WARNING: This product is for research use only, not for human or veterinary use.
MedKoo CAT#: 206131
Description: Panulisib, also known as P7170 and AK151761, is a small molecule inhibitor of PI3K (IC50 = 2.2 nM) and mTOR (IC50 = 4.4 nM). It also inhibits ALK1 and DNA-PK, two important enzymes involved in angiogenesis and DNA repair with IC50 of 47 and 1.5 nM, respectively. P7170 inhibited PI3K-mTOR pathway proteins pAKT, pS6 and p4EBP1 by 90 to 100 % in Kras mutated NSCLC cell line (H460) in a western blot assay. P7170 also exhibited potent cytotoxicity activity against two Kras mutated NSCLC (H460 and A549) cell lines with IC50 values of 7 and 5 nM. P7170 by virtue of its unique profile represents an opportunity to deliver a first-in-class therapeutic option for patients saddled with Kras mutated non small cell lung cancer.
MedKoo Cat#: 206131
Chemical Formula: C27H20F3N9
Exact Mass: 527.17938
Molecular Weight: 527.50321
Elemental Analysis: C, 61.48; H, 3.82; F, 10.80; N, 23.90
Synonym: AK151761; AK 151761; AK-151761; P7170; P 7170; P-7170; Panulisib.
IUPAC/Chemical Name: (E)-N-(8-(6-amino-5-(trifluoromethyl)pyridin-3-yl)-1-(6-(2-cyanopropan-2-yl)pyridin-3-yl)-3-methyl-1H-imidazo[4,5-c]quinolin-2(3H)-ylidene)cyanamide
InChi Key: VJLRLTSXTLICIR-AUGOTPMTSA-N
InChi Code: InChI=1S/C27H20F3N9/c1-26(2,13-31)22-7-5-17(11-35-22)39-23-18-8-15(16-9-19(27(28,29)30)24(33)36-10-16)4-6-20(18)34-12-21(23)38(3)25(39)37-14-32/h4-12H,1-3H3,(H2,33,36)/b37-25+
SMILES Code: N#C/N=C(N1C2=CC=C(C(C)(C#N)C)N=C2)\N(C)C3=C1C4=CC(C5=CC(C(F)(F)F)=C(N)N=C5)=CC=C4N=C3
Note: Structure was from http://mct.aacrjournals.org/content/14/5/1095. Med. Chem. Commun., 2016,7, 1204-1208
1. Kumar, Sanjay; Sharma, Rajiv; Zahler, Robert; Sahu, Bichismita; Agarwal, Veena R.; Naik, Nishigandha. Preparation of substituted imidazoquinoline derivatives as phosphatidylinositol-3-kinase inhibitors. PCT Int. Appl. (2012), WO 2012007926 A1 20120119.
2: Jalota-Badhwar A, Bhatia DR, Boreddy S, Joshi A, Venkatraman M, Desai N, Chaudhari S, Bose J, Kolla LS, Deore V, Yewalkar N, Kumar S, Sharma R, Damre A, More A, Sharma S, Agarwal VR. P7170: A Novel Molecule with Unique Profile of mTORC1/C2 and Activin Receptor-like Kinase 1 Inhibition Leading to Antitumor and Antiangiogenic Activity. Mol Cancer Ther. 2015 May;14(5):1095-106. doi: 10.1158/1535-7163.MCT-14-0486. Epub 2015 Feb 19. PubMed PMID: 25700704.
3: Bean JR, Hosford SR, Symonds LK, Owens P, Dillon LM, Yang W, Shee K, Schwartz GN, Marotti JD, Muller KE, Rosenkranz KM, Barth RJ, Chen VS, Agarwal VR, Miller TW. The PI3K/mTOR dual inhibitor P7170 demonstrates potent activity against endocrine-sensitive and endocrine-resistant ER+ breast cancer. Breast Cancer Res Treat. 2015 Jan;149(1):69-79. doi: 10.1007/s10549-014-3201-6. Epub 2014 Dec 10. PubMed PMID: 25491778; PubMed Central PMCID: PMC4302040.
4: Venkatesha VA, Joshi A, Venkataraman M, Sonawane V, Bhatia D, Tannu P, Bose J, Choudhari S, Srivastava A, Pandey PK, Lad VJ, Sangana R, Ahmed T, Damre A, Deore V, Sahu B, Kumar S, Sharma S, Agarwal VR. P7170, a novel inhibitor of mTORC1/mTORC2 and Activin receptor-like Kinase 1 (ALK1) inhibits the growth of non small cell lung cancer. Mol Cancer. 2014 Dec 2;13:259. doi: 10.1186/1476-4598-13-259. PubMed PMID: 25466244; PubMed Central PMCID: PMC4289333.
5. Frederick W. Goldberg,*a Paula Daunt,b Stuart E. Pearson,a Ryan Greenwood,a Matthew Gristb and Judit É. Debreczenib Identification and optimisation of a series of N-(4-anilino-2-pyridyl)acetamide activin receptor-like kinase 1 (ALK1) inhibitors. Med. Chem. Commun., 2016,7, 1204-1208