O)NCc2ccc(cc2)[S](N)(=O)=O)c(N[C@@H]3CC[C@@H](O)CC3)n1" 4MH SMILES CACTVS 3.385 "CCCCNc1ncc(C(=O)NCc2ccc(cc2)[S](N)(=O)=O)c(N[CH]3CC[CH](O)CC3)n1" 4MH SMILES_CANONICAL "OpenEye OEToolkits" 1.7.6 "CCCCNc1ncc(c(n1)NC2CCC(CC2)O)C(=O)NCc3ccc(cc3)S(=O)(=O)N" 4MH SMILES "OpenEye OEToolkits" 1.7.6 "CCCCNc1ncc(c(n1)NC2CCC(CC2)O)C(=O)NCc3ccc(cc3)S(=O)(=O)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 4MH "SYSTEMATIC NAME" ACDLabs 12.01 "2-(butylamino)-4-[(trans-4-hydroxycyclohexyl)amino]-N-(4-sulfamoylbenzyl)pyrimidine-5-carboxamide" 4MH "SYSTEMATIC NAME" "OpenEye OEToolkits" 1.7.6 "2-(butylamino)-4-[(4-oxidanylcyclohexyl)amino]-N-[(4-sulfamoylphenyl)methyl]pyrimidine-5-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 4MH "Create component" 2013-09-10 RCSB 4MH "Initial release" 2014-05-21 RCSB #