Strong Points:

• The subject material is interesting. Cityscapes make interesting paintings. In general, people enjoy themes with man-made objects.
• You simplified your subject to the utmost. It is very easy to get caught into all the details thus developing a busy painting. It is better to leave out detail than to put it in.
• The reflections in the street give it a nice mood.

The image to the left is an electronically enhanced copy, with the suggestions of the critiquers incorporated directly into the image.

Specific comments are below.

Areas to work on:

Avoiding Geometric Shapes

Look at the bottom left of the painting. You could cut out a perfect triangle. Avoid geometrical figures in paintings, unless your intention is abstract art.

Keeping the Viewer "in" the Painting

An artist is to provide an entrance into a painting that will make the viewer come in and move towards an area of interest.The entrance should be obvious and inviting and the exit should be discrete. In the case of your painting we visually travel from where the street starts and we quickly exit right out of the painting where the sidewalk ends. If possible, try to avoid ushering the viewer out. The idea is to hold the viewer in the painting as long as possible. This is one of the basic rules of composition.

Avoiding Straight Lines (as much as possible)

Straight lines are to be avoided in traditional art (where the sidewalk meets the street). The reason for this is that they become visual speedways where the viewer's eye travels too fast. However in cityscapes, it's hard not to use straight lines since we are dealing with man made structures. We can still find ways to slow down this movement by putting in visual stops. You did this intuitively by adding the drain. The shadow casted by the pole could have run run horizontally. That also would've provided a stop.

Avoid "Kissing" the Border

Avoid placing attention grabbers in corners or at the edges of a painting. The "no parking sign" is "kissing" the border of the picture plane. Keep elements well inside.

Lowering the Horizon Line

It is recommendable to lower the horizon line when doing these kinds of scenes ,otherwise it will make the street feel like it's going uphill and also gives too much priority to the ground plane. An exception of this rule would be a seascape or a field where you wish to emphasize the water or wild flowers.

Also avoid lines exiting or coming out of corners.

My Modifications:

I moved the telephone poll towards the back so it wouldn't block the window which I declare as the center of interest (area of a painting where the most detail and visually interesting elements go).

I added some signs to the windows. This would naturally draw one's eye to try to read them. I didn't go into detail since that's not very easy with digital painting but I bet that if you put in a suggestion of people eating in the restaurant, Christmas lights, antiques, etc., it would make this area really interesting to look at.

A portion was cropped out and now the drain functions as a visual stop as well as the pole shadow. Now I have the feeling that the whole scene is inviting me to walk into the store or cafeteria whatever you wish to make out of it.

I lowered the horizon line giving the street and building a more flat look.

Now there are some reflections of the building in the wet street. This helps keep color harmony and takes away the dull gray look of pavement.

Additional comments:
Congratulations! Well done!