1 #!/usr/bin/perl -w
   2 #
   3 # File: ElementalAnalysisSDFiles.pl
   4 # Author: Manish Sud <msud@san.rr.com>
   5 #
   6 # Copyright (C) 2025 Manish Sud. All rights reserved.
   7 #
   8 # This file is part of MayaChemTools.
   9 #
  10 # MayaChemTools is free software; you can redistribute it and/or modify it under
  11 # the terms of the GNU Lesser General Public License as published by the Free
  12 # Software Foundation; either version 3 of the License, or (at your option) any
  13 # later version.
  14 #
  15 # MayaChemTools is distributed in the hope that it will be useful, but without
  16 # any warranty; without even the implied warranty of merchantability of fitness
  17 # for a particular purpose.  See the GNU Lesser General Public License for more
  18 # details.
  19 #
  20 # You should have received a copy of the GNU Lesser General Public License
  21 # along with MayaChemTools; if not, see <http://www.gnu.org/licenses/> or
  22 # write to the Free Software Foundation Inc., 59 Temple Place, Suite 330,
  23 # Boston, MA, 02111-1307, USA.
  24 #
  25 
  26 use strict;
  27 use FindBin; use lib "$FindBin::Bin/../lib";
  28 use Getopt::Long;
  29 use File::Basename;
  30 use Text::ParseWords;
  31 use Benchmark;
  32 use FileUtil;
  33 use SDFileUtil;
  34 use TextUtil;
  35 use MolecularFormula;
  36 use FileIO::SDFileIO;
  37 use Molecule;
  38 
  39 my($ScriptName, %Options, $StartTime, $EndTime, $TotalTime);
  40 
  41 # Autoflush STDOUT
  42 $| = 1;
  43 
  44 # Starting message...
  45 $ScriptName = basename($0);
  46 print "\n$ScriptName: Starting...\n\n";
  47 $StartTime = new Benchmark;
  48 
  49 # Get the options and setup script...
  50 SetupScriptUsage();
  51 if ($Options{help} || @ARGV < 1) {
  52   die GetUsageFromPod("$FindBin::Bin/$ScriptName");
  53 }
  54 
  55 my(@SDFilesList);
  56 @SDFilesList = ExpandFileNames(\@ARGV, "sdf sd");
  57 
  58 print "Processing options...\n";
  59 my(%OptionsInfo);
  60 ProcessOptions();
  61 
  62 print "Checking input SD file(s)...\n";
  63 my(%SDFilesInfo);
  64 RetrieveSDFilesInfo();
  65 
  66 # Generate output files...
  67 my($FileIndex);
  68 if (@SDFilesList > 1) {
  69   print "\nProcessing SD files...\n";
  70 }
  71 for $FileIndex (0 .. $#SDFilesList) {
  72   if ($SDFilesInfo{FileOkay}[$FileIndex]) {
  73     print "\nProcessing file $SDFilesList[$FileIndex]...\n";
  74     PerformElementalAnalysis($FileIndex);
  75   }
  76 }
  77 print "\n$ScriptName:Done...\n\n";
  78 
  79 $EndTime = new Benchmark;
  80 $TotalTime = timediff ($EndTime, $StartTime);
  81 print "Total time: ", timestr($TotalTime), "\n";
  82 
  83 ###############################################################################
  84 
  85 # Perform analysis...
  86 sub PerformElementalAnalysis {
  87   my($Index) = @_;
  88   my($SDFile, $NewSDFile, $KeyDataFieldName, $CmpdCount, $CurrentFormula, $FormulaFieldName, $CmpdString, $Value, $CalculationType, $CalculatedValue, $ErrorMsg, $Status, $ElementsRef, $ElementCompositionRef, $Molecule, @CalculatedValues, @CmpdLines, %DataFieldValuesMap);
  89 
  90   $SDFile = $SDFilesList[$Index];
  91   $NewSDFile = $SDFilesInfo{OutFile}[$Index];
  92 
  93   print "Generating new SD file $NewSDFile...\n";
  94   open NEWSDFILE, ">$NewSDFile" or die "Error: Couldn't open $NewSDFile: $! \n";
  95   open SDFILE, "$SDFile" or die "Error: Can't open $SDFile: $! \n";
  96 
  97 
  98   $CmpdCount = 0;
  99   $FormulaFieldName = $SDFilesInfo{FormulaFieldName}[$Index];
 100 
 101   COMPOUND: while ($CmpdString = ReadCmpdString(\*SDFILE)) {
 102     $CmpdCount++;
 103     @CmpdLines = split "\n", $CmpdString;
 104     %DataFieldValuesMap = GetCmpdDataHeaderLabelsAndValues(\@CmpdLines);
 105 
 106     @CalculatedValues = ();
 107     for $Value (@{$OptionsInfo{SpecifiedCalculations}}) {
 108       push @CalculatedValues, '';
 109     }
 110 
 111     $CurrentFormula = undef;
 112 
 113     if ($OptionsInfo{UseStructureData}) {
 114       $Molecule = FileIO::SDFileIO::ParseMoleculeString($CmpdString);
 115       $CurrentFormula = $Molecule->GetMolecularFormula();
 116     }
 117     else {
 118       if (!exists $DataFieldValuesMap{$FormulaFieldName}) {
 119         $ErrorMsg = "Ignoring compound record $CmpdCount: Formula field $FormulaFieldName not found";
 120         PrintErrorMsg($CmpdString, $ErrorMsg);
 121         WriteNewCompoundRecord($Index, \*NEWSDFILE, \@CmpdLines, \@CalculatedValues);
 122         next COMPOUND;
 123       }
 124 
 125       # Make sure it's a valid molecular formula...
 126       $CurrentFormula = $DataFieldValuesMap{$FormulaFieldName};
 127       if ($OptionsInfo{CheckFormula}) {
 128         ($Status, $ErrorMsg) = MolecularFormula::IsMolecularFormula($CurrentFormula);
 129         if (!$Status) {
 130           $ErrorMsg = "Ignoring compound record $CmpdCount: Formula field value $CurrentFormula is not valid: $ErrorMsg";
 131           PrintErrorMsg($CmpdString, $ErrorMsg);
 132           WriteNewCompoundRecord($Index, \*NEWSDFILE, \@CmpdLines, \@CalculatedValues);
 133           next COMPOUND;
 134         }
 135       }
 136     }
 137 
 138     # Calculate appropriate values and write 'em out...
 139     @CalculatedValues = ();
 140     for $CalculationType (@{$OptionsInfo{SpecifiedCalculations}}) {
 141       if ($CalculationType =~ /^ElementalAnalysis$/i) {
 142         ($ElementsRef, $ElementCompositionRef) = MolecularFormula::CalculateElementalComposition($CurrentFormula);
 143         $CalculatedValue = (defined($ElementsRef) && defined($ElementCompositionRef)) ? MolecularFormula::FormatCompositionInfomation($ElementsRef, $ElementCompositionRef, $OptionsInfo{Precision}) : '';
 144       }
 145       elsif ($CalculationType =~ /^MolecularWeight$/i) {
 146         $CalculatedValue = MolecularFormula::CalculateMolecularWeight($CurrentFormula);
 147         $CalculatedValue = (defined($CalculatedValue) && length($CalculatedValue)) ? (sprintf("%.$OptionsInfo{Precision}f", $CalculatedValue)) : "";
 148       }
 149       elsif ($CalculationType =~ /^ExactMass$/i) {
 150         $CalculatedValue = MolecularFormula::CalculateExactMass($CurrentFormula);
 151         $CalculatedValue = (defined($CalculatedValue) && length($CalculatedValue)) ? (sprintf("%.$OptionsInfo{Precision}f", $CalculatedValue)) : "";
 152       }
 153       else {
 154         $CalculatedValue = '';
 155       }
 156       push @CalculatedValues, $CalculatedValue;
 157     }
 158     WriteNewCompoundRecord($Index, \*NEWSDFILE, \@CmpdLines, \@CalculatedValues, $CurrentFormula);
 159   }
 160   close NEWSDFILE;
 161   close SDFILE;
 162 }
 163 
 164 # Write out compound record with calculated values...
 165 sub WriteNewCompoundRecord {
 166   my($Index, $SDFileRef, $CmpdLinesRef, $CalculatedValuesRef, $MolecularFormula) = @_;
 167 
 168   # Write out compound lines except the last line which contains $$$$...
 169   my($LineIndex);
 170   for $LineIndex (0 .. ($#{$CmpdLinesRef} - 1)) {
 171     print $SDFileRef "$CmpdLinesRef->[$LineIndex]\n";
 172   }
 173 
 174   # Write out calculated values...
 175   my($CalcIndex, $FieldName, $FieldValue);
 176   for $CalcIndex (0 .. $#{$OptionsInfo{SpecifiedCalculations}}) {
 177     $FieldName = $SDFilesInfo{ValueFieldNamesMap}[$Index]{$OptionsInfo{SpecifiedCalculations}[$CalcIndex]};
 178     $FieldValue = $CalculatedValuesRef->[$CalcIndex];
 179     print  $SDFileRef ">  <$FieldName>\n$FieldValue\n\n";
 180   }
 181 
 182   if ($OptionsInfo{UseStructureData} && $OptionsInfo{WriteOutFormula} && defined($MolecularFormula)) {
 183     $FieldName = $SDFilesInfo{ValueFieldNamesMap}[$Index]{MolecularFormula};
 184     $FieldValue = $MolecularFormula;
 185     print  $SDFileRef ">  <$FieldName>\n$FieldValue\n\n";
 186   }
 187 
 188   print $SDFileRef  "\$\$\$\$\n";
 189 }
 190 
 191 # Print out error message...
 192 sub PrintErrorMsg {
 193   my($CmpdString, $ErrorMsg) = @_;
 194 
 195   if ($OptionsInfo{DetailLevel} >= 2 ) {
 196     print "$ErrorMsg:\n$CmpdString\n";
 197   }
 198   elsif ($OptionsInfo{DetailLevel} >= 1) {
 199     print "$ErrorMsg\n";
 200   }
 201 }
 202 
 203 # Retrieve information about input SD files...
 204 sub RetrieveSDFilesInfo {
 205   my($Index, $SDFile, $FileDir, $FileName, $FileExt, $OutFileRoot,  $OutFile, $FormulaFieldName, $Value, $FieldName, $NewFieldName, $Count);
 206 
 207   my(%NewValueFieldNames) = (ElementalAnalysis => 'ElementalAnalysis', MolecularWeight => 'MolecularWeight', ExactMass => 'ExactMass', MolecularFormula => 'MolecularFormula');
 208   if (@{$OptionsInfo{SpecifiedValueFieldNames}}) {
 209     for ($Index = 0; $Index < @{$OptionsInfo{SpecifiedValueFieldNames}}; $Index +=2) {
 210       $Value = $OptionsInfo{SpecifiedValueFieldNames}[$Index];
 211       $FieldName = $OptionsInfo{SpecifiedValueFieldNames}[$Index + 1];
 212       if (exists $NewValueFieldNames{$Value}) {
 213         $NewValueFieldNames{$Value} = $FieldName;
 214       }
 215     }
 216   }
 217 
 218   %SDFilesInfo = ();
 219 
 220   @{$SDFilesInfo{FileOkay}} = ();
 221   @{$SDFilesInfo{OutFile}} = ();
 222   @{$SDFilesInfo{FormulaFieldName}} = ();
 223   @{$SDFilesInfo{ValueFieldNamesMap}} = ();
 224 
 225   FILELIST: for $Index (0 .. $#SDFilesList) {
 226     $SDFile = $SDFilesList[$Index];
 227 
 228     $SDFilesInfo{FileOkay}[$Index] = 0;
 229     $SDFilesInfo{OutFile}[$Index] = '';
 230     $SDFilesInfo{FormulaFieldName}[$Index] = '';
 231 
 232     %{$SDFilesInfo{ValueFieldNamesMap}[$Index]} = ();
 233 
 234     if (!(-e $SDFile)) {
 235       warn "Warning: Ignoring file $SDFile: It doesn't exist\n";
 236       next FILELIST;
 237     }
 238     if (!CheckFileType($SDFile, "sd sdf")) {
 239       warn "Warning: Ignoring file $SDFile: It's not a SD file\n";
 240       next FILELIST;
 241     }
 242     $FileDir = ""; $FileName = ""; $FileExt = "";
 243     ($FileDir, $FileName, $FileExt) = ParseFileName($SDFile);
 244     if ($Options{root} && (@SDFilesList == 1)) {
 245       my ($RootFileDir, $RootFileName, $RootFileExt) = ParseFileName($Options{root});
 246       if ($RootFileName && $RootFileExt) {
 247         $FileName = $RootFileName;
 248       }
 249       else {
 250         $FileName = $Options{root};
 251       }
 252       $OutFileRoot = $FileName;
 253     }
 254     else {
 255       $OutFileRoot = $FileName . "ElementalAnalysis";
 256     }
 257 
 258     $OutFile = $OutFileRoot . ".$FileExt";
 259     if (lc($OutFile) eq lc($SDFile)) {
 260       warn "Warning: Ignoring file $SDFile:Output file name, $OutFile, is same as input SD file name, $SDFile\n";
 261       next FILELIST;
 262     }
 263     if (!$Options{overwrite}) {
 264       if (-e $OutFile) {
 265         warn "Warning: Ignoring file $SDFile: The file $OutFile already exists\n";
 266         next FILELIST;
 267       }
 268     }
 269     # Get data field names and values...
 270     my($CmpdString, $FieldName, @CmpdLines, @DataFieldNames, %DataFieldNamesMap);
 271     @DataFieldNames = ();
 272     if (!open(SDFILE, "$SDFile")) {
 273       warn "Warning: Ignoring file $SDFile: Couldn't open it: $! \n";
 274       next FILELIST;
 275     }
 276     $CmpdString = ReadCmpdString(\*SDFILE);
 277     close SDFILE;
 278 
 279     @CmpdLines = split "\n", $CmpdString;
 280     @DataFieldNames = GetCmpdDataHeaderLabels(\@CmpdLines);
 281     %DataFieldNamesMap = GetCmpdDataHeaderLabelsAndValues(\@CmpdLines);
 282 
 283     # Setup formula field name...
 284     $FormulaFieldName = '';
 285     if ($OptionsInfo{UseDataField}) {
 286       if ($OptionsInfo{SpecifiedFormulaFieldName}) {
 287         $FormulaFieldName = $OptionsInfo{SpecifiedFormulaFieldName};
 288       }
 289       else {
 290       FIELDNAME: for $FieldName (@DataFieldNames) {
 291           if ($FieldName =~ /Formula/i) {
 292             $FormulaFieldName = $FieldName;
 293             last FIELDNAME;
 294           }
 295         }
 296         if (!$FormulaFieldName) {
 297           warn "Warning: Ignoring file $SDFile: Data field label containing the word Formula doesn't exist\n";
 298           next FILELIST;
 299         }
 300       }
 301     }
 302     $SDFilesInfo{FileOkay}[$Index] = 1;
 303     $SDFilesInfo{OutFile}[$Index] = $OutFile;
 304     $SDFilesInfo{FormulaFieldName}[$Index] = $FormulaFieldName;
 305 
 306     # Setup value data field names for calculated values...
 307     for $Value (keys %NewValueFieldNames) {
 308       $FieldName = $NewValueFieldNames{$Value};
 309 
 310       # Make sure it doesn't already exists...
 311       $Count = 1;
 312       $NewFieldName = $FieldName;
 313       while (exists $DataFieldNamesMap{$NewFieldName}) {
 314         $Count++;
 315         $NewFieldName = $FieldName . $Count;
 316       }
 317       $SDFilesInfo{ValueFieldNamesMap}[$Index]{$Value} = $NewFieldName;
 318     }
 319   }
 320 }
 321 
 322 # Process option values...
 323 sub ProcessOptions {
 324   %OptionsInfo = ();
 325 
 326   $OptionsInfo{Mode} = $Options{mode};
 327   $OptionsInfo{FormulaMode} = $Options{formulamode};
 328 
 329   $OptionsInfo{WriteOutFormula} = ($Options{formulaout} =~ /^Yes$/i) ? 1 : 0;
 330 
 331   $OptionsInfo{UseStructureData} = ($Options{formulamode} =~ /^StructureData$/i) ? 1 : 0;
 332   $OptionsInfo{UseDataField} = ($Options{formulamode} =~ /^DataField$/i) ? 1 : 0;
 333 
 334   $OptionsInfo{Fast} = defined $Options{fast} ? $Options{fast} : undef;
 335 
 336   $OptionsInfo{DetailLevel} = $Options{detail};
 337   $OptionsInfo{CheckFormula} = $Options{fast} ? 0 : 1;
 338   $OptionsInfo{Precision} = $Options{precision};
 339 
 340   $OptionsInfo{Overwrite} = defined $Options{overwrite} ? $Options{overwrite} : undef;
 341 
 342   $OptionsInfo{FormulaField} = defined $Options{formulafield} ? $Options{formulafield} : undef;
 343   $OptionsInfo{SpecifiedFormulaFieldName} = "";
 344 
 345   if (defined $Options{formulafield}) {
 346     $OptionsInfo{SpecifiedFormulaFieldName} = $Options{formulafield};
 347   }
 348   # Setup what to calculate...
 349   @{$OptionsInfo{SpecifiedCalculations}} = ();
 350   if ($Options{mode} =~ /^All$/i) {
 351     @{$OptionsInfo{SpecifiedCalculations}} = qw(ElementalAnalysis MolecularWeight ExactMass);
 352   }
 353   else {
 354     my($Mode, $ModeValue, @SpecifiedModeValues);
 355     $Mode = $Options{mode};
 356     $Mode =~ s/ //g;
 357     @SpecifiedModeValues = split /\,/, $Mode;
 358     for $ModeValue (@SpecifiedModeValues) {
 359       if ($ModeValue !~ /^(ElementalAnalysis|MolecularWeight|ExactMass)$/i) {
 360         if ($ModeValue =~ /^All$/i) {
 361           die "Error: All value for option \"-m --mode\" is not allowed with other valid values.\n";
 362         }
 363         else {
 364           die "Error: The value specified, $ModeValue, for option \"-m --mode\" is not valid. Allowed values: ElementalAnalysis, MolecularWeight, or ExactMass\n";
 365         }
 366       }
 367       push @{$OptionsInfo{SpecifiedCalculations}}, $ModeValue;
 368     }
 369   }
 370 
 371   $OptionsInfo{ValueFieldNames} = defined $Options{valuefieldnames} ? $Options{valuefieldnames} : undef;
 372   @{$OptionsInfo{SpecifiedValueFieldNames}} = ();
 373 
 374   if ($Options{valuefieldnames}) {
 375     my($Value, $Label, @ValueLabels);
 376     @ValueLabels = split /\,/, $Options{valuefieldnames};
 377     if (@ValueLabels % 2) {
 378       die "Error: The value specified, $Options{valuefieldnames}, for option \"-v --valuefieldnames\" is not valid: It must contain even number of comma delimited values\n";
 379     }
 380     my($Index);
 381     for ($Index = 0; $Index < @ValueLabels; $Index +=2) {
 382       $Value = $ValueLabels[$Index];
 383       $Value =~ s/ //g;
 384       $Label = $ValueLabels[$Index + 1];
 385       if ($Value !~ /^(ElementalAnalysis|MolecularWeight|ExactMass|MolecularFormula)$/i) {
 386         die "Error: The value specified, $Value, using option \"-v --valuefieldnames\" is not valid. Allowed values: ElementalAnalysis, MolecularWeight, ExactMass, or MolecularFormula\n";
 387       }
 388       push @{$OptionsInfo{SpecifiedValueFieldNames}}, ($Value, $Label);
 389     }
 390   }
 391 }
 392 
 393 # Setup script usage  and retrieve command line arguments specified using various options...
 394 sub SetupScriptUsage {
 395 
 396   # Retrieve all the options...
 397   %Options = ();
 398   $Options{detail} = 1;
 399   $Options{formulamode} = "DataField";
 400   $Options{formulaout} = "No";
 401   $Options{mode} = "All";
 402   $Options{precision} = 2;
 403 
 404   if (!GetOptions(\%Options, "detail|d=i", "fast", "formulafield=s", "formulamode|f=s", "formulaout=s", "mode|m=s", "help|h", "overwrite|o", "precision|p=i", "root|r=s", "valuefieldnames|v=s", "workingdir|w=s")) {
 405     die "\nTo get a list of valid options and their values, use \"$ScriptName -h\" or\n\"perl -S $ScriptName -h\" command and try again...\n";
 406   }
 407   if ($Options{workingdir}) {
 408     if (! -d $Options{workingdir}) {
 409       die "Error: The value specified, $Options{workingdir}, for option \"-w --workingdir\" is not a directory name.\n";
 410     }
 411     chdir $Options{workingdir} or die "Error: Couldn't chdir $Options{workingdir}: $! \n";
 412   }
 413   if (!IsPositiveInteger($Options{detail})) {
 414     die "Error: The value specified, $Options{detail}, for option \"-d --detail\" is not valid. Allowed values: > 0\n";
 415   }
 416   if ($Options{formulamode} !~ /^(StructureData|DataField)$/i) {
 417     die "Error: The value specified, $Options{formulamode}, for option \"-f, --formulamode\" is not valid. Allowed values: StructureData or DataField \n";
 418   }
 419   if ($Options{formulaout} !~ /^(Yes|No)$/i) {
 420     die "Error: The value specified, $Options{formulaout}, for option \"--formulaout\" is not valid. Allowed values: Yes or No \n";
 421   }
 422   if (!IsPositiveInteger($Options{precision})) {
 423     die "Error: The value specified, $Options{precision}, for option \"-p --precision\" is not valid. Allowed values: > 0 \n";
 424   }
 425 }
 426