Supplementary Data S-1 Supplementary Materials New Urea Derivatives as Potential Antimicrobial Agents: Synthesis, Biological Evaluation, and Molecular Docking Studies Mahadev Patila, Anurag Noonikara Poyilb, Shrinivas D. Joshic, Shivaputra A. Patild, Siddappa A. Patila*, and Alejandro Bugarine* aCentre for Nano & Material Sciences, Jain University, Jain Global Campus, Bangalore 562112, Karnataka, India. bDepartment of Chemistry and Biochemistry, University of Texas at Arlington, Arlington, TX 76019, USA cNovel Drug Design and Discovery Laboratory, Department of Pharmaceutical Chemistry, S. E. T’s College of Pharmacy, Sangolli Rayanna Nagar, Dharwad 580 002, Karnataka, India. dPharmaceutical Sciences Department, College of Pharmacy, Rosalind Franklin University of Medicine and Science, 3333 Green Bay Road, North Chicago, IL 60064, USA eDepartment of Chemistry and Physics, Florida Gulf Coast University, Fort Myers, FL 33965, USA. Table of Contents 1H and 13C NMR Spectra …………………………………………………………………. S-2 *Corresponding authors E-mail: [email protected] (Dr. Alejandro Bugarin) [email protected] (Dr. Siddappa A. Patil) Supplementary Data S-2 1H and 13C NMR Spectra 1 H NMR (500 MHz, CDCl3) Me Me O N N H Me 3a 13 C NMR (125 MHz, CDCl3) Me Me O N N H Me 3a Supplementary Data S-3 1 H NMR (500 MHz, DMSO-d6) Me Me O N N H 3b 13 C NMR (125 MHz, DMSO-d6) Me Me O N N H 3b Supplementary Data S-4 1 H NMR (500 MHz, DMSO-d6) Br Me O EtO N N H H 3c 13 C NMR (125 MHz, DMSO-d6) Br Me O EtO N N H H 3c Supplementary Data S-5 1 H NMR (500 MHz, DMSO-d6) Me O HN N H 3d 13 C NMR (125 MHz, DMSO-d6) Me O HN N H 3d Supplementary Data S-6 1 H NMR (500 MHz, DMSO-d6) Cl Me O N N H Me 3e 13 C NMR (125 MHz, DMSO-d6) Cl Me O N N H Me 3e Supplementary Data S-7 1 H NMR (500 MHz, DMSO-d6) Cl Me O N N H 3f 13 C NMR (125 MHz, DMSO-d6) Cl Me O N N H 3f Supplementary Data S-8 1 H NMR (500 MHz, DMSO-d6) Br Cl O EtO N N H H 3g 13 C NMR (125 MHz, DMSO-d6) Br Cl O EtO N N H H 3g Supplementary Data S-9 1 H NMR (500 MHz, DMSO-d6) Cl O HN N H 3h 13 C NMR (125 MHz, DMSO-d6) Cl O HN N H 3h Supplementary Data S-10 1 H NMR (500 MHz, DMSO-d6) Cl Me O N N Cl H Me 3i 13 C NMR (125 MHz, DMSO-d6) Cl Me O N N Cl H Me 3i Supplementary Data S-11 1 H NMR (500 MHz, DMSO-d6) Cl Me O N N Cl H 3j 13 C NMR (125 MHz, DMSO-d6) Cl Me O N N Cl H 3j Supplementary Data S-12 1 H NMR (500 MHz, DMSO-d6) Br Cl O EtO N N Cl H H 3k 13 C NMR (125 MHz, DMSO-d6) Br Cl O EtO N N Cl H H 3k Supplementary Data S-13 1 H NMR (500 MHz, DMSO-d6) Cl O HN N Cl H 3l 13 C NMR (125 MHz, DMSO-d6) Cl O HN N Cl H 3l Supplementary Data S-14 1 H NMR (500 MHz, DMSO-d6) F Me O N N H Me 3m 13 C NMR (125 MHz, DMSO-d6) F Me O N N H Me 3m Supplementary Data S-15 1 H NMR (500 MHz, DMSO-d6) F Me O N N H 3n 13 C NMR (125 MHz, DMSO-d6) F Me O N N H 3n Supplementary Data S-16 1 H NMR (500 MHz, DMSO-d6) Br F O EtO N N H H 3o 13 C NMR (125 MHz, DMSO-d6) Br F O EtO N N H H 3o Supplementary Data S-17 1 H NMR (500 MHz, DMSO-d6) F O HN N H 3p 13 C NMR (125 MHz, DMSO-d6) F O HN N H 3p Supplementary Data S-18 1 H NMR (500 MHz, DMSO-d6) F O HN N H Me Me 3q 13 C NMR (125 MHz, DMSO-d6) F O HN N H Me Me 3q .