ANTA XV   

GtoPdb Ligand ID: 10334

Compound class: Synthetic organic
Comment: ANTA XV is a potent, orally bioavailable small-molecule SMO antagonist that was designed for antitumour potential [1-2].
2D Structure
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Physico-chemical Properties
Hydrogen bond acceptors 6
Hydrogen bond donors 1
Rotatable bonds 5
Topological polar surface area 65.38
Molecular weight 439.24
XLogP 5.34
No. Lipinski's rules broken 1
SMILES / InChI / InChIKey
Canonical SMILES CC(c1ccc(nc1)N1CCN(CC1)c1nnc(c2c1cccc2)Cc1ccccc1)(O)C
Isomeric SMILES CC(c1ccc(nc1)N1CCN(CC1)c1nnc(c2c1cccc2)Cc1ccccc1)(O)C
InChI InChI=1S/C27H29N5O/c1-27(2,33)21-12-13-25(28-19-21)31-14-16-32(17-15-31)26-23-11-7-6-10-22(23)24(29-30-26)18-20-8-4-3-5-9-20/h3-13,19,33H,14-18H2,1-2H3
InChI Key KSWYJUIFHPSZOL-UHFFFAOYSA-N
References
1. Bao X, Peng Y, Lu X, Yang J, Zhao W, Tan W, Dong X. (2016)
Synthesis and evaluation of novel benzylphthalazine derivatives as hedgehog signaling pathway inhibitors.
Bioorg. Med. Chem. Lett., 26 (13): 3048-3051. [PMID:27180012]
2. Miller-Moslin K, Peukert S, Jain RK, McEwan MA, Karki R, Llamas L, Yusuff N, He F, Li Y, Sun Y et al.. (2009)
1-amino-4-benzylphthalazines as orally bioavailable smoothened antagonists with antitumor activity.
J. Med. Chem., 52 (13): 3954-68. [PMID:19469545]