(E)-N-hydroxy-3-(4-((4-methyl-3-(4-(pyridin-3-yl)pyrimidin-2-ylamino)phenylamino)methyl)phenyl)acrylamide

ID: ALA514351

PubChem CID: 42625508

Max Phase: Preclinical

Molecular Formula: C26H24N6O2

Molecular Weight: 452.52

Molecule Type: Small molecule

Names and Identifiers

Canonical SMILES:  Cc1ccc(NCc2ccc(/C=C/C(=O)NO)cc2)cc1Nc1nccc(-c2cccnc2)n1

Standard InChI:  InChI=1S/C26H24N6O2/c1-18-4-10-22(29-16-20-7-5-19(6-8-20)9-11-25(33)32-34)15-24(18)31-26-28-14-12-23(30-26)21-3-2-13-27-17-21/h2-15,17,29,34H,16H2,1H3,(H,32,33)(H,28,30,31)/b11-9+

Standard InChI Key:  HIRRHXZKTMZOHN-PKNBQFBNSA-N

Molfile:  

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   13.3622   -0.3527    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
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   19.0587    2.1562    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
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   11.2235    2.5381    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
   10.5082    2.1253    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
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M  END

Alternative Forms

1. Parent:

   

   ALA514351

   (E)-N-hydroxy-3-(4-((4-methyl-3-(4-(pyridin-3-yl)pyrimidin-2-ylamino)phenylamino)methyl)phenyl)acrylamide

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: 452.52

Molecular Weight (Monoisotopic): 452.1961

AlogP: 4.72

#Rotatable Bonds: 8

Polar Surface Area: 112.06

Molecular Species: NEUTRAL

HBA: 7

HBD: 4

#RO5 Violations: ┄

HBA (Lipinski): 8

HBD (Lipinski): 4

#RO5 Violations (Lipinski): ┄

CX Acidic pKa: 9.56

CX Basic pKa: 4.65

CX LogP: 4.05

CX LogD: 4.04

Aromatic Rings: 4

Heavy Atoms: 34

QED Weighted: 0.17

Np Likeness Score: -1.18

References

1. Mahboobi S, Dove S, Sellmer A, Winkler M, Eichhorn E, Pongratz H, Ciossek T, Baer T, Maier T, Beckers T..  (2009)  Design of chimeric histone deacetylase- and tyrosine kinase-inhibitors: a series of imatinib hybrides as potent inhibitors of wild-type and mutant BCR-ABL, PDGF-Rbeta, and histone deacetylases.,  52  (8): [PMID:19301902] [10.1021/jm800988r]

Source

Source(1):

• Scientific Literature