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1-(4-(1H-Pyrazolo[3,4-d]pyrimidin-4-yloxy)-3-fluorophenyl)-3-(5-tert-butylisoxazol-3-yl)urea

ID: ALA4519741

PubChem CID: 92135951

Max Phase: Preclinical

Molecular Formula: C19H18FN7O3

Molecular Weight: 411.40

Molecule Type: Unknown

This compound is available for customization.

Associated Items:

Names and Identifiers

Canonical SMILES:  CC(C)(C)c1cc(NC(=O)Nc2ccc(Oc3ncnc4[nH]ncc34)c(F)c2)no1

Standard InChI:  InChI=1S/C19H18FN7O3/c1-19(2,3)14-7-15(27-30-14)25-18(28)24-10-4-5-13(12(20)6-10)29-17-11-8-23-26-16(11)21-9-22-17/h4-9H,1-3H3,(H,21,22,23,26)(H2,24,25,27,28)

Standard InChI Key:  HYYTZUUXIPJLRY-UHFFFAOYSA-N

Molfile:  

 
     RDKit          2D

 30 33  0  0  0  0  0  0  0  0999 V2000
   14.6085  -17.8387    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   13.8145  -18.0549    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   14.3987  -18.6344    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   11.1624  -17.1122    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   11.1683  -16.2892    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   11.8875  -15.8821    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
   12.5967  -16.2982    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   13.3535  -15.9706    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
   13.9019  -16.5882    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   13.4858  -17.3015    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   12.6755  -17.1197    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   10.4550  -15.8688    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
    9.7399  -16.2759    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    9.0266  -15.8598    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    8.3073  -16.2668    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    9.7298  -17.1032    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    9.0106  -17.5101    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    8.3014  -17.0899    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    7.5821  -17.4969    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    7.5763  -18.3242    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    8.2855  -18.7444    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    8.2796  -19.5674    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    9.0634  -19.8294    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
    9.5552  -19.1673    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
    9.0756  -18.4933    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    7.5604  -19.9745    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
    6.8512  -19.5584    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.8570  -18.7311    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
    7.5977  -15.8496    0.0000 F   0  0  0  0  0  0  0  0  0  0  0  0
   13.3257  -18.7182    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
  2  1  1  0
  3  2  1  0
  4  5  2  0
  5  6  1  0
  6  7  1  0
  7  8  2  0
  8  9  1  0
  9 10  1  0
 10 11  2  0
  7 11  1  0
  5 12  1  0
 12 13  1  0
 13 14  1  0
 14 15  2  0
 13 16  2  0
 16 17  1  0
 17 18  2  0
 15 18  1  0
 18 19  1  0
 19 20  1  0
 20 21  2  0
 21 22  1  0
 22 23  1  0
 23 24  1  0
 24 25  2  0
 21 25  1  0
 22 26  2  0
 26 27  1  0
 27 28  2  0
 20 28  1  0
 15 29  1  0
 10  2  1  0
  2 30  1  0
M  END

Associated Targets(Human)

FLT3 Tclin Tyrosine-protein kinase receptor FLT3 (13481 Activities)
Activity TypeRelationActivity valueUnitsAction TypeJournalPubMed IddoiAssay Aladdin ID

Associated Targets(non-human)

Mus musculus (284745 Activities)
Activity TypeRelationActivity valueUnitsAction TypeJournalPubMed IddoiAssay Aladdin ID
Flt3 Receptor-type tyrosine-protein kinase FLT3 (28 Activities)
Activity TypeRelationActivity valueUnitsAction TypeJournalPubMed IddoiAssay Aladdin ID
BaF3 (4657 Activities)
Activity TypeRelationActivity valueUnitsAction TypeJournalPubMed IddoiAssay Aladdin ID

Molecule Features

Natural Product: NoOral: NoChemical Probe: NoParenteral: No
Molecule Type: UnknownTopical: NoFirst In Class: NoBlack Box: No
Chirality: NoAvailability: NoProdrug: No

Biocomponents

Calculated Properties

Molecular Weight: 411.40Molecular Weight (Monoisotopic): 411.1455AlogP: 4.21#Rotatable Bonds: 4
Polar Surface Area: 130.85Molecular Species: NEUTRALHBA: 7HBD: 3
#RO5 Violations: HBA (Lipinski): 10HBD (Lipinski): 3#RO5 Violations (Lipinski):
CX Acidic pKa: 8.03CX Basic pKa: 1.19CX LogP: 3.55CX LogD: 3.45
Aromatic Rings: 4Heavy Atoms: 30QED Weighted: 0.46Np Likeness Score: -2.27

References

1. Li GB, Ma S, Yang LL, Ji S, Fang Z, Zhang G, Wang LJ, Zhong JM, Xiong Y, Wang JH, Huang SZ, Li LL, Xiang R, Niu D, Chen YC, Yang SY..  (2016)  Drug Discovery against Psoriasis: Identification of a New Potent FMS-like Tyrosine Kinase 3 (FLT3) Inhibitor, 1-(4-((1H-Pyrazolo[3,4-d]pyrimidin-4-yl)oxy)-3-fluorophenyl)-3-(5-(tert-butyl)isoxazol-3-yl)urea, That Showed Potent Activity in a Psoriatic Animal Model.,  59  (18): [PMID:27535613] [10.1021/acs.jmedchem.6b00604]
2. Zhang G,Zhang W,Shen C,Nan J,Chen M,Lai S,Zhong J,Li B,Wang T,Wang Y,Yang S,Li L.  (2020)  Discovery of small molecule FLT3 inhibitors that are able to overcome drug-resistant mutations.,  30  (22): [PMID:32891702] [10.1016/j.bmcl.2020.127532]

Source