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/usr/bin/check-font-embedding-restrictions is in check-all-the-things 2017.05.20.

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#!/usr/bin/python2

import fontforge
import deb822
import sys
import os

# The fontforge module prints warnings to stderr
# but that isn't useful for checking OS/2 fsType
old = os.dup(2)
os.close(2)
os.open(os.devnull, os.O_WRONLY)

try:
    with open('debian/control') as f:
        for para in deb822.Deb822.iter_paragraphs(f):
            if 'Section' in para and para['Section'].startswith('non-free/'):
                exit()
except IOError:
    exit()

embedding_restricted = set()

for file in set(sys.argv[1:]):
    try:
        font = fontforge.open(file)
        if font:
            if 0 != font.os2_fstype:
                info = '{}: {:#06x}'.format(file, font.os2_fstype)
                embedding_restricted.add(info)
            font.close()
    except EnvironmentError:
        pass

# Restore stderr
os.close(2)
os.dup(old)
os.close(old)

if embedding_restricted:
    print 'These fonts in Debian main/contrib have embedding'
    print 'restrictions, which are not DFSG compatible:'
    print
    print '\n'.join(sorted(embedding_restricted))
    print
    print 'https://www.microsoft.com/typography/otspec/os2.htm#fst'