IFIDANCITINIB

ID: ALA4594441

Cas Number: 1236667-40-5

PubChem CID: 46851625

Product Number: I610943, Order Now?

Max Phase: Phase

Molecular Formula: C20H18FN5O3

Molecular Weight: 395.39

Molecule Type: Small molecule

Associated Items:

This product is currently unavailable

Names and Identifiers

Synonyms: Ati-502 | Ifidancitinib | A-301 | ATI-502 | ifidancitinib|ATI-502|1236667-40-5|Ifidancitinib [INN]|A-301|R105E71J13|UNII-R105E71J13|2(3H)-Benzoxazolone, 5-((2-((4-fluoro-3-methoxy-5-methylphenyl)amino)-5-methyl-4-pyrimidinyl)amino)-|5-((2-((4-Fluoro-3-methoxy-5-methylphenyl)amino)-5-methyl-4-pyrimidinyl)amino)-2(3H)-benzoxazolone|5-((2-(4-Fluoro-3-methoxy-5-methylphenylamino)-5-methylpyrimidin-4-yl)amino)benzo(d)oxazol-2(3H)-one|5-[[2-(4-fluoro-3-methoxy-5-methylanilino)-5-methylpyrimidin-4-yl]aShow More

Canonical SMILES:  COc1cc(Nc2ncc(C)c(Nc3ccc4oc(=O)[nH]c4c3)n2)cc(C)c1F

Standard InChI:  InChI=1S/C20H18FN5O3/c1-10-6-13(8-16(28-3)17(10)21)24-19-22-9-11(2)18(26-19)23-12-4-5-15-14(7-12)25-20(27)29-15/h4-9H,1-3H3,(H,25,27)(H2,22,23,24,26)

Standard InChI Key:  OYFMQDVLFYKOPZ-UHFFFAOYSA-N

Molfile:  

     RDKit          2D

 29 32  0  0  0  0  0  0  0  0999 V2000
    4.9361    1.8513    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
    5.4243    1.1841    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.2446    1.1841    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    4.9361    0.5124    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    4.1521    0.7694    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.4332    0.3591    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.7192    0.7694    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.7192    1.5944    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.0050    2.0091    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
    1.2908    1.5944    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.5767    2.0091    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.5767    2.8341    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.1375    1.5943    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.1375    0.7693    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
    0.5767    0.3591    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.5767   -0.4705    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
    1.2908   -0.8807    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.0050   -0.4705    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.7192   -0.8807    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.4332   -0.4705    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.7192   -1.7057    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.4332   -2.1205    0.0000 F   0  0  0  0  0  0  0  0  0  0  0  0
    2.0050   -2.1205    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.0050   -2.9455    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    2.7192   -3.3604    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.2908   -1.7057    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.2908    0.7693    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
    3.4332    2.0091    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.1521    1.5944    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
  1  2  1  0
  2  3  2  0
  2  4  1  0
  5  4  1  0
  5  6  2  0
  6  7  1  0
  8  7  2  0
  8  9  1  0
  9 10  1  0
 10 11  1  0
 11 12  1  0
 11 13  2  0
 13 14  1  0
 15 14  2  0
 15 16  1  0
 16 17  1  0
 17 18  1  0
 18 19  2  0
 19 20  1  0
 19 21  1  0
 21 22  1  0
 23 21  2  0
 23 24  1  0
 24 25  1  0
 26 23  1  0
 17 26  2  0
 27 15  1  0
 10 27  2  0
 28  8  1  0
 29 28  2  0
 29  5  1  0
  1 29  1  0
M  END

Associated Targets(Human)

JAK3 Tclin JAK3/JAK1 (270 Activities)
Activity TypeRelationActivity valueUnitsAction TypeJournalPubMed IddoiAssay Aladdin ID
JAK2 Tclin Tyrosine-protein kinase JAK2 (12915 Activities)
Activity TypeRelationActivity valueUnitsAction TypeJournalPubMed IddoiAssay Aladdin ID
CYP3A4 Tclin Cytochrome P450 3A4 (53859 Activities)
Activity TypeRelationActivity valueUnitsAction TypeJournalPubMed IddoiAssay Aladdin ID
CYP1A2 Tchem Cytochrome P450 1A2 (26471 Activities)
Activity TypeRelationActivity valueUnitsAction TypeJournalPubMed IddoiAssay Aladdin ID
CYP2D6 Tclin Cytochrome P450 2D6 (33882 Activities)
Activity TypeRelationActivity valueUnitsAction TypeJournalPubMed IddoiAssay Aladdin ID
CYP2C19 Tchem Cytochrome P450 2C19 (29246 Activities)
Activity TypeRelationActivity valueUnitsAction TypeJournalPubMed IddoiAssay Aladdin ID
JAK1 Tclin Tyrosine-protein kinase JAK1 (8569 Activities)
Activity TypeRelationActivity valueUnitsAction TypeJournalPubMed IddoiAssay Aladdin ID
JAK3 Tclin Tyrosine-protein kinase JAK3 (8349 Activities)
Activity TypeRelationActivity valueUnitsAction TypeJournalPubMed IddoiAssay Aladdin ID
TYK2 Tclin Tyrosine-protein kinase TYK2 (5029 Activities)
Activity TypeRelationActivity valueUnitsAction TypeJournalPubMed IddoiAssay Aladdin ID
JAK1 Tclin JAK1/TYK2 (259 Activities)
Activity TypeRelationActivity valueUnitsAction TypeJournalPubMed IddoiAssay Aladdin ID
JAK2 Tclin JAK2/TYK2 (54 Activities)
Activity TypeRelationActivity valueUnitsAction TypeJournalPubMed IddoiAssay Aladdin ID
JAK1 Tclin JAK2/JAK1 (79 Activities)
Activity TypeRelationActivity valueUnitsAction TypeJournalPubMed IddoiAssay Aladdin ID
SYK Tclin Tyrosine-protein kinase SYK (7372 Activities)
Activity TypeRelationActivity valueUnitsAction TypeJournalPubMed IddoiAssay Aladdin ID

Molecule Features

Natural Product: NoOral: NoChemical Probe: NoParenteral: No
Molecule Type: Small moleculeTopical: NoFirst In Class: NoBlack Box: No
Chirality: YesAvailability: NoProdrug: No

Drug Indications

MESH IDMESH Heading EFO IDsEFO TermsMax Phase for IndicationReferences

Mechanisms of Action

Mechanism of ActionAction Typetarget IDTarget NameTarget TypeTarget OrganismBinding Site NameReferences

Calculated Properties

Molecular Weight: 395.39Molecular Weight (Monoisotopic): 395.1394AlogP: 4.16#Rotatable Bonds: 5
Polar Surface Area: 105.07Molecular Species: NEUTRALHBA: 7HBD: 3
#RO5 Violations: HBA (Lipinski): 8HBD (Lipinski): 3#RO5 Violations (Lipinski):
CX Acidic pKa: 9.45CX Basic pKa: 4.48CX LogP: 4.57CX LogD: 4.57
Aromatic Rings: 4Heavy Atoms: 29QED Weighted: 0.47Np Likeness Score: -1.20

References

1. Unpublished dataset, 
2. Chen Y, Li H, Yen R, Heckrodt TJ, McMurtrie D, Singh R, Taylor V, Masuda ES, Park G, Payan DG..  (2022)  Optimization of Pyrimidine Compounds as Potent JAK1 Inhibitors and the Discovery of R507 as a Clinical Candidate.,  13  (11.0): [PMID:36385926] [10.1021/acsmedchemlett.2c00411]