4-ethyl-5-hydroxy-8-methyl-7,8-dihydropyrano[3,2-g]chromene-2,6-dione

ID: ALA498813

PubChem CID: 24807465

Max Phase: Preclinical

Molecular Formula: C15H14O5

Molecular Weight: 274.27

Molecule Type: Small molecule

Names and Identifiers

Canonical SMILES:  CCc1cc(=O)oc2cc3c(c(O)c12)C(=O)CC(C)O3

Standard InChI:  InChI=1S/C15H14O5/c1-3-8-5-12(17)20-10-6-11-14(15(18)13(8)10)9(16)4-7(2)19-11/h5-7,18H,3-4H2,1-2H3

Standard InChI Key:  WVGKJNYHUAJCFC-UHFFFAOYSA-N

Molfile:  

     RDKit          2D

 20 22  0  0  0  0  0  0  0  0999 V2000
    5.0363    0.9056    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.0363    0.0806    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.3218   -0.3319    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    4.3218    1.3181    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.6074    0.9056    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.6074    0.0806    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.8929   -0.3319    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.8929    1.3181    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.1784    0.9056    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.1784    0.0806    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.4639   -0.3319    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    0.7495    0.0806    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.7495    0.9056    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.4639    1.3181    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.4639    2.1431    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.7495    2.5556    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.0350   -0.3319    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    4.3218    2.1431    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    5.7508   -0.3319    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.8929    2.1431    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
  9 10  1  0
  3  6  1  0
  5  4  1  0
  1  2  1  0
  5  6  2  0
  1  4  1  0
  9 14  1  0
 10 11  1  0
 11 12  1  0
 12 13  1  0
 13 14  2  0
  6  7  1  0
 14 15  1  0
  7 10  2  0
 15 16  1  0
  2  3  1  0
 12 17  2  0
  9  8  2  0
  4 18  2  0
  8  5  1  0
  2 19  1  0
  8 20  1  0
M  END

Alternative Forms

1. Parent:

   

   ALA498813

   4-Ethyl-5-hydroxy-8-methyl-7,8-dihydropyrano[3,2-g]chromene-2,6-dione

Molecule Features

Natural Product: No

Oral: No

Chemical Probe: No

Parenteral: No

Molecule Type: Small molecule

Topical: No

First In Class: No

Black Box: No

Chirality: No

Availability: No

Prodrug: No

Calculated Properties

Molecular Weight: 274.27

Molecular Weight (Monoisotopic): 274.0841

AlogP: 2.41

#Rotatable Bonds: 1

Polar Surface Area: 76.74

Molecular Species: NEUTRAL

HBA: 5

HBD: 1

#RO5 Violations: ┄

HBA (Lipinski): 5

HBD (Lipinski): 1

#RO5 Violations (Lipinski): ┄

CX Acidic pKa: 6.81

CX Basic pKa: ┄

CX LogP: 2.63

CX LogD: 1.95

Aromatic Rings: 2

Heavy Atoms: 20

QED Weighted: 0.81

Np Likeness Score: 1.33

References

1. Zhang L, Yan Y, Liu Z, Abliz Z, Liu G..  (2009)  Identification of peptide substrate and small molecule inhibitors of testis-specific serine/threonine kinase1 (TSSK1) by the developed assays.,  52  (14): [PMID:19530700] [10.1021/jm9002846]

Source

Source(1):

• Scientific Literature