(E)-N-hydroxy-3-(4-(((9-methyl-2-(piperidin-1-yl)-9H-purin-6-yl)amino)methyl)phenyl)acrylamide

ID: ALA4539693

PubChem CID: 155550218

Max Phase: Preclinical

Molecular Formula: C21H25N7O2

Molecular Weight: 407.48

Molecule Type: Unknown

Names and Identifiers

Canonical SMILES:  Cn1cnc2c(NCc3ccc(/C=C/C(=O)NO)cc3)nc(N3CCCCC3)nc21

Standard InChI:  InChI=1S/C21H25N7O2/c1-27-14-23-18-19(24-21(25-20(18)27)28-11-3-2-4-12-28)22-13-16-7-5-15(6-8-16)9-10-17(29)26-30/h5-10,14,30H,2-4,11-13H2,1H3,(H,26,29)(H,22,24,25)/b10-9+

Standard InChI Key:  XSEJZPTXWPHLMI-MDZDMXLPSA-N

Molfile:  

 
     RDKit          2D

 30 33  0  0  0  0  0  0  0  0999 V2000
   43.0414  -18.7417    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
   43.0403  -19.5612    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   43.7483  -19.9702    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
   43.7466  -18.3328    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   44.4552  -18.7381    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   44.4600  -19.5567    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   45.2400  -19.8052    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
   45.7174  -19.1400    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   45.2323  -18.4807    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
   42.3323  -19.9693    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
   43.7441  -17.5157    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
   43.0352  -17.1092    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   41.6286  -19.5557    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   40.9227  -19.9602    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   40.9178  -20.7778    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   41.6250  -21.1891    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   42.3371  -20.7829    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   45.4970  -20.5809    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   43.0328  -16.2920    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   42.3282  -15.8801    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   43.7400  -15.8850    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   43.7406  -15.0670    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   43.0280  -14.6584    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   42.3236  -15.0685    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   43.0252  -13.8412    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   43.7316  -13.4303    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   43.7288  -12.6131    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   44.4352  -12.2021    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
   43.0197  -12.2068    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   45.1442  -12.6083    0.0000 O   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
 10 13  1  0
 10 17  1  0
 13 14  1  0
 14 15  1  0
 15 16  1  0
 16 17  1  0
  7 18  1  0
 12 19  1  0
 20 19  2  0
 19 21  1  0
 21 22  2  0
 22 23  1  0
 23 24  2  0
 24 20  1  0
 23 25  1  0
 25 26  2  0
 26 27  1  0
 27 28  1  0
 27 29  2  0
 28 30  1  0
M  END

Alternative Forms

1. Parent:

   

   ALA4539693

   ---

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: 407.48

Molecular Weight (Monoisotopic): 407.2070

AlogP: 2.48

#Rotatable Bonds: 6

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: 5.14

CX LogP: 2.71

CX LogD: 2.70

Aromatic Rings: 3

Heavy Atoms: 30

QED Weighted: 0.33

Np Likeness Score: -0.85

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