$re = '/^.*?\b(?:\d{3}|\D+)\.\w{3}$/m';
$str = 'File name without 3 digit end.jpg
File name with 3 digit 123.gif
Single 123.jpg
Single.png
Single 1.jpg
Single 123b.gif
More words 123b.png';
preg_match_all($re, $str, $matches, PREG_SET_ORDER, 0);
// Print the entire match result
var_dump($matches);
Please keep in mind that these code samples are automatically generated and are not guaranteed to work. If you find any syntax errors, feel free to submit a bug report. For a full regex reference for PHP, please visit: http://php.net/manual/en/ref.pcre.php