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Details

Stereochemistry ACHIRAL
Molecular Formula C26H23F4N9O
Molecular Weight 553.5151
Optical Activity NONE
Defined Stereocenters 0 / 0
E/Z Centers 0
Charge 0

SHOW SMILES / InChI
Structure of ITACITINIB

SMILES

c1cnc(c(c1C(=O)N2CCC(CC2)N3CC(CC#N)(C3)n4cc(cn4)-c5c-6ccnc6[nH]cn5)F)C(F)(F)F

InChI

InChIKey=KTBSXLIQKWEBRB-UHFFFAOYSA-N
InChI=1S/C26H23F4N9O/c27-20-18(1-7-32-22(20)26(28,29)30)24(40)37-9-3-17(4-10-37)38-13-25(14-38,5-6-31)39-12-16(11-36-39)21-19-2-8-33-23(19)35-15-34-21/h1-2,7-8,11-12,15,17H,3-5,9-10,13-14H2,(H,33,34,35)

HIDE SMILES / InChI

Molecular Formula C26H23F4N9O
Molecular Weight 553.5151
Charge 0
Count
Stereochemistry ACHIRAL
Additional Stereochemistry No
Defined Stereocenters 0 / 0
E/Z Centers 0
Optical Activity NONE

INCB-039110 (also known as Itacitinib) is an orally bioavailable inhibitor of Janus-associated kinase 1 (JAK1) with potential antineoplastic activity patented by Incyte Corporation for treatment of autoimmune disorders and cancer. Upon oral administration of NCB-039110, this agent selectively inhibits the phosphorylation and activity of JAK1, which may result in inhibition of JAK1-mediated signaling, induction of apoptosis, and reduction of cell proliferation in JAK1-expressing tumor cells. INCB-039110 in combination with nab-paclitaxel plus gemcitabine demonstrated an acceptable safety profile with clinical activity seen in patients with advanced solid tumors including pancreatic cancers. Based on the potential for additive or synergistic effects, NCB-039110 is currently being explored in combination with immunotherapeutic agents including the anti-programmed cell death protein 1 antibody and small molecule inhibitors.

Approval Year

Targets

Targets

Primary TargetPharmacologyConditionPotency
8.3 null [pIC50]
PubMed

PubMed

TitleDatePubMed
Selective JAK inhibitors in development for rheumatoid arthritis.
2014 Aug
Patents

Sample Use Guides

300 mg once daily
Route of Administration: Oral
Substance Class Chemical
Created
by admin
on Sat Jun 26 09:22:53 UTC 2021
Edited
by admin
on Sat Jun 26 09:22:53 UTC 2021
Record UNII
19J3781LPM
Record Status Validated (UNII)
Record Version
  • Download
Name Type Language
ITACITINIB
INN   USAN   WHO-DD  
INN   USAN  
Official Name English
ITACITINIB [INN]
Common Name English
INCB039110
Code English
ITACITINIB [WHO-DD]
Common Name English
(1-(1-(3-FLUORO-2-(TRIFLUOROMETHYL)PYRIDINE- 4-CARBONYL)PIPERIDIN-4-YL)-3-(4-(7H-PYRROLO(2,3-D)PYRIMIDIN- 4-YL)-1H-PYRAZOL-1-YL)AZETIDIN-3-YL)ACETONITRILE
Systematic Name English
3-AZETIDINEACETONITRILE, 1-(1-((3-FLUORO-2-(TRIFLUOROMETHYL)-4-PYRIDINYL)CARBONYL)-4-PIPERIDINYL)-3-(4-(7H-PYRROLO(2,3-D)PYRIMIDIN-4-YL)-1H-PYRAZOL-1-YL)-
Systematic Name English
ITACITINIB [USAN]
Common Name English
INCB-039110
Code English
Classification Tree Code System Code
FDA ORPHAN DRUG 562716
Created by admin on Sat Jun 26 09:22:53 UTC 2021 , Edited by admin on Sat Jun 26 09:22:53 UTC 2021
NCI_THESAURUS C1967
Created by admin on Sat Jun 26 09:22:53 UTC 2021 , Edited by admin on Sat Jun 26 09:22:53 UTC 2021
NCI_THESAURUS C129825
Created by admin on Sat Jun 26 09:22:53 UTC 2021 , Edited by admin on Sat Jun 26 09:22:53 UTC 2021
EU-Orphan Drug EU/3/17/1964
Created by admin on Sat Jun 26 09:22:53 UTC 2021 , Edited by admin on Sat Jun 26 09:22:53 UTC 2021
Code System Code Type Description
DRUG BANK
DB12154
Created by admin on Sat Jun 26 09:22:53 UTC 2021 , Edited by admin on Sat Jun 26 09:22:53 UTC 2021
PRIMARY
CAS
1334298-90-6
Created by admin on Sat Jun 26 09:22:53 UTC 2021 , Edited by admin on Sat Jun 26 09:22:53 UTC 2021
PRIMARY
PUBCHEM
53380437
Created by admin on Sat Jun 26 09:22:53 UTC 2021 , Edited by admin on Sat Jun 26 09:22:53 UTC 2021
PRIMARY
INN
10313
Created by admin on Sat Jun 26 09:22:53 UTC 2021 , Edited by admin on Sat Jun 26 09:22:53 UTC 2021
PRIMARY
ChEMBL
CHEMBL3544950
Created by admin on Sat Jun 26 09:22:53 UTC 2021 , Edited by admin on Sat Jun 26 09:22:53 UTC 2021
PRIMARY
EVMPD
SUB183665
Created by admin on Sat Jun 26 09:22:53 UTC 2021 , Edited by admin on Sat Jun 26 09:22:53 UTC 2021
PRIMARY
NCI_THESAURUS
C116855
Created by admin on Sat Jun 26 09:22:53 UTC 2021 , Edited by admin on Sat Jun 26 09:22:53 UTC 2021
PRIMARY
FDA UNII
19J3781LPM
Created by admin on Sat Jun 26 09:22:53 UTC 2021 , Edited by admin on Sat Jun 26 09:22:53 UTC 2021
PRIMARY
Related Record Type Details
TARGET -> INHIBITOR
TARGET -> INHIBITOR
SALT/SOLVATE -> PARENT
Related Record Type Details
ACTIVE MOIETY