S4R

Itacitinib

Created: 2022-12-13
Last modified:  2023-12-20

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Chemical Details

Formal Charge0
Atom Count63
Chiral Atom Count0
Bond Count68
Aromatic Bond Count21
2D diagram of S4R
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Chemical Component Summary

NameItacitinib
Synonyms2-[1-[1-[3-fluoranyl-2-(trifluoromethyl)pyridin-4-yl]carbonylpiperidin-4-yl]-3-[4-(7~{H}-pyrrolo[2,3-d]pyrimidin-4-yl)pyrazol-1-yl]azetidin-3-yl]ethanenitrile
Systematic Name (OpenEye OEToolkits)2-[1-[1-[3-fluoranyl-2-(trifluoromethyl)pyridin-4-yl]carbonylpiperidin-4-yl]-3-[4-(7~{H}-pyrrolo[2,3-d]pyrimidin-4-yl)pyrazol-1-yl]azetidin-3-yl]ethanenitrile
FormulaC26 H23 F4 N9 O
Molecular Weight553.514
TypeNON-POLYMER

Chemical Descriptors

TypeProgram Version Descriptor
SMILESCACTVS3.385Fc1c(ccnc1C(F)(F)F)C(=O)N2CCC(CC2)N3CC(CC#N)(C3)n4cc(cn4)c5ncnc6[nH]ccc56
SMILESOpenEye OEToolkits3.1.0.0c1c[nH]c2c1c(ncn2)c3cnn(c3)C4(CN(C4)C5CCN(CC5)C(=O)c6ccnc(c6F)C(F)(F)F)CC#N
Canonical SMILESCACTVS3.385 Fc1c(ccnc1C(F)(F)F)C(=O)N2CCC(CC2)N3CC(CC#N)(C3)n4cc(cn4)c5ncnc6[nH]ccc56
Canonical SMILESOpenEye OEToolkits3.1.0.0 c1c[nH]c2c1c(ncn2)c3cnn(c3)C4(CN(C4)C5CCN(CC5)C(=O)c6ccnc(c6F)C(F)(F)F)CC#N
InChIInChI1.06 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)
InChIKeyInChI1.06 KTBSXLIQKWEBRB-UHFFFAOYSA-N

Drug Info: DrugBank

DrugBank IDDB12154 
NameItacitinib
Groups investigational
DescriptionItacitinib has been used in trials studying the treatment of Melanoma, Carcinoma, Metastatic Cancer, Endometrial Cancer, and B-cell Malignancies, among others.
Synonyms
  • Itacitinib
  • Itacitinib adipate
Categories
  • Antineoplastic and Immunomodulating Agents
  • Azetines
  • Immunosuppressive Agents
  • Nitriles
  • Pyridines
ATC-CodeL04AA46
CAS number1334298-90-6

Related Resource References

Resource NameReference
PubChem 53380437
ChEMBL CHEMBL3622820