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Details

Stereochemistry ABSOLUTE
Molecular Formula C24H32ClN5O2
Molecular Weight 457.996
Optical Activity UNSPECIFIED
Defined Stereocenters 3 / 3
E/Z Centers 0
Charge 0

SHOW SMILES / InChI
Structure of IPATASERTIB

SMILES

CC(C)NC[C@@H](C(=O)N1CCN(CC1)C2=C3[C@H](C)C[C@@H](O)C3=NC=N2)C4=CC=C(Cl)C=C4

InChI

InChIKey=GRZXWCHAXNAUHY-NSISKUIASA-N
InChI=1S/C24H32ClN5O2/c1-15(2)26-13-19(17-4-6-18(25)7-5-17)24(32)30-10-8-29(9-11-30)23-21-16(3)12-20(31)22(21)27-14-28-23/h4-7,14-16,19-20,26,31H,8-13H2,1-3H3/t16-,19-,20-/m1/s1

HIDE SMILES / InChI

Molecular Formula C24H32ClN5O2
Molecular Weight 457.996
Charge 0
Count
MOL RATIO 1 MOL RATIO (average)
Stereochemistry ABSOLUTE
Additional Stereochemistry No
Defined Stereocenters 3 / 3
E/Z Centers 0
Optical Activity UNSPECIFIED

Description

Ipatasertib, an investigational Akt inhibitor, is currently in clinical development based on its potential to specifically target Akt in tumors with activated Akt signaling. Preclinical data have shown that ipatasertib selectively decreased cell viability and increased apoptosis in tumor cell lines characterized by activated Akt. Ipatasertib is advancing in clinical development including three Phase 2 trials in patients with breast cancer, gastric cancer and prostate cancer. The most commonly reported adverse events associated with Ipatasertib were Grade 1-2 diarrhea, nausea, fatigue, vomiting, decreased appetite and rash.

Originator

Approval Year

Targets

Primary TargetPharmacologyConditionPotency
5.0 nM [IC50]
18.0 nM [IC50]
8.0 nM [IC50]

Conditions

ConditionModalityTargetsHighest PhaseProduct
Primary
Unknown
Primary
Unknown
Primary
Unknown

Cmax

ValueDoseCo-administeredAnalytePopulation
953 ng/mL
600 mg single, oral
IPATASERTIB plasma
Homo sapiens
973 ng/mL
600 mg 1 times / day steady-state, oral
IPATASERTIB plasma
Homo sapiens

AUC

ValueDoseCo-administeredAnalytePopulation
5930 ng × h/mL
600 mg single, oral
IPATASERTIB plasma
Homo sapiens
6510 ng × h/mL
600 mg 1 times / day steady-state, oral
IPATASERTIB plasma
Homo sapiens

T1/2

ValueDoseCo-administeredAnalytePopulation
21.5 h
600 mg single, oral
IPATASERTIB plasma
Homo sapiens
8.06 h
600 mg 1 times / day steady-state, oral
IPATASERTIB plasma
Homo sapiens

PubMed

Sample Use Guides

In Vivo Use Guide
600 mg once daily on days 1 to 7 of each 14-day cycle
Route of Administration: Oral
In Vitro Use Guide
Ipatasertib has a potent antiproliferative effect on LNCaP cells with an IC50 of 95 ± 16 nM. In PC3, MCF7-neo/HER2, and BT474M1 cell lines, Ipatasertib was able to inhibit overall viability with IC50 values in the range of 1−4 uM.
Substance Class Chemical
Record UNII
524Y3IB4HQ
Record Status Validated (UNII)
Record Version