Package: sudo
Version: 1.8.19p1-2.1
Severity: normal

Dear Maintainer,

I have the following in my sudoers file:

www-data        ALL=(root) NOPASSWD: /usr/bin/whomai
www-data        ALL=(root) NOPASSWD: /home/whoami

`sudo -l` reflects this:

$ sudo sudo -u www-data sudo -n -l
Matching Defaults entries for www-data on r-passerv:
    env_reset, mail_badpass, 
secure_path=/usr/local/sbin\:/usr/local/bin\:/usr/sbin\:/usr/bin\:/sbin\:/bin

User www-data may run the following commands on r-passerv:
    (root) NOPASSWD: /usr/bin/whomai
    (root) NOPASSWD: /home/whoami

Running /home/whoami as root works:

$ sudo sudo -u www-data sudo -n -u root /home/whoami
root

However, even though it is configuraed virtually the same, running 
/usr/bin/whoami as root does not work:

$ sudo sudo -u www-data sudo -n -u root /usr/bin/whoami
sudo: a password is required

I am pretty flabbergasted by how the *path* of the binary seemingly makes a 
difference here...

Kind regards,
Ralf

-- System Information:
Debian Release: 9.4
  APT prefers stable-updates
  APT policy: (500, 'stable-updates'), (500, 'stable')
Architecture: amd64 (x86_64)

Kernel: Linux 4.9.0-6-amd64 (SMP w/2 CPU cores)
Locale: LANG=en_US.UTF-8, LC_CTYPE=en_US.UTF-8 (charmap=UTF-8), 
LANGUAGE=en_US.UTF-8 (charmap=UTF-8)
Shell: /bin/sh linked to /bin/dash
Init: systemd (via /run/systemd/system)

Versions of packages sudo depends on:
ii  libaudit1       1:2.6.7-2
ii  libc6           2.24-11+deb9u3
ii  libpam-modules  1.1.8-3.6
ii  libpam0g        1.1.8-3.6
ii  libselinux1     2.6-3+b3
ii  lsb-base        9.20161125

sudo recommends no packages.

sudo suggests no packages.

-- Configuration Files:
/etc/sudoers [Errno 13] Permission denied: '/etc/sudoers'
/etc/sudoers.d/README [Errno 13] Permission denied: '/etc/sudoers.d/README'

-- no debconf information

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