1-(4-(4-Amino-3-(4-(2-morpholinoethoxy)phenyl)-1H-pyrazolo-[3,4-d]pyrimidin-1-yl)phenyl)-3-(5-(tert-butyl)isoxazol-3-yl)urea

ID: ALA4101411

Chembl Id: CHEMBL4101411

PubChem CID: 132204257

Max Phase: Preclinical

Molecular Formula: C31H35N9O4

Molecular Weight: 597.68

Molecule Type: Small molecule

Names and Identifiers

Canonical SMILES:  CC(C)(C)c1cc(NC(=O)Nc2ccc(-n3nc(-c4ccc(OCCN5CCOCC5)cc4)c4c(N)ncnc43)cc2)no1

Standard InChI:  InChI=1S/C31H35N9O4/c1-31(2,3)24-18-25(38-44-24)36-30(41)35-21-6-8-22(9-7-21)40-29-26(28(32)33-19-34-29)27(37-40)20-4-10-23(11-5-20)43-17-14-39-12-15-42-16-13-39/h4-11,18-19H,12-17H2,1-3H3,(H2,32,33,34)(H2,35,36,38,41)

Standard InChI Key:  SKDBXDGKLQALIZ-UHFFFAOYSA-N

Alternative Forms

1. Parent:

   

   ALA4101411

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Molecule Features

Natural Product: No

Oral: No

Chemical Probe: No

Parenteral: No

Molecule Type: Small molecule

Topical: No

First In Class: No

Black Box: No

Chirality: No

Availability: No

Prodrug: No

Calculated Properties

Molecular Weight: 597.68

Molecular Weight (Monoisotopic): 597.2812

AlogP: 4.71

#Rotatable Bonds: 8

Polar Surface Area: 158.48

Molecular Species: NEUTRAL

HBA: 11

HBD: 3

#RO5 Violations: 2

HBA (Lipinski): 13

HBD (Lipinski): 4

#RO5 Violations (Lipinski): 2

CX Acidic pKa: 8.27

CX Basic pKa: 6.55

CX LogP: 4.38

CX LogD: 4.42

Aromatic Rings: 5

Heavy Atoms: 44

QED Weighted: 0.23

Np Likeness Score: -1.74

References

1. Wang A, Li X, Chen C, Wu H, Qi Z, Hu C, Yu K, Wu J, Liu J, Liu X, Hu Z, Wang W, Wang W, Wang W, Wang L, Wang B, Liu Q, Li L, Ge J, Ren T, Zhang S, Xia R, Liu J, Liu Q..  (2017)  Discovery of 1-(4-(4-Amino-3-(4-(2-morpholinoethoxy)phenyl)-1H-pyrazolo[3,4-d]pyrimidin-1-yl)phenyl)-3-(5-(tert-butyl)isoxazol-3-yl)urea (CHMFL-FLT3-213) as a Highly Potent Type II FLT3 Kinase Inhibitor Capable of Overcoming a Variety of FLT3 Kinase Mutants in FLT3-ITD Positive AML.,  60  (20): [PMID:28956923] [10.1021/acs.jmedchem.7b00840]

2. Zhong Y, Qiu RZ, Sun SL, Zhao C, Fan TY, Chen M, Li NG, Shi ZH..  (2020)  Small-Molecule Fms-like Tyrosine Kinase 3 Inhibitors: An Attractive and Efficient Method for the Treatment of Acute Myeloid Leukemia.,  63  (21.0): [PMID:32659083] [10.1021/acs.jmedchem.0c00696]

Source

Source(1):

• Scientific Literature