data reports IUCrData (2016). 1, x160657 http://dx.doi.org/10.1107/S241431461600657X 1 of 3 Ethyl 3-amino-4-(4-chlorophenyl)-2-[(4-methoxy- phenyl)carbamoyl]-6-phenylthieno[2,3-b]pyridine- 5-carboxylate Etify A. Bakhite, a Joel T. Mague, b Shaaban K. Mohamed, c,d * Mehmet Akkurt e and Elham A. Al-Taifi f a Chemistry Department, Faculty of Science, Assiut University, Assiut 71516, Egypt, b Department of Chemistry, Tulane University, New Orleans, LA 70118, USA, c Chemistry and Environmental Division, Manchester Metropolitan University, Manchester M1 5GD, England, d Chemistry Department, Faculty of Science, Minia University, 61519 El-Minia, Egypt, e Department of Physics, Faculty of Sciences, Erciyes University, 38039 Kayseri, Turkey, and f Chemistry Department, Faculty of Science, Sana’a University, Sana’a, Yemen. *Correspondence e-mail: s.mohamed@mmu.ac.uk The conformation of the title molecule, C 30 H 24 ClN 3 O 4 S, is partially determined by an intramolecular N—HO hydrogen bond, forming an S(6) loop, and an N—H interaction involving the centroid of the 4-chlorophenyl ring. The thienopyridine bicyclic system is almost planar with an r.m.s. deviation of 0.019 A ˚ . Its mean plane is inclined to the phenyl ring, the 4-chlorophenyl ring and the 4-methoxyphenyl ring by 36.19 (7), 81.67 (7) and 12.75 (7) , respectively. In the crystal, molecules are linked by pairs of N—HO hydrogen bonds, forming inversion dimers with an R 2 2 (20) ring motif. Within the dimers, which stack along the b-axis direction, there is a weak – interaction [centroid-to- centroid distance = 3.7936 (9) A ˚ ] involving inversion-related thiophene and pyridine rings. Structure description Many thieno[2,3-b]pyridines have been synthesized and investigated in relation with their biological and pharmacological importance (Bakhite, 2003; Litvinov et al. , 2005). Some of them have been proved to possess antiviral (Schnute et al. , 2007; Attaby et al. , 2007), antidiabetic (Bahekar et al., 2007), antimicrobial (Abdel-Rahman et al., 2003; Hussein et al., 2000), antitumor (Hayakawa et al., 2004), antiparasitic (Bernardino et al. , 2006) and neurotropic activities (Krauze et al. ,1999). We report herein on the synthesis and crystal structure of the new title thienopyridine derivative. Received 9 April 2016 Accepted 18 April 2016 Edited by H. Stoeckli-Evans, University of Neucha ˆtel, Switzerland Keywords: crystal structure; thienopyridines; 3- aminothiophene; ethyl thieno[2,3-b]pyridine-5- carboxylate; hydrogen bonding. CCDC reference: 1474779 Structural data: full structural data are available from iucrdata.iucr.org ISSN 2414-3146