VS-4718

Investigational

Details

Stereochemistry	ACHIRAL
Molecular Formula	C25H26F3N5O3
Molecular Weight	501.5008
Optical Activity	NONE
Defined Stereocenters	0 / 0
E/Z Centers	0
Charge	0

SHOW SMILES / InChI

Structure Search

SMILES

CNC(=O)C1=CC=CC=C1NC2=CC(NC3=C(OC)C=C(C=C3)N4CCOCC4)=NC=C2C(F)(F)F

InChI

InChIKey=IGUBBWJDMLCRIK-UHFFFAOYSA-N

InChI=1S/C25H26F3N5O3/c1-29-24(34)17-5-3-4-6-19(17)31-21-14-23(30-15-18(21)25(26,27)28)32-20-8-7-16(13-22(20)35-2)33-9-11-36-12-10-33/h3-8,13-15H,9-12H2,1-2H3,(H,29,34)(H2,30,31,32)

HIDE SMILES / InChI

Molecular Formula	C25H26F3N5O3
Molecular Weight	501.5008
Charge	0
Count

Stereochemistry	ACHIRAL
Additional Stereochemistry	No
Defined Stereocenters	0 / 0
E/Z Centers	0
Optical Activity	NONE

Description
Sources: https://web.archive.org/web/20170502234142/http://www.verastem.com/products/vs-4718.aspx
Curator's Comment: Description was created based on several sources, including https://www.ncbi.nlm.nih.gov/pubmed/20234191 | http://www.ecmcnetwork.org.uk/sites/default/files/5.%2020151221%20Verastem%20CRUK%20VS4718.pdf

PND-1186, also known as SR-2156 and VS-4718, is a potent FAK inhibitor with a 50% inhibitory concentration (IC50) of 1.5 nM in vitro. PND-1186 has an IC50 of ~100 nM in breast carcinoma cells. PND-1186 is currently being evaluated in a Phase 1 trial in patients with advanced solid tumors. In addition, an ongoing collaboration with Wash U is evaluating PND-1186 in combination with gemcitabine and Abraxane in 1st line pancreatic cancer.

CNS Activity

Originator

Approval Year

Targets

Primary Target	Pharmacology	Condition	Potency
Focal adhesion kinase 1 13 Target ID: CHEMBL2695 Sources: https://www.ncbi.nlm.nih.gov/pubmed/20234191	Inhibitor 8504		1.5 nM [IC50]

Conditions

Condition	Modality	Targets	Highest Phase	Product
Solid tumors 147 Sources: https://clinicaltrials.gov/ct2/show/NCT01849744 http://adisinsight.springer.com/drugs/800038256	Primary		Phase I 438	Unknown Approved Use Unknown

Overview

CYP3A4	CYP2C9	CYP2D6	hERG
inhibitor 2252	inhibitor 2438	inhibitor 2507

OverviewOther

Other Inhibitor	Other Substrate	Other Inducer
P-gp 1741 BCRP 910 MRP1 116

Drug as perpetrator

Target	Modality	Activity
CYP2D6 2546	inhibitor 4027 Sources: https://pubchem.ncbi.nlm.nih.gov/bioassay/1645840#sid=363678126	inconclusive [IC50 21.3174 uM]
MRP1 232	inhibitor 4027 Sources: https://pubmed.ncbi.nlm.nih.gov/30425643/	no
CYP3A4 2633	inhibitor 4027 Sources: https://pubchem.ncbi.nlm.nih.gov/bioassay/1645841#sid=363678126	yes [IC50 2.1317 uM]
CYP2C9 2497	inhibitor 4027 Sources: https://pubchem.ncbi.nlm.nih.gov/bioassay/1645842#sid=363678126	yes [IC50 4.2534 uM]
BCRP 985	inhibitor 4027 Sources: https://pubmed.ncbi.nlm.nih.gov/30425643/	yes
P-gp 1932	inhibitor 4027 Sources: https://pubmed.ncbi.nlm.nih.gov/30425643/	yes

PubMed

Title	Date	PubMed
FAK signaling in human cancer as a target for therapeutics.	2015-02	25316657
FAK Inhibition disrupts a β5 integrin signaling axis controlling anchorage-independent ovarian carcinoma growth.	2014-08	24899686
PND-1186 FAK inhibitor selectively promotes tumor cell apoptosis in three-dimensional environments.	2010-05-15	20234191

Patents

Sample Use Guides

In Vivo Use Guide

Mice: orthotopic breast carcinoma mouse tumor model: 100 mg/kg intraperitoneal, i.p.; oral administration of 150 mg/kg

Route of Administration: Other

In Vitro Use Guide

Under non-adherent conditions as spheroids and as colonies in soft agar, 0.1 uM PND-1186 blocked FAK and p130Cas tyrosine phosphorylation, promoted caspase-3 activation, and triggered cell apoptosis in 4T1 breast carcinoma.

Substance Class	Chemical Created by `admin` on `Mon Mar 31 22:43:55 GMT 2025` Edited by `admin` on `Mon Mar 31 22:43:55 GMT 2025`
Record UNII	L2BD0MW4OL
Record Status	`Validated (UNII)`
Record Version

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Name

Type

Language

VS-4718

Code

English

PND-1186

Preferred Name

English

BENZAMIDE, 2-((2-((2-METHOXY-4-(4-MORPHOLINYL)PHENYL)AMINO)-5-(TRIFLUOROMETHYL)-4-PYRIDINYL)AMINO)-N-METHYL-

Systematic Name

English

2-(2-(2-METHOXY-4-MORPHOLINOPHENYLAMINO)-5-(TRIFLUOROMETHYL)PYRIDINE-4-YLAMINO)-N-METHYLBENZAMIDE

Systematic Name

English

SR-2516

Code

English

Code System Code Type Description

ChEMBL

CHEMBL3544933