7-(2-(2-Aminopyrimidin-5-yl)-4-morpholino-7H-pyrrolo[2,3-d]pyrimidin-7-yl)-N-hydroxyheptanamide

ID: ALA4744689

PubChem CID: 118374514

Max Phase: Preclinical

Molecular Formula: C21H28N8O3

Molecular Weight: 440.51

Molecule Type: Unknown

Names and Identifiers

Canonical SMILES:  Nc1ncc(-c2nc(N3CCOCC3)c3ccn(CCCCCCC(=O)NO)c3n2)cn1

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

Standard InChI Key:  YLDAIYDYJXZDGW-UHFFFAOYSA-N

Molfile:  

 
     RDKit          2D

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    6.0397  -24.3158    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.7519  -24.7289    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
    6.7501  -23.0833    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
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    8.2459  -24.5682    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
    8.7269  -23.9016    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    8.2454  -23.2354    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    8.2379  -25.3866    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
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    6.0348  -21.8532    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.3294  -24.7283    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.6176  -24.3133    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.9060  -24.7247    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
    3.9049  -25.5469    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.7080  -25.9312    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
    5.3301  -25.5462    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   11.7809  -26.6509    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   12.4887  -27.0705    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
   11.7889  -25.8296    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   13.2045  -26.6646    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    3.2132  -25.9821    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
  1  2  2  0
  2  3  1  0
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  5  4  2  0
  4  1  1  0
  5  6  1  0
  6  7  1  0
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  4 16  1  0
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 20 21  1  0
 22 23  2  0
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 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:

   

   ALA4744689

   7-[2-(2-aminopyrimidin-5-yl)-4-morpholin-4-ylpyrrolo[2,3-d]pyrimidin-7-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: 6.64

CX LogP: 1.85

CX LogD: 1.83

Aromatic Rings: 3

Heavy Atoms: 32

QED Weighted: 0.26

Np Likeness Score: -1.25

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