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

ID: ALA483974

PubChem CID: 24806051

Max Phase: Preclinical

Molecular Formula: C16H16O5

Molecular Weight: 288.30

Molecule Type: Small molecule

Names and Identifiers

Canonical SMILES:  CCCc1cc(=O)oc2cc3c(c(O)c12)C(=O)CC(C)O3

Standard InChI:  InChI=1S/C16H16O5/c1-3-4-9-6-13(18)21-11-7-12-15(16(19)14(9)11)10(17)5-8(2)20-12/h6-8,19H,3-5H2,1-2H3

Standard InChI Key:  OMSVDZFJLVKJSP-UHFFFAOYSA-N

Molfile:  

     RDKit          2D

 21 23  0  0  0  0  0  0  0  0999 V2000
    1.0919   -6.2796    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.0919   -5.4546    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.3774   -5.0421    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    0.3774   -6.6921    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.3371   -6.2796    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.3371   -5.4546    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.0516   -5.0421    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.0516   -6.6921    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.7660   -6.2796    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.7660   -5.4546    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.4805   -5.0421    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   -3.1950   -5.4546    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.1950   -6.2796    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.4805   -6.6921    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.3774   -7.5171    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    1.8063   -5.0421    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.0516   -7.5171    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   -3.9094   -5.0421    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   -2.4805   -7.5171    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.1950   -7.9296    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.1950   -8.7546    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  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
  4 15  2  0
  7 10  2  0
  2 16  1  0
  2  3  1  0
  8 17  1  0
  9  8  2  0
 12 18  2  0
  8  5  1  0
 14 19  1  0
  9 10  1  0
 19 20  1  0
  3  6  1  0
 20 21  1  0
M  END

Alternative Forms

1. Parent:

   

   ALA483974

   5-Hydroxy-8-methyl-4-propyl-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: 288.30

Molecular Weight (Monoisotopic): 288.0998

AlogP: 2.80

#Rotatable Bonds: 2

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: 3.07

CX LogD: 2.40

Aromatic Rings: 2

Heavy Atoms: 21

QED Weighted: 0.86

Np Likeness Score: 1.42

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