2-[4-[4-[[3-(4-methoxyphenyl)isoxazol-5-yl]amino]pyrimidin-2-yl]piperazin-1-yl]ethanol

ID: ALA5091000

PubChem CID: 156368876

Max Phase: Preclinical

Molecular Formula: C20H24N6O3

Molecular Weight: 396.45

Molecule Type: Unknown

Names and Identifiers

Canonical SMILES:  COc1ccc(-c2cc(Nc3ccnc(N4CCN(CCO)CC4)n3)on2)cc1

Standard InChI:  InChI=1S/C20H24N6O3/c1-28-16-4-2-15(3-5-16)17-14-19(29-24-17)22-18-6-7-21-20(23-18)26-10-8-25(9-11-26)12-13-27/h2-7,14,27H,8-13H2,1H3,(H,21,22,23)

Standard InChI Key:  ITIUSWCAGNHLSH-UHFFFAOYSA-N

Molfile:  

 
     RDKit          2D

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    7.4944   -3.2502    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
    8.6637   -3.2502    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    9.0251   -4.3624    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   10.1547   -4.6651    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
   10.9817   -3.8381    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   10.6793   -2.7083    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
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   12.6346   -2.1873    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
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   14.8947   -2.7866    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   16.0243   -3.0893    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   16.3270   -4.2190    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
   15.5001   -5.0459    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
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   18.2837   -3.6947    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   19.4134   -3.9974    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    6.0034   -4.6651    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.7003   -5.7948    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.5737   -6.0955    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.7465   -5.2683    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.0455   -4.1436    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.1728   -3.8346    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.6168   -5.5710    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    1.7898   -4.7440    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
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 25 28  1  0
 28 29  1  0
M  END

Alternative Forms

1. Parent:

   

   ALA5091000

   ---

Molecule Features

Natural Product: No

Oral: No

Chemical Probe: No

Parenteral: No

Molecule Type: Unknown

Topical: No

First In Class: No

Black Box: No

Chirality: No

Availability: No

Prodrug: No

Calculated Properties

Molecular Weight: 396.45

Molecular Weight (Monoisotopic): 396.1910

AlogP: 2.00

#Rotatable Bonds: 7

Polar Surface Area: 99.78

Molecular Species: NEUTRAL

HBA: 9

HBD: 2

#RO5 Violations: ┄

HBA (Lipinski): 9

HBD (Lipinski): 2

#RO5 Violations (Lipinski): ┄

CX Acidic pKa: 8.64

CX Basic pKa: 7.07

CX LogP: 2.22

CX LogD: 2.16

Aromatic Rings: 3

Heavy Atoms: 29

QED Weighted: 0.62

Np Likeness Score: -1.68

References

1.  (2021)  Isoxazole derivatives targeting tacc3 as anticancer agents, 

Source

Source(1):

• Patent Bioactivity Data