dual VEGFR/PARP inhibitor 14b   Click here for help

GtoPdb Ligand ID: 12905

Synonyms: compound 14b [PMID: 37616488]
Compound class: Synthetic organic
Comment: This compound acts as a dual VEGFR/PARP inhibitor [1]. It is proposed to simultaneously generate an anti-angiogenic effect and induce synthetic lethality in susceptible tumours. Compound 14b has good oral bioavailability, and is active in in vitro and in vivo models.
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2D Structure
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Physico-chemical Properties
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Hydrogen bond acceptors 10
Hydrogen bond donors 3
Rotatable bonds 6
Topological polar surface area 123.07
Molecular weight 517.59
XLogP 1.26
No. Lipinski's rules broken 1
SMILES / InChI / InChIKey
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Canonical SMILES CC1=C(C=C(C=C1)NC2=NC(=CC=N2)N(C)C3=CC4=NN(C)C(=C4C=C3)C)C5=NC6=C(C=CC=C6C(=O)N)N5
Isomeric SMILES NC(C1=CC=CC2=C1N=C(C3=C(C)C=CC(NC4=NC=CC(N(C5=CC6=NN(C)C(C)=C6C=C5)C)=N4)=C3)N2)=O
InChI InChI=1S/C29H27N9O/c1-16-8-9-18(14-22(16)28-33-23-7-5-6-21(27(30)39)26(23)35-28)32-29-31-13-12-25(34-29)37(3)19-10-11-20-17(2)38(4)36-24(20)15-19/h5-15H,1-4H3,(H2,30,39)(H,33,35)(H,31,32,34)
InChI Key DCYHJVFMNYSPNT-UHFFFAOYSA-N
References
1. Li Y, Liu Y, Zhang D, Chen J, Yang G, Tang P, Yang C, Liu J, Zhang J, Ouyang L. (2023)
Discovery, Synthesis, and Evaluation of Novel Dual Inhibitors of a Vascular Endothelial Growth Factor Receptor and Poly(ADP-Ribose) Polymerase for BRCA Wild-Type Breast Cancer Therapy.
J Med Chem, 66 (17): 12069-12100. [PMID:37616488]