2-(3-(4-((4-(1H-Pyrazol-4-yl)phenyl)amino)-5,7-dihydrofuro[3,4-d]pyrimidin-2-yl)phenoxy)-N,N-diethylacetamide

ID: ALA4645739

PubChem CID: 124159304

Max Phase: Preclinical

Molecular Formula: C27H28N6O3

Molecular Weight: 484.56

Molecule Type: Unknown

Names and Identifiers

Canonical SMILES:  CCN(CC)C(=O)COc1cccc(-c2nc3c(c(Nc4ccc(-c5cn[nH]c5)cc4)n2)COC3)c1

Standard InChI:  InChI=1S/C27H28N6O3/c1-3-33(4-2)25(34)17-36-22-7-5-6-19(12-22)26-31-24-16-35-15-23(24)27(32-26)30-21-10-8-18(9-11-21)20-13-28-29-14-20/h5-14H,3-4,15-17H2,1-2H3,(H,28,29)(H,30,31,32)

Standard InChI Key:  IUWZUAMUZGMEPY-UHFFFAOYSA-N

Molfile:  

 
     RDKit          2D

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    3.4006   -6.3462    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
    4.1102   -5.9368    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.1074   -5.1100    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
    3.3988   -4.7006    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.3963   -3.8793    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
    4.1028   -3.4686    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.8138   -3.8774    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.5239   -3.4674    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.5219   -2.6452    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
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    4.0967   -2.6513    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.2264   -2.2311    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.9785   -2.5644    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    7.5268   -1.9506    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
    7.1110   -1.2405    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
    6.3084   -1.4139    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
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    5.5268   -5.9343    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.9488   -5.9258    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    7.6627   -6.3308    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    8.3724   -5.9186    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    8.3683   -5.0973    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    9.0822   -6.3236    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
    9.7920   -5.9114    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.6884   -5.9373    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.6851   -5.1166    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.9034   -4.8674    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.4219   -5.5300    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    1.9087   -6.1926    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    9.0905   -7.1449    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    9.8003   -7.5540    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   10.5059   -6.3164    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
 29  1  1  0
  1  2  2  0
  2  3  1  0
  3  4  2  0
  4 30  1  0
  4  5  1  0
  5  6  1  0
  6  7  2  0
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  9 10  1  0
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 12 13  1  0
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 15 16  1  0
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  9 12  1  0
 17 18  2  0
 18 19  1  0
 19 20  2  0
 20 21  1  0
 21 22  2  0
 22 17  1  0
  2 17  1  0
 21 23  1  0
 23 24  1  0
 24 25  1  0
 25 26  2  0
 25 27  1  0
 27 28  1  0
 29 30  2  0
 30 31  1  0
 31 32  1  0
 32 33  1  0
 33 29  1  0
 27 34  1  0
 34 35  1  0
 28 36  1  0
M  END

Alternative Forms

1. Parent:

   

   ALA4645739

   ---

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: 484.56

Molecular Weight (Monoisotopic): 484.2223

AlogP: 4.55

#Rotatable Bonds: 9

Polar Surface Area: 105.26

Molecular Species: NEUTRAL

HBA: 7

HBD: 2

#RO5 Violations: ┄

HBA (Lipinski): 9

HBD (Lipinski): 2

#RO5 Violations (Lipinski): ┄

CX Acidic pKa: ┄

CX Basic pKa: 3.16

CX LogP: 3.72

CX LogD: 3.72

Aromatic Rings: 4

Heavy Atoms: 36

QED Weighted: 0.36

Np Likeness Score: -1.59

References

1. Liu KG, Kim JI, Olszewski K, Barsotti AM, Morris K, Lamarque C, Yu X, Gaffney J, Feng XJ, Patel JP, Poyurovsky MV..  (2020)  Discovery and Optimization of Glucose Uptake Inhibitors.,  63  (10): [PMID:32282207] [10.1021/acs.jmedchem.9b02153]

Source

Source(1):

• Scientific Literature