1-[4-(1H-Pyrazolo[3,4-d]pyrimidin-4-yloxy)-phenyl]-3-(4-trifluoromethyl-phenyl)-urea

ID: ALA2332849

PubChem CID: 71575213

Max Phase: Preclinical

Molecular Formula: C19H13F3N6O2

Molecular Weight: 414.35

Molecule Type: Small molecule

Names and Identifiers

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

Standard InChI:  InChI=1S/C19H13F3N6O2/c20-19(21,22)11-1-3-12(4-2-11)26-18(29)27-13-5-7-14(8-6-13)30-17-15-9-25-28-16(15)23-10-24-17/h1-10H,(H2,26,27,29)(H,23,24,25,28)

Standard InChI Key:  PPLYMEJBBVJECW-UHFFFAOYSA-N

Molfile:  

     RDKit          2D

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   18.0343  -11.1830    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
   18.7510  -11.5932    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   19.4646  -11.1776    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
   18.7541  -12.4190    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
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   20.8894  -11.1705    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
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   16.6707  -13.8201    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   15.8890  -14.0781    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   15.8939  -14.9018    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   16.6794  -15.1504    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
   17.1575  -14.4794    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
   22.3288  -12.8161    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   22.3330  -13.6418    0.0000 F   0  0  0  0  0  0  0  0  0  0  0  0
   23.0418  -12.3996    0.0000 F   0  0  0  0  0  0  0  0  0  0  0  0
   23.0418  -13.2287    0.0000 F   0  0  0  0  0  0  0  0  0  0  0  0
  1  2  2  0
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  2 17  1  0
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 25 26  1  0
 26 22  2  0
 14 27  1  0
 27 28  1  0
 27 29  1  0
 27 30  1  0
M  END

Alternative Forms

1. Parent:

   

   ALA2332849

   1-[4-(1H-pyrazolo[3,4-d]pyrimidin-4-yloxy)phenyl]-3-[4-(trifluoromethyl)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: 414.35

Molecular Weight (Monoisotopic): 414.1052

AlogP: 4.81

#Rotatable Bonds: 4

Polar Surface Area: 104.82

Molecular Species: NEUTRAL

HBA: 5

HBD: 3

#RO5 Violations: ┄

HBA (Lipinski): 8

HBD (Lipinski): 3

#RO5 Violations (Lipinski): ┄

CX Acidic pKa: 8.39

CX Basic pKa: 1.37

CX LogP: 3.86

CX LogD: 3.82

Aromatic Rings: 4

Heavy Atoms: 30

QED Weighted: 0.44

Np Likeness Score: -1.70

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