0022-4766/19/6007-1143 © 2019 by Pleiades Publishing, Ltd. 1143 ISSN 0022-4766, Journal of Structural Chemistry, 2019, Vol. 60, No. 7, pp. 1143-1149. © Pleiades Publishing, Inc., 2019. Text © The Author(s), 2019, published in Zhurnal Strukturnoi Khimii, 2019, Vol. 60, No. 7, pp. 1190-1196. SYNTHESIS, STRUCTURAL COMMENTARY, SUPRAMOLECULAR ARCHITECTURE AND MOLECULAR DOCKING INVESTIGATIONS OF A NOVEL THIOPHENE-FUSED 1,2,3,4-TETRAHYDROISOQUINOLINE DERIVATIVE AS A POTENT ANTI-CANCER AGENT* S. Murugavel 1 **, N. Manikandan 2 , C. Ravikumar 3 , K. Naveen 4 , and P. T. Perumal 4 The 1,2,3,4-tetrahydroisoquinoline derivative compound fused with thiophene (BDTTIQ) is synthesized by the slow evaporation solution growth method and characterized by SCXRD, 1 H and 13 C NMR techniques. In the synthesized compound, the tetrahydroisoquinoline fragment of BDTTIQ is almost in the half-chair conformation. A 3D supramolecular architecture is attained by intermolecular C–H…O and C–H…π interactions in the crystal structure. Molecular docking simulations are carried out to examine the inhibitory nature of the synthesized compound BDTTIQ against ARK1C3 protein. DOI: 10.1134/S0022476619070163 Keywords: tetrahydroisoquinoline, X-ray structure determination, hydrogen bonds, molecular docking. INTRODUCTION Structures containing 1,2,3,4-tetrahydroisoquinoline display a wide spectrum of pharmacological activities, particularly, the anticancer activity [1-3]. Aldoketoreducatace 1C3(AKR1C3) not only catalyzes the conversion as less potent hormones to more potent ones, which can lead to a nuclear receptor activation and tumor progression, but it also seems to sense as a unique AR-selective co-activator that promotes prostate cancer cell growth [4, 5]. ARK1C3 is overexpressed in a number of cancers, particularly, in the prostate and mammary gland where it is responsible for the production of a series of growth stimulatory steroid hormones. Thus, ARK1C3 has recently been regarded as an attractive therapeutic target for treating various types of cancer. Doxorubicin is one of the standard drugs used for chemotherapy in curing breast cancer and other types of cancers [6, 7]. Doxorubicin is administrated by the intravenous mode that has regular side effects. However, 1 Department of Physics, Thanthai Periyar Government Institute of Technology, Vellore, Tamilnadu, India; **smurugavel27@gmail.com. 2 Department of Physics, Bharathidasan Engineering College, Vellore, India. 3 Department of Physics, Thanthai Periyar EVR Government Polytechnic College, Vellore, India. 4 Organic Chemistry Division, CSIR – Central Leather Research Institute, Adyar, Chennai, India. Original article submitted February 4, 2019; revised February 4, 2019; accepted February 13, 2019. * Supplementary materials for this article are available for authorized users at doi 10.1134/S0022476619070163.