Drug discovery and development is an intense, lengthy and an interdisciplinary endeavour. Drug discovery is mostly portrayed as a linear, consecutive process that starts with target and lead discovery, followed by lead optimization and pre-clinical in vitro and in vivo studies to determine if such compounds satisfy a number of pre-set criteria for initiating clinical development. Scope of the present work is to find out drug leads from a natural resource, marine sponge associated bacteria. Secondary metabolites were produced using tryptic soy broth and the conditions were optimized. Compounds were extracted by ethyl acetate and purified by preparative TLC. Unknown compounds were further identified by GC/MS analysis. Drug likeliness was studied by Docking and ADME/TOX. Based on the Insilco work, target for the compound 2-piperidinone,1-(3,4,5,6-tetrahydro-2-pyridinyl) was found to be reverse transcriptase of HIV. Maximum passive absorption was 100% ,contribution from transcellular route(99%) & Paracellular route (1%). Molecular Weight was 180.25 Number of Hydrogen Bond Acceptors were 3 & number of rotatable bond was one. Log P value was 1.99 and AMES Test score was 0.026. Hence the compound obeys Lipinski’s thump rule of five and proves to have drug likeliness.