1-(4-Morpholin-4-yl-phenyl)-3-[4-(1H-pyrazolo[3,4-d]pyrimidin-4-yloxy)-phenyl]-urea

ID: ALA2332866

PubChem CID: 71575542

Max Phase: Preclinical

Molecular Formula: C22H21N7O3

Molecular Weight: 431.46

Molecule Type: Small molecule

Names and Identifiers

Canonical SMILES:  O=C(Nc1ccc(Oc2ncnc3[nH]ncc23)cc1)Nc1ccc(N2CCOCC2)cc1

Standard InChI:  InChI=1S/C22H21N7O3/c30-22(26-15-1-5-17(6-2-15)29-9-11-31-12-10-29)27-16-3-7-18(8-4-16)32-21-19-13-25-28-20(19)23-14-24-21/h1-8,13-14H,9-12H2,(H2,26,27,30)(H,23,24,25,28)

Standard InChI Key:  QYWLCGURHJOURE-UHFFFAOYSA-N

Molfile:  

     RDKit          2D

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   20.7188  -24.9918    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   21.4319  -24.5769    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
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   16.4186  -25.0127    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   17.1357  -24.5989    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
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   16.4827  -25.9892    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
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   15.7060  -27.0708    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   16.4915  -27.3194    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
   16.9695  -26.6485    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
   22.1446  -24.9847    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
   22.1453  -25.8113    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   22.8576  -26.2218    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   23.5738  -25.8101    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   23.5731  -24.9834    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   22.8561  -24.5684    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
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  2  3  1  0
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  8 17  1  0
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 19 20  1  0
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 28 29  1  0
 29 30  1  0
 30 31  1  0
 31 32  1  0
  3 27  1  0
M  END

Alternative Forms

1. Parent:

   

   ALA2332866

   1-(4-morpholin-4-ylphenyl)-3-[4-(1H-pyrazolo[3,4-d]pyrimidin-4-yloxy)phenyl]urea

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: 431.46

Molecular Weight (Monoisotopic): 431.1706

AlogP: 3.63

#Rotatable Bonds: 5

Polar Surface Area: 117.29

Molecular Species: NEUTRAL

HBA: 7

HBD: 3

#RO5 Violations: ┄

HBA (Lipinski): 10

HBD (Lipinski): 3

#RO5 Violations (Lipinski): ┄

CX Acidic pKa: 8.39

CX Basic pKa: 1.19

CX LogP: 2.87

CX LogD: 2.83

Aromatic Rings: 4

Heavy Atoms: 32

QED Weighted: 0.44

Np Likeness Score: -1.84

References

1. Yang LL, Li GB, Ma S, Zou C, Zhou S, Sun QZ, Cheng C, Chen X, Wang LJ, Feng S, Li LL, Yang SY..  (2013)  Structure-activity relationship studies of pyrazolo[3,4-d]pyrimidine derivatives leading to the discovery of a novel multikinase inhibitor that potently inhibits FLT3 and VEGFR2 and evaluation of its activity against acute myeloid leukemia in vitro and in vivo.,  56  (4): [PMID:23362959] [10.1021/jm301537p]

Source

Source(1):

• Scientific Literature