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Details

Stereochemistry ACHIRAL
Molecular Formula C21H26N6O2
Molecular Weight 394.4701
Optical Activity NONE
Defined Stereocenters 0 / 0
E/Z Centers 0
Charge 0

SHOW SMILES / InChI
Structure of QUISINOSTAT

SMILES

CN1C=C(CNCC2CCN(CC2)C3=NC=C(C=N3)C(=O)NO)C4=C1C=CC=C4

InChI

InChIKey=PAWIYAYFNXQGAP-UHFFFAOYSA-N
InChI=1S/C21H26N6O2/c1-26-14-17(18-4-2-3-5-19(18)26)11-22-10-15-6-8-27(9-7-15)21-23-12-16(13-24-21)20(28)25-29/h2-5,12-15,22,29H,6-11H2,1H3,(H,25,28)

HIDE SMILES / InChI

Molecular Formula C21H26N6O2
Molecular Weight 394.4701
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

Quisinostat is an orally bioavailable potent histone deacetylase inhibitor, specifically selected due to its sustained inhibition of HDAC1 in solid tumor tissues and prolonged period of half-elimination from tissues. Phase 2 clinical trials are ongoing in patients with platinum-resistant ovarian cancer and non-small cell lung cancer (NSCLC). Quisinostat is active in the treatment of patients with relapsed or refractory Sézary syndrome. The most common drug-related adverse events reported in this trial were: nausea, diarrhea, asthenia. Grade 3 adverse events were also reported: hypertension, lethargy and pruritus.

CNS Activity

Originator

Approval Year

Targets

Primary TargetPharmacologyConditionPotency
0.11 nM [IC50]
0.33 nM [IC50]
0.37 nM [IC50]
0.46 nM [IC50]
0.64 nM [IC50]

Conditions

ConditionModalityTargetsHighest PhaseProduct
Primary
Unknown
Primary
Unknown
Primary
Unknown

Cmax

ValueDoseCo-administeredAnalytePopulation
0.828 ng/mL
6 mg 1 times / day steady-state, oral
QUISINOSTAT plasma
Homo sapiens
1.24 ng/mL
8 mg 1 times / day steady-state, oral
QUISINOSTAT plasma
Homo sapiens
2.155 ng/mL
12 mg 1 times / day steady-state, oral
QUISINOSTAT plasma
Homo sapiens

AUC

ValueDoseCo-administeredAnalytePopulation
3.62 ng × h/mL
6 mg 1 times / day steady-state, oral
QUISINOSTAT plasma
Homo sapiens
9.77 ng × h/mL
8 mg 1 times / day steady-state, oral
QUISINOSTAT plasma
Homo sapiens
12.91 ng × h/mL
12 mg 1 times / day steady-state, oral
QUISINOSTAT plasma
Homo sapiens

T1/2

ValueDoseCo-administeredAnalytePopulation
2 h
6 mg 1 times / day steady-state, oral
QUISINOSTAT plasma
Homo sapiens
4.08 h
8 mg 1 times / day steady-state, oral
QUISINOSTAT plasma
Homo sapiens
2.76 h
12 mg 1 times / day steady-state, oral
QUISINOSTAT plasma
Homo sapiens

Overview

OverviewOther

Other InhibitorOther SubstrateOther Inducer

Drug as perpetrator​

PubMed

Sample Use Guides

In Vivo Use Guide
12 mg capsule on days 1, 3, and 5 of each week in a 21-day treatment cycle
Route of Administration: Oral
In Vitro Use Guide
Quisinostat inhibited cell proliferation in all lung, breast, colon, prostate, brain, and ovarian tumor cell lines tested, with IC50 values ranging from 3.1 to 246 nM/L.
Substance Class Chemical
Record UNII
9BJ85K1J8S
Record Status Validated (UNII)
Record Version