(E)-N-hydroxy-3-(3-(((9-isopropyl-2-(piperidin-1-yl)-9H-purin-6-yl)amino)methyl)phenyl)acrylamide

ID: ALA4513637

PubChem CID: 155538971

Max Phase: Preclinical

Molecular Formula: C23H29N7O2

Molecular Weight: 435.53

Molecule Type: Unknown

Names and Identifiers

Canonical SMILES:  CC(C)n1cnc2c(NCc3cccc(/C=C/C(=O)NO)c3)nc(N3CCCCC3)nc21

Standard InChI:  InChI=1S/C23H29N7O2/c1-16(2)30-15-25-20-21(26-23(27-22(20)30)29-11-4-3-5-12-29)24-14-18-8-6-7-17(13-18)9-10-19(31)28-32/h6-10,13,15-16,32H,3-5,11-12,14H2,1-2H3,(H,28,31)(H,24,26,27)/b10-9+

Standard InChI Key:  GYILFKJMMAACBR-MDZDMXLPSA-N

Molfile:  

 
     RDKit          2D

 32 35  0  0  0  0  0  0  0  0999 V2000
   15.1827   -7.6684    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
   15.1815   -8.4879    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   15.8896   -8.8969    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
   15.8878   -7.2595    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   16.5964   -7.6648    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   16.6012   -8.4834    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   17.3812   -8.7318    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
   17.8586   -8.0667    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   17.3735   -7.4073    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
   14.4735   -8.8959    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
   15.8853   -6.4423    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
   15.1764   -6.0358    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   15.1740   -5.2186    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   15.8823   -4.8126    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   15.8802   -3.9962    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   15.1708   -3.5889    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   14.4620   -4.0040    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   14.4675   -4.8191    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   13.7516   -3.6000    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   13.7463   -2.7829    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   13.0359   -2.3789    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   13.0306   -1.5617    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
   12.3309   -2.7921    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   13.7356   -1.1485    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   13.7698   -8.4823    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   13.0639   -8.8869    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   13.0590   -9.7044    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   13.7662  -10.1157    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   14.4783   -9.7095    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   17.6383   -9.5075    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   18.4386   -9.6728    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   17.0950  -10.1180    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
  1  2  2  0
  2  3  1  0
  3  6  2  0
  5  4  2  0
  4  1  1  0
  5  6  1  0
  6  7  1  0
  7  8  1  0
  8  9  2  0
  9  5  1  0
  2 10  1  0
  4 11  1  0
 11 12  1  0
 12 13  1  0
 13 14  2  0
 14 15  1  0
 15 16  2  0
 16 17  1  0
 17 18  2  0
 18 13  1  0
 17 19  1  0
 19 20  2  0
 20 21  1  0
 21 22  1  0
 21 23  2  0
 22 24  1  0
 10 25  1  0
 10 29  1  0
 25 26  1  0
 26 27  1  0
 27 28  1  0
 28 29  1  0
  7 30  1  0
 30 31  1  0
 30 32  1  0
M  END

Alternative Forms

1. Parent:

   

   ALA4513637

   ---

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: 435.53

Molecular Weight (Monoisotopic): 435.2383

AlogP: 3.53

#Rotatable Bonds: 7

Polar Surface Area: 108.20

Molecular Species: NEUTRAL

HBA: 8

HBD: 3

#RO5 Violations: ┄

HBA (Lipinski): 9

HBD (Lipinski): 3

#RO5 Violations (Lipinski): ┄

CX Acidic pKa: 9.56

CX Basic pKa: 5.07

CX LogP: 3.48

CX LogD: 3.48

Aromatic Rings: 3

Heavy Atoms: 32

QED Weighted: 0.30

Np Likeness Score: -0.84

References

1. Yu Y, Ran D, Jiang J, Pan T, Dan Y, Tang Q, Li W, Zhang L, Gan L, Gan Z..  (2019)  Discovery of novel 9H-purin derivatives as dual inhibitors of HDAC1 and CDK2.,  29  (16): [PMID:31272794] [10.1016/j.bmcl.2019.06.059]

Source

Source(1):

• Scientific Literature