7-(2-(6-Aminopyridin-3-yl)-6-morpholino-9H-purin-9-yl)-N-hydroxyheptanamide

ID: ALA4785064

PubChem CID: 118366956

Max Phase: Preclinical

Molecular Formula: C21H28N8O3

Molecular Weight: 440.51

Molecule Type: Unknown

Names and Identifiers

Canonical SMILES:  Nc1ccc(-c2nc(N3CCOCC3)c3ncn(CCCCCCC(=O)NO)c3n2)cn1

Standard InChI:  InChI=1S/C21H28N8O3/c22-16-7-6-15(13-23-16)19-25-20(28-9-11-32-12-10-28)18-21(26-19)29(14-24-18)8-4-2-1-3-5-17(30)27-31/h6-7,13-14,31H,1-5,8-12H2,(H2,22,23)(H,27,30)

Standard InChI Key:  IXTBKGBJNGTKQS-UHFFFAOYSA-N

Molfile:  

 
     RDKit          2D

 32 35  0  0  0  0  0  0  0  0999 V2000
    5.4094  -14.1811    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
    5.4082  -15.0007    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.1163  -15.4096    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
    6.1145  -13.7723    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.8231  -14.1775    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.8234  -14.9961    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    7.6020  -15.2489    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
    8.0831  -14.5864    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    7.6016  -13.9244    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
    7.5941  -16.0632    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    8.2978  -16.4786    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    8.2898  -17.2958    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    8.9935  -17.7113    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    9.7052  -17.3096    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   10.4089  -17.7250    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.1121  -12.9551    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
    6.8204  -12.5451    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.8200  -11.7314    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.1128  -11.3211    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    5.4045  -11.7306    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.4034  -12.5504    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.7021  -15.4090    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.9944  -14.9981    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.2869  -15.4055    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.2858  -16.2235    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.9982  -16.6325    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
    4.7028  -16.2228    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   11.1205  -17.3233    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   11.8242  -17.7388    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
   11.1285  -16.5062    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   12.5359  -17.3371    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    2.5783  -16.6325    0.0000 N   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
  7 10  1  0
 10 11  1  0
 11 12  1  0
 12 13  1  0
 13 14  1  0
 14 15  1  0
  4 16  1  0
 16 17  1  0
 16 21  1  0
 17 18  1  0
 18 19  1  0
 19 20  1  0
 20 21  1  0
 22 23  2  0
 23 24  1  0
 24 25  2  0
 25 26  1  0
 26 27  2  0
 27 22  1  0
  2 22  1  0
 15 28  1  0
 28 29  1  0
 28 30  2  0
 29 31  1  0
 25 32  1  0
M  END

Alternative Forms

1. Parent:

   

   ALA4785064

   7-[2-(6-aminopyridin-3-yl)-6-morpholin-4-ylpurin-9-yl]-N-hydroxyheptanamide

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: 440.51

Molecular Weight (Monoisotopic): 440.2284

AlogP: 1.76

#Rotatable Bonds: 9

Polar Surface Area: 144.31

Molecular Species: NEUTRAL

HBA: 10

HBD: 3

#RO5 Violations: ┄

HBA (Lipinski): 11

HBD (Lipinski): 4

#RO5 Violations (Lipinski): 1

CX Acidic pKa: 8.91

CX Basic pKa: 6.48

CX LogP: 1.76

CX LogD: 1.75

Aromatic Rings: 3

Heavy Atoms: 32

QED Weighted: 0.26

Np Likeness Score: -1.03

References

1. Chen D,Soh CK,Goh WH,Wang H.  (2018)  Design, Synthesis, and Preclinical Evaluation of Fused Pyrimidine-Based Hydroxamates for the Treatment of Hepatocellular Carcinoma.,  61  (4.0): [PMID:29360358] [10.1021/acs.jmedchem.7b01465]

Source

Source(1):

• Scientific Literature