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Details

Stereochemistry ABSOLUTE
Molecular Formula C18H16Cl2F2N4O2
Molecular Weight 429.248
Optical Activity UNSPECIFIED
Defined Stereocenters 1 / 1
E/Z Centers 0
Charge 0

SHOW SMILES / InChI
Structure of UPROSERTIB

SMILES

CN1N=CC(Cl)=C1C2=C(Cl)OC(=C2)C(=O)N[C@H](CN)CC3=CC=C(F)C(F)=C3

InChI

InChIKey=AXTAPYRUEKNRBA-JTQLQIEISA-N
InChI=1S/C18H16Cl2F2N4O2/c1-26-16(12(19)8-24-26)11-6-15(28-17(11)20)18(27)25-10(7-23)4-9-2-3-13(21)14(22)5-9/h2-3,5-6,8,10H,4,7,23H2,1H3,(H,25,27)/t10-/m0/s1

HIDE SMILES / InChI

Molecular Formula C18H16Cl2F2N4O2
Molecular Weight 429.248
Charge 0
Count
Stereochemistry ABSOLUTE
Additional Stereochemistry No
Defined Stereocenters 1 / 1
E/Z Centers 0
Optical Activity UNSPECIFIED

Uprosertib is an oral potent Akt inhibitor which acts equally on Akt1, Akt2 and Akt3. The drug is under clinical development in combination with trametinib for the treatment of different cancers, including melanoma, myeloma, breast, endometrial, cervical cancer, etc.

Approval Year

Targets

Targets

Primary TargetPharmacologyConditionPotency
180.0 nM [IC50]
38.0 nM [IC50]
328.0 nM [IC50]
Conditions

Conditions

ConditionModalityTargetsHighest PhaseProduct
Primary
Unknown

Approved Use

Unknown
Primary
Unknown

Approved Use

Unknown
Primary
Unknown

Approved Use

Unknown
Primary
Unknown

Approved Use

Unknown
Primary
Unknown

Approved Use

Unknown
Primary
Unknown

Approved Use

Unknown
Primary
Unknown

Approved Use

Unknown
Sourcing

Sourcing

Vendor/AggregatorIDURL
PubMed

PubMed

TitleDatePubMed
Discovery of novel AKT inhibitors with enhanced anti-tumor effects in combination with the MEK inhibitor.
2014
Patents

Sample Use Guides

Melanoma: patients receive oral uprosertib at a dose 25 mg daily. Cervical Cancer: the dose is 50 mg orally once per day.
Route of Administration: Oral
Human lung fibroblasts were treated with uprosertib in concentration range from 20 nM to 1.28 uM and analyzed for type I collagen expression. At concentration of 320 nM or higher the drug reduced intracellular level of collagen alpha2(I) polypeptide, while it reduced intracellular alpha olypeptide at concentrations > 640 nM.
Substance Class Chemical
Created
by admin
on Sat Dec 16 07:57:11 GMT 2023
Edited
by admin
on Sat Dec 16 07:57:11 GMT 2023
Record UNII
ZXM835LQ5E
Record Status Validated (UNII)
Record Version
  • Download
Name Type Language
UPROSERTIB
INN   USAN   WHO-DD  
INN   USAN  
Official Name English
AKT INHIBITOR GSK-2141795
Common Name English
2-FURANCARBOXAMIDE, N-((1S)-2-AMINO-1-((3,4-DIFLUOROPHENYL)METHYL)ETHYL)-5-CHLORO-4-(4-CHLORO-1-METHYL-1H-PYRAZOL-5-YL)-
Systematic Name English
uprosertib [INN]
Common Name English
GSK-2141795C
Code English
UPROSERTIB [USAN]
Common Name English
Uprosertib [WHO-DD]
Common Name English
GSK2141795
Code English
AKT INHIBITOR GSK2141795
Common Name English
GSK2141795C
Code English
N-[(1S)-1-(Aminomethyl)-2-(3,4-difluorophenyl)ethyl]-5-chloro-4-(4-chloro-1-methyl-1H-pyrazol-5-yl)furan-2-carboxamide
Systematic Name English
Classification Tree Code System Code
NCI_THESAURUS C155764
Created by admin on Sat Dec 16 07:57:11 GMT 2023 , Edited by admin on Sat Dec 16 07:57:11 GMT 2023
Code System Code Type Description
USAN
AB-111
Created by admin on Sat Dec 16 07:57:11 GMT 2023 , Edited by admin on Sat Dec 16 07:57:11 GMT 2023
PRIMARY
INN
9942
Created by admin on Sat Dec 16 07:57:11 GMT 2023 , Edited by admin on Sat Dec 16 07:57:11 GMT 2023
PRIMARY
DRUG BANK
DB11969
Created by admin on Sat Dec 16 07:57:11 GMT 2023 , Edited by admin on Sat Dec 16 07:57:11 GMT 2023
PRIMARY
PUBCHEM
51042438
Created by admin on Sat Dec 16 07:57:11 GMT 2023 , Edited by admin on Sat Dec 16 07:57:11 GMT 2023
PRIMARY
ChEMBL
CHEMBL3137336
Created by admin on Sat Dec 16 07:57:11 GMT 2023 , Edited by admin on Sat Dec 16 07:57:11 GMT 2023
PRIMARY
FDA UNII
ZXM835LQ5E
Created by admin on Sat Dec 16 07:57:11 GMT 2023 , Edited by admin on Sat Dec 16 07:57:11 GMT 2023
PRIMARY
CAS
1047634-65-0
Created by admin on Sat Dec 16 07:57:11 GMT 2023 , Edited by admin on Sat Dec 16 07:57:11 GMT 2023
PRIMARY
SMS_ID
100000174861
Created by admin on Sat Dec 16 07:57:11 GMT 2023 , Edited by admin on Sat Dec 16 07:57:11 GMT 2023
PRIMARY
NCI_THESAURUS
C84870
Created by admin on Sat Dec 16 07:57:11 GMT 2023 , Edited by admin on Sat Dec 16 07:57:11 GMT 2023
PRIMARY
Related Record Type Details
TARGET -> INHIBITOR
SALT/SOLVATE -> PARENT
TARGET -> INHIBITOR
TARGET -> INHIBITOR
Related Record Type Details
ACTIVE MOIETY