Supplementary Material-1

Exploration of flexible phenylpropylurea scaffold as novel cardiac myosin activators for

the treatment of systolic heart failure

Manoj Manickama, Hitesh B. Jalania, Thanigaimalai Pillaiyara, Niti Sharmaa, Pulla Reddy

Boggua, Eeda Venkateswararaoa, Sun-Hee Wooa, You-Jung Leeb, Eun-Seok Jeonb, Sang-Hun

Junga*

a College of Pharmacy and Institute of Drug Research and Development, Chungnam National

University, Daejeon 34134, Korea

b Division of Cardiology, Samsung Medical Center, Samsung Biomedical Research Institute,

Sungkyunkwan University School of Medicine, 81 Irwon-Ro, Gangnam-gu, Seoul 06351, Korea

*Corresponding author: jungshh@cnu.ac.kr.

Present address: College of Pharmacy and Institute of Drug Research and development,

Chungnam National University, Daejeon, Korea

Table of contents

1. Copies of 1H NMR spectrum

2. Copies of 13C NMR spectrum

1H and 13NMR of 1-Phenethyl-3-(3-phenylpropyl)urea (1)

1H and 13NMR of N-Phenethyl-5-phenylpentanamide (4)

1H and 13NMR of 1-(Benzyloxy)-3-phenethoxypropan-2-one (7)

1H and 13NMR of 1-Phenyl-3-(3-phenylpropyl)urea (8)

1H and 13NMR of 1-Benzyl-3-(3-phenylpropyl)urea (9)

1H and 13NMR of 1,3-Bis(3-phenylpropyl)urea (10)

1H and 13NMR of 1-Cyclohexyl-3-(3-phenylpropyl)urea (11)

1H and 13NMR of 1-(Cyclohexylmethyl)-3-(3-phenylpropyl)urea (12)

1H and 13NMR of 1-(2-Cyclohexylethyl)-3-(3-phenylpropyl)urea (13)

1H and 13NMR of 1-(3-Phenylpropyl)-3-((tetrahydro-2H-pyran-4-yl)methyl)urea (14)

1H and 13NMR of 1-(3-Phenylpropyl)-3-(thiophen-2-ylmethyl)urea (15)

1-(Furan-2-ylmethyl)-3-(3-phenylpropyl)urea (16)

1H and 13NMR of 1-((1H-indol-5-yl)methyl)-3-(3-phenylpropyl)urea (17)

1H and 13NMR of 1-(3-Phenylpropyl)-3-(2-(pyridine-2-yl)ethyl)urea (18)

1H and 13NMR of 1-(3-Phenylpropyl)-3-(2-(thiophen-2-yl)ethyl)urea (19)

1H and 13NMR of 1-(2-(Furan-2-yl)ethyl)-3-(3-phenylpropyl)urea (20)

1H and 13NMR of 1-(2-Morpholinoethyl)-3-(3-phenylpropyl)urea (21)

1H and 13NMR of 1-(2-Morpholinoethyl)-3-(4-phenylbutyl)urea (22)

1H and 13NMR of 1-(3-Cyclohexylpropyl)-3-phenethylurea (23)

1H and 13NMR of 1-(3-1H-Imidazol-1-yl)propyl)-3-phenethylurea (24)

1H and 13NMR of 1-(3-Morpholinopropyl)-3-phenethylurea (25)

1H and 13NMR of 1-(2-Cyclohexylethyl)-3-(3-cyclohexylpropyl)urea (26)

1H and 13NMR of 2-Phenyl-N-(3-phenylpropyl)pyrrolidine-1-carboxamide (27)

1H and 13NMR of 2-Phenyl-N-(3-phenylpropyl)piperidine-1-carboxamide (28)

1H and 13NMR of 3-Phenyl-N-(3-phenylpropyl)piperidine-1-carboxamide (29)

1H and 13NMR of 1-(2,3-Dihydro-1H-inden-2-yl)-3-(3-phenylpropyl)urea (30)

1H and 13NMR of N-Phenethyl-4-phenylpiperidine-1-carboxamide (31)

1H and 13NMR of N-Phenethyl-4-phenylpiperazine-1-carboxamide (32)

1H and 13NMR of 1,3-Dimethyl-1-phenethyl-3-(3-phenylpropyl)urea (33)