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Details

Stereochemistry ABSOLUTE
Molecular Formula C29H36N4O5
Molecular Weight 520.6199
Optical Activity UNSPECIFIED
Defined Stereocenters 1 / 1
E/Z Centers 0
Charge 0

SHOW SMILES / InChI
Structure of NASTORAZEPIDE

SMILES

CC(C)(C)C(=O)CN1C2=CC=CC=C2N(C[C@@H](NC(=O)NC3=CC(=CC=C3)C(O)=O)C1=O)C4CCCCC4

InChI

InChIKey=VIJCCFFEBCOOIE-JOCHJYFZSA-N
InChI=1S/C29H36N4O5/c1-29(2,3)25(34)18-33-24-15-8-7-14-23(24)32(21-12-5-4-6-13-21)17-22(26(33)35)31-28(38)30-20-11-9-10-19(16-20)27(36)37/h7-11,14-16,21-22H,4-6,12-13,17-18H2,1-3H3,(H,36,37)(H2,30,31,38)/t22-/m1/s1

HIDE SMILES / InChI

Description

Nastorazepide (Z-360) is a selective, orally available, gastrin/cholecystokinin 2 (CCK-2) receptor antagonist with potential antineoplastic activity. Z-360 binds to the gastrin/CCK-2 receptor, thereby preventing receptor activation by gastrin, a peptide hormone frequently associated with the proliferation of gastrointestinal and pancreatic tumor cells. It is currently under development as a therapeutic drug for pancreatic cancer, gastroesophageal reflux disease and peptic ulcers. The most commonly reported adverse events were nausea, abdominal pain, vomiting and fatigue.

Originator

Approval Year

Targets

Primary TargetPharmacologyConditionPotency
0.47 nM [Kd]

Conditions

ConditionModalityTargetsHighest PhaseProduct
Primary
Unknown
Primary
Unknown
Primary
Unknown

Cmax

ValueDoseCo-administeredAnalytePopulation
4434 ng/mL
120 mg single, oral
NASTORAZEPIDE CALCIUM plasma
Homo sapiens
6756 ng/mL
240 mg single, oral
NASTORAZEPIDE CALCIUM plasma
Homo sapiens

AUC

ValueDoseCo-administeredAnalytePopulation
18600 ng × h/mL
120 mg single, oral
NASTORAZEPIDE CALCIUM plasma
Homo sapiens
24030 ng × h/mL
240 mg single, oral
NASTORAZEPIDE CALCIUM plasma
Homo sapiens

T1/2

ValueDoseCo-administeredAnalytePopulation
4.17 h
120 mg single, oral
NASTORAZEPIDE CALCIUM plasma
Homo sapiens
5.5 h
240 mg single, oral
NASTORAZEPIDE CALCIUM plasma
Homo sapiens

Drug as perpetrator​

Drug as victim

PubMed

Sample Use Guides

In Vivo Use Guide
60, 120 or 240 mg, twice daily (28-day cycle).
Route of Administration: Oral
In Vitro Use Guide
In PANC-1 cells, gemcitabineinduced expression of HIF-1alpha gene was suppressed by treatment with 0.1 μM Z-360.