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Create a pre-process (for validating during creation of user) and post-process (for validating updates made later) event handlers. Write your validation code only if there is some value to UDF of interst and throw some custom validation exception which should be runtime exception.
Refer this link for Event Handlers creation:
This way you can ensure correct value is filled. However, how to display appropriate error is something which I am not sure. Let us explore.
You can use Request Validators in 11g to meet this requirement. See the following doc in Metalink for the how-to steps: [Article ID 1317087.1]
When the attributes are updated and don't validate to your specs, you can customize the error message that pops up after the Apply button.
How to show custom error message in OIM 11gR2?
Please provide stesp.