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Details

Stereochemistry ACHIRAL
Molecular Formula C18H15ClN6OS2
Molecular Weight 430.934
Optical Activity NONE
Defined Stereocenters 0 / 0
E/Z Centers 0
Charge 0

SHOW SMILES / InChI
Structure of SNS-314

SMILES

ClC1=CC=CC(NC(=O)NC2=NC=C(CCNC3=C4SC=CC4=NC=N3)S2)=C1

InChI

InChIKey=FAYAUAZLLLJJGH-UHFFFAOYSA-N
InChI=1S/C18H15ClN6OS2/c19-11-2-1-3-12(8-11)24-17(26)25-18-21-9-13(28-18)4-6-20-16-15-14(5-7-27-15)22-10-23-16/h1-3,5,7-10H,4,6H2,(H,20,22,23)(H2,21,24,25,26)

HIDE SMILES / InChI

Molecular Formula C18H15ClN6OS2
Molecular Weight 430.934
Charge 0
Count
MOL RATIO 1 MOL RATIO (average)
Stereochemistry ACHIRAL
Additional Stereochemistry No
Defined Stereocenters 0 / 0
E/Z Centers 0
Optical Activity NONE

Description

SNS 314 is a selective small molecule inhibitor of Aurora kinases A, B and C. The compound was being developed by Sunesis Pharmaceuticals for the treatment of cancer. Proliferating cells treated with SNS-314 bypass the mitotic spindle checkpoint and fail to undergo cytokinesis, leading to multiple rounds of endoreduplication and eventually cell death. SNS-314 inhibits tumor growth in a variety of preclinical models, and it was being tested in single agent Phase 1 studies in patients with advanced solid tumours.

Originator

Approval Year

Targets

Primary TargetPharmacologyConditionPotency
9.0 nM [IC50]
31.0 nM [IC50]
3.4 nM [IC50]
12.0 nM [IC50]
5.0 nM [IC50]

PubMed

Patents

Sample Use Guides

In Vivo Use Guide
Mice: In the HCT116 human colon cancer xenograft model, administration of 50 and 100 mg/kg SNS-314 led to dose-dependent inhibition of histone H3 phosphorylation for at least 10 h, indicating effective Aurora-B inhibition in vivo.
Route of Administration: Intraperitoneal
In Vitro Use Guide
SNS-314 Mesylate is a potent and selective inhibitor of Aurora A, Aurora B and Aurora C with IC50 of 9 nM, 31 nM, and 3 nM, respectively and less potent to Trk A/B, Flt4, Fms, Axl, c-Raf and DDR2.
Substance Class Chemical
Record UNII
802IFJ0Z8X
Record Status Validated (UNII)
Record Version